32789 Zip Code FL Real Estate, Homes with Balcony for Sale

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

TAKE IN ALL THE CHARM, TRADITION and ELEDANCE THIS WINTER PARK HOME HAS TO OFFER. Situated on a quiet, tree-lined street this 3,100 square feet home boasts 4 bedrooms, 3.5 bathrooms (half bath in located in the laundry room area), double primary suites plus an office. The main first floor living area features recently refurbished original hardwood floors, and a wood-burning fireplace surrounded by built-in shelving in the family room, updated lighting and recently updated kitchen cabinets. Enjoy holiday meals or intimate dinner parties in the lovely dining room, accented with a tongue and groove wood ceiling. Upstairs is bright and airy with natural light flooding in from skylights. Both second floor primary suites feature dedicated bathrooms and multiple closets. Off the second suite upstairs youll find a private balcony overlooking the lush back yard. The other suite upstairs includes another wood burning fireplace. The first floor has two bedrooms plus a bathroom including the office. The exterior of this charming home was recently lime washer and the horseshoe driveway complete with pavers was recently expanded. The exterior view of the home on this tree-lined road is only something you would find in a storybook. To complete the exterior, you will find an extended driveway leading to the 2-car garage and mature landscaping. The private backyard, complete with a new brick patio area, is the perfect place unwind or entertain, with ample space to add a pool. Enhancements include a new roof (2021), AC (2019) and new hot water heater (2023). Located in the sought-after Winter Park school district, this outstanding location is just a short walk from Phelps Park, the YMCA and Lakemont Elementary School. All this could be yours so schedule your private showing today!

1725 Pine Avenue, Winter Park

$215,000

2 Beds ⋅ 2 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Nice 2-bedroom 2 bath 1st floor condo on Lake Killarney in quiet development. Close to Hwy 4 and downtown Winter Park, stores, Winter Park Library, parks. Condo has been renovated. New ceramic floors, paint, bathrooms, new kitchen sink, faucet and disposal. A/C 2021, , newer plumbing in complex. Boat dock slips $30 a month when available. Boat ramp available for daily use, only for condo owners, Kayak, canoe storage by lake. Enclosed bicycle storage unit available for $15 year if available. Pool and community room. Water included in HOA fee. 1 reserved parking spot but a second is available for $35 extra monthly fee if available. Sorry no pets, motorcycles, RV or work trucks. No rentals first 2 years.

2500 Lee Road Unit 107, Winter Park

$2,485,000

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

This large, open concept home on a huge lot is a rare gem in Winter Park. The current owners have renovated and decorated this home to absolute perfection! From the moment you enter the dramatic light-filled, two-story foyer be prepared to be impressed. A massive transitional space with open kitchen/living/dining greets you and is the perfect space for entertaining. The home is truly outstanding and features oversized double quartz islands with custom made cabinetry, high end appliances, custom trim carpentry throughout, and impressive finishes. The attention to detail is sure to wow you! The master bedroom is conveniently located on the first floor and includes a wood burning fireplace, two walk-in closets, and an enormous spa-like bathroom with soaking tub, oversized shower, and built-in vanity and dressers. There are 4 additional bedrooms upstairs, two of which have turfed balconies overlooking the pool and beautifully landscaped backyard. Upstairs, also with access to the two large balconies, is an enormous bonus room currently used as an additional office and media/playroom with new custom built-ins and the second of three wood burning fireplaces in the home. The three car garage was recently converted into a theater room which the current owner's family enjoys with their many neighborhood friends. Although a perfect entertainment option, the garage doors remain outside and can be easily converted back into a garage prior to closing, at no cost to buyer, if desired. In addition to the many entertaining spaces inside, outside the home boasts a double decker backyard, outdoor kitchen with granite countertops, new custom deck and gazebo, firepit, dock, and small beach with kayak/paddleboard rack. The side yard has a special TRUGRID system underneath to allow for driving and parking! The serene yard offers a stunning view of a Mead Botanical Garden pond which leads to Lake Sue. Every detail in this home has been carefully curated to create a residence that exemplifies comfort, style, and sophistication. This masterpiece is zoned Aubobon K-8 and Winter Park High School and just minutes from Lake Highland Preparatory School, Rollins College, and the shops and dining on Park Avenue. You will fall in love with this absolutely spectacular home!!

1655 Barcelona Way, Winter Park

$3,350,000

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

LUXURY CONDO IN THE PREMIER BUILDING - THE RESIDENCES – WINTER PARK. Located just one block from Park Avenue, this exclusive condo community features high-end luxury residences with 24-hour concierge service. Each unit offers panoramic views of Winter Park’s historic streetscapes, the Alfond Inn, and neighboring lakes. Located on the 3rd floor with North and South views, this exquisite unit features a private elevator lobby and a grand single-story layout with classic interior design. Hardwood floors flow throughout the home and are complimented by elevated ceilings, designer lighting, crown molding, and natural light. The formal living room sits at the heart of the home and features a gas-burning fireplace and glass sliders that open to a southern facing, walkout balcony. Adjacent to the living room is a media/flex space, the dining room, and the chef’s kitchen with Viking and SUBZERO appliances. The primary bedroom has an incredible en suite with a large shower, dual vanities, and two large walk-in closets. On the northern facing side of the home is the powder room, laundry room, office/den with custom built-ins, and two en suite guest bedrooms, each with walk-out balconies overlooking the Alfond Inn’s green space. Residents of the Residences enjoy exclusive use of the building amenities including a roof top pool, grill area, fitness center, and more. Underground parking is secured, and this unit comes with 2-reserved spaces and a separate storage unit. Showings are by appointment only, so schedule yours today

300 S Interlachen Avenue Unit 303, Winter Park

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Introducing a one-of-a-kind Victorian-style gem nestled in the heart of highly sought-after Winter Park, FL. This charming residence exudes character and warmth, offering a unique blend of classic elegance and modern convenience. Step inside to discover the allure of rich hardwood floors that grace the entire home, creating a timeless ambiance that seamlessly blends with the home's Victorian charm. The updated kitchen is a culinary delight, boasting quartz countertops and a stylish kitchenette, perfect for entertaining guests or enjoying cozy family meals. The primary suite is a haven of comfort, featuring a spacious layout with a private balcony. The large primary bath is a luxurious retreat with marble floors and dual vanities. Guests can enjoy a jack and jill bathroom with separate vanities. Step outside to discover the brand new private outdoor space, complete with a detached garage, driveway, and a beautiful balcony overlooking the brand new pool! Also note the new 2019 water tankless heater and gas powered fireplace! Reach out today to schedule a tour on this one of a kind Winter Park charmer.

1771 Bryan Avenue, Winter Park

$1,060,000

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

$525,000

1 Beds ⋅ 1 Baths ⋅ Whispering Waters Apartments Condo A SubDv. ⋅ 32789 Zip Code

This remarkable condo exudes grace and elegance with a distinct style that lends itself to the downtown Winter Park Living. Completely renovated ( to the studs) in 2022. Gorgeous kitchen with oversized island, counter seating, high end Bosch appliances, gorgeous cabinetry, luminescent quartz counters, refined lighting and unique materials. Beautiful bath with top of the line fixtures. Primary bedroom has two closets and a separate niche for office or reading. New flooring, new windows, new doors, new plumbing, new electrical, new ac, new washer and dryer. The oversized dining room also offers a lot of options to incorporate office or second seating area. New doors open to inviting screen porch. Whispering waters offers underground parking ( one dedicated space) , storage, a sunny pool, and lakefront patio area. Best of all this fabulous turn key property is a short stroll to famed Park avenue shops and Restaurants. Please note that condo fee includes all utilities .

311 E Morse Boulevard Unit 6-8, Winter Park

$850,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Introducing Lake Killarney Townhomes: Your opportunity to be the first to call this brand-new construction home! Live the modern waterfront lifestyle on the tranquil shores of scenic Lake Killarney, this enclave offers 30 contemporary townhomes with exquisite attention to detail and unmatched quality. This unique location within the community offers an unparalleled view of the peaceful area referred to as "Central Park". Embrace the tranquility of nature right from your doorstep as you enter this special unit facing a lush green landscape. The long approach sidewalk leading to your covered front entry sets the perfect tone for the elegance that awaits you inside. Step inside this meticulously designed residence and be greeted by the stunning finishes and unique features that set it apart from the competition. With level 4 drywall, gray oak engineered flooring, quartz countertops, streamline cabinetry, and a luxury Samsung appliance package, this home epitomizes modern elegance. The large storefront style windows and 10'6" ceilings flood the interior with natural light, creating a bright and open living space. Upstairs, three spacious bedrooms, each with wood flooring and custom walk-in closets, provide ample space for relaxation. The primary bedroom boasts a generous private balcony, perfect for unwinding after a long day. Quality craftsmanship is evident throughout, with a Firestone TPO roofing system and Pella windows and doors ensuring lasting durability. Located in beautiful Winter Park, just minutes from downtown Orlando, Lake Killarney offers a serene retreat while being close to vibrant shops, upscale restaurants, and leisure activities. Imagine gazing over the picturesque lake from the newly completed dock or enjoying the sunset in the lakefront Pavilion. With the option to purchase a private boat slip, you can easily access Trader Joe's or indulge in a meal at Shake Shack. For outdoor enthusiasts, the community racks provide storage for kayaks and paddleboards, ideal for fishing, exercise, or simply relaxing on the water. Embrace the convenience of the newly renovated Winter Park Village, where you can explore upscale shopping, fine dining, and enjoy irresistible outdoor areas. Cultural experiences such as The Morse Museum, Winter Park Farmer's Market and the Maitland's renowned Enzian Theater are minutes away. With its unbeatable location and impeccable modern design, Lake Killarney Townhomes offers the ultimate in comfort, luxury, and lifestyle. Don't miss your chance to make this exceptional property your own. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1808 Mondrian Circle, 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

$1,800,000

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

$1,535,000

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

$338,000

2 Beds ⋅ 2 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

You must see this 2 bedroom 2 bathroom corner unit in the private community of Killarney Bay. The centrally located community is situated on Lake Killarney and features a pool and dock access. The unit has one covered dedicated parking space, and guest parking is readily available. When you enter the unit you walk into an open concept living room with a wood burning fireplace, decorated with a stone and reclaimed wood wall. The kitchen is just off the living room and features quartz countertops, and stainless steel appliances. There is a dining room next to the kitchen which provides a great space for entertaining. All of the flooring in the living room, and main hallway has just been updated with laminate wood flooring. The primary bedroom features a walk in closet and en-suite bathroom. The second bedroom features a covered and screened in patio. There is ample storage throughout the unit, particularly in the hall closet and large laundry room. Schedule your showing today!

