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$439,000 Just Listed
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Property Description
Welcome to this beautifully maintained 2-bedroom, 2-bath, single-story, solar-heated pool home that truly checks all the boxes! Nestled on a well-groomed, manicured lot in a quiet neighborhood surrounded by pride of ownership, this property offers the perfect blend of comfort, efficiency, and Florida lifestyle living. Step outside to your private screened-in in-ground pool, solar-heated when needed, featuring brand-new screening (2025), and a freshly painted pool deck (2025), all ideal for relaxing or entertaining year-round. The pool pump was replaced in 2022. Inside, the home continues to impress with thoughtful updates throughout. The kitchen has been refreshed with a new dishwasher and refrigerator (2025), while additional upgrades include newer attic insulation for improved energy efficiency (2020), an electric water heater replaced in 2023, and new ceiling fans installed in 2023 for added comfort. The fencing was partially replaced in 2023 and the yard provides privacy and space for pets or play. This home also features a long list of previous improvements including roof (2015), AC (2016), impact (hurricane) solar windows (2013), and paver driveway (2013). Paver driveway and front patio were just cleaned, re-sanded, and sealed in 2025. A convenient 8x10 shed with electricity offers additional storage or workspace. This is an extraordinary neighborhood with very very little traffic, almost no through traffic. Location is key, and this home delivers! It's just a short drive to beautiful beaches, shopping, dining, and the airport, making everyday living and weekend adventures a breeze. Don't miss your opportunity to own this move-in ready Florida gem! Schedule your private tour today!
Full Property Details
Full Property Details for 1365 Windsor Dr
General
- Price: $439,000
- Taxes: $3,467 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: TB8492554
- Updated: 4/2/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 4
- Interior Features: Ceiling Fan(s)
- Appliances: Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: In Garage
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, In Ground, Lighting, Pool Sweep, Solar Heat
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: Rain Gutters, Sidewalk, Storage
- Deck/Patio: Covered, Deck, Front Porch, Patio, Screened
- Porch/Patio/Deck: Covered, Deck, Front Porch, Patio, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Covered Spaces: 1
- Parking Features: Driveway
Location
- Area: 33756 - Clearwater/Belleair
- County: Pinellas
- Development Name: 33756 - Clearwater/Belleair
- Subdivision: CHESTERFIELD HEIGHTS
- Driving Directions: US-19 - west on Belleair Rd - south on S Betty Ln - east on Stratford Dr - south on Windsor Dr
- Direction Faces: Southeast
Community
- Community Name: 33756 - Clearwater/Belleair
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric, Heat Pump
Utilities
- Sewer: Public Sewer
- Water: Public, Well
- Utility Description: Cable TV Available, Electricity Connected, Fiber Optics, Public, Street Lights, Water Connected
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Blinds, Double Pane Windows
- Stories/Levels: One
- Square Feet: 1,202
- Sq. Ft. Source: Public Records
- Year Built: 1963
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size (Acres): 0.23
- Lot Size (Sq. Ft.): 10,163
- Lot Size: 10163
- Street/Road Desc.: Asphalt
- Fencing (Description): Fenced, Vinyl, Wood
Financial Considerations
- Assoc Fee Desc.: None
- Tax Amount: $3,467
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: CHESTERFIELD HEIGHTS LOT 121
- Flood Zone Info: X
- APN: 272915150840001210
- Property ID: 272915150840001210
Listed by Blue Gecko Realty, Llc
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Schools
Schools serving 1365 Windsor Dr
School District:Pinellas County School District
| Name | Grades | Distance |
|---|---|---|
Ponce De Leon Elementary School, Clearwater, FL 1301 Ponce De Leon Boulevard, Clearwater, FL 33756 | PK-5 | 0.3 mi |
Largo High School 410 Missouri Avenue North, Largo, FL 33770 | 9-12 | 0.9 mi |
Largo Middle School 155 8th Avenue Southeast, Largo, FL 33771 | 6-8 | 1.7 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 1365 Windsor Dr
Date
Details
Price
Change
Source
4/02/2026
Listed
$439,000
84.45%
MLS
11/27/2017
Sold
$238,000
—
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 1365 Windsor Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,467
6%
$237,065
3%
2024
$3,267
2%
$230,384
3%
2023
$3,200
-1%
$223,674
6%
2021
$3,217
1%
$210,834
-3%
2022
$3,182
-1%
$217,159
4%
2021
$3,217
-2%
$207,923
2%
2019
$3,284
1%
$203,248
2%
2018
$3,252
13%
$199,458
8%
2017
$2,886
212%
$184,065
115%
2016
$925
-1%
$85,434
1%
2015
$939
2%
$84,840
1%
2014
$924
1%
$84,167
2%
2013
$911
—
$82,923
—
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 1365 Windsor Dr
1365 Windsor Drive, Clearwater, FL 33756 (MLS# TB8492554) is a Single Family property with 2 bedrooms and 2 full bathrooms. 1365 Windsor Drive is currently listed for $439,000 and was received on April 02, 2026. Want to learn more about 1365 Windsor Drive? Do you have questions about finding other Single Family real estate for sale in Clearwater? You can browse all Clearwater real estate or contact a Coldwell Banker agent to request more information.

