Central Florida Luxury Homes
352.478.4300

Shawan Pettigrew
Broker / Realtor
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Florida Real Estate For Sale /

Winter Park Homes | Winter Park Real Estate | Winter Park FL - MLS


Winter Park Homes For Sale
View all Alaqua Homes for Sale

 Winter Park Communities

• Antigua Pointe

• Camwood

• Forrest Hills

• Landmark / Residences Condo

• Maitland Shores 

• Windsong

• Woodmere Terrace

Find Homes For Sale in Winter Park FL. Search Winter Park Real Estate Listings including Winter Park Foreclosures, Bank Owned Homes & Winter Park Short Sales. Find exclusive Winter Park Luxury homes for sale here not seen on any other Florida Real Estate listings site.Winter Park is a city of about 28,486 residents located just north of Orlando in Orange County, Florida. One of Florida's finest cities, it is famous for its stately trees, abundant parks, brick-lined streets, spectacular homes, museums, vibrant lakes and fine shops along Park Avenue.

Chartered in 1887, the city was originally developed as a winter resort for wealthy Northerners seeking refuge from the harsh winters and a tranquil place to rest and relax. Fortunately, the city has maintained its natural beauty throughout the years.

The city was originally named Lakeview in 1858 and re-named Osceola in 1870. Eleven years later, the name Winter Park was chosen by its founders. Loring Chase and Oliver Chapman, who during an informal discussion, decided they wanted the name to be something about a park in winter - thus the name Winter Park

The city's most prominent features include its lakes, tree canopy, bricked streets, shopping district on Park Avenue. Rollins College and Central Park. Central Park is a large, open park featuring towering trees, friendly squirrels, and inviting park benches. The park was deeded to the city by one of its most influential early citizens - Charles Hosmer Morse. The city is also famous for the Winter Park Sidewalk Art Festival which draws over 250,000 visitors each year to Central Park to enjoy some of the best art and music in the United States.

Here you can find Winter Park Homes For Sale. Search Winter Park Real Estate Listings including Winter Park Foreclosures,  Bank Owned Homes & Winter Park Short Sales. Find exclusive Winter Park Luxury homes for sale here not seen on any other Florida Real Estate listings site.

Voted one of the top places to live in Central Florida, Winter Park offers its residents endless amenities and a Lifestyle of Luxury. For a private tour of this area or to learn more about Winter Park call us at (352) 478-4300.

See more properties for sale below

$6,995,000.00
($642.00/sqft)		 Winter Park Single Family For Sale
6 beds, 7 baths, 1 half baths, 10904 living sqft

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MLS #O5055027 Source: My Florida Regional MLS | 1008 Genius, Windsong Ests Sec 1, Lake access, 6 BR, Traditional, Luxury Home For Sale1008 Genius
Winter Park, FL 32789
Price reduced $905,000.00 since 7/21/11, NOW $6,995,000.00 | Exquisite inside and out! This magnificent 6 bedroom American Tudor estate home is located in the Gated Estate Section of Windsong one of Winter Park''s most desirable addresses and offers all the allure of fine lakefront living. Situated on ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Lake access, Waterview, Lake - Chain of Lakes Has a pool , Subdivision: Windsong Ests Sec 1 , Lot SQFT: 89118sqft , Built in  2008 , Style: Traditional
$6,600,000.00
($825.00/sqft)		 Winter Park Single Family For Sale
7 beds, 9 baths, 2 half baths, 8000 living sqft

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MLS #S4679460 Source: My Florida Regional MLS | 240 Trismen, Luxury Home For Sale, Historical, Colonial, This lake front estate home is...240 Trismen
Winter Park, FL 32789
This lake front estate home is located off the beautiful lake osceola and will truly take your breath away!take your boat for a spin or simply enjoy the beauty from your master bedroom window or "widows tower" on the roof of your home. play ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Lake access, Waterview, Lake - Chain of Lakes Has a pool , Subdivision: Brewer E H , Lot SQFT: 61323sqft , Built in  1901 , Style: Historical, Colonial
$5,250,000.00
($382.00/sqft)		 Winter Park Single Family For Sale
7 beds, 7 baths, 2 half baths, 13748 living sqft

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MLS #O5082831 Source: My Florida Regional MLS | 1024 Genius, Luxury Home For Sale, New Construction, Waterfront, Truly remarkable...1024 Genius
Winter Park, FL 32789
Price reduced $650,000.00 since 1/25/12, NOW $5,250,000.00 | Truly remarkable Lakefront Estate secluded on olde Winter Park''s only "gated" private drive in the Estate Section of Windsong... Bermuda Traditional Island Colonial with contemporary elements... This 2 acre + site is situated on both Lk Virginia ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale, new construction , Waterfront, Lakefront , Lake access, Waterview, Lake - Chain of Lakes , Subdivision: Windsong Ests Sec 1 , Lot SQFT: 94955sqft , Built in  2004
$4,950,000.00
($603.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 1 half baths, 8207 living sqft