420 Killarney Bay Court Unit 2, 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

$595,000

3 Beds ⋅ 4 Baths ⋅ Urban Green 12 SubDv. ⋅ 32789 Zip Code

Welcome home to this immaculate 3 story townhome in the highly desirable Winter Park/College Park communities. With 3 bedrooms and 3.5 bathrooms expanding throughout the floors this beautiful home combines luxury and low-maintenance living showcasing a modern-farmhouse style. Your private fenced in front entry brings you to the first floor with direct access to the 2-car garage at the rear. A full bedroom and bathroom are off the front door for convenience. As you make your way to the 2nd floor, you’re brought into the open concept space with light vinyl flooring. The kitchen at the back features quartz countertops, sleek cabinetry throughout, and large middle prep island with breakfast bar seating. This space flows into the living room with high ceilings and recessed lighting throughout with direct views and access out to the oversized balcony from the sliding glass doors. Continue up the stairs where you’ll find the beautiful primary bedroom with spa-like ensuite. This bathroom offers a double sink vanity, glass front shower, built-in shelves, and a walk-in closet. The last bedroom with an ensuite is on the 3rd floor as well as the laundry room. Built in 2022, this home is like new and has been fully repainted on the interior this year. Location is everything with this townhome being within a short distance to Dubsdread Golf Course and just minutes from Downtown Orlando, Rollins College, Park Avenue, Florida Hospital, Winter Park Village, Orlando Museum & Science Center, and easy access to I-4! This home will not disappoint, schedule your private showing today!

1250 Formosa Avenue, 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

$575,000

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

Welcome home to ORWIN MANOR, a prime location, perfectly positioned between College Park and Winter Park. This charming 3 bedroom, 2 bath with detached garage is waiting for the perfect buyer. As you enter the home you will notice the original hardwoood floors, wood burning fireplace,3 sets of french doors: one to florida room and 2 to rear of property. Large covered front porch was added in late 90' and majority of windows were replaced. Property was repumbed in 2023, water hearter replaced 2023/40gal and 2nd water 20gal heater for W/D in garage. Oversiced lot that is actually a lot and 1/2 is 1/4 acre in a quiet tree lined neighborhood. Master suite sits at rear of home with walk in closet and 3 vanities in bath area. This is one of the finer neighborhoods within 10 minutes of everyting, fine dining, shopping, I-4, the expressway and walking distance to Sunrail, grocery and parks galore. Your home awaits. Laundry room is in separate area of garage. Lot is 83 x 135 (.257).

1411 Buckingham Road, 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

$615,000

2 Beds ⋅ 3 Baths ⋅ Villa Del Seis Condo SubDv. ⋅ 32789 Zip Code

Welcome to **Villa del Seis**, a charming group of 6 condos in the heart of **Winter Park!** Unwind in your 2 bedroom condo with access to Lake Virginia!! The views are breathtaking!! Relax in the sun while fishing or entertaining lakeside from your community dock.!! This light and bright **end unit town home** is a must see. The living room has a cozy **wood burning fireplace** and two-story ceiling with a skylight and French doors that lead out to the back lanai. The Dining room opens to the living room and overlooks this charming **outdoor oasis**. There is an **attached one-car garage** plus **extra parking** for guests. Enjoy a wonderful large master suite with **remolded bath** plus private second bedroom suite. Walk to Park Avenue's fabulous restaurants, wine shops, boutiques, Saturday's Farmers' market, Rollins College, The Alfond Inn and Spa, Mead Gardens, and Sunrail Station!! Location, location, location!! The Lush landscaping is the responsibility of the Association as well as the exterior maintenance of your unit making it easy to enjoy as a **primary or secondary residence**. This gem of a property will not last long! Schedule a private showing today!

670 Osceola Avenue Unit 670, 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

$2,150,000

5 Beds ⋅ 6 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

-

1875 Grinnell Terrace, Winter Park

$3,450,000

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

Sold Data

300 S Interlachen Avenue Unit 503, 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

$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

$1,725,000

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

$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

$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

$1,430,000

3 Beds ⋅ 4 Baths ⋅ Kenilworth Shores Sec 1 SubDv. ⋅ 32789 Zip Code

Charming Modern Coastal Mediterranean open concept floor plan with 3-CAR GARAGE, 1/1 GUEST STUDIO of 359sf with mini kitchenette, walk in closet (your home office, guest suite or pool cabana) on a 10,200sf parcel. Experience sophistication and elegance in a casual Spanish modern villa. The main home is 2,753sf with 3 bedrooms, 2.1 bathrooms. The 2nd floor offers an in-law suite w/ living/media room, 2 bedrooms, 1 bathroom, mini kitchenette. This luxury custom built home was recently, thoughtfully renovated including full modern chef inspired gourmet Kitchen, interior/exterior paint (ceilings, all trim/mouldings, bathroom cabinets, garage), updated balcony, new modern Light fixtures, new screens over pool, pump, LED pool lights, salt cell. 3 HVAC units (new 2023, 2018 and 2017). Arched windows with Plantation shutters let in natural, bright light. The architectural designed 50 year life Tile roof provides a warm European design. Unwind and sip your favorite beverage in the lanai and watch the sunset in your lushly landscaped Zen garden. The primary bedroom, located on the first floor, is an oasis of calm and relaxation with French doors overlooking the serene pool. Enjoy the quiet serenity of your private pool on a hot summer day or night. Soak away your stress in your jetted spa tub built for 2. The first floor features polished travertine stone. This fabulous home is perfect and well designed for entertaining friends or family. After a meet and greet in the courtyard, bring your guests into the living room or dining room where large archways lead you into the newly renovated chef inspired gourmet kitchen with large quartz island offering seating for 4, floor to ceiling shaker cabinetry, soft close drawers, stainless steel appliances, Wolf 6-burner gas cooktop/range, mini beverage/wine chiller, farmhouse sink and 2nd prep sink. The breakfast/dining rooms, offer pool or garden views. The kitchen opens into the family room with surround sound for your entertainment. Second floor offers wood flooring, a media/rec room, mini kitchenette/snack/coffee bar, 2 additional bedrooms, bathroom. This area is designed to be versatile as an in-law suite with media or living room, mini kitchentte, balcony, walk in closet, arched windows, and own AC unit. This amazing home is energy efficient, well insulated with spray foam ceiling/attic insulation, foam poured in exterior blocks, tankless hot water. For your holidays storage, this home includes a large 400sf floored attic with bright lights and metal drop stairs. Owned by one owner who has taken meticulous care and maintenance of home. Light/bright interior with private nature/garden views from most windows, ensures peace and tranquility. Location: Bike or walk to Park Ave shops/restaurants, (only 1.3 mi NW) Farmer's Market, Rollins College, and 1 mile North of Baldwin Park, Cady Way trail, 3 blocks to Crosby Wellness Center, medical facilities, hospital & Winter Park schools. 3 nicely manicured golf courses located within a few miles. UCF is 20min away. Airport is 25min away. Center of Metro Orlando. There are no overhead power lines in site on this property. They are underground. This exceptional home is unique as it leaves you feeling relaxed, pampered, in awe of the beauty that surrounds you. It is nestled in a perfect location, surrounded by shady oak trees, located in very close proximity of amenities, shopping, restaurants. This home shows well and is turn key ready due to recent renovations.

513 Worthington Drive, Winter Park

$1,725,000

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

A RARE OPPORTUNITY to own 1 of only 6 EXCLUSIVE DIRECT LAKEFRONT condos located on the shores of Lake Osceola in the heart of downtown Winter Park’s bustling shopping district. Unit 219 in the esteemed Cloisters community offers an exceptional lakefront living experience. This corner, one story unit boasts almost 2000 square feet of living space. Its outstanding features include a captivating large outdoor terrace with breathtaking views of Lake Osceola, perfect for entertaining! With a private alcove double door entry, one is immediately drawn into the extraordinary beauty this unit offers. Starting with gleaming wood floors, crown molding, 5-inch baseboards, recessed lighting, and plantation shutters throughout the entire unit. A bank of windows in living room frames the stunning view of the lake and Pella glass doors open to the one-of-a-kind generous lakefront terrace. A lovely fireplace and custom-built in shelving complete the living room. The bright & welcoming kitchen is well appointed with custom wood cabinets with under cabinet lighting, granite counters, top of the line appliances including Sub-Zero, Bosch & Thermador & charming breakfast nook with banquette seating. Distinct dining space with room to accommodate a large dinner party. Gracious owner’s retreat offers more stunning lake views, 2 customized walk-in closets, dressing area, updated bath with dual sinks & custom cabinetry with lots of storage. Second bedroom is currently used has a den with built in desk area. This special unit has indoor laundry room with additional storage, tankless water heater, separate storage closet w/ temperature-controlled room and 1 car assigned carport. The complex offers a swimming pool, putting green, on-site manager, boat slips, dock, bike storage and paddle board/canoe storage. Just a short stroll to Park Avenues shoppes, cafes and eateries, the Alfond Inn, Sun Rail, WP Farmer’s Market, museums and all downtown Winter Park has to offer. Call today for your private viewing of this stunning Unit 219.

