49 total properties
Did you mean the neighborhood Winter Park?
View 102 BELL PLACE Winter Park, FL MLS# O6398118
  • Recently Listed with Virtual Tour
1 of 46
$1,399,000
4

Beds

3.1

Baths

2,459

Sq.Ft.

102 BELL PLACE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1540 MILLER AVENUE Winter Park, FL MLS# O6398421
  • Recently Listed with Virtual Tour
1 of 55
$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 1565 FOREST AVENUE Winter Park, FL MLS# O6398694
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Sunday 4/19 2:00 PM - 4:00 PM
$1,750,000
4

Beds

2.0

Baths

2,163

Sq.Ft.

1565 FOREST AVENUE

Winter Park, FL

Courtesy of NORDQUIST & COMPANY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2408 LAFAYETTE AVENUE Winter Park, FL MLS# O6397694
  • Recently Listed with Virtual Tour
1 of 31
$1,495,000
4

Beds

3.1

Baths

2,838

Sq.Ft.

2408 LAFAYETTE AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 2430 CHANTILLY AVENUE Winter Park, FL MLS# O6395313
  • Recently Listed with Virtual Tour
1 of 14
$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 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 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 13
$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
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 1649 HARMON AVENUE Winter Park, FL MLS# O6392216
  • Virtual Tour
1 of 51
$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
View 1016 HOWELL BRANCH ROAD Winter Park, FL MLS# O6392409
$1,699,000
4

Beds

3.0

Baths

3,142

Sq.Ft.

1016 HOWELL BRANCH ROAD

Winter Park, FL

Courtesy of PLAID PROPERTIES, LLC
View 905 ENCLAVE PLACE Winter Park, FL MLS# O6383679
  • New Construction
1 of 2
$1,495,000
3

Beds

3.1

Baths

2,756

Sq.Ft.

905 ENCLAVE PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 901 ENCLAVE PLACE Winter Park, FL MLS# O6383602
  • New Construction
1 of 2
$1,495,000
3

Beds

3.1

Baths

2,738

Sq.Ft.

901 ENCLAVE PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 1181 VIA CAPRI Winter Park, FL MLS# O6391636
  • Virtual Tour
1 of 11
$1,800,000
Studio

Beds

0.0

Baths

1181 VIA CAPRI

Winter Park, FL

Courtesy of KARDOSH REALTY
View 1780 MONDRIAN CIRCLE Winter Park, FL MLS# O6389472
  • Virtual Tour
1 of 51
$1,395,000
3

Beds

3.1

Baths

2,310

Sq.Ft.

1780 MONDRIAN CIRCLE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1870 WALKER AVENUE Winter Park, FL MLS# O6390504
  • New Construction with Virtual Tour
1 of 20
$1,425,000
3

Beds

2.1

Baths

2,046

Sq.Ft.

1870 WALKER AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 101 S NEW YORK AVENUE 302 Winter Park, FL MLS# O6390752
  • Recently Listed with Virtual Tour
1 of 40
$1,580,000
3

Beds

3.1

Baths

3,174

Sq.Ft.

101 S NEW YORK AVENUE 302

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 246 PALMER AVENUE Winter Park, FL MLS# O6388115
  • Virtual Tour
1 of 55
$1,500,000
2

Beds

2.0

Baths

2,281

Sq.Ft.

246 PALMER 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

347

Estimated median home price

$779,000
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 21
$300K - 400K 17
$400K - 500K 28
$500K - 600K 19
$600K - 700K 22
$700K - 800K 15
$800K - 900K 11
$900K - 1M 10
$1M - Max 150

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 211
Townhouse 13
Condo 89
Commercial 3
Rental 90
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 4/14/2026)

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 4/15/2026.