Winter Park Real Estate, Homes and Condos for sale

All Winter Park homes currently listed for sale in Winter Park as of 01/16/2018 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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$7,500,000
1360 ALABAMA DR, Winter Park FL 32789
7
BEDS
11
BATHS
10,600
SQFT
$708
$/SQFT
1.04
ACRES
2009
BUILT
"Stunning Mediterranean Lakefront Estate. Across from the secret gardens of Kraft Azalea Park sits this palatial 1-acre compound with over 10,000 SF of luxurious living space, private tennis court, resort-style pool, and more! Offering formal living areas, gourmet chef s kitchen, open great room, his and her home offices, elevator, 12-person home theater, billiard room, and six guest suites, each with a private en suite, and a separate guest apartment with kitchen, this home leaves nothing to be desired. Detailed with high-end finishes throughout, the home is exquisite in every way. Polished travertine and hardwood flooring, trim moldings, wrought-iron railings, 27 ceilings, and a whole-house entertainment system are just a few of the custom details that have been installed throughout the home. Walkout balconies off the front and rear of the home take full advantage of the home s picturesque surroundings. The nearly 1,000 SF second floor lanai overlooks the pool and tennis courts and the attached 4-car garage, a rare and highly desirable find, along with the front circular drive provide a sophisticated entry for visiting guests. Private boathouse on Lake Maitland faces westward and offers gorgeous sunset views and convenient access to Winter Park s main attraction the Chain of Lakes. Located on one of the most prestigious drives in town, this extraordinary trophy home is like no other and is just a short walking distance from the award-winning restaurants and boutique shops along Park Avenue."
$5,750,000
115 PALMER AVE, Winter Park FL 32789
4
BEDS
5
BATHS
9,838
SQFT
$584
$/SQFT
1.30
ACRES
1989
BUILT
"Location Location Location! This is your opportunity to own this stunning Winter Park Estate just a short and beautiful walk to Park Avenue and everything it has to offer. The majestic residence sits on 1.5 acres and has over 280'on the enchanting Winter Park chain of lakes (Lake Maitland) The home boasts gorgeous lake views from most rooms, a lovely sprawling private master suite, formal living with a wood burning fireplace, elegant entrance, great kitchen for entertaining guest who want to see the lake views from the newly enclosed sun room. Over sized backyard with pool, open porch area, outdoor shower, impeccable landscaping throughout the yard & recently updated boat house."
$4,950,000
1212 N PARK AVE, Winter Park FL 32789
5
BEDS
6
BATHS
4,681
SQFT
$1,057
$/SQFT
0.70
ACRES
1989
BUILT
"Called Winter Park s finest location, Twelve Oaks peninsula, is a unique and truly exceptional opportunity in the heart of Winter Park! A quiet, private drive leads to this stately custom-built waterfront estate which is available for the first time. Surrounded by the tranquil waters of the largest lake on the Chain of Lakes , Lake Maitland, this home offers a total of 254 feet water frontage, custom woodwork throughout and almost every room in the house takes advantage of gorgeous panoramic lake views. Grand foyer with sweeping staircase, formal living and family room each with a wood-burning fireplace, formal dining room and kitchen with breakfast room. Spacious second floor master suite, two en-suite bedrooms, two bedrooms with a Jack-N- Jill bath configuration and an upstairs sun deck. French doors throughout lead to either an open or screened patio creating the perfect setting for entertaining. Home complete with elevator and full house generator. The boat dock provides easy access for water activities with a boat and jet ski lift and open deck for relaxing. Just minutes from Winter Park s Park Avenue s signature shopping, sidewalk cafes and fine dining."
