WINTER PARK Real Estate, Homes and Condos for sale

All WINTER PARK homes currently listed for sale in WINTER PARK as of 06/23/2017 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any WINTER PARK homes for sale or other WINTER PARK real estate, please contact us and one of our knowledgeable WINTER PARK REALTORS® would be pleased to assist you.


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$7,995,000
161 PALMER AVE, Winter Park FL 32789
7
BEDS
12
BATHS
17,649
SQFT
$453
$/SQFT
2.10
ACRES
2000
BUILT
"Fabulous contemporary lakefront estate on apprx 2 acres walking distance to downtown Winter Park… A contemporary paradise with panoramic views of Lake Maitland on the 6-lake Winter Park chain of lakes. Designed by NBA star Horace Grant, expanded by current owner, and featured in the Wall Street Journal, this iconic estate is just a short walk to famed Park Avenue restaurants, bistros, wine bars and designer shops. Expansive walls of glass span the rear of the home overlooking the pool’s waterfall and panoramic elevated views across Lake Maitland, sitting on ~140-feet of lake frontage. A grand 2-story entrance greets you with a marble foyer w/ a gorgeous Chihuly chandelier and curved suspended staircase. Designed for the ultimate in entertaining, the 1st floor includes a gourmet kitchen, game room with bar, theater, gym, detached guest suite, gathering room with fireplace, bar and sliding glass walls opening to a screened lanai, summer kitchen and bath. A newly added expansive ballroom accommodates 200+ guests with wet bar and a service kitchen. An elevator showcasing original Chihuly glass grants access to the 2nd level with 5 bedroom suites & lavish master retreat w/ private balcony & ultimate privacy. The outdoor living was designed for large gatherings and features terraced gardens, spa, heated infinity-edge pool, boathouse and expansive grounds. This magnificent estate was built in 2000 and maintained to perfection by full-time house and maintenance managers available to transfer to new owners!..."
$7,495,000
1204 N PARK AVE, Winter Park FL 32789
6
BEDS
9
BATHS
8,766
SQFT
$855
$/SQFT
1.25
ACRES
2000
BUILT
"For the first time in almost 20 years, this one of a kind private estate on chain of lakes located in the prestigious Twelve Oaks peninsula and walking distance to downtown Park Avenue is available... This unprecedented property is on a spacious ~1.25 acre double lot with 2 boathouses and apprx. 250' of frontage on Lake Maitland, this unique property is the ultimate private retreat... exquisite attention to detail throughout, stunning architectural design with gracious floor to ceiling windows that provide plenty of natural light and amazing lakefront vistas... Elegant 1st level Master retreat & 3 additional bedroom suites in Main residence, plus detached 2 bedroom suite guest house, 8 garages (6 at main house & 2 at guest house), resort style 72' long negative edge swimming/lap pool with separate heated spa, luxurious outdoor living with magnificent landscaping and lighting, plus unique grandfathered lake side exercise & billiards studio... Primary residence address is 1202 N Park Avenue & guest house property is 1204 N Park Avenue (separate deeds & both properties are included in listed price) The primary residence is apprx 6564sf, detached lakeside building 1000sf and the guest house apprx. 1202sf - totaling 8766sf under air, plus porches, extensive terraces and 6 garages for main house and 2 additional garages for guest house..."
$6,795,000
1016 GENIUS DR, Winter Park FL 32789
6
BEDS
9
BATHS
10,314
SQFT
$659
$/SQFT
2.20
ACRES
2005
BUILT
"Incredible 2-acre Modern Mediterranean lakefront estate on hidden peninsula between Lake Mizell & Virginia on the 6-lake chain of lakes… Enjoy both picturesque sunrises & sunsets with Rollins College chapel and downtown Orlando illuminated in the evening. This property is on a private street with only 2 other lakefront homes and the only gated lakefront street in all of Winter Park! This award-winning home was designed by Bernie Johnson and Master Custom Builder, Rial Jones with exceptional attention to detail… Over 10,000 sf of living area & apprx 15,000 sf under roof, this home offers every amenity, masterfully designed open floor plan, 6 bedroom suites, media rm, library, loft & other flexible spaces… Features include ceilings artfully designed, wood beams, coquina baseboards, Venetian plaster, custom millwork, travertine & distressed wood floors & exquisite detail… Gourmet island kitchen has commercial grade natural gas appliances, unique wood burning grill, adjacent butler's pantry plus a wine room. Downstairs master retreat overlooks lake with gas fireplace, sitting room, spacious dressing area, plus his/her baths. Four themed bedroom suites upstairs with offices for each. The lakefront lifestyle includes elegant pool with water features, 1260sf covered lanai with gas fireplace, pizza oven and summer kitchen, sport court, 4 garages in motor court all encompassed by lushly landscaped grounds with surrounding lakes... Truly one of the finest homes in Winter Park and Central Florida!"
