Winter Park Real Estate, Homes and Condos for sale

All Winter Park homes currently listed for sale in Winter Park as of 08/20/2017 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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$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!"
* LISTED OVER 120 DAYS 
$4,895,000
1941 LEGION DR, Winter Park FL 32789
6
BEDS
9
BATHS
10,493
SQFT
$467
$/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 & Below Appraisal!! 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 - $4,995,000 TO $4,895,000 
$4,500,000
2040 VENETIAN WAY, Winter Park FL 32789
6
BEDS
8
BATHS
7,677
SQFT
$586
$/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 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  * PRICE LOWERED - $4,600,000 TO $4,500,000 
$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."
$3,894,000
540 N INTERLACHEN AVE, Winter Park FL 32789
3
BEDS
5
BATHS
5,249
SQFT
$742
$/SQFT
0.78
ACRES
2000
BUILT
"Beautiful James Gamble Rogers New England Colonial Revival style Lakefront estate home in the heart of downtown Winter Park. Limed brick fa ade, brick driveway and patios and lush landscaping make this an elegant setting. Built in 1933 and Updated in 2000 with custom built in cabinetry through out almost every room, the finest millwork, upgraded lighting and designer finishes. Impeccably maintained with careful attention to all the details. Separate garden cottage, covered boat lift, dock and additional secured storage. Panoramic views of Lake Osceola and access to the Winter Park Chain of Lakes. Easy potential for 4th and 5th bedroom is the 14X 26 upstairs lanai/ work out room."
$3,700,000
1637 CHASE LANDING WAY, Winter Park FL 32789
5
BEDS
6
BATHS
6,272
SQFT
$590
$/SQFT
0.71
ACRES
2002
BUILT
"This amazing 2 story lakefront home is located in Winter Park s exclusive Windsong Preserve Point neighborhood and features stunning views of Lake Berry. The house was extensively renovated in 2008-2009. Enjoy the Florida luxury lifestyle while relaxing in your private pool and spa or entertain your friends and family with a full outdoor kitchen and huge patio area. The large covered dock has a motorized lift that s perfect for your boat, jet ski, fishing or you can simply enjoy the nature of the lake while relaxing on the built-in seating. This incredible home has 5 bedrooms, 5.5 bathrooms, gourmet kitchen with top chef quality appliances and an incredible granite topped island, temperature controlled wine room, movie theater, library/study, upstairs game room, built-in wet bar and fireplace. The fabulous master suite is an oasis unto itself with vaulted ceilings, lake and pool views and a stellar master bathroom with his & her walk-in closets, walk-in shower and Jacuzzi bath. The home s open floor plan features beautiful travertine tile with hand crafted wood beams and custom wrought iron accents throughout. Beautiful inside and out, this fantastic home has A+ rated schools and is only minutes from downtown Winter Park, Park Avenue shopping & dining. Request your private showing to tour this exquisite home today."
$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 
$3,495,000
472 HENKEL CIR, Winter Park FL 32789
4
BEDS
7
BATHS
4,686
SQFT
$746
$/SQFT
0.38
ACRES
2017
BUILT
"Just completed 2017 new contemporary lakefront masterpiece on Chain of Lakes and convenient walking distance to downtown Winter Park / Park Ave and Alfond Inn ! Approx 5,000sf of air conditioned living area with bright - wide open floor plan, clean lines, neutral designer interiors , 10'8 architectural ceilings, expansive picturesque windows/doors thru-out, 10 Casablanca folding LaCantina doors, 4 bedroom suites w/ Master down, 2nd level spacious media/flex room w/ private terrace overlooking tranquil Lake Mizell Fabulous chef s kitchen with all Sub Zero/Viking appliances Technologically advanced home automation with ipad docking stations (or use your iphone app) for security, surround sound, media, AC systems, and more Amazing entertaining home with the indoors seamlessly flowing outdoors with wonderful summer kitchen, pool, spa, expansive terrace, fire pit, gas tiki torches, lavish landscaping, lawn, specimen live oak tree on lakeshore, new boathouse with enclosed storage room, and more Must see to appreciate fantastic one of a kind opportunity available for new construction currently on Chain of Lakes!"
