364 total properties
Did you mean the neighborhood Winter Park?
View 1881 LAKE SPIER DRIVE Winter Park, FL MLS# O6396357
  • Recently Listed with Virtual Tour
1 of 25
$1,350,000
3

Beds

2.0

Baths

1,750

Sq.Ft.

1881 LAKE SPIER DRIVE

Winter Park, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 2007 EDWIN BOULEVARD Winter Park, FL MLS# O6396307
  • Recently Listed with Virtual Tour
1 of 10
$369,900
Studio

Beds

0.0

Baths

2007 EDWIN BOULEVARD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 4923 N MAGNOLIA AVENUE Winter Park, FL MLS# O6396378
$390,000
3

Beds

2.0

Baths

1,559

Sq.Ft.

4923 N MAGNOLIA AVENUE

Winter Park, FL

Courtesy of A+ REALTY PROFESSIONALS, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1636 ELIZABETHS WALK Winter Park, FL MLS# O6395638
  • Recently Listed with Virtual Tour
1 of 31
$2,195,000
4

Beds

4.1

Baths

3,412

Sq.Ft.

1636 ELIZABETHS WALK

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 135 W SWOOPE AVENUE Winter Park, FL MLS# O6396594
  • Virtual Tour
1 of 36
$2,540,000
3

Beds

3.0

Baths

2,667

Sq.Ft.

135 W SWOOPE AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1507 GOLFSIDE DRIVE Winter Park, FL MLS# O6395355
  • Recently Listed with Virtual Tour
1 of 44
OPEN HOUSE: Sunday 4/19 12:00 PM - 2:00 PM
$975,000
3

Beds

2.0

Baths

2,003

Sq.Ft.

1507 GOLFSIDE DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 639 FRIAR ROAD Winter Park, FL MLS# O6395715
  • Recently Listed
1 of 50
$795,000
4

Beds

3.0

Baths

1,950

Sq.Ft.

639 FRIAR ROAD

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1110 ALABAMA DRIVE Winter Park, FL MLS# O6395692
  • Recently Listed with Virtual Tour
1 of 53
$1,750,000
3

Beds

3.0

Baths

2,488

Sq.Ft.

1110 ALABAMA DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1651 WESTCHESTER AVENUE Winter Park, FL MLS# O6384358
$1,449,000
3

Beds

2.1

Baths

2,426

Sq.Ft.

1651 WESTCHESTER AVENUE

Winter Park, FL

Courtesy of SERHANT
View 1529 HOLTS GROVE CIRCLE Winter Park, FL MLS# O6395062
  • Recently Listed with Virtual Tour
1 of 84
$2,850,000
4

Beds

4.2

Baths

4,356

Sq.Ft.

1529 HOLTS GROVE CIRCLE

Winter Park, FL

Courtesy of KGV REALTY GROUP
View 432 WORTHINGTON DRIVE Winter Park, FL MLS# O6390186
  • Recently Listed with Virtual Tour
1 of 17
$2,719,000
5

Beds

4.1

Baths

3,845

Sq.Ft.

432 WORTHINGTON DRIVE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 422 BALMORAL ROAD Winter Park, FL MLS# R4910985
$899,000
3

Beds

2.0

Baths

1,800

Sq.Ft.

422 BALMORAL ROAD

Winter Park, FL

Courtesy of CENTRAL FLORIDA REAL ESTATE CE
View 1870 STAUNTON AVENUE Winter Park, FL MLS# O6391469
  • Recently Listed with Virtual Tour
1 of 10
$1,250,000
4

Beds

3.1

Baths

2,525

Sq.Ft.

1870 STAUNTON AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1250 FORMOSA AVENUE Winter Park, FL MLS# O6393725
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 4/18 12:00 PM - 2:00 PM
$560,000
3

Beds

3.1

Baths

1,937

Sq.Ft.

1250 FORMOSA AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1836 GRINNELL TERRACE Winter Park, FL MLS# O6395188
$1,050,000
Studio

Beds

0.0

Baths

1836 GRINNELL TERRACE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 758 WARRENTON ROAD Winter Park, FL MLS# O6395298
  • Recently Listed with Virtual Tour
1 of 52
$318,985
3

Beds

2.0

Baths

1,196

Sq.Ft.

758 WARRENTON ROAD

Winter Park, FL

Courtesy of SUN PROPERTIES, INC.
View 781 NORTHWOOD CIRCLE Winter Park, FL MLS# O6394119
  • Virtual Tour
1 of 33
$775,000
3

Beds

2.0

Baths

1,566

Sq.Ft.

781 NORTHWOOD CIRCLE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 823 GRANVILLE DRIVE Winter Park, FL MLS# O6394306
  • Virtual Tour
1 of 63
$1,400,000
4

Beds

3.1

Baths

2,544

Sq.Ft.

823 GRANVILLE DRIVE

Winter Park, FL

Courtesy of FLORIDA ONE REAL ESTATE LLC
View 2305 COLDSTREAM DRIVE Winter Park, FL MLS# O6393049
  • Recently Listed with Virtual Tour
1 of 23
$1,825,000
5

Beds

5.1

Baths

3,655

Sq.Ft.

2305 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 621 HUNTINGTON AVENUE Winter Park, FL MLS# O6394464
  • Recently Listed with Virtual Tour
1 of 38
$1,795,000
3

Beds

3.1

Baths

2,399

Sq.Ft.

621 HUNTINGTON AVENUE

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC

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

355

Estimated median home price

$795,000
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 50
$200K - 300K 22
$300K - 400K 18
$400K - 500K 29
$500K - 600K 19
$600K - 700K 23
$700K - 800K 14
$800K - 900K 13
$900K - 1M 10
$1M - Max 153

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 215
Townhouse 14
Condo 89
Commercial 3
Rental 91
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 4/16/2026)

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 4/17/2026.

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 4/17/2026.

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 4/17/2026.

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.

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 4/17/2026.