46 total properties
Did you mean the neighborhood Winter Park?
View 1600 ALABAMA DRIVE 402 Winter Park, FL MLS# O6413153
$1,250,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

1600 ALABAMA DRIVE 402

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1516 MILLER AVENUE Winter Park, FL MLS# O6412745
  • New Construction with Virtual Tour
1 of 9
$1,549,900
4

Beds

3.1

Baths

3,144

Sq.Ft.

1516 MILLER AVENUE

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 1077 MINNESOTA AVENUE Winter Park, FL MLS# O6411722
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Sunday 6/7 12:00 PM - 3:00 PM
$1,395,000
4

Beds

4.0

Baths

3,046

Sq.Ft.

1077 MINNESOTA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1841 LAKE SPIER DRIVE Winter Park, FL MLS# O6407841
  • Recently Listed
1 of 32
$1,650,000
3

Beds

4.0

Baths

2,467

Sq.Ft.

1841 LAKE SPIER DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 120 BROADVIEW AVENUE Winter Park, FL MLS# O6410178
  • Recently Listed
1 of 2
$1,450,000
Studio

Beds

0.0

Baths

120 BROADVIEW AVENUE

Winter Park, FL

Courtesy of PROMAX PROPERTY SOLUTIONS
View 120 BROADVIEW AVENUE Winter Park, FL MLS# O6409860
  • Recently Listed with Virtual Tour
1 of 6
$1,450,000
3

Beds

2.0

Baths

1,747

Sq.Ft.

120 BROADVIEW AVENUE

Winter Park, FL

Courtesy of PROMAX PROPERTY SOLUTIONS
View 1347 CHAPMAN CIRCLE Winter Park, FL MLS# O6408189
$1,395,000
4

Beds

3.1

Baths

2,922

Sq.Ft.

1347 CHAPMAN CIRCLE

Winter Park, FL

Courtesy of ORLANDO PROPERTY ADVISORS
View 2430 CHANTILLY AVENUE Winter Park, FL MLS# O6401352
  • New Construction with Virtual Tour
1 of 49
$1,665,000
4

Beds

4.0

Baths

2,916

Sq.Ft.

2430 CHANTILLY AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 266 W LYMAN AVENUE Winter Park, FL MLS# O6406526
$1,375,000
3

Beds

3.0

Baths

2,000

Sq.Ft.

266 W LYMAN AVENUE

Winter Park, FL

Courtesy of MAROON REALTY GROUP LLC
View 2465 BANCHORY ROAD Winter Park, FL MLS# O6403997
$1,295,000
4

Beds

5.0

Baths

3,971

Sq.Ft.

2465 BANCHORY ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View Address not provided Winter Park, FL MLS# O6406381
  • New Construction with Virtual Tour
1 of 25
$1,249,900
4

Beds

3.1

Baths

2,936

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 1864 GRINNELL TERRACE Winter Park, FL MLS# O6403822
  • Virtual Tour
1 of 43
OPEN HOUSE: Sunday 6/7 1:00 PM - 3:00 PM
$1,599,000
5

Beds

3.1

Baths

3,028

Sq.Ft.

1864 GRINNELL TERRACE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1581 MAGNOLIA AVE Winter Park, FL MLS# O6396118
  • Recently Listed with Virtual Tour
1 of 75
$1,495,000
4

Beds

4.0

Baths

2,756

Sq.Ft.

1581 MAGNOLIA AVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1660 WALNUT AVENUE Winter Park, FL MLS# O6395277
  • New Construction with Virtual Tour
1 of 43
$1,569,000
4

Beds

3.1

Baths

2,249

Sq.Ft.

1660 WALNUT AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 420 OHIO STREET Winter Park, FL MLS# O6399541
  • New Construction with Virtual Tour
1 of 8
$1,360,000
5

Beds

5.1

Baths

3,735

Sq.Ft.

420 OHIO STREET

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2111 MALLARD CIRCLE Winter Park, FL MLS# O6401350
  • Virtual Tour
1 of 24
$1,295,000
4

Beds

3.0

Baths

2,667

Sq.Ft.

2111 MALLARD CIRCLE

Winter Park, FL

Courtesy of BREC PROPERTIES INC
View 363 N PHELPS AVENUE Winter Park, FL MLS# O6401811
  • Virtual Tour
1 of 36
$1,249,000
4

Beds

3.0

Baths

2,871

Sq.Ft.

363 N PHELPS AVENUE

Winter Park, FL

Courtesy of CREEGAN GROUP
View 802 HAMILTON PLACE COURT Winter Park, FL MLS# O6398373
$1,349,000
4

Beds

3.1

Baths

2,843

Sq.Ft.

802 HAMILTON PLACE COURT

Winter Park, FL

Courtesy of FLORIDA CAPITAL REALTY
View 102 BELL PLACE Winter Park, FL MLS# O6398118
  • New Construction with Virtual Tour
1 of 46
$1,399,000
4

Beds

3.1

Baths

2,459

Sq.Ft.

102 BELL PLACE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1540 MILLER AVENUE Winter Park, FL MLS# O6398421
  • New Construction with Virtual Tour
1 of 55
$1,399,900
4

Beds

3.1

Baths

2,984

Sq.Ft.

1540 MILLER AVENUE

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION

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

399

Estimated median home price

$775,000
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 3
$100K - 200K 41
$200K - 300K 25
$300K - 400K 26
$400K - 500K 29
$500K - 600K 26
$600K - 700K 31
$700K - 800K 22
$800K - 900K 15
$900K - 1M 9
$1M - Max 172

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 262
Townhouse 16
Condo 84
Commercial 7
Rental 71
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 6/4/2026)

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.

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 6/4/2026.