243 total properties
Did you mean the neighborhood Winter Park?
View 3054 BLUEBROOK DRIVE Winter Park, FL MLS# O6309509
$469,900
3

Beds

2.0

Baths

1,939

Sq.Ft.

3054 BLUEBROOK DRIVE

Winter Park, FL

Courtesy of ALORA REALTY GROUP INC
View 7618 WAUNATTA COURT Winter Park, FL MLS# V4946886
  • Recently Listed with Virtual Tour
1 of 31
$465,000
3

Beds

3.0

Baths

1,970

Sq.Ft.

7618 WAUNATTA COURT

Winter Park, FL

Courtesy of PHOENIX REALTY ADVISORS LLC
View 640 N PARK AVENUE 5 Winter Park, FL MLS# O6367841
$450,000
1

Beds

1.0

Baths

673

Sq.Ft.

640 N PARK AVENUE 5

Winter Park, FL

Courtesy of PARK TOWN REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1347 ORCHID AVENUE Winter Park, FL MLS# S5140042
$449,900
4

Beds

2.0

Baths

1,490

Sq.Ft.

1347 ORCHID AVENUE

Winter Park, FL

Courtesy of SHELDON PROFESSIONALS INC
View 1518 PINEWOOD DRIVE Winter Park, FL MLS# O6369571
$449,900
3

Beds

2.0

Baths

1,197

Sq.Ft.

1518 PINEWOOD DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1518 PINEWOOD DRIVE Winter Park, FL MLS# O6369600
$449,900
3

Beds

2.0

Baths

1,197

Sq.Ft.

1518 PINEWOOD DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 714 DENTON ROAD Winter Park, FL MLS# O6362464
  • Virtual Tour
1 of 27
OPEN HOUSE: Sunday 1/25 1:00 PM - 4:00 PM
$449,500
3

Beds

3.0

Baths

1,786

Sq.Ft.

714 DENTON ROAD

Winter Park, FL

Courtesy of COLONIALTOWN REALTY
View 824 GARRETT COURT Winter Park, FL MLS# O6368324
$449,000
4

Beds

2.0

Baths

1,738

Sq.Ft.

824 GARRETT COURT

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 3642 PERIWINKLE DRIVE Winter Park, FL MLS# O6341725
$445,000
5

Beds

3.0

Baths

1,945

Sq.Ft.

3642 PERIWINKLE DRIVE

Winter Park, FL

Courtesy of HONEST REAL ESTATE COMPANY
View 1909 EDWIN BOULEVARD Winter Park, FL MLS# O6362682
$440,000
3

Beds

2.0

Baths

1,355

Sq.Ft.

1909 EDWIN BOULEVARD

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2835 BONGART ROAD Winter Park, FL MLS# O6367949
$439,900
3

Beds

3.0

Baths

1,880

Sq.Ft.

2835 BONGART ROAD

Winter Park, FL

Courtesy of FUTURE HOME REALTY INC
View 2833 PRINCE JOHN ROAD Winter Park, FL MLS# O6374734
  • Recently Listed with Virtual Tour
1 of 43
$429,000
4

Beds

2.0

Baths

1,605

Sq.Ft.

2833 PRINCE JOHN ROAD

Winter Park, FL

Courtesy of EXIT REALTY PREMIER LEGACY
View 786 W CANTON AVENUE Winter Park, FL MLS# O6161876
$425,000
Studio

Beds

0.0

Baths

786 W CANTON AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2580 EUSTON ROAD Winter Park, FL MLS# O6355208
$425,000
3

Beds

2.0

Baths

1,158

Sq.Ft.

2580 EUSTON ROAD

Winter Park, FL

Courtesy of LOKATION
View 875 W LYMAN AVENUE Winter Park, FL MLS# O6363961
$425,000
2

Beds

2.0

Baths

760

Sq.Ft.

875 W LYMAN AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 740 BAFFIE AVENUE Winter Park, FL MLS# O6345637
$420,000
3

Beds

2.0

Baths

1,456

Sq.Ft.

740 BAFFIE AVENUE

Winter Park, FL

Courtesy of CREEGAN GROUP
View 311 E MORSE BOULEVARD 7-2 Winter Park, FL MLS# O6222481
$399,000
1

Beds

1.0

Baths

900

Sq.Ft.

311 E MORSE BOULEVARD 7-2

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
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 616 ELLENDALE DRIVE Winter Park, FL MLS# O6339535
$398,000
3

Beds

2.0

Baths

1,405

Sq.Ft.

616 ELLENDALE DRIVE

Winter Park, FL

Courtesy of CENTRAL REALTY
View 958 DUPONT AVENUE Winter Park, FL MLS# O6371341
  • Recently Listed with Virtual Tour
1 of 27
$381,000
3

Beds

2.0

Baths

1,572

Sq.Ft.

958 DUPONT AVENUE

Winter Park, FL

Courtesy of OPENDOOR BROKERAGE LLC

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

289

Estimated median home price

$650,000
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 - 100K6
$100K - 200K35
$200K - 300K29
$300K - 400K16
$400K - 500K27
$500K - 600K16
$600K - 700K25
$700K - 800K19
$800K - 900K4
$900K - 1M9
$1M - Max103

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family161
Townhouse19
Condo77
Commercial6
Rental98
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 1/22/2026)

Information deemed reliable but not guaranteed.

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 1/26/2026.

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 1/26/2026.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 1/26/2026.

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 1/26/2026.