355 total properties
Did you mean the neighborhood Winter Park?
View Address not provided Winter Park, FL MLS# O6427974
  • Recently Listed
1 of 3
$179,900
2

Beds

2.0

Baths

840

Sq.Ft.

Address not provided

Winter Park, FL

View 857 BROCK STREET Winter Park, FL MLS# O6432219
  • Recently Listed with Virtual Tour
1 of 11
$4,650,000
5

Beds

5.1

Baths

4,827

Sq.Ft.

857 BROCK STREET

Winter Park, FL

View 7487 CANFORD COURT 5 Winter Park, FL MLS# TB8537513
  • Recently Listed with Virtual Tour
1 of 20
$249,900
2

Beds

2.1

Baths

1,611

Sq.Ft.

7487 CANFORD COURT 5

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 3651 N GOLDENROD ROAD A103 Winter Park, FL MLS# O6432285
$164,900
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD A103

Winter Park, FL

View 283 SANDLEWOOD TRAIL 3 Winter Park, FL MLS# O6431475
$285,000
2

Beds

2.1

Baths

960

Sq.Ft.

283 SANDLEWOOD TRAIL 3

Winter Park, FL

View 1901 LOCH BERRY ROAD Winter Park, FL MLS# O6429147
  • Recently Listed with Virtual Tour
1 of 18
$3,500,000
5

Beds

5.1

Baths

4,831

Sq.Ft.

1901 LOCH BERRY ROAD

Winter Park, FL

View 4033 TENITA DRIVE Winter Park, FL MLS# O6424621
  • Recently Listed
1 of 37
$569,000
4

Beds

2.0

Baths

2,022

Sq.Ft.

4033 TENITA DRIVE

Winter Park, FL

View 1840 BRYAN AVENUE Winter Park, FL MLS# O6431360
  • Recently Listed with Virtual Tour
1 of 53
$1,725,000
4

Beds

3.1

Baths

3,727

Sq.Ft.

1840 BRYAN AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 2719 WOODSIDE AVENUE Winter Park, FL MLS# O6431342
$610,000
3

Beds

2.0

Baths

1,431

Sq.Ft.

2719 WOODSIDE AVENUE

Winter Park, FL

View 2719 WOODSIDE AVENUE Winter Park, FL MLS# O6431353
$610,000
Studio

Beds

0.0

Baths

2719 WOODSIDE AVENUE

Winter Park, FL

View 1420 ALOMA AVENUE Winter Park, FL MLS# O6430343
  • Recently Listed with Virtual Tour
1 of 70
$2,190,000
3

Beds

3.1

Baths

2,422

Sq.Ft.

1420 ALOMA AVENUE

Winter Park, FL

View 540 N PENNSYLVANIA AVENUE Winter Park, FL MLS# O6431538
  • Recently Listed with Virtual Tour
1 of 9
$4,600,000
Studio

Beds

0.0

Baths

540 N PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 913 CAMELLIA AVENUE Winter Park, FL MLS# O6430229
  • Virtual Tour
1 of 50
$655,000
3

Beds

2.1

Baths

1,389

Sq.Ft.

913 CAMELLIA AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 310 GRANADA DRIVE Winter Park, FL MLS# TB8536242
  • Recently Listed
1 of 2
$354,999
3

Beds

2.0

Baths

1,344

Sq.Ft.

310 GRANADA DRIVE

Winter Park, FL

Courtesy of A-WARD WINNING REALTY LLC
View 1695 LEE ROAD D107 Winter Park, FL MLS# O6425124
$180,000
1

Beds

1.0

Baths

638

Sq.Ft.

1695 LEE ROAD D107

Winter Park, FL

Courtesy of PRIMESTATE REALTY, INC.
View 2812 MULFORD AVENUE Winter Park, FL MLS# O6430918
$2,495,000
5

Beds

5.1

Baths

3,656

Sq.Ft.

2812 MULFORD AVENUE

Winter Park, FL

View 7413 BELLE RIVER COURT 3 Winter Park, FL MLS# O6430667
  • Recently Listed with Virtual Tour
1 of 11
$229,900
3

Beds

2.1

Baths

1,151

Sq.Ft.

7413 BELLE RIVER COURT 3

Winter Park, FL

View 361 E KINGS WAY Winter Park, FL MLS# O6421810
  • Recently Listed with Virtual Tour
1 of 17
$3,199,000
4

Beds

4.1

Baths

3,737

Sq.Ft.

361 E KINGS WAY

Winter Park, FL

View 2667 COCHISE TRAIL Winter Park, FL MLS# O6429844
  • Recently Listed with Virtual Tour
1 of 92
$1,000,050
4

Beds

3.0

Baths

2,868

Sq.Ft.

2667 COCHISE TRAIL

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 7340 SWALLOW RUN 7340 Winter Park, FL MLS# O6429997
  • Recently Listed with Virtual Tour
1 of 18
$145,000
2

Beds

2.0

Baths

802

Sq.Ft.

7340 SWALLOW RUN 7340

Winter Park, FL

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

351

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 7
$100K - 200K 37
$200K - 300K 21
$300K - 400K 14
$400K - 500K 34
$500K - 600K 27
$600K - 700K 32
$700K - 800K 14
$800K - 900K 10
$900K - 1M 11
$1M - Max 144

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 218
Townhouse 21
Condo 74
Commercial 9
Rental 73
Lots and Land 21
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 8/10/2026)

Information deemed reliable but not guaranteed.

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 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 8/11/2026.

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 8/11/2026.