1365 WINDSOR DRIVE CLEARWATER FL 33756 MLS #TB8492554

1365 WINDSOR DRIVE
CLEARWATER, FL, 33756
$419,000
2 Beds
2 Baths
1,202 SqFt
0.23 Acres
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MLS #TB8492554 image #0
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 8×10 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!

Property Details

Price:
$419,000
MLS #:
TB8492554
Status:
Active
Beds:
2
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
CHESTERFIELD HEIGHTS
Neighborhood:
33756clearwaterbelleair
Listed Date:
Apr 2, 2026
Finished Sq Ft:
1,202
Total Sq Ft:
1,745
Lot Size:
10,163 sqft / 0.23 acres (approx)
Year Built:
1963
Pool33756 – Clearwater/belleair33756clearwaterbelleairChesterfield HeightsNo Minimum

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Schools

Interior

Appliances
Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile
Heating
Central, Electric, Heat Pump
Interior Features
Ceiling Fan(s)
Laundry Features
In Garage
Levels
One

Exterior

Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
1
Direction Faces
Southeast
Exterior Features
Rain Gutters, Sidewalk, Storage
Fencing
Fenced, Vinyl, Wood
Garage Spaces
1
Open Parking YN
1
Other Structures
Shed(s)
Parking Features
Driveway
Patio And Porch Features
Covered, Deck, Front Porch, Patio, Screened
Roof
Shingle
Security Features
Smoke Detector(s)
Window Features
Blinds, Double Pane Windows

Financial

Tax Year
2025
Taxes
$3,467

Map

Community

Subdivisions in CLEARWATER

Market Summary

Current real estate data for Single Family in CLEARWATER as of Apr 18, 2026
564
Single Family Listed
97
Avg DOM
326
Avg $ / SqFt
$603,035
Avg List Price

Property Summary

    Located in the CHESTERFIELD HEIGHTS subdivision, 1365 WINDSOR DRIVE CLEARWATER FL is a Single Family for sale in CLEARWATER, FL, 33756. It is listed for $419,000 and features 2 beds, 2 baths, and has approximately 1,202 square feet of living space, and was originally constructed in 1963. The current price per square foot is $349. The average price per square foot for Single Family listings in CLEARWATER is $326. The average listing price for Single Family in CLEARWATER is $603,035.

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1365 WINDSOR DRIVE
CLEARWATER, FL