$5,495,000
1202 N PARK AVE, Winter Park FL 32789
4
BEDS
7
BATHS
6,564
SQFT
$837
$/SQFT
0.82
ACRES
2000
BUILT
"For the first time in almost 20 years, this one of a kind private estate on chain of lakes located in the prestigious Twelve Oaks peninsula and walking distance to downtown Park Avenue is available... This unprecedented property is on a spacious lot with frontage on Lake Maitland, this unique property is the ultimate private retreat... exquisite attention to detail throughout, stunning architectural design with gracious floor to ceiling windows that provide plenty of natural light and amazing lakefront vistas... Elegant 1st level Master retreat & 3 additional bedroom suites, 6 garages, resort style 72' long negative edge swimming/lap pool with separate heated spa, luxurious outdoor living with magnificent landscaping and lighting, plus unique grandfathered lake side exercise & billiards studio..."
$4,995,000
1941 LEGION DR, Winter Park FL 32789
6
BEDS
9
BATHS
10,493
SQFT
$476
$/SQFT
1.09
ACRES
2008
BUILT
"LUXURIOUS LAKE MAITLAND ESTATE! This Winter Park Chain of Lakes Custom 5 car garage home has panoramic views of Lk. Maitland w/ 175' of water frontage on 1.09 acres. This magnificient home has it ALL! The living & entertaining areas are spacious & elegant, w/ sweeping views of the lake from almost every room. High end finishes in the main house include French doors, central vacuum, custom built-ins, surround sound, security camera, wine cellar, gas fireplaces, & extensive detailed millwork. The downstairs has formal living room, dining room, media room, game room with a large impressive granite full bar, library, exercise room, en suite bedroom & family room that opens into the kitchen. This kitchen is a Chef's entertaining dream with a 6 burner gas cooktop, convection & double ovens, Thermador S/S freezer & frigerator, 10x5 granite island, triple sink, Butler's pantry w/coffee bar & wine frig. There are 3 more en suites bedrooms upstairs plus the master suite which resembles a 5 star Hotel with sitting room, double walk-in closets, balconies w/ lake views and expansive master bathroom. This property also has a separate bonus/ 6th en suite/ or guest studio apt. in the main interior and a detached 1 bedroom/1 bath full cottage apt. with a full size kitchen. Outdoor living spaces include gazebo w/ fireplace & summer kitchen, salt water pool, heated spa, & double slip boat dock. TRULY AN IMPECCIBLE PIECE OF PROPERTY WITH A RATED SCHOOLS AND ALL WITHIN WALKING DISTANCE TO PARK AVENUE!!!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,095,000 TO $4,995,000 
$4,600,000
2040 VENETIAN WAY, Winter Park FL 32789
6
BEDS
8
BATHS
7,677
SQFT
$599
$/SQFT
1.15
ACRES
2002
BUILT
"Elegant Mediterranean Lakefront with over an acre of land in the “heart of Winter Park” With 227ft. of lakefront, the view is one of the most breathtaking on the Winter Park Chain. This 6 bedroom/7 ½ bath, pool home was designed by Slocum Platts Architects and built by Maroon Fine Homes. Lake views from almost every room in the home. All of the ceilings in the main living areas are coffered and uniquely designed using Ipe and Pecky Cypress wood in the family and billiard rooms. The kitchen is gourmet featuring double ovens, warming drawer, two dishwashers, gas cooktop, granite countertops, custom cabinetry, butler’s pantry and a hidden pantry, opening up to the cozy family room and breakfast nook. Beautiful Brazilian Walnut hardwood floors and travertine in main living areas. The downstairs features a secondary master bedroom, billiard room with bar, theatre and a laundry room. Upstairs you will find the master bedroom with an expansive balcony overlooking the lake, an office, 3 bedrooms that are all en suite and a secondary laundry room. There is a 1 bedroom/1 bath guest suite located over the 5 car garage. The backyard is truly an oasis featuring a 12 x 77ft covered patio, with a summer kitchen and gas fire pit. Beyond the 50ft. swimming pool and Jacuzzi is a beautiful backyard with plenty of room for the kids and dogs. The boathouse is equipped with boat lift and storage. Other great features include crown molding, surround sound throughout. Walking distance to WP Racquet Club & A rated schools."
