Refine Search
Sort by
$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

$3,000,000
5 Beds 6 Baths Waterbridge SubDv. 32789 Zip Code
Welcome to this exquisite luxury waterfront home that seamlessly blends midcentury modern charm with contemporary design, offering a truly unique and sophisticated living experience. COMPLETELY REMODELED by E2 Homes between 2018 and 2019, this home is nestled on the shores of Lake Berry, this architectural masterpiece embraces the beauty of its natural surroundings, providing breathtaking panoramic views of the sparkling waters and lush landscape. As you step inside, you are greeted by an abundance of natural light streaming through the floor-to-ceiling windows, illuminating the open-concept living spaces. The interior boasts a perfect harmony of clean lines, sleek finishes, and warm, organic materials, creating an inviting and comfortable atmosphere. The heart of this home is its spacious and gourmet chef's kitchen, complete with state-of-the-art bosch appliances, custom cabinetry, and a large center island, perfect for entertaining guests or enjoying intimate family meals. Designed for relaxation and entertaining, the living room showcases panoramic Lake views that transition to the expansive outdoor living spaces through sliding glass doors. Step out onto the grand Lanai, where you'll find a private oasis with a sleek pool which was completed in 2022, that appears to merge with the lake, offering the perfect spot to unwind and savor breathtaking sunsets. The master suite is a true retreat, boasting its private patio overlooking the serene waterfront. The spa-like ensuite with not just one but two bathrooms that feature luxurious fixtures, a soaking tub, a walk-in steam shower, a contemporary design, and a double closet space, ensuring a tranquil and functional space for rejuvenation. Additional bedrooms offer ample space and stunning views, providing comfort and privacy for family members and guests alike. This home also boasts sustainable design elements, including energy-efficient windows and eco-friendly materials, making it an environmentally conscious choice without compromising on luxury and style. With direct access to the waterfront, you can enjoy various water activities such as boating, fishing, and kayaking right from your private dock. Located in the Waterbridge Neighborhood, this luxury waterfront home is just a short drive from Downtown Winter Park, and Baldwin Park, offering the best of both worlds – a serene lakeside retreat and easy access to upscale dining, shopping, and cultural attractions. Don't miss the opportunity to own this one-of-a-kind luxury waterfront property, where midcentury modern aesthetics meet contemporary luxury living. Immerse yourself in the beauty of nature and experience the epitome of lakefront sophistication. Schedule your private tour today! This home was completely remodeled in 2018 -2019 By E2 Homes, the roof was replaced in 2018, the ACs in 2018, the doors, windows, and sliders were replaced in 2018, the plumbing was repiped in 2018, new electrical was in 2018, the pool was completed in 2022.

1727 Lake Berry Drive, 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

$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

$1,000,000
3 Beds 3 Baths Forrest Hills SubDv. 32789 Zip Code
Echelon Winter Park LOCATION! Don't miss this opportunity to renovate or construct on this most sought out top tier of land value in Olde Winter Park. Winter Park is known to be one of Florida's most beautiful and finest cities. It is famous for its stately trees, abundant parks, brick-lined streets, spectacular homes, museums, vibrant lakes, fine dining and fine shops along the famous Park Avenue. Home to Rollins College, one of America's most beautiful college campuses. Rollins College was ranked number one in the 2024 edition of Best Colleges of Regional Universities South. Winter Park is known locally to have top rated schools year after year. The home is just a few minutes from Downtown Orlando, Baldwin Park and the Hip Indie Audubon Park. This unique, indie chic and peaceful home is nestled among tropical foliage, roaming bamboo and the towering trees of Olde Winter Park. Just one walking block to the beautiful, shimmering Lake Sue and Lake Chelton. The Home is a 3 bedroom 3 bath pool home with open floor living, split bedroom plan, extensive front verandah, wood burning fireplace, cathedral ceilings, Spanish terracotta floors and Spanish tiled kitchen. The large dining and casual sitting area boast picturesque windows that overlook a tropical paradise and lead you back to enjoy the serene backyard and the inviting Florida pool. Call now to schedule a private showing! Location, Location, Location!

