147 total properties
Did you mean the neighborhood Winter Park?
View 352 CAMBRIDGE BOULEVARD Winter Park, FL MLS# O6375545
$650,000
5

Beds

3.0

Baths

1,917

Sq.Ft.

352 CAMBRIDGE BOULEVARD

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 352 CAMBRIDGE BOULEVARD Winter Park, FL MLS# O6377540
$650,000
5

Beds

3.0

Baths

1,917

Sq.Ft.

352 CAMBRIDGE BOULEVARD

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 2600 EUSTON ROAD Winter Park, FL MLS# O6380534
$650,000
6

Beds

3.0

Baths

3,145

Sq.Ft.

2600 EUSTON ROAD

Winter Park, FL

Courtesy of YOUNG REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1809 HAMMERLIN AVENUE Winter Park, FL MLS# O6373616
$649,900
3

Beds

2.1

Baths

1,818

Sq.Ft.

1809 HAMMERLIN AVENUE

Winter Park, FL

Courtesy of NICOLE-HUDSON REALTY CORP
View 2612 ROXBURY ROAD Winter Park, FL MLS# S5137596
  • Virtual Tour
1 of 30
$645,000
5

Beds

3.0

Baths

2,472

Sq.Ft.

2612 ROXBURY ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1134 WASHINGTON AVENUE 13 Winter Park, FL MLS# O6362206
$645,000
3

Beds

3.1

Baths

2,083

Sq.Ft.

1134 WASHINGTON AVENUE 13

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 2612 ROXBURY ROAD Winter Park, FL MLS# S5139410
  • Virtual Tour
1 of 37
$645,000
5

Beds

3.0

Baths

2,472

Sq.Ft.

2612 ROXBURY ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1137 OAKS BOULEVARD Winter Park, FL MLS# O6379388
$644,900
2

Beds

1.1

Baths

1,149

Sq.Ft.

1137 OAKS BOULEVARD

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 428 SELKIRK DRIVE Winter Park, FL MLS# O6350371
  • Virtual Tour
1 of 33
$635,000
4

Beds

3.0

Baths

1,782

Sq.Ft.

428 SELKIRK DRIVE

Winter Park, FL

Courtesy of REDFIN CORPORATION
View 2708 LION HEART ROAD Winter Park, FL MLS# O6387685
  • Recently Listed with Virtual Tour
1 of 50
$635,000
3

Beds

2.0

Baths

1,785

Sq.Ft.

2708 LION HEART ROAD

Winter Park, FL

Courtesy of EQUITYPRO LLC
View 1860 STAUNTON AVENUE Winter Park, FL MLS# O6378461
  • Virtual Tour
1 of 11
$630,000
Studio

Beds

0.0

Baths

1860 STAUNTON AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 513 CORNWALL ROAD Winter Park, FL MLS# O6372577
$629,000
3

Beds

2.0

Baths

1,735

Sq.Ft.

513 CORNWALL ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1399 ALOMA AVENUE Winter Park, FL MLS# O6304495
  • Virtual Tour
1 of 38
$600,000
3

Beds

2.0

Baths

1,804

Sq.Ft.

1399 ALOMA AVENUE

Winter Park, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAGE
View 1354 INDIANA AVENUE Winter Park, FL MLS# O6387500
  • Recently Listed with Virtual Tour
1 of 39
$599,900
3

Beds

2.0

Baths

1,269

Sq.Ft.

1354 INDIANA AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1951 STAUNTON AVENUE Winter Park, FL MLS# O6379543
  • Virtual Tour
1 of 31
$599,000
3

Beds

2.0

Baths

2,556

Sq.Ft.

1951 STAUNTON AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 2758 BANCHORY ROAD Winter Park, FL MLS# O6329628
  • Virtual Tour
1 of 37
$598,000
3

Beds

2.1

Baths

1,539

Sq.Ft.

2758 BANCHORY ROAD

Winter Park, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
View 535 N INTERLACHEN AVENUE 106 Winter Park, FL MLS# O6376040
$595,000
2

Beds

2.0

Baths

970

Sq.Ft.

535 N INTERLACHEN AVENUE 106

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 330 ELKHORN COURT Winter Park, FL MLS# O6376757
  • Virtual Tour
1 of 34
$579,999
3

Beds

2.0

Baths

1,570

Sq.Ft.

330 ELKHORN COURT

Winter Park, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 2350 CADY WAY Winter Park, FL MLS# O6367536
  • Virtual Tour
1 of 31
$575,000
4

Beds

2.0

Baths

1,854

Sq.Ft.

2350 CADY WAY

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1781 INDIANA AVENUE A Winter Park, FL MLS# O6381195
$575,000
3

Beds

2.1

Baths

1,616

Sq.Ft.

1781 INDIANA AVENUE A

Winter Park, FL

Courtesy of CARLISLE REALTY, LLC

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

306

Estimated median home price

$725,000
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 5
$100K - 200K 38
$200K - 300K 30
$300K - 400K 19
$400K - 500K 23
$500K - 600K 16
$600K - 700K 17
$700K - 800K 21
$800K - 900K 6
$900K - 1M 8
$1M - Max 123

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 174
Townhouse 14
Condo 83
Commercial 4
Rental 77
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 0

(Data as of 3/5/2026)

Information deemed reliable but not guaranteed.

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 3/6/2026.

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 3/6/2026.

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 3/6/2026.