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MLS #O5098786 Source: My Florida Regional MLS | 1250 Park, Lakefront, 5.5 baths, Exquisite lake front home situated on...1250 Park
Winter Park, FL 32789
Exquisite lake front home situated on 157 ft on the shores of Lake Maitland in the heart of Olde Winter Park. Exclusive Winter Park chain of lakes. Amazing 1.5 acre lot is meticulously manicured. This gated estate custom built by Charles Clayton ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront Has a pool , Subdivision: Winter Park , Lot SQFT: 201228sqft , Built in  2001
$3,495,000.00
($390.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 2 half baths, 8973 living sqft

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MLS #O5031991 Source: My Florida Regional MLS | 1008 Anchorage, Spanish, Winter Park, 5 bath 2 half baths, Coastal living in winter park,...1008 Anchorage
Winter Park, FL 32789
Price reduced $455,000.00 since 3/2/11, NOW $3,495,000.00 | Coastal Living in Winter Park, Enjoy this ''Santa Barbara'' style home with expansive rooms detailed with river washed wood beams, Peruvian travertine and a reclaimed terra cotta roof.This fully furnished show place by Montanna & Associates ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Anchorage Ests , Lot SQFT: 25482sqft , Built in  2007 , Style: Spanish
$3,399,000.00
($506.00/sqft)		 Winter Park Single Family For Sale
5 beds, 4 baths, 2 half baths, 6713 living sqft

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MLS #O4853377 Source: My Florida Regional MLS | 110 Osceola, Winter Park, Luxury Home For Sale, 4 bath 2 half baths, Lake - Chain of Lakes110 Osceola
Winter Park, FL 32789
Price reduced $1,596,000.00 since 4/21/09, NOW $3,399,000.00 | Sophisticated and stunning is this Winter Park Chain-of-Lakes estate. Only a short walk from Park Avenue, this five-bedroom pool home was custom built in 2004 with the finest materials and to the highest of standards and finishes. Brazilian ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Lake access, Waterview, Lake - Chain of Lakes Has a pool , Subdivision: Osceola Court , Lot SQFT: 16500sqft , Built in  2004 , Style: Traditional
$3,310,000.00
($361.00/sqft)		 Winter Park Single Family For Sale
6 beds, 7 baths, 1 half baths, 9161 living sqft

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MLS #O5090843 Source: My Florida Regional MLS | 911 Park, Luxury Home For Sale, Spanish, 7.5 bathrooms, Winter Park, Morseland Gdns911 Park
Winter Park, FL 32789
Premier Park Avenue Winter Park Location! Crowned the "Jewel of Winter Park" this Stunning Mediterranean Style Residence features 6 Bedrooms, 7.5 Baths. Estate comprises approx. 9161 sq ft of gracious living accommodations sited on over half ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Morseland Gdns , Lot SQFT: 28577sqft , Built in  1996 , Style: Spanish
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$3,200,000.00
($384.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 3 half baths, 8342 living sqft

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MLS #O4768678 Source: My Florida Regional MLS | 1020 Park, Breathtaking appointments at every turn! collaboration...1020 Park
Winter Park, FL 32789
Price reduced $150,000.00 since 4/21/09, NOW $3,200,000.00 | Breathtaking appointments at every turn! Collaboration between Maroon Fine Homes & Marquis Fine Homes offers a fully furnished classic estate on prestigious Park Avenue!There are too many features to list. The home has travertine marble flooring, ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Mac Donald Robert Dhu Park Second Rep , Lot SQFT: 15598sqft , Built in  2004 , Style: Traditional
$2,900,000.00
($503.00/sqft)		 UNIT #604 Winter Park Condotown Home For Sale
5 beds, 4 baths, 1 half baths, 5770 living sqft

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MLS #O5031678 Source: My Florida Regional MLS | 300 Interlachen Unit: 604, Spanish, 4.5 baths, Ultimate in luxury living in...300 Interlachen Unit: 604
Winter Park, FL 32789
Ultimate in luxury living in downtown Winter Park, Florida!This stunning five bedroom, four and one half-bath two-story Penthouse condominium combines lock-and-leave convenience with the privacy of single family living. Professionally designed ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Subdivision: Residences Condo , Built in  2005 , Style: Spanish
$2,795,000.00
($564.00/sqft)		 Winter Park Single Family For Sale
4 beds, 4 baths, 1 half baths, 4957 living sqft

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MLS #O5088855 Source: My Florida Regional MLS | 600 Seminole, Traditional, 4 bedrooms, Lake access, Wander down one of the most...600 Seminole
Winter Park, FL 32789
Wander down one of the most beautiful estate tree-lined brick streets in Winter Park and you''ll find a private oasis on Lake Osceola. This home is nestled on approximately .87 acre and is truly within walking distance to Park Avenue, Farmers ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Beach - Private, Lakefront , Lake access, Waterview, Lake - Chain of Lakes, Beach - Private Has a pool , Subdivision: Winter Park Old Town , Lot SQFT: 38665sqft , Built in  1961 , Style: Traditional
$2,790,000.00
($417.00/sqft)		 Winter Park Single Family For Sale
6 beds, 6 baths, 2 half baths, 6684 living sqft

