356 Sterling Dr Winter Haven, FL 33884
Southeast Winterhaven NeighborhoodEstimated payment $2,101/month
Highlights
- Screened Pool
- Main Floor Primary Bedroom
- Pool View
- Contemporary Architecture
- High Ceiling
- Great Room
About This Home
Clean, clean, clean. Welcome to 356 Sterling Drive — a meticulously maintained 3-bedroom, 2-bath pool home that truly shows like a model. Pride of ownership is evident from the moment you arrive, where outstanding curb appeal showcases fresh exterior paint, hurricane-rated double-pane windows and sliding doors, lush landscaping, and a welcoming front lawn.
This move-in ready residence offers extensive recent updates, including a brand-new roof with Heritage Proline Titan XT shingles (2025), refinished pool, new stainless steel appliances (2023), water heater (2023), new double-hung hurricane rate double pane windows (2024), updated bathroom vanities, new interior and exterior paint (2023), upgraded door hardware and electrical faceplates (2023), and more. Inside, an open and airy layout features tile flooring throughout, elevated ceilings, and an inviting great room designed for both relaxed living and entertaining while capturing tranquil views of the screened pool. The eat-in kitchen provides generous workspace, ample cabinetry, newer stainless appliances, and a charming bay-window dinette ideal for everyday dining.
A desirable split bedroom plan ensures privacy. The spacious primary suite offers generous closet space and a well-appointed en-suite bath with dual sinks, updated finishes, and a tiled walk-in shower. Secondary bedrooms are nicely sized and provide convenient access to the full guest bath.
Outdoor living is where this home truly shines. The screened pool and fully fenced backyard create the perfect setting for enjoying Florida’s year-round lifestyle, offering privacy, space for pets or play, and fruit trees that add beauty and a touch of nature. A two-car garage provides additional storage and everyday convenience.
Located in the established Berryhill community of southeast Winter Haven, the home offers convenient access to shopping, dining, schools, medical facilities, and everyday essentials. Winter Haven’s central location between Tampa and Orlando makes commuting and travel easy while still enjoying the relaxed lifestyle the area is known for — including the Chain of Lakes, boating, recreation, and a vibrant community atmosphere.
A beautifully updated home, thoughtfully cared for, and ready for its next chapter.
Listing Agent
THE STONES REAL ESTATE FIRM Brokerage Phone: 863-412-2080 License #3103005 Listed on: 02/27/2026
Co-Listing Agent
THE STONES REAL ESTATE FIRM Brokerage Phone: 863-412-2080 License #678978
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,462
Year Built
- Built in 2001
Lot Details
- 8,638 Sq Ft Lot
- Lot Dimensions are 75x115
- West Facing Home
- Vinyl Fence
- Mature Landscaping
- Irrigation Equipment
HOA Fees
- $24 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Garage Door Opener
- Driveway
Home Design
- Contemporary Architecture
- Slab Foundation
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 1,535 Sq Ft Home
- High Ceiling
- Ceiling Fan
- Thermal Windows
- Double Pane Windows
- Sliding Doors
- Great Room
- Inside Utility
- Laundry Room
- Ceramic Tile Flooring
- Pool Views
Kitchen
- Eat-In Kitchen
- Dinette
- Range
- Microwave
- Dishwasher
Bedrooms and Bathrooms
- 3 Bedrooms
- Primary Bedroom on Main
- En-Suite Bathroom
- Walk-In Closet
- 2 Full Bathrooms
- Shower Only
Pool
- Screened Pool
- Gunite Pool
- Fence Around Pool
Outdoor Features
- Screened Patio
- Shed
Schools
- Garden Grove Elementary School
- Denison Middle School
- Winter Haven Senior High School
Utilities
- Central Heating and Cooling System
- Electric Water Heater
- Cable TV Available
Community Details
- Garrison Property Services Association, Phone Number (863) 439-6559
- Berryhill Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 18
- Assessor Parcel Number 26-29-01-663569-000180
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $3,484 | $240,817 | $37,000 | $203,817 |
| 2024 | $1,597 | $249,505 | $37,000 | $212,505 |
| 2023 | $1,597 | $114,985 | $0 | $0 |
| 2022 | $1,499 | $111,636 | $0 | $0 |
| 2021 | $1,472 | $108,384 | $0 | $0 |
| 2020 | $1,438 | $106,888 | $0 | $0 |
| 2018 | $1,378 | $102,537 | $0 | $0 |
| 2017 | $1,342 | $100,428 | $0 | $0 |
| 2016 | $1,303 | $98,362 | $0 | $0 |
| 2015 | $924 | $97,678 | $0 | $0 |
| 2014 | $1,228 | $96,903 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 04/06/2026 04/06/26 | Pending | -- | -- | -- | |
| 04/03/2026 04/03/26 | Price Changed | $332,000 | -0.9% | $216 / Sq Ft | |
| 03/18/2026 03/18/26 | Price Changed | $335,000 | -1.4% | $218 / Sq Ft | |
| 02/27/2026 02/27/26 | For Sale | $339,900 | +12.9% | $221 / Sq Ft | |
| 09/11/2023 09/11/23 | Sold | $301,000 | +0.4% | $196 / Sq Ft | View Prior Sale |
| 08/11/2023 08/11/23 | Pending | -- | -- | -- | |
| 07/29/2023 07/29/23 | For Sale | $299,900 | 0.0% | $195 / Sq Ft | |
| 06/17/2023 06/17/23 | Pending | -- | -- | -- | |
| 06/10/2023 06/10/23 | For Sale | $299,900 | -- | $195 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $301,000 | Sunbelt Title | |
| Warranty Deed | $145,900 | Sunbelt Title Agency | |
| Warranty Deed | $109,900 | -- | |
| Warranty Deed | $8,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $95,000 | New Conventional | |
| Previous Owner | $20,000 | New Conventional | |
| Previous Owner | $114,900 | No Value Available | |
| Previous Owner | $77,463 | Credit Line Revolving | |
| Previous Owner | $232,389 | New Conventional |
Source: Stellar MLS
MLS Number: L4959652
APN: 26-29-01-663569-000180
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Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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Ask me questions while you tour the home.