192 total properties
Did you mean the neighborhood Winter Park?
View 3021 AARON BURR AVENUE 3 Winter Park, FL MLS# S5138926
$145,000
2

Beds

2.1

Baths

1,090

Sq.Ft.

3021 AARON BURR AVENUE 3

Winter Park, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 3651 N GOLDENROD ROAD E102 Winter Park, FL MLS# O6362614
$168,150
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD E102

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1251 ARLINGTON PLACE Winter Park, FL MLS# O6358201
$845,000
3

Beds

3.1

Baths

2,116

Sq.Ft.

1251 ARLINGTON PLACE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
The time to sell is now! THE TIME TO SELL IS NOW!
View 3083 CRANE STRAND DRIVE Winter Park, FL MLS# O6360511
$375,000
3

Beds

2.0

Baths

1,200

Sq.Ft.

3083 CRANE STRAND DRIVE

Winter Park, FL

Courtesy of REDFIN CORPORATION
View 2743 MERRIE OAKS ROAD Winter Park, FL MLS# O6361079
$439,000
3

Beds

2.0

Baths

1,661

Sq.Ft.

2743 MERRIE OAKS ROAD

Winter Park, FL

Courtesy of ONE45 REALTY LLC
View 1213 LINDENWOOD LANE Winter Park, FL MLS# O6362048
  • Recently Listed with Virtual Tour
1 of 29
$750,000
4

Beds

2.0

Baths

2,505

Sq.Ft.

1213 LINDENWOOD LANE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 626 SAINT JOHNS COURT S Winter Park, FL MLS# O6360149
$199,900
2

Beds

2.0

Baths

1,120

Sq.Ft.

626 SAINT JOHNS COURT S

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
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 520 KILLARNEY BAY COURT 2 Winter Park, FL MLS# O6361081
$339,000
2

Beds

2.0

Baths

1,160

Sq.Ft.

520 KILLARNEY BAY COURT 2

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 639 FRIAR ROAD Winter Park, FL MLS# O6360212
  • Virtual Tour
1 of 21
$449,900
4

Beds

3.0

Baths

1,829

Sq.Ft.

639 FRIAR ROAD

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 2042 YORKSHIRE DRIVE Winter Park, FL MLS# O6359841
$499,000
3

Beds

2.0

Baths

1,573

Sq.Ft.

2042 YORKSHIRE DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 422 S RANGER BOULEVARD Winter Park, FL MLS# O6359171
$520,000
4

Beds

2.0

Baths

1,680

Sq.Ft.

422 S RANGER BOULEVARD

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 763 Overspin Drive Winter Park, FL MLS# 256173
$699,000
Studio

Beds

0.0

Baths

763 Overspin Drive

Winter Park, FL

View 1786 N SEMORAN BOULEVARD Winter Park, FL MLS# A4671024
$200,000
3,212

Sq.Ft.

1786 N SEMORAN BOULEVARD

Winter Park, FL

Courtesy of BHHS EWM REALTY
View 7728 GLENMOOR LANE Winter Park, FL MLS# O6359017
$379,900
3

Beds

2.0

Baths

1,676

Sq.Ft.

7728 GLENMOOR LANE

Winter Park, FL

Courtesy of KMF REALTY ADVOCATES LLC
View 2941 ANTIQUE OAKS CIRCLE 79 Winter Park, FL MLS# O6360167
$185,000
2

Beds

2.0

Baths

1,018

Sq.Ft.

2941 ANTIQUE OAKS CIRCLE 79

Winter Park, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 7480 WOODBURN COURT 39 Winter Park, FL MLS# O6356871
$199,999
3

Beds

2.1

Baths

1,151

Sq.Ft.

7480 WOODBURN COURT 39

Winter Park, FL

Courtesy of WEMERT GROUP REALTY LLC
View 2612 ROXBURY ROAD Winter Park, FL MLS# S5137596
$750,000
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 609 GALLERY DRIVE B204 Winter Park, FL MLS# O6357629
$275,000
2

Beds

2.0

Baths

893

Sq.Ft.

609 GALLERY DRIVE B204

Winter Park, FL

Courtesy of A2Z REALTY GROUP

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

301

Estimated median home price

$639,000
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 - 200K40
$200K - 300K21
$300K - 400K19
$400K - 500K32
$500K - 600K26
$600K - 700K21
$700K - 800K22
$800K - 900K5
$900K - 1M11
$1M - Max98

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family176
Townhouse19
Condo77
Commercial5
Rental108
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 12/28/2025)

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 12/29/2025.

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 12/29/2025.

Copyright 2025 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 12/29/2025.

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 12/29/2025.