32789 Zip Code FL Real Estate, Homes with Solid Wood Cabinets for Sale

4 Beds ⋅ 4 Baths ⋅ Hamilton Place SubDv. ⋅ 32789 Zip Code

4 bedrooms including a possible multigenerational family bedroom with its own entrance, AND a huge BONUS FLEX ROOM! Elegance prevails in this highly customized modernized Mediterranean home from one of Winter Park’s premier builders, Ryan Palmer. Located on a quiet cul-de-sac in the heart of Old Winter Park. Walk into the estate to a private garden patio. Plenty of private outdoor space. This home boasts bright natural light throughout with an abundance of windows. The downstairs features an open floor plan PLUS a formal dining room with trey ceilings that aligns with the character of the kitchen! Any Chef will welcome the abundant kitchen space and the beautifully hand-crafted custom wood cabinetry and island. Built in cook top, oven, microwave, and refrigerator! The additional pantry is a must see with all real wood pull out drawers and shelves allowing for tons of space and organization. Downstairs also offers an amazing bonus for multigenerational families! The ground floor front bedroom offers large windows with a large walk in closet customized by California closets. It also offers an ensuite bathroom and ITS OWN ENTRANCE to the Garden patio. Walk up the stairs and enjoy two more bedrooms with built in window seating and closet organizing systems. Also you will find an additional 20'x13' media/office/bonus flex room with exquisitely augmented by custom moldings and tray ceilings and a bar quipped with plenty of cabinets, granite countertops, and a beverage cooler! After the shared full bath you will find the master suite. A large room with plenty of space for a reading nook or extra sofa space. French doors going out to a Juliet balcony overlook the garden patio. A huge walk in closet equipped with California closet organizing system and a large bathroom with dual sinks, large shower, and a soaking jetted tub. The home boasts tons of craftsmanship, ornate additions, built ins, crown molding, tray ceilings, central vacuum system and plenty of freshly modern updates in addition to its traditional character. Premiere Location is in the heart of Old Winter Park. Short distance to Park Ave. and a few blocks from Winter Park Village with tons of art galleries, shopping, and restaurants. Everything else you could imagine along Orlando Ave in Winter Park.

814 Hamilton Place Court, Winter Park

$1,430,000

4 Beds ⋅ 4 Baths ⋅ Green Terrace SubDv. ⋅ 32789 Zip Code

Beautiful custom 4 bedroom 3.5 bath family home in the heart of Winter Park. Indulge your inner chef in the gourmet kitchen, featuring an expansive Island Bar with counter top seating, custom wood cabinetry, granite countertops, and a walk-in pantry, perfect for culinary enthusiasts. Enjoy formal meals in the separate dining room or more casual dining in the kitchenette. The kitchen’s open layout and spacious island overlook the inviting family room, ideal for entertaining guests. The primary bedroom, located on the first floor, features a walk-in closet, while its spacious ensuite has dual sinks, granite countertops, a separate tub and walk-in shower. French doors beckon you to the expansive backyard, creating seamless indoor-outdoor living. Work from home in the separate office space and unwind in the additional large bonus room, offering versatility for various lifestyles. Retreat to generously sized bedrooms for ultimate comfort and relaxation. With a great flow throughout the home, every space is thoughtfully connected for effortless living. Conveniently located near Winter Park hospital and surrounded by excellent schools, this home offers both luxury and practicality. Plus, indulge in fantastic shopping and dining options just minutes away in Historic Park Avenue. Schedule to see this home today!

1750 Carollee Lane, Winter Park

$499,000

4 Beds ⋅ 2 Baths ⋅ Elizabeth Heights Sub SubDv. ⋅ 32789 Zip Code

Location, Location, Location!!! Bring your renovation ideas as this location is truly unmatched! Nestled beside the scenic Mead Gardens and conveniently located near the SunRail, this Winter Park property offers not only a delightful home but also proximity to nature and seamless transportation. Just a short drive away from Park Avenue, this residence ensures you're in the heart of it all. Immerse yourself in the local charm with easy access to a plethora of shops, restaurants, and community events. Combine this prime location with four bedrooms, two baths, skylights, and inviting outdoor spaces, and you have a home that perfectly balances convenience and comfort. A rare find with an original owner's touch, this home invites you to embrace the essence of Winter Park living. Don't miss out on this unique opportunity to live moments away from the best Winter Park has to offer.

918 Mead Avenue, Winter Park

$925,000

3 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Welcome to this exquisite Orwin Manor Cape Cod classic home, meticulously updated and remodeled to perfection! Boasting 3 bedrooms, 2 full baths, and a convenient half bath, this charming property offers a blend of modern convenience and timeless elegance. Enter the heart of the home, where a stunning kitchen awaits with granite countertops, a chef's island for culinary creations, and ample dining space. Flowing seamlessly into the cozy family room, this area is ideal for cherished gatherings with loved ones. Experience the grace of the formal living and dining rooms, with gleaming wood floors and a welcoming fireplace, creating a cozy ambiance on cooler evenings. Indulge in the expansive primary bedroom of this delightful residence, where comfort and spaciousness harmonize effortlessly. A generously sized walk-in closet provides ample storage, ensuring effortless organization. The epitome of luxury awaits in the primary bathroom, boasting dual sinks for both style and functionality, a spacious walk-in shower for rejuvenating showers, and a luxurious jetted tub for unwinding after a long day. Step outside to the private sitting porch, overlooking the lushly landscaped backyard, offering a serene retreat to savor the beauty of nature and moments of peaceful solitude. Situated on a corner lot, this home features a spacious deck, perfect for outdoor activities and entertaining guests, with ample space to envision your dream pool oasis. Parking is a breeze with a 2-car garage providing additional storage options for your convenience. Conveniently located near Florida Hospital, Park Ave, and Interstate 4, this property offers easy access for a quick commute to downtown Orlando, blending comfort, convenience, and style seamlessly. Don't miss the chance to make this your dream home!

1651 Westchester Avenue, Winter Park

$550,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and comfort without HOA constraints. Its fresh stucco facade and welcoming patio lead to a beautifully landscaped oasis. Inside, recessed lighting illuminates a captivating accent wall and a step-down entertainment area, perfect for relaxation or gatherings. The kitchen features luxurious shaker-style cabinetry, calacatta waterfall countertops, and high-end stainless steel appliances. The primary bedroom is a tranquil retreat with natural light, while the en-suite bathroom boasts a glass shower and freestanding soaking tub. Outside, a newly paved patio and lush landscaping extend the home’s luxury. Discover refined elegance at 2612 Lafayette Avenue in Winter Park

2612 Lafayette Avenue, Winter Park

$620,000

2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

PRICE ADJUSTMENT......Experience the epitome of convenience and luxury with this exquisite corner unit 2 bedroom, 2 bath condo nestled at the heart of Winter Park, just steps away from the vibrant Park Avenue. Elegance meets functionality in this thoughtfully designed residence, boasting a charming wood-burning fireplace, three balconies, and a spacious open floor plan, accentuating the allure of the newer luxury vinyl flooring that flows throughout. A covered parking spot awaits, accompanied by additional open parking for your convenience. Ascend to the second-floor end unit with ease, thanks to nearby elevator access. The gated community of Park West offers an array of amenities, from the inviting pool to the well-maintained tennis courts and clubhouse, creating an oasis of relaxation and entertainment. The allure of this locale extends beyond the gates, with a tapestry of restaurants and boutiques lining the iconic Park Avenue.

300 Carolina Avenue Unit 201, Winter Park

$1,595,000

2 Beds ⋅ 2 Baths ⋅ Whispering Waters SubDv. ⋅ 32789 Zip Code

Welcome to this stunning downtown Winter Park lakefront luxury condo with picturesque views overlooking Lake Osceola offering the very best of walk to Park Avenue lifestyle. This convenient second floor unit is nestled on the western shores of Lake Osceola and was recently artfully remodeled with beautiful wood floors, two fireplaces, updated bathrooms, raised various ceiling heights throughout and new HVAC in 2023. Tons of natural light throughout the condo, with an open concept floorplan. Enjoy a sun-filled living room with panoramic elevated lake views, a spacious family room with built-in's, a sophisticated kitchen with an office nook, a breakfast area, a wine/beverage fridge, coffee bar, an additional built-in oven - a perfect place to prepare every meal while enjoying the lake views, formal yet open dining area with a built-in sideboard and pantry... The primary suite is really 2 rooms, offering a sleeping area with fireplace and gorgeous wood details, a large walk-in closet, ensuite bath, as well as a full flex room/den plus a cozy enclosed Florida room with brick floors… The secondary bedroom also has an additional space for a reading nook or a study area. Whispering Waters is located two blocks from Winter Park's iconic Park Avenue. Stroll to fantastic restaurants and shopping, local concerts and activities in Central Park, the weekly Farmer's Market, and much more. Whispering Waters offers secured parking (this unit has “2” deeded under-building parking spaces, plus a private storage room), a community pool, and a sundeck for boat watching and enjoying the Florida sun. Enjoy the Lock + Leave lifestyle with the perks of a lakefront setting and ease of downtown living.

311 E Morse Boulevard Unit 1-3, Winter Park

$1,915,000

5 Beds ⋅ 4 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. The Seller has reduced the price $500k since listing and is motivated to Sell! "Short Walking Distance to Rollins College and Downtown Winter Park" Century Old Charleston Manor and Guest/pool Cottage with lake access to Lake Virginia in Olde Winter Park. This Traditional four bedroom two story residence is in walking distance to Rollins College and Downtown Winter Park. The Home originally built for the Weston Family in 1925 and the guest cottage carries the name “Weston Cottage” The home was renovated in 2013 adding a foyer, 2nd Primary Bedroom and bath and an addition of three of the four covered porches. This home provides 2 primary suites, one on each floor, four covered porches and a private office overlooking the pool. The Formal dining room opens to a screen porch, foyer, Spacious kitchen and kitchenette, living and piano room downstairs all with cove ceilings and an indoor entertainment room with a large reading nook and covered outdoor area upstairs. The traditional staircase has the original built in chute. Floors are original hardwood and have been preserved for almost 100 years. All interiors doors in the house have original Glass Door knobs and Mortise Hardware including all additions. The home has great lighting including recess lighting in living and dining, office, entertainment rooms, 2nd floor master bedroom and 4th bedroom and 3 porches, and the outdoor lighting is smart and Alexa compatible. The Upstairs Master bedroom has Glass pane French doors to the 4th bedroom to provide a family a nursery or a sitting/dressing room for the master bedroom. The house has a basement with concrete floor for storage and lighted attic space. Outside the home are brick driveways and walkways with brick patio around the pool with wonderful garden flowers and a bougainvillea terrace. The backyard also has a stone look parameter fencing and many tropical palm trees. The present owner has preserved this home for over 20 years. This is the perfect family or forever home.

1362 Richmond Road, Winter Park

$402,500

2 Beds ⋅ 1 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

This prime Winter Park lot is the perfect spot to build your dream home or renovate an existing home with a large fenced-in backyard. This sold AS-IS 2-bedroom, 1-bath home on North Park Avenue features mature, tree-lined streets and is a short walk from downtown Winter Park and Winter Park Village’s shops and restaurants, Park Maitland, Whole Foods and the Enzian Theater. The 1,195-foot home includes a spacious living area with a large eat-in kitchen with ample cabinet space and quality appliances, a family room and separate laundry room, with tile floors throughout. A front covered porch adds charm. Don’t miss out on this great location.

1950 N Park Avenue, Winter Park

$835,000

3 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Incredible opportunity to own over a quarter of an acre pool home in the heart of Winter Park. Walking distance to Phelps Park, Winter Park YMCA, and Lakemont Elementary. and less than 10 minutes to Park Avenue. This charming 3 bedroom 3 bathroom ranch home on a quiet tree lined street boasts over 2000 sq ft of living space with stunning windows and charming features throughout. Upon entering the home you are greeted by a spacious living room and dining area. An elongated kitchen sits at the heart of the home equipped with stainless steel appliances and solid wood cabinets. Another large living space off the kitchen area welcomes you with custom built in shelves, a charming wood burning fireplace and a timeless crafted window overlooking the crystal blue pool and mature landscaped backyard views. A large screened in patio provides year round outdoor space for you to enjoy. The backyard oasis is immaculate with fruit trees, lush landscaping and an incredible pool with heated spa for you to live your best Florida life. Upgrades include a brand new pool heater and regulator, a freshly refinished pool and stunning pavers around the pool and main driveway. Home was repiped with pex in 2003. The Hvac is 2015. The skylight and flat roof is 2016. Main roof is 2003.

1771 Chestnut Avenue, Winter Park

$1,800,000

4 Beds ⋅ 4 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to own a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5 baths, and a 2 car garage. As you step inside, you are greeted by a bright open, airy ambiance that invites you to effortlessly call it your home. The first floor boasts a seamless open floor plan concept with Great American wire brushed oak throughout, featuring a sprawling great room with decorative Faux and woods beams, a soaring foyer that leads to a private home office space and, a classy dining area. A meticulously designed kitchen equipped with Viking appliances, including a refrigerator and stove, along with a KitchenAid dishwasher make this kitchen a culinary enthusiast's dream. The home features an electric blind on kitchen window and shutters throughout. A large walk-in pantry ensures ample storage space, while an indoor gas fireplace adds a touch of elegance and warmth. Escape to your own private paradise with the impressive outdoor amenities. Host unforgettable gatherings in the outside summer kitchen, where al fresco dining becomes a daily delight with a fireplace and pool footsteps away. Backyard is zero maintenance and has K9 turf for dogs from Forever Lawn. The second floor is dedicated to the luxurious master suite that will be your own private sanctuary at the end of the day. Need more space? This home includes an upstairs versatile flex space that can be tailored to your needs that’d be perfect for movie nights, a home theater, a game room or play area. For added convenience, the upstairs offers a laundry room. Presented in immaculate condition with custom shutters, a third floor balcony that has expansive views offering additional outdoor living. This home is ready for you to move right in and start living the life of luxury. Every detail has been carefully considered, from the sleek finishes to the abundance of natural light that fills each room. Located in one of Winter Park's most coveted neighborhoods, this property offers not just a home, but a lifestyle. Excellent schools, fine dining and boutique shopping options on Park Avenue and Baldwin Park, very close proximity to Park Ave, Art shows or Rollins College and, easy access to downtown Orlando make this the perfect place to call home. This is more than a home—it's an unparalleled opportunity to own the lifestyle you deserve and a piece of Winter Park's finest living.

1661 Hillcrest Ave, Winter Park

$2,350,000

3 Beds ⋅ 4 Baths ⋅ Versailles Winter Park Condo SubDv. ⋅ 32789 Zip Code

Versailles of Winter Park stands as an epitome of exclusive luxury, strategically located mere steps away from the vibrant ambiance of Park Avenue, renowned for its eclectic array of dining, shopping, and special events. A rare opportunity, this distinguished property offers only seven private residences, each boasting expansive one-level living spaces spanning over 3000 square feet, complete with private two-car garages. Upon entering through the secure guest lobby, an elevator ride ascends to the elegant fourth-floor lobby, exclusively serving the two private homes on the floor. As the doors of Residence #400 swing open, guests are greeted by an atmosphere of refined sophistication. Oak wood floors, soaring ceilings exceeding 9 feet, and intricate crown moldings adorn the spacious living area, complemented by a wall of custom built-ins illuminated with accent lighting and expansive windows & French doors ushering in abundant natural light. A wet bar niche, equipped with a sink, beverage refrigerator, and storage, seamlessly integrates into the living space, facilitating effortless entertainment, while a charming outdoor terrace, adorned with Chicago brick and stone railing, extends the living area outdoors, fostering an enchanting indoor-outdoor experience. A highlight of this residence is the impeccably redesigned and renovated kitchen, boasting custom shaker-style cabinetry, bespoke templated concrete countertops infused with terrazzo, marble, and stone, and a striking counter-to-ceiling marble backsplash. High-end appliances by Subzero and Wolf, including an induction cooktop and integrated microwave drawer, grace the culinary space, accompanied by a built-in breakfast nook bench and a truly custom statement hutch for showcasing cherished collections. The adjoining dining room is impressive & features a built-in buffet for serving/storage & can easily accommodate a table for 10-12. With the versatility the floor plan offers, this space is currently being used & works well as a den & media room. A bonus is the designated office boasting rich wood wall-to-wall built-ins. Privacy is assured by the split-bedroom layout, with the expansive primary suite separated & accessible via a double-door vestibule entrance. This luxurious retreat showcases vaulted ceilings, a wall of custom cabinetry, a private balcony, and an opulent bath with dual marble vanities, a spa tub, a separate shower, and a spacious walk-in closet. You will find the additional bedrooms are very comfortably sized with the spacious 2nd bedroom featuring extensive custom cabinetry, shelving & a built in desk with French doors to side balcony. The 3rd bedroom has wood floors and access to balcony also. Both additional baths have custom vanities with marble counters. The residence further delights with four balconies offering outdoor retreats, newly refinished hardwood floors, a freshly repainted garage interior with storage. Surrounded by meticulously maintained landscaping, well-kept walkways, and a charming patio area, the property epitomizes elegance and tranquility. Don't miss the opportunity to reside in one of Winter Park's most coveted addresses, adjacent to the esteemed Alfond Inn & Spa, and embrace the exceptional lifestyle this residence affords. Room Feature: Linen Closet In Bath (Primary Bedroom).

200 S Interlachen Avenue Unit 400, Winter Park

$785,000

4 Beds ⋅ 3 Baths ⋅ Fairbanks Park SubDv. ⋅ 32789 Zip Code

ZONED R-2. GREAT POTENTIAL INCOME GENERATOR!! This historic beauty is spacious and features a FULL APARTMENT ON TOP OF THE GARAGE. This apartment offers a private entrance so would be a fabulous, income producing unit or a great space for the in-laws or adult children needing a little more privacy. The options are endless. We’ve even heard buyers suggest a game room, gym, separate office, or man cave for the hunter in your life to hang their trophies. We love the enthusiasm. The open front porch is quite welcoming thanks to the side garage entry. No big garage door taking away from your curb appeal! Step inside to see the cozy living room with gas fireplace and to your right, a guest bedroom currently stages as an office. Head back to the large dining space then continue on to the lovely kitchen which is updated with white cabinets, stainless steel appliances, and granite counters. Enjoy a gas stove for the chefs in the home. To the right of the kitchen you will find a full sized bathroom, the 2nd bedroom and the master with en suite bathroom. You may be surprised to find such a spacious bathroom in a 1925 home! There are dual sinks and lots of cabinet storage, a jetted soaking tub, large walk-in shower and designer walk-in closet. The back of the home offers a huge desk area along with a pantry and the washer and dryer closet. This bonus space would make the perfect playroom or game room but again…endless possibilities to accommodate a creative homeowner. Step out the back door to a foyer which offers an additional storage closet and gives you the option of heading to the oversized two car garage or up the stairs to the garage apartment. This apartment has it’s own A/C unit and is laid out as an L shaped loft. You walk in to the bedroom area then turn left to the living area and the kitchen is in the corner. All a great, open floor plan. The door on the right leads to the full bathroom with its shower/tub combo. You’ll notice the space is light and bright thanks to the windows and French doors which lead to the long balcony. This PRIME location is in the heart of the highly sought after city of Winter Park. You’re less than a mile from Park Ave and all of its high ends shops and variety of restaurants. You’re walking distance from fabulous city parks and Rollins College. The Winter Park boat tour, art festivals, farmer’s market, etc etc are all a short walk from this unique gem of a home. Not to mention the easy access to I-4, the shops and restuarants on 1792 which lead to Maitland and downtown Orlando AND the Winter Park Village which is wrapping up a modern renovation. It’s truly the best of the best!!