1821 Englewood Road, Winter Park

$1,150,000
3 Beds 4 Baths Mondrian/Winder Park Twnhms SubDv. 32789 Zip Code
Experience waterfront luxury living at Mondrian Winter Park, an exclusive collection of 30 contemporary townhomes situated on the serene shores of Lake Killarney. Each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This brand-new contemporary townhome with charming brownstone elements is a sophisticated residence boasting a unique layout, featuring the main living space on the second level for ultimate convenience and privacy. Revel in the seamless flow of the modern kitchen, dining room, and great room. A stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, beautifully appointed bath with designer tile, frameless glass shower and private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedrooms with en suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking lake views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury.

1766 Mondrian Circle, 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

$1,535,000
5 Beds 4 Baths Tuscany Place SubDv. 32789 Zip Code
Welcome to your beautiful mid-century modern home located in the Tuscany Place neighborhood of the Winter Park This two-story home sits on a large lot with plenty of potential for your personal touch. The property features a charming brick circular driveway and is tucked away in a quiet cul de sac. Inside, you'll find a contemporary California inspired style mixed with classic elements, providing the perfect blank canvas for your design ideas. The spacious interiors offer endless possibilities for creating your dream home. Upon entering the home, you'll be greeted by a bright and open foyer with cathedral ceilings and large windows that fill the space with natural light. The living room features a cozy fireplace, while the connected dining room is perfect for hosting dinner parties. The open-concept kitchen/family room allows you to seamlessly blend indoor and outdoor living with its Anderson French doors. Step outside to the screened-in lanai and enjoy the lush backyard, complete with a pool and ample space for outdoor activities. The master bedroom suite is truly a retreat, with cathedral ceilings, an "enclosed garden shower," dual vanities, a walk-in closet, and a private garden patio where you can enjoy your morning coffee. Upstairs, you'll find two additional bedrooms, a bathroom, and a versatile multi-function room that can be used as a fourth bedroom, playroom, or home office. The pool is surrounded by mature landscaping and a spacious brick patio area. This well-maintained home has recently been upgraded with a new roof in 2022, New pluming 2023 and a new wooden fence. Conveniently located near Park Avenue, top-rated schools, the Winter Park Racquet Club, Interlachen Country Club, parks, restaurants, and more. The main house boasts four bedrooms, two and a half baths, and a separate guesthouse with its own amenities, making it ideal for a growing family or hosting guests. As a member of the Maitland Shores Protection Association, you'll have access to Lake Maitland and a private lakefront community lot, perfect for picnics and enjoying the Winter Park Chain of Lakes. Recognized design firm PHIL KEAN has produce an Architectural design for this property that would increase the value of the property, current owner are including the drawings as part of the package. SEE RENDERINGS ATTACHED.

1016 Tuscany Place, 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

$1,900,000
5 Beds 5 Baths Sylvan Park Rep SubDv. 32789 Zip Code
WOW!!! Repainted! Refinished Wood Floors, Refreshed Throughout!!! Wait until you see this transformation: Entire interior, freshly painted, hardwood floors refinished, new roof, new pool heater, new downstairs washer/dryer, professionally cleaned and staged! Master shower and marble floors replaced 2024... the list goes on and on. Like NEW - Move in ready! Stunning traditional home on a tree lined street in Olde Winter Park. Gorgeous custom trim, woodworking and architectural details such as coffered ceilings, French doors, plantation shutters throughout, beautiful Schonbeck crystal chandeliers. Open concept with soaring ceilings, gourmet chef's kitchen, wine room, salt water pool and spa. Fabulous large and spacious primary suite, with walk-in closet, including a washer/dryer. Tennessee flagstone and brick walkways offer peace and tranquility among mature landscaping. Outdoor covered areas including a summer kitchen and a brick fireplace.

