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$1,200,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,129 Sq. Ft.
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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.

Full Property Details for 4401 Chambliss Rd

General

  • Price: $1,200,000
  • Taxes: $4,016 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: L4964769
  • Updated: 9/13/2026
  • Added to Site: 25 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 8
  • Interior Features: Ceiling Fan(s)
  • Fireplace(s): Electric
  • Appliances: Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator, Water Softener
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Screen Enclosure
  • Spa: Yes
  • Spa Description: Above Ground, Heated
  • Security/Safety: Security System

Exterior

  • Exterior Features: Private Mailbox

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: RV Carport

Location

  • Area: 33884 - Winter Haven / Cypress Gardens
  • County: Polk
  • Development Name: 33884 - Winter Haven / Cypress Gardens
  • Subdivision: N/A
  • Driving Directions: Cypress Gardens Boulevard, East on Cypress Gardens Road and continue as Cypress Gardens Road South, and continue S onto Chambliss Road and follow the curve back east and the home is in the middle of the meadow.
  • Direction Faces: Southeast

Community

  • Community Name: 33884 - Winter Haven / Cypress Gardens

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Electricity Connected

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Builder: Cassidy
  • Exterior Const.: Concrete, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,129
  • Sq. Ft. Source: Public Records
  • Year Built: 2004

Lot Features

  • Property View: Garden, Trees/Woods
  • Lot Size (Acres): 6.55
  • Lot Size (Sq. Ft.): 285,327
  • Lot Size: 6.5502
  • Frontage: Deeded Easement
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Tax Amount: $4,016.85
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: NE1/4 OF SW1/4 OF SW1/4 LESS E 249.59 FT & INCLUDING N 50 FT OF E 249.59 FT OF NE1/4 OF SW1/4 OF SW1/4 & LESS E 30 FT FOR CHAMBLISS RD
  • Flood Zone Info: X*
  • APN: 262901000000044120
  • Property ID: 262901000000044120

Listed by Florida Real Estate Company

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Listing agents

— 4401 Chambliss Rd —

  • Florida Real Estate Company

  • Florida Real Estate Company

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4401 Chambliss Rd

School District:Polk County School District
NameGradesDistance
Garden Grove Elementary School
4599 Cypress Gardens Road, Winter Haven, FL 33884
PK-50.9 mi
Denison Middle School
400 Avenue A Southeast, Winter Haven, FL 33880
6-83.7 mi
Winter Haven Senior High School
600 6th Street Southeast, Winter Haven, FL 33880
9-123.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4401 Chambliss Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/13/2026
Listed
$1,200,000
1311.76%
MLS
10/01/2003
Sold
$85,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 4401 Chambliss Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,236
—
$292,270
3%
2025
$3,236
-15%
$284,586
3%
2024
$3,794
7%
$276,566
3%
2023
$3,559
2%
$267,540
6%
2021
$3,491
1%
$252,183
-3%
2022
$3,468
-1%
$259,748
4%
2021
$3,491
6%
$248,701
4%
2017
$3,291
—
$238,576
2%
2017
$3,291
-4%
$233,669
-4%
2019
$3,427
6%
$243,109
6%
2016
$3,244
-2%
$228,863
1%
2015
$3,297
1%
$227,272
1%
2014
$3,251
1%
$225,468
3%
2013
$3,213
—
$218,688
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 4401 Chambliss Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Florida Real Estate Company

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4401 Chambliss Road, Winter Haven, FL 33884 (MLS# L4964769) is a Single Family property with 3 bedrooms and 2 full bathrooms. 4401 Chambliss Road is currently listed for $1,200,000 and was received on September 13, 2026. Want to learn more about 4401 Chambliss Road? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.

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