221 total properties
Did you mean the neighborhood Winter Park?
View 1826 BANCHORY ROAD Winter Park, FL MLS# O6419474
$779,000
4

Beds

2.1

Baths

2,391

Sq.Ft.

1826 BANCHORY ROAD

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 275 N RANGER BOULEVARD Winter Park, FL MLS# O6415904
  • Virtual Tour
1 of 32
OPEN HOUSE: Saturday 7/11 11:00 AM - 1:00 PM
$775,000
4

Beds

3.0

Baths

1,950

Sq.Ft.

275 N RANGER BOULEVARD

Winter Park, FL

View 730 W SWOOPE AVENUE Winter Park, FL MLS# S5152493
  • Recently Listed with Virtual Tour
1 of 35
$770,000
5

Beds

3.0

Baths

2,132

Sq.Ft.

730 W SWOOPE AVENUE

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
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

View 2324 LEE ROAD Winter Park, FL MLS# O6403791
  • Virtual Tour
1 of 36
$750,000
2,124

Sq.Ft.

2324 LEE ROAD

Winter Park, FL

Courtesy of CARLISLE REALTY, LLC
View 300 CAROLINA AVENUE 402C Winter Park, FL MLS# O6410016
$750,000
3

Beds

2.0

Baths

1,350

Sq.Ft.

300 CAROLINA AVENUE 402C

Winter Park, FL

View 408 HOLT AVENUE Winter Park, FL MLS# O6405857
  • Virtual Tour
1 of 34
$745,000
2

Beds

3.0

Baths

1,440

Sq.Ft.

408 HOLT AVENUE

Winter Park, FL

Courtesy of THE REAL ESTATE PRINCIPLE, INC
View 300 CAROLINA AVENUE 301 Winter Park, FL MLS# O6413279
$739,000
2

Beds

2.0

Baths

1,305

Sq.Ft.

300 CAROLINA AVENUE 301

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
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 2344 WOODCREST DRIVE Winter Park, FL MLS# O6418782
  • Recently Listed with Virtual Tour
1 of 22
$719,900
4

Beds

2.0

Baths

1,764

Sq.Ft.

2344 WOODCREST DRIVE

Winter Park, FL

View 2831 MULFORD AVENUE Winter Park, FL MLS# O6414319
  • Virtual Tour
1 of 28
OPEN HOUSE: Saturday 7/11 11:30 AM - 12:30 PM
$715,000
4

Beds

2.1

Baths

1,647

Sq.Ft.

2831 MULFORD AVENUE

Winter Park, FL

View 1701 GOODRICH AVENUE Winter Park, FL MLS# O6400278
$709,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

1701 GOODRICH AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 860 N DENNING DRIVE Winter Park, FL MLS# O6412589
  • Virtual Tour
1 of 52
$699,900
3

Beds

2.1

Baths

1,411

Sq.Ft.

860 N DENNING DRIVE

Winter Park, FL

View 763 Overspin Drive Winter Park, FL MLS# 256173
$699,000
Studio

Beds

0.0

Baths

763 Overspin Drive

Winter Park, FL

View 676 DUNBLANE DRIVE Winter Park, FL MLS# O6365557
  • Virtual Tour
1 of 35
$699,000
3

Beds

2.0

Baths

1,827

Sq.Ft.

676 DUNBLANE DRIVE

Winter Park, FL

Courtesy of BALDWIN PARK REALTY LLC
View 2333 WESTMINSTER COURT Winter Park, FL MLS# O6407054
$699,000
4

Beds

2.0

Baths

1,877

Sq.Ft.

2333 WESTMINSTER COURT

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1977 DUNDEE DRIVE Winter Park, FL MLS# O6341378
$695,500
1,656

Sq.Ft.

1977 DUNDEE DRIVE

Winter Park, FL

View 432 W SWOOPE AVENUE Winter Park, FL MLS# O6375719
  • Virtual Tour
1 of 20
$695,000
4

Beds

3.1

Baths

2,317

Sq.Ft.

432 W SWOOPE 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

389

Estimated median home price

$750,000
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 44
$200K - 300K 28
$300K - 400K 17
$400K - 500K 32
$500K - 600K 27
$600K - 700K 34
$700K - 800K 17
$800K - 900K 12
$900K - 1M 9
$1M - Max 165

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 249
Townhouse 17
Condo 89
Commercial 7
Rental 68
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 7/7/2026)

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 7/8/2026.

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 7/8/2026.