451 Shepherd Ave., Winter Park

$1,725,000
4 Beds 4 Baths Maitland Shores First Add SubDv. 32789 Zip Code
Welcome to this ideal corner of Winter Park, part of the highly desirable Via's, and this stylishly renovated home. This four-bedroom, four-bath home spans over 3,400 square feet and ideally combines modern updates and timeless charm. The open floorplan seamlessly integrates the living, dining and kitchen areas, creating an ideal space for entertaining and everyday living. Natural light fills the interior, accentuating the sleek finishes and designer touches. Designer lighting, custom hood and gas stovetop make the kitchen an ideal place for preparing and hosting meals. The main level also features the primary bedroom, offering a tranquil retreat complete with a spacious en-suite bath with dual shower heads, a rain shower and a soaking tub. The expansive closet space in the primary bedroom is envious. Step outside into your private paradise, where a saltwater pool with sun shelf awaits. The covered patio with multiple fans ensures you can enjoy the outdoors comfortably, whether lounging poolside or dining alfresco. There is also a summer kitchen with additional refrigeration, ideal for entertaining. For those who love to stay active, there is an additional climate-controlled space with endless possibilities, whether a home gym, yoga studio, art space or office. Location is key, and this home is ideally in a highly desirable neighborhood, zoned for top-rated schools, including the No. 1 elementary school in Orange County. There is also neighborhood access to Lake Maitland. Enjoy easy access to Park Avenue, Winter Park Racquet Club and more. Schedule your private showing today.

914 Moss Lane, 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

$1,168,000
2 Beds 2 Baths Interlachen Condo SubDv. 32789 Zip Code
Location, Location!! Nestled in the heart of downtown Winter Park, this beautiful home is on the market for the first time in 35 years, offering rare access to a unique property in a highly sought after location. Spanish barrel roof tile, charming wood burning fireplace, multiple outdoor living spaces including Juliet balcony, entire walls of French pane windows, and a gorgeous wood plank vaulted ceiling provide luxury, natural sunlight and a living space that is enormous. Smooth and re-paved brick paths with well placed walls and landscaping on the condominium grounds afford owners ample privacy. Screened porch and two patios overlooking private entry and WP nine hole golf course. Juliet balcony upstairs reminiscent of Santa Barbara landscapes. Massive primary bedroom upstairs and artists studio overlooking Casa Feliz and golf course. The ideal location in a quiet, picturesque neighborhood offers an stroll to Park Avenue sidewalk cafes, boutiques and museums. Back patio is steps away from the Charles H. Morse Park Moonlight Garden, with its flower-covered archways and a lovely path to Casa Feliz historic mansion. This property boasts a fabulous location, the privacy and quiet of a free standing home, and the ease and convenience of condominium living. You can have it all! Flooring, bathroom and kitchen remodel may be needed. New tile roof and freshly painted exteriors. Trees have all been trimmed and brick paths all levelled in May 2024. Must see today! Only 6 units in the complex. All with unique personality and charm. 2 designated and covered parking spots assigned to this home.<div style="padding:56.25% 0 0 0;position:relative;"><iframe src=https://my.matterport.com/show/?m=Lepbfz92tL5&mls=1 frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

645 N Interlachen Avenue, Winter Park

$725,000
2 Beds 1 Baths Dixie Terrace SubDv. 32789 Zip Code
Fully remodeled. Single story home with 2 bedrooms, 1 bathroom a window encapsulated sunroom overlooking the mature landscaping and brick lined streets. A generous floor plan with a full family room, dining room, plus a bonus yoga/art studio/office with vaulted ceiling, shiplap walls, and French doors leading out to a paver patio. This quaint and charming 1,242 s/f home is a perfect blend of Vintage charm and a modern updated style. There are two spacious bedrooms with sizable closets connected by a primary bathroom suite. Living areas connected by a galley kitchen with Frigidaire appliances, new custom cabinets and beautiful Quartzite/granite countertops. Brand new roof, gutters, open and closed cell insulation, paint, Emtek's glass round handles on a brass plate, plumbing, landscape and more! Not to be overlooked is the one bay garage with a 3 part Epoxy floor system finished with a beautiful Avante garage door which is characterized by aluminum and glass panels blending a clean and modern aesthetic allowing natural light, plus a level of privacy. Should you find yourself needing more square footage there is plenty of room for an addition to this home, and a large entertaining pool. This ideal Winter Park location is minutes away from Park Avenue shopping, Whole Foods, Park Maitland and Enzian Theatre. A quiet and peaceful location perfect for spending time outdoors and enjoying the Winter Park lifestyle! This property is being sold as-is.

