357 total properties
Did you mean the neighborhood Winter Park?
View 1760 VIA VENETIA Winter Park, FL MLS# O6391840
  • Recently Listed with Virtual Tour
1 of 44
$4,650,000
4

Beds

6.1

Baths

6,242

Sq.Ft.

1760 VIA VENETIA

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 141 GLENRIDGE WAY Winter Park, FL MLS# O6393616
  • Recently Listed with Virtual Tour
1 of 66
$3,250,000
5

Beds

4.1

Baths

5,243

Sq.Ft.

141 GLENRIDGE WAY

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 200 SAINT ANDREWS BOULEVARD 2901 Winter Park, FL MLS# O6395720
  • Recently Listed with Virtual Tour
1 of 29
$225,000
2

Beds

1.1

Baths

1,266

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2901

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
The time to sell is now! THE TIME TO SELL IS NOW!
View 872 GRANVILLE DRIVE Winter Park, FL MLS# O6391464
  • Virtual Tour
1 of 40
$2,200,000
4

Beds

3.1

Baths

3,195

Sq.Ft.

872 GRANVILLE DRIVE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 1130 PARK NORTH PLACE Winter Park, FL MLS# O6392394
$2,650,000
5

Beds

3.1

Baths

4,011

Sq.Ft.

1130 PARK NORTH PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 418 GILBERT ROAD Winter Park, FL MLS# O6385950
  • Recently Listed
1 of 30
OPEN HOUSE: Saturday 4/18 1:00 PM - 3:00 PM
$740,000
3

Beds

3.0

Baths

1,680

Sq.Ft.

418 GILBERT ROAD

Winter Park, FL

Courtesy of SOTERA LIVING
View 2020 VIA TUSCANY Winter Park, FL MLS# O6394117
  • Recently Listed with Virtual Tour
1 of 94
$4,195,000
4

Beds

4.1

Baths

4,665

Sq.Ft.

2020 VIA TUSCANY

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 1500 GAY ROAD 8D Winter Park, FL MLS# O6392693
$267,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 8D

Winter Park, FL

Courtesy of SOLID OAK REAL ESTATE LLC
View Address not provided Winter Park, FL MLS# O6393932
  • Virtual Tour
1 of 30
$257,000
2

Beds

2.1

Baths

959

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of DERENTHAL REALTY
View 785 N PHELPS AVENUE Winter Park, FL MLS# O6393117
  • New Construction with Virtual Tour
1 of 41
OPEN HOUSE: Sunday 4/19 12:00 PM - 2:00 PM
$2,049,000
5

Beds

3.1

Baths

2,964

Sq.Ft.

785 N PHELPS AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 2929 ANTIQUE OAKS CIRCLE 53 Winter Park, FL MLS# O6393633
  • Recently Listed with Virtual Tour
1 of 48
$168,000
1

Beds

1.0

Baths

749

Sq.Ft.

2929 ANTIQUE OAKS CIRCLE 53

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 700 MELROSE AVENUE J1 Winter Park, FL MLS# O6394372
  • Adult Community with Virtual Tour
1 of 20
$350,000
2

Beds

2.0

Baths

1,074

Sq.Ft.

700 MELROSE AVENUE J1

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2330 COLDSTREAM DRIVE Winter Park, FL MLS# O6384436
$650,000
4

Beds

2.0

Baths

1,750

Sq.Ft.

2330 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 1570 PALMER AVENUE Winter Park, FL MLS# O6383529
  • Virtual Tour
1 of 39
OPEN HOUSE: Saturday 4/18 12:00 PM - 2:00 PM
$1,640,000
4

Beds

3.1

Baths

3,048

Sq.Ft.

1570 PALMER AVENUE

Winter Park, FL

Courtesy of PARK TOWN REAL ESTATE LLC
View 1695 LEE ROAD E103 Winter Park, FL MLS# S5146352
  • Recently Listed with Virtual Tour
1 of 23
$139,990
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E103

Winter Park, FL

Courtesy of RE/MAX SELECT GROUP
View 518 SHOREVIEW AVENUE Winter Park, FL MLS# O6392797
  • Virtual Tour
1 of 35
$490,090
2

Beds

2.0

Baths

1,609

Sq.Ft.

518 SHOREVIEW AVENUE

Winter Park, FL

Courtesy of UNITED REAL ESTATE PREFERRED
View 1000 S SEMORAN BOULEVARD 805 Winter Park, FL MLS# O6392099
$174,700
2

Beds

2.0

Baths

1,003

Sq.Ft.

1000 S SEMORAN BOULEVARD 805

Winter Park, FL

Courtesy of SHAWFIELD REALTY GROUP
View 405 LAKE FAIR LANE Winter Park, FL MLS# O6393594
  • Virtual Tour
1 of 45
OPEN HOUSE: Sunday 4/19 12:00 PM - 3:00 PM
$459,999
3

Beds

2.0

Baths

1,491

Sq.Ft.

405 LAKE FAIR LANE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1750 CAROLLEE LANE Winter Park, FL MLS# O6391179
$1,890,000
4

Beds

3.1

Baths

3,249

Sq.Ft.

1750 CAROLLEE LANE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1649 HARMON AVENUE Winter Park, FL MLS# O6392216
  • Virtual Tour
1 of 51
OPEN HOUSE: Sunday 4/19 2:00 PM - 4:00 PM
$1,450,000
4

Beds

3.1

Baths

3,223

Sq.Ft.

1649 HARMON AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. 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

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 4/16/2026.

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 4/16/2026.

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 4/16/2026.

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 4/16/2026.