106 S Interlachen Avenue Unit 219A, 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

$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

$1,547,500

3 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Incredible lakefront condo in the iconic Whispering Waters enjoys breathtaking views of Lake Osceola and includes a deeded boat slip to the Winter Park Chain of Lakes. This 3-bedroom 2 bath with nearly 2100 sf is a corner unit allowing for an abundance of light and features picturesque backdrop of Florida nature. A private courtyard is recently landscaped and tucked away in the back for ultimate privacy and a rare find for a condo in Winter Park. Timelessly renovated with travertine and reclaimed wood floors that welcome you into open living and dining spaces with seamless views of the water. Walk to Park Avenue just a block away from the Complex and enjoy the lifestyle that makes Winter Park so desirable. Fantastic restaurants, shopping and museums and Central Park is host to nationally acclaimed art festivals and community events. Bedrooms are spacious and owners retreat has expansive closet and fully renovated bath with double vanities, steam shower with seamless glass, neutral appointments in a spa like setting. The secondary bedrooms are spacious and 3rd bedroom currently being used as a den which also has large walk in closet. Dedicated underground parking space and 2 additional storage units for this condo. This opportunity doesn’t come along often, this location and lifestyle are unparalleled. Call us for a private showing.

311 E Morse Boulevard Unit 1-1, Winter Park

$475,000

3 Beds ⋅ 4 Baths ⋅ Henkel Add SubDv. ⋅ 32789 Zip Code

Discover comfort and convenience in this charming 3-bedroom, 3.5-bathroom townhouse located at 1443 Harmon Ave, Winter Park, FL. Situated just 15 minutes from Downtown Orlando and Lake Eloa, it's the perfect place to call home. Boasting spacious living, private outdoor space, and a detached 2-car garage, this property offers the ideal blend of practicality and aesthetics. This community provides a welcoming environment for you and your loved ones. Don't miss the opportunity to make this your new home. Contact us today to schedule a viewing and make it your new home!

1443 Harmon Avenue, 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

$1,250,000

4 Beds ⋅ 3 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. MASSIVE PRICE REDUCTION ! FOR QUICK SALE Introducing a Luxurious Oasis in the Heart of Winter Park's Most Exclusive Neighborhood! Nestled in a secluded enclave, this elegant, spacious pool home is a masterpiece of timeless beauty and sophistication. From the moment you arrive, you'll be captivated by the lush landscape and the grandeur of this esteemed residence. Key Features: Impeccable Elegance: This home exudes refinement and charm. From the sweeping front entrance to the meticulously landscaped grounds, every detail has been designed with an unparalleled level of sophistication. Generous Living Space: this home offers an abundance of space for living, entertaining, and relaxation. High ceilings, ample natural light, and a well-thought-out floor plan create an inviting atmosphere. Gourmet Kitchen: The chef's kitchen is a culinary dream, featuring top-of-the-line appliances six burner gas cooktop, granite countertops, and custom cabinetry. Cooking and entertaining have never been so effortless. Elegant Master Retreat: The spacious master suite is a private sanctuary, boasting a luxurious en-suite bathroom, a sitting area, and a private balcony overlooking the stunning pool and backyard. Outdoor Paradise: Step into your own private oasis. The expansive screened lanai includes a sparkling, oversized pool that's perfect for cooling off during the Florida summers. The outdoor kitchen and lounge area make al fresco dining and relaxation a breeze. Manicured Grounds: The property is surrounded by lush, mature landscaping, providing an atmosphere of natural beauty and tranquility. A sense of privacy and serenity is hard to find anywhere else. Exclusive Winter Park Location: Situated in one of Winter Park's most sought-after neighborhoods, you'll enjoy the convenience of being close to top-rated schools, boutique shopping, fine dining, and cultural attractions. Sophisticated Design: This home boasts attention to detail at every turn, from the exquisite hardwood floors to the designer light fixtures and custom finishes throughout. Two-Car Garage: The spacious two-car garage ensures you have ample room for your vehicles and storage. This is an opportunity to live the Winter Park lifestyle at its finest. Do not miss your chance to make this distingushed property your home. Schedule your private tour today and experience the epitome of luxury living. Welcome to the exclusive life in Winter Park!

1701 Summerland Avenue, Winter Park

$580,000

2 Beds ⋅ 3 Baths ⋅ Seville Park SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. ABSOLUTELY STUNNING! Welcome to this immaculate Winter Park townhouse lovingly cared for by its original owner. And there is NO HOA! Upon arrival, you'll be greeted by a lushly landscaped courtyard that sets the tone for the elegance within. Once inside, you'll be delighted to find a thoughtfully designed home office space, perfect for those seeking a tranquil work environment. A conveniently located half bath off the entrance is ideal for welcoming guests. The heart of this home boasts an impressive open floor plan, seamlessly connecting the living, dining, and kitchen areas. The living room features stunning built-in shelving and cabinets, providing storage and a stylish focal point for your cherished belongings, while the electric fireplace creates a cozy ambiance. French doors lead from the living room to the inviting covered lanai, where you can unwind and enjoy the outdoors. The kitchen is a culinary enthusiast's dream, featuring a stunning granite topped breakfast bar and counters. An additional set of French doors off the kitchen open to the courtyard, perfect for savoring your morning coffee or dining alfresco. With undershelf lighting, a tasteful tile backsplash, and stainless steel appliances, this kitchen ensures a modern, gourmet cooking experience. Upstairs, the master suite awaits, complete with its own private balcony, offering a serene retreat. The en suite master bath includes a spacious granite topped vanity and a large walk-in shower. The secondary bedroom also enjoys the luxury of a private balcony and convenient access to the full hall bath that includes a tub and shower with jet features. Step outside to the covered lanai, overlooking the tranquil backyard oasis. Here, you'll find a slate-covered open patio, ideal for a firepit and lounge chairs. There's ample space to add your very own plunge or dip pool if desired. The yard is fully fenced, providing a safe haven for your four-legged family members to run and play. This charming home offers the perfect blend of functionality and style. With an abundance of storage space throughout, you'll find it easy to keep your living spaces clutter-free. Plus, the one-car garage provides secure parking and additional storage for your convenience. Situated in a fantastic location, this home offers easy access to 17-92 and Fairbanks Avenue, where you'll discover a wealth of local shopping and dining options. This beautifully maintained townhome is a true gem, offering a modern style and open living spaces that are sure to impress. NO HOA fees mean more money in your pocket every month and the ability to enjoy the freedom to personalize your home and property to your liking, without restrictions. Schedule a showing today and experience the beauty and comfort it offers firsthand. <iframe width='853' height='480' src='https://my.matterport.com/show/?m=vZq1T7M1LY8' frameborder='0' allowfullscreen allow='xr-spatial-tracking'></iframe>

1001 Aragon Avenue, 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

$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

$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

$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

$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

$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

$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

$1,720,000

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

Perched high on a corner lot, nestled between Bonita Dr. and Bryan Ave., along the brick streets of Winter Park, this .34 acre property is truly a little slice of private paradise. Back and better than ever, this home has a NEW roof, NEW plumbing, 4 NEW electrical panels and updated lighting, NEW hardwood floors downstairs, all NEW interior paint on the walls and trim, upgraded alarm system with new cameras, a NEW whole-house Culligan water filtration system, and NEW carpet upstairs…just to name a few of the recent 2023 updates. No, this is NOT a flip! Beyond the front glass doors is a spacious and open living area filled with natural light, boasting 10-foot ceilings. The rear of the home is lined with floor-to-ceiling windows, and French doors lead to a screened patio and a resort-style pool that will take your breath away. The first-floor master suite is large, and features vaulted ceilings, new wood floors, plantation shutters, French doors to the back patio, a double-sided fireplace between the large soaking tub, a private water closet with a bidet, and a large, functional walk-in closet. The open kitchen offers granite counters, a cooking island, 2nd prep sink, wine refrigerator, double built-in ovens, and a dinette with a large bay window. The breakfast bar offers additional seating, and overlooks the family room, with gorgeous hardwood flooring, vaulted ceilings and a wood-burning fireplace, plus additional French doors to access the screened-in patio. The first floor is complete with a 3-car garage with tons of storage, a laundry room with a utility sink & laundry chute, a ½ powder bath, and a rear full bath with direct access to the backyard and pool. Upstairs offers all new carpet with 3 large bedrooms, all with walk-in closets, plus 2 full bathrooms, and a balcony overlooking the sprawling backyard. Outside you'll enjoy lush landscaping and the soothing sound of the pool fountains, with a privacy wall along Maiden Lane that makes it all feel like a secluded oasis. The large pool deck offers space for lounging, while additional dining space is available within the covered screened patio. Do you have a paddleboard or kayak? The City maintains a lakefront lot/park on Lake Osceola. The lakefront park is on Elizabeth Drive, off Bonita Dr. (No ramp or boat storage, just a lot to put in a paddleboard.) Surrounded by convenient stores such as Walgreens, Publix, & Sprouts, the YMCA, the AdventHealth Hospital, Phelps Park, and around the corner from Park Avenue – this location cannot be beat! Please ask for a list of the $140K in improvements, and a floorplan!

