381 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
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 231 CHELTON CIRCLE Winter Park, FL MLS# O6414890
  • Virtual Tour
1 of 67
$4,950,000
4

Beds

5.2

Baths

5,550

Sq.Ft.

231 CHELTON CIRCLE

Winter Park, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
  • 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
$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
  • New Construction 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

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

View 1161 VALENCIA AVENUE Winter Park, FL MLS# O6330736
  • Virtual Tour
1 of 65
$3,995,000
4

Beds

4.1

Baths

4,181

Sq.Ft.

1161 VALENCIA AVENUE

Winter Park, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 1600 LEGION DRIVE Winter Park, FL MLS# O6415591
  • Recently Listed with Virtual Tour
1 of 70
$3,995,000
5

Beds

5.1

Baths

4,483

Sq.Ft.

1600 LEGION DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1782 PINE AVENUE Winter Park, FL MLS# O6389039
  • New Construction
1 of 70
$3,875,000
5

Beds

6.1

Baths

4,782

Sq.Ft.

1782 PINE AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 150 DANA WAY Winter Park, FL MLS# O6394012
  • New Construction with Virtual Tour
1 of 81
$3,799,000
5

Beds

5.0

Baths

4,451

Sq.Ft.

150 DANA WAY

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 207 E KINGS WAY Winter Park, FL MLS# O6337304
  • New Construction with Virtual Tour
1 of 6
$3,650,000
5

Beds

4.1

Baths

3,719

Sq.Ft.

207 E KINGS WAY

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 649 N PARK AVENUE Winter Park, FL MLS# O6411141
  • Virtual Tour
1 of 44
$3,500,000
3

Beds

3.2

Baths

3,180

Sq.Ft.

649 N PARK AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2240 VENETIAN WAY Winter Park, FL MLS# O6413398
  • Virtual Tour
1 of 27
$3,500,000
4

Beds

3.1

Baths

4,036

Sq.Ft.

2240 VENETIAN WAY

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1836 WHITEHALL DRIVE Winter Park, FL MLS# O6416158
  • Recently Listed with Virtual Tour
1 of 70
$3,500,000
5

Beds

6.1

Baths

4,168

Sq.Ft.

1836 WHITEHALL DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 121 E FAWSETT ROAD Winter Park, FL MLS# O6413910
  • New Construction with Virtual Tour
1 of 11
$3,490,000
5

Beds

5.1

Baths

4,191

Sq.Ft.

121 E FAWSETT ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1581 FOREST AVENUE Winter Park, FL MLS# O6382377
  • Virtual Tour
1 of 57
$3,393,000
4

Beds

4.2

Baths

4,683

Sq.Ft.

1581 FOREST AVENUE

Winter Park, FL

View 1751 GLENCOE ROAD Winter Park, FL MLS# O6339739
  • New Construction with Virtual Tour
1 of 45
$3,390,000
5

Beds

5.2

Baths

4,520

Sq.Ft.

1751 GLENCOE ROAD

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

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

394

Estimated median home price

$750,000
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 46
$200K - 300K 26
$300K - 400K 19
$400K - 500K 30
$500K - 600K 29
$600K - 700K 34
$700K - 800K 17
$800K - 900K 13
$900K - 1M 9
$1M - Max 167

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 249
Townhouse 17
Condo 92
Commercial 7
Rental 69
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 7/3/2026)

Information deemed reliable but not guaranteed.

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 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 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 7/4/2026.

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 7/4/2026.