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MLS #O5100488 Source: My Florida Regional MLS | 2219 Azalea, Lakefront, Azalea Place, 6 BR, Spanish, Pool, 6 bath 2 half baths2219 Azalea
Winter Park, FL 32789
Gorgeous Custom Lakefront home built by Liberty Development. First time offered. Feels like new! Situated on the lagoon that feeds into Lake Maitland. Stunning staircase that goes up three floors. Two Master Suites, one upstairs and one downstairs, ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront, Lagoon , Lake access, Waterview, Waterview, Lake - Chain of Lakes Has a pool , Subdivision: Azalea Place , Lot SQFT: 23363sqft , Built in  2007 , Style: Spanish
$2,695,000.00
($514.00/sqft)		 Winter Park Single Family For Sale
4 beds, 5 baths, 1 half baths, 5245 living sqft

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MLS #O5099201 Source: My Florida Regional MLS | 1210 Alberta, Traditional, 4 bedrooms, Winter Park, Premier english manor...1210 Alberta
Winter Park, FL 32789
Premier English Manor Estate on secluded 3/4 acre site with lake frontage on Lake Osceola, exquisite craftsmanship, built-ins, moldings, soaring detailed ceilings, hardwood floors throughout, finest of finishes including slate, marble, granite, ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Park-like views Has a pool , Subdivision: Osceola Summit , Lot SQFT: 30647sqft , Built in  1991 , Style: Traditional
$2,695,000.00
($386.00/sqft)		 Winter Park Single Family For Sale
5 beds, 6 baths, 1 half baths, 6973 living sqft

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MLS #O5102103 Source: My Florida Regional MLS | 915 Old England, Luxury Home For Sale, 6.5 BA, Magnificent james gamble...915 Old England
Winter Park, FL 32789
Magnificent James Gamble Rogers masterpiece extensively renovated & enhanced over the years nestled on a 2/3 acre property just steps from Park Avenue... This hidden olde world Mediterranean estate has tremendous charm & character completely ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Macdonald Robert Dhu Pk Rep , Lot SQFT: 28497sqft , Built in  1946 , Style: Spanish
$2,695,000.00
($601.00/sqft)		 Winter Park Single Family For Sale
4 beds, 4 baths, 4484 living sqft

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MLS #O5072506 Source: My Florida Regional MLS | 1150 Park, 4 bedrooms, Waterview, Waterfront, Luxury Home For Sale, Wow!! a park avenue...1150 Park
Winter Park, FL 32789
Price reduced $100,000.00 since 11/16/11, NOW $2,695,000.00 | Wow!! a park avenue lakefront home only a short stroll to the park avenue shops. this magnificent winter park chain of lakes home offers the best of the old and new.totally renovated and updated in 2002. beautiful hardwood floors throughout. ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Swimming pool view, Lake access, Waterview, Lake - Chain of Lakes Has a pool , Subdivision: Macdonald Robert Dhu Pk Rep Of Lot A Blk , Lot SQFT: 34848sqft , Built in  1942 , Style: Traditional
$2,600,000.00
($375.00/sqft)		 Winter Park Single Family For Sale
5 beds, 6 baths, 3 half baths, 6926 living sqft

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MLS #O5021307 Source: My Florida Regional MLS | 789 Bonita, Winter Park, Luxury Home For Sale, Pool, 5 BR, Comstock Park, Spanish789 Bonita
Winter Park, FL 32789
Price reduced $200,000.00 since 12/22/10, NOW $2,600,000.00 | Stunning, one-of-a-kind five bedroom Winter Park estate home - meticulously designed with a Parisian and Tuscan influence. All details and finishes have been hand selected: imported French limestone and black walnut wood floors, hand plastered ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Comstock Park , Lot SQFT: 39204sqft , Built in  2004 , Style: Spanish
$2,395,000.00
($401.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 1 half baths, 5980 living sqft

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MLS #O5089827 Source: My Florida Regional MLS | 1610 Via Tuscany, 5 BR, Glamorous tuscan estate in the heart of the...1610 Via Tuscany
Winter Park, FL 32789
Glamorous Tuscan Estate in the heart of the Via''s. Impeccable construction with superb finishes. Every detail considered. Beautiful arched entry with wrought iron doors. Wonderful open floor plan offers views of the luxurious pool and covered ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Woodmere Terr Rep , Lot SQFT: 20455sqft , Built in  2004 , Style: Villa
$2,365,000.00
($314.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 2 half baths, 7530 living sqft

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MLS #O5097870 Source: My Florida Regional MLS | 1800 Via Amalfi, 5 bath 2 half baths, 5 beds, Sicilian Shores, Winter Park1800 Via Amalfi
Winter Park, FL 32789
Price reduced $230,000.00 since 4/27/12, NOW $2,365,000.00 | Live in the Via''s of Winter Park in this brand new Italian Inspired Tuscan Farm House Design. Walk to the Racquet Club! Dramatic floating Grand Staircase topped with silver flaked dome and magnificent chandelier as you enter the front door. ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale, new construction , Subdivision: Sicilian Shores , Lot SQFT: 22290sqft , Built in  2011 , Style: Spanish
$2,295,000.00
($630.00/sqft)		 UNIT #3 Winter Park Condotown Home For Sale
3 beds, 3 baths, 1 half baths, 3643 living sqft

