272 total properties
Did you mean the neighborhood Winter Park?
View 1267 MICHIGAN AVENUE Winter Park, FL MLS# O6355014
  • Virtual Tour
1 of 31
$635,000
3

Beds

2.1

Baths

1,798

Sq.Ft.

1267 MICHIGAN AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2920 ABBEY COURT Winter Park, FL MLS# O6350118
  • Virtual Tour
1 of 28
$640,000
5

Beds

3.0

Baths

2,312

Sq.Ft.

2920 ABBEY COURT

Winter Park, FL

Courtesy of ORLANDO INTERNATIONAL RELOCATION REALTY
View 132 BURKS CIRCLE Winter Park, FL MLS# O6354963
  • Virtual Tour
1 of 32
$1,675,000
4

Beds

4.1

Baths

3,022

Sq.Ft.

132 BURKS CIRCLE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
The time to sell is now! THE TIME TO SELL IS NOW!
View 1250 S DENNING #122 STREET 00122 Winter Park, FL MLS# G5103457
$179,900
1

Beds

1.0

Baths

653

Sq.Ft.

1250 S DENNING #122 STREET 00122

Winter Park, FL

Courtesy of EDEN CREST REALTY, LLC
View 100 S INTERLACHEN AVENUE 415 Winter Park, FL MLS# O6354679
$1,195,000
2

Beds

2.0

Baths

1,267

Sq.Ft.

100 S INTERLACHEN AVENUE 415

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 516 HENKEL CIRCLE Winter Park, FL MLS# O6355103
  • Virtual Tour
1 of 47
OPEN HOUSE: Sunday 1/25 1:00 PM - 3:00 PM
$3,449,000
5

Beds

6.0

Baths

4,143

Sq.Ft.

516 HENKEL CIRCLE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2905 ANTIQUE OAKS CIRCLE 6 Winter Park, FL MLS# O6354114
$155,000
1

Beds

1.0

Baths

749

Sq.Ft.

2905 ANTIQUE OAKS CIRCLE 6

Winter Park, FL

Courtesy of CLARA HERRERA REALTY
View 607 ELLEN DRIVE Winter Park, FL MLS# O6354269
  • New Construction with Virtual Tour
1 of 34
$1,630,000
4

Beds

3.2

Baths

2,812

Sq.Ft.

607 ELLEN DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 633 BALMORAL ROAD Winter Park, FL MLS# O6353491
  • Virtual Tour
1 of 8
$1,825,000
4

Beds

2.1

Baths

2,674

Sq.Ft.

633 BALMORAL ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 633 BALMORAL ROAD Winter Park, FL MLS# O6353528
  • Virtual Tour
1 of 9
$1,825,000
Studio

Beds

0.0

Baths

633 BALMORAL ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 3312 HEARTWOOD AVENUE Winter Park, FL MLS# O6352582
$540,000
4

Beds

3.0

Baths

2,878

Sq.Ft.

3312 HEARTWOOD AVENUE

Winter Park, FL

Courtesy of MID-STATE PROPERTIES PSL LLC
View 428 SELKIRK DRIVE Winter Park, FL MLS# O6350371
  • Virtual Tour
1 of 33
$635,000
4

Beds

3.0

Baths

1,782

Sq.Ft.

428 SELKIRK DRIVE

Winter Park, FL

Courtesy of REDFIN CORPORATION
View 1007 EARLY AVENUE Winter Park, FL MLS# TB8437929
  • Virtual Tour
1 of 26
$379,900
3

Beds

2.0

Baths

1,721

Sq.Ft.

1007 EARLY AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 107 SCOTTSDALE SQUARE 107 Winter Park, FL MLS# O6352884
$100,000
1

Beds

1.0

Baths

756

Sq.Ft.

107 SCOTTSDALE SQUARE 107

Winter Park, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 3028 GEORGE MASON AVENUE 7 Winter Park, FL MLS# O6352795
$40,000
2

Beds

2.0

Baths

1,088

Sq.Ft.

3028 GEORGE MASON AVENUE 7

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1695 LEE ROAD C214 Winter Park, FL MLS# S5136332
  • Virtual Tour
1 of 41
$123,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C214

Winter Park, FL

Courtesy of PROFESSIONAL REAL ESTATE TEAM
View 785 MCINTYRE AVENUE 785 Winter Park, FL MLS# O6352513
$625,000
3

Beds

2.1

Baths

2,015

Sq.Ft.

785 MCINTYRE AVENUE 785

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 7471 CANFORD COURT 19 Winter Park, FL MLS# G5103114
$210,000
2

Beds

1.1

Baths

1,393

Sq.Ft.

7471 CANFORD COURT 19

Winter Park, FL

Courtesy of IAD FLORIDA LLC
View 668 OVERSPIN DRIVE Winter Park, FL MLS# O6351255
  • Virtual Tour
1 of 52
$899,000
4

Beds

3.0

Baths

2,509

Sq.Ft.

668 OVERSPIN DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 265 E CANTON AVENUE GE Winter Park, FL MLS# O6352115
$605,000
2

Beds

2.0

Baths

1,057

Sq.Ft.

265 E CANTON AVENUE GE

Winter Park, FL

Courtesy of FLORIDA CONNEXION PROPERTIES

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

289

Estimated median home price

$650,000
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 6
$100K - 200K 35
$200K - 300K 29
$300K - 400K 16
$400K - 500K 27
$500K - 600K 16
$600K - 700K 25
$700K - 800K 19
$800K - 900K 4
$900K - 1M 9
$1M - Max 103

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 161
Townhouse 19
Condo 77
Commercial 6
Rental 98
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 1/22/2026)

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 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 1/25/2026.

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 1/25/2026.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 1/25/2026.

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 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 1/25/2026.