$1,200,000
4401 Chambliss Road
Winter Haven, FL 33884
Listing updated: September 14, 2026 at 6:48 AM ET
Listing courtesy of Florida Real Estate Company · Cyleste Goodson · MLS #L4964769 · Active · 863-701-3487Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveSep 13, 2026
- Listed$1,200,000Sep 13, 2026
- Price increased$1,200,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- N/A
- County
- Polk
- Year built
- 2004
- Living area
- 2,129 sq ft
- Price/sq ft
- $564
- Building area
- 2,853 sq ft (Public Records)
- Lot size
- 285,327 sq ft
- Lot category
- 5 to less than 10
- Flood zone
- X* (12105C0535H)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $4,017 (2025)
- Parcel #
- 26-29-01-000000-044120
- Zoning
- RC
- MLS #
- L4964769
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Carpet, Ceramic Tile
- Appliances
- Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator, Water Softener
- Interior features
- Ceiling Fans(s)
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- Southeast
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- RV Carport
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Private Mailbox
- Construction materials
- Concrete, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Septic Tank
- Water source
- Well
- Utilities
- Electricity Connected
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 11.75x16.75 |
| Family Room | First | 19x16 |
| Living Room | First | 17x21.5 |
| Dining Room | First | 12x11 |
| Primary Bedroom | First | 12.75x18.25 |
| Primary Bathroom | First | 19x9.5 |
| Bedroom 2 | First | 11.75x10.5 |
| Bedroom 3 | First | 10.5x10.5 |
Listing Details
- Listing date
- 2026-09-12
- On market date
- 2026-09-13
- Original list price
- $1,200,000
- Occupant type
- Owner
- MLS area
- 33884 - Winter Haven / Cypress Gardens
- Listing AOR
- Lakeland
- Status changed
- 2026-09-13
- Tax 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 risk
See FEMA for this zone’s designation and insurance requirements.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively 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.
Based on information submitted to the MLS GRID as of September 14, 2026 at 6:48 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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