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MLS #O5071715 Source: My Florida Regional MLS | 315 New England Unit: 3, Historical, Spanish, No expense was spared in creating this...315 New England Unit: 3
Winter Park, FL 32789
No expense was spared in creating this extraordinary one-of-a-kind residence. Elegantly appointed with fine finishes throughout, this corner unit offers 3 bedrooms, 3? baths, a theater, and true gourmet kitchen complete with exquisite handcrafted ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Subdivision: Villa Siena , Built in  2008 , Style: Historical, Spanish
$2,200,000.00
($328.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 1 half baths, 6712 living sqft

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MLS #O5086385 Source: My Florida Regional MLS | 275 Webster, Luxury Home For Sale, 5.5 baths, Outstanding winter park...275 Webster
Winter Park, FL 32789
Price increased $205,000.00 since 2/15/12, NOW $2,200,000.00 | Outstanding Winter Park property.Every detail has been taken care of during the award winning renovation by one of the top kitchen and design companies in the country.Names like Siematic, Wolf, Miele, Smallbone and Sub Zero will greet you in ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Golfview Terr , Lot SQFT: 24700sqft , Built in  1978
$2,199,999.00
($344.00/sqft)		 Winter Park Single Family For Sale
5 beds, 4 baths, 6403 living sqft

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MLS #O5015501 Source: My Florida Regional MLS | 4583 Tigua Island, Pool, Luxury Home For Sale, Antigua pointe. stunning mediterranean...4583 Tigua Island
Winter Park, FL 32792
Antigua pointe. stunning mediterranean decor. forged iron front doors lead to travertine and granite foyer and circular staircase. embellished wrought iron banister and loft wrap around 2nd floor which opens up to 24ft creative ceiling designs. ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Lake access, Waterview Has a pool , Subdivision: Antigua Pointe , Lot SQFT: 27007sqft , Built in  2002 , Style: Spanish
$2,195,000.00
($652.00/sqft)		 UNIT #G Winter Park Condotown Home For Sale
3 beds, 3 baths, 1 half baths, 3367 living sqft

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MLS #O4933665 Source: My Florida Regional MLS | 140 Morse Unit: G, Landmark Winter Park Condo, Park-like views, One of the most...140 Morse Unit: G
Winter Park, FL 32789
Price reduced $95,000.00 since 9/4/09, NOW $2,195,000.00 | One of the most beautiful units in the Landmark with SEVEN windows on Morse and beautiful views of Winter Park and the Park Avenue area. Great open floor plan with lots of room to personalize.Interior of unit has not been completed and awaits ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale, new construction , Park-like views , Subdivision: Landmark Winter Park Condo , Built in  2008 , Style: Villa, Traditional
$2,100,000.00
($349.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 1 half baths, 6022 living sqft

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MLS #O5101389 Source: My Florida Regional MLS | 2150 Lake, Waterview, Killarney Point, Traditional, Winter Park, 5.5 BA, Elegant traditional...2150 Lake
Winter Park, FL 32789
Elegant traditional lakefront home on the N shore of Lake Killarney, picturesque lake views, expansive back yard with private boathouse, bright-open sophisticated floor plan, extensive moldings/columns, built-ins & ceiling details, beautiful ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Lake access, Waterview , Subdivision: Killarney Point , Lot SQFT: 19148sqft , Built in  1996 , Style: Traditional
$1,975,000.00
($346.00/sqft)		 Winter Park Single Family For Sale
4 beds, 5 baths, 2 half baths, 5706 living sqft

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MLS #O5061692 Source: My Florida Regional MLS | 1099 Park, 5 bath 2 half baths, 4 BR, Luxury Home For Sale, Traditional, Don''t miss this classic...1099 Park
Winter Park, FL 32789
Price reduced $225,000.00 since 9/1/11, NOW $1,975,000.00 | Don''t miss this classic 5, 706 square foot pool home situated on beautiful ? acre lot located in the "heart" of downtown Winter Park, Stroll casually to the stylish shops and cozy restaurants of Park Avenue and the popular Winter Park Golf Course.High ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Morseland Gdns , Lot SQFT: 23825sqft , Built in  1999 , Style: Traditional
$1,950,000.00
($283.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 1 half baths, 6895 living sqft

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MLS #O5086642 Source: My Florida Regional MLS | 4095 Scarlet Iris, 5 BR, Lakefront, Traditional, Bear Gully Pointe, Winter Park4095 Scarlet Iris
Winter Park, FL 32792
Luxurious Lakefront Estate in Gated Bear Gully Pointe. You will not want for anything! Enter the foyer to a dramatic double staircase, on the first floor you have a handsome library, elegant formal living and dining rooms, a wet bar complete ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Lake access, Waterview Has a pool , Subdivision: Bear Gully Pointe , Lot SQFT: 50684sqft , Built in  1994 , Style: Traditional
$1,950,000.00
($371.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 2 half baths, 5256 living sqft

