340 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1807 MAGNOLIA AVENUE Winter Park, FL MLS# O6396616
  • New Construction with Virtual Tour
1 of 38
$1,199,000
5

Beds

3.0

Baths

2,618

Sq.Ft.

1807 MAGNOLIA AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 220 W READING WAY Winter Park, FL MLS# O6405775
  • Virtual Tour
1 of 8
$1,195,000
4

Beds

3.0

Baths

2,723

Sq.Ft.

220 W READING WAY

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 220 W READING WAY Winter Park, FL MLS# O6405836
  • Virtual Tour
1 of 8
$1,195,000
Studio

Beds

0.0

Baths

220 W READING WAY

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 726/720 N PENNSYLVANIA AVENUE Winter Park, FL MLS# O6402984
$1,185,999
6

Beds

4.0

Baths

2,282

Sq.Ft.

726/720 N PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1981 BLUE RIDGE ROAD Winter Park, FL MLS# O6402961
  • Virtual Tour
1 of 52
$1,150,000
4

Beds

2.0

Baths

2,750

Sq.Ft.

1981 BLUE RIDGE ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 2702 PARKLAND DRIVE Winter Park, FL MLS# O6397997
  • Virtual Tour
1 of 48
$1,139,750
5

Beds

3.0

Baths

2,656

Sq.Ft.

2702 PARKLAND DRIVE

Winter Park, FL

Courtesy of NORDQUIST & COMPANY INC
View 1723 CHESTNUT AVENUE Winter Park, FL MLS# O6402563
  • Virtual Tour
1 of 40
$1,125,000
3

Beds

2.1

Baths

2,608

Sq.Ft.

1723 CHESTNUT AVENUE

Winter Park, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
View 2232 BANCHORY ROAD Winter Park, FL MLS# O6404702
  • Recently Listed with Virtual Tour
1 of 44
$1,115,000
4

Beds

3.0

Baths

2,597

Sq.Ft.

2232 BANCHORY ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1611 CHESTNUT AVENUE Winter Park, FL MLS# O6402502
  • Virtual Tour
1 of 45
$1,100,000
4

Beds

4.0

Baths

2,916

Sq.Ft.

1611 CHESTNUT AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1768 MONDRIAN CIRCLE Winter Park, FL MLS# O6375723
  • Virtual Tour
1 of 26
$1,099,000
3

Beds

3.1

Baths

2,193

Sq.Ft.

1768 MONDRIAN CIRCLE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2607 LAFAYETTE AVENUE Winter Park, FL MLS# O6314734
$1,095,000
4

Beds

3.1

Baths

2,770

Sq.Ft.

2607 LAFAYETTE AVENUE

Winter Park, FL

Courtesy of FORTUNE INTERNATIONAL REALTY
View 1741 MIZELL AVENUE Winter Park, FL MLS# O6410059
  • Recently Listed with Virtual Tour
1 of 41
OPEN HOUSE: Sunday 5/24 2:00 PM - 4:00 PM
$1,095,000
3

Beds

2.0

Baths

2,015

Sq.Ft.

1741 MIZELL AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 632 COUNTRY CLUB DRIVE Winter Park, FL MLS# O6250417
$1,050,000
3

Beds

2.0

Baths

2,342

Sq.Ft.

632 COUNTRY CLUB DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 616 BRECHIN DRIVE Winter Park, FL MLS# O6409911
  • Recently Listed with Virtual Tour
1 of 43
$1,045,000
4

Beds

4.1

Baths

2,638

Sq.Ft.

616 BRECHIN DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1541 WESTCHESTER AVENUE Winter Park, FL MLS# O6374409
$1,030,000
3

Beds

2.1

Baths

2,578

Sq.Ft.

1541 WESTCHESTER AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1541 WESTCHESTER AVENUE Winter Park, FL MLS# O6374414
$1,030,000
Studio

Beds

0.0

Baths

1541 WESTCHESTER AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1725 CAROLLEE LANE Winter Park, FL MLS# O6402656
  • Virtual Tour
1 of 41
$1,005,000
3

Beds

2.0

Baths

2,335

Sq.Ft.

1725 CAROLLEE LANE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1800 MAGNOLIA AVENUE Winter Park, FL MLS# NS1087637
$1,000,000
4

Beds

2.1

Baths

2,431

Sq.Ft.

1800 MAGNOLIA AVENUE

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 520 FITZWALTER DRIVE Winter Park, FL MLS# O6380171
  • Virtual Tour
1 of 47
$1,000,000
3

Beds

2.0

Baths

2,111

Sq.Ft.

520 FITZWALTER DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1836 GRINNELL TERRACE Winter Park, FL MLS# O6380457
$999,000
3

Beds

2.0

Baths

1,907

Sq.Ft.

1836 GRINNELL TERRACE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES

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

388

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

Price Count
$0 - 100K 2
$100K - 200K 49
$200K - 300K 23
$300K - 400K 23
$400K - 500K 29
$500K - 600K 22
$600K - 700K 29
$700K - 800K 20
$800K - 900K 15
$900K - 1M 10
$1M - Max 166

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 244
Townhouse 15
Condo 88
Commercial 7
Rental 74
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 5/24/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

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© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 5/24/2026.

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 5/24/2026.

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 5/24/2026.

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

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 5/24/2026.