600 Maiden Lane, Winter Park

$685,000

3 Beds ⋅ 2 Baths ⋅ Seville Park SubDv. ⋅ 32789 Zip Code

Completely Renovated Townhouse in the Most Desirable Area in Winter Park. Property Features a Light & Bright Open Living Room and Kitchen Area that Access the Patio Area. Paved Patio is Very Spacious to Enjoy Florida’s Weather & Family Cookouts, with a Direct Connect Gas Grill. Double Master Suites with Renovated Bathrooms. First Floor Master Suite Features Spacious with Dual Sinks & Modern Shower. Modern Kitchen with Upscale Cabinets with Integrated Refrigerator, Top of the Line Appliances. Upstairs Master Suite Features a Garden Tub, Separate Walk-In Shower Area with Door, Dual Sinks. Spacious Third Bedroom Features Doors That Lead You to an Open Balcony. Tile Throughout Except for Stairs that has Carpet. New Roof Installed in 2023. Property is In a Community with Only 4 Units. Located with Walking Distance to Park Avenue, Rollins College, Farmers Market, And Winter Park Village. This Is a Home Built to Enjoy the WINTER PARK LIFESTYLE. Very Conveniently Located & Close to Major Highways I4, 408 & 417. Won’t Last (The roof is on the process of replacement)

970 Aragon Avenue, Winter Park

$212,000

1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Come see this absolute hidden beauty on spring-fed Lake Killarney in Winter Park 32789. This charming 1 bedroom 1 bath 645 sft condo sits on the second floor of a two-story complex conveniently located just off I-4 yet tucked away in a quiet, tree-lined, serene environment. Low HOA fees and a strong HOA board keep the community of Lakeside Manor one of Winter Parks best-kept secrets. Clubhouse with lakefront pool. Onsite boat launch, boat slips, and dockage. Reserved parking. Onsite laundry. Boat to Hillstone and Trader Joes! Unit can be sold completely turnkey furnished, as seen in photos, or without furniture. Easy to view!

2500 Lee Road Unit 233, Winter Park

$1,162,500

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

Spectacular lakefront condominium in downtown Winter Park. Steps to Park Avenue's quaint shops, restaurants and manicured parks! Very rare do these units so close to the lake come on the market. Completely renovated, this magnificent condominium home features 3 Br, 2 Baths. Very spacious living room, with impressive wood-burning fireplace gorgeous views of Lake Osceola with double sliders. Lakefront Master Suite includes an oversized walk-in closet. Large double porch overlooks the lake and is perfect for year-round outdoor entertaining. The Cloisters offers a heated pool, exercise room with saunas, entertainment room with kitchen, putting green, covered parking, visitor parking, boat dock, private boat slip and on-site management with 24 hour video surveillance.

106 S Interlachen Avenue Unit 518B, Winter Park

$2,750,000

5 Beds ⋅ 7 Baths ⋅ Golfview Terrace SubDv. ⋅ 32789 Zip Code

This fairytale property is located in the gracious neighborhood surrounding Park Avenue known for homes of unique character & historic architecture. The main home was originally built in 1918 & has been thoughtfully renovated to modernize the home’s function while maintaining the architectural integrity. It is located in the heart of Winter Park on a rare half acre, corner lot w/ charming views of the Winter Park Country Club & golf course. The semi-circular driveway that connects to both Webster & Old England provides convenience & enhances the curb appeal. Upon arrival, your guests will immediately appreciate the lush landscape, the dynamic & steeply pitched roof, overlapping, front-facing gables & charming, arched front door popular w/ Tudor style homes. Inside the foyer & through the arched doorway to the left, this home opens to an expansive, formal living space featuring cathedral style, volume ceilings ornamented w/stained, hand hewn oak, wood floors, tall windows, french doors overlooking the brick courtyard & an elegant, floor to ceiling, wood burning fireplace. To the right of the foyer are the formal dining & sitting rooms w/ long, rectangular windows clustered together offering an abundance of natural light to these richly detailed yet comfortable interior spaces. Towards the back, right side of the home, the spacious kitchen opens to an eat-in area, family room & stairs leading down to the basement wine storage. The kitchen features real wood cabinets, black granite counter tops, a sizable island w/seating for five, a Subzero refrigerator, Viking gas range & oven w/stainless steel vent hood, double-bowl, under-mount sinks, commercial style faucet, ice maker, prep sink, under counter microwave, a pantry & a large closet-style storage space allowing for easy access to your favorite serving pieces. The eat-in area & family rooms feature multiple sets of french doors through which you are provided beautiful views of the fountain at the center of the courtyard, pool & backyard haven. The layout of the main house includes a 3-way split plan w/ all bedrooms & bathrooms on the 2nd floor. The primary is located on the left side of the home and is accessed through a rear stairwell. This spacious suite is equipped w/ a walk-in closet, Juliet balcony & charming bathroom featuring a wood vanity, marble countertop & a shower/tub combination w/ floor to ceiling white subway tile. The two alternate bedrooms & bathrooms are accessed from the entry stairwell. The front, right alternate bedroom suite features a spiral staircase w/ loft. The rear, alternate bedroom suite is adjacent to the roof top deck. Both are rich w/ character showcasing wood floors, extensive millwork, renovated baths w/shower-tub combination, white subway tile, bead-board & pedestal sinks. The guest house was built in 1925 & is located on the far side of the courtyard. It includes a full kitchen, general living space, laundry room & half bathroom on the 1st floor as well as 2 bedrooms & 1 ½ bathrooms on the 2nd floor. This flexible space could be used in myriad ways. A rear, gated driveway w/ access from Old England is located at the NE corner of the property & is discretely hidden behind a jasmine covered wall. This is the first time this century that this Old Florida property w/ its storybook exterior architecture, majestic oaks & private courtyards that leaves you w/ a rare feeling of deep connection & an undeniable sense of place is being offered for sale.

341 E Webster Avenue, Winter Park

$1,200,000

3 Beds ⋅ 4 Baths ⋅ Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Welcome to Winter Park, where luxury and convenience converge! This stunning single-family home is ideally situated close to Park Avenue, offering a lifestyle that combines urban charm with suburban tranquility. Prepare to be captivated by this custom-built residence, thoughtfully designed to meet the highest standards of comfort and elegance. As you step inside, you'll immediately appreciate the meticulous attention to detail and the seamless flow of this home's floor plan. The main level boasts a primary bedroom, providing a serene retreat with the utmost privacy and convenience. Upstairs, discover two additional spacious bedrooms, each offering ample natural light and their own on-suite bathrooms. A versatile loft area with a charming balcony completes this upper level, offering a picturesque space for relaxation or office space. Beyond the exquisite interior, this property offers additional features that are sure to impress. A detached 2-car garage provides ample storage space for vehicles and belongings. The inviting courtyard boasts a small pool, creating an oasis where you can unwind and cool down from the Florida sunshine. Recent upgrades further enhance the allure of this residence, including new engineered wide-plank wood flooring on the first floor, lending a touch of sophistication to the living spaces. The second floor showcases new luxury carpeting, ensuring comfort and warmth throughout. A new roof adds peace of mind and enhances the home's overall appeal. The entire home has been freshly painted both on the exterior and interior. The recent professionally landscaped grounds, an investment of over $35,000, exude beauty and enhance the curb appeal and back-yard living space. Custom window treatments and exterior awnings bring an element of style while providing practicality. The addition of new light fixtures and ceiling fans elevates the ambiance of every room. A $25,000 custom entry gate not only enhances security but also adds a touch of elegance to the property. The back-up generator provides you a piece of mind if or when there is a power outage. Location is everything, and this home excels in that regard as well. Nestled within a desirable school zone. Moreover, the home's proximity to Park Avenue, less than 2 miles away, means you can easily indulge in the vibrant shopping, dining, and entertainment options the area has to offer. Don't miss this incredible opportunity to own a custom-built home in Winter Park, FL, where timeless elegance meets modern comforts. This home is available immediately.

1741 Bryan Avenue, Winter Park

$1,255,000

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

Beautiful Mediterranean 4 bed 4 bath within a 5 minute stroll to all the beauty that Park Ave has to offer. Main house has 3 bed 3 bath and then there is a guest house (income producing) 1 bed 1bath.

422 Carolina Avenue, Winter Park

$1,587,381

5 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

**SELLER IS OFFERING OWNER-FINANCING - 25% DOWN, 5.2% INTEREST RATE, 3-YEAR BALLOON** This stunning custom-built 5 bedroom, 3 full & 2 half bathroom home boasts a wonderful floor plan, detached 2-car garage with covered space and a salt system pool with gas fire pit, perfect for those who love to entertain or simply relax in style. The formal living and dining rooms are filled with natural light, making it the ideal place to host gatherings with family and friends. The newly renovated kitchen features exceptional stainless appliances; brand new wood cabinetry; beautiful quartzite countertops and spacious eat-in dining area. The kitchen opens to the family room with a gas fireplace and double french door that open onto the back porch. The master suite includes a walk-in closet and luxurious ensuite bathroom with a large, lighted Roman tub and separate shower. The master connects to a spacious office for those who work from home or need a quiet space to focus. The remaining 4 bedrooms are upstairs and are generously sized with ample closet space. The second floor also features a large bonus room situated between the bedrooms and 2 full bathrooms, one being an ensuite. The home's interior is further enhanced by archways, custom millwork and iron stair rail with patina brass banister plus designer touches throughout. Step outside and enjoy the Florida lifestyle with nicely sized pool for hot summer days, along with a gas fire pit for cool winter nights. The covered lanai provides the ideal spot to relax with family and friends. Additional amenities include plantation shutters, large laundry, travertine and wood floors, powder bath downstairs and copper rain gutters. The Massey termite bond on the home is transferable - $95 fee to transfer. Shingle roofs replaced in 2018.

