375 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 2881 TEMPLE TRAIL Winter Park, FL MLS# O6431955
  • Virtual Tour
1 of 58
$575,000
2

Beds

2.1

Baths

1,704

Sq.Ft.

2881 TEMPLE TRAIL

Winter Park, FL

View Address not provided Winter Park, FL MLS# O6427974
$179,900
2

Beds

2.0

Baths

840

Sq.Ft.

Address not provided

Winter Park, FL

View 857 BROCK STREET Winter Park, FL MLS# O6432219
  • New Construction with Virtual Tour
1 of 11
$4,650,000
5

Beds

5.1

Baths

4,827

Sq.Ft.

857 BROCK STREET

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 7487 CANFORD COURT 5 Winter Park, FL MLS# TB8537513
$249,900
4

Beds

3.0

Baths

1,611

Sq.Ft.

7487 CANFORD COURT 5

Winter Park, FL

View 2308 MULBRY DRIVE Winter Park, FL MLS# O6432803
  • Recently Listed with Virtual Tour
1 of 12
$1,699,000
4

Beds

3.1

Baths

2,530

Sq.Ft.

2308 MULBRY DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 950 S KENTUCKY AVENUE Winter Park, FL MLS# O6432779
$799,000
4

Beds

3.0

Baths

2,155

Sq.Ft.

950 S KENTUCKY AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 311 E MORSE BOULEVARD 4-5 Winter Park, FL MLS# O6432808
  • Adult Community with Virtual Tour
1 of 39
$1,050,000
2

Beds

2.0

Baths

1,763

Sq.Ft.

311 E MORSE BOULEVARD 4-5

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 2015 TAYLOR AVENUE Winter Park, FL MLS# O6436061
  • Recently Listed with Virtual Tour
1 of 22
$430,000
3

Beds

2.0

Baths

1,439

Sq.Ft.

2015 TAYLOR AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 283 SANDLEWOOD TRAIL 3 Winter Park, FL MLS# O6431475
$285,000
2

Beds

2.1

Baths

960

Sq.Ft.

283 SANDLEWOOD TRAIL 3

Winter Park, FL

View 1901 LOCH BERRY ROAD Winter Park, FL MLS# O6429147
  • New Construction with Virtual Tour
1 of 22
$3,500,000
5

Beds

5.1

Baths

4,831

Sq.Ft.

1901 LOCH BERRY ROAD

Winter Park, FL

View 1230 SUNSET DRIVE Winter Park, FL MLS# O6429178
  • Recently Listed with Virtual Tour
1 of 27
$1,795,000
4

Beds

3.1

Baths

3,250

Sq.Ft.

1230 SUNSET DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 4033 TENITA DRIVE Winter Park, FL MLS# O6424621
$569,000
4

Beds

2.0

Baths

2,022

Sq.Ft.

4033 TENITA DRIVE

Winter Park, FL

View 1840 BRYAN AVENUE Winter Park, FL MLS# O6431360
  • Virtual Tour
1 of 53
$1,725,000
4

Beds

3.1

Baths

3,727

Sq.Ft.

1840 BRYAN AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1420 ALOMA AVENUE Winter Park, FL MLS# O6430343
$1,949,500
3

Beds

3.1

Baths

2,422

Sq.Ft.

1420 ALOMA AVENUE

Winter Park, FL

View 540 N PENNSYLVANIA AVENUE Winter Park, FL MLS# O6431538
$4,600,000
Studio

Beds

0.0

Baths

540 N PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 913 CAMELLIA AVENUE Winter Park, FL MLS# O6430229
  • Virtual Tour
1 of 50
$655,000
3

Beds

2.1

Baths

1,389

Sq.Ft.

913 CAMELLIA AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 310 GRANADA DRIVE Winter Park, FL MLS# TB8536242
  • Virtual Tour
1 of 6
$354,999
3

Beds

2.0

Baths

1,344

Sq.Ft.

310 GRANADA DRIVE

Winter Park, FL

Courtesy of A-WARD WINNING REALTY LLC
View 1695 LEE ROAD D107 Winter Park, FL MLS# O6425124
$180,000
1

Beds

1.0

Baths

638

Sq.Ft.

1695 LEE ROAD D107

Winter Park, FL

Courtesy of PRIMESTATE REALTY, INC.
View 2812 MULFORD AVENUE Winter Park, FL MLS# O6430918
$2,495,000
5

Beds

5.1

Baths

3,656

Sq.Ft.

2812 MULFORD AVENUE

Winter Park, FL

View 1333 S DENNING DRIVE Winter Park, FL MLS# O6431370
  • Virtual Tour
1 of 34
$299,000
2

Beds

1.0

Baths

702

Sq.Ft.

1333 S DENNING DRIVE

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

374

Estimated median home price

$697,250
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 4
$100K - 200K 41
$200K - 300K 23
$300K - 400K 13
$400K - 500K 39
$500K - 600K 31
$600K - 700K 37
$700K - 800K 11
$800K - 900K 11
$900K - 1M 9
$1M - Max 155

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 229
Townhouse 24
Condo 80
Commercial 9
Rental 78
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 6
Mobile Home 0
Farms 0

(Data as of 9/1/2026)

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 9/1/2026.