46 total properties
Did you mean the neighborhood Winter Park?
View 2611 LOTAFUN AVENUE Winter Park, FL MLS# O6422197
1 of 34
OPEN HOUSE: Sunday 7/5 2:00 PM - 4:00 PM
$449,000
3

Beds

2.0

Baths

1,838

Sq.Ft.

2611 LOTAFUN AVENUE

Winter Park, FL

View 7509 GLENMOOR LANE Winter Park, FL MLS# O6421887
  • Recently Listed with Virtual Tour
1 of 45
$499,500
3

Beds

2.0

Baths

2,067

Sq.Ft.

7509 GLENMOOR LANE

Winter Park, FL

View 4887 N MAGNOLIA AVENUE Winter Park, FL MLS# O6420961
  • Recently Listed with Virtual Tour
1 of 43
$495,000
4

Beds

3.0

Baths

1,955

Sq.Ft.

4887 N MAGNOLIA AVENUE

Winter Park, FL

Courtesy of LUXE PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 2041 JEWELL AVENUE Winter Park, FL MLS# O6420660
$480,000
3

Beds

1.0

Baths

1,508

Sq.Ft.

2041 JEWELL AVENUE

Winter Park, FL

Courtesy of IAD REAL ESTATE
View 644 N KNOWLES AVENUE 3 Winter Park, FL MLS# O6420484
  • Recently Listed with Virtual Tour
1 of 32
$475,000
1

Beds

1.0

Baths

767

Sq.Ft.

644 N KNOWLES AVENUE 3

Winter Park, FL

View 259 ORANGE TERRACE DRIVE Winter Park, FL MLS# O6419225
  • Recently Listed with Virtual Tour
1 of 26
$465,500
3

Beds

2.0

Baths

1,248

Sq.Ft.

259 ORANGE TERRACE DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 981 ARAGON AVENUE Winter Park, FL MLS# O6420093
  • Recently Listed with Virtual Tour
1 of 7
$535,000
2

Beds

1.0

Baths

857

Sq.Ft.

981 ARAGON AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2249 MINNESOTA AVENUE Winter Park, FL MLS# O6419820
  • Recently Listed with Virtual Tour
1 of 81
$429,900
4

Beds

2.0

Baths

1,536

Sq.Ft.

2249 MINNESOTA AVENUE

Winter Park, FL

View JESSICA COURT Winter Park, FL MLS# O6419256
  • Recently Listed with Virtual Tour
1 of 11
$449,000
Studio

Beds

0.0

Baths

JESSICA COURT

Winter Park, FL

View 4053 COOL WATER COURT Winter Park, FL MLS# O6419831
  • Recently Listed
1 of 41
$549,000
3

Beds

2.0

Baths

1,930

Sq.Ft.

4053 COOL WATER COURT

Winter Park, FL

View 1521 CAVENDISH RD Winter Park, FL MLS# O6415985
  • Virtual Tour
1 of 22
$470,000
2

Beds

1.0

Baths

1,036

Sq.Ft.

1521 CAVENDISH RD

Winter Park, FL

View 2715 PRINCE JOHN ROAD Winter Park, FL MLS# O6415084
$498,900
3

Beds

2.0

Baths

1,565

Sq.Ft.

2715 PRINCE JOHN ROAD

Winter Park, FL

Courtesy of VIA PROPERTIES LLC
View 2974 CHANTILLY AVENUE Winter Park, FL MLS# O6412851
$499,000
3

Beds

2.0

Baths

1,433

Sq.Ft.

2974 CHANTILLY AVENUE

Winter Park, FL

View 528 SAINT DUNSTAN WAY Winter Park, FL MLS# O6414677
$535,000
3

Beds

2.0

Baths

1,656

Sq.Ft.

528 SAINT DUNSTAN WAY

Winter Park, FL

View 1250 FORMOSA AVENUE Winter Park, FL MLS# O6412954
  • Virtual Tour
1 of 37
$560,000
3

Beds

3.1

Baths

1,937

Sq.Ft.

1250 FORMOSA AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 641 W LYMAN AVENUE Winter Park, FL MLS# O6408078
  • Virtual Tour
1 of 36
$509,000
3

Beds

2.0

Baths

1,120

Sq.Ft.

641 W LYMAN AVENUE

Winter Park, FL

View 2803 BANCHORY ROAD Winter Park, FL MLS# O6404011
$474,000
4

Beds

2.0

Baths

1,596

Sq.Ft.

2803 BANCHORY ROAD

Winter Park, FL

View 316 BECKETT COURT Winter Park, FL MLS# O6411108
  • Virtual Tour
1 of 33
$450,000
4

Beds

2.0

Baths

1,651

Sq.Ft.

316 BECKETT COURT

Winter Park, FL

Courtesy of ITS REALTY
View 2718 SANDWELL DRIVE Winter Park, FL MLS# O6410283
  • Virtual Tour
1 of 56
$525,000
3

Beds

2.0

Baths

1,597

Sq.Ft.

2718 SANDWELL DRIVE

Winter Park, FL

View 157 E NEW ENGLAND AVENUE 302 Winter Park, FL MLS# O6401783
$425,000
940

Sq.Ft.

157 E NEW ENGLAND AVENUE 302

Winter Park, FL

Courtesy of SANDRONI HOLDINGS REAL ESTATE LLC

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

391

Estimated median home price

$750,000
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 45
$200K - 300K 27
$300K - 400K 18
$400K - 500K 30
$500K - 600K 29
$600K - 700K 34
$700K - 800K 17
$800K - 900K 12
$900K - 1M 9
$1M - Max 166

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 248
Townhouse 17
Condo 91
Commercial 7
Rental 70
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 7/4/2026)

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

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 7/5/2026.