1331 Hibiscus Avenue, Winter Park

$2,150,000

5 Beds ⋅ 5 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Located in the sought-after trees neighborhood of Winter Park, this exceptional 5 bedroom, 4.5 bath residence combines exquisite luxury with an unbeatable location. This stunning home offers the best of Winter Park living, with its proximity to Park Avenue, top-rated schools, and the picturesque Phelps Park, all just moments away. Upon entering this remarkable home, you'll be greeted by a lovely entryway adorned with exquisite millwork and pristine wood flooring that spans throughout the entire residence. The attention to detail and the quality craftsmanship are evident from the very first step. Continue your journey through this remarkable abode, and you'll discover a cozy den with large picture windows, inviting an abundance of natural light and providing a tranquil space to work and enjoy the beautiful surroundings. The main floor also features a spacious primary suite, situated for ultimate convenience and privacy. Prepare to be pampered in the spa-like primary bathroom, boasting elegant fixtures and finishes, while the fully equipped walk-in closet offers ample storage for all your belongings. Moving beyond the primary suite, you'll be greeted by a gallery wall that leads you into a large open concept great room, the heart of the home. Here, a feature wall with back lighting and a sleek fireplace create a striking focal point, while beautiful expansive doors beckon you to the back lanai, seamlessly connecting indoor and outdoor living. The kitchen is a chef's dream, with its high-end appliances, including a signature La Cornue dual-fuel range. Custom cabinetry and a hidden walk-in pantry provide both style and functionality, while the dining space overlooks the pool and backyard, offering a picturesque setting for hosting memorable gatherings. Convenience is key, as the main floor also features a laundry room and a half bath. Ascending the staircase enveloped in elegant millwork, you'll find yourself on the second floor, where four large bedrooms await. Each bedroom is complete with its own ensuite bathroom and a spacious walk-in closet, ensuring comfort and privacy for everyone. Access to the glass railing balcony adds an additional touch of elegance and allows you to appreciate the surrounding views. The grandeur of this home continues on the third floor, where you'll find a versatile bonus space with endless possibilities for recreation and entertainment. Whether you envision a home theater, a game room, or a private retreat, this area offers the perfect canvas for your imagination to soar. Don't miss the opportunity to make this extraordinary Winter Park residence your own. Experience the harmonious blend of luxury, location, and lifestyle that awaits you in this exceptional home.

1772 Chestnut Avenue, Winter Park

$1,500,000

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

Under contract-accepting backup offers. GORGEOUS Brand-new construction - UNDER APPRAISAL PRICE! Welcome to this exclusive contemporary luxury home, showcasing an architectural design that sets it apart. The house is characterized by a robust structure, boasting two-story concrete-filled walls, steel joists/floors, and a Composite Steel Deck with waterproof concrete on the roof, ensuring durability and longevity. Master bedroom conveniently located on the first floor, provides ease and accessibility. The gourmet kitchen is a chef's dream, equipped with stunning Consentino granite cascade countertops, a seamless backsplash, and top-of-the-line stainless steel Monogram appliances, combining both elegance and functionality. Adding a touch of grandeur, a spectacular floating View Rail staircase takes center stage, reaching ceiling heights of over 20 feet. Throughout the house, natural stone accents can be found both inside and outside, elevating the aesthetic appeal. Custom walk-in closets, ceiling accents, and 8' high 1-panel Whiteshaker doors, adding sophistication and style. The handcrafted luxury entry door and Clopay modern garage doors enhance the upscale appeal of the property. High-quality Pella windows are installed throughout, ensuring both exceptional quality and energy efficiency. The flooring consists of engineered hardwood, providing a luxurious and durable surface. The exterior of the house is just as impressive, featuring attractive and well-maintained landscaping. You'll also find a refreshing pool and a summer kitchen equipped with Bull appliances, creating the perfect outdoor space for entertaining and cooking. In summary, this brand-new contemporary luxury home offers a truly exceptional living experience. With its exclusive architectural design, high-end finishes, and attractive outdoor amenities, it epitomizes modern elegance and luxurious living! Act now and make this exclusive home, yours!

1318 Morton Road, Winter Park

$2,600,000

4 Beds ⋅ 5 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Gorgeous lakefront home on a quiet Winter Park brick road. Enjoy breathtaking views and sunsets from this elevated spacious property, situated on .71 acres. The home takes advantage of abundant sunlight throughout. The living room features a lovely custom stone fireplace and beautiful built-ins. The kitchen is open, light and bright, and located off the formal dining room. Double French doors lead you to a fabulous and stunning Shangri La backyard with pool, patio, outdoor fireplace and mature landscaping. Downstairs primary suite, double vanities, bidet, tub and shower off pool area. Two closets, beautiful view of Lake Sue. Two full baths plus powder room and laundry room downstairs. There is a flex space off the kitchen that can be used for breakfast nook, office or play area. Two-car garage rear entry. An additional three bedrooms, two full baths and balcony upstairs. Paver circle driveway. Lake Sue is a private ski lake conventionally located between Park Avenue, and AdventHealth and Orlando campuses. Top Winter Park schools. Aurora Award Winning Design by Slocum Platts. Enjoy a glass of wine or a cup of coffee on your private dock. Very peaceful, one owner home. Call for your private showing.

235 W Fawsett Road, Winter Park

$815,000

3 Beds ⋅ 3 Baths ⋅ Jenkins Add SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Welcome to 1710 Palmer a lovingly restored 1951 home nestled in the charming community of Winter Park. This stunning residence boasts timeless elegance, a spacious layout, and a private pool, creating the perfect oasis for relaxation and entertainment. With 3 bedrooms, 2.5 bathrooms, and a total of 2,386 square feet, this home offers the ideal blend of classic charm and modern comforts. As you walk in to the home, you’ll be greeted by the living room and dining, perfect for hosting memorable dinner parties and holiday celebrations, with ample space to accommodate a large dining table. The main living room exudes a cozy atmosphere, featuring a wood burning fireplace, ideal for gathering with loved ones on cooler evenings. The master suite, located upstairs, offers a tranquil retreat, complete with a private en-suite bathroom and plenty of closet space. The two additional bedrooms, located downstairs, are generously sized, providing comfort and versatility for guests, a home office, or a growing family. Step outside into your own private paradise. The backyard is a true haven, featuring a private pool surrounded by a paved patio, perfect for lounging under the Florida sun or hosting lively gatherings. The mature landscaping offers privacy and creates a serene atmosphere, making this outdoor space an idyllic retreat. Situated in the heart of Winter Park, this home is conveniently located near renowned parks, shopping destinations, the Winter Park Chain of Lakes, and top-rated schools. Enjoy the vibrant local community with its charming boutiques, and trendy restaurants. The lovely Winter Park Golf Course is just moments away, providing endless opportunities for outdoor recreation. Don't miss the chance to own this exceptional beautiful home, filled with character, charm, and modern amenities. Schedule your private showing today and embrace the Winter Park lifestyle in this captivating residence.

1710 Palmer Avenue, Winter Park

$2,200,000

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

Elegant Tuscany Mediterranean-style on gorgeous, quiet tree-lined Olde Winter Park brick street. A masterful design with wonderful floor plan offering so much flexibility in today’s lifestyle to enjoy day-to-day living along with more formal aspects for entertaining inside and out. Downstairs living areas include a beautiful, updated chef’s island kitchen with separate breakfast room open to the spacious gathering room with vaulted ceilings along with a formal dining and living room with fireplace and walls of windows and French doors, secluded den and home office and owner’s retreat, plus a separated private guest cabana as well. A unique find! Upstairs living includes a generous bonus and flex area lounge along with balcony and two more full guest suites with en-suite bath. The outdoor living includes multiple porches and courtyards and a tropical oasis with pool and spa, plus beautiful fenced backyard along with a detached three-car garage.

1570 Lakehurst Avenue, Winter Park

$2,240,000

5 Beds ⋅ 5 Baths ⋅ Camwood Sub SubDv. ⋅ 32789 Zip Code

Newly updated and ready for new owner to begin building memories immediately as it is move in ready! This stately Winter Park residence by Rex-Tibbs Custom on an oversized corner lot on Park Avenue is available for the first time to welcome it’s new owner to peerless luxury! This 5-bedroom, 5-bath with downstairs office and master, a bonus room and guest wing, is walking distance to restaurants, shops and WP golf course. Double wide circle drive and side garage provide plenty of parking for family and friends to visit. The spacious foyer welcomes guests with the new designer features of lights, fans plus high ceilings, wood floors, crown molding, shutters, abundance of storage, and built-ins all freshly painted. The foyer opens to the separate living and dining room both with picturesque windows having views to the front. Nearby is the heart of the home: a well-appointed chefs eat-in kitchen sporting a large quartz sitting island, stainless built-in appliances including dual ovens and cooktop, walk-in pantry, abundance of cabinetry with new designer selected fixtures, wood floors and a private paver patio- perfect for morning coffee! The kitchen overlooks the family room and lanai area making it an ideal space for relaxing and entertaining. The bright family room has built-ins, fireplace and 2 sets of French doors to the covered lanai with fans and the resort backyard. A hallway leads to a home office with built-ins, full guest/pool bath and private master wing. Spacious master retreat has tray ceilings, customized walk-in closet, soaking tub, oversized shower, dual sinks with granite counters and doors to the lanai area. Upstairs is the ideal bonus space for movies, gaming and homework .2 large bedrooms with walk-in closets share a Jack-n-Jill bath. Another bedroom and full bath complete the area. There is a guest wing nearby also accessed by its own stairs off the kitchen! This guest wing has a spacious bedroom with a Juliet balcony overlooking the resort backyard, updated bath and AC storage. The backyard is ready for year-round enjoyment with the lanai featuring tongue and groove ceiling, fans, speakers and wet bar overlooking the brick lined resort pool and deck. Plenty of green space with new sod and landscape plus beyond the pool area is ideal for gardening, pets or ball throwing. The well-equipped indoor laundry room with washer, dryer, utility sink, built-in cabinetry and 2 closets for storage leads to the oversized 3-car garage: with new epoxy flooring, window panels on garage doors and paint! Zoned for the top WP schools, walk to Park Avenue, and easy access to all of central Florida including downtown, the parks, beaches and airport. Immaculately cared for and improved for the new owner to enjoy immediately!

