270 total properties
Did you mean the neighborhood Winter Park?
View 2774 BANCHORY ROAD Winter Park, FL MLS# O6328091
  • Virtual Tour
1 of 30
$490,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

2774 BANCHORY ROAD

Winter Park, FL

Courtesy of THE PALMS PROPERTY GROUP
View 1752 CHESTNUT AVENUE Winter Park, FL MLS# O6331369
  • Virtual Tour
1 of 64
$1,995,000
4

Beds

4.1

Baths

3,314

Sq.Ft.

1752 CHESTNUT AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2758 BANCHORY ROAD Winter Park, FL MLS# O6329628
  • Virtual Tour
1 of 37
$598,000
3

Beds

2.0

Baths

1,539

Sq.Ft.

2758 BANCHORY ROAD

Winter Park, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 595 HUNTINGTON AVENUE 4 Winter Park, FL MLS# O6329412
$649,000
3

Beds

2.1

Baths

1,951

Sq.Ft.

595 HUNTINGTON AVENUE 4

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 1250 FORMOSA AVENUE Winter Park, FL MLS# O6328855
  • Virtual Tour
1 of 34
$590,000
3

Beds

3.1

Baths

1,937

Sq.Ft.

1250 FORMOSA AVENUE

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 525 LAKEVIEW AVENUE Winter Park, FL MLS# O6325165
  • New Construction with Virtual Tour
1 of 7
$1,390,000
4

Beds

4.1

Baths

3,253

Sq.Ft.

525 LAKEVIEW AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 501 LAKEVIEW AVENUE Winter Park, FL MLS# O6325192
  • New Construction with Virtual Tour
1 of 7
$1,390,000
4

Beds

4.1

Baths

3,253

Sq.Ft.

501 LAKEVIEW AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 150 KILLARNEY BAY COURT 5 Winter Park, FL MLS# O6328063
$355,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

150 KILLARNEY BAY COURT 5

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 208 BREWER AVENUE Winter Park, FL MLS# O6330008
  • Virtual Tour
1 of 47
$925,000
4

Beds

3.1

Baths

2,173

Sq.Ft.

208 BREWER AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 3370 CEDAR SPRINGS PLACE 156 Winter Park, FL MLS# O6326460
$197,500
2

Beds

2.1

Baths

1,031

Sq.Ft.

3370 CEDAR SPRINGS PLACE 156

Winter Park, FL

Courtesy of SPRINGHILL PROPERTIES LLC
View 1270 ARLINGTON PLACE Winter Park, FL MLS# O6324320
  • Virtual Tour
1 of 55
$1,599,000
3

Beds

4.0

Baths

2,964

Sq.Ft.

1270 ARLINGTON PLACE

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 638 WARRENTON ROAD Winter Park, FL MLS# O6324688
  • Virtual Tour
1 of 43
$331,985
2

Beds

2.0

Baths

1,362

Sq.Ft.

638 WARRENTON ROAD

Winter Park, FL

Courtesy of SUN PROPERTIES, INC.
View 311 E MORSE BOULEVARD 7-5 Winter Park, FL MLS# O6308664
  • Adult Community
1 of 40
$359,000
1

Beds

1.0

Baths

482

Sq.Ft.

311 E MORSE BOULEVARD 7-5

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 770 W WEBSTER AVENUE Winter Park, FL MLS# O6323574
  • Virtual Tour
1 of 34
$725,000
4

Beds

2.0

Baths

1,008

Sq.Ft.

770 W WEBSTER AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 770 W WEBSTER AVENUE REAR LOT Winter Park, FL MLS# O6323647
$725,000
Studio

Beds

0.0

Baths

770 W WEBSTER AVENUE REAR LOT

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1695 LEE ROAD D116 Winter Park, FL MLS# S5130337
  • Virtual Tour
1 of 41
$155,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD D116

Winter Park, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 3651 N GOLDENROD ROAD E205 Winter Park, FL MLS# O6323065
$174,900
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD E205

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2607 Lafayette Ave Winter Park, FL MLS# A11826269
  • Virtual Tour
1 of 71
$1,095,000
4

Beds

3.1

Baths

2,770

Sq.Ft.

2607 Lafayette Ave

Winter Park, FL

Courtesy of FORTUNE CHRISTIE'S INTERNATIONAL REAL ESTATE
View 800 HAMILTON PLACE COURT Winter Park, FL MLS# O6321816
$1,295,000
3

Beds

3.1

Baths

3,363

Sq.Ft.

800 HAMILTON PLACE COURT

Winter Park, FL

Courtesy of EPIC REAL ESTATE ADVISORS LLC
View 617 WORTHINGTON DRIVE Winter Park, FL MLS# O6320955
$1,770,000
5

Beds

4.1

Baths

3,533

Sq.Ft.

617 WORTHINGTON DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY 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

301

Estimated median home price

$639,000
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 40
$200K - 300K 21
$300K - 400K 19
$400K - 500K 32
$500K - 600K 26
$600K - 700K 21
$700K - 800K 22
$800K - 900K 5
$900K - 1M 11
$1M - Max 98

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 176
Townhouse 19
Condo 77
Commercial 5
Rental 108
Lots and Land 19
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 12/29/2025)

Information deemed reliable but not guaranteed.

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Data is updated as of 12/30/2025.

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 12/30/2025.

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 12/30/2025.

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 12/30/2025.