$3,450,000
975 GREENTREE DR, Winter Park FL 32789
4
BEDS
5
BATHS
5,731
SQFT
$602
$/SQFT
0.70
ACRES
1989
BUILT
"Elegant Charleston style lakefront residence in secluded setting on premier Lake Osceola overlooking an absolutely gorgeous, tranquil cove! Sophisticated home where the attention to detail, character and quality in craftsmanship with this home is outstanding Located on a quiet tree-lined dead end street walking distance or a short boat ride across the lake to downtown Winter Park! Flexible open, yet warm traditional interiors with spacious rooms, high ceilings, extensive moldings, gorgeous heart of pine wood flooring, LED lighting, upgraded AC systems & insulation, fireplace, French doors, built-ins & wine room In 2009 as well as other recent enhancements by current owner, this property has experienced significant renovations to bring it up to current expectations Grand double-sided entrance/lake view foyer, generous chef s island kitchen w/ separate breakfast room, open to family/gathering room, stunning solid paneled library, home office, bonus/media rm, separate private guest quarters oversized 3-car garage, plus motor court for ample guests parking Lushly landscaped grounds including private courtyard, sandy white beachfront, fabulous grandfathered covered double boathouse with expansive decking and air-conditioned lakeside room with apprx 200' of lake frontage A truly one of a kind lakefront estate the most discriminating buyer!"
* PRICE LOWERED - $3,595,000 TO $3,450,000 
$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!"
$3,295,000
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."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,495,000 TO $3,295,000 
$3,150,000
440 HENKEL CIR, Winter Park FL 32789
5
BEDS
8
BATHS
6,025
SQFT
$523
$/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 LOWERED - $3,390,000 TO $3,150,000 
$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."
$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."
* LISTED OVER 120 DAYS 
$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!"
* LISTED OVER 120 DAYS 
$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."
$2,495,900
1812 STONEHURST RD, Winter Park FL 32789
5
BEDS
7
BATHS
5,160
SQFT
$484
$/SQFT
0.46
ACRES
2017
BUILT
"UNDER CONSTRUCTION: Stunning Transitional Estate on a gorgeous 100x230' lot with mature oaks. From the moment you walk thru the private entry gates into a 500sq.ft open courtyard with fireplace, you will know you've arrived some place very special. This predominately one story estate features a floor plan designed for entertaining and function with 5,160' of luxury, 5 Bedrooms, 7 Baths, Study/Gym with large glass doors opening onto the inner courtyard, a downstairs Game Room with two walls of disappearing glass that focus your attention to the 1,200' rear patio and custom pool/spa. Additional custom touches include 4 separate garages with laminated glass doors, custom 10' tall glass/iron entry doors, handmade custom cabinetry, granite and quartz tops, a stainless steel appliance package that includes 2 dishwashers, 2 refrigerators, 2 freezers, 6 motorized screens on rear lanai, full summer kitchen including custom bar cabinetry, grill and refrigerator. Energy Saving Features are also included such as Insulated Pella Wood Windows, tankless gas water heaters, multi zone AC systems, injected foam in the block walls and Icynene Spray Foam Insulation in the attic. Several selections can still be customized by the client. Built by Richard Woodruff, Woodruff Construction & Development, Inc., a Master Custom Builder Council member. NOTE: Builder owns other properties nearby for additional custom home building opportunities. Renderings for conceptual purposes only. Subject to changes without notice."
