87 total properties
Did you mean the neighborhood Winter Park?
View 1500 GAY ROAD 24B Winter Park, FL MLS# O6348568
$264,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 24B

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 182 SCOTTSDALE SQUARE 182 Winter Park, FL MLS# O6346135
$80,000
1

Beds

1.0

Baths

756

Sq.Ft.

182 SCOTTSDALE SQUARE 182

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 151 N ORLANDO AVENUE 101 Winter Park, FL MLS# G5102278
$260,000
2

Beds

1.0

Baths

804

Sq.Ft.

151 N ORLANDO AVENUE 101

Winter Park, FL

Courtesy of THE FLORIDA PROPERTY SHOP SALE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1695 LEE ROAD D113 Winter Park, FL MLS# O6341439
$158,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD D113

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 2948 ANTIQUE OAKS CIRCLE 94 Winter Park, FL MLS# O6342254
$150,000
1

Beds

1.0

Baths

749

Sq.Ft.

2948 ANTIQUE OAKS CIRCLE 94

Winter Park, FL

Courtesy of THE PAMPAS REAL ESTATE GROUP, LLC.
View 2500 LEE ROAD 232 Winter Park, FL MLS# O6340137
$169,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 232

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 311 E MORSE BOULEVARD 7-11 Winter Park, FL MLS# O6337061
$314,900
1

Beds

1.0

Baths

570

Sq.Ft.

311 E MORSE BOULEVARD 7-11

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 3019 ANTIQUE OAKS CIRCLE 124 Winter Park, FL MLS# O6337083
$154,000
1

Beds

1.0

Baths

749

Sq.Ft.

3019 ANTIQUE OAKS CIRCLE 124

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 7444 WOODBURN COURT 29 Winter Park, FL MLS# S5131940
$177,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7444 WOODBURN COURT 29

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 2500 LEE RD 219 Winter Park, FL MLS# O6332524
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1 of 37
$169,000
2

Beds

1.0

Baths

851

Sq.Ft.

2500 LEE RD 219

Winter Park, FL

Courtesy of SUNDIAL REAL ESTATE LLC
View 150 KILLARNEY BAY COURT 5 Winter Park, FL MLS# O6328063
$345,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

150 KILLARNEY BAY COURT 5

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 3370 CEDAR SPRINGS PLACE 156 Winter Park, FL MLS# O6326460
$192,500
2

Beds

2.1

Baths

1,031

Sq.Ft.

3370 CEDAR SPRINGS PLACE 156

Winter Park, FL

Courtesy of SPRINGHILL PROPERTIES LLC
View 638 WARRENTON ROAD Winter Park, FL MLS# O6324688
$331,985
2

Beds

2.0

Baths

1,362

Sq.Ft.

638 WARRENTON ROAD

Winter Park, FL

Courtesy of SUN PROPERTIES, INC.
View 311 E MORSE BOULEVARD 7-5 Winter Park, FL MLS# O6308664
$359,000
1

Beds

1.0

Baths

482

Sq.Ft.

311 E MORSE BOULEVARD 7-5

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2500 LEE ROAD 243 Winter Park, FL MLS# O6315656
$145,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 243

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 3057 AARON BURR AVENUE 2 Winter Park, FL MLS# O6314262
$127,000
2

Beds

2.0

Baths

1,066

Sq.Ft.

3057 AARON BURR AVENUE 2

Winter Park, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 2417 PASSAMONTE DRIVE 1E Winter Park, FL MLS# TB8387465
$329,999
3

Beds

2.1

Baths

1,837

Sq.Ft.

2417 PASSAMONTE DRIVE 1E

Winter Park, FL

Courtesy of FLAT FEE MLS REALTY
View 151 N ORLANDO AVENUE 118 Winter Park, FL MLS# O6311340
$299,999
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE 118

Winter Park, FL

Courtesy of FLORIDA DREAMS REALTY GRP INC
View 2500 LEE ROAD 208 Winter Park, FL MLS# O6297570
$190,000
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 208

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 3580 WILDE AVENUE Winter Park, FL MLS# O6296776
$260,000
Studio

Beds

0.0

Baths

3580 WILDE AVENUE

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

308

Estimated median home price

$687,250
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 - 100K8
$100K - 200K38
$200K - 300K29
$300K - 400K21
$400K - 500K24
$500K - 600K17
$600K - 700K20
$700K - 800K19
$800K - 900K6
$900K - 1M7
$1M - Max119

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family172
Townhouse15
Condo86
Commercial4
Rental79
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 2/27/2026)

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 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 2/28/2026.

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 2/28/2026.