1000 S Kentucky Avenue, Winter Park

$1,625,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

Expect to be impressed with one of Winter Park’s most luxurious in-town living experiences, the Douglas Grand. Offering a unique blend of elegance, convenience, and comfort in one of Winter Park's most sought-after communities. Just a block to Downtown Winter Park and the famous Park Avenue, you really can’t find anything like it. This two-story unit boasts over 2900 sq ft with 3 bedrooms and 3.5 baths and was renovated in 2020. With an open floor plan and tons of natural light, this gorgeous unit is the perfect place to entertain! The gourmet kitchen designed by S&W Kitchens is a chef’s dream with top-of-the-line appliances that include a wall-mounted Miele convection/microwave oven, a separate Miele oven and a Wolfe induction stove top. Amazing views from almost every room. Lots of flexibility with this floor plan with a downstairs primary suite featuring a soaking tub, separate shower, and plenty of cabinet space plus a custom walk-in closet. Upstairs you will find a spacious guest bedroom with tree top views that could be a second primary suite with the renovated spa-like bathroom featuring dual sinks, a soaking tub, a separate shower and two custom designed walk-in closets. The third bedroom would be the perfect office with plenty of storage space in the custom designed walk-in closet. You will be amazed by the private patio area off of both upstairs bedrooms with breathtaking views of Central Park and Park Avenue...truly the perfect spot for relaxing or entertaining your guests. Additional upgrades include newer A/C units, new Pella balcony doors, and custom window treatments throughout. Private entry into the covered and secured parking garage with easy access straight to your front door. The Douglas Grand offers one of the most secured and private options in Winter Park today, making this also a perfect second home or vacation home. This exceptional location is centrally located in Downtown Winter Park and just steps away from all the restaurants, shopping, Sun Rail and train station, WP Farmer’s Market and all things Winter Park. This luxurious lifestyle opportunity doesn’t come along often and truly is unparalleled. Call today for a private showing. Welcome Home!

101 S New York Avenue Unit 309, Winter Park

$3,620,000

3 Beds ⋅ 5 Baths ⋅ Park Hill SubDv. ⋅ 32789 Zip Code

A timeless brownstone in the exclusive Park Hill provides a lifestyle that is unparalleled. Enjoy world-class restaurants, shopping, events and museums within a short walk, and are the only brownstones on Park Avenue to have this highly sought-after, exclusive location. An inviting front courtyard welcomes you with a brick walkway to a covered entrance flanked by stately gas lanterns. This three-story home with an elevator features three en-suite bedrooms with three full and two-half baths, offering generous open living, dining and kitchen spaces that overlook a private courtyard complete with a summer kitchen. Large windows throughout the home seamlessly bring the outside in and allow natural light to gently roll in. The gathering space showcases an incredible built-in focal point with sliding doors detailed with a subtle starburst and an antique mirror backdrop, allowing art to be displayed or the doors to be opened to relax and enjoy your favorite show. Expansive 10-foot ceilings, extensive millwork and moldings throughout, gorgeous hardwood floors, upgraded designer-selected fixtures and hardware, additional lighted glass built-ins and French doors add to the architectural detail for an elevated living experience. A chef’s kitchen surrounds a center island, blending into the dining and living spaces for ease of entertainment. Wolf and Sub-Zero appliances, gorgeous light cabinetry, a pop of color on the island with bar seating, marble details, an incredible walk-in pantry and a wet bar/butler's nook deliver great function for intimate gatherings. A two-car air-conditioned garage with loads of storage, an organization system and additional ceiling storage round out the first-floor offerings. The second floor continues with upscale appointments, featuring a flex space with built-ins and a wet bar with an under-counter refrigerator that opens to an outside covered balcony. Also on this floor is a laundry room, loft area and two large bedrooms, each with a walk-in closet and its own bath. The third floor, the primary bedroom showcases an upholstered bed wall, three dormers overlooking Park Avenue, storage window benches with room to relax in a tranquil setting and a luxurious primary bath with floor-to-ceiling windows, dual vanities with high-quality materials and finishes, a large glass-enclosed shower and soaking tub. Two large walk-in closets with closet systems feature a makeup vanity with marble countertop, mirrored backsplash and hardwood floors with beautiful light to elevate the experience. A gracious morning/evening station with a Sub-Zero under-counter refrigerator and stylish backsplash opens to a private rooftop terrace with a fireplace, wet bar and TV, plus a half bath to enjoy evening sunsets and Florida breezes. Every detail has been accounted for in this Park Avenue property, offered fully furnished with designer selections throughout. Other details include Old Carolina brick, three-story block construction, soundproof hollow core floors, precast exterior trim and a slate mansard roof. There are five air conditioning units, three tankless gas water heaters and the property has been meticulously cared for.

637 N Park Avenue, Winter Park

$452,500

2 Beds ⋅ 2 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Nestled in the highly desirable town of Winter Park, this meticulously maintained and beautifully remodeled two-bedroom, 1.5-bath bungalow welcomes you to a prime location just steps away from Hannibal Square and Park Avenue. Enjoy the convenience of Rollins College, shopping, dining, and vibrant nightlife, all within easy walking distance. Step inside this charming bungalow to discover a newly updated kitchen that features granite countertops, stainless steel appliances and a center island. The all-year enclosed Florida room features an electric fireplace, seamlessly combining functionality with style and the perfect setting to enjoy the outdoors in any season. Adding privacy and security, the fully fenced yard creates a delightful retreat. In 2023, significant enhancements were made, including the addition of a new rear deck and a new front porch, further enhancing the overall charm and appeal of the property. The entire home has been freshly painted, contributing to its vibrant and inviting atmosphere. The recent roof update in December 2023 ensures long-lasting durability, complemented by a series of modern comfort and efficiency upgrades. The air conditioning unit was replaced in 2019, the AC compressor in 2022, and the water heater in 2019.For a detailed overview of all the improvements, please refer to the attached improvement sheet. Don't miss the opportunity to make this residence your own, as it seamlessly combines the convenience of modern updates with the timeless charm of a bungalow lifestyle. Experience the best of both worlds in this impeccably maintained home located in the heart of a thriving community.

674 Douglas Avenue, Winter Park

$1,297,000

4 Beds ⋅ 4 Baths ⋅ Phillips Place Winter Park SubDv. ⋅ 32789 Zip Code

Just a short drive from Park Avenue and Baldwin Park or a quick walk to the trendy Corrine Drive shops and restaurants is this stately, well-appointed Colonial residence. Featuring four bedrooms, three and a half bathrooms, and an office, this comfortable abode fits the needs of all families, small and large. Intimate formal living and dining spaces greet you on the left upon entering a welcoming foyer, while a discreet office sits tucked on the right with an adjoining closet. Wood floors span much of the first floor as the foyer opens up into an expansive living room with vaulted ceilings and a large kitchen, equipped with stainless steel appliances and natural stone countertops. Interior spaces continue with a downstairs primary suite with a large custom walk-in closet and a private outdoor courtyard, exclusive to the primary suite. Upstairs, three sizable bedrooms await with two recently-refreshed bathrooms. The home is an entertaining haven, with a luxe outdoor kitchen sporting DCS appliances as well as a screened in pool and spa with state of the art features. Beyond the screened area is plenty of green space, perfect for outdoor activities. The home, sitting on the end of a cul-de-sac, is the ultimate expression of privacy, surrounded by mature oaks and adjacent to a small pond. Enjoy peace, serenity, and the ultimate feeling of old Winter Park in this stately home, located in the Audubon K-8 school district and minutes away from the best Orlando has to offer.

2706 Phillips Park Court, Winter Park

$2,750,000

4 Beds ⋅ 5 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Gorgeous Alys-Rosemary Beach-style coastal residence in the sought-after Vias neighborhood near the WPRC and ICC. Built in 2020, nothing was overlooked with many custom finishes and thoughtful designer details that are captivating from the moment you walk through the front entry. A masterfully, well-designed open floor plan with soaring ceilings (decorative accent beams), along with quality expansive windows and glass doors flooding the home with natural light. Elegant living areas for various seating groups, including a bar area, living area, additional dining and gathering room all transition from inside to outside with a seamless flow that allows for comfortable casual Florida living and entertainment. The fabulous chef's kitchen offers a 6-burner gas range, two built-in ovens, an expansive “4-person” bar stool island in addition to a wonderful breakfast nook with pool views. The secluded primary suite includes another fireplace, separate walk-in closets, a lavish bath with private botanical garden, and French doors with peaceful views of the pool. The recently added den/home office complements the first floor flawlessly and can also be utilized as a secondary bedroom (includes a built-in with Murphy bed system) and en-suite bath. This home lives primarily as a one-level residence, having only 2 secondary bedrooms upstairs and they are more than generous in size as well. When making your way outside the main residence, there is a wonderful, detached pool cabana that features a wall of folding glass Casablanca-style accordion doors that bring the outdoors in. The cabana is equipped with a wet bar and a full bath, great for guests/in-laws, an art/yoga studio, separate home office, and much more. The outdoor area is truly an enjoyable private oasis including 7 perimeter gas lanterns. Enjoy Florida days and nights on the covered lanai with wet bar and in the picturesque pool and tranquil private backyard amenities. There is a climate-controlled detached two-car garage “carriage house” that is easily accessible to the main residence via a covered breezeway. There is also a parking area and wraparound front/side yard lawn encompassed by a podocarpus hedge and a private linear dog run or lawn with turf grass that completes the grounds. The Vias is an unsurpassed Winter Park neighborhood, just a few minutes away from downtown Winter Park/Park Avenue, A-rated schools, Winter Park Racquet Club, Interlachen Country Club and much more. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1254 Via Estrella, Winter Park

$1,210,000

4 Beds ⋅ 4 Baths ⋅ Bungalow Park SubDv. ⋅ 32789 Zip Code

Experience unparalleled quality in highly sought-after Winter Park Recently built in 2021, this is a must-see, featuring 4-bedrooms, 3-1/2 bathrooms and nearly 2500 sq ft with a layout that makes the flow of everyday life a pleasure. The home has some of the finest high-end finishes, and offers 11’- 4” ceiling heights on the first floor and 10’ on the second. The luxurious master suite is located on the main floor featuring a spacious “wet-room” with soaking tub and expansive walk-in closets. Among its many highlights, this home has an abundance of natural light and features a wine cellar, 8’ solid core interior doors, 7” cove crown molding, 1x4 wood casing, and generous 1x8 wood base throughout. The front porch and patio showcase upgraded 1x6 tongue & groove pine ceilings. Custom-built solid hardwood maple cabinetry graces the entire home, with 66” uppers in the kitchen. The kitchen is equipped with exotic granite countertops, beautiful under-mount sinks, and top-of-the-line GE Café appliances, including a 27.8 cu. ft. french door refrigerator with Keurig K-Cup brewing system, a combination double wall oven, a six burner gas range top, and a 36” commercial hood with a specially designed custom-built metal hood cover. Upstairs, discover three additional bedrooms, one with an ensuite bathroom and the other 2 are connected via a jack and jill. There are multiple storage closets throughout. Designer porcelain tile adorns all bathrooms and the laundry room, complemented by premium 7-1/2’ wide wood flooring throughout the residence. Stylish plumbing fixtures and bathroom accessories, along with 8’ high glass frameless shower enclosures, add a touch of elegance. Designer electrical fixtures, including ceiling fans in all bedrooms, living rooms, and the patio, enhance the overall aesthetic. This home is equipped with highly efficient 15 SEER-rated heat pump and air conditioning systems with digital thermostats, as well as energy-efficient spray foam and core fill insulation. Double-pane insulated low E vinyl windows, Clopay premium garage doors, and an energy-efficient gas tankless water heater contribute to the home's eco-friendly features. The exterior is complemented by a beautifully landscaped yard with sealed pavers at the driveway and patio, gutters, and downspouts. You’ll love the area with Park Ave in close proximity, there are so many restaurants, coffee/tea shops, services and retail stores for you to explore. Just around the corner (coming soon!) is the new “Seven Oaks Park”. A park with mature trees, recreation areas, water fountains, and public programming areas on the 1.5-acre piece of land. The park would also include 40,000 SF of retail, a rooftop lounge area, and a coworking space. Make your appointment today for your opportunity to be a part of this wonderful community in a beautiful turnkey home!

931 Bungalow Avenue, Winter Park

$256,000

2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

Stunning Winter Park first floor condo of 2 bedrooms and 2 baths. Open floor plan with laminate flooring and tile throughout – no carpet. New double paned and low-e windows. New Quartz kitchen countertops to complement new stainless steel sink and appliances including dishwasher, range and refrigerator. Freshly painted. Sit out and relax on your covered screened back porch which is facing the lovely garden or take a dip in the heated community pool just steps away. Laundry facility is next to the pool. Dedicated bike storage, as well as a 3 cubit feet storage area for each unit. Roof for the whole complex is less than 2 years old. Ample parking spaces. Condo fee is $375.00 per month for such perfect carefree living! Great location close to Orange Avenue, Park Avenue, Mead Garden, Rollins College, Publix, Trader Joe's, Winter Park Village, Winter Park Library, Saturday Winter Park Farmer's Market, and all downtown Winter Park has to offer. Zoned for great school district of Audubon Park K-8 and Winter Park High School. No dogs allowed except domestic cats. These first-floor units are hard to come by. Where can you find a first-floor condo unit in the heart of Winter Park for $262,000.00? Don’t wait!

1250 S Denning Drive Unit 111, Winter Park

$3,200,000

5 Beds ⋅ 6 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Nestled on almost a half-acre in Winter Park’s established and desirable Windsong neighborhood, this jaw-dropping five bedroom, five and one-half bath pool home is absolutely exquisite beyond compare! This custom built home by Michael Charles Homes and designed by Wolf-Rizor Interiors offering every quality feature imaginable. It is conveniently located just moments to Park Avenue’s dining and shopping and zoned for top-rated Winter Park schools. The open concept floor plan makes this home picture-perfect for entertaining. The impressive master bedroom suite features French doors to the well manicured backyard with a large pool, a brick paver open patio and a deck! Enjoy the many amenities of living in Windsong including lake access to the Winter Park Chain of Lakes, a clubhouse and pool for entertaining, as well as a playground area.

1560 Holts Grove Circle, Winter Park

$650,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Location, location, location. Take advantage of this rare opportunity to live in a spacious 2/2 move in ready condo at the Cloisters Condominiums. Stepping into this unit, you will discover that it has been updated for immediate living while offering you the opportunity to add in changes to your personal taste. Cork back luxury vinyl plank flooring throughout. Carrara marble kitchen counter top. Stainless steel kitchen island with butcher block top, KitchenAid stainless steel appliances. Graber custom window blinds throughout. New commodes and vanities in both bathrooms. Very large primary suite with walk-in closet offering ample room if you should want install a washer/dryer. HVAC replaced in 2022, hot water heater in 2014. Situated on the shores of Lake Osceola part of the coveted Winter Park Chain of Lakes. The Cloisters built in the 70's is one of Winter Park’s finest locations. Short stroll to the Alfond Inn and Park Avenue offering the finest in shopping, cafes, eateries, galleries, museums, Central Park, SunRail and more. Also walking distance to the Winter Park Farmer's Market. The Cloisters offers boat slips available on a first come first serve then on a lottery. Kayak, paddle board, and bicycle storage to rent. A clubhouse, fitness center, heated pool, putting green, assigned parking, storage, on-site manager, community mail boxes, and more. Come and look and live the dream! While all information is intended to accurate, it is not guaranteed and should be independently verified.

104 S Interlachen Avenue Unit 414, Winter Park

$1,775,000

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Meticulously maintained four bedroom, four bath home nestled on a quiet Winter Park street ready for immediate move in. Custom built in 2015 by FG Schaub, this home looks and feels brand new, and offers an open floor plan - perfect for entertaining or easy/comfortable living. The spacious kitchen showcases custom wood cabinets, a large breakfast bar/island with loads of storage, and overlooks the great room and dining room. The kitchen easily flows to the great room with a wall of built-ins for more storage and display, along with an under-counter beverage cooler. Two sets of French doors open out to the covered lanai with retractable screens which allow for climate control and seamless indoor/outdoor living. Enjoy cool evenings with the built-in fire pit, or a morning coffee listening to the water fountain. The private primary suite offers a large bath with separate vanities and a walk-in shower, and a very large walk-in closet. A secondary bedroom with walk-in closet is also on the first floor - which can be used as a guest suite or an office. A huge pantry room and laundry room off the two-car garage and mudroom/desk area finish off the first floor. The second floor features two bedrooms, each with en-suite baths and a 32 x 14 bonus room, which could easily be converted to a smaller bonus room and a fifth bedroom. Additional upgrades include a tankless water heater, a whole home water filtration system, and a water softener. Located in a premier neighborhood, minutes to Park Avenue and easy access to major roadways and highly-rated Winter Park schools.

1531 Place Picardy, Winter Park

$1,400,000

3 Beds ⋅ 4 Baths ⋅ Perle Du Lac SubDv. ⋅ 32789 Zip Code

This is your opportunity to live the ultimate lock-and-leave lifestyle and have the lakefront living that makes Winter Park so special. Perle Du Lac is a gorgeous condominium community situated on the shores of Lake Virginia. Unit 203 is a spectacular 3-bedroom, 3.5-bath split-bedroom home with a breathtaking pool and lake views. A completely remodeled kitchen by S&W Kitchens (December 2022) offers custom cabinetry, Cambria quartz countertops, new GE Profile gas range/oven plus a built-in oven, and under-counter wine fridge. The spacious living room has beautiful Brazilian Cherry wood floors and a wall of sliding glass doors that open to the patio and showcases the amazing views of the pool, grounds and Lake Virginia. The private primary suite has French doors to the patio, a remodeled bath (2021) with dual sinks plus a vanity, a large glass-enclosed shower, and a walk-in closet. The secondary bedroom has an ensuite bath, and the third bedroom, currently used as an office has a custom built-in desk, cabinetry/shelves and a Murphy bed which conveys with the home. All bathrooms were remodeled in 2021. This unit also offers a separate climate-controlled storage room within the building, secured underground parking garage with 2 designated parking spaces, a picturesque community pool, and a deeded covered boat slip with motorized lift. Close to restaurants and shopping on Park Avenue, the Alfond Inn, Rollins College, the WP Farmers Market, and much more.

662 Osceola Avenue Unit 203, Winter Park

$1,400,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Rev SubDv. ⋅ 32789 Zip Code

Beautifully appointed "Italian Villa" style home in the heart of Winter Park. Just a few blocks from Rollins College and Winter Park's famed Park Avenue where you will find high-end shops and plenty of fabulous restaurants. This is as close as you can get to a "lock-and-leave" residence and still have the privacy of a detached single-family home. Built by a custom home builder for their personal residence, no expense was spared to create wonderful living spaces perfect for entertaining friends and family or enjoying the Winter Park lifestyle peacefully. As you enter the foyer you are greeted with a flex room to your left that can be utilized for dining, office, exercise or whatever your lifestyle desires. Interior features include stone flooring, high ceilings, extensive detail in the millwork, custom built-ins, and open floor plan. The living areas are light and bright with tons of natural light and views of the private backyard. The chef's kitchen boasts Carrara marble countertops, custom cabinets, Sub-Zero refrigeration, a double oven Wolf gas range, and a window-framed banquette eat-in area. All 3 bedrooms are en-suite with walk-in closets and the primary bathroom has a marble enveloped soaking tub and separate glass shower, and dual marble vanities. Another primary suite features is the "Juliette" balcony overlooking the pool area. The bonus space upstairs is perfect for additional TV area, study, or office space. Other interior details include gorgeous hardwood and tile floors upstairs, designer lighting throughout, high-end fixtures and hardware, and multiple-zone audio. The tropical backyard pool area has complete privacy, a lagoon-style pool, maintenance-free artificial turf, and "award-winning" landscaping installed and maintained by Signature. This home has been designed to take advantage of every inch of space. Perfectly located with easy access to all the Central Florida amenities and top-rated Winter Park schools.