1300 Raintree Place, Winter Park

$2,950,000

5 Beds ⋅ 7 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

New Construction Custom Built Masterpiece located in one of Winter Park’s most desirable neighborhoods, zoned for top-rated schools in the county and only minutes away from amazing shopping and dining on Park Avenue and East End Market. This contemporary home built by Wooten Built, Inc, Parade of Homes winner in 2020, offers 5,475 SF of luxurious living space. The thoughtfully designed interior features a spectacular open concept floorplan with volume ceilings and oversized picture windows allowing an abundance of natural light. The gourmet kitchen is a chef 's dream with a Patagonia granite island countertop with elegant backlighting. The top-of-the-line Sub-Zero and Wolf appliances, including the Sub-Zero tower refrigerator and freezer, a Sub-Zero wine refrigerator, and a Wolf 5 burner gas grill top, ensure an exceptional cooking experience. The owner’s retreat on the first floor is spacious and showcases a spa-inspired bathroom with a frameless glass walk-in shower, a modern bathtub, and a double vessel vanity. Four additional ensuite bedrooms with custom walk-in closets and designer touches adorn the home. Lutron lighting and shading system set up allows for effortless control of your ambiance. Step out onto your personal outdoor oasis with a relaxing saltwater pool, an extended patio and summer kitchen. This home also features a laundry room upstairs and downstairs, a three-car garage with an air-conditioned utility and storage room, and a whole house water filtration system. Don't miss the opportunity to own this exceptional luxury home that seamlessly blends elegance, comfort, and functionality. Contact us today to schedule a private showing and experience the epitome of fine living!

222 W Rockwood Way, Winter Park

$9,250,000

5 Beds ⋅ 6 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Proudly presenting a unique opportunity to acquire one of the most significant lakefront estates in Winter Park, on beloved Via Tuscany, moments from downtown Park Avenue's shopping and restaurants. This iconic and historic property boasts the rarity of 1.57+ acres elevated above Lake Maitland, with 138 feet of waterfrontage and breathtaking views from sunrise to sunset. Built in 1919 in the Georgian Revival style, the home captures the essence and elegance of a bygone era but is resplendent in every aspect to withstand the test of time. Spectacular curb appeal with stunning mature landscaping, a park-like backyard with a gazebo and sweeping lawn to the lake, a boat dock, an outdoor fireplace, and an impressive screened indoor pool provide endless enjoyment and entertaining possibilities. The grand entry foyer welcomes with a balance of informal and formal rooms on the first floor, ideal for large-scale entertaining, both inside and out. The first floor features an oversized living room, a formal dining room, a den, a study, a kitchen, a breakfast room, a Butler's pantry, and two sunporches. Two sets of staircases lead to 5 bedrooms and 4 full baths, plus numerous flex spaces. The upstairs owners' suite is luxurious with a fireplace, a sitting area, oversized walk-in closets, a small bar area, a closet with a second washer/dryer, elevator access, a private porch, and a rooftop terrace. There is also a guest cottage with a bedroom, a bathroom, a living room, and a kitchen. The enormous attic and basement offer large amounts of storage. Features include soaring ceilings (12-14'), heart pine floors, plantation shutters, an elevator, intricate millwork and crown molding, and a 4-car garage. The total of 8,353 heated square feet includes 7,367 sq ft in the main house and 986 sq ft in the guest cottage. The property has been meticulously maintained and enormously loved. Prime location and unrivaled lot quality.

1461 Via Tuscany, Winter Park

$1,100,000

4 Beds ⋅ 3 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

RARE FIND - *** LAKE FRONTAGE on Private Lake Spier with DOCK, POOL,& CABANA which could never be built today!!!*** This home is in the perfect location only 0.7 miles or 15 minute walk to downtown Baldwin Park. 1.2 miles from Corrine Main Street Area, 2.6 miles to Park Ave. 2 MASTERS - one upstairs with an expansive view and wood dock overlooking the lake. The other master is on ground floor overlooking pool and lake. This home has true pride of ownership for the past 30 years and has been meticulously maintained. You will never find another opportunity like this home in a location like this that overlooks the private conservation on the opposite side of skiable Lake Spier. The pool, cabana and doc would not be allowed to be built today! Come and make this home your own with some minor updates. NEWER ROOF (2 of 3 sections), SEPTIC, PAINT, GUTTERS and more.

1863 Lake Spier Dr, Winter Park

$3,800,000

6 Beds ⋅ 9 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code

Serene and private estate on a half acre lot in the Heart of Olde Winter Park. A custom built estate with amazing detail throughout boasts 6 bedrooms (downstairs master plus a first floor mother in law suite), 6 bathrooms, 3 half baths, an elevator for easy 2nd floor access, 2 living areas, all with terrific views of your private oasis of a backyard, beautiful pool & spa. Groin Vaulted ceilings that have been hand painted with detail throughout the home, both upstairs and down. New wood floor sprawl through the first floor making this estate feel cozy and warm. As you enter through the oversized arched wood front doors, a brick patio sitting area with a gas fireplace awaits. From this private courtyard, you then enter into the grand living room that greets you with views of the private backyard, pool, a second outdoor fireplace, summer kitchen, plenty of covered patio living areas, a turfed dog run and a sunbathing landing near the sap. The kitchen is a chef's dream with amazing custom cabinets, stone counter tops, Wolf gas range with 6 burners, griddle and grill, a beautiful custom stone vent hood, built in cabinet paneled sub zero refrigerator and freezers with drawers, warming drawer, two dishwasher drawers plus a full dishwasher, a built in microwave and TWO walk in pantries. A private door leads you to the Scullery, a private room for dirty dishes, laundry and storage while entertaining. Your caterers will not be seen while entertaining! The dinette off the kitchen flows into the family room boasting a beautiful fireplace with built ins and plenty of storage, of course all with a view of your private oasis of a backyard. Sliding doors off the family room open up to a large covered porch area where you have room for an outdoor dining and living room. Off the other side of the kitchen, is a 1000 bottle climate controlled wine room with its own serving area. The dining room has beautiful hand painted ceilings with french doors leading out to an additional covered patio. The primary bedroom is oversized, plenty of natural light over looking the private backyard, and hand painted coffered ceilings. The primary closet and bathroom are overly generous with a bank of built-ins plus a walk in closet with a 3rd laundry option. The impressive bathroom features a jetted tub, double entry walk in shower with multiple heads, plenty of countertop space, private water closet with bidet, and a private outdoor shower. The mother in law suite and office or 6th bedroom are also on the first floor. On the second floor there is an additional laundry room, 3 more bedrooms with en suite bathrooms and walk in closets, an amazing media and movie room PLUS a loft and an additional game room. There is a landing area at the top of the stairs that could be used as a homework station, sitting area or reading nook. The game room does have an en suite bathroom and closets if someone preferred an upstairs master but it is not counted in the bedroom count. The game room offers a serving area with a sink and beverage refrigerator with ice. There is a covered porch off the game room with views of the pool area and private backyard. WOW your own movie theatre!! The equipment is in place and the theatre seats 10 in over sized theatre chairs. The home offers a whole house generator, central vacuum system, elevator, natural gas, a 3 car garage and amazing night lighting. Beautiful brick and travertine paved walk ways adorn the front yard with the mature landscaping. Room Feature: Linen Closet In Bath (Primary Bathroom).

671 Via Lugano, Winter Park

$670,000

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

This exquisite top-level, corner unit condominium boasts 2 bedrooms and 2 bathrooms, located in downtown Winter Park. The unit's open floor plan provides a seamless flow between spaces, and a screened-in patio with no upstairs neighbors. Enjoy the luxuries of new cork flooring, high-end kitchen features/appliances, and thoughtful storage solutions. The property is located on the picturesque Lake Osceola and is walking distance to Park Avenue and Winter Park Country Club. Take advantage of the community pool, miniature golf area, and private dock, all ideal for soaking up the stunning Florida weather.

100 S Interlachen Avenue Unit 506E, Winter Park

$530,000

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

Downtown Winter Park – Park West Condo – Top Floor Unit! Welcome home to this quintessential downtown residence located within the gated community of Park West. This two bedroom, two bath unit is located on the top floor and features high, vaulted ceilings, and two walk-out balconies. The open-layout floorplan offers an updated kitchen, living room/dining room combination, wood burning fireplace, and split bedrooms. The master bedroom is spacious with sliding doors to one of two balconies, an oversized walk-in closet, and private bath with walk-in shower. The second bedroom is well-suited to be used as a home a home office, studio, or guest bedroom, and also has access to the balcony. This unit comes with reserved parking in the garage and there is plenty of guest parking available in the common areas. Community amenities include gated access, a clubhouse, pool, and tennis courts. Location is a 10+ - Located just one-block from Park Avenue.

