Jenni Thompson
Responds Quickly
KELLER WILLIAMS REALTY
(863) 617-7215
102 Total Sales
1 in Southeast Winterhaven
$349,000 Price
356 Sterling Dr Winter Haven, FL 33884
Southeast Winterhaven Neighborhood
3
Beds
2
Baths
1,535
Sq Ft
8,638
Sq Ft Lot
Highlights
- Screened Pool
- Contemporary Architecture
- High Ceiling
- Frank E. Brigham Academy Rated 9+
- Main Floor Primary Bedroom
- Pool View
About This Home
As of June 2026Clean, 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.
Last Agent to Sell the Property
THE STONES REAL ESTATE FIRM Brokerage Phone: 863-412-2080 License #3103005 Listed on: 02/27/2026
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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
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
- Park Lake Property Management / Jonathan Turner Association, Phone Number (863) 508-1072
- Berryhill Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 18
- Assessor Parcel Number 26-29-01-663569-000180
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Feb 27, 2026
Closed on
Jun 26, 2026
Sold by
Bought by
Seller's Agent
Michael Stone
THE STONES REAL ESTATE FIRM
Buyer's Agent
Angela Perkins
LPT REALTY, LLC
List Price
$339,900
Sold Price
$330,000
Premium/Discount to List
-$9,900
-2.91%
Views
89
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-3.88%
Original Mortgage
$324,022
Outstanding Balance
$324,022
Interest Rate
6.36%
Mortgage Type
FHA
Estimated Equity
$3,764
Purchase Details
Listed on
Jun 10, 2023
Closed on
Sep 7, 2023
Sold by
Bought by
Seller's Agent
Markus W Khalil
LPT REALTY, LLC
Buyer's Agent
Joseph Aponte
KELLER WILLIAMS ADVANTAGE III
List Price
$299,900
Sold Price
$301,000
Premium/Discount to List
$1,100
0.37%
Views
164
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
3.35%
Original Mortgage
$95,000
Interest Rate
6.9%
Mortgage Type
New Conventional
Purchase Details
Closed on
Jun 22, 2004
Sold by
Bought by
Purchase Details
Closed on
Oct 22, 2001
Sold by
Bought by
Purchase Details
Closed on
Oct 11, 2000
Sold by
Bought by
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Southeast Winterhaven, FL
-
Jenni Thompson
-
Brigittia Nickel-Long
Brigittia Nickel-Long
FLORIDA EXECUTIVE REALTY
(813) 437-5249
93 Total Sales
2 in Southeast Winterhaven
$380K - $429K Price Range
-
Lindsey Fowkes
Lindsey Fowkes
RE/MAX COLLECTIVE
(813) 730-4573
142 Total Sales
1 in Southeast Winterhaven
$488,000 Price
-
Ariel Vargas
Ariel Vargas
EXP REALTY LLC
(321) 320-9671
485 Total Sales
2 in Southeast Winterhaven
$300K - $330K Price Range
-
JAY Caballer
JAY Caballer
HOMETRUST REALTY GROUP
(813) 491-8942
75 Total Sales
1 in Southeast Winterhaven
$281,996 Price
-
Axel Colon
Axel Colon
Responds QuicklyG FIRST REALTY LLC
(689) 220-6981
123 Total Sales
1 in Southeast Winterhaven
$275,990 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $330,000 | None Listed On Document | |
| Warranty Deed | $301,000 | Sunbelt Title | |
| Warranty Deed | $145,900 | Sunbelt Title Agency | |
| Warranty Deed | $109,900 | -- | |
| Warranty Deed | $8,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $324,022 | FHA | |
| Previous Owner | $95,000 | New Conventional |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/26/2026 06/26/26 | Sold | $330,000 | -0.6% | $215 / Sq Ft | |
| 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 |
Source: Stellar MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $2,656 | $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 |
Source: Public Records
Agents Affiliated with this Home
-
Michael Stone
Seller's Agent in 2026
Michael Stone
THE STONES REAL ESTATE FIRM
(863) 412-9733
56 in this area
215 Total Sales
-
Deanna Stone
Seller Co-Listing Agent in 2026
Deanna Stone
THE STONES REAL ESTATE FIRM
(863) 412-2080
57 in this area
215 Total Sales
-
Angela Perkins
Buyer's Agent in 2026
Angela Perkins
LPT REALTY, LLC
(863) 318-9176
4 in this area
36 Total Sales
-
Markus W Khalil
MK
Seller's Agent in 2023
Markus W Khalil
LPT REALTY, LLC
(407) 929-3450
2 in this area
16 Total Sales
-
Joseph Aponte
JA
Buyer's Agent in 2023
Joseph Aponte
KELLER WILLIAMS ADVANTAGE III
(407) 285-9971
2 in this area
57 Total Sales
Map
Source: Stellar MLS
MLS Number: L4959652
APN: 26-29-01-663569-000180
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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. Some IDX listings have been excluded from this website. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.
Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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