621 Huntington Avenue, Winter Park

$1,690,000

4 Beds ⋅ 6 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Welcome to this beautiful home in Winter Park neighborhood. This beautiful home is built for entertaining. The spacious home offers a little over 4,600 square feet of living space. The first floor offers a large open floor plan with incredible view into tour outdoor oasis. The kitchen features a 6-burner range with grill and double oven, large Electrolux fridge and freezer, microwave drawer, wine fridge, upper and lower cabinets with under cabinet lighting. An ample living room, with wall-to-wall custom solid wood built-ins and wired in speakers. Full panel sliding doors which flow into the outdoor retreat featuring a full Paradise Grills outdoor kitchen built for grill masters and hibachi lovers. Full bar service set up, wired in music with lights to play to the beat or perhaps colors for the holiday seasons. The large 30 foot pool equipped with solar heated pool system, beautiful glass tiled firewall and jetted fountains. Pool storage, pool bath and outdoor shower. The opulent primary suite gives you enough room for a California king bed, large walk in closet and spa like bathroom with his and her vanities. Upstairs you will find a large loft with a huge bonus room and 3 large bedrooms each with en-suite bathrooms.

1411 Border Drive, Winter Park

$2,200,000

4 Beds ⋅ 4 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code

This split plan home in the heart of Winter Park’s highly desired Via’s neighborhood offers views of Lake Maitland and is located on a quiet, gorgeous street aptly named for the towering pine trees that line it. The spacious floor plan includes four bedrooms and 3.5 baths, along with a full dining room, living room, great room, and open kitchen and family room. Great for entertaining, the family/kitchen areas feature numerous French doors and all open up to an enclosed, slate floor back lanai looking out over a spacious back yard and fire pit. A huge great room with a wet bar and high ceilings on one side opens up through large sliding doors into a second enclosed lanai, screened in swimming pool and gas-heated spa. The large living room includes a natural gas fireplace and views of the lake. The spacious primary suite includes his and her walk-in closets with ample built in shelving and a full perimeter of rods to hang clothes. The primary bath includes a large whirlpool tub, private commode, walk-in shower and dual vanities. A large kitchen with full island bar that seats 6 and dine-in area on the other end, includes many built in upper and lower cabinets, a 6-burner gas stove with electric oven, granite countertops and new appliances. Porcelain tile flooring was recently installed throughout the home except in the bedrooms, which all are carpeted. Beautiful crown molding and elegant light fixtures are found throughout the home, which has been fully updated in recent years. The additional three bedrooms are on one side, one a secondary suite that includes a full bathroom. The other two sizeable bedrooms with closets share a full Jack and Jill bathroom. A full dedicated office with a door that closes for ultimate privacy is located next to a laundry room with built-in cabinetry. The home was completely replumbed, has a newer roof, and includes a new natural gas-fueled Generac generator that provides electricity to the entire home in case of a power outage. Enjoy lake views from a front porch with rocking chairs that overlooks a beautifully landscaped front yard and tree canopy with circular paver driveway and exceptionally long frontage. Fenced in for privacy, the home includes a 2-car garage. If you love peaceful, natural surroundings and the sounds of osprey, eagles, barred owls and other wildlife, this is your perfect oasis on one of Winter Park’s best locations just around the corner from the Isle of Sicily.

620 Pinetree Road, Winter Park

$1,066,405

4 Beds ⋅ 3 Baths ⋅ Dommerich Cove SubDv. ⋅ 32789 Zip Code

Sophisticated style and comfort define this updated 4-bed 2.5 bath home that is tucked away on a quiet cul-de-sac in Winter Park. Sitting on nearly a 1/2 acre lot, this home backs up to a 77-acre preserve providing you and your family a peaceful and private setting. This custom-designed renovation won the 2012 Parade of Homes award for “Functional Design” by highly respected general contractor Jonathan McGrath. Eye-catching details like custom wood-wrapped appliances, including Miele professional refrigerator, Bosch dishwasher, 6-burner gas Dacor range with an in-line exhaust hood, Electrolux double oven, and a large island highlight the pristine updated chef’s kitchen. Other thoughtful design elements include a custom bench and built-ins around a gas log fireplace and a hidden office nook with decorative doors to close off when the company arrives. Unwind in the spa-like master bathroom with an oversized shower, bench, and ThermaSol steamer with frameless glass. Gorgeous dual vanity with custom storage. Large walk-in closet and French doors that lead to a spacious screened-in porch and sparkling pool. The back patio redefines Florida living with a large covered area overlooking an expansive 77-acre natural area. This home is an energy-efficient dream and will keep monthly utility bills down to a minimum. Foam insulation was added to the exterior walls, all windows and doors have been replaced (hurricane-rated sliders and windows), plus a Solar system that is paid off and includes (2) Tesla Powerwall batteries that will store your solar energy for backup protection. Plus a deep well for irrigation. Laundry is a breeze with cabinets, mudroom storage, granite countertops, and a sink. 3-car garage with updated doors and tons of storage above. Excellent schools and a short drive to all of the nightlife on Park Ave in Winter Park.

2908 Cove Trail, Winter Park

$2,495,000

4 Beds ⋅ 7 Baths ⋅ Osceola Summit SubDv. ⋅ 32789 Zip Code

Welcome to an exquisite custom-built Mediterranean oasis nestled on a tranquil brick street in the heart of Winter Park. Recently updated and only one mile from Park Avenue's vibrant shops and restaurants, this home offers 4,240 square feet of luxurious living space, featuring 4 bedrooms, 5 full baths, and two half baths. Crafted in 2008 by Arlington Homes, this meticulously designed residence transforms every gathering into an unforgettable event. The expansive screened lanai, complete with a summer kitchen and full pool bath, seamlessly merges indoor and outdoor living, perfect for entertaining guests. The primary suite, located on the first floor, overlooks the serene screened pool/lanai and boasts his and her vanities, a lavish soaking tub, spacious shower, and ample walk-in closets. Indulge in the 145-bottle climate-controlled wine cellar or enjoy the convenience of the laundry room adjacent to the primary closet, featuring abundant storage and dual washer and dryer sets, one on each level. The gourmet kitchen dazzles with custom cabinetry, premium countertops, top-of-the-line appliances, and multiple dishwashers, complemented by refrigerator and freezer drawers. Upstairs, discover three bedroom en-suites, along with a sprawling media/bonus/game room featuring a wet bar and expansive private balcony. Conveniently situated near Baldwin Park, Park Avenue, and downtown Orlando, this residence also offers access to top-rated Winter Park Schools and Lake Highland Preparatory School, mere minutes away. This home epitomizes luxury living and unparalleled convenience, promising a lifestyle of sophistication and serenity in Winter Park's premier locale. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

360 Cortland Avenue, Winter Park

$1,325,000

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Welcome HOME! Welcome to your new Winter Park entertainer’s dream home.This extraordinary single story home welcomes you with a warm ambiance and notable features that set it apart from the rest Situated on a spacious .35 acre corner lot, the exterior has attractive pavers and opens to the expansive front garden As you enter the front door, you are greeted by the exquisite TRAVERTINE floors that cover the majority of this well-designed home, revealing a delightful open floor plan This residence has three spacious bedrooms, all with en-suite bathrooms. The seller will install a bedroom and a closet or subdivide a bedroom at their cost if desired by the buyer. To the right is a bedroom with large bay windows perfect as a second master bedroom, beautiful wood floors, and en-suite bathroom with elegant granite countertops and walk-in shower. Across to this is another large bedroom that can be converted in to 2 bedrooms if needed with a private bathroom. Walking through the formal living room reveals a vast open space that seamlessly connects the huge family room, kitchen, dining room and breakfast nook, an entertainer's dream, at the same time a perfect shangrila for retirement. The Family room offers captivating views of the expansive backyard pool with a cozy fireplace and beautiful skylights The master bedroom is another oasis of comfort, spacious with hardwood floors and custom designed master closet. The master bathroom is a masterpiece with granite, double vanities and an amazing walk-in shower with dual shower heads as well as a bathtub. The kitchen is a chef's delight, featuring beautiful granite countertops, stainless steel appliances, double ovens, ceramic cooktop and a large island Step out onto the patio and discover the tranquility of the screened pool in the expansive backyard With a roof installed in 2021 and solar panels installed in 2022, this home not only exudes charm, but also has negligible electrical bill. Welcome to an oasis where comfort and style blend seamlessly Welcome HOME!

1361 Place Vendome, Winter Park

$559,000

3 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

MULTIPLE OFFERS! Sellers accepting offers through Saturday, 2/3/2024. Acceptance by Sunday evening. Location, Location, Location! This 1950's home is nestled in the historical "Orwin Manor" a walkable neighborhood with a Winter Park Address! Entering this 3 bedroom, 3 full bathroom Mid Century Modern home, you immediately get the vibe of comfort and charm! The space is extremely well laid out and lives larger than the square footage would suggest. Original hardwood floors flow throughout the living areas and kitchen. The dining and living room both have large windows with custom woven wood shades, which dress all the windows in the house. Living room has a beautiful stone wood- burning fireplace. The bedrooms are each entered by the common hallway off the living area. The primary is an ensuite, with the second bathroom and remaining two, well sized, bedrooms off the shared hallway. The kitchen is an open galley style. Stainless steel appliances, beautiful granite countertops, wood cabinets, built in shelving and a kitchen desk. Off the kitchen is a fantastic transitional room with Mexican tile and built-in storage benches. Windows surround the room, overlooking the very large, private and secluded paved courtyard. The laundry area has a large double sink and a smaller full bathroom. The long driveway leads to the 2 car garage, a big parking pad, a shed and garden area that are behind a double wide wrought iron gate. ROOF 2017, A/C 5/22, HOT WATER HEATER 2023. Just over a block to a lovely neighborhood park and minutes from endless restaurants, shopping, Park Avenue, Museums, Orlando Science Center and Hospital. Downtown Orlando has Lake Eola and the Dr. Phillips Center. Easy access to I-4 and the 408. Great neighborhood with friendly neighbors and several annual neighborhood events. This home will surely make you proud as the new owner!

1635 Berkshire, Winter Park

$1,295,000

2 Beds ⋅ 2 Baths ⋅ Alabama Condo SubDv. ⋅ 32789 Zip Code

A spectacular two-bedroom, two-bath home available in the historic Alabama Condominiums. Located on the second floor with breathtaking views of Lake Maitland on the Winter Park Chain of Lakes and the beautiful grounds of The Alabama. Recently renovated with updated bathrooms, and a new kitchen which includes gorgeous cabinets, stone counters and stainless steel appliances. The living/great room offers a wall of built-ins, and gorgeous wood floors. The Florida room showcases seven large windows which allow for plenty of light to fill the home, and gives amazing views of the lake. The Alabama is a Winter Park icon with a community pool, a clubhouse with a full kitchen and a fitness room, a community dock on Lake Maitland, and boat slips. Currently there is a boat slip available with no wait list. Fee is $2,500/year. This unit offers an additional storage space and one assigned covered parking space. Enjoy scenic sunsets from the adirondack chairs on the lawn or at the dock. Lakefront living without the maintenance. Luxury living with the lock and leave lifestyle.

1602 Alabama Drive Unit 203, Winter Park

$899,000

4 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Stunning cottage-style move-in ready home in the Orwin Manor neighborhood of Winter Park. Boasting over 2600 square feet of living space, this 4 bedroom, 3 bath home has all the most desirable updates. From the slate tiled front porch you enter the living room with 9' ceilings, crown molding, and hand scraped wood floors. An office or workout room opens beyond the french doors. The dining room adjoins the chef's kitchen with its gas cooktop, large island, upgraded stainless steel appliances and modern lighting. The kitchen opens into the spacious family room featuring wood beamed ceiling, plantation shutters and wet bar with wine refrigerator. The downstairs primary bedroom is bright and sunny offering two walk-in closets and a luxurious master bathroom. Up the iron railed staircase you will find 3 sizable bedrooms, a loft area, bathroom and laundry room. Out back you find an impeccably manicured patio and yard area. A spacious roofed Pergola covers the pavered patio. The new hot tub sits on a raised deck next to the pavered fire pit. Pet friendly turf completes the low maintenance exterior. A perfect setting to enjoy time relaxing with family and friends. Orwin Manor is conveniently located near Advent Health Hospital, downtown Winter Park with its charming shops and restaurants and I-4 for easy access to all of Orlando. Come and see the tree lined streets of this quiet neighborhood. Furniture available for purchase.

1400 Canterbury Road, Winter Park

$3,350,000

6 Beds ⋅ 6 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Enjoy luxurious living in Winter Park’s coveted Windsong Northshore neighborhood with this gorgeous, custom home located in a quiet, secluded, and natural setting just a short stroll from Lake Berry and Lake Mizell. Enter this 6-bedroom, 4 full bath, 2 half bath Parkland pool home on Genius Drive through an impressive foyer with new marble floors. A living room to the left features a beautiful gas fireplace and built ins. A formal dining room with beautiful custom molding leads to a large, open family room. A newly updated open gourmet kitchen includes a Wolf 6-burner gas stove, Thermador double ovens, a large walk-in pantry, 2 pull out refrigerator drawers, a warming drawer and Wolf coffee maker. The 1st level primary suite features an oversized, newly renovated bathroom with double vanity sinks, a 3rd separate vanity, a new soaking tub and large walk-in shower. A large custom walk-in closet (11’x14’) offers ample space. A second large, first floor bedroom is currently used as an office, with the other 4 spacious bedrooms located on the second floor. Also upstairs is a bonus room currently being utilized as a home theater. This 5,473 sq. ft. masterpiece on a canopied, tree-lined street includes a lovely front yard with circular driveway and front porch, and new light fixtures and plantation shutters throughout. Offering the ultimate in privacy, the fully fenced-in backyard opens to a large, accessible outdoor field with no rear neighbors. The retiled saltwater pool, fire pit, and newly renovated outdoor summer kitchen is the perfect place to relax or entertain friends or family. This exceptional location includes access to a private lakefront activity/community center. The home features a 3-car garage, one bay which is currently being used as a home gym. Move right into this exceptional home in one of Winter Park’s most sought-after locations.

534 Genius Drive, Winter Park

$3,217,500

4 Beds ⋅ 6 Baths ⋅ Winter Park Town Of SubDv. ⋅ 32789 Zip Code

Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

1106 Palmer Avenue, Winter Park

$1,965,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code

Welcome to this stunning custom-built residence in the prestigious Windsong community of Winter Park, Florida. Constructed in 2004 by the renowned Signature Custom Homes and tastefully remodeled by Skolfield Homes, this exceptional property offers a blend of elegance and functionality. Spanning over 4,300 square feet, this meticulously designed home features four spacious bedrooms and three and a half bathrooms, including a luxurious primary bedroom conveniently located on the main floor. The primary suite boasts his and hers walk-in closets and an ensuite bathroom with a tub and shower, providing a private retreat for relaxation. In addition to the bedrooms, there is a dedicated office space downstairs, perfect for those who work from home, and a generous bonus room upstairs that can be customized to suit various needs. The upper level of the house accommodates three bedrooms and two bathrooms, providing ample space for family members or guests. The outdoor area is a true oasis, featuring a spacious fenced-in backyard with a pool, creating the perfect setting for entertaining or enjoying the Florida sunshine. The outdoor kitchen and grill add an extra layer of convenience for hosting gatherings. Situated in the sought-after Windsong community, residents benefit from top-rated Orange County public schools, adding to the appeal of this prime location. Whether you're drawn to the custom craftsmanship, the abundance of living space, or the resort-like outdoor amenities, this property embodies the essence of luxurious living in Winter Park, Florida. Don't miss the opportunity to make this exceptional house your new home.

1729 Elizabeths Walk, Winter Park

$1,050,000

5 Beds ⋅ 5 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code

Nestled at the end of a picturesque street in the prestigious Dommerich Hills, this one-of-a-kind property in the coveted 32789 area code presents a unique opportunity to own over an acre of gated, private land. This stunning 5-bedroom, 4.5-bath home spans an impressive 4,364 square feet, offering an oasis of serenity and space in Winter Park. As you enter, the home welcomes you with an inviting open floor plan that seamlessly integrates formal living and dining areas with a cozy family room. The family room, a focal point of comfort and style, features brand-new built-ins, a wood-burning fireplace, and elegant French doors that open to the lush backyard. The heart of the home, the kitchen, is a culinary delight with an oversized breakfast bar, a spacious walk-in pantry, and a large breakfast nook perfect for casual dining. Adjacent to the kitchen, the guest bedroom wing is a versatile space featuring three bedrooms and a large game room, complete with a pool table and a wall of windows that flood the space with natural light. The crown jewel of this residence is the astonishing 1,100-square-foot primary suite. A haven of luxury and tranquility, it includes a sizable private retreat for relaxation, an open bath with separate tub and shower, multiple closets, and a charming alcove ideal for a home office, den, yoga studio, or sitting room. Adding to the allure, a detached 5th bedroom serves as a guest suite with a full bath, providing privacy and comfort for visitors. The outdoor area of this property is a landscaped masterpiece, boasting an oversized open cabana overlooking a sparkling pool, creating the perfect setting for entertaining. Car enthusiasts and hobbyists will appreciate the four-car detached garage and extensive motor court, offering ample space for cars, boats, and more. Additional features include a massive stand-up attic storage room, robust poured concrete and second-story block construction, a whimsical playhouse, and an expansive yard with potential for a personal pickleball court. Located within the sought-after school zones of Dommerich Elementary, Maitland Middle, and Winter Park High, this property is more than just a home; it's a legacy waiting to be cherished. Indulge in the grandeur and privacy of this Winter Park gem, where every detail is a testament to luxury and comfort.

2501 Modac Trail, Winter Park

$3,450,000

3 Beds ⋅ 4 Baths ⋅ Residences SubDv. ⋅ 32789 Zip Code

Sold Data

300 S Interlachen Avenue Unit 503, Winter Park

$1,495,000

4 Beds ⋅ 4 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

This fabulous, 2-story home, located just 1 block from Phelps Park and the YMCA, offers a BRAND NEW ROOF (Dec 2023) and features a long list of amenities, including a spacious downstairs Primary Suite, large open living area, dinette with a gas fireplace, upstairs bonus room, 2 flex/storage rooms, a covered rear patio with a summer kitchen, and so much more! Additional recent updates include a new HVAC system for the 2nd floor, new modern light fixtures & LED bulbs throughout, new ceiling fans, and newer wood flooring upstairs. The 1st floor, anchored by rich wood floors throughout, features an open kitchen with a gas cooktop, large island with room for seating, a large pantry, and a butler’s pantry with a side entrance. On one end of the kitchen, the spacious dinette is appointed with a gas fireplace, and provides access to the rear covered patio. The living room is accented by stylish wooden beams above, with French doors that open to a fabulous, covered patio and Summer kitchen, landscaped courtyard, and the 2-car garage. Tucked behind the staircase on the 1st floor is the Primary Suite, overlooking the back courtyard, with an enormous custom closet (13’ x 11.5’). The primary bathroom offers dual vanities, a large soaking tub, walk-in shower, linen closet, and a private water closet. The 2nd bedroom, conveniently situated just past the powder bathroom located under the staircase, is currently used as an office. A wooden staircase leads up to the second floor where you’ll find a bonus room with hardwood floors, 2 bedrooms, 2 full bathrooms, and 2 multi-purpose rooms that can be used for storage or an office/hobby room. The detached, 2-car garage sits behind the home, and is lined with 3 closets for great storage space, while additional space beyond the garage would be great for parking a golf cart. The property is fenced on 3 sides, while a gate closes off the covered patio area between the garage and the rear of the home for added privacy. Walk to Phelps Park and the YMCA, or jump in your car for a quick drive to all the boutiques and restaurants on Park Avenue. Please see the attachments for the floorplan, list of updates, and more!

