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$259,900 Just Listed
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Property Description
Welcome to 343 Sterling Drive in the well-established and well-loved Berryhill community of Winter Haven. This 3 bedroom, 2 bathroom home features a functional split floorplan and a wonderful opportunity for buyers looking to add their own cosmetic style and personal touches while enjoying several important updates already completed. Major improvements include replumbing throughout the home completed in 2016, new windows 2018, new roof in 2020, and a brand-new water heater in 2026 - providing peace of mind for many of the home's major components. Step outside to enjoy the covered patio and private fenced backyard setting, offering a peaceful space for relaxing, entertaining, or enjoying quiet evenings at home. Berryhill is known for its established charm and convenient location with a very low annual HOA. Ideally situated near shopping, dining, medical facilities, and local attractions including LEGOLAND Florida Resort. This home combines comfort, value, and potential in one of Winter Haven's convenient locations. Additional features include an interior laundry room and spacious two-car garage, adding everyday functionality and convenience.
Full Property Details
Full Property Details for 343 Sterling Dr
General
- Price: $259,900
- HOA FEE: $27/month
- HOA FEE FREQ.: Annually
- Taxes: $1,543 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: L4962251
- Updated: 5/29/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 8
- Interior Features: Split Bedroom, Thermostat, Window Treatments
- Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room
Exterior
- Exterior Features: French Doors, Irrigation System, Lighting, Private Mailbox, Private Yard, Sprinkler Metered
- Deck/Patio: Covered, Enclosed, Front Porch, Patio, Porch, Screened
- Porch/Patio/Deck: Covered, Enclosed, Front Porch, Patio, Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway
Location
- Area: 33884 - Winter Haven / Cypress Gardens
- County: Polk
- Development Name: 33884 - Winter Haven / Cypress Gardens
- Subdivision: BERRYHILL
- Driving Directions: From Cypress Gardens Blvd turn onto Cypress Gardens Rd (by MidFlorida Bank---not CVS and 7-11) follow down and turn onto Sterling Dr. The home will be on the left.
- Direction Faces: South
School Information
- Elementary School: Garden Grove Elem
- Middle School: Denison Middle
- High School: Winter Haven Senior
Community
- Community Name: 33884 - Winter Haven / Cypress Gardens
- Community Features: Deed Restrictions
- Association: Yes
- Assoc. Name: PARK LAKE PROPERTY MNGMT
- Assoc. Fees Include: Common Area Taxes
- Pet Restrictions: Contact HOA and county for any restrictions
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Phone Available, Sprinkler Meter, Sprinkler Recycled, Water Connected
Structural Information
- Architectural Info: Florida
- Architectural Style: Florida
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Blinds, Double Pane Windows
- Stories/Levels: One
- Square Feet: 1,372
- Sq. Ft. Source: Public Records
- Year Built: 1991
Lot Features
- Lot Size (Acres): 0.17
- Lot Size (Sq. Ft.): 7,497
- Lot Size: 7497
- Frontage: Street Paved, Deeded Easement
- Street/Road Desc.: Paved
- Fencing (Description): Fenced, Vinyl, Wood
Financial Considerations
- Association Fee: $320
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $1,543
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: BERRYHILL PB 88 PG 48 & 49 LOT 35
- Flood Zone Info: X
- APN: 262901663569000350
- Property ID: 262901663569000350
Listed by The Stones Real Estate Firm
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Schools
Schools serving 343 Sterling Dr
School District:Polk County School District
| Name | Grades | Distance |
|---|---|---|
Garden Grove Elementary School 4599 Cypress Gardens Road, Winter Haven, FL 33884 | PK-5 | 0.6 mi |
Denison Middle School 400 Avenue A Southeast, Winter Haven, FL 33880 | 6-8 | 3.9 mi |
Winter Haven Senior High School 600 6th Street Southeast, Winter Haven, FL 33880 | 9-12 | 3.5 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 343 Sterling Dr
Date
Details
Price
Change
Source
5/28/2026
Listed
$259,900
48.51%
MLS
3/17/2006
Sold
$175,000
—
Public Record
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
Tax History for 343 Sterling Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$1,409
—
$96,048
3%
2024
$1,409
11%
$93,341
3%
2023
$1,269
11%
$90,622
6%
2021
$1,144
-3%
$85,420
-3%
2022
$1,175
3%
$87,983
4%
2021
$1,144
6%
$84,241
2%
2019
$1,079
5%
$82,347
2%
2017
$1,025
—
$80,812
2%
2017
$1,025
4%
$79,150
2%
2016
$986
-1%
$77,522
1%
2015
$994
4%
$76,983
1%
2014
$957
—
$76,372
2%
2013
$957
—
$75,243
—
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
Estimate the Cost for 343 Sterling Dr
343 Sterling Drive, Winter Haven, FL 33884 (MLS# L4962251) is a Single Family property with 3 bedrooms and 2 full bathrooms. 343 Sterling Drive is currently listed for $259,900 and was received on May 28, 2026. Want to learn more about 343 Sterling Drive? 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.