$4,850,000
1941 LEGION DR, Winter Park FL 32789
6
BEDS
9
BATHS
10,493
SQFT
$462
$/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 - $4,895,000 TO $4,850,000 
$3,995,000
1316 GREEN COVE RD, Winter Park FL 32789
6
BEDS
7
BATHS
6,763
SQFT
$591
$/SQFT
1.65
ACRES
1991
BUILT
"Stunning 6 Bedroom, 6.5 Bath Lakefront Estate on Lake Maitland. Located in one of Winter Park s premier communities, you re less than 1 mile away from Park Avenue and all of the award-winning restaurants and charming boutique shops. Redesigned in 2017, this magnificent home now features a one-of-a-kind master retreat with breathtaking water views, a custom floor to ceiling marble bath, and an expansive dressing room/closet that is sure to impress. Enter the home through the grand foyer and be greeted by 26 ceilings, Brazilian Ipe wood floors, and impressive views of the pool and lake from just about every room in the house. Gourmet, chef s kitchen has top-of-the-line appliances, a large island with seating, and lots of great storage space. Upstairs you will find 3 bedroom suites, each with a private bath, a 4th bedroom/media room with its own bath, and access to the 2nd floor sun deck. All new hardscape and landscaping was just installed by Signature Outdoors and now creates a secluded setting around the entire home. The outdoor living area has undergone a major transformation; new travertine stone around the pool deck, new garden beds and palm trees, and a new pool finish. The sprawling backyard offers additional space for entertainment and leads to the dock and covered boat house with two floating docs an electric hoist and a remote controlled boat cover. Owners have invested a lot into this home it is picture perfect and move-in ready."
$3,499,000
541 VIRGINIA DR, Winter Park FL 32789
4
BEDS
4
BATHS
4,057
SQFT
$862
$/SQFT
0.51
ACRES
2008
BUILT
"Casa Fiera Vista ~ Rare opportunity to own an Elegant Custom Lakefront Estate located on the Winter Park Chain of Lakes. This home is an Aurora and Parade of Homes Grand Winner! The attention to detail, workmanship and quality is unapparelled. Designed by Architects-Lucia Kassik & Monday, Grant Gribble Interiors, Landscape Architect- Frank Joseph Brooks and built by Victor Farina. 130 feet of lakefront on Lake Virginia -Sunrise and Sunsets overlooking Rollins and the tranquil Knowles Chapel. The boat dock with covered electronic lift, Majestic Cypress trees, rolling green lawn, Chicago brick herringbone pavers, covered patio, grill, gas fireplace, and spa outdoor shower complete the backyard oasis. The top of the line home interiors will impress any discriminating buyer. Wood floors, custom built-ins, Anderson doors and windows, exquisite walk-in pantry, Wolf, Viking appliances, Copper hood range and more. Enormous open family room has wood beams and coffered ceilings with plenty of room to entertain. The sophisticated bar/wine room is tucked under the stairs off the great room. The master suite is a welcoming retreat with a spa bathroom, custom closets & endless storage. Well-appointed double office with beautiful wood built-ins. Spanish tile stairs welcome you to the second floor -entertaining area, bonus room, bar, kitchenette and additional bedroom with ensuite bath. This gorgeous estate is located on a quiet cul-de-sac in the highly sought after neighborhood of Timberlane Shores."
* LISTED OVER 120 DAYS 
$3,450,000
2049 VENETIAN WAY, Winter Park FL 32789
5
BEDS
9
BATHS
7,631
SQFT
$452
$/SQFT
0.96
ACRES
2009
BUILT
"Unbelievably gorgeous lakefront estate home in Winter Park! Located on the quiet lagoon of Lake Maitland, this 5 bedroom, 7,600 SF home features formal living areas, a home office, downstairs master and guest suite, upstairs bonus room, a game room with a temperature controlled wine chateau, heated pool, a private boathouse, and 4-car garage. Beautiful travertine and wood floors flow throughout the home, complimented by extensive millwork and crown moldings, 4 gas fireplaces, high ceilings, and French doors that seamless blend indoor and outdoor living together. The gourmet kitchen offers high-end appliances, including gas range, double ovens, built-in expresso machine, and a large walk-in pantry. The luxurious master retreat has a spa bath fit for a king, an attached sitting room, and access to the resort-style pool and spa. Each of the 4 guest suites are oversized and have a full, private bath, as well as spacious walk-in closets. Upstairs, in addition to the game room is an expansive bonus room, 2nd laundry room, and covered balcony with panoramic views. Completely fenced, the backyard has a large green space ideal for entertainment and the 4-car garage and motor court are located behind an electronic gate. Just minutes from the Racquet Club, Interlachen Golf & Country Club, and Park Avenue this home is sure to impress with all its amenities."
