359 total properties
Did you mean the neighborhood Winter Park?
View 2825 Mulford Avenue Winter Park, FL MLS# 1230644
$629,000
2

Beds

2.0

Baths

1,249

Sq.Ft.

2825 Mulford Avenue

Winter Park, FL

View 7448 ALOMA AVENUE Winter Park, FL MLS# O6439170
  • Virtual Tour
1 of 6
$1,250,000
3,578

Sq.Ft.

7448 ALOMA AVENUE

Winter Park, FL

Courtesy of CENTURY 21 CARIOTI
View 2825 MULFORD AVENUE Winter Park, FL MLS# O6439045
  • Virtual Tour
1 of 24
$629,000
2

Beds

2.0

Baths

1,249

Sq.Ft.

2825 MULFORD AVENUE

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 952 MOSS LANE Winter Park, FL MLS# TB8545586
  • Virtual Tour
1 of 49
$1,319,950
4

Beds

2.3

Baths

3,474

Sq.Ft.

952 MOSS LANE

Winter Park, FL

Courtesy of MERIDIAN RESIDE
View 436 N WYMORE ROAD Winter Park, FL MLS# O6440396
  • Virtual Tour
1 of 24
$1,350,000
3,021

Sq.Ft.

436 N WYMORE ROAD

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 2661 VIA TUSCANY Winter Park, FL MLS# O6439181
  • New Construction with Virtual Tour
1 of 68
$5,500,000
4

Beds

4.1

Baths

3,880

Sq.Ft.

2661 VIA TUSCANY

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 3651 N GOLDENROD ROAD C109 Winter Park, FL MLS# O6439897
$165,000
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C109

Winter Park, FL

Courtesy of REAL ESTATE PROFESSIONALS SE
View 1250 S DENNING DRIVE 127 Winter Park, FL MLS# O6439854
$245,000
2

Beds

2.0

Baths

908

Sq.Ft.

1250 S DENNING DRIVE 127

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 200 S INTERLACHEN AVENUE 350 Winter Park, FL MLS# O6438596
$2,350,000
3

Beds

3.1

Baths

3,110

Sq.Ft.

200 S INTERLACHEN AVENUE 350

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 508 BRECHIN DRIVE Winter Park, FL MLS# O6439220
  • Virtual Tour
1 of 34
$609,000
3

Beds

2.0

Baths

1,783

Sq.Ft.

508 BRECHIN DRIVE

Winter Park, FL

Courtesy of MTL REALTY LLC
View 2626 AMBERGATE ROAD Winter Park, FL MLS# O6439689
  • Virtual Tour
1 of 20
$380,000
3

Beds

1.0

Baths

1,143

Sq.Ft.

2626 AMBERGATE ROAD

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
View 1922 HAMMERLIN AVENUE Winter Park, FL MLS# O6439477
$1,095,000
3

Beds

2.1

Baths

1,873

Sq.Ft.

1922 HAMMERLIN AVENUE

Winter Park, FL

Courtesy of PALM PROPERTIES OF CF, INC.
View 1320 ORCHID AVENUE Winter Park, FL MLS# O6438656
  • Virtual Tour
1 of 33
$1,350,000
4

Beds

4.0

Baths

2,998

Sq.Ft.

1320 ORCHID AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 2500 LEE ROAD 143 Winter Park, FL MLS# O6438724
$130,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 143

Winter Park, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 500 N PENNSYLVANIA AVENUE G Winter Park, FL MLS# G5117377
$349,500
2

Beds

1.0

Baths

709

Sq.Ft.

500 N PENNSYLVANIA AVENUE G

Winter Park, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1021 N PENNSYLVANIA AVENUE Winter Park, FL MLS# O6429124
$1,295,000
0.0

Baths

1021 N PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1850 BRYAN AVENUE Winter Park, FL MLS# O6438184
  • Virtual Tour
1 of 31
OPEN HOUSE: Sunday 10/25 1:00 PM - 3:00 PM
$699,000
3

Beds

2.0

Baths

1,563

Sq.Ft.

1850 BRYAN AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 4039 COOL WATER COURT Winter Park, FL MLS# O6437904
$739,777
4

Beds

2.0

Baths

2,267

Sq.Ft.

4039 COOL WATER COURT

Winter Park, FL

Courtesy of RE/MAX CENTRAL REALTY
View 7506 CRANES CREEK COURT 30 Winter Park, FL MLS# S5156844
$365,000
3

Beds

2.1

Baths

1,861

Sq.Ft.

7506 CRANES CREEK COURT 30

Winter Park, FL

Courtesy of TRANSCONTINENTAL REALTY GROUP,
View 3020 ANTIQUE OAKS CIRCLE 129 Winter Park, FL MLS# O6438679
$135,000
2

Beds

2.0

Baths

1,018

Sq.Ft.

3020 ANTIQUE OAKS CIRCLE 129

Winter Park, FL

Courtesy of KELLER WILLIAMS CLASSIC

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

359

Estimated median home price

$769,900
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 3
$100K - 200K 34
$200K - 300K 22
$300K - 400K 19
$400K - 500K 30
$500K - 600K 27
$600K - 700K 35
$700K - 800K 18
$800K - 900K 14
$900K - 1M 14
$1M - Max 143

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 212
Townhouse 22
Condo 77
Commercial 15
Rental 84
Lots and Land 25
Condo/Town/CoOp 0
CoOp 0
Multi Family 6
Mobile Home 0
Farms 0

(Data as of 10/22/2026)

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 10/22/2026.

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.

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 10/22/2026.