185 total properties
Did you mean the neighborhood Winter Park?
View 1405 MILLER AVENUE Winter Park, FL MLS# O6386405
  • Recently Listed with Virtual Tour
1 of 46
$950,000
3

Beds

2.1

Baths

1,884

Sq.Ft.

1405 MILLER AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 870 CARVER STREET Winter Park, FL MLS# O6360210
  • New Construction with Virtual Tour
1 of 53
$949,900
3

Beds

3.0

Baths

1,875

Sq.Ft.

870 CARVER STREET

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 560 OLOLU DRIVE Winter Park, FL MLS# O6344540
  • Virtual Tour
1 of 29
$949,000
2

Beds

2.0

Baths

1,086

Sq.Ft.

560 OLOLU DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 731 MIDGET DRIVE Winter Park, FL MLS# O6368705
  • Virtual Tour
1 of 7
$940,000
Studio

Beds

0.0

Baths

731 MIDGET DRIVE

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 667 DUNBLANE DRIVE Winter Park, FL MLS# O6384653
  • Virtual Tour
1 of 39
$925,000
3

Beds

2.0

Baths

2,017

Sq.Ft.

667 DUNBLANE DRIVE

Winter Park, FL

Courtesy of PADOVAN REALTY CORP.
View 1929 S LAKEMONT AVENUE Winter Park, FL MLS# O6364557
$915,000
3

Beds

3.1

Baths

2,160

Sq.Ft.

1929 S LAKEMONT AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 100 S INTERLACHEN AVENUE 503 Winter Park, FL MLS# O6343006
$879,000
2

Beds

2.0

Baths

1,143

Sq.Ft.

100 S INTERLACHEN AVENUE 503

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1927 ELAND AVENUE Winter Park, FL MLS# O6381009
  • Virtual Tour
1 of 68
$850,000
5

Beds

3.0

Baths

2,242

Sq.Ft.

1927 ELAND AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 628 DUNBLANE DRIVE Winter Park, FL MLS# O6387091
  • Recently Listed with Virtual Tour
1 of 54
OPEN HOUSE: Saturday 3/7 11:00 AM - 3:00 PM
$849,000
3

Beds

2.1

Baths

2,114

Sq.Ft.

628 DUNBLANE DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1018 TURNER ROAD Winter Park, FL MLS# O6314546
  • Virtual Tour
1 of 39
$835,000
3

Beds

2.0

Baths

2,237

Sq.Ft.

1018 TURNER ROAD

Winter Park, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1680 PALMER AVENUE Winter Park, FL MLS# O6375108
  • Recently Listed
1 of 28
$825,000
3

Beds

2.0

Baths

1,893

Sq.Ft.

1680 PALMER AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 737 N CAPEN AVENUE Winter Park, FL MLS# O6120134
  • Virtual Tour
1 of 37
$824,900
3

Beds

2.0

Baths

1,930

Sq.Ft.

737 N CAPEN AVENUE

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 1760 BRYAN AVENUE Winter Park, FL MLS# O6348488
  • Virtual Tour
1 of 8
$800,000
Studio

Beds

0.0

Baths

1760 BRYAN AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1770 BRYAN AVENUE Winter Park, FL MLS# O6348521
  • Virtual Tour
1 of 7
$800,000
Studio

Beds

0.0

Baths

1770 BRYAN AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1780 BRYAN AVENUE Winter Park, FL MLS# O6365369
  • Virtual Tour
1 of 8
$800,000
4

Beds

2.0

Baths

1,617

Sq.Ft.

1780 BRYAN AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 675 OVERSPIN DRIVE Winter Park, FL MLS# O6378975
  • Virtual Tour
1 of 32
$800,000
4

Beds

3.1

Baths

3,062

Sq.Ft.

675 OVERSPIN DRIVE

Winter Park, FL

Courtesy of WEMERT GROUP REALTY LLC
View 2632 MANDAN TRAIL Winter Park, FL MLS# O6362577
  • Virtual Tour
1 of 30
$799,900
4

Beds

2.1

Baths

2,441

Sq.Ft.

2632 MANDAN TRAIL

Winter Park, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
View 1702 GLENRIDGE WAY Winter Park, FL MLS# A11954444
  • Virtual Tour
1 of 21
$789,000
2

Beds

2.0

Baths

1,832

Sq.Ft.

1702 GLENRIDGE WAY

Winter Park, FL

Courtesy of BHHS EWM REALTY
View 1317 MEDINAH COURT Winter Park, FL MLS# O6372177
$778,000
4

Beds

2.0

Baths

2,015

Sq.Ft.

1317 MEDINAH COURT

Winter Park, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 676 DUNBLANE DRIVE Winter Park, FL MLS# O6365557
  • Virtual Tour
1 of 35
$750,000
3

Beds

2.0

Baths

1,827

Sq.Ft.

676 DUNBLANE DRIVE

Winter Park, FL

Courtesy of BALDWIN PARK REALTY 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

306

Estimated median home price

$725,000
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 5
$100K - 200K 38
$200K - 300K 30
$300K - 400K 19
$400K - 500K 23
$500K - 600K 16
$600K - 700K 17
$700K - 800K 21
$800K - 900K 6
$900K - 1M 8
$1M - Max 123

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 174
Townhouse 14
Condo 83
Commercial 4
Rental 77
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 0

(Data as of 3/5/2026)

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 3/5/2026.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

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 3/5/2026.

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 3/5/2026.

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 3/5/2026.