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MLS #O5091276 Source: My Florida Regional MLS | 800 Mayfield, 5 bath 2 half baths, Winter Park, 5 beds, Traditional, Lake - Chain of Lakes800 Mayfield
Winter Park, FL 32789
Le Manguier, an incomparable Winter Park estate replicated from a villa in the South of France. This Neo-Classical Regency inspired home is the pinnacle of luxurious comfort, privacy and unsurpassed elegance. Uniquely situated private location ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Canalfront , Lake access, Waterview, Canal - Freshwater, Lake - Chain of Lakes Has a pool , Subdivision: Kronenberger J , Lot SQFT: 23146sqft , Built in  1954 , Style: Traditional
$1,899,000.00
($372.00/sqft)		 Winter Park Single Family For Sale
4 beds, 3 baths, 3 half baths, 5102 living sqft

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MLS #O5039667 Source: My Florida Regional MLS | 475 Lakewood, 4 beds, Lakefront, Pool, Winter Park, Waterview, Ranch, Contemporary, Florida, Traditional, Other475 Lakewood
Winter Park, FL 32789
Price reduced $201,000.00 since 4/16/11, NOW $1,899,000.00 | Amazing Waterfront Home on Lake Osceola. Spectacular views from this stunning estate of Lake Osceola. The four bedroom three and three half bath home boasts over 5100 square feet and is located in Winter Park''s Osceola Shores. Walk to Park ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Lake access, Waterview, Lake - Chain of Lakes Has a pool , Subdivision: Osceola Shores , Lot SQFT: 20930sqft , Built in  1954 , Style: Ranch, Contemporary, Florida, Traditional, Other
$1,875,000.00
($648.00/sqft)		 Winter Park Single Family For Sale
4 beds, 3 baths, 2894 living sqft

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MLS #O5070791 Source: My Florida Regional MLS | Winter Park, Custom, Waterview, 4 beds, 3 baths, Pool, Waterfront, Paradise. perfect for...
Winter Park, FL 32789
Paradise. perfect for celebrity or athlete or anyone else who desires privacy, nature and convenience. it is impossible to really describe the peacefulness this property brings to its owners day in and day out. when living at this refuge, ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Lake access, Waterview Has a pool , Lot SQFT: 143748sqft , Built in  1999 , Style: Custom
$1,850,000.00
($303.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 1 half baths, 6108 living sqft

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MLS #O5046005 Source: My Florida Regional MLS | 1627 Lookout Landing, Windsong Lookounit Landing, 2002 street of dreams...1627 Lookout Landing
Winter Park, FL 32789
Price reduced $100,000.00 since 6/10/11, NOW $1,850,000.00 | 2002 street of dreams winner. this is a one of a kind residence with the finest finishes throughout. some of those finishes include a gourmet chef''s kitchen with granite counters and a marvelous island, stone fireplace, high-tech wiring throughout, ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Lake access, Lake - Chain of Lakes Has a pool , Subdivision: Windsong Lookounit Landing , Lot SQFT: 16116sqft , Built in  2002
$1,795,000.00
($301.00/sqft)		 Winter Park Single Family For Sale
5 beds, 4 baths, 2 half baths, 5967 living sqft

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MLS #O5088622 Source: My Florida Regional MLS | 2020 Fawsett, Spanish, 4 bath 2 half baths, 5 BR, Luxury Home For Sale, Waterfront2020 Fawsett
Winter Park, FL 32789
Charming 1947 Gamble Rogers home, with many updates and spectacular Lake Sue views. Features include hardwood floors, Cuban tile, Plantation shutters, and French doors. 3 Levels of living space has upstairs master bedroom with attached sitting ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Lake access, Waterview , Subdivision: Forrest Hills , Lot SQFT: 25812sqft , Built in  1947 , Style: Spanish
$1,750,000.00
($392.00/sqft)		 Winter Park Single Family For Sale
4 beds, 6 baths, 4462 living sqft

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MLS #O5096051 Source: My Florida Regional MLS | 1288 Alabama, Luxury Home For Sale, 4 beds, Kronenberger J, Canalfront, Pool1288 Alabama
Winter Park, FL 32789
This fabulous canal front estate was built by Peatross & Huber with the finest quality, finishes and craftsmanship in a highly sought after location just minutes to Park Avenue''s restaurants and shopping. Amenities include beautiful French ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Canalfront , Lake access, Waterview, Canal - Freshwater, Lake - Chain of Lakes Has a pool , Subdivision: Kronenberger J , Lot SQFT: 16560sqft , Built in  1989 , Style: Traditional
$1,695,000.00
($252.00/sqft)		 Winter Park Single Family For Sale
5 beds, 6 baths, 1 half baths, 6737 living sqft