1717 Pine Avenue, Winter Park

$1,500,000

5 Beds ⋅ 4 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

Location, location! Lovely custom built 5 bedroom/4 bathroom pool home in a quiet and well established Winter Park neighborhood easily accessible to Park Avenue’s fine shops and restaurants, Baldwin Park, Advent Hospital and Orlando. The downstairs living areas and master suite open up to a lovely lanai with a full summer kitchen and roll down screens allowing you to enjoy the outdoors throughout the year. Relax in the saltwater pool and heated spa in the private back yard. The large kitchen with custom cabinets and solid stone counters opens to the family room and fireplace, offering a great gathering area overlooking the lanai and pool. The primary suite and all the bedrooms are on the first floor. The master suite and ensuite bath feature a large walk-in shower and jetted tub, walk-in closets and lovely travertine floors. Upstairs you will find an expansive game room, separate movie theater, office with a balcony and 4th bathroom. This versatile area could also work well as an in-law suite. Upstairs office has a closet and could be a 6th bedroom. The floor plan would suit a number of household configurations from a large family to multiple generations. New roof, new vinyl double pane insulated windows and new exterior paint in 2023. House is very efficient with very low electric and water bills – energy star appliances, tankless water heater, gas dryer and irrigation well. A-rated Winter Park schools and several excellent private and parochial schools are nearby.

1755 Grinnell Terrace, Winter Park

$560,000

3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Discover this charming turn-key treasure, nestled between Winter Park and College Park in the Dubsdread Heights Community. With a brand-new metal roof and all new energy saving windows and plantation shutters, this home stays cool in the hot summers! Step inside this ranch style home with vaulted ceilings and open floor plan to find large, remodeled bathrooms that add luxury to your daily routine. Experience hassle-free living in this turn-key property thoughtfully designed and ready for immediate occupancy. And, for your convenience, inquire about the curated furniture available for purchase, ensuring your new space is not only stylish but also fully furnished. In addition to the inside being move in ready, this property boasts a lush tropical outdoor ambiance, featuring updated pavers leading to a custom firepit. It’s simply perfect for outdoor gatherings. Located within blocks of Historical Dubsdread Golf Course, College Park, and Park Avenue. Embrace the convenience of a well-prepared home, making settling a breeze.

709 Baffie Avenue, Winter Park

$4,250,000

6 Beds ⋅ 7 Baths ⋅ Ardmore SubDv. ⋅ 32789 Zip Code

Enjoy your private lakefront retreat in one of Winter Park's most exclusive neighborhoods on Lake Mizell, just a short walk from Rollins College and Park Avenue's restaurants and shops. This spacious 6-bedroom, 7-bath home features gorgeous views of the lake from formal living and dining rooms, a large primary suite, and several other areas of the home. A large bonus room with a full bath over the detached garage is perfect for a potential guest house. Amenities include an open foyer with marble floors, hardwood dining and living room floors, and plantation shutters and and detailed crown molding throughout. A gourmet chef's kitchen includes island seating for 6, as well as a large dine-in area overlooking the pool and lake. The kitchen includes a warming drawer, subzero refrigerator, dual dishwashers, a 6-burner Wolf gas stove, 3 sinks, and granite countertops. A large family room is adjacent to the kitchen, while a roomy office includes stately finishes and built-ins, including a murphy bed. The first-floor primary suite includes a sitting area with beautiful water views, two large walk-in closets, and a bathroom with dual sinks, a large shower, and separate soaking tub. Upstairs are 5 bedrooms, 1 ensuite and 4 with shared Jack and Jill bathrooms. Another large bonus room could be converted into a workout room, and the house includes both an upstairs and downstairs laundry room. This 6,115 square foot gem on a .62-acre lot off Genius Drive is an unparalleled quiet, tranquil lakefront oasis in the heart of old Winter Park. In addition to the beautiful large swimming pool, the lakefront side includes a boat house with electric hoist. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

201 Genius Drive, Winter Park

$950,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Start the New Year off with a BOOM in this quintessential Winter Park mid-century modern classic pool home located on one of the largest lots (75x151) at .26 acres in a sought-after neighborhood! Surrounded by beautiful new homes & with a popular 'tree street' address, it's the perfect Tri-fecta offering a move-in ready home as well as the bones for a spectacular addition or even a possible new build opportunity! Options abound! Renos have been completed w/ Italian wood, 7" wide plank flooring, tongue & groove accented ceiling details in the showstopper L-shaped rear patio, complete w/ porcelain tile & eat-in bar. The heavy lifting is done & insurance a breeze w/ a new (shingle) roof (2022), variable speed 4 Ton A/C (2023), pool pump (2021), tankless gas water heater & newer windows. With a modern yet eclectic feel, its split plan features 4 spacious bedrooms, 2 baths, open living room, spacious dining area & a galley kitchen w/ recessed lighting tying it all together. Stainless steel appliances, Subzero fridge, granite counters, gas range & custom wood cabinetry make it functional and cozy. Huge, fully-fenced backyard for the kiddos w/ zoysia landscape. A side yard lends itself to a dog run or outdoor storage & a huge, expansive pool with unique tile detail offers year-round outdoor fun! Natural gas and a brick paver drive add to the appeal of this home as well as Southern exposure! Conveniently located to shopping, restaurants, hospitals, YMCA, Lake Knowles, Phelps Pk, Winter Pk Farmers Market, Winter Pk Scenic Boat Tour, Kraft Azalea Gardens & Park Avenue, plus top-rated Winter Pk schools! So much to offer & in the heart of Winter Park/32789! - Call for an appointment to see this fantastic home today!

1720 Palm Avenue, Winter Park

$1,318,675

5 Beds ⋅ 5 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Under Construction. NEW CONSTRUCTION - Tired of searching for the perfect home in this tight inventory market? Why settle - buy new!! Fantastic Winter Park location! This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Kitchen Aid appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features champagne faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Photos shown are of model home of the same floor plan and the colors and selections will vary. Make an appointment to see this beautiful home today.

1743 Indiana Avenue, Winter Park

$2,250,000

5 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Elegant Charleston-style residence resting on an elevated lot across the street from lakefront residences with city owned lake access to Lake Osceola directly across the street. Premier location off Bonita Drive on a quiet, beautiful tree-lined brick street in the heart of Olde Winter Park. Oversized lot of .33 acres and 122 feet across the front of the property. Secluded dead-end street with only three neighbors. Gracious five-bedroom plus bonus room, five-bath home with a welcoming circular driveway. Wonderful floorplan with no wasted space. Downstairs enjoys a den and office or formal living room, plus a formal dining room, island kitchen open to gathering room and the fifth bedroom, and guest room off the bright two-story foyer provides sophistication with a wood-burning fireplace, new carpentry, tray ceiling, contemporary lighting and French doors leading to the covered porch. A formal dining room allows for seamless entertaining featuring beautiful built-ins. Spectacular chef’s kitchen of Skolfield Homes 2016 offers marble countertops, stainless steel appliances of Miele, Wolf and Sub-Zero, gas range with hood, built-in double oven, an oversized island and open eating space. Adjacent to the kitchen is the family room, with an abundance of windows and French doors, all overlooking the beautiful pool and brick patio. Downstairs guest/in-law suite with private bath, coffered ceilings and fireplace. Upstairs you will find the primary retreat with access to second floor balcony and a relaxing all new primary bath of Skolfield 2023 complete with dual sinks, glass shower, soaking tub and spacious walk-in closet. Three additional oversized, designer bedrooms and two full baths complete the upstairs. Wood floors, crown molding, top-of-the-line finishes can be found throughout this stunning home. Private shaded backyard offers several amenities including covered patio with summer kitchen and a tropical pool ideal for those hot Florida summer days. Air conditioners Trane and Nexia replaced in 2019. Rinnai gas water heater in 2022. All new interior paint, wallpaper in dining, office, powder bath, primary bath and guest bedroom. Interiors completed by Steele Street Designs. Surrounded by multi-million-dollar homes. Winter Park Chain consists of six lakes connected by navigable canals. Lake access via a city-owned lot across the street. Fishing public dock area to launch paddleboards, canoes and kayaks. Long driveway and roundabout are perfect for guests, multiple cars and parking. Ample storage spaces with under stairs closet, mud room, large hallway closet upstairs, attic and garage storage. Improvements list available upon request and attached to MLS. Home is "staged only" and ready for a flexible and fast closing.

1411 Elizabeth Drive, Winter Park

$1,250,000

4 Beds ⋅ 5 Baths ⋅ Chantilly Sub SubDv. ⋅ 32789 Zip Code

Nestled on a quiet street in the “Heart of Winter Park”, this beautiful and meticulously maintained pool home is equipped with 4 bedrooms, 3 full bathrooms, 2 half baths, office, and bonus room. Upon arrival you are greeted with lush landscaping and a quaint front porch. The foyer is open and has a direct view of the pool and lush backyard. An array of windows throughout the home brings in an incredible amount of natural light. The flow from the kitchen to the family room and backyard are perfect for entertaining with family and friends, showcasing two sets of French doors which open to the back porch and pool area. The spacious kitchen is equipped with newer SS appliances, granite countertops, built-in desk and a large island featuring a breakfast bar, lots of storage & gas cooktop. The family room is plenty big for family gatherings and features a cozy gas fireplace. Just beyond the kitchen is an office/exercise room. The downstairs showcases beautiful heart of pine wood flooring, crown molding and 10ft. ceilings. Upstairs you will find 4 bedrooms, 3 bathrooms and a laundry room. The primary suite is spacious with a gas fireplace and two walk-in closets. The primary bath features two vanities, clawfoot tub, shower, linen closet & a private water closet. A covered breezeway takes you from the kitchen to the oversized two car garage and above that is a wonderful bonus room which is perfect for a home office or hangout room for teenagers. The private backyard is a true “oasis” featuring a lovely covered lanai, newly resurfaced pool with fountains, lush landscaping, outdoor shower, pool bath & landscape lighting. Additional updates include, New Roof (2018), Carpet (4yrs), New Hot Water Heater (2020), New Driveway & Sidewalk (2021), Pool Resurfaced (2019), HVAC (2013 & 2021), New Pool Pump (2021), New Electrical Panels (2023) and a New Mini-Split in Bonus Rm (2023). Walking distance to the Winter Park Racquet Club and a short drive to the YMCA, Phelps Park and Popular Park Avenue featuring wonderful shops and restaurants. Excellent Schools!

2301 Chantilly Avenue, Winter Park

$1,469,902

3 Beds ⋅ 3 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

If you’re looking to own a property in the heart of luxurious Winter Park, then this is it! This stunning Mediterranean style 3bed/2.5bath has been completely remodeled by RLH Construction and offers all the high end finishes you've been looking for! From the moment you walk in you'll be welcomed by the natural lighting, high ceilings and stunning wood floors, which run throughout. The gourmet kitchen is a chef's dream, equipped with custom cabinets and high-end appliances such as Sub-Zero industrial fridge, Viking gas cooktop, Monogram convection oven/microwave combo and Miele dishwasher. The kitchen leads into an extremely spacious family room which includes custom woodwork and shelving, a cozy gas fireplace and spectacular views of the resort style pool and backyard. The outdoor living space lends itself to a quaint paradise, complete with a covered lanai, several seating areas, and a gas fire feature for the perfect ambiance. The primary bedroom is a true retreat featuring a spa-like en-suite bathroom complete with glass enclosed shower, free standing tub, custom floating vanity with dual sinks and lavish walk-in closet with custom built-ins and storage island. Down the hall you'll find the secondary bedrooms split by a beautifully upgraded bathroom. The secondary bath has a shower and separate spa tub with a custom vanity and designed with a Schulter drainage system. For convenience the laundry room is located on the second floor with full sized washer/dryer, custom cabinets and dog shower with Cle Tiles. Other features & upgrades include: bonus room above the garage, hardwired Sonos speakers, high end light fixers and fans, remote controlled shades, Rejuvenation hardware, Moen Flo Smart Water Leak Detection Alarm and smart home switches. Located minutes from all Park Ave has to offer: boutiques, art galleries, and gourmet restaurants. Plenty of nearby parks, lakes, and golf courses for you to enjoy! Plus, zoned for top-rated Winter Park schools. Come see this gem before someone snags it first!

1631 Lasbury Avenue, Winter Park

$935,000

3 Beds ⋅ 3 Baths ⋅ Casa Jardin Condo SubDv. ⋅ 32789 Zip Code

Elegant Santa Barbara-style townhome in prime location, walking distance to many of Winter Park’s wonderful amenities. Most furnishings can be included in price for a "turn-key" purchase experience!! This gorgeous townhome has a tree-top terrace all accessed by a beautiful winding staircase and a private, in-house elevator. The third level terrace also features a private hideaway office, exercise or media room (an additional 200 square feet air-conditioned, but not included in the living area square feet). This exclusive residence has had extensive remodeling over the years and is meticulously maintained by current owners. A premier unit at Casa Jardin has its own private driveway (living more like a single-family home) to further enjoy the lock-and-leave lifestyle at this very private oasis residence. The main first level enjoys the gathering room with two-story ceilings, beautiful island kitchen with an adjacent outdoor patio and grilling area, along with generous dining area all open to a screened two-story atrium with lots of windows/doors with flooding light in from all directions. The second level enjoys the owner’s bedroom suite with lavish bath, dual closets and private balcony, as well as two other bedrooms that share a hall bath. Lastly, there is a third-level, secluded tree-top terrace and a hidden office, exercise or media room. The home also includes great storage as well as a well-appointed two-car garage. Neighborhood amenities all within walking distance include Park Avenue, Rollins College, Mead Gardens, Winter Park Tennis Center, Azalea Park playground, Lake Virginia access and kayak/paddleboard storage.

1272 S Pennsylvania Avenue Unit 11, Winter Park

$1,362,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Expect to be impressed with this absolutely adorable two story home that sits on a brick lined street in the heart of Winter Park and just minutes from everything! The main home offers 4 bedrooms/3 full bathrooms plus there is a fabulous separate detached guest house with full bath. Beautifully appointed with designer finishes like the gorgeous brand new wood floors and 9” baseboards throughout the downstairs and plantation shutters and crown molding throughout the entire home. Light and bright kitchen features a huge custom center island with wine refrigerator and granite countertops that allows plenty of space for everyone to gather. A chef’s dream kitchen with the 5 burner gas range with double ovens, plenty of cabinet space, an apron sink and a walk-in custom pantry. Open floor plan with the kitchen overlooking the living room with gorgeous gas fireplace that was recently renovated with new shiplap surround and a custom mantle. Separate dining room with custom bead board wall is spacious enough to allow plenty of room for entertaining. The downstairs laundry room is just off of the kitchen with a butcher block countertop, custom shelving and plenty of storage. The 4th bedroom downstairs, currently being used as a playroom, was just updated with a custom shiplap wall and would be a great home office or guest room with its full bathroom downstairs with new marble tile flooring. The master bedroom and 2 more guest bedrooms are upstairs . The master suite features dual sinks, granite countertops, a soaking tub plus a separate walk-in shower as well as a huge walk-in closet. The Jack and Jill bathroom connects the two guest bedrooms upstairs and works perfectly for any family. There is even a little upstairs landing area that is a great spot for a reading nook or a place to play. Plenty of storage with custom closets throughout the home as well as a spacious closet under the stairs. When you step outside, you will find a lovely back porch with brick pavers, gorgeous tongue and groove ceiling and room to grill and entertain. Signature Landscape professionally designed the front and backyard providing ample room to roam and play. The detached guest house with full bathroom features custom cabinetry with more storage than you can imagine plus has a large walk-in closet. It really is the ideal space for a home office, home gym, or the perfect spot for the in-laws. Plenty of space for parking with the long brick paved driveway. Just a short walk to the YMCA, Phelps Park, and a quick bike ride to the Winter Park Racquet Club, Park Avenue, the Farmer’s Market and all things Winter Park! This truly is a must see! Welcome Home!

1581 Magnolia Avenue, Winter Park

$1,900,000

7 Beds ⋅ 6 Baths ⋅ Lugano Terrace SubDv. ⋅ 32789 Zip Code

MAJOR PRICE IMPROVEMENT! Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

1860 Via Contessa, Winter Park

$1,725,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

This 4-bedroom, 3.5-bath home located in Winter Park is truly stunning. From the moment you step inside, you'll be captivated by the attention to detail and the warm ambiance that permeates the entire home. The wood flooring in the foyer continues throughout most of the first floor, creating a beautiful and cohesive look. The office/study near the entry features a gas fireplace and windowpane pocket doors, offering a cozy and private space. The dining room is spacious and includes a large window seat, a convenient pass-through butler's pantry, and a wine cooler, perfect for entertaining and hosting unforgettable gatherings. Prepare to be amazed by the kitchen, which showcases custom wood cabinetry, commercial-style KitchenAid appliances, and a natural gas range. The open layout seamlessly connects the kitchen to the dining nook and great room, promoting effortless entertaining and family bonding. The great room opens up to a breathtaking courtyard lanai with a private saltwater pool, complete with fire and water features - a true oasis. The rear yard is secure with custom fencing and lighting, ensuring privacy and safety. The ground-floor primary bedroom offers a serene escape with double walk-in closets and a spa-like bath. Indulge in the hydro-massage tub, revel in the glass walk-in shower, and appreciate the double vanities, all designed to enhance your daily pampering routine. Upstairs, you'll find a versatile bonus room, three additional bedrooms, and two full baths. But that's not all. Step onto the unique covered outdoor space equipped with a gas fireplace, TV hookup, and summer kitchen, making it an ideal space for relaxation and outdoor enjoyment. This home is a work of art, featuring custom plantation shutters and thoughtfully designed feature walls, perfect for showcasing your prized artwork. Dimmable light controls, Nest thermostats, and app-enabled pool controls, convenience and energy efficiency are always at your fingertips. A charming residence adorned with a fresh coat of pristine white paint, accentuated by elegant blue ink details adorned with high-end carpeting, and enhanced with modern lighting fixtures and ceiling fans, this home is ready for you to move right in and make your own. Located in desirable Winter Park, this property offers proximity to the Winter Park Racquet Club, Park Avenue's shops and restaurants, the YMCA, and top-rated schools in Central Florida. Embrace the lifestyle you've always dreamed of in this exceptional Winter Park home. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1800 Temple Drive, Winter Park

$510,500

2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This charming Orwin Manor POOL home in Winter Park is ready for a new owner! This home has 2 bedrooms with another room that could be an office or third bedroom, along with two full bathrooms. The front door entry is filled with light from 3 large arched windows. As you enter the living and dining spaces, you will notice the original hardwood floors and beautiful gas fireplace for those cozy evenings. The Kitchen is open to the Family room with high ceilings and both overlook the back yard with Screened Porch and open Pool. The Master bedroom has 2 large closets and adjoins a full bathroom with double sinks and tub/shower. The Second bedroom can share this bathroom. Toward the back of the house is another large room that could be used as a 3rd bedroom or office with the second full bathroom nearby. There is an interior Laundry room off of the Kitchen. With a screened Porch leading to the Pool area, there is plenty of room for lounging and relaxing with friends and family. Don't miss the large storage/utility room with laundry tub. Recent upgrades include: Roof replaced 2023, HVAC replaced 2022, electrical panel has been updated and home has fresh interior paint and new carpet. This location is conveniently nestled between downtown Orlando, College Park and Winter Park with easy access to shopping and restaurants. This home has been listed in the City of Winter Park historic register.

