356 total properties
Did you mean the neighborhood Winter Park?
View 7453 DANIEL WEBSTER DRIVE A5 Winter Park, FL MLS# O6442597
$150,000
2

Beds

2.0

Baths

1,063

Sq.Ft.

7453 DANIEL WEBSTER DRIVE A5

Winter Park, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 443 BROADVIEW AVENUE Winter Park, FL MLS# O6437839
  • Virtual Tour
1 of 46
$999,000
4

Beds

3.0

Baths

2,803

Sq.Ft.

443 BROADVIEW AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 702 VIA BELLA Winter Park, FL MLS# O6437125
  • Virtual Tour
1 of 41
$4,250,000
4

Beds

5.1

Baths

3,720

Sq.Ft.

702 VIA BELLA

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1803 Barker Drive Winter Park, FL MLS# 1087618
$2,190,000
4

Beds

3.0

Baths

3,463

Sq.Ft.

1803 Barker Drive

Winter Park, FL

Brevard
View 786 W CANTON AVENUE Winter Park, FL MLS# O6441522
  • Virtual Tour
1 of 20
$450,000
0.0

Baths

786 W CANTON AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 913 MOSS LANE Winter Park, FL MLS# O6441449
  • Virtual Tour
1 of 30
$950,000
3

Beds

2.0

Baths

1,887

Sq.Ft.

913 MOSS LANE

Winter Park, FL

Courtesy of VECTOR REALTY
View 504 W SWOOPE AVENUE Winter Park, FL MLS# O6440582
  • Virtual Tour
1 of 32
$1,300,000
3

Beds

2.1

Baths

2,563

Sq.Ft.

504 W SWOOPE AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1803 BARKER DRIVE Winter Park, FL MLS# O6442064
  • Virtual Tour
1 of 45
$2,190,000
4

Beds

3.0

Baths

3,463

Sq.Ft.

1803 BARKER DRIVE

Winter Park, FL

Courtesy of DENOVO REALTY
View 1431 PALM AVENUE Winter Park, FL MLS# O6441550
  • Virtual Tour
1 of 17
$799,999
0.0

Baths

1431 PALM AVENUE

Winter Park, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 540 N PENNSYLVANIA AVENUE Winter Park, FL MLS# O6436046
$3,950,000
4

Beds

2.0

Baths

1,652

Sq.Ft.

540 N PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 7476 WOODBURN COURT 38 Winter Park, FL MLS# O6434437
$170,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7476 WOODBURN COURT 38

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 311 E MORSE BOULEVARD 1-5 Winter Park, FL MLS# O6441437
  • Adult Community with Virtual Tour
1 of 63
$2,475,000
3

Beds

3.0

Baths

2,316

Sq.Ft.

311 E MORSE BOULEVARD 1-5

Winter Park, FL

Courtesy of COLLADO REAL ESTATE
View 2410 SHERBROOKE ROAD Winter Park, FL MLS# O6439553
  • Virtual Tour
1 of 73
OPEN HOUSE: Saturday 10/24 1:00 PM - 3:00 PM
$769,000
4

Beds

2.1

Baths

2,141

Sq.Ft.

2410 SHERBROOKE ROAD

Winter Park, FL

Courtesy of AMERICA REAL ESTATE COMPANY LLC
View 1773 WALNUT AVENUE Winter Park, FL MLS# O6437159
  • New Construction with Virtual Tour
1 of 25
$2,725,000
5

Beds

4.1

Baths

3,784

Sq.Ft.

1773 WALNUT AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 825 PALMER AVENUE Winter Park, FL MLS# O6435679
  • New Construction
1 of 7
$5,195,900
5

Beds

5.2

Baths

5,122

Sq.Ft.

825 PALMER AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 822 SYMONDS AVENUE Winter Park, FL MLS# O6441180
$599,999
0.0

Baths

822 SYMONDS AVENUE

Winter Park, FL

Courtesy of NEWBERRY REALTY & DEV GRP INC.
View 1211 SCHULTZ AVENUE Winter Park, FL MLS# O6442460
  • Virtual Tour
1 of 35
$475,000
3

Beds

2.0

Baths

1,085

Sq.Ft.

1211 SCHULTZ AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 160 W ROCKWOOD WAY Winter Park, FL MLS# O6437722
  • Virtual Tour
1 of 72
$3,395,000
5

Beds

5.1

Baths

4,015

Sq.Ft.

160 W ROCKWOOD WAY

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2260 COLDSTREAM DRIVE Winter Park, FL MLS# O6437438
  • Virtual Tour
1 of 35
OPEN HOUSE: Saturday 10/24 11:00 AM - 3:00 PM
$675,000
4

Beds

2.0

Baths

1,509

Sq.Ft.

2260 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2825 Mulford Avenue Winter Park, FL MLS# 1230644
$629,000
2

Beds

2.0

Baths

1,249

Sq.Ft.

2825 Mulford Avenue

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

359

Estimated median home price

$769,900
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 3
$100K - 200K 34
$200K - 300K 22
$300K - 400K 19
$400K - 500K 30
$500K - 600K 27
$600K - 700K 35
$700K - 800K 18
$800K - 900K 14
$900K - 1M 14
$1M - Max 143

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 212
Townhouse 22
Condo 77
Commercial 15
Rental 84
Lots and Land 25
Condo/Town/CoOp 0
CoOp 0
Multi Family 6
Mobile Home 0
Farms 0

(Data as of 10/22/2026)

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 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 10/22/2026.

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.

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 10/22/2026.