88 total properties
Did you mean the neighborhood Winter Park?
View 1925 S LAKEMONT AVENUE Winter Park, FL MLS# O6378656
  • Recently Listed with Virtual Tour
1 of 19
$1,100
1

Beds

1.0

Baths

850

Sq.Ft.

1925 S LAKEMONT AVENUE

Winter Park, FL

Courtesy of BALDWIN PARK REALTY LLC
View 2948 ANTIQUE OAKS CIRCLE 94 Winter Park, FL MLS# O6363775
$1,250
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 2183 CRANDON AVENUE 1/2 Winter Park, FL MLS# O6365087
$1,270
2

Beds

1.0

Baths

600

Sq.Ft.

2183 CRANDON AVENUE 1/2

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 3060 GEORGE MASON AVENUE 10C Winter Park, FL MLS# O6365124
$1,300
1

Beds

1.0

Baths

803

Sq.Ft.

3060 GEORGE MASON AVENUE 10C

Winter Park, FL

Courtesy of PRISTINE INTERNATIONAL REALTY LLC
View 3011 GEORGE MASON AVENUE 3 Winter Park, FL MLS# O6368606
$1,320
2

Beds

2.0

Baths

1,056

Sq.Ft.

3011 GEORGE MASON AVENUE 3

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 3651 N GOLDENROD ROAD E103 Winter Park, FL MLS# O6373934
$1,325
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD E103

Winter Park, FL

Courtesy of AMERICAN REALTY EXPERTS
View 3651 N GOLDENROD ROAD B#104 Winter Park, FL MLS# O6353028
$1,350
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD B#104

Winter Park, FL

Courtesy of JCL REALTY INC
View 1250 S DENNING DRIVE 208 Winter Park, FL MLS# O6368688
$1,350
1

Beds

1.0

Baths

653

Sq.Ft.

1250 S DENNING DRIVE 208

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 1695 LEE ROAD B210 Winter Park, FL MLS# O6372074
$1,350
1

Beds

1.0

Baths

638

Sq.Ft.

1695 LEE ROAD B210

Winter Park, FL

Courtesy of GM SUNSHINE REALTY LLC
View 2905 ANTIQUE OAKS CIRCLE 4 Winter Park, FL MLS# O6376272
  • Recently Listed with Virtual Tour
1 of 27
$1,370
1

Beds

1.0

Baths

749

Sq.Ft.

2905 ANTIQUE OAKS CIRCLE 4

Winter Park, FL

Courtesy of EXIT REAL ESTATE RESULTS
View 1000 S SEMORAN BOULEVARD 115 Winter Park, FL MLS# O6312697
$1,400
2

Beds

2.0

Baths

1,003

Sq.Ft.

1000 S SEMORAN BOULEVARD 115

Winter Park, FL

Courtesy of MAYERS REAL ESTATE LLC
View 3651 N GOLDENROD ROAD C204 Winter Park, FL MLS# O6367623
$1,420
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C204

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 651 TRINIDAD COURT S Winter Park, FL MLS# O6376073
  • Recently Listed with Virtual Tour
1 of 21
$1,450
1

Beds

1.0

Baths

759

Sq.Ft.

651 TRINIDAD COURT S

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 3651 N GOLDENROD ROAD 110 Winter Park, FL MLS# O6377754
  • Recently Listed with Virtual Tour
1 of 19
$1,450
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD 110

Winter Park, FL

Courtesy of RIGHTHOUSE REALTY LLC
View 2500 LEE ROAD 244 Winter Park, FL MLS# O6344785
$1,465
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 244

Winter Park, FL

Courtesy of RE/MAX VANTAGE
View 3651 N GOLDENROD ROAD 106 Winter Park, FL MLS# O6369311
$1,495
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD 106

Winter Park, FL

Courtesy of INNOVATIVE REALTY, LLC
View 3651 N GOLDENROD ROAD C205 Winter Park, FL MLS# O6373015
$1,495
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C205

Winter Park, FL

Courtesy of CFRP REALTY LLC
View 1695 LEE ROAD B114 Winter Park, FL MLS# O6297071
$1,500
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD B114

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 3212 NETHERWOOD DRIVE Winter Park, FL MLS# O6370689
$1,500
1

Beds

1.0

Baths

400

Sq.Ft.

3212 NETHERWOOD DRIVE

Winter Park, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAGE
View 1565 MICHIGAN AVENUE Winter Park, FL MLS# O6360479
$1,525
2

Beds

1.0

Baths

900

Sq.Ft.

1565 MICHIGAN AVENUE

Winter Park, FL

Courtesy of BHHS FLORIDA 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

298

Estimated median home price

$687,500
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

PriceCount
$0 - 100K7
$100K - 200K34
$200K - 300K29
$300K - 400K15
$400K - 500K26
$500K - 600K18
$600K - 700K25
$700K - 800K18
$800K - 900K5
$900K - 1M8
$1M - Max113

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family167
Townhouse17
Condo80
Commercial6
Rental87
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 2/3/2026)

Information deemed reliable but not guaranteed.

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 2/4/2026.