1645 Berkshire Avenue, Winter Park

$5,995,000

4 Beds ⋅ 5 Baths ⋅ Residences Condo SubDv. ⋅ 32789 Zip Code

Premier downtown Winter Park condominium. It doesn’t get any better than this. Unit #601 has been artfully remodeled with top quality finishes and amenities located in The Residences. It is a 2-story penthouse covering the entire west end of the top two floors and offering the most spectacular views of any residential unit in Winter Park. To the south, you look down and across the Rollins College campus with its traditional Mediterranean roof lines and the blue waters of tree-lined Lake Virginia. To the southwest, view the unimpeded downtown Orlando skyline, dramatically lit at night with seasonal fireworks displays. To the north is The Alfond Inn hotel & Lake Osceola, and to the direct west is Park Avenue and the downtown shopping district. The unit is wrapped with large entertainment balconies and features key interior rooms. The effect is like floating in the air. The building offers 24/7 security and concierge service with staff on duty at all times. There is an awe-inspiring rooftop pool and entertaining deck area, a spacious card room, parlor, art-work lined promenade and secured underground parking. Unit #601 has its own private oversized 2-car garage within the main parking garage. Coded elevators bring you safely to your special entrance lobby and double door foyer with fabulous 2-story great room and wall of glass beyond with adjacent piano/sitting area. Additional rooms on the main floor are the dining area, magnificent chef's kitchen with top-of-the-line appliances, exquisite cabinetry & butler's pantry. Office/library, secluded bedroom suite, laundry room and powder bath. A sweeping staircase (or private elevator) takes you to the 2nd floor containing the luxurious expansive master suite with sumptuous bath, morning kitchen, and spacious walk-in closet, plus 3rd and 4th separate and private bedroom suites including one with its own lounge area. This is truly a one-of-a-kind and special opportunity to own the best of the best in lock-n-leave in downtown Winter Park.

300 S Interlachen Avenue Unit 601, Winter Park

$1,475,000

4 Beds ⋅ 4 Baths ⋅ Windsong - Knowles Place SubDv. ⋅ 32789 Zip Code

Nestled within the Windsong community in Winter Park, this immaculate 1-story residence, built in 2014, includes a range of recent updates, making it feel fresh and new. The list of improvements completed in the last 2 years include a few of the following… new wood floors in all secondary bedrooms (NO carpet!), new LED canned lighting, stunning light fixtures, modern fans, fresh exterior AND interior paint (including doors, trim and molding), sleek quartz countertops in the kitchen, bathrooms and around the fireplace, all new sinks and faucets (including a kitchen Kohler farm sink), new TOTO toilets (4), new security system, new washer and dryer, epoxy-finished garage flooring, and so much more. Enter the front door to a long, elegant foyer leading to a meticulously designed open family room, adorned with built-ins encasing a gas fireplace. Sliding glass doors along the back open to a covered brick paver lanai overlooking the private and fully fenced, lush backyard, with an electronic screen. The heart of this home boasts a large open kitchen with Wolf stainless steel appliances, including a gas cooktop and double ovens, a Sub-Zero refrigerator, and an oversized island (approx. 4 1/2 x 8 ft) for gatherings and culinary creations. The expansive dinette offers a relaxed space to enjoy meals with backyard views, while the separate dining room offers additional seating for entertaining guests. The private office features a large built-in desk, wrapped in built-in cabinetry and shelving, which is an ideal workspace. At the rear of the home is the private Primary suite, with wood floors, 2 large walk-in closets (one with a custom-built closet), and a large bathroom with split vanities, separate shower, and a private water closet. A convenient powder room for guests sets just off the foyer. The 3-way-split plan includes a bedroom suite, with a private bathroom, at the front of the home, perfect for guests or in-laws. The foyer also leads to 2 additional bedrooms with walk-in closets, new wood floors, and a 3rd bathroom with a double vanity. The laundry room is tucked away but spacious, with built-in cabinets, extra shelving, and a new, top-of-the-line LG top-loading washing machine and dryer. The large, side-facing 2-car garage is complete with epoxy finished flooring and a 2nd refrigerator that conveys. This home is not just a residence; it's a lifestyle. Situated across from Blue Jacket Park - Baldwin Park, this location is ideal with a short drive to downtown Winter Park- Park Ave, and Orlando's trending hot spots on Corrine Drive and more. In addition, the Windsong neighborhood offers enjoyable amenities, such as docks on Lake Berry and Lake Mizell, 2 community pools, a splashpad, 2 playgrounds, a community clubhouse and access to the Chain of Lakes. Don't miss the chance to make this haven your own – a testament to luxury living in one of Winter Park's most sought-after communities. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1805 Harland Park Drive, Winter Park

$1,325,000

4 Beds ⋅ 2 Baths ⋅ Tuscany Place First Add SubDv. ⋅ 32789 Zip Code

Rare opportunity to own a ONE STORY lakefront home on a half acre lot located in the highly desirable Via’s of Winter Park. Tuscany Place is a quaint neighborhood that is zoned for top-rated schools and really is the perfect tuck-a-way for any family. Nestled on a quiet cul-de-sac, this beautifully maintained 4 bedrooms/2 full baths offers stunning views of Lake Temple from almost every room. The spacious interior provides the perfect canvas for you to create your dream home and the oversized lot provides so much space to run and play. Featuring a split bedroom floor plan that includes a separate living room, dining room and family room, it truly is the perfect plan for any family. The kitchen features solid wood cabinets, granite countertops and overlooks the family room that boasts beautiful bookcases and a wood burning fireplace with granite surrounding it. This open layout with hardwood floors throughout makes it easy to entertain and has tons of natural light flooding into all rooms. The master suite with lake views features a walk-in closet, dual sinks and a separate shower plus direct access to the rear porch. The 3 additional guest bedrooms are all a good size and share a bath with dual sinks with tub/shower combo. Spacious inside laundry room leads to the 2 car garage with side entry. Screened in rear patio provides even more space to entertain while relaxing by the pool and spa and enjoying the peaceful lake views. Close to Park Ave, the Winter Park Racquet Club, great schools and everything else Winter Park has to offer. This one-of-a-kind ½ acre LAKEFRONT lot in the Winter Park Via’s is special and unique. Don’t miss this amazing opportunity! Welcome Home!

1049 Tuscany Place, Winter Park

$195,000

1 Beds ⋅ 1 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

This Lakefront condo community is located on beautiful Lake Killarney offering a large lakefront deck and pool where you can enjoy gorgeous lakefront views, outstanding sunsets and days spent relaxing on the water. This unit is a 1 bedroom 1 bath condo with an updated kitchen, stainless appliances, a breakfast bar and pantry storage. The living room/dining room area is spacious and opens to a very nice second story balcony with courtyard views. This unit will be sold As-Is and furnished. Walk to shopping, restaurants, grocery stores, entertainment and more at the Winter Park Village. You also have easy access to I-4, minutes from Park Avenue and a quick drive to downtown Orlando.

1500 Gay Road Unit 6-C, Winter Park

$3,000,000

5 Beds ⋅ 6 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Step into the lap of modern luxury with this new gem in Winter Park, FL! This 5-bedroom beauty is more than just a home; it’s a lifestyle upgrade. The open, sunlit spaces effortlessly blend modern design with everyday comfort. The kitchen? It’s a chef’s dream with top-tier appliances. Venture outside and you'll find a serene pool surrounded by lush greenery - a private escape in the midst of suburban life. It’s not just a house; it’s your personal retreat. And let’s talk location – Winter Park charm meets convenience. Top schools, cultural hotspots, and a vibrant community are practically neighbors. Elevate your everyday in this modern masterpiece that’s not just a home; it’s a statement.

1635 Highland Road, Winter Park

$2,400,000

5 Beds ⋅ 6 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Presenting a true masterpiece of modern luxury nestled in the heart of Winter Park's prestigious Tree Streets, this exquisite home seamlessly blends architectural design with exceptional functionality, offering an elevated experience of modern living. Built in 2020, it features 5 bedrooms, 5 & 1/2 baths, a private pool and spa on a 1/4 acre. The layout is thoughtfully designed, starting with a spacious primary suite, a guest suite, and an office all on the first floor. The large windows and french doors leading to a panoramic outdoor living area fills the family room with sunlight highlighting the stunning beauty of the tongue-and-groove ceilings—an elegance that must be seen in person experience. No chef’s dream kitchen would be complete without a Sub-Zero refrigerator, Wolf gas range, pot-filler and plenty of storage with two-tiered cabinets, an oversized breakfast bar, walk-in pantry with coffee bar, and Sub-Zero wine refrigerator. The expansive outdoor space includes a gas fireplace, summer kitchen, and extended dining area overlooking the pool. Easily enclose your covered living area at the touch of a button with your phantom screen for year-round outdoor entertaining rain or shine. The upper level includes three large bedrooms, each with a private ensuite bathroom, a spacious loft, an oversized bonus flex room, and a second laundry room for convenience. Beyond the luxurious aesthetics, the home's functional and energy-efficient features are equally impressive to include dual tankless water heaters, high-density spray foam insulation, two high-efficiency Trane AC units, and On-Q data center. At every turn, 1640 Oneco Ave redefines the standards of Winter Park luxury real estate. Please inquire with listing agent for further details, floor plan available.

1640 Oneco Avenue, Winter Park

$6,600,000

5 Beds ⋅ 7 Baths ⋅ Chapman & Chase Plan/Town/Wint SubDv. ⋅ 32789 Zip Code

Exquisite Winter Park estate designed by award winning architect Larry Boerder. Located just steps from Park Avenue’s upscale boutique shopping and restaurants, this architectural masterpiece is the epitome of luxury Winter Park Living. From the Restoration Hardware lighting, to the Thassos marble floors, nero marquina marble fireplace, laser cut stainless steel art panels, and designer finishes throughout, no expense was spared during the construction of this stunning residence. As you step through the custom glass front doors, you’re immediately greeted by the soaring 18-foot ceilings of the great room. The expansive kitchen is a chef’s dream, featuring imported custom cabinetry, marble countertops, Wolf & Subzero appliances, and the crown jewel, a French La Cornue gas range. Owners can choose from two primary bedroom suites, both with top-of-the-line custom closets, rich wood floors, and spacious spa baths. On the second floor there are three additional ensuite bedrooms, two of which have access to a 25 ft long balcony overlooking the pool and impeccably maintained grounds. At the end of the 90 ft grand hallway, you will find a magnificent, curved staircase with a striking chandelier, and the entrance to the lower level which is an entertainers dream, featuring a bar, theater, fitness room, and a full bathroom. Additional features include a home office, lounge, wine cellar, and multiple laundry rooms. Exterior amenities include a travertine driveway, dual 2 car garages with room for car lifts if you’re a car enthusiast, a resort style back yard with a summer kitchen, 50 ft covered lanai for entertaining, a massive pool and spa, and a private putting green to practice your short game. Don’t miss your opportunity to own one of Winter Parks most remarkable residences.

1001 Anchorage Court, Winter Park

$945,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Enjoy the Heart and Soul of one of Winter Park's Most Desirable Communities, Kenilworth Shores! This Mid Century Modern floor plan offers a range of spaces inside and out complete with Private Screened Pool and wonderfully landscaped yard with native plants attracting birds and butterflies year round. New large sliding glass doors and windows throughout the home provide a unique connection to the outdoors and bring in lots of daylight. The dramatic rear yard Oasis (.31 acre) includes paver walkways, fire pit sitting area and is completely fenced, perfect for pets and entertaining. This exceptional renovation includes Custom painted interior and exterior, New carpet in bedrooms, Updated Owner's Suite with New "walk-in" closet in addition to large closet and storage space. Owner's suite also offers an adjoining office/den with calming views of Garden and Sitting areas. New Laundry Room was added in 2022 including a new washer and dryer. The designer kitchen is updated with new refrigerator and high end appliances and is open to and overlooks Living, Dining and Family / Florida room with stunning views of pool and covered patio area. Engineered Hardwood Flooring in main living areas add warmth and comfort making this informal and relaxing home a joy and delight. Custom Bahama Shutters throughout add an additional level of class and sophistication. If you are looking for attention to detail, this home is for you! Extra large Garage with 6' x 15' storage area, 2 garage door openers, Plus electric car charging outlet. TWO HVAC units make this energy efficient home easy to maintain comfortably throughout the year. The entire experience of this walkable and friendly neighborhood is a revolution and close relationship with nature. Close proximity to Windsong, Lake Berry and Lake Mizell. Cady Way Park and bike path are less than a mile away. Minutes to Brookshire Elementary, Glenridge Middle and Winter Park High School. Easy access to Park Avenue Dining and Shops. Come preview this Hidden Gem Today!

617 S Phelps Avenue, Winter Park

$1,000,000

2 Beds ⋅ 2 Baths ⋅ Alabama Condo SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of luxury living at The Alabama in beautiful Winter Park. Nestled in one of Central Florida’s most sought-after neighborhoods, this exquisite condo offers a rare opportunity to experience the best of urban convenience and tranquil suburban charm. Residents of the Alabama enjoy access to a range of amenities, including a sparkling pool, fitness center and a clubhouse for social gatherings. An intimate foyer welcomes you into this 2-bedroom, 2-bath unit with 993 square feet of space, gorgeous 7.5” plank White Oak floors and 11’ high ceilings throughout. The well-appointed kitchen featuring Viking & Fisher/Paykel appliances, marble counter tops and ample cabinet space, opens to a great room with lake views. Wake up to the soft Florida sun streaming through large windows of the Primary bedroom retreat which also showcases lake views, custom closet built-ins and a marble bath. Guest suite currently furnished as a flex space opens up to a private 400 sq. ft. terrace with gate (only 5 private patios in entire complex). Extra Details: Roof 2018, boat slip available (first come first serve), climate controlled storage closet, bike/scooter storage, 1 deeded covered parking space, plenty of guest parking, on site manager, property is gated and secured on over 5 acres on Chain of Lakes. No rentals permitted, small pets most welcome. Wether you step outside to your private terrace to unwind and enjoy a cup of coffee in the morning or enjoy the views of the well-manicured grounds/lush landscaping or watch sunset on Lake Maitland…your investment in a beloved piece of Winter Park's history is sure to enhance your lifestyle! Don’s miss the chance to make this luxurious condo your new home.

1602 Alabama Drive Unit 107, Winter Park

$639,000

3 Beds ⋅ 3 Baths ⋅ Park Shore SubDv. ⋅ 32789 Zip Code

Welcome to 1277 Michigan Ave in the Heart of Winter Park! Built by award-winning Osprey Custom Home Builders, this 3 bedroom, 2.5 bath interior unit has been designated a Florida Green Certified Home and offers a highly-desirable, open-concept layout with designer finishes throughout. The home comes with several Smart Home features including, WiFi Enabled Garage and Thermostat, Central Smart Home functionality and Central vac System. On the first floor you’ll find your living and dining room areas with plank style tile floors, the open-concept layout is perfect for entertaining guests and family and comes equipped with Surround Sound Speakers. The gourmet kitchen comes well appointed with solid wood cabinetry, waterfall quartz countertops, as well as Samsung Stainless Steel appliances and closet pantry. From the Kitchen you have a French door and triple slider that leads to the private courtyard and attached 2-car garage. Upstairs you will find three bedrooms, including the Primary Suite that has been beautifully appointed with a luxurious glass enclosed walk-in shower, double sink vanity area and large walk-in closet with custom built-ins. The additional two guest rooms are comfortably sized and share a hall bath with the same high-end finishes as the Primary Bath they also feature custom closet built-ins . Located just minutes from Park Avenue, Trader Joes, Whole Foods, Downtown Orlando, and many other Central Florida attractions, this Smart Home is a must see and is move-in ready, schedule your showing today!

1277 Michigan Avenue, Winter Park

$680,000

4 Beds ⋅ 2 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Welcome to this charming retreat in one of Winter Park’s most desirable neighborhoods! Only minutes from Park Avenue, this home sits on a large lot along the beautiful and infamous “Tree Streets.” This updated pool home offers 4 bedrooms plus a bonus guest room, perfect for visitors or an office. Step inside and be greeted by the warm terracotta and wood floors that create a cozy and inviting atmosphere. The kitchen is a chef’s delight, complete with Frank Lloyd Wright style cabinets, stone countertops, and stainless steel backsplash. This home features a BRAND NEW ROOF and A/C system, newer appliances, and a fresh coat of interior paint throughout. The heart of this home is undoubtedly the stunning pool area, a private and spacious retreat that offers relaxation in the Florida sun. The location of this property is unparalleled, just minutes from Phelps Park, Winter Park Racquet Club, YMCA, Winter Park Hospital and medical center, lavish shopping and some of Central Florida’s best restaurants.

1742 Chestnut Avenue, Winter Park

$3,045,000

5 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Stunning modern residence boasting almost 5,000 square feet, located in the heart of Winter Park. As you step through the glass front doors, you’re immediately greeted by the grandeur of the marble entry floors, setting the tone for the exceptional finishes throughout this beautiful home. From the gorgeous wood floors laid in a herring bone pattern, to the custom staircase, designer light fixtures, and beautiful mill work, no expense was spared in the construction of this exquisite residence. This luxurious home features two primary bedroom suites both with large walk-in closets and lavish bathrooms that would rival even the most prominent spas. The chef’s kitchen features exquisite custom cabinetry, porcelain countertops, a walk-in pantry, and top of the line appliances including a ILVE Nostalgie range, and a Dacor wine refrigerator for storing up to 100 bottles of your favorite wine. The bright open floor plan connects the family room, dining area, and outdoor spaces, making it a perfect home for entertaining. On the second floor you will find a total of 4 bedrooms, three bathrooms, a second laundry room, and a secret door that leads to a spiral staircase and a private roof top deck overlooking Lake Berry and views in the distance of downtown Orlando. Situated on a spacious lot, this property features a large, fenced yard with mature landscaping, perfect for outdoor activities and entertaining. The highlight of this home is the inviting pool, providing a refreshing oasis for those hot summer days. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park has to offer. Schedule your private showing today and experience the epitome of luxury Winter Park living.

