304 total properties
Did you mean the neighborhood Winter Park?
View 649 N PARK AVENUE Winter Park, FL MLS# O6411141
  • Virtual Tour
1 of 44
$3,500,000
3

Beds

3.2

Baths

3,180

Sq.Ft.

649 N PARK AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2240 VENETIAN WAY Winter Park, FL MLS# O6413398
  • Virtual Tour
1 of 27
$3,500,000
4

Beds

3.1

Baths

4,036

Sq.Ft.

2240 VENETIAN WAY

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1836 WHITEHALL DRIVE Winter Park, FL MLS# O6416158
  • New Construction with Virtual Tour
1 of 70
$3,500,000
5

Beds

6.1

Baths

4,168

Sq.Ft.

1836 WHITEHALL DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2905 PARKLAND DRIVE Winter Park, FL MLS# O6422550
  • Recently Listed with Virtual Tour
1 of 98
OPEN HOUSE: Saturday 7/11 11:30 AM - 3:30 PM
$3,395,000
6

Beds

6.2

Baths

4,850

Sq.Ft.

2905 PARKLAND DRIVE

Winter Park, FL

View 1581 FOREST AVENUE Winter Park, FL MLS# O6382377
  • Virtual Tour
1 of 57
$3,393,000
4

Beds

4.2

Baths

4,683

Sq.Ft.

1581 FOREST AVENUE

Winter Park, FL

View 1751 GLENCOE ROAD Winter Park, FL MLS# O6339739
  • New Construction with Virtual Tour
1 of 45
OPEN HOUSE: Saturday 7/11 12:00 PM - 2:00 PM
$3,390,000
5

Beds

5.2

Baths

4,520

Sq.Ft.

1751 GLENCOE ROAD

Winter Park, FL

View 1627 MIZELL AVENUE Winter Park, FL MLS# O6406300
  • New Construction with Virtual Tour
1 of 24
$3,300,000
5

Beds

5.1

Baths

3,421

Sq.Ft.

1627 MIZELL AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1821 ENGLEWOOD ROAD Winter Park, FL MLS# O6345085
  • New Construction with Virtual Tour
1 of 38
$3,235,000
5

Beds

5.1

Baths

3,863

Sq.Ft.

1821 ENGLEWOOD ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1351 MAGNOLIA AVENUE Winter Park, FL MLS# O6404105
$3,100,000
5

Beds

4.1

Baths

3,460

Sq.Ft.

1351 MAGNOLIA AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1591 Cardinal Court Winter Park, FL MLS# 1078693
  • Recently Listed
1 of 44
$2,995,000
5

Beds

3.0

Baths

3,523

Sq.Ft.

1591 Cardinal Court

Winter Park, FL

Brevard
View 948 POINCIANA LANE Winter Park, FL MLS# O6372165
  • Virtual Tour
1 of 57
$2,899,900
4

Beds

3.1

Baths

3,676

Sq.Ft.

948 POINCIANA LANE

Winter Park, FL

View 609 S PHELPS AVENUE Winter Park, FL MLS# O6388598
  • New Construction with Virtual Tour
1 of 20
$2,829,000
5

Beds

4.1

Baths

4,018

Sq.Ft.

609 S PHELPS AVENUE

Winter Park, FL

View 660 W MORSE BOULEVARD Winter Park, FL MLS# O6419377
  • Recently Listed with Virtual Tour
1 of 47
$2,800,000
3

Beds

3.1

Baths

3,286

Sq.Ft.

660 W MORSE BOULEVARD

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 413 W MORSE BOULEVARD Winter Park, FL MLS# O6412134
$2,695,000
3

Beds

3.1

Baths

3,048

Sq.Ft.

413 W MORSE BOULEVARD

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 620 PINETREE ROAD Winter Park, FL MLS# O6397264
$2,690,000
Studio

Beds

0.0

Baths

620 PINETREE ROAD

Winter Park, FL

View 541 W CANTON AVENUE Winter Park, FL MLS# O6389829
  • New Construction with Virtual Tour
1 of 51
$2,650,000
4

Beds

3.1

Baths

3,553

Sq.Ft.

541 W CANTON AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1754 TAYLOR AVENUE Winter Park, FL MLS# O6421927
  • Recently Listed with Virtual Tour
1 of 17
$2,569,999
5

Beds

4.1

Baths

3,670

Sq.Ft.

1754 TAYLOR AVENUE

Winter Park, FL

View 1823 SUNSET DRIVE Winter Park, FL MLS# O6421690
  • Recently Listed with Virtual Tour
1 of 14
$2,549,000
5

Beds

4.1

Baths

3,479

Sq.Ft.

1823 SUNSET DRIVE

Winter Park, FL

View 3425 FORSYTH ROAD Winter Park, FL MLS# S5142219
  • Virtual Tour
1 of 40
$2,500,000
16,437

Sq.Ft.

3425 FORSYTH ROAD

Winter Park, FL

Courtesy of REMAX PREMIER PROPERTIES
View 450 LAKEWOOD DRIVE Winter Park, FL MLS# O6403490
  • Virtual Tour
1 of 78
$2,500,000
5

Beds

4.2

Baths

4,572

Sq.Ft.

450 LAKEWOOD DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

309

Estimated median home price

$725,000
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

Price Count
$0 - 100K 4
$100K - 200K 43
$200K - 300K 18
$300K - 400K 13
$400K - 500K 26
$500K - 600K 21
$600K - 700K 25
$700K - 800K 11
$800K - 900K 9
$900K - 1M 6
$1M - Max 133

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 189
Townhouse 13
Condo 76
Commercial 6
Rental 70
Lots and Land 19
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 7/9/2026)

Information deemed reliable but not guaranteed.

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.

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 7/10/2026.

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 7/10/2026.