* LISTED OVER 120 DAYS 
$4,595,000
147 VIRGINIA DR, Winter Park FL 32789
5
BEDS
8
BATHS
7,800
SQFT
$589
$/SQFT
1.59
ACRES
1925
BUILT
"One of Winter Park’s most premier and timeless traditional lakefront estates elevated on apprx. 1.5 acres and 200’ of lake frontage on Lake Virginia walking distance to Rollins College and famed Park Avenue... The home was originally built in 1925, but the current owners completely renovated and expanded the home in 2010. There are spacious living spaces & high ceilings in the main home includes 4 bedrooms/5 baths, library, formal living and dining rooms, and family room. There is a detached guest suite over the main 2-car garage and separate private 1 bed/1 bath guest house on the back of the property over an add’l 2-car garage. Interior features include gorgeous chef’s island kitchen with professional grade appliances and picturesque views of the lake, 2 fireplaces, extensive custom moldings and millwork throughout, and stunning original hardwood floors. Fabulous master retreat with spa-like bathroom, soaking tub, large custom closet, and separate exercise room. The outdoor living spaces take full advantage of lakefront lifestyle with expansive open porch, screened lanai, and trellis covered patio perfect for al fresco dining, all capturing the panoramic elevated views across the expansive manicured yard and lake at Rollins College and downtown Winter Park. Boat dock with power lift, storage room, and sun deck. Other features include 2 private automatic gated entrances, 4 garages, motor court, circular drive, basement, mature landscape with magnificent Live Oaks and Palms, and much more….."
* PRICE LOWERED - $4,995,000 TO $4,595,000 
$4,250,000
916 PALMER AVE, Winter Park FL 32789
5
BEDS
5
BATHS
4,259
SQFT
$998
$/SQFT
1.82
ACRES
1914
BUILT
"Extraordinary Winter Park Chain of Lakes opportunity with 1.8 buildable acres! Incredibly large 79,409 square feet tract of direct lakefront property on Lake Osceola with 231.4 ft of shoreline and spectacular views of Rollins College across the lake. This magnificent property boasts a stately two story five bedroom French Provincial style 4,259 sf home circa 1914 and a two bedroom 1,260 sf carriage house circa 1935, a tennis court and a boat dock. The home is in need of restoration and has lovely architectural details such as leaded glass transoms, beautiful wrought iron stair rail, arches, high ceilings and wood floors throughout all main areas. This size acreage with direct southern lakefront exposure on the exclusive Winter Park Chain of Lakes is a rare and remarkable opportunity to restore or build new. Please call for an appointment to see this exclusive lakefront property close to downtown Park Avenue and all its wonderful amenities. Sold in As-Is condition."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,450,000 TO $4,250,000 
$3,950,000
740 PALMER AVE, Winter Park FL 32789
5
BEDS
5
BATHS
4,810
SQFT
$821
$/SQFT
2.79
ACRES
1955
BUILT
"Never before on the market this is a rare opportunity to own a piece of Winter Park History! Gorgeous 1955 Gamble Rogers home with double waterfrontage (155’ on Lake Osceola, 235’ on the Venetian Canal). Amazing architecture, both inside and out. Grand foyer with spiral staircase. Formal living areas with panoramic views of the majestic oaks and lake. Double master suites, one upstairs and one down. Room for an expansive, gourmet kitchen. Oversized bedrooms, each with full bath. Walk out balconies off the front and back of the home featuring detailed iron work. Home is impeccable and is representative of timeless elegance and class. Stunning property offers over 1 acre of land and is set quietly back from Winter Park’s prestigious Palmer Avenue. Surrounded by both historic and brand new multi-million dollar homes, this one-of-a-kind property is walking distance to Park Avenue, and minutes from the Interlachen Golf & Country Club and Winter Park Racquet Club. Properties this special hardly ever come on the market, so don’t wait. If you’ve been looking for the perfect place to renovate or build your lakefront estate, this is it."
