356 STERLING DRIVE Winter Haven, FL $ 339,900
356 STERLING DRIVE
$ 339,900
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356 STERLING DRIVE

Winter Haven, FL, 33884
$ 339,900
Bedrooms3 Baths2.0 Sq 1,535

Monthly Estimate*

$ 2,093

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Single Family Home for sale in Winter Haven, FL

for $339,900 with 3 bedrooms and 2 full baths. This 1,535 square foot home was built in 2001 on a lot size of 0.2.

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.

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Single Family Active

Price

$ 339,900

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 3,462

Style

Contemporary

Lot Size

0.2

Year Built

2001

Town/City

Winter Haven

County/Region

Polk

MLS | Web ID

L4959652

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Connected
Possession Negotiable
Roof Shingle
Appliances Dishwasher Dryer Electric Water Heater Microwave Range Refrigerator Washer
HOA Fee 287
Garage Spaces 2
Patio/Porch Features Patio Screened
Architectural Style Contemporary
Pool Features Gunite Screen Enclosure
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 2001
View Pool
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Assoc Fee Paid Per Annually
County Polk
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name BERRYHILL
Facing Direction West
Garage Y/N true
Other Structures Shed(s)
Total Rooms 8
Full Baths 2
Status Active
Directions Cypress Gardens Blvd to Cypress Gardens Rd - N on Cypress Gardens Rd - W on Cypress Gardens Rd - S on Sterling Dr - Make first left and take Sterling Dr to address
High School Winter Haven Senior
City WINTER HAVEN
Association Name Garrison Property Services
Senior Community Y/N false
MLS Area 33884 - Winter Haven / Cypress Gardens
Lot Size Units Square Feet
Lot Size Square Feet 8638
Carport Y/N false
Listing Terms Cash Conventional VA Loan
Elementary School Garden Grove Elem
Land Lease Y/N false
Tax Annual Amount 3462
Middle/Junior High School Denison Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/L4959652
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 18
Legal Description BERRYHILL PB 88 PG 48 & 49 LOT 18
Minimum Lease 1-2 Years
Water Access Y/N false
Monthly HOA Amount 23.92
Additional Rooms Great Room Inside Utility
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Ceiling Fan(s) Eating Space In Kitchen High Ceilings Primary Bedroom Main Floor Walk-In Closet(s)
Flooring Ceramic Tile
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Window Features Double Pane Windows Thermal Windows
Fireplace Y/N false
Half Baths 0
Laundry Features Inside Laundry Room
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Irrigation System Sliding Doors
Vegetation Mature Landscaping
Fencing Vinyl
Parking Features Driveway Garage Door Opener
Lot Features In County
Water Source Public
Lot Size Area 8638
Foundation Details Slab
Building Area Total 1968
Lot Dimensions 75 x 115
Lot Size Acres 0.2
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
The Stones Real Estate Firm

Broker

info@soldbystones.com

Email

Affordability Calculator

$2,381
Per Month
88%
12%
0%
Monthly Principal & Interest
$2,093
Monthly Property Taxes
$289
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Haven Senior High School High School
Pricing History
DatePricePrice ChangeDescription
2/27/2026$339,900 Listed Price

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356 STERLING DRIVE, Winter Haven, FL, 33884 is a Single Family Home for sale at $339,900 with 1,535 sqft and a lot size of 0.2. 356 STERLING DRIVE has 3 bedrooms, 2.0 baths, and was built in 2001. The property's zip code is 33884 which is in Winter Haven, FL