72 total properties
Did you mean the neighborhood Winter Park?
View 200 ST ANDREWS BOULEVARD 906 Winter Park, FL MLS# O6453614
  • Recently Listed with Virtual Tour
1 of 30
$175,000
1

Beds

1.0

Baths

727

Sq.Ft.

200 ST ANDREWS BOULEVARD 906

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 3462 SEAGRAPE DRIVE Winter Park, FL MLS# O6453385
  • Recently Listed with Virtual Tour
1 of 28
$225,000
3

Beds

1.0

Baths

1,227

Sq.Ft.

3462 SEAGRAPE DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 4940 TANGERINE AVENUE 4940 Winter Park, FL MLS# O6450304
  • Recently Listed with Virtual Tour
1 of 66
$249,000
3

Beds

2.0

Baths

1,345

Sq.Ft.

4940 TANGERINE AVENUE 4940

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 3027 AARON BUR AVENUE L1 Winter Park, FL MLS# TB8562681
  • Recently Listed with Virtual Tour
1 of 30
$169,999
2

Beds

2.1

Baths

1,090

Sq.Ft.

3027 AARON BUR AVENUE L1

Winter Park, FL

Courtesy of HOMESMART
View 7463 CANFORD COURT 15 Winter Park, FL MLS# O6452947
$270,000
3

Beds

2.1

Baths

1,580

Sq.Ft.

7463 CANFORD COURT 15

Winter Park, FL

Courtesy of EXP REALTY LLC
View 4832 TANGERINE AVENUE 4832 Winter Park, FL MLS# O6451613
  • Recently Listed with Virtual Tour
1 of 15
$188,800
2

Beds

2.0

Baths

1,058

Sq.Ft.

4832 TANGERINE AVENUE 4832

Winter Park, FL

Courtesy of STARHOMES REALTY LLC
View 4786 TANGERINE AVENUE 4786 Winter Park, FL MLS# S5159925
  • Recently Listed with Virtual Tour
1 of 52
$220,000
2

Beds

1.1

Baths

1,281

Sq.Ft.

4786 TANGERINE AVENUE 4786

Winter Park, FL

Courtesy of EXP REALTY LLC
View 220 KILLARNEY BAY COURT 6-2 Winter Park, FL MLS# O6450663
$339,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

220 KILLARNEY BAY COURT 6-2

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2640 BEVERLY AVENUE Winter Park, FL MLS# TB8559088
  • Recently Listed with Virtual Tour
1 of 29
$305,000
3

Beds

1.0

Baths

1,216

Sq.Ft.

2640 BEVERLY AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 148 OAK GROVE RD Winter Park, FL MLS# O6450470
  • Recently Listed with Virtual Tour
1 of 41
$320,000
3

Beds

2.0

Baths

1,156

Sq.Ft.

148 OAK GROVE RD

Winter Park, FL

Courtesy of CENTRAL FLORIDA REALTY EXPERTS
View 4882 TANGERINE AVENUE 4882 Winter Park, FL MLS# O6448605
$185,000
2

Beds

1.1

Baths

1,281

Sq.Ft.

4882 TANGERINE AVENUE 4882

Winter Park, FL

Courtesy of SIMPLYSOLD REAL ESTATE PREMIER
View 1500 GAY ROAD 26-C Winter Park, FL MLS# O6448226
$255,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 26-C

Winter Park, FL

Courtesy of SOTERA LIVING
View 700 MELROSE AVENUE M23 Winter Park, FL MLS# O6447242
  • Adult Community with Virtual Tour
1 of 29
$354,000
2

Beds

2.0

Baths

1,074

Sq.Ft.

700 MELROSE AVENUE M23

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 3307 AMBER WOOD WAY 106 Winter Park, FL MLS# O6447761
$169,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

3307 AMBER WOOD WAY 106

Winter Park, FL

Courtesy of RE/MAX DOWNTOWN
View 4910 SEMINOLE AVENUE Winter Park, FL MLS# O6442279
$329,900
3

Beds

2.0

Baths

1,216

Sq.Ft.

4910 SEMINOLE AVENUE

Winter Park, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 310 GRANADA DRIVE Winter Park, FL MLS# O6447315
$325,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

310 GRANADA DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 3032 ANTIQUE OAKS CIRCLE 145 Winter Park, FL MLS# O6446981
$134,999
1

Beds

1.0

Baths

749

Sq.Ft.

3032 ANTIQUE OAKS CIRCLE 145

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
View 170 BALFOUR DRIVE 1 Winter Park, FL MLS# O6446433
$299,000
2

Beds

2.0

Baths

1,032

Sq.Ft.

170 BALFOUR DRIVE 1

Winter Park, FL

Courtesy of RE/MAX ASSURED
View 200 SAINT ANDREWS BOULEVARD 3408 Winter Park, FL MLS# O6446586
$170,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 3408

Winter Park, FL

Courtesy of PARK 26 REALTY LLC
View 2500 LEE ROAD 123 Winter Park, FL MLS# O6445068
$169,900
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 123

Winter Park, FL

Courtesy of HOME WISE REALTY GROUP, INC.

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

360

Estimated median home price

$799,999
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 - 200K35
$200K - 300K20
$300K - 400K15
$400K - 500K31
$500K - 600K26
$600K - 700K35
$700K - 800K16
$800K - 900K15
$900K - 1M13
$1M - Max151

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family215
Townhouse22
Condo77
Commercial15
Rental90
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 10/30/2026)

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 10/30/2026.