$3,750,000
511 W CANTON AVE, Winter Park FL 32789
5
BEDS
8
BATHS
8,900
SQFT
$421
$/SQFT
0.86
ACRES
2014
BUILT
"Magnificent Mid-Century Modern estate in downtown Winter Park setting walking distance to Park Ave, Winter Park Village & new Whole Foods… A resort style extremely private retreat you will never want to leave... Enjoy the clean lines and simple elegance of perfection with glass porcelain floors and dramatic floor to ceiling picture windows surrounding the tremendous “park like” setting courtyard from every room… Entertaining options are endless with multiple generous size living areas with wonderful high ceilings and light flooding in every room… Impressive entry with immediate paradise surrounding you bringing the outside in along with spacious seating area, designer lighting, tongue & grove ceiling, and wonderful dining area… Magazine quality sleek - sophisticated interiors, spacious multi-island commercial grade kitchen open to additional dining & casual gathering area… Display your own private art collection in gallery walls thru-out with lighting to enjoy for all… And, with the push of one button, activate the external shades to cover all exterior windows, doors, and garage doors, providing the ultimate in security and privacy. Perfect home for the collection enthusiast with space for up to 20 cars or custom motor coach, boat(s), motorcycles & more in the over-sized air-conditioned garages with over 20 ft. of ceiling height & commercial rolling doors. This one-of-a-kind contemporary masterpiece in the heart of Winter Park and the ultimate in design, privacy, luxury, and security…"
* LISTED OVER 120 DAYS  * PRICE INCREASED - $2,995,000 TO $3,750,000 
$3,500,000
2150 VIA TUSCANY , Winter Park FL 32789
7
BEDS
10
BATHS
7,670
SQFT
$456
$/SQFT
0.87
ACRES
2002
BUILT
"Timeless perfection encompasses every room of this stunning Winter Park estate. Custom built by Charles Clayton, this seven bedroom, seven bath home exudes character and charm throughout and includes features so seldom found in today’s homes including brick laid floors, wood beam ceilings, formal living and dining rooms, three brick fireplaces, a gourmet kitchen that opens to the family room, downstairs master retreat, home office, movie theater, upstairs game room, a detached in-law suite, and a bonus room with full bath above the four car garage. Resort style pool and spa pairs perfectly with the outdoor kitchen and gazebo with fireplace, surrounded by a private brick wall. Home sits high on 0.87 acres of land, offering beautiful sunset views over the Via Tuscany pond. Nestled in the heart of the Vias this home is truly a magnificent estate."
