272 total properties
Did you mean the neighborhood Winter Park?
View 2001 LAKE DRIVE Winter Park, FL MLS# O6336920
  • Virtual Tour
1 of 63
$2,165,000
5

Beds

4.0

Baths

4,798

Sq.Ft.

2001 LAKE DRIVE

Winter Park, FL

Courtesy of THE AGENCY ORLANDO
View 700 MELROSE AVENUE J 23 Winter Park, FL MLS# O6347944
  • Adult Community with Virtual Tour
1 of 26
$235,000
1

Beds

1.0

Baths

772

Sq.Ft.

700 MELROSE AVENUE J 23

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 640 PARK AVENUE N 26 Winter Park, FL MLS# O6343212
  • Virtual Tour
1 of 26
$572,500
2

Beds

2.0

Baths

858

Sq.Ft.

640 PARK AVENUE N 26

Winter Park, FL

Courtesy of MICHAEL O'SHAUGHNESSY, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 182 SCOTTSDALE SQUARE 182 Winter Park, FL MLS# O6346135
$80,000
1

Beds

1.0

Baths

756

Sq.Ft.

182 SCOTTSDALE SQUARE 182

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1473 Berkshire Avenue Winter Park, FL MLS# 1048892
  • New Construction with Virtual Tour
1 of 55
$1,589,904
5

Beds

4.0

Baths

2,895

Sq.Ft.

1473 Berkshire Avenue

Winter Park, FL

Brevard
View 141 W LAKE SUE AVENUE Winter Park, FL MLS# O6345896
$1,690,000
Studio

Beds

0.0

Baths

141 W LAKE SUE AVENUE

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 1540 PALM AVENUE Winter Park, FL MLS# O6345573
  • Virtual Tour
1 of 58
$1,999,000
5

Beds

3.1

Baths

3,423

Sq.Ft.

1540 PALM AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1571 LASBURY AVENUE Winter Park, FL MLS# O6345436
  • Virtual Tour
1 of 49
$1,699,999
4

Beds

3.0

Baths

2,749

Sq.Ft.

1571 LASBURY AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 151 N ORLANDO AVENUE 101 Winter Park, FL MLS# G5102278
$260,000
2

Beds

1.0

Baths

804

Sq.Ft.

151 N ORLANDO AVENUE 101

Winter Park, FL

Courtesy of THE FLORIDA PROPERTY SHOP SALE
View 1278 S PENNSYLVANIA AVENUE 13 Winter Park, FL MLS# O6330567
$769,000
3

Beds

2.1

Baths

1,957

Sq.Ft.

1278 S PENNSYLVANIA AVENUE 13

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1261 INDIANA AVENUE Winter Park, FL MLS# O6344260
  • Virtual Tour
1 of 45
$549,900
3

Beds

2.1

Baths

1,660

Sq.Ft.

1261 INDIANA AVENUE

Winter Park, FL

Courtesy of PRESTIGE PROPERTY SHOP LLC
View 501 W CANTON AVENUE Winter Park, FL MLS# O6344716
  • Virtual Tour
1 of 29
$1,225,000
3

Beds

2.1

Baths

2,372

Sq.Ft.

501 W CANTON AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 346 S RANGER BOULEVARD Winter Park, FL MLS# S5134662
$520,000
3

Beds

2.0

Baths

1,592

Sq.Ft.

346 S RANGER BOULEVARD

Winter Park, FL

Courtesy of IMPERIAL REALTY OF FLORIDA INC
View 1875 STAUNTON AVENUE Winter Park, FL MLS# O6342876
  • Virtual Tour
1 of 16
$560,000
4

Beds

2.0

Baths

2,036

Sq.Ft.

1875 STAUNTON AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1250 S DENNING DRIVE 213 Winter Park, FL MLS# O6344353
$275,000
2

Beds

2.0

Baths

908

Sq.Ft.

1250 S DENNING DRIVE 213

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 100 S INTERLACHEN AVENUE 503 Winter Park, FL MLS# O6343006
$879,000
2

Beds

2.0

Baths

1,143

Sq.Ft.

100 S INTERLACHEN AVENUE 503

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 560 OLOLU DRIVE Winter Park, FL MLS# O6344540
  • Virtual Tour
1 of 29
$949,000
2

Beds

2.0

Baths

1,086

Sq.Ft.

560 OLOLU DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2330 COLDSTREAM DRIVE Winter Park, FL MLS# O6342500
$649,900
4

Beds

2.0

Baths

1,750

Sq.Ft.

2330 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 1275 MICHIGAN AVENUE Winter Park, FL MLS# O6342391
  • Virtual Tour
1 of 26
$679,000
3

Beds

2.1

Baths

1,866

Sq.Ft.

1275 MICHIGAN AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1695 LEE ROAD D113 Winter Park, FL MLS# O6341439
  • Virtual Tour
1 of 34
$158,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD D113

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY

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

301

Estimated median home price

$639,000
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 6
$100K - 200K 40
$200K - 300K 21
$300K - 400K 19
$400K - 500K 32
$500K - 600K 26
$600K - 700K 21
$700K - 800K 22
$800K - 900K 5
$900K - 1M 11
$1M - Max 98

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 176
Townhouse 19
Condo 77
Commercial 5
Rental 108
Lots and Land 19
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 12/29/2025)

Information deemed reliable but not guaranteed.

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Data is updated as of 12/29/2025.

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.

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Data is updated as of 12/29/2025.

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 12/29/2025.

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 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 12/29/2025.