32 total properties
Did you mean the neighborhood Winter Park?
View 2550 VENETIAN WAY Winter Park, FL MLS# O6388219
  • Virtual Tour
1 of 65
$2,399,000
4

Beds

3.2

Baths

5,051

Sq.Ft.

2550 VENETIAN WAY

Winter Park, FL

Courtesy of PALM PROPERTIES OF CF, INC.
View 318 VITORIA AVENUE Winter Park, FL MLS# O6388489
  • Virtual Tour
1 of 65
$2,200,000
3

Beds

2.1

Baths

2,433

Sq.Ft.

318 VITORIA AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1760 ALABAMA DRIVE Winter Park, FL MLS# O6386409
  • Virtual Tour
1 of 45
$2,198,000
4

Beds

2.1

Baths

2,841

Sq.Ft.

1760 ALABAMA DRIVE

Winter Park, FL

Courtesy of DAILLAND REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1760 LEGION DRIVE Winter Park, FL MLS# O6383603
  • Virtual Tour
1 of 66
$2,295,000
4

Beds

5.1

Baths

4,392

Sq.Ft.

1760 LEGION DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2412 CHANTILLY AVENUE Winter Park, FL MLS# O6381552
  • New Construction
1 of 61
$2,394,500
5

Beds

6.1

Baths

4,506

Sq.Ft.

2412 CHANTILLY AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 2015 N PARK AVENUE Winter Park, FL MLS# O6372603
  • Virtual Tour
1 of 64
$2,295,000
5

Beds

4.1

Baths

3,963

Sq.Ft.

2015 N PARK AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 147 S INTERLACHEN AVENUE 202 Winter Park, FL MLS# L4959060
$2,170,000
3

Beds

4.1

Baths

3,272

Sq.Ft.

147 S INTERLACHEN AVENUE 202

Winter Park, FL

Courtesy of HELLOSOLD LLC
View 3425 FORSYTH ROAD Winter Park, FL MLS# S5142219
  • Virtual Tour
1 of 40
$2,800,000
16,437

Sq.Ft.

3425 FORSYTH ROAD

Winter Park, FL

Courtesy of REMAX PREMIER PROPERTIES
View 2503 VERSAILLES AVENUE Winter Park, FL MLS# O6365961
$2,184,000
5

Beds

4.0

Baths

4,026

Sq.Ft.

2503 VERSAILLES AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1624 BARCELONA WAY Winter Park, FL MLS# O6362124
  • Virtual Tour
1 of 62
$2,250,000
3

Beds

3.0

Baths

3,818

Sq.Ft.

1624 BARCELONA WAY

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1885 TEMPLE DRIVE Winter Park, FL MLS# O6359471
  • Virtual Tour
1 of 53
$2,265,000
5

Beds

3.1

Baths

3,691

Sq.Ft.

1885 TEMPLE DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2299 VIA TUSCANY Winter Park, FL MLS# O6355858
  • Virtual Tour
1 of 60
$2,200,000
4

Beds

3.1

Baths

3,986

Sq.Ft.

2299 VIA TUSCANY

Winter Park, FL

Courtesy of CORCORAN PREMIER 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

391

Estimated median home price

$785,000
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 2
$100K - 200K 47
$200K - 300K 24
$300K - 400K 24
$400K - 500K 29
$500K - 600K 23
$600K - 700K 29
$700K - 800K 20
$800K - 900K 15
$900K - 1M 10
$1M - Max 168

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 249
Townhouse 15
Condo 86
Commercial 7
Rental 77
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 5/27/2026)

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.

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 5/27/2026.