199 total properties
Did you mean the neighborhood Winter Park?
View 3207 LOWNDES DRIVE Winter Park, FL MLS# O6362285
$485,000
3

Beds

2.0

Baths

2,028

Sq.Ft.

3207 LOWNDES DRIVE

Winter Park, FL

Courtesy of MILLER GRANT AND COMPANY
View 7618 WAUNATTA COURT Winter Park, FL MLS# V4946886
$457,000
3

Beds

3.0

Baths

1,970

Sq.Ft.

7618 WAUNATTA COURT

Winter Park, FL

Courtesy of PHOENIX REALTY ADVISORS LLC
View 1695 LEE ROAD B210 Winter Park, FL MLS# O6375872
$99,000
1

Beds

1.0

Baths

638

Sq.Ft.

1695 LEE ROAD B210

Winter Park, FL

Courtesy of GM SUNSHINE REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3220 NETHERWOOD DRIVE Winter Park, FL MLS# O6374172
$269,000
2

Beds

2.0

Baths

1,036

Sq.Ft.

3220 NETHERWOOD DRIVE

Winter Park, FL

Courtesy of THE FIRM RE
View 432 W SWOOPE AVENUE Winter Park, FL MLS# O6375719
$695,000
4

Beds

3.1

Baths

2,317

Sq.Ft.

432 W SWOOPE AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 7468 CANFORD COURT 24 Winter Park, FL MLS# O6373850
$189,999
2

Beds

1.1

Baths

1,365

Sq.Ft.

7468 CANFORD COURT 24

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 1809 HAMMERLIN AVENUE Winter Park, FL MLS# O6373616
$549,000
3

Beds

2.1

Baths

1,818

Sq.Ft.

1809 HAMMERLIN AVENUE

Winter Park, FL

Courtesy of NICOLE-HUDSON REALTY CORP
View 1695 LEE ROAD B204 Winter Park, FL MLS# O6375348
$130,000
2

Beds

1.0

Baths

1695 LEE ROAD B204

Winter Park, FL

View 423 OLOLU DRIVE Winter Park, FL MLS# O6369976
  • Virtual Tour
1 of 51
$549,000
3

Beds

3.0

Baths

1,920

Sq.Ft.

423 OLOLU DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 230 STRATHY LANE Winter Park, FL MLS# O6371054
  • Virtual Tour
1 of 12
$499,000
2

Beds

1.0

Baths

920

Sq.Ft.

230 STRATHY LANE

Winter Park, FL

Courtesy of PARK TOWN REAL ESTATE LLC
View 2231 NAIRN DRIVE Winter Park, FL MLS# O6369016
  • Virtual Tour
1 of 19
$499,000
3

Beds

2.0

Baths

1,088

Sq.Ft.

2231 NAIRN DRIVE

Winter Park, FL

Courtesy of PARK TOWN REAL ESTATE LLC
View 958 DUPONT AVENUE Winter Park, FL MLS# O6371341
$375,000
3

Beds

2.0

Baths

1,572

Sq.Ft.

958 DUPONT AVENUE

Winter Park, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 7514 LAUREL SPRINGS DRIVE Winter Park, FL MLS# O6372653
  • Recently Listed with Virtual Tour
1 of 30
$400,000
4

Beds

2.0

Baths

1,677

Sq.Ft.

7514 LAUREL SPRINGS DRIVE

Winter Park, FL

View 2500 LEE ROAD 237 Winter Park, FL MLS# V4946519
$169,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 237

Winter Park, FL

Courtesy of LPT REALTY LLC (DB)
View 2002 INDIANA AVENUE Winter Park, FL MLS# GC536284
$358,000
Studio

Beds

0.0

Baths

2002 INDIANA AVENUE

Winter Park, FL

Courtesy of DAWN REALTY
View 3601 MIDIRON DRIVE Winter Park, FL MLS# O6368849
$474,900
Studio

Beds

0.0

Baths

3601 MIDIRON DRIVE

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 311 E MORSE BOULEVARD 7-19 Winter Park, FL MLS# O6368912
  • Adult Community with Virtual Tour
1 of 34
$284,900
1

Beds

1.0

Baths

482

Sq.Ft.

311 E MORSE BOULEVARD 7-19

Winter Park, FL

Courtesy of TURN-KEY MOVES REALTY
View 851 MILES AVENUE 13 Winter Park, FL MLS# O6368234
$209,999
2

Beds

1.0

Baths

808

Sq.Ft.

851 MILES AVENUE 13

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 1695 LEE ROAD E204 Winter Park, FL MLS# O6366205
$114,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E204

Winter Park, FL

View 2612 ROXBURY ROAD Winter Park, FL MLS# S5139410
$630,000
5

Beds

3.0

Baths

2,472

Sq.Ft.

2612 ROXBURY ROAD

Winter Park, FL

Courtesy of EXP REALTY 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

397

Estimated median home price

$849,000
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 - 100K2
$100K - 200K41
$200K - 300K24
$300K - 400K22
$400K - 500K29
$500K - 600K31
$600K - 700K28
$700K - 800K20
$800K - 900K14
$900K - 1M9
$1M - Max177

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family262
Townhouse16
Condo84
Commercial7
Rental73
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/22/2026)

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 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 6/23/2026.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

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 6/23/2026.

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 6/23/2026.