249 total properties
Did you mean the neighborhood Winter Park?
View 2607 Lafayette Ave Winter Park, FL MLS# A11826269
  • Virtual Tour
1 of 71
$1,095,000
4

Beds

3.1

Baths

2,770

Sq.Ft.

2607 Lafayette Ave

Winter Park, FL

Courtesy of FORTUNE CHRISTIE'S INTERNATIONAL REAL ESTATE
View 800 HAMILTON PLACE COURT Winter Park, FL MLS# O6321816
$1,295,000
3

Beds

3.1

Baths

3,363

Sq.Ft.

800 HAMILTON PLACE COURT

Winter Park, FL

Courtesy of EPIC REAL ESTATE ADVISORS LLC
View 617 WORTHINGTON DRIVE Winter Park, FL MLS# O6320955
$1,770,000
5

Beds

4.1

Baths

3,533

Sq.Ft.

617 WORTHINGTON DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 240 KILLARNEY BAY COURT 4 Winter Park, FL MLS# O6321287
$399,000
2

Beds

2.1

Baths

1,536

Sq.Ft.

240 KILLARNEY BAY COURT 4

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1473 BERKSHIRE AVENUE Winter Park, FL MLS# O6320741
  • New Construction with Virtual Tour
1 of 53
$1,589,904
5

Beds

4.0

Baths

2,895

Sq.Ft.

1473 BERKSHIRE AVENUE

Winter Park, FL

Courtesy of GOLDEN GROUP REALTY LLC
View 212 BLOSSOM LANE Winter Park, FL MLS# G5098632
$565,000
3

Beds

2.0

Baths

1,771

Sq.Ft.

212 BLOSSOM LANE

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 446 ALBERTA DRIVE Winter Park, FL MLS# O6319233
  • Virtual Tour
1 of 69
$1,750,000
4

Beds

2.1

Baths

3,263

Sq.Ft.

446 ALBERTA DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1926 NATALEN ROAD Winter Park, FL MLS# O6317801
  • Virtual Tour
1 of 49
$649,900
3

Beds

2.0

Baths

1,469

Sq.Ft.

1926 NATALEN ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 2500 LEE ROAD 243 Winter Park, FL MLS# O6315656
$145,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 243

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 3057 AARON BURR AVENUE 2 Winter Park, FL MLS# O6314262
$127,000
2

Beds

2.0

Baths

1,066

Sq.Ft.

3057 AARON BURR AVENUE 2

Winter Park, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
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 240 CAMBRIDGE BOULEVARD Winter Park, FL MLS# O6312795
$525,000
3

Beds

2.0

Baths

1,630

Sq.Ft.

240 CAMBRIDGE BOULEVARD

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 151 N ORLANDO AVENUE 212 Winter Park, FL MLS# O6314915
$570,000
3

Beds

2.0

Baths

1,875

Sq.Ft.

151 N ORLANDO AVENUE 212

Winter Park, FL

Courtesy of THE AGENCY ORLANDO
View 1018 TURNER ROAD Winter Park, FL MLS# O6314546
  • Virtual Tour
1 of 39
$835,000
3

Beds

2.0

Baths

2,237

Sq.Ft.

1018 TURNER ROAD

Winter Park, FL

Courtesy of WEMERT GROUP REALTY LLC
View 2417 PASSAMONTE DRIVE 1E Winter Park, FL MLS# TB8387465
$329,999
3

Beds

2.1

Baths

1,837

Sq.Ft.

2417 PASSAMONTE DRIVE 1E

Winter Park, FL

Courtesy of FLAT FEE MLS REALTY
View 3580 ALOMA AVENUE A Winter Park, FL MLS# O6312531
$225,000
1,104

Sq.Ft.

3580 ALOMA AVENUE A

Winter Park, FL

Courtesy of EXP REALTY LLC
View 952 MOSS LANE Winter Park, FL MLS# TB8388549
  • Virtual Tour
1 of 55
$1,369,950
4

Beds

2.2

Baths

3,474

Sq.Ft.

952 MOSS LANE

Winter Park, FL

Courtesy of THE SHOP REAL ESTATE CO.
View 3054 BLUEBROOK DRIVE Winter Park, FL MLS# O6309509
  • Virtual Tour
1 of 34
$469,900
3

Beds

2.0

Baths

1,939

Sq.Ft.

3054 BLUEBROOK DRIVE

Winter Park, FL

Courtesy of ALORA REALTY GROUP INC
View 1996 INDIANA AVENUE Winter Park, FL MLS# O6309850
$250,000
2

Beds

1.0

Baths

818

Sq.Ft.

1996 INDIANA AVENUE

Winter Park, FL

Courtesy of MARKET CONNECT REALTY LLC
View 913 MOSS LANE Winter Park, FL MLS# O6307671
  • Virtual Tour
1 of 38
$975,000
3

Beds

2.0

Baths

1,887

Sq.Ft.

913 MOSS LANE

Winter Park, FL

Courtesy of VECTOR 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

300

Estimated median home price

$649,900
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 22
$300K - 400K 20
$400K - 500K 27
$500K - 600K 26
$600K - 700K 21
$700K - 800K 22
$800K - 900K 5
$900K - 1M 11
$1M - Max 100

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 174
Townhouse 19
Condo 78
Commercial 5
Rental 109
Lots and Land 19
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 12/30/2025)

Information deemed reliable but not guaranteed.

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Data is updated as of 12/30/2025.

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.

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 12/30/2025.

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 12/30/2025.

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 12/30/2025.