633 S Phelps Ave, Winter Park

$1,440,000

4 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

This traditional custom-built 4-bedroom, 3.5-bathroom home with a pool is a gem nestled on a charming brick street in the heart of Olde Winter Park, Florida. With approximately 3,000 square feet of living space, this residence offers a well-thought-out layout. The main floor hosts the owner's retreat, which includes a spa-like bathroom and an office that can double as a fourth bedroom. Upstairs, you'll find two en-suite bedrooms and a bonus room, providing ample accommodation options. The gourmet kitchen is a standout feature, featuring wood cabinets, granite countertops, stainless steel appliances, a spacious breakfast bar, an eat-in area, and a generously sized walk-in pantry. The kitchen seamlessly opens to the family room, complete with a cozy fireplace and built-in shelving. French doors from the family room lead to the outdoor covered porch and the pool area, which is adorned with custom pavers and an outdoor shower. This home also boasts a large formal dining room, high ceilings, a split floor plan for added privacy, crown molding, and beautiful hardwood floors throughout. The owner's retreat is a haven, offering a spa-like bathroom with a soaking tub, dual vanities, a walk-in shower, travertine flooring, and an oversized custom closet. Additional features include an indoor laundry room with ample storage space and a 2-car side-entry garage. The lushly landscaped yard is surrounded by a block wall, creating a private and tranquil rear yard. An oversized driveway with pavers ensures plenty of parking space. Moreover, the property is served by great Winter Park schools and enjoys close proximity to downtown Winter Park, Baldwin Park, and downtown Orlando, making it an ideal residence for those seeking a convenient and luxurious lifestyle in this desirable area. Don't miss the opportunity to make this fabulous one-owner home your own.

250 E Kings Way, Winter Park

$1,600,000

2 Beds ⋅ 3 Baths ⋅ Town Of Winter Park SubDv. ⋅ 32789 Zip Code

How rare a find is this? It's a classy in-town Mediterranean single family house with 2 master suites, 1 up and 1 down. You go 2 blocks East to the upscale shops and restaurants of Park Avenue. 2 blocks West are the same at Hannibal Square. 2 blocks North are the acclaimed WP Police and Fire Stations. Closer yet are the Post Office, Central Park, Train Station and Farmer's Market. You enter the residence through an arched front double doorway into a 2-story foyer. Look up to see a 'Juliet' wrought iron balcony. Proceed forward through another archway to the elegant great room with fireplace. The dining room has a built-in wall-length cabinet with shelves. The kitchen offers beautiful S & W wood cabinets and island with granite counters, and pass-through to the dining room. Adjacent is a cheery breakfast rom. Downstairs are also the laundry room, powder bath, master suite with large, luxurious bath, and a screened masonry porch. Upstairs are a spacious home office, 2nd master suite and bath, 2nd screened porch and a huge bonus/storage room. The landscaping and trees are gorgeous, all surrounded with an attractive masonry and stucco wall. This location is in the middle of everything, yet secluded. It was a former WP Mayor's residence.

151 N Virginia Avenue, Winter Park

$425,000

3 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Welcome to this charming Winter park home in the desired neighborhood of 32789. Ideally situated in a quiet neighborhood and a great school district just down the street from Lake Killarney. New roof installed in 2019. Home features a MOTHER IN-LAW SUITE with full kitchen and separate entry making for EXCELLENT rental potential. From the moment you step in, a welcoming floor plan and natural lighting invite you to the foyer, the living room and into the kitchen and dining. Minutes to downtown Orlando, Winter Park Village, Park Avenue, and College Park. Prime location and easy access to I4 gets you just about anywhere in no time. No HOA! Don’t miss the opportunity to make this Winter Park gem your own. Schedule your showing today.

2612 Roxbury Road, Winter Park

$1,600,000

4 Beds ⋅ 4 Baths ⋅ Cloister Grove Rep SubDv. ⋅ 32789 Zip Code

This beautiful pool home is located in the middle of the very desirable Via’s of Winter Park. With 4-Bedrooms & 3.5-Baths, this treasure is across the street from lakefront mansions valued in the 8-digits. LOCATION, LOCATION, LOCATION. Just blocks from Kraft Azalea Gardens (0.40 mile), Isle of Sicily (0.70 mile), Lake Knowles (0.30 mile) and the Winter Park Racquet Club (0.50 mile). A bit further are Park Avenue (1.6 mile), Interlachen Country Club (1.9 mile), YMCA (1.1 mile), and AdventHealth Hospital (1.8 mile). As you enter the property from the iconic red bricks street of Via Tuscany, the circular drive of pavers provides for easy access and plenty of parking when entertaining. The lush, overhead canopy from the massive camphor trees gives the home privacy. Through the double front doors you enter the spacious foyer which is backed by the wooden stairway to the upstairs. To the right of the foyer is the elegant formal living room with a wood burning fireplace and french doors to the pool patio. On the opposite side is the separate, formal dining room decorated with a stunning glass chandelier. Behind this room is the gourmet kitchen equipped with custom, solid wood cabinets, stone countertops and GE appliances except for the Sub Zero fridge and freezer. The kitchen is flanked with an eat-in space and the family room accented with windows and french doors showcasing the spectacular backyard and pool. The backyard is your oasis EVERYDAY; first, with a huge covered patio area overlooking the sparkling pool and open paver area and second, with the massive trees and lush yard on this expansive lot more than a ¼-acre (11,148 sqft). Under the covered patio area is plenty of space for a long dining table or outdoor game table (billards or ping pong) and a sitting area with room for grilling station. Currently within the highly sought after Lakemont Elementary, Maitland Middle & Winter Park High school district.

1530 Via Tuscany, Winter Park

$2,200,000

3 Beds ⋅ 4 Baths ⋅ Versailles Winter Park Condo SubDv. ⋅ 32789 Zip Code

It’s a New Year! Make a move to The Versailles of Winter Park! This exclusive, luxury property is located just steps away from the renowned "Park Avenue," known for its excellent dining, shopping, and special events such as Art Festivals and Concerts. This exquisite development is comprised of only 7 private residences, each offering over 3100 square feet of spacious one-level living and private 2-car garages. As you step out of the elevator, you are greeted by the charming 4th-floor lobby, granting access to just two private homes on this level. The 450 residence makes a grand entrance with its double-door entryway, leading to a generous and open living space featuring high ceilings exceeding 9’, elegant wood floors, crown molding, and custom cabinetry and shelving with accent lighting. A custom electric fireplace with a mantle adds ambiance and character to the room, and French doors open onto a large balcony perfect for outdoor entertaining. The adjacent dining room is equally impressive, easily accommodating a large table for 10-12, with additional space for a buffet or other dining needs. The den/office, situated off the main living area, boasts a wall of built-ins with two desk areas, open shelving, media space, cabinets with lighting, and file drawers. There's still ample space to relax, read, or watch TV in this versatile area. On the way to the kitchen from the living area, you'll find an integrated bar armoire equipped with a sink, beverage refrigerator, and storage, making it effortless to serve your guests. The kitchen itself features a tray ceiling, recessed lighting, a wealth of rich wood cabinets with under-cabinet lighting, an eat-in area with newer lighting fixture, a closet pantry, and a spacious center island with plenty of storage and newer pendant lighting. The split-bedroom layout ensures privacy for the expansive primary suite, which can be accessed through a double-door vestibule entrance. This suite includes new upgraded carpeting, crown molding, a substantial customized walk-in closet, and double Pella French doors opening onto the balcony. The primary luxury bath boasts double marble vanities, updated vanity lighting, a spa tub, a large walk-in shower, and a water closet with a bidet. The additional bedrooms are generously sized and offer en-suite baths, customized closets, newer upgraded carpeting, and newer Pella sliding doors to a balcony. The property itself is meticulously maintained, featuring lovely landscaping, well-kept walkways, and a patio area. Don't miss the chance to live at one of the most coveted addresses in Winter Park, and enjoy the fabulous lifestyle this residence has to offer. Room Feature: Linen Closet In Bath (Primary Bedroom).

200 S Interlachen Avenue Unit 450, Winter Park

$4,087,500

5 Beds ⋅ 9 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

421 Lakewood Drive, Winter Park

$335,000

3 Beds ⋅ 1 Baths ⋅ Magnolia Gardens Sub SubDv. ⋅ 32789 Zip Code

Opportunity Knocks- rare Winter Park block home brimming with ownership and investment potential! Live in the heart of Winter Park while enjoying all WP offers in outstanding restaurants, shopping, golf, art festivals, farmers market, theater and more! Walk to the renovated WP Village, Whole Foods, Park Avenue, and the train station while leaving your car at home after work and weekends! This 3 bedroom and 1 bath, bonus room and Florida room is a blank canvas just waiting for your creative touch to transform and possibly enlarge it into the perfect haven. Whether you're looking to craft your personal sanctuary or expand your rental portfolio, this property in the coveted Winter Park community offers a world of possibilities. Rental income potential is substantial in this highly sought-after neighborhood, ensuring a strong return on your investment. But that's not all – the sky's the limit when it comes to the value of this property. With exciting new developments in the area, your investment will only continue to appreciate. Don't miss the opportunity to make this bungalow your own and secure a bright future in the heart of Winter Park! Lot is 100 x 60 allowing 2400 sq feet total with no impact fees.

811 W Webster Avenue, Winter Park

$1,090,000

4 Beds ⋅ 2 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

The dream of lakefront living in Winter Park can come true with this highly sought-after waterfront property on private Lake Spier in Winter Park. This impressive renovation, both inside and out, is nestled on an expansive 0.88-acre lot with over 117 feet of lake frontage and breathtaking views. The open floor plan flawlessly connects the living and dining areas, featuring rich wood flooring, double-pane windows, carefully selected lighting, and slider doors that provide easy access to the back patio, and the stunning lake views. All creating the perfect setting to entertain & delight your guests. The thoughtfully designed Kitchen showcases custom shaker cabinetry with under cabinet lighting, captivating counter-to-ceiling backsplash, slide in range with range hood, French door refrigerator with separate beverage drawer, a generous peninsula that comfortably seats 4, a statement making island from Williams Sonoma & additional space for breakfast or sitting area with more sliders to back patio. The ideal split plan delivers a private primary suite with a luxury bath featuring distinctive double vanity, premium fixtures, upgraded lighting, & large shower surrounded with wonderful dimensional tile & seamless glass. The suite also has more sensational views through its slider doors leading to back patio, where you can enjoy the evening sunsets. All the additional bedrooms are spacious with wood flooring with bedrooms 3 & 4 having more spectacular lake views. The 2nd bath displays a fresh modern double floating vanity, travertine flooring & shower/tub with travertine tile. More stand out features of the home are the laundry room with utility sink, open shelving, storage closet and washer/dryer, the garage with glass panel door & epoxy flooring-2019. You'll never want to leave the extensive backyard leading to the serene lake with a sophisticated landscape package that includes lighting and an upgraded irrigation system. There's also a newer seawall along the water to protect your frontage, and the grandfathered-in fencing provides safety for your pets. This property is perfect as it is, but the lot allows for future additions and a pool. Other important details to note are: New double pane windows and doors-2019, All new interior doors & hardware-2013, Electrical upgrade & expansion including interior & exterior panels-2013, Full replumbing of home-2013, Hot Water Heater-2019, HVAC 2018, Roof 2013, Septic system completely redone & upgraded to larger system with drain field moved to front & tank moved, to allow for future addition- 2020, Detailed Landscape package, lighting & irrigation-2021, Exterior stucco & stone accents-2013, Brick paver drive, walkway & side patio-2017, Stone tile Back patio-2017, Video camera security-2014, Seamless gutters with leaf filter-2021, Fencing -2013, 2016 & new front gate-2023. This turn-key lakefront property in Winter Park is truly a unique opportunity, with recent updates and improvements that make it ready for you to move in and start enjoying lakefront living. Don't miss your chance to own this sensational waterfront home!"

1887 Lake Spier Drive, Winter Park

$2,600,000

4 Beds ⋅ 4 Baths ⋅ Ethel Park SubDv. ⋅ 32789 Zip Code

This gracious estate is situated on a pristine 1/2 acre private lot just minutes to Park Avenue’s upscale boutiques & restaurants. As you enter this exquisite home you notice the light & bright open floor plan perfect for family living & entertaining. The fabulous chef’s kitchen has beautiful custom cabinets, Sile stone countertops, Thermador appliances including a 48” gas cooktop w/ pot filler, refrigerator, double ovens, microwave, 2 dishwashers & a large center island w/ prep sink. The expansive Great Room has a fireplace & French Doors . The Family Room is open to the kitchen w/ a cozy fireplace & French doors. There is a private office-den & fabulous walk-in temperature controlled wine room. The floor plan has 2 dining areas . The downstairs guest suite would be ideal for elderly parents or a 2nd master. Upstairs the exquisite & spacious Owners' Suite was recently renovated w/ 2 walk-in closets. Owners' spa bath has dual sinks, a soaking tub & large separate shower. There are 2 additional bedroom en suites upstairs & a laundry room. As you walk outside expect to be impressed by the spacious private park-like setting w/ masonry wall, classic open pool w/ firepit & fountains, a large screened & covered lanai & a sport court w/ reg. basketball. Add'l features: New: Roof, Windows, AC, Master Suite, Generator, electric charging station, ext. paint & flooring.

520 Shepherd Avenue, Winter Park

$2,700,000

4 Beds ⋅ 5 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Perfectly nestled on the north side of Windsong on a premium Lake Berry water view, corner lot… This stunning Mizner Mediterranean estate has exquisite architectural detail and quality throughout in this one-owner, well maintained, custom-built residence. The home exudes grace & elegance with an open flexible floor plan including soaring ceilings and light flooding in from every direction. An exceptionally constructed and artfully designed home in every way. Well-manicured gardens adorn the exterior, while the brick paver circular drive meanders down the rear property line to a secluded, generous 3-car garage and motor court. Inside, you are welcomed with an elegant entry foyer opening to a “flex use” lakeview room (library, den, billiards rm, etc…), a private 1st level guest suite, and the stately great room that boasts 2 stories of windows & French doors, 2-sided masonry gas fireplace and an abundance of natural light leading out to a sunset/sunrise terrace. This space blends seamlessly with the formal dining and kitchen areas, creating an exceptional environment for entertainment. Continuing to the kitchen, this culinary haven is complete with ample cabinet space, a center island, gas cooktop, double ovens, Sub Zero refrigerator, butler’s pantry along with a casual, separate dining area... Upstairs - retreat to the spacious primary bedroom suite with seating area, lavish bath & dressing area along with generous wardrobe with island… The 3rd & 4th bedroom suites are also upstairs sharing a loft-lounge area… Outdoor living includes an oversized, almost 20,000 sf, premium Windsong lot with lush landscaping, mature tree canopy along with lakeview terrace and private lanai including summer kitchen… With proximity to hospitals, schools, golf courses, and the eclectic dining and shopping of Park Avenue, this immaculate one-owner home embodies luxury living at its finest with endless interior design possibilities and couldn’t begin to be reproduced today (land & home construction) anywhere near this offering price… NOTE: Pool designs available for review upon request - owner preferred not having one. Building plans show 6,390sf living area (7,483sf under roof)

526 Genius Drive, Winter Park

$1,350,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of refined living in the charming enclave of Winter Park. Nestled in the elegant Douglas Grand community, this remarkable penthouse townhouse exemplifies the perfect blend of sophistication and comfort. Exquisite Design and Timeless Elegance As you step inside, you'll be greeted by an air of sophistication that radiates from every corner. The open-concept design, coupled with high ceilings and abundant natural light, creates an inviting and spacious atmosphere. The attention to detail is evident in every square foot, from the meticulously crafted moldings to the rich hardwood floors that grace the interior. Including your own personal elevator Gourmet Kitchen for Culinary Enthusiasts The gourmet kitchen is a chef's dream come true. Equipped with top-of-the-line stainless steel including sub zero appliances, granite countertops, and custom cabinetry, it's the ideal space for creating culinary masterpieces. The generous kitchen provides the perfect setting for casual dining or hosting friends and family. Spectacular Views and Outdoor Living Step out onto the expansive private terrace, where you'll be captivated by breathtaking views of Winter Park and its lush surroundings. This is the ideal spot to savor your morning coffee, host al fresco dinners, or simply relax in the sun-drenched serenity. Master Suite Oasis The spacious master suite is a sanctuary of peace and luxury. It boasts a spa-like en-suite bathroom, complete with a soaking tub, double vanities, and a walk-in shower. The custom walk-in closet offers ample storage space and keeps your attire impeccably organized. A Home for All Seasons Douglas Grand Amenities Residents of the Douglas Grand community enjoy an array of amenities, including a fitness center and secure underground parking, with two oversized parking spaces right outside your front door ensuring the utmost convenience and security. Ideal Location Situated in the heart of Winter Park, you're just moments away from Park Avenue's upscale boutiques, restaurants, and cultural attractions. The tranquil setting of this townhouse is truly a hidden gem within the vibrant city. Don't miss the opportunity to call this Douglas Grand Penthouse Townhouse your own. Schedule a private viewing today and experience the luxurious lifestyle that awaits you in Winter Park. This exquisite townhouse offers a unique blend of elegance, convenience, and comfort in one of Winter Park's most sought-after communities. Act fast, as this remarkable property won't stay on the market for long.

101 S New York Avenue Unit 301, Winter Park

$1,658,800

4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Introducing a completely renovated residence, meticulously designed by renowned interior design firm Ashley Martin Home. Nestled on a tranquil corner lot, just a few minutes from downtown Winter Park, this Charleston-style home awaits you. As you step into the bright and inviting foyer, you'll be captivated by the seamless open floor plan with real hardwood floors throughout. The kitchen featuring brand new custom cabinetry, top of the line built in appliances including a La Cornue range and working island with all new stone tops. The breakfast area with built in seating and kitchen all effortlessly flow into a spacious gathering room, perfect for entertaining family and friends. Adjacent to this, a sun-filled dining room beckons you to create cherished memories around the table. For those seeking a private workspace, an elegant office awaits, adorned with glass French doors and wood detailing for added sophistication. The owner's suite, thoughtfully situated on the main level features a beautiful light fixture, hard wood floorings and views of the serene backyard. Ascending to the second level, you'll discover three additional bedrooms or the flexibility to transform one into a versatile flex room. A balcony awaits, overlooking the picturesque brick-paved street, embraced by the shade of majestic oak trees. Experience the allure of southern charm with all the modern conveniences in this desirable Winter Park neighborhood. Immerse yourself in the vibrant lifestyle this location offers, with easy access to everything. All new lighting, flooring, trim work and paint, cabinets, tops, light fixtures, plumbing fixtures, AC, roof (less than two years old), ceilings details, baths and tile, landscaping - this home is basically NEW! Plans also available for a pool - there is plenty of room for one to be added.

1400 Lyndale Boulevard, Winter Park

$360,000

1 Beds ⋅ 1 Baths ⋅ Village Winterset Inc SubDv. ⋅ 32789 Zip Code

Welcome to the Village of Winterset…and the quintessential downtown Winter Park lifestyle! The classic, updated, 1 bed/1 bath, turnkey condo exemplifies accessible, easy living, while located only 1 block from Park Avenue. Move-in ready, this unit is located on the 5th floor, with great views of Downtown Winter Park and Orlando. The south facing condo consistently keeps this unit bursting with sunlight! A convenient bar area is located just off the foyer, with a beverage refrigerator and granite countertops. Past the foyer is a renovated, white kitchen with stainless steel appliances, accented by upper glass cabinets with interior and undercabinet lighting. The kitchen overlooks the dining and family areas. Modern LED light fixtures in the entrance, bar area, and dinette add a fresh touch, while all 4 windows were replaced and upgraded to Category 5 Hurricane-Rated windows. The bedroom is spacious, boasting a large walk-in closet, and the hall bathroom offers a shower with a tub, and a large medicine cabinet for extra storage. A nice size linen/storage closet is located between the bedroom and bathroom. Other conveniences include 1 designated, covered parking spot near the building entrance and additional guest parking, recently updated with stone pavers. The community lap pool is wrapped in a spacious paver deck with a pergola and a grill area that is perfect for spending cool evenings outdoors. The secured building requires a key or code to access the lobby and is equipped with a security call box for your guests to be buzzed into the building. Upon entrance, you will be greeted by a recently renovated lobby, which is perfect for meeting guests and community meetings. Just a block from Park Avenue, you’ll have easy access to all the amenities of downtown Winter Park, like Central Park, fabulous boutique shops, & award-winning restaurants.

