322 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 622 PENN PLACE Winter Park, FL MLS# TB8511228
  • Virtual Tour
1 of 26
$1,895,000
3

Beds

3.1

Baths

2,767

Sq.Ft.

622 PENN PLACE

Winter Park, FL

Courtesy of COMMUNITY REALTY ASSOCIATES
View 269 E CANTON AVENUE 269 Winter Park, FL MLS# O6404706
$989,500
1

Beds

1.1

Baths

1,109

Sq.Ft.

269 E CANTON AVENUE 269

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 120 BROADVIEW AVENUE Winter Park, FL MLS# O6409860
$1,450,000
3

Beds

2.0

Baths

1,747

Sq.Ft.

120 BROADVIEW AVENUE

Winter Park, FL

Courtesy of PROMAX PROPERTY SOLUTIONS
The time to sell is now! THE TIME TO SELL IS NOW!
View 7740 LAKE DAWN DR Winter Park, FL MLS# O6410689
  • Recently Listed with Virtual Tour
1 of 68
$729,000
5

Beds

3.0

Baths

2,495

Sq.Ft.

7740 LAKE DAWN DR

Winter Park, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 2418 EUSTON ROAD Winter Park, FL MLS# O6409323
  • Recently Listed with Virtual Tour
1 of 34
$699,000
3

Beds

2.1

Baths

2,048

Sq.Ft.

2418 EUSTON ROAD

Winter Park, FL

Courtesy of TOLARIS REALTY GROUP LLC
View 200 SAINT ANDREWS BOULEVARD 704 Winter Park, FL MLS# O6411608
  • Recently Listed with Virtual Tour
1 of 27
$164,999
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 704

Winter Park, FL

Courtesy of EXP REALTY LLC
View 715 S RANGER BOULEVARD Winter Park, FL MLS# O6410899
  • Recently Listed with Virtual Tour
1 of 48
$695,000
4

Beds

3.0

Baths

2,312

Sq.Ft.

715 S RANGER BOULEVARD

Winter Park, FL

Courtesy of DAHLIA REALTY GROUP
View 151 N ORLANDO AVENUE 259 Winter Park, FL MLS# O6409651
$239,000
1

Beds

1.0

Baths

582

Sq.Ft.

151 N ORLANDO AVENUE 259

Winter Park, FL

Courtesy of MAXLIFE REALTY LLC
View 1707 HARMON AVENUE Winter Park, FL MLS# O6409180
  • Virtual Tour
1 of 37
$687,000
3

Beds

2.0

Baths

1,669

Sq.Ft.

1707 HARMON AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 925 S SEMORAN BOULEVARD 103 Winter Park, FL MLS# O6409391
$373,000
1,454

Sq.Ft.

925 S SEMORAN BOULEVARD 103

Winter Park, FL

Courtesy of THE WILKINS WAY LLC
View 7505 LAUREL SPRINGS DRIVE Winter Park, FL MLS# O6405854
$390,000
3

Beds

2.0

Baths

1,471

Sq.Ft.

7505 LAUREL SPRINGS DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 2142 BLOSSOM LANE Winter Park, FL MLS# O6409144
$399,900
3

Beds

2.0

Baths

1,363

Sq.Ft.

2142 BLOSSOM LANE

Winter Park, FL

Courtesy of THE WILKINS WAY LLC
View 2333 WESTMINSTER COURT Winter Park, FL MLS# O6407054
$699,000
4

Beds

2.0

Baths

1,877

Sq.Ft.

2333 WESTMINSTER COURT

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1500 GAY ROAD 17D Winter Park, FL MLS# O6408516
  • Virtual Tour
1 of 36
$259,900
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 17D

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 1347 CHAPMAN CIRCLE Winter Park, FL MLS# O6408189
$1,395,000
4

Beds

3.1

Baths

2,922

Sq.Ft.

1347 CHAPMAN CIRCLE

Winter Park, FL

Courtesy of ORLANDO PROPERTY ADVISORS
View 2973 SANBINA STREET Winter Park, FL MLS# O6407521
  • Virtual Tour
1 of 36
$377,880
3

Beds

2.0

Baths

1,128

Sq.Ft.

2973 SANBINA STREET

Winter Park, FL

Courtesy of SUN PROPERTIES, INC.
View 2430 CHANTILLY AVENUE Winter Park, FL MLS# O6401352
  • New Construction with Virtual Tour
1 of 49
$1,665,000
4

Beds

4.0

Baths

2,916

Sq.Ft.

2430 CHANTILLY AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1780 GOODRICH AVENUE Winter Park, FL MLS# O6403811
  • Virtual Tour
1 of 41
$625,000
3

Beds

2.0

Baths

1,283

Sq.Ft.

1780 GOODRICH AVENUE

Winter Park, FL

Courtesy of SUMMERPARK HOMES REALTY LLC
View 1407 MILLER AVENUE Winter Park, FL MLS# O6406408
  • Virtual Tour
1 of 44
$899,000
3

Beds

2.1

Baths

1,884

Sq.Ft.

1407 MILLER AVENUE

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 505 CORNWALL ROAD Winter Park, FL MLS# O6408759
  • Virtual Tour
1 of 42
$675,000
4

Beds

2.0

Baths

1,813

Sq.Ft.

505 CORNWALL ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK

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

401

Estimated median home price

$800,000
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 2
$100K - 200K 43
$200K - 300K 23
$300K - 400K 22
$400K - 500K 29
$500K - 600K 29
$600K - 700K 32
$700K - 800K 21
$800K - 900K 14
$900K - 1M 9
$1M - Max 177

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 266
Townhouse 15
Condo 84
Commercial 7
Rental 69
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 6/15/2026)

Information deemed reliable but not guaranteed.

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.

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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 6/15/2026.

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 6/15/2026.

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 6/15/2026.