$3,450,000
740 PALMER AVE, Winter Park FL 32789
5
BEDS
5
BATHS
4,810
SQFT
$717
$/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."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,950,000 TO $3,450,000 
$3,350,000
637 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!"
$3,200,000
1637 CHASE LANDING WAY, Winter Park FL 32789
5
BEDS
6
BATHS
6,272
SQFT
$510
$/SQFT
0.71
ACRES
2002
BUILT
"Huge price reduction!! 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."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,700,000 TO $3,200,000 
$3,190,000
440 HENKEL CIR, Winter Park FL 32789
5
BEDS
8
BATHS
6,025
SQFT
$529
$/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 - $3,700,000 TO $3,190,000 
$2,998,000
4078 SCARLET IRIS PL, Winter Park FL 32792
4
BEDS
6
BATHS
9,011
SQFT
$333
$/SQFT
3.06
ACRES
1994
BUILT
"Exclusive LAKEFRONT home in Bear Gully Point. This majestic home rests on private Bear Gully Lake. Home was constructed by the original owner who was a private home builder for over 30 years, so this home has every option imaginable. Every option was hand picked and crafted to rest on just over acre with fantastic views and designed to have views lake from practically every room in the house. Features include 4 fire places, 30 foot ceilings, 4 wet bars, over 2000 square feet music/game room with a huge stage for performances for your favorite band or symphony, breath taking lake views from your private 600 plus size lanai and to much to list. A truly affordable Winter Park address minutes from Trinity Prep, 417, Shopping and much much more. Must see to appreciate."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $2,996,492 TO $2,998,000 
$2,995,000
511 W CANTON AVE, Winter Park FL 32789
5
BEDS
7
BATHS
8,910
SQFT
$336
$/SQFT
0.86
ACRES
2013
BUILT
"Step into this dramatic Mid-Century Modern home and you'll never want to leave. Enjoy the perfection of the glass porcelain floors and dramatic windows, as you overlook the spectacular courtyard from every room. Entertain large parties simply with the spacious and commercial grade kitchen, grand family and living rooms, and resort-like courtyard. Display art, cars, or RVs in the oversized heated and air-conditioned garage space with over 20 ft. of ceiling height (with space for 19 cars). 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. This one-of-a-kind contemporary masterpiece in the heart of Winter Park is the ultimate in design, privacy, luxury, and security."
$2,978,000
125 S INTERLACHEN AVE #6, Winter Park FL 32789
3
BEDS
5
BATHS
4,160
SQFT
$716
$/SQFT
0.35
ACRES
2016
BUILT
"Under Construction. Completion is scheduled for spring, 2018. 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 world-class destinations. The project was designed by award-winning architect Randall Slocum of Slocum Platts. Privacy is the top priority: every fee-simple residence includes 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 rooftop terrace for each individual residence, providing both covered and open areas for outdoor dining and entertaining. Each private rooftop terrace comes with a fireplace and powder bath. The residences are designed with age in place features throughout, allowing for the adaptation of changing lifestyles. Each townhouse embraces smart technology for entertainment, lighting, energy management and security. Live in one of the most extraordinary residences in a truly exceptional Winter Park location at South Interlachen Place."
* PRICE INCREASED - $2,878,000 TO $2,978,000 
$2,975,000
181 VIRGINIA DR, Winter Park FL 32789
4
BEDS
4
BATHS
4,908
SQFT
$606
$/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 - $3,295,000 TO $2,975,000 
$2,795,000
1740 VIA VENETIA, Winter Park FL 32789
5
BEDS
8
BATHS
5,862
SQFT
$477
$/SQFT
0.40
ACRES
2017
BUILT
"Breathtaking contemporary pool home in the heart of the Via s. This newly constructed home sits high over the street on an oversized lot and has all the modern amenities and conveniences that today s market demands. Another masterpiece built by FG Schaub Custom Homes. Enter into a large foyer hallway accented with glass railings, barn doors , and large porcelain tile floors.. Interior features include very open floor plan allowing flexibility in how to design your interior spaces to fit your lifestyle. High ceilings with wood accents, clean lines, and LED lighting give this home a large and light and bright atmosphere. There is a large gourmet chef s island kitchen equipped with quartz countertops, Wolf appliances and Sub-Zero refrigeration, open to the family room and overlooking the exquisite back yard pool area. Also, downstairs houses the office/study, guest suite, and private master retreat with a spa-style bathroom with soaking tub and large walk-in shower with all the massage/spray features. Upstairs you will find 3 more bedroom suites and the activity room. Out back takes full advantage of the covered summer kitchen in the transitional indoor/outdoor covered space with disappearing screens and overlooking private resort style back yard. Complete smart home technology and spectacular landscape package designed by Signature Landscape Contractors. Too many features and upgrades to list ..this is a must see!"
