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Winter Park is the cultural heart of Orange County. The city was originally founded as a winter time resort for the business elite in the late 1880s. Winter Park remains a city with historical beauty from the brick lined streets, classic architecture, and a chain of lakes.  Park Avenue is the city’s center and features art museums, a central park, dining hotspots, and upscale boutiques.  Around Park Avenue you will find stately mansions, many that are lakefront.  Further away from the city center are more affordable single family homes.

As schools are being built and school zoning can change from year to year, we recommend that you check out Orange County Public School systems School Directory!

Search Winter Park Homes for Sale

Featured picture for the property A3996516
1017 TUSCANY PL
WINTER PARK, FL 32789
$1,598,000
6 beds/7 baths
Listing courtesy of THE SHERIDAN NETWORK.COM
Featured picture for the property A4119463
1840 WINTER PARK RD
WINTER PARK, FL 32789
$1,150,000
5 beds/5 baths
Listing courtesy of RE/MAX PLATINUM REALTY
Featured picture for the property O4853377
110 OSCEOLA CT
WINTER PARK, FL 32789
$3,399,000
5 beds/4.2 baths
Listing courtesy of KELLY PRICE & COMPANY LLC
Featured picture for the property O5002852
Short Sale
1370 INDIANA AVE
WINTER PARK, FL 32789
$129,900
4 beds/2 baths
Listing courtesy of DAPORE REALTY INC
Featured picture for the property O5359297
1400 CANTERBURY RD
WINTER PARK, FL 32789
$545,000
4 beds/3 baths
Listing courtesy of FANNIE HILLMAN & ASSOCIATES
Featured picture for the property O5353536
530 HOLT AVE
WINTER PARK, FL 32789
$465,000
3 beds/2 baths
Listing courtesy of COLONIALTOWN REALTY
Featured picture for the property O5332582
1400 N NEW YORK AVE
WINTER PARK, FL 32789
$3,300,000
4 beds/6 baths
Listing courtesy of FANNIE HILLMAN & ASSOCIATES
Featured picture for the property G4804513
2829 BONGART RD
WINTER PARK, FL 32792
$199,900
3 beds/2 baths
Listing courtesy of DAVE LOWE REALTY, INC.
Copyright 2015 Mid Florida MLS. All rights reserved. Information deemed reliable but is not guaranteed. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Mid Florida MLS. Real estate listings held by brokerage firms other than the owner of this page are marked with the IDX logo and detailed information about them includes the name of the listing broker. Information provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The owner of this page does not display the entire MLS database on this website. The listings of some real estate brokerage firms have been excluded. This site will be monitored for 'scraping' and any use of search facilities of data on the site other than by a consumer looking to purchase real estate, is prohibited. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. Information last updated on Apr 25, 2015 4:35:am.

Today's Market Trends for Winter Park *

$851,410

-0.01%

$243.0000

-0.02%

317

0.04%

March

February

 

304

316

 

-0.02%

0.02%

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* All data pertains to single-family homes