357 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 3054 BLUEBROOK DRIVE Winter Park, FL MLS# O6398450
  • Virtual Tour
1 of 27
$410,000
3

Beds

2.0

Baths

1,939

Sq.Ft.

3054 BLUEBROOK DRIVE

Winter Park, FL

Courtesy of WEATHERSPOON REALTY INC
View 3021 AARON BURR AVENUE 3 Winter Park, FL MLS# S5147382
$140,000
2

Beds

2.1

Baths

1,090

Sq.Ft.

3021 AARON BURR AVENUE 3

Winter Park, FL

Courtesy of NAIM REAL ESTATE LLC
View 2823 WRIGHT AVENUE Winter Park, FL MLS# O6398302
  • Virtual Tour
1 of 18
$899,900
Studio

Beds

0.0

Baths

2823 WRIGHT AVENUE

Winter Park, FL

Courtesy of TAL BUSIDAN PA
The time to sell is now! THE TIME TO SELL IS NOW!
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

View 950 HANOVER AVENUE Winter Park, FL MLS# O6398273
$460,000
3

Beds

2.0

Baths

1,606

Sq.Ft.

950 HANOVER AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 7301 CEDAR CREEK COURT 66 Winter Park, FL MLS# O6397477
$184,950
2

Beds

2.1

Baths

1,031

Sq.Ft.

7301 CEDAR CREEK COURT 66

Winter Park, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 620 PINETREE ROAD Winter Park, FL MLS# O6397264
$2,690,000
Studio

Beds

0.0

Baths

620 PINETREE ROAD

Winter Park, FL

View 2408 LAFAYETTE AVENUE Winter Park, FL MLS# O6397694
$1,495,000
4

Beds

3.1

Baths

2,838

Sq.Ft.

2408 LAFAYETTE AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 800 JUANITA RAEL Winter Park, FL MLS# O6396611
  • Virtual Tour
1 of 37
$2,300,000
5

Beds

4.0

Baths

4,021

Sq.Ft.

800 JUANITA RAEL

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1695 LEE ROAD D211 Winter Park, FL MLS# O6396190
  • Virtual Tour
1 of 28
$114,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD D211

Winter Park, FL

View 2600 EUSTON ROAD Winter Park, FL MLS# O6397890
  • Virtual Tour
1 of 36
$630,000
6

Beds

3.0

Baths

3,145

Sq.Ft.

2600 EUSTON ROAD

Winter Park, FL

Courtesy of AROD PARTNERS REALTY
View 517 ROUGHBEARD ROAD Winter Park, FL MLS# O6399029
  • Virtual Tour
1 of 53
$565,000
3

Beds

2.0

Baths

1,873

Sq.Ft.

517 ROUGHBEARD ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1881 LAKE SPIER DRIVE Winter Park, FL MLS# O6396791
$1,350,000
Studio

Beds

0.0

Baths

1881 LAKE SPIER DRIVE

Winter Park, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 1881 LAKE SPIER DRIVE Winter Park, FL MLS# O6396357
$1,350,000
3

Beds

2.0

Baths

1,750

Sq.Ft.

1881 LAKE SPIER DRIVE

Winter Park, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 1507 GOLFSIDE DRIVE Winter Park, FL MLS# O6395355
  • Virtual Tour
1 of 44
$899,000
3

Beds

2.0

Baths

2,003

Sq.Ft.

1507 GOLFSIDE DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1110 ALABAMA DRIVE Winter Park, FL MLS# O6395692
  • Virtual Tour
1 of 53
$1,699,000
3

Beds

3.0

Baths

2,488

Sq.Ft.

1110 ALABAMA DRIVE

Winter Park, FL

View 1651 WESTCHESTER AVENUE Winter Park, FL MLS# O6384358
$1,175,000
3

Beds

2.1

Baths

2,426

Sq.Ft.

1651 WESTCHESTER AVENUE

Winter Park, FL

Courtesy of SERHANT
View 1110 ALABAMA Winter Park, FL MLS# A12007407
  • Virtual Tour
1 of 25
$1,699,000
3

Beds

3.0

Baths

2,488

Sq.Ft.

1110 ALABAMA

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1110 Alabama Winter Park, FL MLS# A12007407
  • Recently Listed with Virtual Tour
1 of 25
$1,750,000
3

Beds

3.0

Baths

2,488

Sq.Ft.

1110 Alabama

Winter Park, FL

View 1529 HOLTS GROVE CIRCLE Winter Park, FL MLS# O6395062
$2,699,000
4

Beds

4.2

Baths

4,356

Sq.Ft.

1529 HOLTS GROVE CIRCLE

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

397

Estimated median home price

$849,000
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 2
$100K - 200K 41
$200K - 300K 24
$300K - 400K 22
$400K - 500K 29
$500K - 600K 31
$600K - 700K 28
$700K - 800K 20
$800K - 900K 14
$900K - 1M 9
$1M - Max 177

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 262
Townhouse 16
Condo 84
Commercial 7
Rental 73
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 6/22/2026)

Information deemed reliable but not guaranteed.

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.

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 6/22/2026.

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 6/22/2026.

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

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 6/22/2026.