42 total properties
Did you mean the neighborhood Winter Park?
View 636 DUNBLANE DRIVE Winter Park, FL MLS# O6370332
  • Recently Listed with Virtual Tour
1 of 26
$725,000
3

Beds

2.0

Baths

1,803

Sq.Ft.

636 DUNBLANE DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 300 CAROLINA AVENUE 201 Winter Park, FL MLS# O6366544
  • Recently Listed with Virtual Tour
1 of 19
$739,000
2

Beds

2.0

Baths

1,305

Sq.Ft.

300 CAROLINA AVENUE 201

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 2811 EASTERN PARKWAY Winter Park, FL MLS# O6365983
  • Recently Listed with Virtual Tour
1 of 21
OPEN HOUSE: Sunday 1/4 11:00 AM - 1:00 PM
$665,000
3

Beds

2.0

Baths

1,433

Sq.Ft.

2811 EASTERN PARKWAY

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2612 ROXBURY ROAD Winter Park, FL MLS# S5139410
$715,000
Studio

Beds

0.0

Baths

2,472

Sq.Ft.

2612 ROXBURY ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1835 JESSICA COURT Winter Park, FL MLS# O6364599
$599,000
2

Beds

2.0

Baths

1,637

Sq.Ft.

1835 JESSICA COURT

Winter Park, FL

Courtesy of EXP REALTY LLC
View 676 DUNBLANE DRIVE Winter Park, FL MLS# O6365557
$750,000
3

Beds

2.0

Baths

1,827

Sq.Ft.

676 DUNBLANE DRIVE

Winter Park, FL

Courtesy of BALDWIN PARK REALTY LLC
View 2817 FITZOOTH DRIVE Winter Park, FL MLS# O6364062
$639,000
3

Beds

2.0

Baths

1,619

Sq.Ft.

2817 FITZOOTH DRIVE

Winter Park, FL

Courtesy of DJ & LINDSEY REAL ESTATE
View 1134 WASHINGTON AVENUE 13 Winter Park, FL MLS# O6362206
$675,000
3

Beds

3.1

Baths

2,083

Sq.Ft.

1134 WASHINGTON AVENUE 13

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1213 LINDENWOOD LANE Winter Park, FL MLS# O6362048
$750,000
4

Beds

2.0

Baths

2,505

Sq.Ft.

1213 LINDENWOOD LANE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1712 GOLFSIDE DRIVE Winter Park, FL MLS# O6359653
$750,000
4

Beds

2.0

Baths

2,111

Sq.Ft.

1712 GOLFSIDE DRIVE

Winter Park, FL

Courtesy of ERA GRIZZARD REAL ESTATE
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
$715,000
5

Beds

3.0

Baths

2,472

Sq.Ft.

2612 ROXBURY ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1324 INDIANA AVENUE Winter Park, FL MLS# O6357852
$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 4019 QUENITA DRIVE Winter Park, FL MLS# O6356841
$689,000
4

Beds

2.1

Baths

2,824

Sq.Ft.

4019 QUENITA DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
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
$733,000
3

Beds

2.0

Baths

1,761

Sq.Ft.

3018 NORTHWOOD BOULEVARD

Winter Park, FL

Courtesy of ROCK SPRINGS REALTY, LLC
View 2306 LEE ROAD Winter Park, FL MLS# O6353126
  • Virtual Tour
1 of 68
$715,000
2,256

Sq.Ft.

2306 LEE ROAD

Winter Park, FL

Courtesy of BUCKEYE REALTY LLC
View 1267 MICHIGAN AVENUE Winter Park, FL MLS# O6355014
$635,000
3

Beds

2.1

Baths

1,798

Sq.Ft.

1267 MICHIGAN AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2920 ABBEY COURT Winter Park, FL MLS# O6350118
  • Virtual Tour
1 of 28
OPEN HOUSE: Saturday 1/3 11:00 AM - 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
$650,000
4

Beds

3.0

Baths

1,782

Sq.Ft.

428 SELKIRK DRIVE

Winter Park, FL

Courtesy of REDFIN CORPORATION

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

280

Estimated median home price

$675,000
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 - 100K6
$100K - 200K37
$200K - 300K19
$300K - 400K16
$400K - 500K25
$500K - 600K22
$600K - 700K21
$700K - 800K21
$800K - 900K4
$900K - 1M11
$1M - Max98

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family162
Townhouse19
Condo70
Commercial4
Rental107
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 1/2/2026)

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 1/2/2026.

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 1/2/2026.

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 1/2/2026.