222 total properties
Did you mean the neighborhood Winter Park?
View 4756 TANGERINE AVENUE 4756 Winter Park, FL MLS# R4911483
$195,000
2

Beds

2.0

Baths

1,058

Sq.Ft.

4756 TANGERINE AVENUE 4756

Winter Park, FL

View 410 SAINT DUNSTAN WAY Winter Park, FL MLS# O6416796
$500,000
3

Beds

2.0

Baths

1,512

Sq.Ft.

410 SAINT DUNSTAN WAY

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 200 SAINT ANDREWS BLVD 3206 Winter Park, FL MLS# O6416143
$230,000
2

Beds

1.1

Baths

1,219

Sq.Ft.

200 SAINT ANDREWS BLVD 3206

Winter Park, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1265 ARLINGTON PL Winter Park, FL MLS# O6415981
  • Recently Listed with Virtual Tour
1 of 38
OPEN HOUSE: Saturday 6/20 1:00 PM - 3:00 PM
$879,000
3

Beds

3.1

Baths

2,030

Sq.Ft.

1265 ARLINGTON PL

Winter Park, FL

View 437 N CAPEN AVENUE Winter Park, FL MLS# O6414283
  • Recently Listed with Virtual Tour
1 of 36
$849,000
3

Beds

2.1

Baths

1,904

Sq.Ft.

437 N CAPEN AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 275 N RANGER BOULEVARD Winter Park, FL MLS# O6415904
$775,000
4

Beds

3.0

Baths

1,950

Sq.Ft.

275 N RANGER BOULEVARD

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1521 CAVENDISH RD Winter Park, FL MLS# O6415985
  • Recently Listed with Virtual Tour
1 of 22
$470,000
2

Beds

1.0

Baths

1,036

Sq.Ft.

1521 CAVENDISH RD

Winter Park, FL

Courtesy of STOCKWORTH REALTY GROUP
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
  • Recently Listed with Virtual Tour
1 of 24
$259,999
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 104

Winter Park, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 650 DOUGLAS AVENUE Winter Park, FL MLS# O6414807
$550,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

650 DOUGLAS AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 2715 PRINCE JOHN ROAD Winter Park, FL MLS# O6415084
  • Recently Listed with Virtual Tour
1 of 29
$519,900
3

Beds

2.0

Baths

1,565

Sq.Ft.

2715 PRINCE JOHN ROAD

Winter Park, FL

Courtesy of VIA PROPERTIES LLC
View 2974 CHANTILLY AVENUE Winter Park, FL MLS# O6412851
  • Recently Listed with Virtual Tour
1 of 26
$499,000
3

Beds

2.0

Baths

1,433

Sq.Ft.

2974 CHANTILLY AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 700 MELROSE AVENUE F 21 Winter Park, FL MLS# O6413612
  • Recently Listed with Virtual Tour
1 of 27
$235,900
1

Beds

1.0

Baths

787

Sq.Ft.

700 MELROSE AVENUE F 21

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2831 MULFORD AVENUE Winter Park, FL MLS# O6414319
  • Recently Listed with Virtual Tour
1 of 22
OPEN HOUSE: Saturday 6/20 11:00 AM - 12:00 PM
$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
  • Recently Listed
1 of 26
$629,000
3

Beds

2.1

Baths

2,112

Sq.Ft.

685 OVERSPIN DRIVE

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 1250 FORMOSA AVENUE Winter Park, FL MLS# O6412954
  • Recently Listed with Virtual Tour
1 of 37
$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

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

396

Estimated median home price

$834,500
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

PriceCount
$0 - 100K2
$100K - 200K42
$200K - 300K23
$300K - 400K22
$400K - 500K30
$500K - 600K29
$600K - 700K30
$700K - 800K19
$800K - 900K14
$900K - 1M9
$1M - Max176

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family263
Townhouse15
Condo82
Commercial7
Rental68
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/17/2026)

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 6/18/2026.

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 6/18/2026.

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 6/18/2026.