364 total properties
Did you mean the neighborhood Winter Park?
View 1737 INDIANA AVENUE Winter Park, FL MLS# S5158760
  • Recently Listed with Virtual Tour
1 of 38
$1,399,900
4

Beds

3.1

Baths

2,984

Sq.Ft.

1737 INDIANA AVENUE

Winter Park, FL

Courtesy of LOKATION
View 775 MCINTYRE AVENUE 9 Winter Park, FL MLS# O6449033
$849,999
3

Beds

2.1

Baths

2,052

Sq.Ft.

775 MCINTYRE AVENUE 9

Winter Park, FL

Courtesy of PARKSIDE PROPERTIES, LLC
View 2036 VIA TUSCANY Winter Park, FL MLS# O6448788
  • Recently Listed
1 of 14
$2,100,000
0.0

Baths

2036 VIA TUSCANY

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 731 BONGART ROAD Winter Park, FL MLS# O6448911
  • Recently Listed
1 of 51
$519,900
4

Beds

3.0

Baths

1,842

Sq.Ft.

731 BONGART ROAD

Winter Park, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 700 MELROSE AVENUE M23 Winter Park, FL MLS# O6447242
  • Recently Listed with Virtual Tour
1 of 29
$354,000
2

Beds

2.0

Baths

1,074

Sq.Ft.

700 MELROSE AVENUE M23

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 518 GILBERT ROAD Winter Park, FL MLS# O6442915
  • Recently Listed with Virtual Tour
1 of 48
$649,000
3

Beds

2.0

Baths

1,573

Sq.Ft.

518 GILBERT ROAD

Winter Park, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 304 SANTIAGO DRIVE Winter Park, FL MLS# O6447782
  • Virtual Tour
1 of 58
OPEN HOUSE: Sunday 10/11 1:00 PM - 3:00 PM
$2,195,000
5

Beds

4.1

Baths

4,213

Sq.Ft.

304 SANTIAGO DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 3307 AMBER WOOD WAY 106 Winter Park, FL MLS# O6447761
  • Recently Listed with Virtual Tour
1 of 28
$169,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

3307 AMBER WOOD WAY 106

Winter Park, FL

Courtesy of RE/MAX DOWNTOWN
View 330 W MORSE BOULEVARD 104 Winter Park, FL MLS# O6448115
  • Recently Listed with Virtual Tour
1 of 18
$1,379,000
1,790

Sq.Ft.

330 W MORSE BOULEVARD 104

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 328 W MORSE BOULEVARD 105 Winter Park, FL MLS# O6448119
  • Recently Listed with Virtual Tour
1 of 31
$1,420,000
1,862

Sq.Ft.

328 W MORSE BOULEVARD 105

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 510 FITZWALTER DRIVE Winter Park, FL MLS# O6448189
  • Recently Listed with Virtual Tour
1 of 27
$530,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

510 FITZWALTER DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2011 Cornell Avenue Winter Park, FL MLS# 10868930
  • Recently Listed
1 of 5
$210,000
3

Beds

2.0

Baths

1,043

Sq.Ft.

2011 Cornell Avenue

Winter Park, FL

GeorgiaMLS
View 1500 GAY ROAD 26-C Winter Park, FL MLS# O6448226
  • Recently Listed with Virtual Tour
1 of 25
$255,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 26-C

Winter Park, FL

Courtesy of SOTERA LIVING
View 4882 TANGERINE AVENUE 4882 Winter Park, FL MLS# O6448605
  • Recently Listed with Virtual Tour
1 of 28
$185,000
2

Beds

1.1

Baths

1,281

Sq.Ft.

4882 TANGERINE AVENUE 4882

Winter Park, FL

Courtesy of SIMPLYSOLD REAL ESTATE PREMIER
View 2613 LAFAYETTE AVENUE Winter Park, FL MLS# O6447662
  • Recently Listed with Virtual Tour
1 of 12
$1,699,900
4

Beds

3.1

Baths

2,661

Sq.Ft.

2613 LAFAYETTE AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 4910 SEMINOLE AVENUE Winter Park, FL MLS# O6442279
  • Recently Listed with Virtual Tour
1 of 26
$329,900
3

Beds

2.0

Baths

1,216

Sq.Ft.

4910 SEMINOLE AVENUE

Winter Park, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 2322 WOODCREST DRIVE Winter Park, FL MLS# O6445796
  • Recently Listed with Virtual Tour
1 of 28
OPEN HOUSE: Sunday 10/11 1:00 PM - 4:00 PM
$675,000
4

Beds

2.0

Baths

1,650

Sq.Ft.

2322 WOODCREST DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 170 BALFOUR DRIVE 1 Winter Park, FL MLS# O6446433
$299,000
2

Beds

2.0

Baths

1,032

Sq.Ft.

170 BALFOUR DRIVE 1

Winter Park, FL

Courtesy of RE/MAX ASSURED
View 918 ENCLAVE PLACE Winter Park, FL MLS# O6439116
  • Recently Listed
1 of 8
$2,125,000
5

Beds

4.1

Baths

3,713

Sq.Ft.

918 ENCLAVE PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 200 SAINT ANDREWS BOULEVARD 3408 Winter Park, FL MLS# O6446586
  • Recently Listed with Virtual Tour
1 of 11
$170,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 3408

Winter Park, FL

Courtesy of PARK 26 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

373

Estimated median home price

$750,000
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 - 100K2
$100K - 200K39
$200K - 300K25
$300K - 400K19
$400K - 500K32
$500K - 600K23
$600K - 700K36
$700K - 800K22
$800K - 900K11
$900K - 1M15
$1M - Max149

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family220
Townhouse21
Condo81
Commercial14
Rental91
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home0
Farms0

(Data as of 10/9/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

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 10/11/2026.

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.

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 10/11/2026.