* PRICE LOWERED - $2,895,000 TO $2,795,000 
$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!"
* LISTED OVER 120 DAYS 
$2,625,000
1260 ALABAMA DR, Winter Park FL 32789
4
BEDS
6
BATHS
6,026
SQFT
$436
$/SQFT
0.57
ACRES
1991
BUILT
"Elegant canal front Estate on Chain of Lakes recently completely remodeled & tastefully enhanced with modern transitional interiors... Premier setting walking distance to Park Avenue on an oversized lot... Magnificent, lushly landscaped grounds and private boat house property on canal near entrance to Lake Maitland... No detail or expense has been spared in this well executed & artfully designed renovation. Home is extremely well built with masonry walls, plus brick and solid stone surround accents. The impressive entry welcomes you with a 2-story wall of glass in the main gathering room with wet bar, extensive trim & moldings, cabinet grade built-ins, 2 fireplaces, iron railings, gorgeous dark walnut floors, winding staircase, and exquisite contemporary lighting... Home has a crisp/clean, bright/open design ideal for entertaining and pleasant to the eye in every direction... The kitchen is absolutely stunning and has every modern convenience of an award winning European style and function including sleek sophisticated cabinetry, fabulous accent lighting, aquarium & top grade commercial appliances... Lavish master retreat with fireplace, sitting/exercise room, picturesque spa like bath & wonderful large island closet... There is a separate formal dining room, media area and gentleman's study for relaxing and a 2-story Florida/billiards room... The outdoor living is enhanced by a tranquil setting with tropical landscaping, koi pond & fountain, 3-car garage, extra storage & motor court."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,675,000 TO $2,625,000 
$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 and exclusive address with only eight single-floor residences. Construction of Interlachen North Condominium is scheduled to commence in the fourth quarter of 2017. This 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, just a short 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, with downtown Winter Park living and a private retreat on one of the most exclusive residential streets in Winter Park."
* LISTED OVER 120 DAYS 
$2,495,000
940 OLD ENGLAND AVE, Winter Park FL 32789
4
BEDS
5
BATHS
4,949
SQFT
$504
$/SQFT
0.97
ACRES
1938
BUILT
"STUNNING DOWNTOWN WINTER PARK CHARACTER HOME beautifully updated and renovated on .97 acres of prime land. Originally built in the 1930s this remarkable home has elegant craftsmanship throughout such as hand hewn beams and vaulted ceiling in the 27 ft long great room, plaster walls, four fireplaces and wood floors. The sellers added a luxurious pool, a new garage with attached large guest cottage with living/dining room, kitchen and spacious upstairs master and a downstairs artist studio with separate entrance. Rewired, replumbed, windows replaced, and with a recently updated eat-in kitchen, this remarkable estate home has all the living space on one level. The main house has three bedrooms, 2.5 baths and 3589 sq ft. Guest cottage has 1360 sq ft. with one bedroom and 1.5 baths. WALK TO DOWNTOWN PARK AVENUE from this classic and beautiful home on almost one acre of property."
