24 total properties
Did you mean the neighborhood Winter Park?
View 1751 GOODRICH AVENUE Winter Park, FL MLS# O6377936
  • Recently Listed
1 of 50
$1,475,000
4

Beds

3.1

Baths

2,170

Sq.Ft.

1751 GOODRICH AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 507 COUNTRY CLUB DRIVE Winter Park, FL MLS# O6377844
  • Recently Listed with Virtual Tour
1 of 41
$1,550,000
4

Beds

3.1

Baths

2,985

Sq.Ft.

507 COUNTRY CLUB DRIVE

Winter Park, FL

Courtesy of SOTERA LIVING
View Address not provided Winter Park, FL MLS# O6377320
  • Recently Listed with Virtual Tour
1 of 10
$1,689,000
4

Beds

3.1

Baths

2,604

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1861 TAYLOR AVENUE Winter Park, FL MLS# O6375732
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Saturday 1/31 1:00 PM - 3:00 PM
$1,849,000
5

Beds

5.2

Baths

3,116

Sq.Ft.

1861 TAYLOR AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1840 ANZLE AVENUE Winter Park, FL MLS# O6374102
  • Recently Listed with Virtual Tour
1 of 12
$1,750,000
4

Beds

2.1

Baths

2,350

Sq.Ft.

1840 ANZLE AVENUE

Winter Park, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
View 1523 MILLER AVENUE Winter Park, FL MLS# O6371649
  • New Construction
1 of 6
$1,550,000
5

Beds

4.0

Baths

3,164

Sq.Ft.

1523 MILLER AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2430 CHANTILLY AVENUE Winter Park, FL MLS# O6367773
  • New Construction with Virtual Tour
1 of 7
$1,665,000
4

Beds

4.0

Baths

2,916

Sq.Ft.

2430 CHANTILLY AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1807 YORKSHIRE DRIVE Winter Park, FL MLS# TB8451098
  • New Construction
1 of 18
$1,450,000
4

Beds

4.1

Baths

3,565

Sq.Ft.

1807 YORKSHIRE DRIVE

Winter Park, FL

Courtesy of WEEKLEY HOMES REALTY COMPANY
View 1630 CHESTNUT AVENUE Winter Park, FL MLS# O6360357
  • Virtual Tour
1 of 58
$1,725,000
3

Beds

4.1

Baths

3,164

Sq.Ft.

1630 CHESTNUT AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 315 E NEW ENGLAND AVENUE 7 Winter Park, FL MLS# O6335422
$1,675,000
2

Beds

2.0

Baths

1,609

Sq.Ft.

315 E NEW ENGLAND AVENUE 7

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 102 BELL PLACE Winter Park, FL MLS# O6354345
  • New Construction with Virtual Tour
1 of 51
OPEN HOUSE: Saturday 1/31 11:00 AM - 2:00 PM
$1,489,000
4

Beds

3.1

Baths

2,459

Sq.Ft.

102 BELL PLACE

Winter Park, FL

Courtesy of INVESTOR'S REAL ESTATE LLC
View 1408 CHAPMAN CIRCLE Winter Park, FL MLS# O6357486
  • Virtual Tour
1 of 46
OPEN HOUSE: Saturday 1/31 2:00 PM - 4:00 PM
$1,495,000
4

Beds

4.0

Baths

3,237

Sq.Ft.

1408 CHAPMAN CIRCLE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 132 BURKS CIRCLE Winter Park, FL MLS# O6354963
  • Virtual Tour
1 of 32
$1,625,000
4

Beds

4.1

Baths

3,022

Sq.Ft.

132 BURKS CIRCLE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 607 ELLEN DRIVE Winter Park, FL MLS# O6354269
  • New Construction with Virtual Tour
1 of 34
OPEN HOUSE: Sunday 2/1 1:30 PM - 3:00 PM
$1,630,000
4

Beds

3.2

Baths

2,812

Sq.Ft.

607 ELLEN DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 633 BALMORAL ROAD Winter Park, FL MLS# O6353491
  • Virtual Tour
1 of 8
$1,825,000
4

Beds

2.1

Baths

2,674

Sq.Ft.

633 BALMORAL ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 633 BALMORAL ROAD Winter Park, FL MLS# O6353528
  • Virtual Tour
1 of 9
$1,825,000
Studio

Beds

0.0

Baths

633 BALMORAL ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1510 MILLER AVENUE Winter Park, FL MLS# O6350503
  • New Construction with Virtual Tour
1 of 5
$1,634,900
5

Beds

4.1

Baths

3,252

Sq.Ft.

1510 MILLER AVENUE

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 1473 Berkshire Avenue Winter Park, FL MLS# 1048892
  • New Construction with Virtual Tour
1 of 55
OPEN HOUSE: Saturday 1/31 12:00 PM - 2:00 PM
$1,549,000
5

Beds

4.0

Baths

2,895

Sq.Ft.

1473 Berkshire Avenue

Winter Park, FL

Brevard
View 141 W LAKE SUE AVENUE Winter Park, FL MLS# O6345896
$1,500,000
Studio

Beds

0.0

Baths

141 W LAKE SUE AVENUE

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 1571 LASBURY AVENUE Winter Park, FL MLS# O6345436
  • Virtual Tour
1 of 49
$1,699,999
4

Beds

3.0

Baths

2,749

Sq.Ft.

1571 LASBURY AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES

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

299

Estimated median home price

$669,000
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 7
$100K - 200K 35
$200K - 300K 30
$300K - 400K 16
$400K - 500K 25
$500K - 600K 18
$600K - 700K 26
$700K - 800K 18
$800K - 900K 5
$900K - 1M 8
$1M - Max 111

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 168
Townhouse 19
Condo 79
Commercial 6
Rental 95
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 0

(Data as of 1/30/2026)

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 1/31/2026.