1350 Ridgewood Avenue, 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

$700,000
2 Beds 2 Baths Virginia Heights Rep SubDv. 32789 Zip Code
This home is a diamond in the rough that is waiting for the right buyer to love it's uniqueness***Location Location-Virginia Heights, walk to Rollins College and Park Ave!!This fabulous 2/2 has a HUGE bonus room that can be used for a baby/toddler room, office, gym or convert it into a huge dressing room. This home is in great condition and well maintained!! Lake Virginia is one block away with PRIVATE kayak storage just for Virginia Heights. Be prepared to be impressed with this charming 1925 Bungalow with lots of character. Tons of open space, natural light and a wood burning fireplace. The downstairs bedroom is a wonderful private suite of its own with access to the back patio. The upstairs LARGE master bedroom has plenty of closet and storage space and a sky light in the tub/shower area. The BONUS ROOM is off of this room which would be perfect for an office or the "little ones" room. The upstairs loft area could be a library, work out room or office. Enjoy evenings in the back oasis with lighting, pavers and dining under the pergola. The kitchen has a motorized retractable Sunsetter Awning. 2022 roof with a 7 year transferrable warranty. Newer water heater. Termite Bond. Fruit trees with mango, avocado and citrus. Call today for your private showing! Buyer and buyers agent to confirm square footage and all other MLS data.

1131 Oxford Road, 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

$955,000
3 Beds 4 Baths Mondrian/Winder Park Twnhms SubDv. 32789 Zip Code
Experience the epitome of luxury lakeside living in Winter Park at our exclusive townhome community. Located in a prime spot, our collection of 30 modern townhomes offer a unique blend of elegance and leisure, with Lake Killarney as your picturesque backdrop. This cutting-edge three-bedroom masterpiece redefines contemporary living, featuring a grand foyer, open-concept kitchen, elegant dining area, and inviting great room for seamless entertaining. Sleek white streamline cabinetry and exotic ebony quartz countertops with a stunning slab wall backsplash, and a waterfall edge island are just the beginning. Equipped with a high-end Samsung appliance package, including a screen display refrigerator, built-in wall oven, microwave and natural gas cooktop, this kitchen is designed to elevate your culinary experience to new heights. Step into your private oasis with a secure backyard, complete with vinyl fencing and low-maintenance turf. Upstairs, three opulent bedrooms await, each with its own en suite bath. The primary bedroom boasting a spacious walk-in closet complete with custom closet system. The spa bath is equipped with dual sink vanity, porcelain tile, a frameless glass oversized shower and a private water closet. Relax on the spacious balcony or make use of the convenient second-floor laundry room. A spacious two-car garage with epoxy painted floor for durability and style is also equipped with an EV charging plug for eco-friendly convenience. Your ultimate garage update awaits! Welcome to a new era of sophisticated, convenient living - welcome to your dream lifestyle.

1774 Mondrian Circle, Winter Park

$927,000
4 Beds 4 Baths H Vanwi Es Sub SubDv. 32789 Zip Code
Introducing your dream home in Winter Park under appraised value!!! Brand new construction that combines modern luxury with unparalleled convenience. Nestled in a prime location, this residence offers the perfect blend of sophistication and practicality. Embrace the ease of city living conveniently located in walking distance to Publix, Restaurants, and Shopping. Experience the vibrant energy of Winter Park right at your doorstep. This home truly lives on the first floor! Enjoy the convenience of having two spacious bedrooms on the first floor, 2 1/2 baths plus a scullery, providing flexibility and accessibility. The Gourmet Kitchen will elevate your culinary experience in this kitchen equipped with top-of-the-line Kitchen Aide appliances that includes NATURAL GAS cooking. The micro/wall combo with convection cooking ensures precision and efficiency. The Entertainer's Kitchen/Scullery will make you the ultimate host by allowing the food and dishes to be cleaned up in the scullery featuring a second dishwasher and refrigerator allowing you clutter-free time with your guests. This space is thoughtfully designed to enhance your entertaining capabilities. Immerse yourself in luxury with high-end finishes throughout the home. From level 4 smooth walls to every meticulous detail, this residence is a testament to quality craftsmanship. Stay ahead with modern amenities, including a second laundry room upstairs and a loft for additional living space. The home is equipped with a 220 outlet in the garage, perfect for electric car charging or adding a hot tub to your outdoor living. Experience comfort and sustainability with open cell foam insulation, ensuring energy efficiency while contributing to a greener lifestyle. Enjoy a reduction in your electric bills, reduced humidity in the home, a much quieter home as well as closed soffits to keep the critters out! This is more than a home; it's a statement of contemporary living. Don't miss the opportunity to make this exquisite property in Winter Park yours. Contact us today to schedule a viewing and step into a new era of refined living.

