156 total properties
Did you mean the neighborhood Winter Park?
View 200 SAINT ANDREWS BOULEVARD 1905 Winter Park, FL MLS# O6360351
$179,900
2

Beds

2.0

Baths

987

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 1905

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 875 W LYMAN AVENUE Winter Park, FL MLS# O6363961
$475,000
2

Beds

2.0

Baths

760

Sq.Ft.

875 W LYMAN AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 1847 AZALEA AVENUE Winter Park, FL MLS# O6365286
$420,000
4

Beds

2.1

Baths

1,477

Sq.Ft.

1847 AZALEA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 3236 KNOTTYPINE AVENUE Winter Park, FL MLS# O6364200
$429,000
3

Beds

2.0

Baths

1,578

Sq.Ft.

3236 KNOTTYPINE AVENUE

Winter Park, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS
View 151 N ORLANDO AVENUE #115 Winter Park, FL MLS# O6362403
$298,000
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE #115

Winter Park, FL

Courtesy of CREEGAN GROUP
View 623 SAINT JOHNS COURT 623 Winter Park, FL MLS# O6362363
$200,000
2

Beds

2.0

Baths

1,120

Sq.Ft.

623 SAINT JOHNS COURT 623

Winter Park, FL

Courtesy of CENTURY 21 CARIOTI
View 311 E MORSE BOULEVARD 6-3 Winter Park, FL MLS# O6362964
  • Adult Community with Virtual Tour
1 of 36
$329,000
1

Beds

1.0

Baths

570

Sq.Ft.

311 E MORSE BOULEVARD 6-3

Winter Park, FL

Courtesy of FLORIDA ONE REAL ESTATE LLC
View 1909 EDWIN BOULEVARD Winter Park, FL MLS# O6362682
$440,000
3

Beds

2.0

Baths

1,355

Sq.Ft.

1909 EDWIN BOULEVARD

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 714 DENTON ROAD Winter Park, FL MLS# O6362464
  • Virtual Tour
1 of 32
$449,900
3

Beds

3.0

Baths

1,786

Sq.Ft.

714 DENTON ROAD

Winter Park, FL

Courtesy of COLONIALTOWN REALTY
View 1695 LEE ROAD E211 Winter Park, FL MLS# L4957574
$129,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E211

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
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 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 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 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

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 - 100K7
$100K - 200K40
$200K - 300K21
$300K - 400K18
$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 Family175
Townhouse19
Condo78
Commercial5
Rental108
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 12/27/2025)

Information deemed reliable but not guaranteed.

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 12/27/2025.

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 12/27/2025.

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 12/27/2025.