251 E Canton Avenue Unit 251, Winter Park

$1,375,000

3 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 02 SubDv. ⋅ 32789 Zip Code

413 Balmoral Road combines contemporary Craftsman design features with traditional charm. The floor plan delivers loads of character along with the privacy needed for separate living activities. The chef’s kitchen with attached breakfast room/butler’s pantry has Sub-Zero, Wolf and Miele appliances and custom handmade wall tiles. Included are an oversized gas range, warming drawer, wall oven, microwave, separate refrigerator, freezer, beverage fridge with freezer, 3 dishwashers, 3 sinks, 3 disposals and a built-in coffee station and blender. The large island has a heavy-duty mixer lift and plenty of storage. The cabinetry is solid wood with soft close features. There is a walk-in pantry. An attached vaulted ceiling family room with gas fireplace and tranquil water view provides the perfect setting to connect and relax. The home also has two additional living areas-one includes the home entertainment system and a wood burning fireplace. The second area is attached to the formal dining room and the 2 walls of glass create a harmonious connection with the outdoors. The expansive primary suite is a private retreat and includes a bonus dressing room, office or nursery; an ensuite bath with water closet, linen closet, walk in and built-in closets, a laundry room with sink and easy pool access. Additionally, there is a second office space, 2 bedrooms, 2 baths (hall/pool bath and a jack-n-jill) and a mud room/drop zone across from the garage. There are an abundance of extra coat and linen closets throughout the home. The attached two car garage has plenty of room for your vehicles, extra storage and a second washer and dryer. Located on an oversized lot, the private, fenced backyard oasis provides a sanctuary for calming the nerves and enjoying a refreshing dip in the pool (which was refurbished a couple of years ago). The covered rear deck provides plenty of shade and combined with the pool paver patio area, there is plenty of room for outdoor entertaining. There is a pond water view, buried utility lines and no immediate rear neighbors. Other features include Anderson dual pane windows (all but 2 bedrooms), a buried propane tank, gas grill hookup and storage on the deck off kitchen, six zone irrigation system with a separate water meter, 3 attic accesses -2 with pull-down stairs, 2 HVAC systems for zoned heat and cooling and a transferrable Terminix termite warranty. The architect owner has lived in this home for over 50 years. It has been a labor of love to create this unique, one-of-a-kind home in sought after Winter Park, FL with its top rated schools and world class shopping and dining. This home is conveniently located near area hospitals, UCF, downtown Orlando and Orlando International Airport. Don’t miss this rare opportunity to make this your next residence!

413 Balmoral Rd, Winter Park

$660,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Introducing a splendid opportunity in downtown Winter Park living! This remodeled 2-bedroom, 2-bath condominium offers a prime location on the serene shores of Lake Osceola. With 1,143 square feet of living space, this unit exudes a light and airy feel, accentuated by warm-toned floors and an abundance of natural light. Notable features include two remodeled baths, with a walk-in shower in the master suite and a shower-tub combo in the hall bath, both elegantly enclosed in glass. The master bedroom boasts an en-suite bath, a dressing area with ample closet space, and even potential for adding a washer and dryer for added convenience. The separate kitchen, with the possibility for a simple cosmetic remodel, opens to a generous living and dining area, ideal for hosting guests or simply relaxing with tranquil views. Step outside to the oversized balcony, cocooned in privacy by mature landscaping, and enjoy vistas over the pool, lush greens, and the shimmering lake just around the corner. This condominium offers more than just comfortable living; it's a gateway to a lifestyle of luxury and convenience. Covered parking, an elevator, and proximity to daily amenities enhance the overall experience. Within the complex, you'll discover an array of amenities, including boat docks for water enthusiasts, a well-equipped gym for fitness enthusiasts, and an elegant community room for gatherings. Expertly managed by FirstService, this home promises a harmonious living experience. It's mere steps from the renowned shopping and dining on Park Avenue. Plus, you'll find the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College all within this vibrant community. Don't miss your chance to create lasting memories in this sophisticated Winter Park condominium. Contact us now to schedule your private viewing, and request the floor plan to discover how this exceptional unit can be your ideal home. Room Feature: Linen Closet In Bath (Primary Bedroom).

106 S Interlachen Avenue Unit 416, Winter Park

$475,000

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code

Welcome to this charming home nestled near the picturesque Blue Jacket Park and vibrant Baldwin Park neighborhood! This delightful property offers a prime location, with easy access to excellent schools, shopping destinations, top-notch restaurants, and a variety of entertainment options, making it an ideal choice for anyone seeking a comfortable and convenient lifestyle. As you step inside, you'll immediately appreciate the unique blend of classic and modern features. The terrazzo floors exude timeless elegance, while ceramic tile and laminate floors provide both durability and style. This mix of flooring creates a warm and inviting atmosphere throughout the home. Built in 1964, this home boasts a solid block construction that has stood the test of time, showcasing its good bones. The sturdy build ensures the longevity and structural integrity of the property, giving you peace of mind for years to come. The interior layout is well-designed, offering comfortable living spaces and a seamless flow between rooms. The two bedrooms provide ample space for relaxation, and the two bathrooms add convenience and functionality to your daily routine. The surrounding neighborhood is a true gem. Blue Jacket Park, with its lush greenery and recreational amenities, offers a perfect spot for outdoor enthusiasts and families alike. Baldwin Park, known for its vibrant community and bustling town center, is just a stone's throw away, providing endless options for shopping, dining, and entertainment. Whether you're looking for a starter home, downsizing, or an investment opportunity, this property's prime location and solid structure make it a fantastic choice. Don't miss the chance to make this house your home, as it offers the perfect blend of comfort and convenience in a sought-after area. Schedule a viewing and experience the potential of this timeless property for yourself!

615 Glenridge Way, Winter Park

$1,400,000

3 Beds ⋅ 4 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Welcome to the heart of Winter Park, where luxury & modern living converge in this exceptional single-family home, located one half-mile from the iconic restaurants & retail lining Park Avenue. Approach the property via a long paver driveway, providing ample parking space for guests. The exterior boasts a striking combination of layered materials, including stucco, brick & metal that creates a bold yet inviting facade. Large format glass windows, glass doors and even a glass garage door flood the home with natural light & offer a seamless feeling of connection to the outdoors. As you enter the home, you will be greeted by a stunning 2-story foyer that sets the tone for the dramatic elegance that awaits within. The main living areas on the first floor are open to one another & were designed for both comfort & style, featuring wide plank natural hue wood flooring, neutral color paint, tall baseboards, remote controlled window treatments, modern lighting, a striking black metal stairway railing & a gas-fueled fireplace w/ dramatic floor to ceiling surround upon which is a flat screen television is mounted. The kitchen is a masterpiece, with white cabinets illuminated by under-cabinet lighting, a substantial island with a waterfall edge counter-top and seating for five, a white marble backsplash, under-mount, double barrel sink with extendable faucet as well as GE Monogram stainless steel appliances, including a natural gas range & under counter microwave. Tall windows & glass doors continue throughout, blurring the boundaries between indoors & out. The collapsible sliding glass door at the rear of the home seamlessly opens the living spaces to the exterior. The backyard was thoughtfully plumbed for a summer kitchen & offers a cocktail pool, an outdoor shower & deck for lounging. The mature landscaping ensures privacy and tranquility. The second floor boasts three spacious bedrooms, each with an en-suite bathroom, abundant natural light, custom closet organization, tall ceilings and quality finishes selected within a neutral palette. The convenience of a second-floor laundry room with LG Signature all-in-one washer and dryer, cabinetry consistent with the kitchen & a stainless sink should not be overlooked. The primary suite at the rear of the home is a true retreat, featuring a spacious bathroom w/ a glass-enclosed dual head shower, a private water closet, two clothing closets w/ customization & a floating warm wood vanity for storage, double sinks, expansive mirror w/ built-in modern light fixtures & more. Modern recessed lighting, a fan w/ light kit, plush neutral carpet & a wall-mounted television complete the space. The primary suite offers direct access to a rear deck with ample space for comfortable seating, perfect for enjoying the private backyard view. This exceptional home includes an attached two-car tandem garage with the potential to convert part into additional interior living space, such as a downstairs office or 4th bedroom which would be adjacent to the full downstairs bathroom. Architectural design by Michael Wenrich, developed by Reid Berman, interior design by Steel Street Studios and built by Jim Winters, this home reflects a level of quality, craftsmanship and design that is truly unmatched. With only one owner, it has been lovingly maintained & is ready to welcome its next fortunate resident to experience the epitome of modern, luxury living. Don't miss the opportunity to make this exceptional property your own.

1270 Arlington Place, Winter Park

$4,250,000

4 Beds ⋅ 5 Baths ⋅ Osceola Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Welcome to "Modern Hacienda", the recipient of the 2022 American Residential Design Award - Best Custom Home by the American Institute of Building Design. A magnificent courtyard and garden masterpiece designed and built by award-winning and renowned architect/builder, Phil Kean Design Group. A perfect blend of indoor and outdoor living located on a lovely, large private oversized lot, walking distance to Park Avenue and Rollins College. With just over 4000 square feet, this one-story sprawling villa includes 14 ft. vaulted ceilings in the main living and gallery room, an oversized state-of-the-art Wolf/Subzero kitchen, a detached guest apartment with private living room, kitchenette, washer/dryer, and patio overlooking the pool and backyard. The very private owner's suite offers a luxury bathroom with two separate walk-in closets. The oversized, side-entry garage accomodates 4 cars, and is accessed by a covered walkway. The custom European-style cocktail pool is a focal point to the professionally landscaped backyard oasis, flanked by gorgeous, resort-style covered lanais.

120 Trismen Terrace, Winter Park

$1,200,000

4 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Rare Winter Park opportunity to own a renovated and move-in ready home overlooking Lake Wilbar. The home exemplifies the best of Olde Winter Park with its brick streets and oak tree canopy. A lovely chef's kitchen opens into a large sun filled family room with French doors that lead to an amazing 13 by 33 foot covered paver patio with retractable screens. The patio features a tongue-in-grove ceiling with wood beams. Fabulous white vinyl fenced manicured back yard with room for a pool and play set, and a side yard with raised irrigated garden beds. Main floor features include a flex room that could be used as a playroom or office and separate dining room. The home has beautiful wood floors, crown molding and wooden shutters. Upstairs there are four very spacious bedrooms each with its own en suite bathroom. The master bath has two walk-in closets. Amazing attic space for storage with pull down stairs. Roof 2021, Andersen windows 2021, plumbing 2018, electric update 2018. Convenient access to the shops and restaurants of Park Avenue, Phelps Park, Winter Park YMCA and Lakemont Elementary.

1525 Wilbar Circle, Winter Park

$3,100,000

4 Beds ⋅ 6 Baths ⋅ Tuscania SubDv. ⋅ 32789 Zip Code

Fantastic new home that will take your breath away. Central location, heart of the Via's and steps from the Racquet Club. Completed in 2022 by design build firm Z Properties. This house has a super efficient and well thought out floor plan with thoughtfully designed, flexible spaces and gorgeous interior and exterior details. Four bedrooms - 2 up and 2 down, 4 way split - each with en suite bath. Chef's kitchen with True refrigerator, freezer, ice and beverage along with a Wolf Range and Bosch dishwasher. The kitchen has custom walnut cabinetry. The house glows with Venetian plaster throughout. Variable and multi zone ac make this house comfortable and efficient, cameras and security are top of the line. consider purchasing this house mostly furnished for a turn key experience. Car lift excluded

2080 Sharon Road, Winter Park

$1,650,000

3 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Elegant single-story home on an oversized lot in the heart of Olde Winter Park. This home has been meticulously maintained and updated over the years. Interior features include 3 bedrooms and 4 full bathrooms with an office and bonus/TV room that can be used as additional bedrooms, beautiful natural oak floors throughout, higher ceilings with varied heights up to 12 feet, extensive millwork, moldings & built-ins, newer windows, 2 natural gas fireplaces, wet bar, and generous-sized laundry room. The eat-in island kitchen was completely renovated in 2017 designed by Signature Kitchens with Wolf & Bosch appliances, custom cabinets, and quartz countertops. The expansive owner’s suite has a large bedroom with a fireplace, spa-like bathroom with walk-in shower and separate soaker tub, and 2 walk-in closets. Outdoor living areas include a covered porch with a remote-controlled ceiling to enjoy the outdoor living rain or shine, a summer kitchen with natural gas grill, all overlooking a beautiful private and manicured yard with mature landscaping. Natural gas generator. A short distance to Park Avenue, YMCA, and within the top-rated Winter Park school system.

1120 Palmer Ave, Winter Park

$1,175,000

3 Beds ⋅ 3 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

Welcome to this esteemed Winter Park Serene Lakeside Living condo within walking distance of Park Avenue!! Upon entering, you're immediately embraced by stunning VIEWS of LAKE VIRGINIA FROM EVERY ROOM. The two balconies total 50 feet and are accessible from every room! Truely special, this is not just a place to live; not just any condo; it's a sanctuary of peace and tranquility, offering a lifestyle that's second to none! This fifth-story condo boasts TWO private balconies with 50 feet of LAKEFRONT VIEWS…! From the moment you walk in, you'll experience open, airy, & bright living spaces that beckon you to call this place home. YES… each room opens up to awe-inspiring views that will take your breath away. Two master suites, one on each side of the condo, provide the ultimate in privacy. And let's not forget the abundance of upgrades throughout this remarkable residence: 2022 both AC units were replaced, new plumbing, 2 new GORGEOUS bathrooms with imported marble, new fixtures & lighting, wood floors were refinished…all that is left to do is for you to move-in! Imagine waking up to the gentle caress of a fresh morning breeze from your fifth-floor condo overlooking Lake Virginia! Step out onto your private balcony with your cup of coffee,, basking in the glow of the rising sun over the tranquil waters. It's a moment to center yourself, to find complete peacefulness before the day begins. When the day ends, picture yourself unwinding by the lakefront saltwater pool or sitting on one of your TWO private balconies, sipping on early evening cocktails with your loved one. The world fades away as you share moments of pure bliss. You'll be treated to breathtaking sunsets and even the occasional rocket launch! This isn't just a living space though; it's a LIFESTYLE. You'll enjoy access to a range of first-class amenities, including Winter Park Chain of Lakes access which is a stunning network of six interconnected lakes and navigable Venetian-style canals. Birdwatching, lush scenery, and historic estates await you. The condo has rentable boat slips (based on availability), a lakefront saltwater pool and spa, a lakefront fire pit and BBQ area, a clubroom with a kitchen, outdoor entertaining space, a fitness room, a rentable poolside guest suite, and paddleboard & kayak racks. Live like you're on vacation every day in this resort-style condominium. With two assigned parking spaces and private storage, convenience is at your doorstep. Nestled in the heart of Winter Park, you'll relish the convenience of being within walking distance of "THE AVENUE," known for its world-renowned boutique shopping, restaurants, and museums. Plus, easy access to downtown Orlando, MCO, and all the major attractions, ensuring that every day is an adventure. Call now to schedule your private viewing. Don't miss this one-of-a-kind chance to own a truly unique lifestyle in Winter Park….Make it yours today!

690 Osceola Avenue Unit 504, Winter Park

$1,260,000

5 Beds ⋅ 3 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

This custom 5-bedroom, 3-bath home just steps from Winter Park's exclusive Vias neighborhood features interior architectural accents throughout, including hardwood floors, architectural ceilings, and custom closets and shelving in each bedroom. Enjoy the 2,577 sq. ft. home's professionally designed lush landscaping, trees and backyard privacy from a heated saltwater pool and spa and covered lanai with stained tongue and groove ceiling. A gourmet kitchen with quartz counter tops includes an oversized island with seating for four, Miele and subzero appliances, white shaker style cabinets and a kitchen tile backsplash. The elegant master suite includes spacious closets, a soaking tub, large European sport showers, designer porcelain tile, and Moen faucets. Designed as a smart home perfect for entertainment and working from home, it includes high-speed WIFI with professional CAT 6 wiring, an upgraded alarm system with five cameras, and programmable Nest thermostats controlling the zoned air conditioning system. Other interior features include upgraded crown molding throughout, motorized blinds, 4-panel shaker solid core doors, 6-inch baseboards, and a tankless water heater. A covered front porch includes Old Chicago brick pavers, a tongue and groove ceiling, and metal roof. Other exterior accents include sand finish smooth stucco, Shaker siding on the front, a front covered porch , a sand set paver driveway and walkway, low voltage landscape lighting and a privacy fence. The garage was upgraded with epoxy flooring. This great location is zoned for top-rated schools including Dommerich Elementary, Maitland Middle, and Winter Park High School.

1320 Bessmor Road, Winter Park

$672,000

4 Beds ⋅ 3 Baths ⋅ Sylvan Heights SubDv. ⋅ 32789 Zip Code

Take advantage of a Buyer's mistake and move right in. (Clean 4-Point inspection, wind mitigation report and survey available.) Come see this gorgeous refreshed and remodeled MOVE-IN READY home, with a huge fenced in backyard in highly sought after Winter Park! This open concept, split-plan home boasts four bedrooms, three full bathrooms, a large living room, an eat-in kitchen area, a huge dining room, plus an extra room with beautiful French doors. Natural light fills every corner of this contemporary space. Within the past five years countless upgrades have been made; exterior and interior freshly painted, kitchen renovation including new wood cabinetry, quartz countertops and new stainless steel appliances, bamboo flooring installed, and all three bathrooms freshened up with granite countertops and new vanities. More recently, in 2019, new washer and dryer replaced in the inside laundry room, new modern blinds installed on all of the big windows for privacy, new side gate built into the white vinyl fencing, and new heavy duty insulation added in the attic. In 2020, a new garage door was installed, a new exterior back door leading to the patio was created, and BOTH Air Conditioning systems were replaced. (One in 2019, the other in 2020.) In 2023, a brand new garbage disposal and dishwasher were installed. For extra peace of mind, a complimentary complete 1-year Home Warranty is provided! Also, this spacious home with its huge backyard has plenty of room for a pool, it's zoned for the top-rated school district, is close to prestigious Rollins College and minutes away from beautiful downtown Winter Park. Don't miss your chance. Schedule your private showing today!

