43 total properties
Did you mean the neighborhood Winter Park?
View 1213 LINDENWOOD LANE Winter Park, FL MLS# O6362048
  • Virtual Tour
1 of 29
OPEN HOUSE: Sunday 2/1 1:00 PM - 3:00 PM
$750,000
4

Beds

2.0

Baths

2,505

Sq.Ft.

1213 LINDENWOOD LANE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 763 Overspin Drive Winter Park, FL MLS# 256173
$699,000
Studio

Beds

0.0

Baths

763 Overspin Drive

Winter Park, FL

View 2612 ROXBURY ROAD Winter Park, FL MLS# S5137596
  • Virtual Tour
1 of 30
$698,000
5

Beds

3.0

Baths

2,472

Sq.Ft.

2612 ROXBURY ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1324 INDIANA AVENUE Winter Park, FL MLS# O6357852
  • Virtual Tour
1 of 21
$745,000
4

Beds

2.1

Baths

1,692

Sq.Ft.

1324 INDIANA AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1451 Cavendish Road Winter Park, FL MLS# RX11136600
$619,500
3

Beds

2.0

Baths

1,437

Sq.Ft.

1451 Cavendish Road

Winter Park, FL

BeachesMLS
View 3018 NORTHWOOD BOULEVARD Winter Park, FL MLS# G5103499
$717,000
3

Beds

2.0

Baths

1,761

Sq.Ft.

3018 NORTHWOOD BOULEVARD

Winter Park, FL

Courtesy of ROCK SPRINGS REALTY, LLC
View 2920 ABBEY COURT Winter Park, FL MLS# O6350118
  • Virtual Tour
1 of 28
OPEN HOUSE: Sunday 2/1 12:00 PM - 2:00 PM
$640,000
5

Beds

3.0

Baths

2,312

Sq.Ft.

2920 ABBEY COURT

Winter Park, FL

Courtesy of ORLANDO INTERNATIONAL RELOCATION REALTY
View 428 SELKIRK DRIVE Winter Park, FL MLS# O6350371
  • Virtual Tour
1 of 33
$635,000
4

Beds

3.0

Baths

1,782

Sq.Ft.

428 SELKIRK DRIVE

Winter Park, FL

Courtesy of REDFIN CORPORATION
View 265 E CANTON AVENUE GE Winter Park, FL MLS# O6352115
$605,000
2

Beds

2.0

Baths

1,057

Sq.Ft.

265 E CANTON AVENUE GE

Winter Park, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 2002 KAROLINA AVENUE Winter Park, FL MLS# O6327155
$750,000
Studio

Beds

0.0

Baths

2002 KAROLINA AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2330 COLDSTREAM DRIVE Winter Park, FL MLS# O6342500
$649,900
4

Beds

2.0

Baths

1,750

Sq.Ft.

2330 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 1275 MICHIGAN AVENUE Winter Park, FL MLS# O6342391
  • Virtual Tour
1 of 26
$679,000
3

Beds

2.1

Baths

1,866

Sq.Ft.

1275 MICHIGAN AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1977 DUNDEE DRIVE Winter Park, FL MLS# O6341378
$695,500
1,656

Sq.Ft.

1977 DUNDEE DRIVE

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 2758 BANCHORY ROAD Winter Park, FL MLS# O6329628
  • Virtual Tour
1 of 37
$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 770 W WEBSTER AVENUE Winter Park, FL MLS# O6323574
  • Virtual Tour
1 of 34
$725,000
4

Beds

2.0

Baths

1,008

Sq.Ft.

770 W WEBSTER AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 770 W WEBSTER AVENUE REAR LOT Winter Park, FL MLS# O6323647
$725,000
Studio

Beds

0.0

Baths

770 W WEBSTER AVENUE REAR LOT

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1926 NATALEN ROAD Winter Park, FL MLS# O6317801
  • Virtual Tour
1 of 49
$649,900
3

Beds

2.0

Baths

1,469

Sq.Ft.

1926 NATALEN ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1399 ALOMA AVENUE Winter Park, FL MLS# O6304495
  • Virtual Tour
1 of 38
$650,000
3

Beds

2.0

Baths

1,804

Sq.Ft.

1399 ALOMA AVENUE

Winter Park, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAGE
View 7839 UNIVERSITY GARDEN DRIVE Winter Park, FL MLS# O6301948
$702,000
Studio

Beds

0.0

Baths

7839 UNIVERSITY GARDEN DRIVE

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
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

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

299

Estimated median home price

$679,000
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 7
$100K - 200K 35
$200K - 300K 29
$300K - 400K 16
$400K - 500K 26
$500K - 600K 18
$600K - 700K 25
$700K - 800K 19
$800K - 900K 5
$900K - 1M 8
$1M - Max 111

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 169
Townhouse 18
Condo 79
Commercial 6
Rental 95
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 0

(Data as of 2/1/2026)

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 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 2/1/2026.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 2/1/2026.

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 2/1/2026.