329 total properties
Did you mean the neighborhood Winter Park?
View 200 ST ANDREWS BOULEVARD 906 Winter Park, FL MLS# O6453614
  • Recently Listed with Virtual Tour
1 of 30
$175,000
1

Beds

1.0

Baths

727

Sq.Ft.

200 ST ANDREWS BOULEVARD 906

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1780 BRYAN AVENUE Winter Park, FL MLS# O6453790
  • Recently Listed with Virtual Tour
1 of 5
$825,000
0.0

Baths

1780 BRYAN AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1441 PALM AVENUE Winter Park, FL MLS# O6452896
  • Recently Listed with Virtual Tour
1 of 16
$2,449,000
5

Beds

4.1

Baths

3,391

Sq.Ft.

1441 PALM AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3462 SEAGRAPE DRIVE Winter Park, FL MLS# O6453385
  • Recently Listed with Virtual Tour
1 of 28
$225,000
3

Beds

1.0

Baths

1,227

Sq.Ft.

3462 SEAGRAPE DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 4940 TANGERINE AVENUE 4940 Winter Park, FL MLS# O6450304
  • Recently Listed with Virtual Tour
1 of 66
$249,000
3

Beds

2.0

Baths

1,345

Sq.Ft.

4940 TANGERINE AVENUE 4940

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2011 HARMON AVENUE Winter Park, FL MLS# O6453173
  • Recently Listed
1 of 2
$849,900
4

Beds

3.0

Baths

2,434

Sq.Ft.

2011 HARMON AVENUE

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 1534 MILLER AVENUE Winter Park, FL MLS# O6454003
  • Recently Listed
1 of 8
$1,379,900
4

Beds

3.1

Baths

2,984

Sq.Ft.

1534 MILLER AVENUE

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 2237 WOODCREST DRIVE Winter Park, FL MLS# TB8563139
$1,425,000
4

Beds

4.1

Baths

3,563

Sq.Ft.

2237 WOODCREST DRIVE

Winter Park, FL

Courtesy of WEEKLEY HOMES REALTY COMPANY
View 1355 HIBISCUS AVENUE Winter Park, FL MLS# O6450044
  • Recently Listed with Virtual Tour
1 of 69
OPEN HOUSE: Saturday 10/31 12:00 PM - 2:00 PM
$2,100,000
5

Beds

5.1

Baths

4,155

Sq.Ft.

1355 HIBISCUS AVENUE

Winter Park, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 345 BELOIT AVENUE Winter Park, FL MLS# O6448919
  • Recently Listed with Virtual Tour
1 of 36
$1,625,000
3

Beds

2.1

Baths

2,884

Sq.Ft.

345 BELOIT AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 1900 SUNSET DRIVE Winter Park, FL MLS# O6453531
  • Recently Listed
1 of 44
OPEN HOUSE: Saturday 10/31 12:00 PM - 2:00 PM
$1,650,000
4

Beds

3.1

Baths

2,754

Sq.Ft.

1900 SUNSET DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 3027 AARON BUR AVENUE L1 Winter Park, FL MLS# TB8562681
  • Recently Listed with Virtual Tour
1 of 30
$169,999
2

Beds

2.1

Baths

1,090

Sq.Ft.

3027 AARON BUR AVENUE L1

Winter Park, FL

Courtesy of HOMESMART
View 257 LINCOLNSHIRE ROAD Winter Park, FL MLS# O6453656
  • Recently Listed with Virtual Tour
1 of 34
$550,000
3

Beds

2.0

Baths

1,610

Sq.Ft.

257 LINCOLNSHIRE ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2718 EASTERN PARKWAY Winter Park, FL MLS# O6453504
  • New Construction
1 of 4
$2,450,000
4

Beds

4.1

Baths

3,308

Sq.Ft.

2718 EASTERN PARKWAY

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1500 HARRIS CIRCLE Winter Park, FL MLS# O6453807
  • Recently Listed with Virtual Tour
1 of 61
$1,175,000
3

Beds

3.0

Baths

2,096

Sq.Ft.

1500 HARRIS CIRCLE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 801 VIA LOMBARDY Winter Park, FL MLS# O6453461
$2,800,000
5

Beds

5.0

Baths

4,105

Sq.Ft.

801 VIA LOMBARDY

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 7463 CANFORD COURT 15 Winter Park, FL MLS# O6452947
$270,000
3

Beds

2.1

Baths

1,580

Sq.Ft.

7463 CANFORD COURT 15

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1641 HIBISCUS AVENUE Winter Park, FL MLS# O6453343
$1,725,000
4

Beds

3.2

Baths

3,594

Sq.Ft.

1641 HIBISCUS AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1735 DEMETREE DRIVE Winter Park, FL MLS# O6451727
  • Recently Listed with Virtual Tour
1 of 41
$1,050,000
4

Beds

3.0

Baths

2,787

Sq.Ft.

1735 DEMETREE DRIVE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1401 PELHAM ROAD Winter Park, FL MLS# O6452727
  • Recently Listed
1 of 31
OPEN HOUSE: Saturday 10/31 12:00 PM - 2:00 PM
$650,000
3

Beds

2.0

Baths

1,594

Sq.Ft.

1401 PELHAM ROAD

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

360

Estimated median home price

$799,999
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 - 100K3
$100K - 200K35
$200K - 300K20
$300K - 400K15
$400K - 500K31
$500K - 600K26
$600K - 700K35
$700K - 800K16
$800K - 900K15
$900K - 1M13
$1M - Max151

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family215
Townhouse22
Condo77
Commercial15
Rental90
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 10/30/2026)

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 Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include 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 10/30/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 10/30/2026.