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MLS #O5062513 Source: My Florida Regional MLS | 1643 Lookout Landing, Windsong, 5 BR, Spanish, Pool, Short sale. amazing five...1643 Lookout Landing
Winter Park, FL 32789
Price reduced $405,000.00 since 9/8/11, NOW $1,695,000.00 | Short Sale. Amazing five bedroom Mediterranean Estate home located in prestigious Windsong! This breath-taking three-story home built by Signature Homes has the finest architectural details and finishes throughout ~ gorgeous walnut floors, ...
Low interest financing available. Get Pre-Qualified
Top Features: short sale, for sale , Lake access, Waterview, Pond, Lake - Chain of Lakes Has a pool , Subdivision: Windsong , Lot SQFT: 16261sqft , Built in  2002 , Style: Spanish
$1,595,000.00
($299.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 2 half baths, 5338 living sqft

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MLS #O5080259 Source: My Florida Regional MLS | 1190 Palmer, Other, Luxury Home For Sale, Exquisite mediterranean near downtown winter...1190 Palmer
Winter Park, FL 32789
Exquisite Mediterranean near downtown Winter Park. This quality, custom home offers an outstanding floor plan coupled with elegant finishes and top-of-the-line appliances and fixtures. Master suite and office/guest w/Murphy bed are on first ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Palmer-ave-lakeside-properties , Lot SQFT: 16971sqft , Built in  2007 , Style: Other
$1,595,000.00
($312.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 1 half baths, 5114 living sqft

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MLS #O5085063 Source: My Florida Regional MLS | 2225 Via Tuscany, Patio, Traditional, Other, 5 BR, 5.5 baths, Waterview, Luxury Home For Sale2225 Via Tuscany
Winter Park, FL 32789
This beautifully secluded European inspired estate is situated on a private 1.25 acre (+/-) lot in the prestigious Vias of Olde Winter Park. Walk to the Winter Park Racquet Club or take a short bike ride to Park Avenue''s shopping and restaurants. ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Swimming pool view, Lake access, Waterview, Lake - Chain of Lakes Has a pool , Subdivision: Maitland Shores , Lot SQFT: 49289sqft , Built in  1947 , Style: Patio, Traditional, Other
$1,550,000.00
($549.00/sqft)		 UNIT #M Winter Park Condotown Home For Sale
3 beds, 3 baths, 1 half baths, 2822 living sqft

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MLS #O5038107 Source: My Florida Regional MLS | 140 Morse Unit: M, Luxury Condotown Home For Sale, New Construction, Winter Park140 Morse Unit: M
Winter Park, FL 32789
Price reduced $145,000.00 since 4/6/11, NOW $1,550,000.00 | It''s sophisticated city living at the exclusive landmark in downtown winter park, fl. as winner of the 2009 grand aurora award for architecture, this luxurious 13 unit condominium complex is the finest residence in downtown winter park.the ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale, new construction , Subdivision: Landmark Winter Park Condo , Lot SQFT: 13939sqft , Built in  2007 , Style: Villa, Traditional
$1,550,000.00
($335.00/sqft)		 Winter Park Single Family For Sale
5 beds, 3 baths, 2 half baths, 4628 living sqft

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MLS #O5075086 Source: My Florida Regional MLS | 1610 Holts Grove, Winter Park, 3 bath 2 half baths, Lake - Chain of Lakes1610 Holts Grove
Winter Park, FL 32789
Absolutely stunning five bedroom Windsong pool home ~ amazing floor plan with over 4, 600 square feet of living space which includes formal living and dining rooms, a spacious kitchen with butler''s pantryoverlooking the family room with French ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Lake access, Lake - Chain of Lakes Has a pool , Subdivision: Windsong , Lot SQFT: 16692sqft , Built in  2004 , Style: Spanish
$1,495,000.00
($653.00/sqft)		 UNIT #H Winter Park Condotown Home For Sale
3 beds, 3 baths, 1 half baths, 2291 living sqft

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MLS #O4933578 Source: My Florida Regional MLS | 140 Morse Unit: H, 3.5 BA, Condo, 3 bedrooms, Traditional, Villa, Winter Park140 Morse Unit: H
Winter Park, FL 32789
Price reduced $31,175.00 since 9/4/09, NOW $1,495,000.00 | You will love the warmth and grandeur of this architectural masterpiece. The Landmark is Winter Park''s prestigious condominium residences nestled between the world renowned Park Avenue shopping district and historic Lake Osceola.First time ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale, new construction , Subdivision: Landmark Winter Park Condo , Built in  2008 , Style: Traditional, Villa
$1,495,000.00
($347.00/sqft)		 UNIT #102 Winter Park Condotown Home For Sale
3 beds, 3 baths, 1 half baths, 4310 living sqft

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MLS #O5038084 Source: My Florida Regional MLS | 300 Interlachen Unit: 102, The Residences, 3.5 BA, Condo, Luxury Condotown Home For Sale300 Interlachen Unit: 102
Winter Park, FL 32789
Luxury living in downtown Winter Park! First floor three bedroom, three and one-half bath condo located in the heart of downtown. Private walk-up entrance along with a private elevator entrance within the building. Relax on the covered patios ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Subdivision: The Residences , Built in  2005 , Style: Traditional
$1,490,000.00
($311.00/sqft)		 Winter Park Single Family For Sale
5 beds, 6 baths, 1 half baths, 4790 living sqft

