40 total properties
Did you mean the neighborhood Winter Park?
View 120 BROADVIEW AVENUE Winter Park, FL MLS# O6410178
$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
The time to sell is now! THE TIME TO SELL IS NOW!
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
  • Recently Listed
1 of 42
$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
  • Recently Listed 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 433 CAROLINA AVENUE Winter Park, FL MLS# O6406911
$1,395,000
5

Beds

3.1

Baths

2,771

Sq.Ft.

433 CAROLINA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1864 GRINNELL TERRACE Winter Park, FL MLS# O6403822
$1,599,000
5

Beds

3.1

Baths

3,028

Sq.Ft.

1864 GRINNELL TERRACE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1077 MINNESOTA AVENUE Winter Park, FL MLS# O6403223
$1,395,000
4

Beds

4.0

Baths

3,046

Sq.Ft.

1077 MINNESOTA AVENUE

Winter Park, FL

Courtesy of SHAHRAM SONDI + CO.
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
$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
$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
View 2408 LAFAYETTE AVENUE Winter Park, FL MLS# O6397694
$1,495,000
4

Beds

3.1

Baths

2,838

Sq.Ft.

2408 LAFAYETTE AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 1881 LAKE SPIER DRIVE Winter Park, FL MLS# O6396791
$1,350,000
Studio

Beds

0.0

Baths

1881 LAKE SPIER DRIVE

Winter Park, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 1881 LAKE SPIER DRIVE Winter Park, FL MLS# O6396357
$1,350,000
3

Beds

2.0

Baths

1,750

Sq.Ft.

1881 LAKE SPIER DRIVE

Winter Park, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 1651 WESTCHESTER AVENUE Winter Park, FL MLS# O6384358
$1,275,000
3

Beds

2.1

Baths

2,426

Sq.Ft.

1651 WESTCHESTER AVENUE

Winter Park, FL

Courtesy of SERHANT
View 1870 STAUNTON AVENUE Winter Park, FL MLS# O6391469
  • New Construction with Virtual Tour
1 of 10
$1,250,000
4

Beds

3.1

Baths

2,525

Sq.Ft.

1870 STAUNTON AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA 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

390

Estimated median home price

$787,500
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 - 100K2
$100K - 200K49
$200K - 300K23
$300K - 400K24
$400K - 500K29
$500K - 600K22
$600K - 700K29
$700K - 800K20
$800K - 900K16
$900K - 1M10
$1M - Max166

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family246
Townhouse15
Condo88
Commercial7
Rental73
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 5/23/2026)

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 5/23/2026.