$259,900
343 Sterling Drive
Winter Haven, FL 33884
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Under contract-accepting backup offers. 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.
Local Insight
At $189/sqft for a 1991 home in Berryhill, you're getting solid value in Winter Haven's lakefront ecosystem, especially compared to what you'd pay for similar Chain of Lakes access in Orange County—though you should verify whether this property has actual lake access or views, since lot size (0.17 acres) suggests it's tight to the water. The $27/mo HOA and X flood zone are both positives, but this home's real appeal depends on whether you're drawn to the lifestyle (bass fishing, LEGOLAND proximity, remote-work flexibility) or just hunting for affordable Polk County inventory, because the '91 build will likely need systems attention sooner rather than later. Scrutinize the 360° tour carefully for deferred maintenance—older homes in this price range often mask foundation, roof, or HVAC work that won't show up in a listing description.
AI-generated insight based on listing data and neighborhood context. Verify independently.
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 history5 days on market
- Status: PendingJun 4, 2026
- Listed$259,900May 28, 2026
- Price increased$259,900
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Pending
- Days on market
- 5
- Subdivision
- Berryhill
- County
- Polk
- Year built
- 1991
- Living area
- 1,372 sq ft
- Price/sq ft
- $189
- Building area
- 2,122 sq ft (Public Records)
- Lot size
- 7,497 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12105C0535H)
- Garage
- 2 spaces
- Annual taxes
- $1,543 (2025)
- Parcel #
- 26-29-01-663569-000350
- MLS #
- L4962251
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Carpet, Ceramic Tile
- Appliances
- Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Interior features
- Split Bedroom, Thermostat, Window Treatments
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- South
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway
HOA & Financial
- HOA fee
- $320 / Annually
- Monthly HOA
- $27/mo
- Total monthly fees
- $27/mo
- Total annual fees
- $320
- HOA name
- PARK LAKE PROPERTY MNGMT
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Contact HOA and county for restrictions (owner must own home one year prior to renting and only 10% of the homes within the community may be leased at once)
Exterior & Construction
- Exterior features
- French Doors, Lighting, Private Mailbox, Private Yard, Sprinkler Metered
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Sprinkler Meter, Sprinkler Recycled, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 18x15 |
| Dinette | First | 9.5x8 |
| Primary Bedroom | First | 15.1x12.9 |
| Primary Bathroom | First | 8x6 |
| Bedroom 2 | First | 11.7x10.6 |
| Bedroom 3 | First | 11.7x11 |
| Balcony/Porch/Lanai | First | 24x10 |
| Kitchen | First | 12x9 |
Listing Details
- Listing date
- 2026-05-28
- On market date
- 2026-05-28
- Original list price
- $259,900
- Occupant type
- Owner
- MLS area
- 33884 - Winter Haven / Cypress Gardens
- Listing AOR
- Lakeland
- Status changed
- 2026-06-04
- Tax legal description
- BERRYHILL PB 88 PG 48 & 49 LOT 35
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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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 June 4, 2026 at 9:58 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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