36 total properties
Did you mean the neighborhood Winter Park?
View 346 S RANGER BOULEVARD Winter Park, FL MLS# S5134662
$520,000
3

Beds

2.0

Baths

1,592

Sq.Ft.

346 S RANGER BOULEVARD

Winter Park, FL

Courtesy of IMPERIAL REALTY OF FLORIDA INC
View 1875 STAUNTON AVENUE Winter Park, FL MLS# O6342876
$560,000
4

Beds

2.0

Baths

2,036

Sq.Ft.

1875 STAUNTON AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 720 W WEBSTER AVENUE Winter Park, FL MLS# O6338765
$575,000
3

Beds

2.0

Baths

1,356

Sq.Ft.

720 W WEBSTER AVENUE

Winter Park, FL

Courtesy of THE AGENCY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 1740 ANZLE AVENUE Winter Park, FL MLS# O6339726
$580,000
4

Beds

2.0

Baths

1,808

Sq.Ft.

1740 ANZLE AVENUE

Winter Park, FL

Courtesy of GOYAL & DECOSTER REALTY
View 240 ORANGE TERRACE DRIVE Winter Park, FL MLS# O6330690
$515,000
4

Beds

2.0

Baths

1,718

Sq.Ft.

240 ORANGE TERRACE DRIVE

Winter Park, FL

Courtesy of A+ REALTY PROFESSIONALS, INC
View 2774 BANCHORY ROAD Winter Park, FL MLS# O6328091
$490,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

2774 BANCHORY ROAD

Winter Park, FL

Courtesy of THE PALMS PROPERTY GROUP
View 2758 BANCHORY ROAD Winter Park, FL MLS# O6329628
$598,000
3

Beds

2.0

Baths

1,539

Sq.Ft.

2758 BANCHORY ROAD

Winter Park, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
View 1250 FORMOSA AVENUE Winter Park, FL MLS# O6328855
$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 212 BLOSSOM LANE Winter Park, FL MLS# G5098632
$565,000
3

Beds

2.0

Baths

1,771

Sq.Ft.

212 BLOSSOM LANE

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 151 N ORLANDO AVENUE 212 Winter Park, FL MLS# O6314915
$570,000
3

Beds

2.0

Baths

1,875

Sq.Ft.

151 N ORLANDO AVENUE 212

Winter Park, FL

Courtesy of THE AGENCY ORLANDO
View 3718 N Goldenrod Road Winter Park, FL MLS# A11792799
$499,000
Studio

Beds

0.0

Baths

3718 N Goldenrod Road

Winter Park, FL

Courtesy of PROCLOSE REALTY, LLC.
View 701 DENTON ROAD Winter Park, FL MLS# O6295021
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1 of 32
$565,000
3

Beds

2.0

Baths

2,268

Sq.Ft.

701 DENTON ROAD

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 101 S INTERLACHEN AVENUE 104 Winter Park, FL MLS# O6290188
$635,000
2

Beds

2.0

Baths

949

Sq.Ft.

101 S INTERLACHEN AVENUE 104

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1360 FORMOSA AVENUE Winter Park, FL MLS# O6292751
$625,000
3

Beds

3.0

Baths

1,890

Sq.Ft.

1360 FORMOSA AVENUE

Winter Park, FL

Courtesy of TOP FLORIDA HOMES
View 720 N PENNSYLVANIA AVENUE Winter Park, FL MLS# O6281659
$550,000
3

Beds

2.0

Baths

1,115

Sq.Ft.

720 N PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 2627 AMBERGATE ROAD Winter Park, FL MLS# O6093816
$510,000
4

Beds

3.0

Baths

1,805

Sq.Ft.

2627 AMBERGATE ROAD

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE

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

270

Estimated median home price

$677,000
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

PriceCount
$0 - 100K5
$100K - 200K34
$200K - 300K20
$300K - 400K16
$400K - 500K23
$500K - 600K21
$600K - 700K21
$700K - 800K21
$800K - 900K4
$900K - 1M10
$1M - Max95

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family157
Townhouse19
Condo66
Commercial5
Rental103
Lots and Land18
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 1/4/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

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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 1/5/2026.

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 1/5/2026.