250 Carolina Avenue Unit 407, Winter Park

$9,700,000

5 Beds ⋅ 8 Baths ⋅ Isle Of Sicily SubDv. ⋅ 32789 Zip Code

Elegant French Mediterranean gated lakefront estate on premier exclusive and private setting in Olde Winter Park… Extremely RARE opportunity to purchase a spectacular residence located on the Isle of Sicily (only 11 homes on this exclusive island) with dramatic water views on both sides of the property to enjoy sunrises and sunsets across Lake Maitland (largest lake on the 6-lake chain of lakes). This property is a one owner custom built home resting on approximately 3/4 acre upland (1.41 total acres per tax records) of property secluded on a private island off the Via’s neighborhood inclusive of the Winter Park Racquet Club walking/boating distance away… This custom-built residence was completed only 9 years ago with wonderful bright-open floor plan and flooded with light from extensive walls of glass… The interiors are not only light, but sleek, modern, and tastefully decorated with gorgeous lighting, extensive moldings and top-quality craftsmanship that will captivate you from the moment you enter the grand foyer looking straight through the 2-story living room to breathtaking views of the pool, grounds & lake... Additionally, downstairs you will enjoy a private library, formal (but open) dining room, fabulous chef’s island kitchen with Sub-Zero, Thermador Italian ILVE appliances including a casual dining area open to the lakeside gathering room with masonry fireplace, plus wine room along with the lavish primary owner’s quarters including a “Four Seasons” spa-like bath & his/her dressing areas, bar with refrigerator, fireplace & steam room… Upstairs commences with a stunning winding stairwell of glass panels taking you up to an expansive, open lounge area with curved corner bar and separate billiards are all open to the lakefront terrace… Plus, 3 flexible rooms: currently utilized as a media room, massage room, and exercise room… As well as a junior oversized guest suite and three more bedrooms all with private en-suite baths… The outdoor lakefront living includes majestic Cypress trees, expansive covered lanai, summer kitchen, tropical heated salt pool and spa with beach entry, fiberoptic lighting, fire bowls & fountain, a dedicated fire pit seating area, complete boathouse & more… Other notable features include an elevator, 5 masonry fireplaces, 2 separate laundry rooms up/down, 2 dishwashers, butler’s pantry, wine room, Control4 home automation, 4 zoned AC systems, termite bond, lake irrigation, dedicated outdoor pool bath, “oversized 4-car garage”, automatic gated circular drive entry, & more…

4 Isle Of Sicily, Winter Park

$2,240,000

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

Impeccably designed by renowned architect Phil Kean, this modern luxury townhome is nestled in the Downtown Winter Park area. Walk to all the shopping and dining options Park Ave has to offer. Every detail has been meticulously thought out and crafted with love – from the 24x48 ceramic tile throughout, quartz countertops, and high end stainless steel appliances in the kitchen, to a hidden pantry behind cabinet doors and wet bar on first floor. Enjoy morning tea or coffee in your outdoor courtyard complete with fire pit or unwind at night with a glass of wine on your balcony off the kitchen. Plus you'll never worry about running out of space for storage again - this home comes equipped with an elevator servicing three floors plus a 3 car garage featuring an electric car charger. Your furry pets will love having their own fenced yard to run around while you entertain friends outdoors. As if it couldn't get any better - primary bedroom lies peacefully on the third floor accompanied by two additional bedrooms plus office/den located on second floor – each bathroom impeccably designed for comfort and convenience. This is truly one-of-a-kind property that offers everything you need for luxury living! Don't miss out on this unique opportunity - schedule a tour today!

660 W Morse Boulevard, Winter Park

$2,325,000

3 Beds ⋅ 5 Baths ⋅ South Interlachen Place SubDv. ⋅ 32789 Zip Code

Price Improvement……Welcome to South Interlachen Place, a luxury townhome located in downtown Winter Park. If you are looking for the perfect combination of elegance and luxury with high end finishes, convenient location, and an amazing outdoor space, then this downtown Winter Park townhome is perfect for you. Located just steps away from Park Ave, you will enjoy all the fine dining and shopping options the area has to offer. This home features a functional floorplan with 3 Bedrooms, 3 Full Bathrooms and 2 Half Baths at 3244 SF of living space with plenty of natural light. Ground level entry from the private front patio lead you to double glass entry doors entering the unit. This entry floor features the Foyer, spacious Living room and Dining room. Adjacent to the Dining area is a well equipped chef's kitchen featuring high end appliances, including Wolfe gas cooktop, Sub Zero refrigerator and center island with seating as well as a separate bar/coffee area equipped with a full wine refrigerator. The second level is dedicated to the Master Bedroom Suite, with spacious Master Bath featuring dual sinks, a free standing tub, large walk in shower and spacious walk in closet. The 2 secondary Bedrooms can be found on the third level, each with private Bathrooms. Smart home technology featuring Lutron lighting and Control 4 system, allowing you to access the home remotely. Each floor is accessible by stairs or by a private interior elevator from the underground garage to the rooftop terrace. The private rooftop terrace is the perfect place to relax and unwind while still being in the heart of the city. Equipped with a Summer Kitchen, BBQ, Beverage Frig, Half Bath, Pergola (with electrical louvers) to keep the area shaded while you dine as well as a separate sitting area with Fireplace and surrounding planters for those garden enthusiasts. You'll also have a secure private garage, so you can park with peace of mind. Guest parking is available for your visitors and guests. This is the perfect townhome while still enjoying the luxury lifestyle of Winter Park. Don't miss out on this amazing opportunity!

125 S Interlachen Avenue Unit 2, Winter Park

$2,725,000

4 Beds ⋅ 4 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Lakefront luxury on the beautiful shores of Lake Killarney! Custom built with attention paid to every detail, this Mediterranean oasis delivers 4 spacious bedrooms, 3 full and 1 half baths, a library, theater room, climate controlled wine room, infinity edge pool and sweeping water views! 100’ of private lake frontage, 4 fireplaces, fiber optic lighting and a full Summer kitchen make this home an entertainer’s paradise. Step inside the grand front entry doors and be greeted by a panoramic view of Lake Killarney through the floor to ceiling windows. The custom 20’ stone fireplace is a striking feature of this open floor plan in addition to the travertine tile floors, and elegant floating staircase. Follow the natural flow into a chef’s dream kitchen featuring a hidden sub-zero refrigerator, Wolf gas range in the cooking island with granite counters throughout, and a comfortable casual breakfast nook with French door access outside and tons of natural light. The 3-sided stacked stone fireplace adds ambiance to the kitchen as well as a gorgeous custom-built library, and the beautiful living area, where 2-story windows complete with remote-controlled window treatments overlook Lake Killarney. The main floor features the 3 guest bedrooms, one with an en-suite bathroom. The staircase is a work of art and brings you to your personal retreat in the Owner’s suite, which features stunning lake views, a dual sided fireplace, sitting area, mini bar, oversized walk-in closet and a large private balcony! The en-suite bath features an expansive dual sink vanity for space and storage, jetted tub with lake views and a huge shower with dual shower heads and seamless glass doors. Also on the second floor is a bonus room which would make a great nursery, home office or gym, as well as a fully equipped and furnished media room. The backyard of this home is thoughtfully designed and one of a kind for the family that likes to entertain, offering a well equipped Summer kitchen with bar seating, fireplace, and a heated infinity pool with a zero edge spillover spa, colored lighting, and fire bowls. Bring your boat - the covered dock features a lift with electrical and a deck for watching the sunset over the lake! Call today and schedule your private tour of this lakefront sanctuary!

2138 Lake Drive, Winter Park

$3,001,950

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

Nestled along the shores, on approximately an acre property on Lake Maitland walking distance to downtown Park Ave, with one of the most sought-after addresses in Winter Park, this secluded historic lakefront estate showcases the finest in authentic Spanish-style architecture. Built in 1930 and known as “Casa Felice” or House of Happiness, this is reportedly the 2nd home in the Winter Park area designed by James Gamble Rogers II… Boasting classic materials from the era and brimming with meticulous attention to every detail, the character, style and elegance of old-world Spain is highlighted throughout. Exceptional appointments include heart pine flooring, impressive solid stucco walls, gorgeous, beamed ceilings and pecky cypress doors. Three bedrooms (all upstairs) and all living areas/kitchen downstairs in the main residence. Additionally, there is a separate guesthouse, that could be one or two additional bedrooms or perfect for hosting friends and family with a multitude of flexible uses... Extremely well-constructed on over an acre of land, an outdoor private oasis features a saltwater pool, extensive flagstone terrace along with a sprawling back yard leading down to the lake with boathouse & waterfront entertaining. An extremely rare opportunity not only to own a part of Winter Park history, but to thoroughly enjoy the character & charm of one of Winter Park’s landmark special homes with the added bonus for those seeking to enjoy the quintessential Central Florida chain of lakes lifestyle…

1290 N Park Ave, Winter Park

$4,200,000

4 Beds ⋅ 6 Baths ⋅ Morse And Pennsylvania SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Under Construction. “UNDER CONSTRUCTION” Completion end of November. This custom-built Winter Park home is the epitome of luxury. Located at Morse and Pennsylvania is neighboring Park Avenue and Hannibal Square for fabulous dining and shopping. This Phil Kean-designed home features an open porch entry showcasing a courtyard heated pool/spa with a dramatic waterfall feature. The Summer Kitchen is perfect for indoor/outdoor entertaining. This 3-level home, with a walnut-finished elevator, offers multiple gathering and entertaining areas, a study or office, and a 3-car garage with an electric car charging station. The spacious gourmet kitchen features a Wolf professional range and 54” Dacor column refrigerator and freezer. The kitchen has a huge island, coffered lighted ceilings, beautiful custom wood cabinets that extend to the 10-foot ceilings, storage space, and a walk-in pantry. The adjacent wet bar features a built in Wolf coffee maker, Dacor wine tower, and ice maker. The lower level gathering space showcases a 20-foot ceiling with clerestory Anderson windows for a healthy lifestyle. The private owner’s suite, located on the second level, has separate his and hers closets with custom built-ins, a spa-like master bath with separate vanities, expansive mirrors, a free-standing soaking tub, and glass glass-enclosed shower. Outside the owner’s suite is a bright, airy loft that opens to a second-floor balcony. The Game room with a double coffered ceiling, located on the third level, includes golf simulator and wet bar. The massive entertaining balcony has expansive views of Winter Park. Additional exceptional features include; Anderson doors and windows, Smart house wiring, speakers, lighted staircase, elevator, upstairs balcony wired for projector, ensuite secondary bedrooms, water filtration system, tankless hot water, linear AC ventilation, prewires for window shades, ice maker, glass garage doors, and many more fabulous custom features.

