45 total properties
Did you mean the neighborhood Winter Park?
View 1110 ALABAMA Winter Park, FL MLS# A12007407
  • Virtual Tour
1 of 25
$1,750,000
3

Beds

3.0

Baths

2,488

Sq.Ft.

1110 ALABAMA

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2305 COLDSTREAM DRIVE Winter Park, FL MLS# O6393049
  • New Construction with Virtual Tour
1 of 23
$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
$1,795,000
3

Beds

3.1

Baths

2,399

Sq.Ft.

621 HUNTINGTON AVENUE

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1570 PALMER AVENUE Winter Park, FL MLS# O6383529
  • Virtual Tour
1 of 39
$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 1750 CAROLLEE LANE Winter Park, FL MLS# O6391179
$1,820,000
4

Beds

3.1

Baths

3,249

Sq.Ft.

1750 CAROLLEE LANE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1840 BRYAN AVENUE Winter Park, FL MLS# O6391922
  • Virtual Tour
1 of 46
$1,799,000
4

Beds

3.1

Baths

3,727

Sq.Ft.

1840 BRYAN AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
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
4

Beds

3.1

Baths

2,738

Sq.Ft.

901 ENCLAVE PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 1177 KENWOOD AVENUE Winter Park, FL MLS# O6390592
  • Virtual Tour
1 of 57
$1,800,000
5

Beds

4.1

Baths

4,363

Sq.Ft.

1177 KENWOOD AVENUE

Winter Park, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 1705 ELIZABETHS WALK Winter Park, FL MLS# O6389723
$1,650,000
5

Beds

5.0

Baths

3,820

Sq.Ft.

1705 ELIZABETHS WALK

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 2501 WINTER PARK ROAD Winter Park, FL MLS# O6384756
$1,649,000
5

Beds

3.1

Baths

3,304

Sq.Ft.

2501 WINTER PARK ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2454 BROOKSHIRE AVENUE Winter Park, FL MLS# O6384924
  • New Construction with Virtual Tour
1 of 34
$1,399,000
4

Beds

3.1

Baths

2,509

Sq.Ft.

2454 BROOKSHIRE AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1340 PLACE PICARDY Winter Park, FL MLS# O6382113
  • Virtual Tour
1 of 34
$1,599,000
3

Beds

3.1

Baths

3,459

Sq.Ft.

1340 PLACE PICARDY

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 234 DETMAR DRIVE Winter Park, FL MLS# O6379927
  • Virtual Tour
1 of 49
$1,599,000
4

Beds

5.1

Baths

3,609

Sq.Ft.

234 DETMAR DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1113 VIA DEL MAR Winter Park, FL MLS# O6379697
  • Virtual Tour
1 of 9
$1,595,000
3

Beds

2.0

Baths

2,012

Sq.Ft.

1113 VIA DEL MAR

Winter Park, FL

Courtesy of BAY HILL REALTY LLC
View 1751 GOODRICH AVENUE Winter Park, FL MLS# O6377936
$1,425,000
4

Beds

3.1

Baths

2,170

Sq.Ft.

1751 GOODRICH AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1903 N PARK AVENUE Winter Park, FL MLS# O6375766
  • Virtual Tour
1 of 42
$1,695,000
4

Beds

4.0

Baths

2,807

Sq.Ft.

1903 N PARK AVENUE

Winter Park, FL

Courtesy of CREEGAN GROUP
View 1840 ANZLE AVENUE Winter Park, FL MLS# O6374102
  • New Construction 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 65
$1,499,999
5

Beds

4.0

Baths

3,164

Sq.Ft.

1523 MILLER AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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

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

402

Estimated median home price

$780,000
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 3
$100K - 200K 43
$200K - 300K 24
$300K - 400K 26
$400K - 500K 30
$500K - 600K 25
$600K - 700K 31
$700K - 800K 22
$800K - 900K 15
$900K - 1M 9
$1M - Max 174

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 266
Townhouse 15
Condo 84
Commercial 7
Rental 73
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 6/3/2026)

Information deemed reliable but not guaranteed.

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

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 6/3/2026.