301 total properties
Did you mean the neighborhood Winter Park?
View 1120 PRESERVE POINT DRIVE Winter Park, FL MLS# O6350054
$8,950,000
7

Beds

9.2

Baths

11,255

Sq.Ft.

1120 PRESERVE POINT DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1112 PRESERVE POINT DRIVE Winter Park, FL MLS# O6312768
$8,500,000
5

Beds

6.0

Baths

6,502

Sq.Ft.

1112 PRESERVE POINT DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 550 PALMER AVENUE Winter Park, FL MLS# O6349188
  • New Construction with Virtual Tour
1 of 76
$7,200,000
5

Beds

6.1

Baths

5,939

Sq.Ft.

550 PALMER AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
The time to sell is now! THE TIME TO SELL IS NOW!
View 2661 VIA TUSCANY Winter Park, FL MLS# O6260493
  • New Construction with Virtual Tour
1 of 100
$6,600,000
4

Beds

4.1

Baths

4,636

Sq.Ft.

2661 VIA TUSCANY

Winter Park, FL

Courtesy of PV LUXURY GROUP PA
View 887 GEORGIA AVENUE Winter Park, FL MLS# O6331715
  • Virtual Tour
1 of 51
$5,900,000
6

Beds

5.1

Baths

5,759

Sq.Ft.

887 GEORGIA AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1400 ALABAMA DRIVE Winter Park, FL MLS# O6285791
$5,895,000
5

Beds

5.4

Baths

7,916

Sq.Ft.

1400 ALABAMA DRIVE

Winter Park, FL

Courtesy of THE AGENCY ORLANDO
View 2211 AZALEA PLACE Winter Park, FL MLS# O6319674
  • Virtual Tour
1 of 99
$5,495,000
5

Beds

6.1

Baths

7,278

Sq.Ft.

2211 AZALEA PLACE

Winter Park, FL

Courtesy of FORTUNE INTERNATIONAL REALTY
View 2211 Azalea Pl Winter Park, FL MLS# A11824988
  • Virtual Tour
1 of 98
$5,495,000
5

Beds

6.1

Baths

7,278

Sq.Ft.

2211 Azalea Pl

Winter Park, FL

Courtesy of FORTUNE CHRISTIE'S INTERNATIONAL REAL ESTATE
View 1221 RICHMOND ROAD Winter Park, FL MLS# O6321906
$5,450,000
5

Beds

5.1

Baths

5,164

Sq.Ft.

1221 RICHMOND ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1302 RAINTREE PLACE Winter Park, FL MLS# O6353083
  • New Construction with Virtual Tour
1 of 62
$5,300,000
5

Beds

5.1

Baths

4,738

Sq.Ft.

1302 RAINTREE PLACE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 503 N INTERLACHEN AVENUE Winter Park, FL MLS# O6331207
$4,999,000
Studio

Beds

0.0

Baths

503 N INTERLACHEN AVENUE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1660 PALMER AVENUE Winter Park, FL MLS# O6282425
  • New Construction with Virtual Tour
1 of 48
$4,950,000
5

Beds

6.1

Baths

6,406

Sq.Ft.

1660 PALMER AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1150 VIA SALERNO Winter Park, FL MLS# O6321143
  • New Construction with Virtual Tour
1 of 61
$4,750,000
4

Beds

5.1

Baths

3,850

Sq.Ft.

1150 VIA SALERNO

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1525 GRANVILLE DRIVE Winter Park, FL MLS# O6337290
  • New Construction with Virtual Tour
1 of 12
$4,750,000
5

Beds

5.1

Baths

5,211

Sq.Ft.

1525 GRANVILLE DRIVE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1336 COLLEGE POINT Winter Park, FL MLS# O6367878
  • Recently Listed
1 of 53
$4,595,000
4

Beds

3.2

Baths

3,181

Sq.Ft.

1336 COLLEGE POINT

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1161 VALENCIA AVENUE Winter Park, FL MLS# O6330736
  • Virtual Tour
1 of 66
$4,545,000
4

Beds

4.1

Baths

4,181

Sq.Ft.

1161 VALENCIA AVENUE

Winter Park, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 702 VIA BELLA Winter Park, FL MLS# O6335854
  • New Construction with Virtual Tour
1 of 46
$4,250,000
4

Beds

5.1

Baths

3,720

Sq.Ft.

702 VIA BELLA

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View ALOMA AVENUE Winter Park, FL MLS# R4909507
$3,960,000
Studio

Beds

0.0

Baths

ALOMA AVENUE

Winter Park, FL

Courtesy of RUTH PRITCHARD RYAN
View 2403 EUSTON ROAD Winter Park, FL MLS# O6322947
  • Virtual Tour
1 of 11
$3,950,000
Studio

Beds

0.0

Baths

2403 EUSTON ROAD

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 1751 GLENCOE ROAD Winter Park, FL MLS# O6339739
  • New Construction with Virtual Tour
1 of 45
$3,895,000
5

Beds

5.2

Baths

4,520

Sq.Ft.

1751 GLENCOE ROAD

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL 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

303

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 7
$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 99

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 177
Townhouse 20
Condo 78
Commercial 5
Rental 111
Lots and Land 19
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 12/24/2025)

Information deemed reliable but not guaranteed.

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Data is updated as of 12/24/2025.

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Data is updated as of 12/24/2025.

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 12/24/2025.

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 12/24/2025.