664 W Morse Boulevard, Winter Park

$6,850,000

8 Beds ⋅ 10 Baths ⋅ 0000 SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This magnificent estate was originally built in 1938 with a major addition in 1999. The estate is nestled on nearly 2 acres of prime property on Lake Maitland on the Winter Park Chain of Lakes and walking distance to all the shops and restaurants on Park Avenue. As you drive up to the estate, you will be impressed by the entry gate that leads to the huge circular paved driveway complete with a fountain. For the car enthusiast, there are 2 separate garages totaling 7 spaces. There is plenty of additional parking as this house was built for luxury living and entertaining! The home spans 19,304 square feet under air and 25,124 square feet under the roof. There are two separate grand foyers to welcome you, with high ceilings, gorgeous staircases, and magnificent lake views. This home was built to showcase the stunning lake views from almost every room. There are multiple patios and balconies to offer the perfect spots to take in the incredible views. With a total of 8 bedrooms, 3 of which are master suites with ensuite bathrooms and massive walk-in closets there is no shortage of space in this home. In total, there are 9 full baths and 5 half baths making sure everyone has plenty of space in this Park Avenue Estate. Plus, there is a caregiver’s suite with private entries for live-in help. This home is equipped with 3 kitchens making any large gathering a breeze to accommodate! As well as 3 elevators so everyone can move about the estate with ease. The expansive estate is perfect for a multi-generational family, with plenty of bedrooms and bathrooms for everyone to comfortably live together. The grounds are simply beautiful, with mature landscaping and expansive lake views there is truly nothing like it. The possibilities are endless with this home! If you are looking for a one-of-a-kind property, this is it! The grandeur of this estate and its prime location makes it a truly unique find. Don’t miss your chance to own a piece of Winter Park history!

1190 N Park Avenue, Winter Park

$2,400,000

5 Beds ⋅ 6 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Under Construction. Here is the perfect opportunity to purchase your very own private sanctuary in the heart of Winter Park. This exquisite transitional modern home by Parade of Homes award winning builder Clarkson Concepts was designed with incredible details that will not disappoint. As you drive up to the property you are greeted by a contemporary, West Coast Casual elevation. A private courtyard leads you through the entrance and into your contemporary, open great room with 12’ ceilings. To the left, a relaxing living room with built-ins and fireplace. To the right you’ll find an uncompromising gourmet chef’s kitchen featuring all Subzero/Wolf appliances. The solid wood cabinets are accented by a designer backsplash and Legrand Addorne under cabinet outlets with lighting. The custom pantry features countertops for coffee station, appliances, and storage. You’ll never want to leave your grand first floor owner’s retreat with barrel vaulted ceiling and an en suite where you can soak away in your 6’ freestanding tub. His and hers solid wood vanities along with his and hers closets mean plenty of space for clothing, shoes, handbags, makeup and jewelry. A full guest suite and laundry room complete the first floor. On the second level you will find a relaxing balcony to enjoy views of your backyard, a large bonus room with vaulted ceilings, 3 bedrooms with en suites and a secondary laundry room. The private backyard outdoor oasis will include a large undercover lanai, separate, fully outfitted summer kitchen, pool with hot tub and sun shelf. Relax your days away with privacy, comfort and the best parts of Florida living while being minutes from Park Avenue, Baldwin Park, Rollins College and Advent Health. Zoned for Winter Park Schools. Call today to set your appointment with the Builder!

532 Worthington Drive, Winter Park

$?

2 Beds ⋅ 3 Baths ⋅ Temple Trail Village SubDv. ⋅ 32789 Zip Code

Wonderful Mediterranean style townhome conveniently located in Winter Park. Highlights include high ceilings, hardwood floors, wood burning fireplace, private garage and a large private screened porch with deck and hot tub - all with picturesque views ofthe conservation area. No HOA fees. Top-rated Dommerich schools.

2773 Temple Trail, Winter Park

$?

4 Beds ⋅ 3 Baths ⋅ Dixie Terr Unit No 2 SubDv. ⋅ 32789 Zip Code

Winter Park Home just steps from Park Avenue. Brazilian Cherry & Porcelain tile floors. Trey Ceilings, Crown & Chair moulding. Custom 42" Mahogany Kitchen Cabinetry with Island. Stainless Steel Appliances, Sile Stone Counters. 3 or 4 Bedrooms and 3 Full Baths. Upstairs Laundry features Stacked front load Washer & Dryer. Gorgeous Master Bath features Jacuzzi jet tub and separate shower, His & Hers vanities, brushed bronze fixtures. Custom Bronze accent. Two 10x20 covered lanai on back, one upstairs off Master Bedroom and one downstairs off Great Room. Bedroom #4 on first floor could be Den/Office/Library. Beautiful landscaping with fountain. This home has it all and is close to everything, restaurants, shopping, minutes to Park Maitland School. Enjoy all that Winter Park has to offer. MUST SEE THIS HOME. BRING YOUR pickiest BUYERS AND EXPECT TO BE IMPRESSED. **Available for Rent** $2500/mo plus $2500 security deposit.

1341 Lyndale Boulevard, Winter Park

$?

4 Beds ⋅ 3 Baths ⋅ Temple Trail Vlg SubDv. ⋅ 32789 Zip Code

Located minutes to Downtown Winter Park, this elegant condo/townhome has everything. Designer lighting, crown moldings, tile roof and secluded upstairs balcony with sitting area. Kitchen with center island, breakfast bar & walk-in pantry, formal dining room, living room with mini-wine cellar, downstairs guest bedroom and full bath. Upstairs has 3 bedrooms plus loft/Office/Computer/Game Room. Master bath has "His and Her" vanities & Jacuzzi tub. Close to shopping & easy access to major highways. Please note this is a condo/townhome. Unit 2607 is unit on the right side. Please see MLS# O4941698 for information on both units being sold as a package.

2607 Temple Trail, Winter Park

$?

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

Fourth floor luxury condo. Located just steps away from prestigious Park Avenue on historic Morse Boulevard. The Landmark is an award-winning architectural masterpiece with thirteen distinctive residences centered on a private open-air courtyard featuring an elegant fountain. Romantic gas lighting accentuates the courtyard and residences where lush window boxes overflow with colorful flowers. To those who favor the unique - these luxury condominium homes are one of a kind NEW construction with an "old world European feel". No detail has been overlooked with impressive artisan workmanship in the construction and design of the Landmark. These enchanting condominium homes are stunning, timeless and filled with charm. The Landmark is simply the finest residence in downtown Winter Park and this is your last opportunity to purchase one of the remaining developer-owned units. It is truly a Park Avenue state of mind.

140 E Morse Boulevard Unit J, Winter Park

$?

2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

GREAT TOWN HOME WITH PRIVATE REAR SCREED PORCH. BOTH BEDROOMS ARE UPSTAIRS WITH EN SUITE BATHROOMS AND WALK IN CLOSETS. MASTER BEDROOM HAS A VERY LARGE BALCONY. WOOD BURNING FIREPLACE IN THE GREAT ROOM, OPEN KITCHEN FLOOR PLAN, SCREENED PORCH WITH OUTDOOR STORAGE CLOSET. DINING ROOM OFF FRONT FOYER, LARGE LAUNDRY ROOM AND SEPARATE HALF BATH. CENTRAL HEATING AND AIR WERE INSTALLED MARCH 2011. ONLY 45 UNITS IN THIS VERY WELL FUNDED COMPLEX. ONLY TOWN HOME AVAILABLE. LAST ONE SOLD FOR OVER $200,000. RARELY DO THIS UNITS COME AVAILABLE. WALK TO WINTER PARK VILLAGE, THAT IS HOME TO PUBLIX, MITCHELLS SEAFOOD, BRIO, PF CHANG'S, CHEESECAKE FACTORY, AND REGAL 20 SCREEN MOVIE THEATER. STARBUCKS IS ONLY STEPS AWAY FROM YOUR FRONT DOOR. COMPLEX SITS ON LAKE KILLARNEY, BRING YOUR BOAT AND ENJOY THIS MASSIVE CLEAN LAKE.

130 Killarney Bay Court Unit 5-3, Winter Park

$?

3 Beds ⋅ 3 Baths ⋅ Townhomes At Indiana Place SubDv. ⋅ 32789 Zip Code

"Short Sale" ~ Great townhome with downstairs master.Chef's kitchen with granite and stainless steel appliances. Lots of square footage. Indoor laundry and 2 car garage. Quiet outdoor terrace. Great opportunity! See also 1392 Indiana for sale.

1396 Indiana Avenue, Winter Park

$?

2 Beds ⋅ 2 Baths ⋅ Villa Siena SubDv. ⋅ 32789 Zip Code

The Villa Siena Residences take sophistication to a new level offering the convenience of city living and the privilege of estate luxury.Reflecting the classic architecture of Tuscany's centuries-old Siena, Villa Siena combines Old World design and a carefree lifestyle in the heart of Winter Park. Offering 1,619 to nearly 4,000 square feet of living space, Villa Siena's eight distinct floor plans are appointed with superb features, including stone and hardwood floors, private balconies and Sub-Zero and Wolf appliances. With just four floors, Villa Siena imparts an intimate setting while delivering abundant amenities, including a club roomwith bar, billiards and card lounge, fitness center and a rooftop terrace. Villa Siena a quintessential turnkey property ideal for part-time residents and those with demanding lifestyles. Villa Siena's coveted downtown Winter Park location is replete withretail, fine dining and entertainment offerings and is in convenient proximity to the Alfond Inn.

315 E New England Avenue Unit 22, Winter Park

32789 Zip Code Real Estate & Homes with Balcony

Browse All 32789 Zip Code FL Properties with Balcony for Sale