1403 Michigan Avenue, Winter Park

$925,000
3 Beds 2 Baths Virginia Heights SubDv. 32789 Zip Code
Beautifully situated in the heart of Winter Park’s Historic District awaits the incredible blank canvas you’ve been searching for. Positioned on a premium corner lot within the picturesque Virginia Heights neighborhood, this property not only boasts unrivaled charm but also features deeded access to the Winter Park Chain of Lakes. The existing dwelling eagerly awaits a creative touch and offers an open and inviting floor plan, featuring a newer HVAC system installed in 2021, updated plumbing in 2005, a new roof in 2007, a new water heater in 2016 and new flooring. This property is a rare find and also provides an excellent opportunity to build the home you've always envisioned. Residents of Virginia Heights benefit from the convenience of a dedicated boat dock for temporary parking, storage space for paddle boards and kayaks, and luxury of picnic tables set in a lush, inviting park—all just steps from your front door. Conveniently just minutes from Park Avenue, Rollins College and Baldwin Park, this beautiful respite presents an exceptional opportunity in a location that embodies the essence of Winter Park living at its finest.

151 Stirling Avenue, Winter Park

$1,200,000
3 Beds 4 Baths Mondrian/Winder Park Twnhms SubDv. 32789 Zip Code
Presenting an exquisite, newly built townhome in picturesque Winter Park, Florida! With stunning direct views of Lake Killarney, this residence offers 3 bedrooms, 3.5 baths, and over 2300 sq ft of living space. As you enter, you'll be greeted by a grand 17-foot-long foyer, setting the stage for a luxurious arrival. Experience a seamless living space with our great room's open floor plan, creating a harmonious environment for entertaining and comfortable living. The main level features 11-foot ceilings and floor-to-ceiling storefront-style windows that frame breathtaking views of the lake and surrounding nature. The modern kitchen boasts quartz countertops, Wolf and Subzero appliances, double-stacked soft-close cabinetry, a walk-in pantry, designer lighting, and motorized window shades on all windows. Step outside from the kitchen and dining room to a unique 22-foot lanai, surrounded by lush landscaping while staying connected to the community on the friendly sidewalk that encircles the entire property. Back inside, the second-level bonus loft is ideal for a home office or a tranquil reading area. The adjacent outdoor balcony with a cocktail kitchen offers stunning lake views. The expansive primary bedroom features floor-to-ceiling windows highlighting even more water views. The suite boasts double closets, complemented by a beautifully appointed spa bath with designer-selected tile, dual sink vanity, and a private water closet. Relax in the oversized, frameless glass shower and experience the epitome of elegance and comfort. Two additional bedrooms, each with an en suite, provide comfort and privacy with a convenient laundry room that separates the primary from secondary bedrooms. This townhome is designed for modern living at its finest! A desirable two-car garage equipped with an epoxy-painted floor, EV charge plug, and large storage closet are not to be overlooked. Experience the ultimate in elegance and comfort in one of Central Florida's most sought-after areas. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1780 Mondrian Circle, Winter Park

$1,550,000
4 Beds 4 Baths Lake Knowles Terrace SubDv. 32789 Zip Code
This one of a kind Winter Park residence blends timeless charm with contemporary comforts, creating a home that is not only aesthetically pleasing but also efficient and technologically advanced. With meticulous attention to detail, this property stands as a testament to luxurious living in this highly desired Winter Park location. The home recently underwent a comprehensive remodel, enhancing the property's allure and modern functionality. No expense was spared, as upgrades include a grand front door, redesigned stairs, and revamped dining and living rooms. The kitchen has been transformed into a culinary masterpiece, boasting leather granite countertops and Italian-style cabinets. The extensive upgrades continue on the exterior with a new roof, insulation, multiple air conditioners, tankless gas heater, and new pavers in the oversized backyard. This list goes on. The residence is conveniently close to the Phelps Park and the YMCA, with the added advantage of being within minutes to Park Avenue and all the amenities Winter Park has to offer. Excellent schools further enhance the appeal of this pristine location. Don't miss the opportunity to call this stunning property home. SEE ATTATCHMENTS FOR ALL UPGRADES AND FEATURES. http://1540wilbar.website/Video-MLS

1540 Wilbar Circle, Winter Park