222 total properties
Did you mean the neighborhood Winter Park?
View 700 MELROSE AVENUE K25 Winter Park, FL MLS# O6414821
  • Adult Community with Virtual Tour
1 of 30
$245,000
1

Beds

1.0

Baths

787

Sq.Ft.

700 MELROSE AVENUE K25

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2500 LEE ROAD 104 Winter Park, FL MLS# TB8517242
  • Adult Community with Virtual Tour
1 of 24
$259,999
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 104

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
The time to sell is now! THE TIME TO SELL IS NOW!
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 700 MELROSE AVENUE F 21 Winter Park, FL MLS# O6413612
  • Adult Community with Virtual Tour
1 of 27
$235,900
1

Beds

1.0

Baths

787

Sq.Ft.

700 MELROSE AVENUE F 21

Winter Park, FL

View 2831 MULFORD AVENUE Winter Park, FL MLS# O6414319
$735,000
4

Beds

2.1

Baths

1,647

Sq.Ft.

2831 MULFORD AVENUE

Winter Park, FL

View 300 CAROLINA AVENUE 301 Winter Park, FL MLS# O6413279
$739,000
2

Beds

2.0

Baths

1,305

Sq.Ft.

300 CAROLINA AVENUE 301

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 151 NORTH ORLANDO AVENUE 142 Winter Park, FL MLS# O6412768
$199,900
1

Beds

1.0

Baths

582

Sq.Ft.

151 NORTH ORLANDO AVENUE 142

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 685 OVERSPIN DRIVE Winter Park, FL MLS# O6415537
$629,000
3

Beds

2.1

Baths

2,112

Sq.Ft.

685 OVERSPIN DRIVE

Winter Park, FL

View 1250 FORMOSA AVENUE Winter Park, FL MLS# O6412954
$560,000
3

Beds

3.1

Baths

1,937

Sq.Ft.

1250 FORMOSA AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 311 E MORSE BOULEVARD 6-12 Winter Park, FL MLS# O6413554
$275,000
1

Beds

1.0

Baths

570

Sq.Ft.

311 E MORSE BOULEVARD 6-12

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2006 CORNELL AVENUE Winter Park, FL MLS# O6412789
$338,000
2

Beds

1.0

Baths

797

Sq.Ft.

2006 CORNELL AVENUE

Winter Park, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 641 W LYMAN AVENUE Winter Park, FL MLS# O6408078
$509,000
3

Beds

2.0

Baths

1,120

Sq.Ft.

641 W LYMAN AVENUE

Winter Park, FL

View 860 N DENNING DRIVE Winter Park, FL MLS# O6412589
$699,900
3

Beds

2.1

Baths

1,411

Sq.Ft.

860 N DENNING DRIVE

Winter Park, FL

View 508 DUNRAVEN DRIVE Winter Park, FL MLS# O6412363
$595,000
3

Beds

2.0

Baths

1,370

Sq.Ft.

508 DUNRAVEN DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 4798 TANGERINE AVENUE 4798 Winter Park, FL MLS# S5150136
$180,000
2

Beds

2.0

Baths

1,058

Sq.Ft.

4798 TANGERINE AVENUE 4798

Winter Park, FL

View 2157 LAKE DRIVE Winter Park, FL MLS# O6412258
  • Virtual Tour
1 of 45
$689,000
3

Beds

3.0

Baths

2,124

Sq.Ft.

2157 LAKE DRIVE

Winter Park, FL

Courtesy of SHORES REAL ESTATE
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 840 W CANTON AVENUE Winter Park, FL MLS# O6412754
$675,000
3

Beds

2.0

Baths

1,370

Sq.Ft.

840 W CANTON AVENUE

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

395

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

PriceCount
$0 - 100K3
$100K - 200K48
$200K - 300K26
$300K - 400K19
$400K - 500K30
$500K - 600K29
$600K - 700K34
$700K - 800K17
$800K - 900K12
$900K - 1M9
$1M - Max168

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family248
Townhouse17
Condo94
Commercial7
Rental67
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 7/2/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes the name of the listing brokers.

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.

Data is updated as of 7/2/2026.

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 7/2/2026.