* LISTED OVER 120 DAYS 
$2,450,000
401 LAKEWOOD DR, Winter Park FL 32789
4
BEDS
5
BATHS
4,002
SQFT
$612
$/SQFT
0.87
ACRES
1957
BUILT
"287' of lakefront with northern exposure on the Winter Park Chain of Lakes!! This is a wonderful opportunity to own a gorgeous and sophisticated Winter Park lakefront estate on Lake Osceola. The home is a true 1-story home. Located on a point of land at the end of a cul-de-sac, this unique property takes advantage of the panoramic 180 degree lake views from almost every room in the home. As you approach this one-level home via the tree-lined Chicago brick driveway, you know you are getting ready to experience something special. Interior features include beautiful oak hardwood floors, vaulted ceilings, extensive wanes coting and molding throughout, flexible open floor plan with great spaces for entertaining, wood burning fireplace, and wet bar. The eat-in island kitchen has granite countertops, beautiful tile floors, and great views of the lake. The master retreat has a very large walk-in closet and beautiful master bathroom with marble tile, dual vanities, walk-in shower, and separate tub. The beautifully manicured grounds have multiple areas for entertaining friends or relaxing with family lakeside. There is a 2 level boathouse with covered boatlift, storage room, and rooftop deck. This is a spectacular one-of-a-kind Winter Park lakefront estate perfectly located just minutes from the Park Avenue retail district and all that Winter Park has to offer "
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,595,000 TO $2,450,000 
$2,399,000
302 GENIUS DR, Winter Park FL 32789
5
BEDS
7
BATHS
6,607
SQFT
$363
$/SQFT
0.50
ACRES
2008
BUILT
"Beautiful Windsong Community, 5 Bedrooms with 5 full baths and 2 half. Hardwood floors, gourmet kitchen overlooking pool with summer kitchen."
$2,395,000
1619 LOOKOUT LANDING CIR, Winter Park FL 32789
5
BEDS
7
BATHS
7,450
SQFT
$321
$/SQFT
0.36
ACRES
2007
BUILT
"Custom Windsong Estate Home....Exceptional attention to detail Over 7,000 sf of living area & apprx 10,000 sf under roof, this home offers a masterfully designed floor plan, 5 bedroom suites, media rm, library, game room & other flexible spaces Features include custom painted ceilings, Venetian plaster, custom millwork, travertine & Brazilian flooring with exquisite detail Gourmet kitchen features custom ebony wood island, as well as breakfast bar seating, commercial grade natural gas appliances hidden walk-in pantry and adjacent wet bar. Upstairs master retreat offers the highest point in Windsong with commanding views of both Lake Virginia and Lake Barry featuring motorized drapes and retractable ceiling television. Large sitting space leads to the luxurious master bath with custom jetted tub and arched entry shower. The main floor gathering room features custom built-in cabinetry, as well as an adjacent eating area all looking out on the exceptional lake views from the motorized screed lanai with summer kitchen and natural stone flooring. The elevator leads to the lower level featuring a game area with built-ins and kitchen appoints. Two themed en-suite bedrooms are down as well. Out the french doors is yet another covered lanai with an elegant infinity edge pool, heated gas waterfall spa and ring of fire gas pit. The property is encompassed by lushly landscaped grounds as well as a 4 car motor court and approx. 1100sf of covered lanai space. This custom home is one of the finest built in Windsong."
$2,390,000
2025 SUMMERLAND AVE, Winter Park FL 32789
6
BEDS
5
BATHS
4,465
SQFT
$535
$/SQFT
1.12
ACRES
1972
BUILT
"Amazing opportunity to own a private and quietly tucked away home on the shores of Lake Maitland. Six bedrooms, four and one-half baths, and over 4,400 SF of sprawling interior living space. Formal living and dining, a large comfortable family room, a great chef s kitchen with gas appliances, and a charming sitting room all overlook the lake. The home is beautifully split to showcase two separate upstairs living areas; the first with a master suite plus three bedrooms and a bath, the second with an oversized bonus room, two bedrooms, and two full baths. Hardwood floors, crown molding, fireplace, new carpet, and many more upgrades and features can be found throughout the home. Enjoy outdoor living with your own pool and spa, summer kitchen, boathouse with lift, and 115 on the water. Located on the western shorelines of Lake Maitland this home s prime location puts you minutes away from downtown Winter Park, Park Avenue, the Winter Park Golf Course, and more. First time on the market in more than 20 years schedule your private showing today!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,450,000 TO $2,390,000 
 
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