$2,325,000
150 W ROCKWOOD WAY, Winter Park FL 32789
4
BEDS
5
BATHS
5,082
SQFT
$457
$/SQFT
0.43
ACRES
2015
BUILT
"Stunning Custom French Country Estate. Built in 2015 and featured in Parade of Homes, this magnificent eco-friendly home features 4 bedrooms, 5 full baths and a luxurious interior that highlights high-end finishes and a modern layout. Step into the home through the column-lined courtyard and into the grand foyer where your eyes will immediately be drawn to the masterful spiral staircase with wrought-iron detailing. To the left and right of the foyer entry are the formal living and dining rooms. Off the living room is the gentleman s study with French doors that open to the front courtyard. The gourmet kitchen offers custom solid wood cabinetry, Quartzite counters, subzero refrigerator, WOLF range, and panoramic views of the outdoor living and pool area as well as open-concept living with the breakfast room and family room, featuring beautiful wood beam ceilings. Completing the downstairs is the private master suite with spa bath, a separate guest suite and inside utility. Upstairs are two spacious bedrooms, each with their own bath, a bonus room, and loft. Step outside to your own private oasis. This oversized 0.43 acre lot offers a heated salt water pool, summer kitchen, and covered lanai with phantom screens. Built with every consideration in mind, you won t find a single amenity missing. 3-car garage, 10 solar panels, 2-tankless water heaters, extra foam insulation, gorgeous travertine and hardwood flooring throughout, disappearing glass sliders, and much more."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,350,000 TO $2,325,000 
$2,260,000
521 VIRGINIA DR, Winter Park FL 32789
3
BEDS
4
BATHS
3,900
SQFT
$579
$/SQFT
1.91
ACRES
1958
BUILT
"LAKEFRONT ONE STORY ESTATE HOME ON LAKE VIRGINIA! Last sale over 30 years ago. This home has been beautifully maintained and renovated throughout the years. The home boasts 3900 SF of living area with large rooms appointed with crown molding, wood floors, plantation shutters, porcelain tile, french doors and stunning lake views including Rollins College and Chapel. Additions include large den with vaulted tongue/groove ceilings & custom built - ins, large covered lanai area for outdoor entertaining. Gracious master suite with beautiful views of the lake and private, manicured grounds. Spa like master bath with double sinks, soaking tub and separate shower. Large walk in closet. Secondary bedrooms are generous in size with great closet space. Gourmet kitchen with custom wood cabinets, under mount lighting and SS appliances. Fabulous family room/sunroom with expansive views of the lake, french doors that lead to lanai where you can sit back and enjoy the outdoor nature that lake living offers. Great home for entertaining. Walk in 1600+ SF dry basement with fabulous storage w/access from interior and exterior PLUS separate cedar closet! Downstairs studio perfect for office/excercise room. Large garage, circular drive with pavers, wood burning fireplace, split bedroom plan and large indoor laundry. This home is truly a private oasis with easy access to downtown Winter Park and Orlando. Home has sea wall and boat house with dock. Super A+ Winter Park Schools. Terrific family friendly neighborhood."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,280,000 TO $2,260,000 
$2,200,000
300 S INTERLACHEN AVE #404, Winter Park FL 32789
3
BEDS
5
BATHS
4,090
SQFT
$538
$/SQFT
0.40
ACRES
2005
BUILT
"Imagine living in the former model for the most luxurious condominium buildings in Winter Park - The Residences,which set the standard for luxury living in Central Florida! The vast home on the corner of the fourth floor has views to the North, East and South with three private covered balconies. Your key fob grants you elevator access to your own private foyer that leads through double doors to the large entry, the grand salon with fireplace, the dining area, and covered balcony. The gourmet kitchen, which is open to the family room, has wood cabinets, granite countertops, and Viking and Sub Zero appliances. The master suite features its own covered balcony, two walk-in closets, a morning bar, and two bathrooms which connect through a huge shower. The two additional en-suite bedrooms each have access to a covered balcony. A sitting room and a laundry room complete the home. Elegant finishes include travertine floors and architectural moldings throughout. The Residences offers amenities such as twenty-four hour concierge service, secure garage parking with elevator access directly to your home s private elevator foyer, and a rooftop terrace with pool, jacuzzi, and panoramic views of Winter Park and downtown Orlando. It is located adjacent to the world-class Alfond Inn hotel for easy dining and entertaining as well. All of this is just two short blocks away from Park Avenue with its vast array of shops and restaurants."
$2,199,000
302 GENIUS DR, Winter Park FL 32789
5
BEDS
7
BATHS
6,607
SQFT
$333
$/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."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,399,000 TO $2,199,000 
 
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