386 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 40 PALMER AVENUE Winter Park, FL MLS# O6380444
  • New Construction
1 of 17
$6,950,000
5

Beds

5.1

Baths

5,905

Sq.Ft.

40 PALMER AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1260 ALABAMA DRIVE Winter Park, FL MLS# O6387200
$6,900,000
6

Beds

5.2

Baths

6,396

Sq.Ft.

1260 ALABAMA DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 2661 Via Tuscany Winter Park, FL MLS# B26030158
  • Recently Listed with Virtual Tour
1 of 44
$6,888,888
4

Beds

4.1

Baths

4,636

Sq.Ft.

2661 Via Tuscany

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 550 PALMER AVENUE Winter Park, FL MLS# O6349188
  • New Construction with Virtual Tour
1 of 76
$6,495,000
5

Beds

6.1

Baths

5,939

Sq.Ft.

550 PALMER AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1200 VIA SALERNO Winter Park, FL MLS# O6381761
  • Virtual Tour
1 of 47
$5,995,000
5

Beds

5.1

Baths

5,476

Sq.Ft.

1200 VIA SALERNO

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2211 AZALEA PLACE Winter Park, FL MLS# O6319674
  • Virtual Tour
1 of 99
$5,250,000
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
$5,250,000
5

Beds

6.1

Baths

7,278

Sq.Ft.

2211 Azalea Pl

Winter Park, FL

Courtesy of FORTUNE CHRISTIE'S INTERNATIONAL REAL ESTATE
View 1660 PALMER AVENUE Winter Park, FL MLS# O6282425
  • New Construction with Virtual Tour
1 of 53
$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 1760 VIA VENETIA Winter Park, FL MLS# O6391840
  • Virtual Tour
1 of 44
$4,650,000
4

Beds

6.1

Baths

6,242

Sq.Ft.

1760 VIA VENETIA

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1336 COLLEGE POINT Winter Park, FL MLS# O6367878
$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 1336 COLLEGE POINT Winter Park, FL MLS# O6376009
$4,595,000
Studio

Beds

0.0

Baths

1336 COLLEGE POINT

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1701 SUMMERLAND AVENUE Winter Park, FL MLS# O6398762
$4,550,000
5

Beds

5.1

Baths

5,253

Sq.Ft.

1701 SUMMERLAND AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 503 N INTERLACHEN AVENUE Winter Park, FL MLS# O6331207
$4,500,000
Studio

Beds

0.0

Baths

503 N INTERLACHEN AVENUE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 643 N PARK AVENUE Winter Park, FL MLS# O6403591
  • Recently Listed with Virtual Tour
1 of 82
$4,295,000
3

Beds

3.2

Baths

4,231

Sq.Ft.

643 N PARK AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1441 CARDINAL COURT Winter Park, FL MLS# O6399395
  • Virtual Tour
1 of 85
$4,285,000
4

Beds

5.1

Baths

4,066

Sq.Ft.

1441 CARDINAL COURT

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 650 DIXIE PARKWAY Winter Park, FL MLS# O6408708
  • Recently Listed with Virtual Tour
1 of 85
$4,250,000
6

Beds

6.1

Baths

6,007

Sq.Ft.

650 DIXIE PARKWAY

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1298 BEACHVIEW AVENUE Winter Park, FL MLS# O6405064
  • Recently Listed with Virtual Tour
1 of 48
$4,200,000
Studio

Beds

0.0

Baths

1298 BEACHVIEW AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 141 W LAKE SUE AVENUE Winter Park, FL MLS# O6406437
  • Recently Listed with Virtual Tour
1 of 5
$4,200,000
5

Beds

5.2

Baths

5,500

Sq.Ft.

141 W LAKE SUE AVENUE

Winter Park, FL

Courtesy of THE AGENCY FL
View 1782 PINE AVENUE Winter Park, FL MLS# O6389039
  • New Construction
1 of 66
$4,197,000
5

Beds

6.1

Baths

4,782

Sq.Ft.

1782 PINE AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 1150 VIA SALERNO Winter Park, FL MLS# O6321143
  • New Construction with Virtual Tour
1 of 62
$4,195,000
4

Beds

5.1

Baths

3,850

Sq.Ft.

1150 VIA SALERNO

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

390

Estimated median home price

$787,500
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 2
$100K - 200K 49
$200K - 300K 23
$300K - 400K 24
$400K - 500K 29
$500K - 600K 22
$600K - 700K 29
$700K - 800K 20
$800K - 900K 16
$900K - 1M 10
$1M - Max 166

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 246
Townhouse 15
Condo 88
Commercial 7
Rental 73
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 5/23/2026)

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 5/24/2026.

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 5/24/2026.

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 5/24/2026.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 5/24/2026.