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$260,000
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Property Description
Short Sale. Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this 3-bedroom, 2-bath move-in ready home located in the peaceful and sought-after SE Winter Haven area! Situated on an OVERSIZED corner lot, this home features a fully fenced backyard, high ceilings, and ceramic tile flooring throughout the main living spaces. You'll love the screened-in lanai and Private Pool-perfect for relaxing or entertaining year-round. The kitchen boasts custom cabinetry, a cozy dinette with wraparound windows, and direct access to an oversized garage. The spacious master bedroom features a walk-in closet, while the additional bedrooms are ideal for family or guests. This home has AMAZING POTENTIAL and nestled in a quiet, well-kept neighborhood, just minutes from Legoland and all of Central Florida's top attractions. Call today to schedule your private showing-this home is priced to sell and won't last long!
Full Property Details
Full Property Details for 307 Sterling Dr
General
- Price: $260,000
- HOA FEE: $24/month
- HOA FEE FREQ.: Annually
- Taxes: $3,343 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: S5150673
- Updated: 5/27/2026
- Added to Site: 46 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 3
- Interior Features: Kitchen and Family Room Combination
- Appliances: Dishwasher, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Ceramic Tile, Laminate
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
Exterior
- Exterior Features: Lighting, Sidewalk
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 33884 - Winter Haven / Cypress Gardens
- County: Polk
- Development Name: 33884 - Winter Haven / Cypress Gardens
- Subdivision: BERRYHILL
- Driving Directions: Take 429 to I-4 Take the exit onto I-4 W toward Tampa Take exit 55 to merge onto US-27 S/US Hwy 27 S Merge onto US-27 S/US Hwy 27 S Pass by 7-Eleven (on the right in 0.8 mi) Turn right onto FL-540 W Turn right onto Cypress Gardens Rd Turn left onto Sterling Dr
- Direction Faces: East
Community
- Community Name: 33884 - Winter Haven / Cypress Gardens
- Association: Yes
- Assoc. Name: Garrison Property Services
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Phone Available
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 1,444
- Sq. Ft. Source: Public Records
- Year Built: 1997
Lot Features
- Lot Size (Acres): 0.18
- Lot Size (Sq. Ft.): 7,958
- Lot Size: 7958
- Lot Dimensions: 81 x 91
- Street/Road Desc.: Paved
Financial Considerations
- Association Fee: $287
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $3,343.08
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: Short Sale
- Legal Description: BERRYHILL PB 88 PG 48 & 49 LOT 53
- Flood Zone Info: X
- APN: 262901663569000530
- Property ID: 262901663569000530
Listed by Keller Williams Advantage Iii
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Schools
Schools serving 307 Sterling Dr
School District:Polk County School District
| Name | Grades | Distance |
|---|---|---|
Garden Grove Elementary School 4599 Cypress Gardens Road, Winter Haven, FL 33884 | PK-5 | 0.6 mi |
Denison Middle School 400 Avenue A Southeast, Winter Haven, FL 33880 | 6-8 | 3.8 mi |
Winter Haven Senior High School 600 6th Street Southeast, Winter Haven, FL 33880 | 9-12 | 3.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 307 Sterling Dr
Date
Details
Price
Change
Source
5/27/2026
Listed
$260,000
-22.39%
MLS
12/28/2023
Sold
$335,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 307 Sterling Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,537
-35%
$231,866
-3%
2024
$3,892
111%
$240,163
73%
2023
$1,847
8%
$138,499
6%
2021
$1,717
-1%
$130,549
-3%
2022
$1,743
2%
$134,465
4%
2021
$1,717
4%
$128,747
2%
2019
$1,649
—
$125,852
2%
2017
$1,648
—
$123,505
2%
2017
$1,648
2%
$120,965
2%
2016
$1,610
-24%
$118,477
7%
2015
$2,130
-4%
$111,134
-6%
2014
$2,216
82%
$118,219
29%
2013
$1,216
—
$91,441
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 307 Sterling Dr
307 Sterling Drive, Winter Haven, FL 33884 (MLS# S5150673) is a Single Family property with 3 bedrooms and 2 full bathrooms. 307 Sterling Drive is currently listed for $260,000 and was received on May 27, 2026. Want to learn more about 307 Sterling Drive? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.

