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356 Sterling Drive , Winter Haven, FL 33884

$339,900
New to the Market
BEDS3 BATHS2 full SQUARE FEET1,535 MLS#L4959652
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356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884

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356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884
356 Sterling Drive , Winter Haven, FL 33884

Property Description

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.

356 Sterling Drive | MLS# L4959652

This single family home located at 356 Sterling Drive , Winter Haven, FL 33884 is currently listed for sale with an asking price of $339,900. This property was built in 2001 and has 3 bedrooms and 2 full baths with 1535 sq. ft. Sterling Drive is located in the BERRYHILL subdivision. Search BERRYHILL real estate on www.signwithsanford.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Central, Electric
Home Style: Contemporary
Lot Size: 0.20 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $3,462
Year Built: 2001
Square Feet: 1,535

Amenities

Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Primary Bedroom Main Floor
Walk-In Closet(s)
Sliding Doors

Feature Descriptions

Additional Rooms: Great Room, Inside Utility
Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Days on Site: 3
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
Exterior: Block, Stucco
Fencing: Vinyl
Flood Zone Code: X
Flooring: Ceramic Tile
Foundation: Slab
Garage Dimensions: 20x20
HOA Fee: 287/ Annually
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, VA Loan
Lot: In County, Paved
Lot Dimensions: 0.2
Other Equipment: Irrigation Equipment
Other Structures: Shed(s)
Ownership: Fee Simple
Parking: Driveway, Garage Door Opener
Parking Notes: Driveway, Garage Door Opener
Patio/Porch: Patio, Screened
Pets Allowed: Yes
Pets Restrictions: Must contact HOA directly to confirm pet rules and restrictions.
Pool: Gunite, Screen Enclosure
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Combination Lock Box, ShowingTime
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Connected
Vegetation: Mature Landscaping
Water: Public
Water Access Y/N: No
Windows: Double Pane Windows, Thermal Windows

Room Sizes

Great Room: 15x21
Kitchen: 9x12
Dinette: 6x12
Primary Bedroom: 13x16
Primary Bathroom: 5x12
Bedroom 2: 12x16
Bedroom 3: 12x16
Bathroom 2: 5x8

Local Schools

High School: Winter Haven Senior
Middle School: Denison Middle
Elementary School: Garden Grove Elem

Listed By / Shown By

Listed By

Agency Name: THE STONES REAL ESTATE FIRM
Agency Contact: 863-412-2080

Shown By

Agent Name: The Sanford Group
Agent Phone: Cell: (904) 868-9651
Agency Title: Watson Realty Corp., REALTORS ®

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Estimate Your Payment

Estimated Payment

$ 2,026.69 per month $1,639.05 Principal & Interest $288.50 Property Tax $99.14 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/03/2026. The listing information on this page last changed on 03/03/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/03/2026 12:00:00 AM EST) or GAMLS (last updated Mon 03/02/2026 11:14:53 PM EST) or Stellar MLS (last updated Mon 03/02/2026 11:44:09 PM EST) or SPC MLS (last updated Mon 03/02/2026 11:20:25 PM EST) or Martin MLS (last updated Mon 03/02/2026 11:38:10 PM EST) or Indian River MLS (last updated Mon 03/02/2026 11:30:22 PM EST) or Daytona MLS (last updated Mon 03/02/2026 11:36:41 PM EST) or Northeast Florida MLS (last updated Mon 03/02/2026 11:58:41 PM EST) or Beaches MLS (last updated Mon 03/02/2026 11:55:48 PM EST) or BORMLS (last updated Mon 03/02/2026 11:14:58 PM EST) or Golden Isles MLS (last updated Mon 03/02/2026 11:26:31 PM EST) or Amelia/Nassau MLS (last updated Mon 03/02/2026 11:25:14 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/02/2026 11:42:21 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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