* LISTED OVER 120 DAYS 
$3,390,000
440 HENKEL CIR, Winter Park FL 32789
5
BEDS
8
BATHS
6,025
SQFT
$563
$/SQFT
4.57
ACRES
2007
BUILT
"Come enjoy Florida living at its best with this gorgeous Craftsman style home, featuring approximately an acre of land and 200’ on Lake Mizell. Impeccably designed, with attention to every detail, this stunning four bedroom home offers four full baths, three half-baths, a detached one bedroom + living quarters guest house, a home fitness center, boathouse & more! The Chef’s kitchen includes state-of-the-art Viking appliances, a gas range, custom wood cabinetry, a breakfast nook with built-in seating, and a wine bar. The heart of the home is the oversized Greatroom with sliding glass doors that seamlessly bring the indoor/outdoor living rooms together and provide panoramic views of the lake. Downstairs master retreat has access to the covered porch, water views, and a BainUltra spa bath. Upstairs are three very generously sized bedrooms and a home theater with projection screen. Hardwood floors, slate tiles, wood-beam ceilings, extensive crown moldings, iron railings, and exquisite chandelier and lighting fixtures – it’s no wonder this home is an Aurora Award winner. Located on the north shore of Lake Mizell, this home takes advantage of beautiful sunrises and peaceful views of the Genius Preserve. Just a few blocks from Park Avenue, you’re only minutes away to the brand new Winter Park Golf Course and a short walking distance to fabulous restaurants, Rollins College, the Polasek Museum, & Alfond Inn."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $3,290,000 TO $3,390,000 
$3,350,000
639 N PARK AVE, Winter Park FL 32789
3
BEDS
5
BATHS
4,237
SQFT
$791
$/SQFT
0.07
ACRES
2017
BUILT
"Under Construction... Park Hill, an ultra-luxury 10 townhome project by Hill Gray Seven LLC (only 5 remaining), is a once-in-a-lifetime opportunity to own the most exclusive and luxurious townhome ever built in Winter Park. Designed by award winning Slocum Platts architects, Park Hill's classically styled architecture will likely be the only remaining new residential construction along the famed stretch of Park Avenue that encompasses downtown and its many charms. Unmatched quality construction with slate & copper roofs & gutters, precast siding and handmade brick. Interior features include magnificent detailing and unsurpassed craftsmanship with three bedrooms in each townhome, approximately 3,300 - 4,300 sq. ft. of living area under roof, private elevators, two-car garages + additional parking, private first-floor courtyards with lush elegant landscaping, covered rooftop terraces with summer kitchens and fireplaces, plus literally walls of glass providing natural light into every floor. Energy efficient construction and state-of-the-art smart home technology throughout. Exterior maintenance handled by the association makes Park Hill an ideal lock and leave primary residence... note: interiors may be custom designed... Reserve your new residence now as there are only a handful of homes remaining for this soon to be award winning downtown Winter Park lifestyle!"
$3,350,000
635 N PARK AVE, Winter Park FL 32789
3
BEDS
5
BATHS
4,244
SQFT
$789
$/SQFT
0.07
ACRES
2017
BUILT
"Under Construction... Park Hill, an ultra-luxury 10 townhome project by Hill Gray Seven LLC (only 5 remaining), is a once-in-a-lifetime opportunity to own the most exclusive and luxurious townhome ever built in Winter Park. Designed by award winning Slocum Platts architects, Park Hill's classically styled architecture will likely be the only remaining new residential construction along the famed stretch of Park Avenue that encompasses downtown and its many charms. Unmatched quality construction with slate & copper roofs & gutters, precast siding and handmade brick. Interior features include magnificent detailing and unsurpassed craftsmanship with three bedrooms in each townhome, approximately 3,300 - 4,300 sq. ft. of living area under roof, private elevators, two-car garages + additional parking, private first-floor courtyards with lush elegant landscaping, covered rooftop terraces with summer kitchens and fireplaces, plus literally walls of glass providing natural light into every floor. Energy efficient construction and state-of-the-art smart home technology throughout. Exterior maintenance handled by the association makes Park Hill an ideal lock and leave primary residence... note: interiors may be custom designed... Reserve your new residence now as there are only a handful of homes remaining for this soon to be award winning downtown Winter Park lifestyle!"
$3,295,000
181 VIRGINIA DR, Winter Park FL 32789
4
BEDS
4
BATHS
4,908
SQFT
$671
$/SQFT
0.69
ACRES
1928
BUILT
"This is the first time in almost 50 years this amazing Mediterranean lakefront estate has been available for purchase. Located just blocks from Park Avenue on the shores of Lake Virginia you can enjoy panoramic views across the lake at Rollins College. Originally built in 1928, this home has been lovingly maintained, enhanced, and updated over the years all while maintaining the original charm. Nestled on over 3/4 acre with more than 150’ of lakefront, this is one of Winter Park’s premier lakefront properties. Once you enter the home you instantly see the original detail that you cannot reproduce today. Downstairs you will find the expansive family room overlooking the back yard and the lake, formal dining room, living room, Florida room, study, and chef’s island kitchen with professional grade appliances. Off the kitchen is a stairwell down to the +/-3,000 bottle climate controlled wine cellar. Upstairs houses the master bedroom suite and 3 other bedrooms. Interior features include 2 wood burning fireplaces (natural gas starter), gorgeous mouldings, built-ins, and French doors throughout; beautiful oak hardwood and tile floors; and detailed tongue & groove and beamed ceilings. Outside has multiple entertaining areas including poolside and lakeside vistas, a wonderful patio under a majestic Live Oak, huge back yard, and boathouse with power boat lift and rooftop deck, all surrounded by meticulously maintained landscape and grounds. Truly a classic and beautiful Winter Park estate for the ages."