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MLS #O5075101 Source: My Florida Regional MLS | 1552 Holts Grove, Windsong, 6.5 bathrooms, 5 beds, Winter Park, Spectacular five...1552 Holts Grove
Winter Park, FL 32789
Spectacular five bedroom, five and one half-bath Traditional pool home located in one of Winter Park''s premier neighborhoods ~ Windsong! This gorgeous two-story home offers a private first floor master suite with a spacious master bath, French ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Lake access, Lake - Chain of Lakes Has a pool , Subdivision: Windsong , Lot SQFT: 15257sqft , Built in  2005 , Style: Traditional
$1,490,000.00
($361.00/sqft)		 UNIT #210 Winter Park Condotown Home For Sale
4 beds, 3 baths, 4128 living sqft

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MLS #S4679459 Source: My Florida Regional MLS | 210 Canton Unit: 210, Luxury Condotown Home For Sale, Park avenue is just...210 Canton Unit: 210
Winter Park, FL 32789
Price reduced $200,000.00 since 12/16/10, NOW $1,490,000.00 | Park avenue is just around the corner!!!this extensively renovated and one of a kind 3 story townhouse has an elevator leading to all floors. the master suite located on the top floor has a fireplace, sitting area, private balcony and amazing ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Subdivision: Town Of Winter Park , Lot SQFT: 4090sqft , Built in  1986 , Style: Townhouse
$1,489,000.00
($317.00/sqft)		 Winter Park Single Family For Sale
4 beds, 4 baths, 1 half baths, 4692 living sqft

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MLS #O5095803 Source: My Florida Regional MLS | 1741 Glencoe, Pool, 4.5 baths, Winter Park, Forrest Hills, 4 beds, Stunning tuscan villa in...1741 Glencoe
Winter Park, FL 32789
Price reduced $96,000.00 since 4/14/12, NOW $1,489,000.00 | Stunning Tuscan Villa in Olde Winter Park. A short walk to Park Avenue, this four bedroom pool home was built in 2007 with natural stone and walnut floors, plantation shutters and surround sound. First floor includes living and dining rooms, ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Forrest Hills , Lot SQFT: 11887sqft , Built in  2007 , Style: Spanish
$1,460,000.00
($307.00/sqft)		 Winter Park Single Family For Sale
4 beds, 3 baths, 1 half baths, 4748 living sqft

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MLS #O5052157 Source: My Florida Regional MLS | 141 Trismen, Winter Park, 4 bedrooms, Osceola Shores, Lake access, 3.5 baths141 Trismen
Winter Park, FL 32789
Winter Park chain of lakes pool home on nice size lot with spectacular lake and sunset views. Walk to Park Avenue. Recently remodeled gourmet kitchen with gorgeous granite counters and backsplash, Viking six burner gas range/oven, built-in warming ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Lakefront , Lake access, Waterview, Lake - Chain of Lakes Has a pool , Subdivision: Osceola Shores , Lot SQFT: 20701sqft , Built in  1956 , Style: Spanish
$1,449,000.00
($259.00/sqft)		 Winter Park Single Family For Sale
6 beds, 6 baths, 5593 living sqft

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MLS #O5101523 Source: My Florida Regional MLS | 2219 Venetian Way, Seller is being relocated for business and wants...2219 Venetian Way
Winter Park, FL 32789
Seller is being relocated for business and wants to sell this lovely home quickly! Built in 2007 by a builder for himself, this 6 bedroom 5593 sf custom pool home has all the high-end finishes and features. With spectacular beamed ceilings, ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Lake access Has a pool , Subdivision: Maitland Shores , Lot SQFT: 17500sqft , Built in  2007
$1,399,900.00
($280.00/sqft)		 Winter Park Single Family For Sale
4 beds, 4 baths, 1 half baths, 4998 living sqft

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MLS #O5005381 Source: My Florida Regional MLS | 2174 Talman Mews, Spanish, Pool, 4.5 bathrooms, Winter Park, Talman Mews, This mediterranean...2174 Talman Mews
Winter Park, FL 32792
Price reduced $150,100.00 since 9/17/10, NOW $1,399,900.00 | This Mediterranean inspired residence located in Winter Park is convenient to Winter Springs plus quick access to the 417 expressway. Recently completed in 2009, this custom built home is situated on a rare half acre corner home site in a tranquilsetting. ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Talman Mews , Lot SQFT: 20120sqft , Built in  2009 , Style: Spanish
$1,399,000.00
($258.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 5417 living sqft

