Welcome to your slice of heaven in Winter Haven! Situated on just over 6.5 acres you will find this charming 3/2/2 Cassidy custom pool home surrounded by green meadows and mature oak trees. 4401 Chambliss Rd. offers space, freedom, and a lifestyle you simply won’t find inside typical neighborhoods. This expansive homestead provides room for horses, chickens, gardens, equipment, and future additions, all thanks to the no-HOA flexibility that lets you live the way you choose. There is a refreshing pool perfect for Florida summers and is surrounded by mature trees and wide-open land that create exceptional privacy. A large pond sits quietly among huge cypress trees on the property, adding a peaceful backdrop without dominating the landscape. Acreage of this size is almost unheard of in Winter Haven, making this a standout opportunity for anyone seeking space, seclusion, and the freedom to have a true country retreat while staying close to town conveniences. Updates include: HVAC 2018, Roof 2024, Water Heater 2018. 2 large sheds and large RV/Boat shed.
Property Details
Price:
$1,100,000
MLS #:
L4964769
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
33884winterhavencypressgardens
Listed Date:
Sep 13, 2026
Finished Sq Ft:
2,129
Total Sq Ft:
2,853
Lot Size:
285,327 sqft / 6.55 acres (approx)
Year Built:
2004
See this Listing
Schools
Interior
Appliances
Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator, Water Softener
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Central
Interior Features
Ceiling Fan(s)
Laundry Features
Inside
Levels
One
Exterior
Architectural Style
Contemporary
Attached Garage YN
1
Construction Materials
Concrete, Stucco
Covered Spaces
2
Direction Faces
Southeast
Exterior Features
Private Mailbox
Garage Spaces
2
Lot Features
Landscaped, Pasture, Private
Parking Features
RV Carport
Roof
Shingle
Security Features
Security System
Spa Features
Above Ground, Heated
View
Garden, Trees/Woods
Financial
Tax Year
2025
Taxes
$4,017
Map
Community
- Address4401 CHAMBLISS ROAD WINTER HAVEN FL
- SubdivisionN/A
- CityWINTER HAVEN
- CountyPolk
- Zip Code33884
Subdivisions in WINTER HAVEN
Market Summary
Current real estate data for Single Family in WINTER HAVEN as of Oct 18, 2026
808
Single Family Listed
125
Avg DOM
179
Avg $ / SqFt
$325,692
Avg List Price
Property Summary
- Located in the N/A subdivision, 4401 CHAMBLISS ROAD WINTER HAVEN FL is a Single Family for sale in WINTER HAVEN, FL, 33884. It is listed for $1,100,000 and features 3 beds, 2 baths, and has approximately 2,129 square feet of living space, and was originally constructed in 2004. The current price per square foot is $517. The average price per square foot for Single Family listings in WINTER HAVEN is $179. The average listing price for Single Family in WINTER HAVEN is $325,692. To schedule a showing of MLS#l4964769 at 4401 CHAMBLISS ROAD in WINTER HAVEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
Similar Listings Nearby
Courtesy of FLORIDA REAL ESTATE COMPANY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 4401 CHAMBLISS ROAD
WINTER HAVEN, FL