206 total properties
Did you mean the neighborhood Winter Park?
View 3054 BLUEBROOK DRIVE Winter Park, FL MLS# O6398450
  • Virtual Tour
1 of 27
$410,000
3

Beds

2.0

Baths

1,939

Sq.Ft.

3054 BLUEBROOK DRIVE

Winter Park, FL

Courtesy of WEATHERSPOON REALTY INC
View 3021 AARON BURR AVENUE 3 Winter Park, FL MLS# S5147382
$140,000
2

Beds

2.1

Baths

1,090

Sq.Ft.

3021 AARON BURR AVENUE 3

Winter Park, FL

Courtesy of NAIM REAL ESTATE LLC
View 2713 EASTERN PARKWAY Winter Park, FL MLS# O6398076
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1 of 44
$670,000
3

Beds

2.0

Baths

1,304

Sq.Ft.

2713 EASTERN PARKWAY

Winter Park, FL

Courtesy of RE/MAX SELECT GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 950 HANOVER AVENUE Winter Park, FL MLS# O6398273
$470,000
3

Beds

2.0

Baths

1,606

Sq.Ft.

950 HANOVER AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 7301 CEDAR CREEK COURT 66 Winter Park, FL MLS# O6397477
$184,950
2

Beds

2.1

Baths

1,031

Sq.Ft.

7301 CEDAR CREEK COURT 66

Winter Park, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 2600 EUSTON ROAD Winter Park, FL MLS# O6397890
  • Virtual Tour
1 of 36
$630,000
6

Beds

3.0

Baths

3,145

Sq.Ft.

2600 EUSTON ROAD

Winter Park, FL

Courtesy of AROD PARTNERS REALTY
View 517 ROUGHBEARD ROAD Winter Park, FL MLS# O6399029
  • Virtual Tour
1 of 53
$565,000
3

Beds

2.0

Baths

1,873

Sq.Ft.

517 ROUGHBEARD ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2007 EDWIN BOULEVARD Winter Park, FL MLS# O6396498
  • Virtual Tour
1 of 16
$369,900
3

Beds

1.1

Baths

1,296

Sq.Ft.

2007 EDWIN BOULEVARD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 119 OAK GROVE ROAD Winter Park, FL MLS# O6397460
  • Virtual Tour
1 of 13
$285,000
3

Beds

2.0

Baths

1,134

Sq.Ft.

119 OAK GROVE ROAD

Winter Park, FL

Courtesy of INT'L PROFESSIONAL REALTY INC
View 2007 EDWIN BOULEVARD Winter Park, FL MLS# O6396307
  • Virtual Tour
1 of 10
$369,900
Studio

Beds

0.0

Baths

2007 EDWIN BOULEVARD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 4923 N MAGNOLIA AVENUE Winter Park, FL MLS# O6396378
$390,000
3

Beds

2.0

Baths

1,559

Sq.Ft.

4923 N MAGNOLIA AVENUE

Winter Park, FL

Courtesy of A+ REALTY PROFESSIONALS, INC
View 758 WARRENTON ROAD Winter Park, FL MLS# O6395298
  • Virtual Tour
1 of 52
$318,985
3

Beds

2.0

Baths

1,196

Sq.Ft.

758 WARRENTON ROAD

Winter Park, FL

Courtesy of SUN PROPERTIES, INC.
View 350 CORNWALL RD Winter Park, FL MLS# O6394524
  • Virtual Tour
1 of 36
$765,000
4

Beds

3.0

Baths

2,038

Sq.Ft.

350 CORNWALL RD

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 200 SAINT ANDREWS BOULEVARD 2901 Winter Park, FL MLS# O6395720
$225,000
2

Beds

1.1

Baths

1,266

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2901

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 418 GILBERT ROAD Winter Park, FL MLS# O6385950
$719,000
3

Beds

3.0

Baths

1,680

Sq.Ft.

418 GILBERT ROAD

Winter Park, FL

Courtesy of SOTERA LIVING
View 2330 COLDSTREAM DRIVE Winter Park, FL MLS# O6384436
$650,000
4

Beds

2.0

Baths

1,750

Sq.Ft.

2330 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 1695 LEE ROAD E103 Winter Park, FL MLS# S5146352
  • Virtual Tour
1 of 23
$134,900
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E103

Winter Park, FL

Courtesy of RE/MAX SELECT GROUP
View 1000 S SEMORAN BOULEVARD 805 Winter Park, FL MLS# O6392099
$174,700
2

Beds

2.0

Baths

1,003

Sq.Ft.

1000 S SEMORAN BOULEVARD 805

Winter Park, FL

Courtesy of SHAWFIELD REALTY GROUP
View 405 LAKE FAIR LANE Winter Park, FL MLS# O6393594
  • Virtual Tour
1 of 45
$455,000
3

Beds

2.0

Baths

1,491

Sq.Ft.

405 LAKE FAIR LANE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 512 N LAKEMONT AVENUE Winter Park, FL MLS# O6392353
$500,000
3

Beds

2.0

Baths

1,413

Sq.Ft.

512 N LAKEMONT AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY

About Winter Park

Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas.  In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range.  Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves.  Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College.  This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically.  However, the college is not the town's only point of pride.  One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art.  Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.  

Listings in Winter Park, FL

395

Estimated median home price

$789,000
Winter Park FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.

Homes for Sale by Price in Winter Park, FL

Price Count
$0 - 100K 2
$100K - 200K 46
$200K - 300K 24
$300K - 400K 25
$400K - 500K 29
$500K - 600K 23
$600K - 700K 30
$700K - 800K 21
$800K - 900K 15
$900K - 1M 10
$1M - Max 170

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 254
Townhouse 15
Condo 85
Commercial 7
Rental 80
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 5/28/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes the name of the listing brokers.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 5/28/2026.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 5/28/2026.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 5/28/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 5/28/2026.