370 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1061 ARAGON AVENUE 1061 Winter Park, FL MLS# S5152353
$510,000
3

Beds

2.1

Baths

1,669

Sq.Ft.

1061 ARAGON AVENUE 1061

Winter Park, FL

Courtesy of WATSON REALTY CORP
View 1871 BRYAN AVENUE Winter Park, FL MLS# O6424945
$625,000
3

Beds

2.0

Baths

1,232

Sq.Ft.

1871 BRYAN AVENUE

Winter Park, FL

View 228 RIPPLING LANE Winter Park, FL MLS# O6429407
$540,000
3

Beds

2.0

Baths

1,618

Sq.Ft.

228 RIPPLING LANE

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 525 S LAKEMONT AVENUE Winter Park, FL MLS# O6428654
  • New Construction with Virtual Tour
1 of 59
$1,999,990
4

Beds

3.1

Baths

3,330

Sq.Ft.

525 S LAKEMONT AVENUE

Winter Park, FL

View 1071 ARAGON AVENUE Winter Park, FL MLS# O6429215
$575,000
2

Beds

2.1

Baths

1,851

Sq.Ft.

1071 ARAGON AVENUE

Winter Park, FL

View 405 Lake Fair Lane Winter Park, FL MLS# A12062271
$434,990
3

Beds

2.0

Baths

405 Lake Fair Lane

Winter Park, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 2525 LAFAYETTE AVENUE Winter Park, FL MLS# O6428823
  • New Construction with Virtual Tour
1 of 10
$1,749,000
4

Beds

3.1

Baths

2,715

Sq.Ft.

2525 LAFAYETTE AVENUE

Winter Park, FL

View 1840 LAUREL ROAD Winter Park, FL MLS# O6428841
  • New Construction with Virtual Tour
1 of 12
$2,299,000
5

Beds

5.0

Baths

2,868

Sq.Ft.

1840 LAUREL ROAD

Winter Park, FL

View 2525 TEMPLE DRIVE Winter Park, FL MLS# O6427787
$4,750,000
5

Beds

4.1

Baths

4,542

Sq.Ft.

2525 TEMPLE DRIVE

Winter Park, FL

View 433 GILBERT ROAD Winter Park, FL MLS# O6428430
  • Virtual Tour
1 of 36
$669,900
3

Beds

2.0

Baths

1,770

Sq.Ft.

433 GILBERT ROAD

Winter Park, FL

View 2826 AMBERGATE ROAD Winter Park, FL MLS# O6427973
$460,000
3

Beds

2.0

Baths

1,521

Sq.Ft.

2826 AMBERGATE ROAD

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1546 MILLER AVENUE Winter Park, FL MLS# O6428019
  • New Construction with Virtual Tour
1 of 36
$1,419,900
4

Beds

3.1

Baths

2,984

Sq.Ft.

1546 MILLER AVENUE

Winter Park, FL

View 1000 S SEMORAN BOULEVARD 305 Winter Park, FL MLS# O6428044
$115,000
1

Beds

1.0

Baths

735

Sq.Ft.

1000 S SEMORAN BOULEVARD 305

Winter Park, FL

View 2833 PRINCE JOHN ROAD Winter Park, FL MLS# O6427246
$669,000
4

Beds

2.0

Baths

1,605

Sq.Ft.

2833 PRINCE JOHN ROAD

Winter Park, FL

View 200 SAINT ANDREWS BOULEVARD 2904 Winter Park, FL MLS# O6427536
$230,000
2

Beds

1.1

Baths

1,219

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2904

Winter Park, FL

View 2007 CORNELL AVENUE Winter Park, FL MLS# O6428423
$449,000
3

Beds

2.0

Baths

1,154

Sq.Ft.

2007 CORNELL AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 230 STRATHY LANE Winter Park, FL MLS# O6426909
$499,000
920

Sq.Ft.

230 STRATHY LANE

Winter Park, FL

View 2231 NAIRN DRIVE Winter Park, FL MLS# O6426997
$499,000
1,088

Sq.Ft.

2231 NAIRN DRIVE

Winter Park, FL

View 1909 TAYLOR AVENUE Winter Park, FL MLS# O6426549
$425,000
Studio

Beds

0.0

Baths

1909 TAYLOR AVENUE

Winter Park, FL

View 3373 CEDAR SPRINGS PLACE 149 Winter Park, FL MLS# O6426224
$171,900
2

Beds

2.1

Baths

1,031

Sq.Ft.

3373 CEDAR SPRINGS PLACE 149

Winter Park, FL

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

369

Estimated median home price

$699,000
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

PriceCount
$0 - 100K3
$100K - 200K41
$200K - 300K22
$300K - 400K14
$400K - 500K38
$500K - 600K31
$600K - 700K37
$700K - 800K11
$800K - 900K11
$900K - 1M10
$1M - Max151

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family225
Townhouse24
Condo78
Commercial9
Rental76
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 9/3/2026)

Information deemed reliable but not guaranteed.

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.

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.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

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

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 9/3/2026.