42 total properties
Did you mean the neighborhood Winter Park?
View 120 BROADVIEW AVENUE Winter Park, FL MLS# O6410178
$1,450,000
Studio

Beds

0.0

Baths

120 BROADVIEW AVENUE

Winter Park, FL

View 120 BROADVIEW AVENUE Winter Park, FL MLS# O6409860
$1,450,000
3

Beds

2.0

Baths

1,747

Sq.Ft.

120 BROADVIEW AVENUE

Winter Park, FL

View 1347 CHAPMAN CIRCLE Winter Park, FL MLS# O6408189
$1,395,000
4

Beds

3.1

Baths

2,922

Sq.Ft.

1347 CHAPMAN CIRCLE

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2430 CHANTILLY AVENUE Winter Park, FL MLS# O6401352
  • New Construction with Virtual Tour
1 of 49
$1,599,000
4

Beds

4.0

Baths

2,916

Sq.Ft.

2430 CHANTILLY AVENUE

Winter Park, FL

View 266 W LYMAN AVENUE Winter Park, FL MLS# O6406526
$1,375,000
3

Beds

3.0

Baths

2,000

Sq.Ft.

266 W LYMAN AVENUE

Winter Park, FL

View 1420 MAGNOLIA AVENUE Winter Park, FL MLS# O6404564
  • Virtual Tour
1 of 67
$1,695,000
4

Beds

3.1

Baths

3,174

Sq.Ft.

1420 MAGNOLIA AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1864 GRINNELL TERRACE Winter Park, FL MLS# O6403822
$1,599,000
5

Beds

3.1

Baths

3,028

Sq.Ft.

1864 GRINNELL TERRACE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 446 MELROSE AVENUE Winter Park, FL MLS# O6402113
  • Virtual Tour
1 of 39
$1,625,000
4

Beds

2.0

Baths

2,640

Sq.Ft.

446 MELROSE AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1565 FOREST AVENUE Winter Park, FL MLS# O6398694
  • Virtual Tour
1 of 37
$1,495,000
4

Beds

2.0

Baths

2,163

Sq.Ft.

1565 FOREST AVENUE

Winter Park, FL

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

View 1750 CAROLLEE LANE Winter Park, FL MLS# O6391179
$1,780,000
4

Beds

3.1

Baths

3,249

Sq.Ft.

1750 CAROLLEE LANE

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
4

Beds

3.1

Baths

2,756

Sq.Ft.

905 ENCLAVE PLACE

Winter Park, FL

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

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

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

View 1751 GOODRICH AVENUE Winter Park, FL MLS# O6377936
$1,380,000
4

Beds

3.1

Baths

2,170

Sq.Ft.

1751 GOODRICH AVENUE

Winter Park, FL

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

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
$1,449,999
5

Beds

4.0

Baths

3,164

Sq.Ft.

1523 MILLER AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 607 ELLEN DRIVE Winter Park, FL MLS# O6354269
  • New Construction with Virtual Tour
1 of 34
$1,399,500
4

Beds

3.2

Baths

2,812

Sq.Ft.

607 ELLEN DRIVE

Winter Park, FL

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

352

Estimated median home price

$732,000
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 38
$200K - 300K 23
$300K - 400K 13
$400K - 500K 34
$500K - 600K 26
$600K - 700K 31
$700K - 800K 14
$800K - 900K 12
$900K - 1M 11
$1M - Max 143

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 214
Townhouse 22
Condo 78
Commercial 9
Rental 71
Lots and Land 21
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 8/5/2026)

Information deemed reliable but not guaranteed.

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 8/5/2026.