Winter Park Homes For Sale

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Winter Park is located in Orange County Florida.  Unique in its own right filled with history and nostalgia.  As you walk down main street you can see the winding brick roads and the moss filled trees.  Winter Park offers fine dining, art galleries, antique shops and city hosts many festivals and events. 

Winter Park Luxury Homes | Winter Park Florida Homes For Sale | Buy A Winter Park Home

Winter Park is the home to many celebrities | professional athletes | muscians | movie stars.  While many may consider Winter Park a bedroom community people from all walks of life visit and live in this Central Florida community.

Winter Park offers a wide variety of real estate choices affordable single family homes | luxury homes | condos | townhomes and commercial real estate. If you are considering making a move and are interested in the Winter Park area, contact Gary for a relocation package or view homes here.

Gary Berkson | RE/MAX Central REALTOR | Florida Luxury Home Specialist

Have a Winter Park home you are thinking about selling? Request the value of your home or contact Gary today.  Remember Gary Berkson has customers waiting for the right home to pop up on the market.  Find out why Gary sells so many
Winter Park homes.

See more properties for sale below

$7,450,000.00 ($683.00/sqft) Winter Park Single Family For Sale 6 beds, 7 baths, 1 half baths, 10904 living sqft View Full Details Photos Make Offer Request Showing Save ListingVirtual TourAsk Question

ROLLOVER TO VIEW 12 PHOTOS MLS #O5055027 | 1008 Genius, Lakefront, 7.5 BA, Winter Park, Windsong Ests Sec 1, Exquisite inside and out!... 1008 Genius Winter Park, FL 32789 Price reduced $450,000.00 since 7/21/11, NOW $7,450,000.00 | Exquisite inside and out! This magnificent Six 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 ... 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 View Full Details Photos Make Offer Request Showing Save ListingVirtual TourMapAsk Question

ROLLOVER TO VIEW 12 PHOTOS MLS #S4679460 | 240 Trismen, Lake access, Winter Park, Pool, Waterfront, This lake front estate... 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

$6,000,000.00 ($400.00/sqft) Winter Park Vacant Land For Sale View Full Details Photos Make Offer Request Showing Save ListingVirtual TourAsk Question

ROLLOVER TO VIEW 7 PHOTOS MLS #O4962779 | 1424 Sarazens Pl, Winter Park, Opportunities like this only come once... 1424 Sarazens Winter Park, FL 32789 Opportunities like this only come once in a lifetime. The last big parcel of land in Winter Park. This is a premiere opportunity to build your dream home on an incredible EIGHT ACRE Parcel.Overlooking the fairways of Interlachen Country Club ... Low interest financing available. Get Pre-Qualified Top Features: for sale , Golf course , Subdivision: Brs Reserve , Lot SQFT: 15002sqft

$6,000,000.00 ($201.00/sqft) Winter Park Commercial For Sale 29891 living sqft View Full Details Make Offer Request Showing Save ListingAsk Question

MLS #O5079454 | Winter Park, Group Housing/aclf, Commercial Property For Sale Winter Park, FL 32789 Price reduced $1,000,000.00 since 1/4/12, NOW $6,000,000.00 | Good location, good property in winter park, license for 95 beds. alf, updated roof, updated electric, updated fire alarm system, updated plumbing, updated flooring. Low interest financing available. Get Pre-Qualified Top Features: for sale , Lot SQFT: 52882sqft , Built in  1970

$5,900,000.00 ($429.00/sqft) Winter Park Single Family For Sale 7 beds, 7 baths, 2 half baths, 13748 living sqft View Full Details Photos Make Offer Request Showing Save ListingMapAsk Question

ROLLOVER TO VIEW 12 PHOTOS MLS #O5082831 | 1024 Genius, 7 bath 2 half baths, Winter Park, Windsong Ests Sec 1, Waterfront 1024 Genius Winter Park, FL 32789 Truly remarkable Lakefront Estate... located 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 Lake ... 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

$5,258,800.00 ($608.00/sqft) Winter Park Single Family For Sale 6 beds, 7 baths, 1 half baths, 8653 living sqft View Full Details Photos Make Offer Request Showing Save ListingVirtual TourAsk Question

ROLLOVER TO VIEW 12 PHOTOS MLS #O4978340 | 992 Genius, Luxury Home For Sale, Lakefront, Exquisite luxury yet warm... Winter Park, FL 32789 Price reduced $91,200.00 since 4/29/10, NOW $5,258,800.00 | Exquisite luxury yet warm and livable. This privately gated home is surrounded by water on 3 sides and located in the exclusive Estates section of Windsong.From the Brazilian Cherry floors to the Travertine pool deck,every detail has been hand ... Low interest financing available. Get Pre-Qualified Top Features: for sale , Waterfront, Lakefront Has a pool , Subdivision: Windsong Ests Sec 2 , Lot SQFT: 47345sqft , Built in  2003

$3,950,000.00 ($440.00/sqft) Winter Park Single Family For Sale 5 beds, 5 baths, 2 half baths, 8973 living sqft View Full Details Photos Make Offer Request Showing Save ListingVirtual TourMapAsk Question

ROLLOVER TO VIEW 12 PHOTOS MLS #O5031991 | 1008 Anchorage, Pool, Anchorage Ests, Coastal living in winter park, enjoy this... 1008 Anchorage Winter Park, FL 32789 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

$3,495,000.00 ($395.00/sqft) Winter Park Single Family For Sale 5 beds, 5 baths, 3 half baths, 8838 living sqft View Full Details Photos Make Offer Request Showing Save ListingVirtual TourMapAsk Question

ROLLOVER TO VIEW 12 PHOTOS MLS #O5052733 | 1420 Via Tuscany, Winter Park, Courtyard, Spanish, Contemporary, 5 bath 3 half baths 1420 Via Tuscany Winter Park, FL 32789 Winter Park''s finest courtyard Mediterranean modeled after a "Moroccan theme", this home was recently completed and never lived in. Elegant "one of a kind" finishes thruout including exquisite light fixtures, exotic granite counters, incredible ... Low interest financing available. Get Pre-Qualified Top Features: for sale, new construction Has a pool , Subdivision: Cloister Grove , Lot SQFT: 46597sqft , Built in  2010 , Style: Courtyard, Spanish, Contemporary

$3,399,000.00 ($506.00/sqft) Winter Park Single Family For Sale 5 beds, 4 baths, 2 half baths, 6713 living sqft View Full Details Photos Make Offer Request Showing Save ListingMapAsk Question

ROLLOVER TO VIEW 12 PHOTOS MLS #O4853377 | 110 Osceola, Winter Park, Luxury Home For Sale, Traditional, 4 bath 2 half baths 110 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

$3,200,000.00 ($384.00/sqft) Winter Park Single Family For Sale 5 beds, 5 baths, 3 half baths, 8342 living sqft View Full Details Photos Make Offer Request Showing Save ListingVirtual TourMapAsk Question

ROLLOVER TO VIEW 10 PHOTOS MLS #O4768678 | 1020 Park, Pool, Mac Donald Robert Dhu Park Second Rep, Breathtaking appointments at every turn! ... 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

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