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MLS #O5089051 Source: My Florida Regional MLS | 1018 Temple Grove, Temple Grove, 5 BR, This sophisticated showplace has...1018 Temple Grove
Winter Park, FL 32789
Price reduced $36,000.00 since 3/3/12, NOW $1,399,000.00 | This sophisticated showplace has large, spacious rooms and is situated on a fabulous oversized lot with beautifully manicured grounds. Located in the heart of Old Winter Park and a stroll away from its historic downtown. The contemporary residence ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Temple Grove , Lot SQFT: 22860sqft , Built in  1980 , Style: Contemporary
$1,395,000.00
($340.00/sqft)		 Winter Park Single Family For Sale
5 beds, 3 baths, 1 half baths, 4102 living sqft

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MLS #O5065666 Source: My Florida Regional MLS | 750 Pinetree, 3.5 baths, Lake access, 5 bedrooms, Historical, Traditional, Traditional new...750 Pinetree
Winter Park, FL 32789
Price reduced $100,000.00 since 9/28/11, NOW $1,395,000.00 | Traditional New Construction home in the heart of the Via''s of Winter Park to be built by Parkland Homes. Parkland has been building in Winter Park for over 30 years, their reputation for quality and craftmanship is flawless. This home will ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale, new construction , Lake access, Lake - Chain of Lakes , Subdivision: Sicilian Shores 2nd Rep , Lot SQFT: 17075sqft , Built in  2012 , Style: Historical, Traditional
$1,395,000.00
($278.00/sqft)		 Winter Park Single Family For Sale
4 beds, 5 baths, 5026 living sqft

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MLS #O5079434 Source: My Florida Regional MLS | 113 Webster, 5 bathrooms, Luxury Home For Sale, Golfview Terr, 4 bedrooms, Traditional113 Webster
Winter Park, FL 32789
Price reduced $200,000.00 since 1/5/12, NOW $1,395,000.00 | Magnificent traditional brick home on Webster Avenue in the heart of Olde Winter Park, overlooking the downtown Winter Park Country Club golf course. 2nd residence east of Park Avenue. Easy stroll to shops, restaurants, museums, art galleries, ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Subdivision: Golfview Terr , Lot SQFT: 19000sqft , Built in  1988 , Style: Traditional
$1,395,000.00
($320.00/sqft)		 Winter Park Single Family For Sale
4 beds, 4 baths, 1 half baths, 4360 living sqft

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MLS #O5087136 Source: My Florida Regional MLS | 2422 Via Sienna, Elegant european traditional home w/ new orleans...2422 Via Sienna
Winter Park, FL 32789
Elegant European Traditional home w/ New Orleans styling, hardwood, travertine, slate & granite... detailed moldings with trayed, coffered & beamed 10'' 8" ceilings, custom features & details throughout, featured in Orlando Home & Leisure magazine, ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Cinnamon Shores , Lot SQFT: 16162sqft , Built in  2001 , Style: Traditional
$1,390,000.00
($316.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 4396 living sqft

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MLS #O4947803 Source: My Florida Regional MLS | 1300 Raintree, Camwood, Luxury Home For Sale, 5 bathrooms, Pool, Elegant mediterranean on...1300 Raintree
Winter Park, FL 32789
Price reduced $145,000.00 since 11/20/09, NOW $1,390,000.00 | Elegant Mediterranean on oversized corner lot near downtown WP, fabulous flexible floor plan - 5 or 6 bdrms + office & bonus rm, designer features, built-ins, granite counters, warm dark hardwood & travertine floors, high ceilings, open kitchen-family ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale Has a pool , Subdivision: Camwood , Lot SQFT: 15751sqft , Built in  2004 , Style: Spanish
$1,375,000.00
($281.00/sqft)		 Winter Park Single Family For Sale
5 beds, 5 baths, 2 half baths, 4900 living sqft

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MLS #O5094556 Source: My Florida Regional MLS | 1080 Howell Branch, 5 beds, Waterview, Maitland Shores 2nd Add, 5 bath 2 half baths1080 Howell Branch
Winter Park, FL 32789
Stunning Mediterranean Villa captures the warmth and beauty of Florida waterfront living in prestigious Winter Park. Inside your private gate your new home has been designed for modern lifestyles, yet pays homage to timeless European elegance ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale , Waterfront, Canalfront , Lake access, Waterview, Canal - Freshwater, Lake - Chain of Lakes Has a pool , Subdivision: Maitland Shores 2nd Add , Lot SQFT: 16962sqft , Built in  2000 , Style: Spanish
$1,300,000.00
($391.00/sqft)		 UNIT #303 Winter Park Condotown Home For Sale
3 beds, 3 baths, 1 half baths, 3325 living sqft

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MLS #R4593861 Source: My Florida Regional MLS | 101 New York Unit: 303, Traditional, Townhouse, The douglas grand is one of central...101 New York Unit: 303
Winter Park, FL 32789
Price increased $125,000.00 since 6/19/10, NOW $1,300,000.00 | The Douglas Grand is one of Central Florida''s most distinctive and prestigious in-town living experiences, allowing buyers to enjoy the excitement and charm of downtown Winter Park "city life" with the luxuries and comfort of a beautiful home. ...
Low interest financing available. Get Pre-Qualified
Top Features: for sale, new construction , Subdivision: Douglas Grand At Winter Park , Built in  2008 , Style: Traditional, Townhouse

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