226 total properties
Did you mean the neighborhood Winter Park?
View 1960 BISCAYNE DRIVE Winter Park, FL MLS# O6421199
  • Recently Listed
1 of 19
$300,000
2

Beds

1.0

Baths

1,272

Sq.Ft.

1960 BISCAYNE DRIVE

Winter Park, FL

View 1000 S SEMORAN BOULEVARD 306 Winter Park, FL MLS# R4911525
  • Recently Listed with Virtual Tour
1 of 13
$148,000
1

Beds

1.0

Baths

796

Sq.Ft.

1000 S SEMORAN BOULEVARD 306

Winter Park, FL

View 1000 S SEMORAN BOULEVARD 404 Winter Park, FL MLS# R4911526
  • Recently Listed with Virtual Tour
1 of 5
$148,000
1

Beds

1.0

Baths

776

Sq.Ft.

1000 S SEMORAN BOULEVARD 404

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1000 S SEMORAN BOULEVARD 408 Winter Park, FL MLS# R4911527
  • Recently Listed with Virtual Tour
1 of 11
$148,000
1

Beds

1.0

Baths

776

Sq.Ft.

1000 S SEMORAN BOULEVARD 408

Winter Park, FL

View 4887 N MAGNOLIA AVENUE Winter Park, FL MLS# O6420961
  • Recently Listed with Virtual Tour
1 of 43
$495,000
4

Beds

3.0

Baths

1,955

Sq.Ft.

4887 N MAGNOLIA AVENUE

Winter Park, FL

Courtesy of LUXE PROPERTIES
View 3060 George Mason D Winter Park, FL MLS# A12044474
  • Recently Listed with Virtual Tour
1 of 19
$107,000
2

Beds

2.0

Baths

1,062

Sq.Ft.

3060 George Mason D

Winter Park, FL

Courtesy of CAPITAL INTL REALTY LLC
View 2041 JEWELL AVENUE Winter Park, FL MLS# O6420660
$480,000
3

Beds

1.0

Baths

1,508

Sq.Ft.

2041 JEWELL AVENUE

Winter Park, FL

Courtesy of IAD REAL ESTATE
View 644 N KNOWLES AVENUE 3 Winter Park, FL MLS# O6420484
  • Recently Listed with Virtual Tour
1 of 30
$475,000
1

Beds

1.0

Baths

767

Sq.Ft.

644 N KNOWLES AVENUE 3

Winter Park, FL

View 3037 ANTIQUE OAKS CIRCLE 156 Winter Park, FL MLS# O6420008
  • Recently Listed with Virtual Tour
1 of 21
$154,900
1

Beds

1.0

Baths

749

Sq.Ft.

3037 ANTIQUE OAKS CIRCLE 156

Winter Park, FL

View 1037 N VIRGINIA AVENUE Winter Park, FL MLS# O6419694
  • Recently Listed with Virtual Tour
1 of 35
$649,000
3

Beds

1.0

Baths

1,101

Sq.Ft.

1037 N VIRGINIA AVENUE

Winter Park, FL

View 1037 N VIRGINIA AVENUE Winter Park, FL MLS# O6419696
  • Recently Listed
1 of 18
$649,000
Studio

Beds

0.0

Baths

1037 N VIRGINIA AVENUE

Winter Park, FL

View 3381 CEDAR SPRINGS PLACE 151 Winter Park, FL MLS# O6419959
  • Recently Listed with Virtual Tour
1 of 32
$179,900
2

Beds

2.1

Baths

1,031

Sq.Ft.

3381 CEDAR SPRINGS PLACE 151

Winter Park, FL

View 1000 S SEMORAN BLVD BOULEVARD 603 Winter Park, FL MLS# O6420027
$99,900
2

Beds

2.0

Baths

1,003

Sq.Ft.

1000 S SEMORAN BLVD BOULEVARD 603

Winter Park, FL

View 259 ORANGE TERRACE DRIVE Winter Park, FL MLS# O6419225
  • Recently Listed with Virtual Tour
1 of 26
$465,500
3

Beds

2.0

Baths

1,248

Sq.Ft.

259 ORANGE TERRACE DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 981 ARAGON AVENUE Winter Park, FL MLS# O6420093
  • Recently Listed with Virtual Tour
1 of 7
$535,000
2

Beds

1.0

Baths

857

Sq.Ft.

981 ARAGON AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2500 LEE ROAD 222 Winter Park, FL MLS# O6419663
  • Recently Listed with Virtual Tour
1 of 22
$184,900
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 222

Winter Park, FL

View 2249 MINNESOTA AVENUE Winter Park, FL MLS# O6419820
  • Recently Listed with Virtual Tour
1 of 81
$429,900
4

Beds

2.0

Baths

1,536

Sq.Ft.

2249 MINNESOTA AVENUE

Winter Park, FL

View 2774 BANCHORY ROAD Winter Park, FL MLS# O6418821
  • Recently Listed
1 of 34
$645,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

2774 BANCHORY ROAD

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1003 LAKE BELL DRIVE Winter Park, FL MLS# O6418278
$649,900
3

Beds

2.0

Baths

1,837

Sq.Ft.

1003 LAKE BELL DRIVE

Winter Park, FL

View JESSICA COURT Winter Park, FL MLS# O6419256
  • Recently Listed with Virtual Tour
1 of 11
$449,000
Studio

Beds

0.0

Baths

JESSICA COURT

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

404

Estimated median home price

$742,000
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 3
$100K - 200K 48
$200K - 300K 25
$300K - 400K 20
$400K - 500K 33
$500K - 600K 30
$600K - 700K 34
$700K - 800K 19
$800K - 900K 13
$900K - 1M 9
$1M - Max 170

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 258
Townhouse 16
Condo 94
Commercial 7
Rental 71
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 6/30/2026)

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 7/1/2026.

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 7/1/2026.