320 total properties
Did you mean the neighborhood Winter Park?
View 1120 PALMER AVENUE Winter Park, FL MLS# O6376319
  • Recently Listed with Virtual Tour
1 of 38
$3,950,000
3

Beds

3.1

Baths

3,413

Sq.Ft.

1120 PALMER AVENUE

Winter Park, FL

Courtesy of PHIL KEAN REAL ESTATE LLC
View 1760 LEGION DRIVE Winter Park, FL MLS# O6383603
  • Recently Listed with Virtual Tour
1 of 66
OPEN HOUSE: Saturday 2/21 11:00 AM - 2:00 PM
$2,395,000
4

Beds

5.1

Baths

4,392

Sq.Ft.

1760 LEGION DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 100 S INTERLACHEN AVENUE 101 Winter Park, FL MLS# O6382597
$1,350,000
3

Beds

2.0

Baths

1,734

Sq.Ft.

100 S INTERLACHEN AVENUE 101

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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
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
  • Virtual Tour
1 of 20
$299,900
3

Beds

2.0

Baths

1,116

Sq.Ft.

3209 ROYAL STREET

Winter Park, FL

Courtesy of THE SHUGAN GROUP INC
View 2412 CHANTILLY AVENUE Winter Park, FL MLS# O6383456
  • Recently Listed with Virtual Tour
1 of 6
$7,150,000
Studio

Beds

0.0

Baths

12,500

Sq.Ft.

2412 CHANTILLY AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1871 TAYLOR AVENUE Winter Park, FL MLS# O6380250
  • Virtual Tour
1 of 52
$1,649,000
4

Beds

4.1

Baths

3,401

Sq.Ft.

1871 TAYLOR AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 4033 YACHT COURT Winter Park, FL MLS# O6379135
  • Recently Listed with Virtual Tour
1 of 26
$549,000
3

Beds

2.0

Baths

2,268

Sq.Ft.

4033 YACHT COURT

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
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 1680 PALMER AVENUE Winter Park, FL MLS# O6375108
  • Recently Listed
1 of 28
OPEN HOUSE: Saturday 2/21 12:00 PM - 3:00 PM
$825,000
3

Beds

2.0

Baths

1,893

Sq.Ft.

1680 PALMER AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1200 VIA SALERNO Winter Park, FL MLS# O6381761
  • Recently Listed with Virtual Tour
1 of 47
$6,450,000
5

Beds

5.1

Baths

5,476

Sq.Ft.

1200 VIA SALERNO

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1036 ARAGON AVENUE Winter Park, FL MLS# O6382491
  • Recently Listed with Virtual Tour
1 of 41
OPEN HOUSE: Friday 2/20 4:00 PM - 6:00 PM
$525,000
2

Beds

1.0

Baths

1,073

Sq.Ft.

1036 ARAGON AVENUE

Winter Park, FL

Courtesy of WATSON REALTY CORP
View 1340 PLACE PICARDY Winter Park, FL MLS# O6382113
  • Recently Listed with Virtual Tour
1 of 34
$1,650,000
3

Beds

3.1

Baths

3,459

Sq.Ft.

1340 PLACE PICARDY

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
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
  • Recently Listed
1 of 16
$349,890
3

Beds

3.1

Baths

1,132

Sq.Ft.

223 SANDLEWOOD TRAIL

Winter Park, FL

Courtesy of HOMECOIN.COM
View 1927 ELAND AVENUE Winter Park, FL MLS# O6381009
  • Recently Listed with Virtual Tour
1 of 68
OPEN HOUSE: Saturday 2/21 11:00 AM - 2:00 PM
$850,000
5

Beds

3.0

Baths

2,242

Sq.Ft.

1927 ELAND AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

321

Estimated median home price

$695,500
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 36
$200K - 300K 32
$300K - 400K 20
$400K - 500K 26
$500K - 600K 18
$600K - 700K 23
$700K - 800K 20
$800K - 900K 7
$900K - 1M 7
$1M - Max 125

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 181
Townhouse 18
Condo 86
Commercial 5
Rental 88
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 0

(Data as of 2/19/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 2/20/2026.

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 2/20/2026.

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 2/20/2026.