297 total properties
Did you mean the neighborhood Winter Park?
View 120 BROADVIEW AVENUE Winter Park, FL MLS# O6409860
$1,450,000
3

Beds

2.0

Baths

1,747

Sq.Ft.

120 BROADVIEW AVENUE

Winter Park, FL

View 2418 EUSTON ROAD Winter Park, FL MLS# O6409323
  • Virtual Tour
1 of 34
$668,998
3

Beds

2.1

Baths

2,048

Sq.Ft.

2418 EUSTON ROAD

Winter Park, FL

Courtesy of TOLARIS REALTY GROUP LLC
View 200 SAINT ANDREWS BOULEVARD 704 Winter Park, FL MLS# O6411608
$164,999
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 704

Winter Park, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 715 S RANGER BOULEVARD Winter Park, FL MLS# O6410899
$695,000
4

Beds

3.0

Baths

2,312

Sq.Ft.

715 S RANGER BOULEVARD

Winter Park, FL

View 660 W MORSE BOULEVARD Winter Park, FL MLS# O6419377
  • Recently Listed with Virtual Tour
1 of 47
$2,800,000
3

Beds

3.1

Baths

3,286

Sq.Ft.

660 W MORSE BOULEVARD

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 938 ENCLAVE PLACE Winter Park, FL MLS# O6408090
  • New Construction
1 of 7
$2,099,000
5

Beds

4.1

Baths

3,865

Sq.Ft.

938 ENCLAVE PLACE

Winter Park, FL

View 1707 HARMON AVENUE Winter Park, FL MLS# O6409180
  • Virtual Tour
1 of 37
$649,000
3

Beds

2.0

Baths

1,669

Sq.Ft.

1707 HARMON AVENUE

Winter Park, FL

View 925 S SEMORAN BOULEVARD 103 Winter Park, FL MLS# O6409391
$373,000
1,454

Sq.Ft.

925 S SEMORAN BOULEVARD 103

Winter Park, FL

View 1627 MIZELL AVENUE Winter Park, FL MLS# O6406300
  • New Construction with Virtual Tour
1 of 24
$3,300,000
5

Beds

5.1

Baths

3,421

Sq.Ft.

1627 MIZELL AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1500 GAY ROAD 17D Winter Park, FL MLS# O6408516
  • Virtual Tour
1 of 38
$249,900
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 17D

Winter Park, FL

View 2973 SANBINA STREET Winter Park, FL MLS# O6407521
  • Virtual Tour
1 of 36
$377,880
3

Beds

2.0

Baths

1,128

Sq.Ft.

2973 SANBINA STREET

Winter Park, FL

Courtesy of SUN PROPERTIES, INC.
View 2661 Via Tuscany Winter Park, FL MLS# B26030158
  • New Construction with Virtual Tour
1 of 44
$6,888,888
4

Beds

4.1

Baths

4,636

Sq.Ft.

2661 Via Tuscany

Winter Park, FL

View 2430 CHANTILLY AVENUE Winter Park, FL MLS# O6401352
  • New Construction with Virtual Tour
1 of 49
$1,599,000
4

Beds

4.0

Baths

2,916

Sq.Ft.

2430 CHANTILLY AVENUE

Winter Park, FL

View 926 ENCLAVE PLACE Winter Park, FL MLS# O6408030
  • New Construction with Virtual Tour
1 of 6
$2,235,000
5

Beds

4.1

Baths

4,150

Sq.Ft.

926 ENCLAVE PLACE

Winter Park, FL

View 2228 HOWARD DRIVE Winter Park, FL MLS# O6407733
  • New Construction with Virtual Tour
1 of 9
$2,460,000
4

Beds

3.1

Baths

3,294

Sq.Ft.

2228 HOWARD DRIVE

Winter Park, FL

View 910 ENCLAVE PLACE Winter Park, FL MLS# O6406803
  • New Construction
1 of 4
$1,899,000
5

Beds

4.1

Baths

3,620

Sq.Ft.

910 ENCLAVE PLACE

Winter Park, FL

View 930 ENCLAVE PLACE Winter Park, FL MLS# O6403032
  • New Construction
1 of 4
$2,050,000
5

Beds

4.1

Baths

3,813

Sq.Ft.

930 ENCLAVE PLACE

Winter Park, FL

View 1092 EASTBROOK BOULEVARD Winter Park, FL MLS# O6407251
$399,000
3

Beds

2.0

Baths

1,122

Sq.Ft.

1092 EASTBROOK BOULEVARD

Winter Park, FL

Courtesy of JC FLORIDA REALTY LLC
View 2215 WOODCREST DRIVE Winter Park, FL MLS# O6407540
$695,000
4

Beds

2.0

Baths

1,688

Sq.Ft.

2215 WOODCREST DRIVE

Winter Park, FL

Courtesy of ADAIR REALTY INC
View 408 HOLT AVENUE Winter Park, FL MLS# O6405857
  • Virtual Tour
1 of 34
$745,000
2

Beds

3.0

Baths

1,440

Sq.Ft.

408 HOLT AVENUE

Winter Park, FL

Courtesy of THE REAL ESTATE PRINCIPLE, INC

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

303

Estimated median home price

$799,000
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 7
$100K - 200K 39
$200K - 300K 16
$300K - 400K 14
$400K - 500K 22
$500K - 600K 22
$600K - 700K 22
$700K - 800K 10
$800K - 900K 11
$900K - 1M 7
$1M - Max 133

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 185
Townhouse 13
Condo 72
Commercial 7
Rental 67
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 7/16/2026)

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 7/16/2026.

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 7/16/2026.