* PRICE LOWERED - $3,495,000 TO $3,295,000 
$2,990,000
1600 HIGHLAND RD, Winter Park FL 32789
5
BEDS
7
BATHS
6,345
SQFT
$471
$/SQFT
0.46
ACRES
2008
BUILT
"This rustic modern Parade of Homes winner was custom built with extreme care and thought for the most discerning buyer. No detail has been overlooked, creating spaces that are excellent for both entertaining and living. Mahogany entry door leads to an outdoor lanai complete with pool, dining, and lounge. Retractable screens that can create indoor/outdoor space with a push of a button. Amazing chef’s kitchen with natural gas burners, a steam oven, three convection and a Wolf pizza oven surrounded by custom cabinetry and a barrel tiled ceiling. A separate entertaining grill area overlooking family room. Motorized sliding glass doors completely retract to blend interior and exterior. Luxurious downstairs master retreat with large sitting room, two-sided fireplace and access to lanai through motorized sliding doors. Master bath with his and her water closets, steam shower, massage room with adjoining cedar lined dry sauna. Downstairs office, attached and detached guest room, allows for one floor living. Second floor has two bedrooms, workout area, and flex living space with private balcony. Whole home automation system, theater room, foam insulation, double pane Hurd windows, refrigerated wine room, fifteen security cameras, Crestron audio system, Auto lighting system, and five car capacity garages. Located close to Downtown Winter Park, with quick access to Baldwin, Audubon, and Downtown Orlando makes this a prime location. Property is leased until 5/31/2018."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,375,000 TO $2,990,000 
$2,895,000
1653 CHASE LANDING WAY, Winter Park FL 32789
5
BEDS
7
BATHS
6,882
SQFT
$421
$/SQFT
0.59
ACRES
2003
BUILT
"Elegant Winter Park lakefront estate in the highly sought after Windsong neighborhood at the end of a quiet cul-de-sac on private ski lake. The first floor master retreat has panoramic views of the lake, large bedroom area with tray ceilings and accent lighting, expansive closet, dual entry shower, and beautiful soaking tub. The chef’s island kitchen is open to the gathering room and equipped with professional grade stainless appliances, granite countertops, custom cabinets, and eat-in area overlooking the infinity edge pool, yard, and lake. Also, downstairs you will find the large media room. Upstairs houses 3 en-suite bedrooms, a large bonus room, exercise area, and wet-bar. The home has a separate private stairway that leads to a full in-law/guest suite. Outdoors you will find multiple entertaining areas including a screened in summer kitchen, large covered lanai, resort style pool and spa, built-in fire pit, large manicured yard and boat dock with lift. Other features of the home include Crestron Home Control System, tons of storage, butler’s pantry, flat tile roof, 3-car garage, wood, tile, and beautiful carpet flooring. Built by David Konkol Homes, this custom home has high end finishes for the most discriminating buyer and has been meticulously maintained... all with outstanding Winter Park schools! Easy access to downtown Winter Park’s Park Avenue, Florida Hospital, Rollins College and UCF, Interlachen Country Club and just a few minutes from downtown Orlando."
