88 total properties
Did you mean the neighborhood Winter Park?
View 1000 S SEMORAN BOULEVARD 715 Winter Park, FL MLS# S5144243
  • Recently Listed with Virtual Tour
1 of 14
$125,000
1

Beds

1.0

Baths

735

Sq.Ft.

1000 S SEMORAN BOULEVARD 715

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 2924 ANTIQUE OAKS CIRCLE 46 Winter Park, FL MLS# S5144196
  • Recently Listed with Virtual Tour
1 of 39
$195,000
2

Beds

2.0

Baths

1,105

Sq.Ft.

2924 ANTIQUE OAKS CIRCLE 46

Winter Park, FL

Courtesy of CENTURY 21 EDGE
View 4864 TANGERINE AVENUE 4864 Winter Park, FL MLS# O6383320
  • Recently Listed with Virtual Tour
1 of 24
$205,000
2

Beds

2.0

Baths

1,059

Sq.Ft.

4864 TANGERINE AVENUE 4864

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 4790 TANGERINE AVENUE 4790 Winter Park, FL MLS# O6380539
  • Recently Listed with Virtual Tour
1 of 31
$224,995
2

Beds

2.0

Baths

1,058

Sq.Ft.

4790 TANGERINE AVENUE 4790

Winter Park, FL

Courtesy of SUNSHINE BROKERAGE, LLC
View 1695 LEE ROAD E215 Winter Park, FL MLS# O6383089
  • Recently Listed with Virtual Tour
1 of 82
$159,990
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD E215

Winter Park, FL

Courtesy of FOWLKES REALTY CO
View 3209 ROYAL STREET Winter Park, FL MLS# O6382371
$299,900
3

Beds

2.0

Baths

1,116

Sq.Ft.

3209 ROYAL STREET

Winter Park, FL

Courtesy of THE SHUGAN GROUP INC
View 200 Saint Andrews Boulevard # 315 Winter Park, FL MLS# 1222982
$175,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 Saint Andrews Boulevard # 315

Winter Park, FL

View 200 SAINT ANDREWS BOULEVARD 315 Winter Park, FL MLS# V4947283
  • Recently Listed with Virtual Tour
1 of 45
$175,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 315

Winter Park, FL

Courtesy of RE/MAX ADVANTAGE
View 3262 OAK LAKE PLACE 139 Winter Park, FL MLS# O6382548
  • Recently Listed with Virtual Tour
1 of 20
$175,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

3262 OAK LAKE PLACE 139

Winter Park, FL

Courtesy of FLORIDA PRESTIGIOUS HOMES INC
View 200 SAINT ANDREWS BOULEVARD 2504 Winter Park, FL MLS# O6382293
$280,000
3

Beds

2.0

Baths

1,322

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2504

Winter Park, FL

Courtesy of WINTER PARK REAL ESTATE CO LLC
View 223 SANDLEWOOD TRAIL Winter Park, FL MLS# TB8475595
$349,890
3

Beds

3.1

Baths

1,132

Sq.Ft.

223 SANDLEWOOD TRAIL

Winter Park, FL

Courtesy of HOMECOIN.COM
View 3651 N GOLDENROD ROAD A101 Winter Park, FL MLS# O6381312
$165,000
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD A101

Winter Park, FL

Courtesy of PARK VIEW REALTY INC
View 282 SCOTTSDALE SQUARE 282 Winter Park, FL MLS# V4947284
$79,000
1

Beds

1.0

Baths

756

Sq.Ft.

282 SCOTTSDALE SQUARE 282

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3204 NETHERWOOD Winter Park, FL MLS# O6380637
  • Recently Listed with Virtual Tour
1 of 35
$324,000
2

Beds

1.1

Baths

1,056

Sq.Ft.

3204 NETHERWOOD

Winter Park, FL

Courtesy of WATSON REALTY CORP.
View 184 SANDLEWOOD TRAIL #2 Winter Park, FL MLS# O6380753
  • Recently Listed with Virtual Tour
1 of 30
$329,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

184 SANDLEWOOD TRAIL #2

Winter Park, FL

Courtesy of NOELKE REALTY
View 600 W WEBSTER AVENUE Winter Park, FL MLS# O6378330
$295,000
2

Beds

1.0

Baths

754

Sq.Ft.

600 W WEBSTER AVENUE

Winter Park, FL

Courtesy of REALTY ONE GROUP MVP
View 1500 GAY ROAD 5 Winter Park, FL MLS# S5143213
  • Recently Listed with Virtual Tour
1 of 17
$195,000
1

Beds

1.0

Baths

732

Sq.Ft.

1500 GAY ROAD 5

Winter Park, FL

Courtesy of TRANSCEND REALTY
View 7508 GLENMOOR LANE Winter Park, FL MLS# O6379312
$359,900
3

Beds

2.0

Baths

1,676

Sq.Ft.

7508 GLENMOOR LANE

Winter Park, FL

Courtesy of THE TEAM REAL ESTATE GROUP INC
View 1000 S SEMORAN BOULEVARD 512 Winter Park, FL MLS# O6379459
  • Recently Listed with Virtual Tour
1 of 11
$128,500
2

Beds

2.0

Baths

1,072

Sq.Ft.

1000 S SEMORAN BOULEVARD 512

Winter Park, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 200 SAINT ANDREWS BOULEVARD 2302 Winter Park, FL MLS# O6377760
$195,000
2

Beds

2.0

Baths

987

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2302

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE

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

319

Estimated median home price

$699,000
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 - 100K6
$100K - 200K38
$200K - 300K32
$300K - 400K19
$400K - 500K25
$500K - 600K17
$600K - 700K23
$700K - 800K20
$800K - 900K7
$900K - 1M7
$1M - Max125

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family179
Townhouse17
Condo86
Commercial5
Rental82
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 2/22/2026)

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 Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include 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 2/22/2026.

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 2/22/2026.