24 total properties
Did you mean the neighborhood Winter Park?
View 1523 MILLER AVENUE Winter Park, FL MLS# O6371649
  • Recently Listed
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 850 JUANITA RAEL Winter Park, FL MLS# O6370568
  • Recently Listed with Virtual Tour
1 of 50
$1,425,000
4

Beds

3.0

Baths

2,306

Sq.Ft.

850 JUANITA RAEL

Winter Park, FL

Courtesy of PHIL KEAN REAL ESTATE LLC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 1780 MIZELL AVENUE Winter Park, FL MLS# O6361633
  • New Construction
1 of 44
$1,595,000
4

Beds

4.0

Baths

2,743

Sq.Ft.

1780 MIZELL AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA 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
OPEN HOUSE: Sunday 1/11 2:00 PM - 4:00 PM
$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

1,511

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
$1,499,000
4

Beds

3.1

Baths

2,459

Sq.Ft.

102 BELL PLACE

Winter Park, FL

Courtesy of INVESTOR'S REAL ESTATE LLC
View 2015 SUMMERFIELD ROAD Winter Park, FL MLS# O6357615
  • New Construction with Virtual Tour
1 of 50
OPEN HOUSE: Saturday 1/10 12:00 PM - 3:00 PM
$1,375,000
4

Beds

4.0

Baths

3,024

Sq.Ft.

2015 SUMMERFIELD ROAD

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1408 CHAPMAN CIRCLE Winter Park, FL MLS# O6357486
  • Virtual Tour
1 of 57
$1,525,000
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
$1,675,000
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 1/11 2:00 PM - 4:00 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 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 1540 MILLER AVENUE Winter Park, FL MLS# O6350580
  • New Construction
1 of 4
$1,399,900
4

Beds

3.1

Baths

2,984

Sq.Ft.

1540 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
$1,589,904
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
$1,690,000
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
View 1166 OAKS BOULEVARD Winter Park, FL MLS# O6341707
  • Virtual Tour
1 of 44
$1,590,000
4

Beds

3.1

Baths

2,860

Sq.Ft.

1166 OAKS BOULEVARD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 525 LAKEVIEW AVENUE Winter Park, FL MLS# O6325165
  • New Construction with Virtual Tour
1 of 7
$1,390,000
4

Beds

4.1

Baths

3,253

Sq.Ft.

525 LAKEVIEW AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 501 LAKEVIEW AVENUE Winter Park, FL MLS# O6325192
  • New Construction with Virtual Tour
1 of 7
$1,390,000
4

Beds

4.1

Baths

3,253

Sq.Ft.

501 LAKEVIEW AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE

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

271

Estimated median home price

$675,000
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 5
$100K - 200K 34
$200K - 300K 21
$300K - 400K 17
$400K - 500K 24
$500K - 600K 19
$600K - 700K 23
$700K - 800K 19
$800K - 900K 4
$900K - 1M 10
$1M - Max 95

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 157
Townhouse 19
Condo 67
Commercial 5
Rental 104
Lots and Land 18
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 1/9/2026)

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 1/9/2026.