* NEW LISTING 
$2,878,000
125 S INTERLACHEN AVE #6, Winter Park FL 32789
3
BEDS
5
BATHS
4,160
SQFT
$692
$/SQFT
0.35
ACRES
2016
BUILT
"Under Construction. Only two residences remain! Your opportunity to own unprecedented luxury in the most exclusive area of Winter Park has arrived. South Interlachen Place is around the corner from world famous Park Avenue, across the street from the Alfond Inn, and just a stone’s throw from the Winter Park Chain of Lakes. Comprised of six exquisitely appointed townhouses, South Interlachen Place is being built with premium level specifications; a standard of luxury usually only found in cosmopolitan world-class destinations. Award winning architect, Randall Slocum of Slocum Platts Architects, placed privacy as his top priority in creating the design for South Interlachen Place. Every fee-simple residence has a private two-car garage, private elevator to all levels, and lush, mature landscaping defining the entrances. A truly unique aspect of the design is the extraordinarily large and private roof top terrace for each individual residence providing both covered and open areas for outdoor dining and entertaining; each with a fireplace and powder bath. The residences are designed with universal features throughout; allowing for invisible accessibility that can respond to changing life styles. Each townhouse embraces smart technology for entertainment, lighting, energy management and security. There is just too much more to list here. Live in one of the most beautiful Winter Park residences in a truly exceptional downtown location - live at South Interlachen Place."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $2,848,000 TO $2,878,000 
$2,800,000
1020 N PARK AVE, Winter Park FL 32789
5
BEDS
8
BATHS
8,342
SQFT
$336
$/SQFT
0.36
ACRES
2004
BUILT
"Your opportunity to own a Masterpiece on the most prestigious street in Central Florida! This Classic Estate offers elegance, luxury and entertainment in the heart of desired Winter Park. With just a short walk from all the fine restaurants and shopping on Park Avenue. As you enter this home you will be mesmerized with the attention to details given by the award winning builder's team Maroon Fine Homes & Marquis Fine Homes. The 3 story home features on the main level a formal living room with fireplace, family room, dining room, study, master bedroom and a gourmet kitchen with professional appliances. As you step into the temperature controlled lanai you will find an additional fireplace, summer kitchen and electronic hurricane shutters. Backyard offers room for outdoors entertaining, heated pool/spa and outdoor fireplace. You can take the fully operational elevator to the base level where you will find a fully equipped gym, climate controlled wine cellar, full wet bar, game room, movie theatre and 2 full suites. The home's top level features additional living space and 2 full suites. No description or photos can make justice to this stunning property!!!!!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,300,000 TO $2,800,000 
$2,699,000
671 VIA LUGANO, Winter Park FL 32789
6
BEDS
9
BATHS
7,048
SQFT
$383
$/SQFT
0.48
ACRES
2007
BUILT
"Captivating Santa Barbara Mission Style Estate Home tucked away In the desirable Via’s of Winter Park. Unparalleled privacy, wonderfully authentic, gorgeous entry courtyard, balcony, and French doors throughout create the ideal indoor /outdoor lifestyle. This home features Groin Vault Ceilings with Hand Painted Details, 1,000 Bottle Climate Controlled Wine Room, Theatre, all guest bedrooms are en suite. For your comfort, this Estate includes, natural gas, a generator, and 3 Car Garage & parking pad. This stunning home has it all. Please call for your private showing."
$2,695,000
699 OSCEOLA AVE, Winter Park FL 32789
5
BEDS
4
BATHS
5,409
SQFT
$498
$/SQFT
0.77
ACRES
1930
BUILT
"Timeless 1930 Mizner Mediterranean Lakefront estate steeped in Winter Park history with long views across Lake Osceola. Updated to today’s standards with the authentic character maintained to keep the original charm and elegance. Enter the home into a large foyer and the quality of the original construction is evident. The downstairs family room has spectacular pecky cypress beams, built-ins carved out of the plaster walls, original tiled fireplace, and gorgeous dark hardwood floors. Also, downstairs you will find the eat-in chef’s island kitchen equipped with granite countertops, commercial stainless appliances, custom cabinetry, and beautiful tile floors. The expansive downstairs master retreat has a sitting area, his and her closets, and a separate shower and tub. Upstairs houses four additional bedrooms all with views over the pool and lake. Perfect for entertaining, the outside living areas include a wonderful covered porch, large patio under an amazing Live Oak, a resort style pool setting, a white sand beach on the shoreline, and a dock with power boat lift and storage closet. Just steps from Park Avenue this lakefront estate is a must see..."
