309 total properties
Did you mean the neighborhood Winter Park?
View 1018 TURNER ROAD Winter Park, FL MLS# O6314546
  • Virtual Tour
1 of 39
$835,000
3

Beds

2.0

Baths

2,237

Sq.Ft.

1018 TURNER ROAD

Winter Park, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1680 PALMER AVENUE Winter Park, FL MLS# O6375108
$825,000
3

Beds

2.0

Baths

1,893

Sq.Ft.

1680 PALMER AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1785 WALNUT AVENUE Winter Park, FL MLS# O6399577
  • Recently Listed with Virtual Tour
1 of 35
$825,000
Studio

Beds

0.0

Baths

1785 WALNUT AVENUE

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 737 N CAPEN AVENUE Winter Park, FL MLS# O6120134
  • Virtual Tour
1 of 37
$824,900
3

Beds

2.0

Baths

1,930

Sq.Ft.

737 N CAPEN AVENUE

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 325 N PHELPS AVENUE Winter Park, FL MLS# O6388118
  • Virtual Tour
1 of 6
$795,000
Studio

Beds

0.0

Baths

325 N PHELPS AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 639 FRIAR ROAD Winter Park, FL MLS# O6395715
  • Recently Listed
1 of 50
$795,000
4

Beds

3.0

Baths

1,950

Sq.Ft.

639 FRIAR ROAD

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 521 FAIRFAX AVENUE Winter Park, FL MLS# O6399909
  • Recently Listed with Virtual Tour
1 of 16
$790,000
4

Beds

2.0

Baths

2,112

Sq.Ft.

521 FAIRFAX AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2919 BOWER ROAD Winter Park, FL MLS# O6391025
  • Virtual Tour
1 of 38
$779,000
3

Beds

2.0

Baths

2,325

Sq.Ft.

2919 BOWER ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 675 OVERSPIN DRIVE Winter Park, FL MLS# O6378975
  • Virtual Tour
1 of 32
$775,000
4

Beds

3.1

Baths

3,062

Sq.Ft.

675 OVERSPIN DRIVE

Winter Park, FL

Courtesy of WEMERT GROUP REALTY LLC
View 350 CORNWALL RD Winter Park, FL MLS# O6394524
  • Virtual Tour
1 of 34
$775,000
4

Beds

3.0

Baths

2,038

Sq.Ft.

350 CORNWALL RD

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 781 NORTHWOOD CIRCLE Winter Park, FL MLS# O6394119
  • Virtual Tour
1 of 33
$775,000
3

Beds

2.0

Baths

1,566

Sq.Ft.

781 NORTHWOOD CIRCLE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 676 DUNBLANE DRIVE Winter Park, FL MLS# O6365557
  • Virtual Tour
1 of 35
$750,000
3

Beds

2.0

Baths

1,827

Sq.Ft.

676 DUNBLANE DRIVE

Winter Park, FL

Courtesy of BALDWIN PARK REALTY LLC
View 2681 FITZHUGH ROAD Winter Park, FL MLS# O6383699
  • Recently Listed with Virtual Tour
1 of 55
OPEN HOUSE: Saturday 4/18 12:00 PM - 2:00 PM
$750,000
4

Beds

2.1

Baths

2,375

Sq.Ft.

2681 FITZHUGH ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 418 GILBERT ROAD Winter Park, FL MLS# O6385950
1 of 30
OPEN HOUSE: Saturday 4/18 1:00 PM - 3:00 PM
$740,000
3

Beds

3.0

Baths

1,680

Sq.Ft.

418 GILBERT ROAD

Winter Park, FL

Courtesy of SOTERA LIVING
View 3377 FORSYTH ROAD Winter Park, FL MLS# O6173998
  • Virtual Tour
1 of 15
$725,000
4,104

Sq.Ft.

3377 FORSYTH ROAD

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 770 W WEBSTER AVENUE Winter Park, FL MLS# O6323574
  • Virtual Tour
1 of 34
$725,000
4

Beds

2.0

Baths

1,008

Sq.Ft.

770 W WEBSTER AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 770 W WEBSTER AVENUE REAR LOT Winter Park, FL MLS# O6323647
$725,000
Studio

Beds

0.0

Baths

770 W WEBSTER AVENUE REAR LOT

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1108 FAIRWAY DRIVE Winter Park, FL MLS# O6386266
  • Virtual Tour
1 of 46
OPEN HOUSE: Saturday 4/18 1:00 PM - 4:00 PM
$725,000
3

Beds

2.0

Baths

1,677

Sq.Ft.

1108 FAIRWAY DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1034 TURNER ROAD Winter Park, FL MLS# O6390132
$724,900
Studio

Beds

0.0

Baths

1034 TURNER ROAD

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
View 7839 UNIVERSITY GARDEN DRIVE Winter Park, FL MLS# O6301948
$702,000
Studio

Beds

0.0

Baths

7839 UNIVERSITY GARDEN DRIVE

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS

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

355

Estimated median home price

$795,000
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 4
$100K - 200K 50
$200K - 300K 22
$300K - 400K 18
$400K - 500K 29
$500K - 600K 19
$600K - 700K 23
$700K - 800K 14
$800K - 900K 13
$900K - 1M 10
$1M - Max 153

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 215
Townhouse 14
Condo 89
Commercial 3
Rental 91
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 4/16/2026)

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 4/17/2026.

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 4/17/2026.

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 4/17/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 4/17/2026.