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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 A4119463
1840 WINTER PARK RD
WINTER PARK, FL 32789
$1,075,000
5 beds/5 baths
Listing courtesy of RE/MAX PLATINUM REALTY
Featured picture for the property A4121370
1648 JOELINE CT
WINTER PARK, FL 32789
$589,900
4 beds/2 baths
Listing courtesy of THE SHERIDAN NETWORK.COM
Featured picture for the property A4125778
1705 CAROLLEE LN
WINTER PARK, FL 32789
$689,900
3 beds/2 baths
Listing courtesy of THE SHERIDAN NETWORK.COM
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 O5365011
3720 VINSETTA CT
WINTER PARK, FL 32792
$628,273
6 beds/4 baths
Listing courtesy of MERITAGE HOMES OF FL REALTY
Featured picture for the property O5373765
1880 CHILEAN LN
WINTER PARK, FL 32792
$173,200
3 beds/3 baths
Listing courtesy of COLDWELL BANKER RESIDENTIAL RE
Featured picture for the property O5329120
1551 ONECO AVE
WINTER PARK, FL 32789
$1,125,000
4 beds/3 baths
Listing courtesy of LA ROSA REALTY, LLC
Featured picture for the property O5350247
519 HENKEL CIR
WINTER PARK, FL 32789
$899,000
5 beds/5 baths
Listing courtesy of WINTER PARK LAND CO.
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 Sep 1, 2015 8:19:pm.

Today's Market Trends for Winter Park *

$810,590

0.02%

$241.0000

0%

374

0.02%

August

July

 

368

366

 

0.01%

0.04%

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* All data pertains to single-family homes