357 total properties
Did you mean the neighborhood Winter Park?
View 1181 VIA CAPRI Winter Park, FL MLS# O6391636
  • Virtual Tour
1 of 11
$1,800,000
Studio

Beds

0.0

Baths

1181 VIA CAPRI

Winter Park, FL

Courtesy of KARDOSH REALTY
View 914 ENCLAVE PLACE Winter Park, FL MLS# O6391825
  • New Construction
1 of 3
$1,895,000
5

Beds

4.1

Baths

3,617

Sq.Ft.

914 ENCLAVE PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 2119 HOWARD DRIVE Winter Park, FL MLS# O6390345
  • Virtual Tour
1 of 21
$850,000
4

Beds

2.0

Baths

2,479

Sq.Ft.

2119 HOWARD DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
The time to sell is now! THE TIME TO SELL IS NOW!
View 1807 HAMMERLIN AVENUE G Winter Park, FL MLS# O6391277
$550,000
3

Beds

2.1

Baths

1,818

Sq.Ft.

1807 HAMMERLIN AVENUE G

Winter Park, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 1630 ELM AVENUE Winter Park, FL MLS# O6388606
  • New Construction with Virtual Tour
1 of 15
$2,385,000
5

Beds

4.1

Baths

3,408

Sq.Ft.

1630 ELM AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 3651 N GOLDENROD ROAD D101 Winter Park, FL MLS# O6391256
$179,000
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD D101

Winter Park, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
View 1800 MAGNOLIA AVENUE Winter Park, FL MLS# NS1087637
$1,100,000
4

Beds

2.1

Baths

2,431

Sq.Ft.

1800 MAGNOLIA AVENUE

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 541 W CANTON AVENUE Winter Park, FL MLS# O6389829
  • New Construction with Virtual Tour
1 of 51
$2,800,000
4

Beds

3.1

Baths

3,553

Sq.Ft.

541 W CANTON AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2779 SANBINA STREET Winter Park, FL MLS# O6388746
$460,000
3

Beds

2.0

Baths

1,405

Sq.Ft.

2779 SANBINA STREET

Winter Park, FL

Courtesy of MAINFRAME REAL ESTATE
View 1780 MONDRIAN CIRCLE Winter Park, FL MLS# O6389472
  • Virtual Tour
1 of 51
$1,395,000
3

Beds

3.1

Baths

2,310

Sq.Ft.

1780 MONDRIAN CIRCLE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1870 WALKER AVENUE Winter Park, FL MLS# O6390504
  • New Construction with Virtual Tour
1 of 21
$1,399,000
3

Beds

2.1

Baths

2,046

Sq.Ft.

1870 WALKER AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1177 KENWOOD AVENUE Winter Park, FL MLS# O6390592
  • Virtual Tour
1 of 57
$1,870,000
5

Beds

4.1

Baths

4,363

Sq.Ft.

1177 KENWOOD AVENUE

Winter Park, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 633 LANDER ROAD Winter Park, FL MLS# O6390096
  • Virtual Tour
1 of 38
$424,900
3

Beds

2.0

Baths

1,400

Sq.Ft.

633 LANDER ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 2823 WRIGHT AVENUE Winter Park, FL MLS# O6390670
  • Virtual Tour
1 of 19
$929,900
3

Beds

2.0

Baths

1,536

Sq.Ft.

2823 WRIGHT AVENUE

Winter Park, FL

Courtesy of TAL BUSIDAN PA
View 501 HERITAGE BOULEVARD Winter Park, FL MLS# S5145746
$489,990
4

Beds

2.0

Baths

1,376

Sq.Ft.

501 HERITAGE BOULEVARD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 3217 OAK LAWN PLACE 211 Winter Park, FL MLS# O6390713
$179,000
3

Beds

2.0

Baths

1,117

Sq.Ft.

3217 OAK LAWN PLACE 211

Winter Park, FL

Courtesy of SHORES REAL ESTATE
View 609 S PHELPS AVENUE Winter Park, FL MLS# O6388598
  • New Construction with Virtual Tour
1 of 19
$2,829,000
5

Beds

4.1

Baths

4,018

Sq.Ft.

609 S PHELPS AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 101 S NEW YORK AVENUE 302 Winter Park, FL MLS# O6390752
$1,450,000
3

Beds

3.1

Baths

3,174

Sq.Ft.

101 S NEW YORK AVENUE 302

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1581 FOREST AVENUE Winter Park, FL MLS# O6382377
  • Virtual Tour
1 of 52
$3,495,000
4

Beds

4.2

Baths

4,683

Sq.Ft.

1581 FOREST AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 246 PALMER AVENUE Winter Park, FL MLS# O6388115
  • Virtual Tour
1 of 55
$1,500,000
2

Beds

2.0

Baths

2,281

Sq.Ft.

246 PALMER AVENUE

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

367

Estimated median home price

$795,000
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 4
$100K - 200K 49
$200K - 300K 23
$300K - 400K 19
$400K - 500K 29
$500K - 600K 18
$600K - 700K 27
$700K - 800K 16
$800K - 900K 11
$900K - 1M 10
$1M - Max 161

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 224
Townhouse 16
Condo 87
Commercial 4
Rental 97
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 4/29/2026)

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 4/29/2026.

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 4/29/2026.

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 4/29/2026.

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 4/29/2026.