* PRICE LOWERED - $2,795,000 TO $2,695,000 
$2,650,000
649 N PARK AVE, Winter Park FL 32789
3
BEDS
4
BATHS
3,180
SQFT
$833
$/SQFT
0.12
ACRES
2017
BUILT
"Under Construction... Park Hill, an ultra-luxury 10 townhome project by Hill Gray Seven LLC (only 5 remaining), is a once-in-a-lifetime opportunity to own the most exclusive and luxurious townhome ever built in Winter Park. Designed by award winning Slocum Platts architects, Park Hill's classically styled architecture will likely be the only remaining new residential construction along the famed stretch of Park Avenue that encompasses downtown and its many charms. Unmatched quality construction with slate & copper roofs & gutters, precast siding and handmade brick. Interior features include magnificent detailing and unsurpassed craftsmanship with three bedrooms in each townhome, approximately 3,300 - 4,300 sq. ft. of living area under roof, private elevators, two-car garages + additional parking, private first-floor courtyards with lush elegant landscaping, covered rooftop terraces with summer kitchens and fireplaces, plus literally walls of glass providing natural light into every floor. Energy efficient construction and state-of-the-art smart home technology throughout. Exterior maintenance handled by the association makes Park Hill an ideal lock and leave primary residence... note: interiors may be custom designed... Reserve your new residence now as there are only a handful of homes remaining for this soon to be award winning downtown Winter Park lifestyle!"
$2,650,000
2064 VENETIAN WAY, Winter Park FL 32789
4
BEDS
5
BATHS
4,638
SQFT
$571
$/SQFT
0.56
ACRES
2005
BUILT
"Gorgeous four bedroom, four and one half bath pool home with 65’ on Lake Maitland. Beautiful hardwood floors, crown moldings, custom built-ins, and high ceilings compliment the home’s interior with lake views from nearly every room in the house! Gourmet kitchen features an oversized island and breakfast bar with gorgeous granite countertops, walk in pantry, dark wood cabinetry, and top-of-the-line GE Monogram appliances. Off the kitchen is the home’s family room with a gas fireplace and sweeping views of the infinity pool and lake. The first floor showcases an additional formal living room and dining room, home office with custom built-ins and a downstairs game room/home theater with bar. The luxurious master suite offers a spa bath complete with large soaking tub, glass shower, his and her vanities, an expansive walk-in closet and French doors that lead to the private lanai with breathtaking views of Lake Maitland. Each of the three upstairs bedrooms has a walk-in closet and spectacular lake views. Boathouse and dock features bench seating, perfect for overlooking the Winter Park Racquet Club and taking in picture perfect sunsets. Tranquil pool and outdoor fireplace create the ideal summer hang out for friends and family. Enjoy living on the highly coveted Winter Park Chain of Lakes with Park Avenue’s award-winning restaurants just around the corner."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,750,000 TO $2,650,000 
$2,596,500
503 N INTERLACHEN AVE #300, Winter Park FL 32789
3
BEDS
5
BATHS
3,293
SQFT
$788
$/SQFT
0.48
ACRES
1966
BUILT
"Pre-construction. To be built. Interlachen North Condominium is Winter Park's newest, exclusive address with only eight single floor residences. Construction of Interlachen North Condominium is scheduled to commence fourth quarter 2017. THE RESIDENCE IS THE LAST REMAINING OF THE TWO PENTHOUSES. Unique features of these special residences include large open floor plans, age in place design, extensive private outdoor living spaces, sound attenuation between residences, and designated underground parking. The project boasts an unrivaled location - walking distance to the shops and restaurants of Park Avenue, yet located amidst Winter Park's most sought after residential neighborhood. Designed by award winning Slocum Platts Architects, North Interlachen Condominium is designed with a neoclassic exterior and luxurious detailing throughout. Energy efficient construction and state of the art smart home technology in every residence allow owners the peace of mind of a lock up and go lifestyle. This is a rare opportunity to have the best of both worlds: downtown Winter Park living and a private retreat on one of the most exclusive residential streets in Winter Park."
* NEW LISTING 
 
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