350 N Phelps Avenue, Winter Park

$3,325,000

4 Beds ⋅ 5 Baths ⋅ Morse & Pennsylvania Twnhms SubDv. ⋅ 32789 Zip Code

This stunning DETACHED LUXURY, URBAN, ELEVATOR home, meticulously crafted by the renowned Phil Kean Design Group, presents itself as an opulent haven in the heart of Downtown Winter Park, FL. With innovative modern architecture & state-of-the-art technology, this magnificent residence has been classified as a Net Zero/-16HRZ energy rating, producing more power than it uses, making it one of the most eco-friendly homes on the market. Designated as a showcase home for the National Association of Home Builders & International Builders Showcase, the interior spanning across three levels, boasts elegance coupled with unsurpassed luxury. The grand entrance on the FIRST level welcomes you with an exquisite gallery, adorned with conversational spaces, an en-suite bedroom, an office or bedroom, a mud room with doggie door, fenced dog run, & a spacious oversized 3 car garage equipped with an electric car charger and overhead storage system. Ascend to the SECOND level and discover the primary owner's suite, an absolute masterpiece, with a spa-like bath fitted with a steam shower, a lavish & posh walk-in closet with showcase lighted storage & a storage island. A workout room/additional bedroom) with a full-sized sauna adds to the retreat-like atmosphere of this floor. Here there is a large loft/flex space perfect for a lounge or office and a beautiful laundry room with double LG washer & dryer sets and a phenomenal dry-cleaning closet, the next must have appliance! The TOP level of this home is a showstopper. With an open-concept design and breathtaking green views from every angle, this luxurious and expansive area will be the perfect place to entertain guests or unwind after a long day. This level features a well-lit dining area, a stunning wet bar, a warm and cozy fireplace, 2 outdoor balconies ideal for basking in beautiful views and enjoying Florida’s outdoor living. The exquisite kitchen, hailed as the "Best Kitchen in Country 2020," will be a chef’s dream and is fitted with state-of-the-art Wolf & Signature appliances, including a 48-inch dual fuel range and 4 Wi-Fi-enabled smart ovens & a sous vide cooking system for perfectly cooked meals every time. The kitchen also features a built in Espresso Maker for a perfect coffee to compliment the beautiful surroundings. Lighted, Temperature-controlled wine towers built to impress any wine connoisseur and boast ample space for up to 600 bottles of your favorite vintage. The home is unique in every sense of the word. With its 14-foot ceilings, 12-foot external doors, symphony of natural light, and awe-inspiring views, the home is a haven of unparalleled sophistication. The floating walnut staircase with unique underlighting will surely captivate your attention & add a touch of class to the space. The elevator with leather walls and brass flooring provides easy access to all three floors and adds to the home's elegance. Additional features, such as a whole-home generator, state of the art home security system, Panasonic air filtration system, 2 tankless, gas water heaters, Control4 Home automation system, outdoor terraces, summer kitchen, and automated louvered porch roofing system, solar panels on roof, & remote-controlled balcony screens will deliver convenience and peace of mind to all. Located in Hannibal Square's dining and shopping district & a short 3 block walk to Park Avenue for entertainment, dining, shopping, museums and galleries, and Central Park for picnics, strolls and Festivals.

674 W Morse Boulevard, Winter Park

$680,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

2 separate units, the main house is a 2 bedroom, 1 bath and the back home is a 1 bedroom, 1 bath. Fully upgraded luxury home and mother in law suite/additional rental. Main home - Brand new high end upgrades throughout include; Brand new quartz countertops with a matching quartz kitchen backsplash, brand new custom soft close cabinets with hardware in the kitchen, brand new laminate and tile flooring throughout, brand new high end stainless steel appliances, with a wine cooler and all new plumbing fixtures. The bathroom includes brand new tile shower, new vanity with brand new high-end countertop, new mirror, plumbing fixtures and toilet. All new lighting and fans throughout. Back home - brand new soft close cabinets in the kitchen, quartz counter-tops, glass tile backsplash, brand new stainless steel appliances, brand new laminate and tile flooring throughout. The bathroom includes brand new tile shower, new vanity with brand new countertop, new mirror, plumbing fixtures and toilet. All new lighting throughout. Both units were fully painted inside and out, and fresh landscaping installed. The property has custom premium upgrades throughout that look like a new model home. Both units have brand new plumbing and brand new electrical throughout, both units have brand new A/C, brand new electrical panels, the main house has a new roof, both units have brand new tankless hot water heaters, brand new paver driveway, brand new cabinetry with soft close throughout, brand new LED lighting and brand new appliances.

1530 Berkshire Avenue, Winter Park

$472,500

4 Beds ⋅ 3 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code

LOCATION LOCATION LOCATION! Two minutes to I-4 for easy commute. Gorgeous open concept recently renovated cozy and charming 4 bedroom/3 bath in sought after city of Winter Park. Upgraded modern kitchen featuring white shaker style cabinets to ceiling with crown molding including brass hardware, soft close doors/drawers, built in large pantry with pull out drawers, cabinet enclosed counter depth French drawer refrigerator, all new appliances, oversized single trough stainless steel sink with brass faucet, modern quartz countertops and expanded backsplash to ceiling. Engineered hardwood throughout with spacious family room featuring a wood burning fireplace open to the main living areas. Additional formal sitting area/flex space with room for a large dining room table featuring modern light fixture.Master bath features marble subway tile to ceiling with custom shower niche and seamless glass shower enclosure. Hall bathroom features custom vanity with plenty of storage, quartz countertop with undermount porcelain sink and upgraded Kohler toilet. Fourth bedroom is split from additional bedrooms and has an attached full bath with new separate tankless hot water heater and oversized walk-in closet. Spacious car port with privacy fence and pavers to allow additional parking. Two large outdoor storage areas. Large backyard with endless potential with covered back porch and additional uncovered patio for entertaining. Fully fenced in backyard.No HOA. Close to Downtown Winter Park and tons of shopping, dining, and entertainment options close by.

2337 Albert Lee Pkwy, Winter Park

$1,464,000

3 Beds ⋅ 3 Baths ⋅ Vilasa Twnhms SubDv. ⋅ 32789 Zip Code

ENJOY LUXURY & MAINTENANCE FREE LIVING WITH PREMIUM WINTER PARK LOCATION IN THIS VILASA TOWNHOME WITH ELEVATOR! OWNER IS RELOCATING AFTER SPARING NO EXPENSE FOR HIGH-END UPGRADES, ADDITIONAL DESIGNER FEATURES ADDED THROUGHOUT AND LIGHTLY LIVING HERE! The carefully selected award-winning design team of Nasrallah Architectural Group, Ted Maines Interior and Jordan Builders combined forces to orchestrate this exquisite residence of two-story block construction with extra insulation and double pane Pella windows, wood accents, architectural wrought iron stairway and park-like views-all steps away from downtown WP! Your friends and family are welcomed to the bright and open living area of combined kitchen, dining and living room with 13-foot ceilings, designer classic modern lighting, luxury vinyl flooring and picturesque views to the outdoors! The spacious living room is a music lover’s dream with 7.1 Control 4 Surround Sound all powered by Synergy and controllable by one remote and/or phone for TV’s and Yamaha stereo sound inside/outside of the home, lights, window shades, fans, Nest, and alarm- fully automated with no wires! Overlooking the living and dining room, is the Chef’s gourmet kitchen well-appointed with top-of-the-line stainless Sub-Zero French door refrigerator, Wolf built-in microwave and 4 burner gas range with center griddle with convection oven and stainless hood, Cove near-silent dishwasher, quartz counters and designer backsplash, an abundance of flat panel cabinetry and under-mount oversized black sink! The large floating quartz island is perfect for quick meals, chef assistants and tasters while looking through the double stacking sliding glass doors to the private covered lanai with automated screens, gas grill and landscaped greenspace-perfect for year-round enjoyment. Nearby is the built-in butler area with wine refrigerator for servicing your favorite beverage, a guest half bath, access to the oversized 2-car garage with insulated garage door along and ample street parking for all your guests. Lighted steps and wood floored stairs lead to a large den/loft with 5.1 Surround Sound and automated window coverings in order to enjoy your favorite TV series before heading to bed! Or you can ride the wood lined quiet elevator! Two floor-to-ceiling glass doors open to the relaxing balcony overlooking the property’s entrance and beyond. Upstairs the 10- foot ceilings and added insulation allow all 3 bedrooms to experience quietness and their preferred temperature with Nest. Spacious master with an abundance of natural light has an elegant fan and dual designer customized walk-in closets. The refreshing bath will spoil you after a day of enjoying Park Ave with the luxurious oversized soaking tub, marbled-wall glass shower and dual quartz vanities. Hall leads to 2 more stately suits sharing a Jack-n-Jill bath offering an expansive dual quartz vanity, designer created wall and private glass shower. Full-size laundry room has a generous amount of custom cabinetry, quartz counter and an under mounted stainless sink. This home has everything you need to enjoy the nicely added luxurious details including green and energy efficient features while having a maintenance free Winter Park lifestyle: steps away from Park Ave, Winter Park 9, Rollins, Hannibal Square and renovated Winter Park Village-also zoned for top schools. Please see feature sheet for details of this one-of-a-kind townhome and warranties transferring to the new owner!

518 W Swoope Avenue, Winter Park

$4,500,000

5 Beds ⋅ 7 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code

Beautiful traditional Winter Park estate home on ¾ acre lot on a quiet dead end street. Expansive private backyard with pool and cabana. Renovated up to today’s standards with immaculate attention to detail including extensive moldings and millwork.

460 Virginia Drive, Winter Park

$2,846,000

4 Beds ⋅ 4 Baths ⋅ Camwood Sub SubDv. ⋅ 32789 Zip Code

This exquisite residence features four spacious bedrooms, three and a half luxurious bathrooms, a convenient 2-car side-entry garage. Renovated from the ground up by Skolfield Homes in 2020, blending modern and traditional design seamlessly. The home is filled with an abundance of natural light and is highlighted by the light-toned wood flooring that flows throughout all living areas. This remarkable 3,772 square-foot open concept design in complete with delightful shiplap ceilings, sophisticated crown molding, a thoughtfully maintained temperature-controlled wine room, and an array of exquisite designer accents. The gourmet kitchen stands as the heart of the home, equipped with top-tier Wolf appliances, a natural gas stove, and custom white cabinets. The kitchen effortlessly flows into the spacious dining area and family room, which is graced by a cozy fireplace and expansive glass doors that opens to the sprawling outdoor living area. The bright and airy first-floor master suite boasts vaulted ceilings, a stylish double vanity, a spacious walk-in shower, and a generously sized closet. Completing the first floor is a versatile office/bonus room, a convenient half bath, and a well-appointed laundry room. Venturing upstairs, you'll discover three spacious guest suites, each thoughtfully designed, along with two full bathrooms to accommodate family and guests comfortably. The fenced backyard offers a peaceful retreat, featuring an inviting paver deck, a charming pergola, and a fully equipped summer kitchen complete with a smoker – a haven for outdoor gatherings and relaxation with ample space for future pool addition. Located on a substantial 0.34-acre corner lot with plenty of room to expand the home and near Park Avenue and zoned for A-rated schools. This property stands as a truly one-of-a-kind gem in the real estate market. Original structure built in 1992 with effective year built 2020.

1405 Green Cove Road, Winter Park

$1,200,000

4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terr SubDv. ⋅ 32789 Zip Code

Charming custom-built, two-story transitional home exudes warmth and character from the moment you step inside. Located on a beautiful, quiet, tree-lined Winter Park brick street. This 4 bedroom modern style home has an inviting atmosphere with light interiors, extensive glass doors and oversized windows, along with soaring ceilings (rare to find in WP) taking advantage of bringing the picturesque outside scenery in. Further, the home enjoys a very open, flexible floor plan with separate living/dining and spacious island kitchen open to gathering rm… The space comes with a cozy wood burning fireplace, vaulted ceilings, crown molding, beautiful wood floors enhanced by a neutral, bright ambiance. The well-designed island kitchen offers finely crafted cabinetry, stainless appliances and a bar top seating area. There is tons of natural light flooding in the picture windows and sliding glass doors out to the patio & pool area. The spacious primary bedroom is conveniently located on the first floor with more natural light and beautiful views out to the pool & scenic back yard... Upstairs offers 3 additional bedrooms and a bonus room/flex space… The outdoor living is enhanced by a private/secluded setting with tall perimeter hedge and mature landscaping. The back yard includes a wonderful pool, expansive travertine patio and deck enhanced by evening landscape lighting, perfect for outdoor entertaining! There is also a 2-car garage and separate laundry/mud room for great storage needs. This property is conveniently located near Phelps Park/YMCA, ICC & the WPRC neighborhood amenities…

1531 Sunset Drive, Winter Park

$2,200,000

3 Beds ⋅ 2 Baths ⋅ Landmark Winter Park SubDv. ⋅ 32789 Zip Code

THE LANDMARK IS AN AWARD WINNING LUXURY BUILDING IN DOWNTOWN WINTER PARK. AS YOU ENTER THE SECURED MAIN ENTRY GATE, YOU ARE IMMEDIATELY IMPRESSED WITH THE MOSAIC TILE CEILING AND THE TILE FOUNTAIN AS THE CENTERPIECE TO THE OPEN AIR COURTYARD WITH A SUMMER KITCHEN AND A BEAUTIFUL SEATING AREA FOR ALL THE RESIDENTS TO ENJOY. TAKE THE SPACIOUS ELEVATOR TO YOUR RESIDENCE. AS YOU ENTER YOUR PRIVATE FRONT BALCONY PORCH OVERLOOKING THE OPEN AIR COURTYARD YOU WILL STEP INTO THE RESIDENCE. THIS STUNNING 3 BEDROOM, 2 BATH RESIDENCE HAS BEEN COMPLETELY UPDATED IN 2021 BY A TOP INTERIOR DESIGNER. BEAUTIFUL RICH HARDWOOD FLOORS THROUGHOUT, KOHLER PLUMBING FIXTURES, VISUAL COMFORT LIGHTING FIXTURES and a SONOS MUSIC SYSTEM. THE SPACIOUS CHEF’S DREAM KITCHEN IS EQUIPPED WITH ALL THE UPGRADED APPLIANCES YOU WOULD EXPECT IN A LUXURY HOME, THERMIDOR DOUBLE OVENS, SUBZERO REFRIGERATOR, and a MIELE DISHWASHER. Gorgeous cabinetry by BUSBY CABINETS. THE BRIGHT AND SPACIOUS LIVING ROOM/DINING ROOM IS PERFECT FOR ENTERTAINING FAMILY AND GUESTS. FRENCH DOORS LEAD TO A SECOND BACK BALCONY WITH CITY VIEWS. THE GENEROUS SIZED MASTER BEDROOM HAS A SEPARATE WALK IN CLOSET WITH BUILT INS FOR PLENTY OF STORAGE. THE MASTER BATH FEATURES A SEPARATE SOAKING TUB, WALK IN SHOWER, and DUAL VANITIES. THE ADDITIONAL BEDROOMS SHARE A BATH. THE 3RD BEDROOM IS CURRENTLY BEING USED AS AN OFFICE/DEN WITH BEAUTIFUL WOOD PANELING. YOU HAVE NEVER SEEN A LAUNDRY ROOM AS SPACIOUS AS THIS WITH FULL SIZE WASHER/DRYER, A SINK, BUILT IN DESK AND CABINETRY, EXTRA FRIG FOR LARGE DINNER PARTIES AS WELL AS A SEPARATE WINE FRIG. UPGRADED SECURITY CAMERAS THROUGHOUT THE BUILDING FOR ADDED SECURITY, AND THERE IS A PRIVATE LOCKED AREA FOR PARCEL DELIVERIES. EACH UNIT IS ASSIGNED 2 PARKING SPACES UNDERNEATH THE BUILDING IN THE SECURE PARKING AREA. THERE IS ALSO AN A/C STORAGE UNIT FOR EACH RESIDENT. WALK TO PARK AVE AND ENJOY DINING, SHOPPING AND COMMUNITY EVENTS THROUGHOUT THE YEAR IN CENTRAL PARK. THIS IS TRULY LUXURY LIVING IN THE HEART OF WINTER PARK. CALL TODAY FOR YOUR PRIVATE SHOWING AND START LIVING THE WINTER PARK LIFESTYLE!

140 E Morse Boulevard Unit I, Winter Park

$550,000

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Nestled in between the Winter Park Chain of Lakes and Park Avenue, this stunning condominium offers the perfect blend of elegance and convenience, making it an ideal dwelling place to call home. Dating back to the 1970s, The Cloisters Condominiums has consistently been a sought-after address for those seeking the pinnacle of Winter Park living. Boasting two bedrooms, one full bath, and spanning over 900 square feet of living space, this top floor condo provides ample room for comfortable living. Upon entering, a charming foyer effortlessly connects each room, leading you to a well-appointed kitchen featuring stainless steel appliances, granite countertops, and an abundance of cabinet and counter space. The living area extends an open invitation with an oversized screened balcony, offering a tranquil retreat with scenic views. The Cloisters offers a range of amenities, including a heated pool surrounded by meticulously maintained grounds, a clubhouse, a boat dock with six slips providing access to Lake Osceola, and a putting green. Conveniently located just a short stroll from Park Avenue, enjoy living walking distance from numerous dining and shopping options. Whether you prefer exploring Hannibal Square, or embarking on a boat ride along the Winter Park Chain of Lakes, this is Winter Park living at its finest.

102 S Interlachen Avenue Unit 510, Winter Park

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Mid Century Modern home with Craftsman style finishes perfect for the car enthusiast minutes from downtown Park Avenue. Single story ranch features soaring ceilings, large windows, slate looking porcelain tile floors throughout and custom Arts & Crafts style details throughout. Updated kitchen features Thermador appliances, Sub Zero refrigerator, custom cabinetry, cooking island and cozy seating area overlooking private walled gardens. Large primary suite with gas burning fireplace, individual sink areas, separate shower and tub area. Two separate 2 car garages have large rollup doors for recreational vehicles, cars and additional space for workshop and hobbies. One garage features 15' ceilings, air conditioning and rooftop terrace accessible by outdoor spiral staircase. Inside separate laundry room with lots of natural light.

1921 Englewood Road, Winter Park

$1,450,000

5 Beds ⋅ 5 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Walk to Park Avenue – 40 Palmer Avenue, Winter Park – Offered at $1,595,000. Beautiful 4-bedroom, 3.5 bath home with an additional 1/1 guest apartment above the 3-car garage. Tastefully updated, this lovely residence features large, formal living spaces, a chef’s kitchen, and first floor primary bedroom. The grand living room at the front of the home draws design inspiration from Spanish Revival architecture and features oversized windows which overlook Winter Park’s majestic lakefront estates along Palmer Avenue and is complimented by brick flooring, vaulted beamed ceilings, and a gas fireplace. Located at the heart of the home is the gourmet kitchen with custom cabinetry, granite countertops, and high-end Thermador appliances. A bartop peninsula in the kitchen opens up to the family room which overlooks the backyard; French doors open up to the covered patio. Upstairs you’ll find 3 spacious guest bedrooms, two full baths, and an air-conditioned utility/storage room. Above the garage, with its own stairwell entry, is the full guest apartment offering a living space, kitchenette, separate bedroom, and full bath. Located within a half- mile of Park Avenue’s shops, restaurants, and museums, this home scores a 10+ on walkability and places you within walking distance to the Winter Park Golf Course and other nearby attractions. Additional highlights and improvements include: 3 new HVAC units, a brand new roof, natural gas, and more.

40 Palmer Avenue, Winter Park

$410,000

4 Beds ⋅ 3 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code

Extensively renovated 4 bedroom/3 bath home in sought-after Winter Park! Huge Added Master Suite. Master bedroom with his and her walking closet, Huge walk-in shower. New, Plumbing, Electrical, Ductwork, AC unit, Septic, drain field, roof windows, door, flooring, Kitchen, Bathrooms, and sewer lines were Replaced in 2021. The kitchen has stainless steel appliances, Gray Shaker Cabinets with soft close drawers, and a huge island with a granite countertop. Wood-look porcelain tile throughout the home. One car garage. fence in the backyard 5 minutes from Downtown Orlando. NO HOA!

926 Fremont Avenue, Winter Park

32789 Zip Code Real Estate & Homes with Solid Wood Cabinets

Browse All 32789 Zip Code FL Properties with Solid Wood Cabinets for Sale