1365 WINDSOR DRIVE Clearwater, FL $ 439,000
1365 WINDSOR DRIVE
$ 439,000
Recently Listed
Share Save

1365 WINDSOR DRIVE

Clearwater, FL, 33756
$ 439,000
Bedrooms2 Baths2.0 Sq 1,202

Monthly Estimate*

$ 2,703

1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 1
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 2
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 3
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 4
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 5
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 6
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 7
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 8
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 9
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 10
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 11
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 12
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 13
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 14
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 15
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 16
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 17
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 18
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 19
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 20
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 21
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 22
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 23
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 24
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 25
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 26
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 27
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 28
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 29
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 30
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 31
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 32
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 33
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 34
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 35
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 36
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 37
1365 WINDSOR DRIVE, Clearwater, FL 33756 - Image 38

Single Family Home for sale in Clearwater, FL

for $439,000 with 2 bedrooms and 2 full baths. This 1,202 square foot home was built in 1963 on a lot size of 0.23.

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!

See more

Single Family Active

Price

$ 439,000

Bedrooms

2

Full Bath

2

Property Type

Single Family

Taxes

$ 3,467

Style

Single Family Residence

Lot Size

0.23

Year Built

1963

Town/City

Clearwater

County/Region

Pinellas

MLS | Web ID

TB8492554

Features
General
Sewer Public Sewer
Heating Central Electric Heat Pump
Cooling Central Air
Utilities Cable Available Electricity Connected Fiber Optics Public Street Lights Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Electric Water Heater Microwave Range Refrigerator
Garage Spaces 1
Patio/Porch Features Covered Deck Front Porch Patio Screened
Pool Features Gunite Heated In Ground Lighting Pool Sweep Solar Heat
Security Features Smoke Detector(s)
Construction Materials Block Stucco
Year Built 1963
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Pinellas
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name CHESTERFIELD HEIGHTS
Facing Direction Southeast
Garage Y/N true
Other Structures Shed(s)
Total Rooms 4
Full Baths 2
Status Active
Directions US-19 - west on Belleair Rd - south on S Betty Ln - east on Stratford Dr - south on Windsor Dr
City CLEARWATER
Senior Community Y/N false
MLS Area 33756 - Clearwater/Belleair
Lot Size Units Square Feet
Lot Size Square Feet 10163
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 3467
Home Warranty Y/N false
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 121
Legal Description CHESTERFIELD HEIGHTS LOT 121
Minimum Lease No Minimum
Water Access Y/N false
Additional Rooms Inside Utility
Water View Y/N false
Flood Zone Code X
See more
Interior
Interior Amenities Ceiling Fan(s)
Flooring Ceramic Tile
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Double Pane Windows
Fireplace Y/N false
Half Baths 0
Laundry Features In Garage
Total Bedrooms 2
Total Baths 2
See more
Exterior
Exterior Amenities Rain Gutters Sidewalk Storage
Vegetation Fruit Trees
Fencing Fenced Vinyl Wood
Parking Features Driveway
Water Source Public Well
Lot Size Area 10163
Foundation Details Slab
Building Area Total 1745
Lot Size Acres 0.23
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 1
Road Responsibility Public Maintained Road
See more
* Excluded Features
List By
Blue Gecko Realty, Llc

Broker

Jeremy@JeremyMayer.us

Email

Affordability Calculator

$2,992
Per Month
90%
10%
0%
Monthly Principal & Interest
$2,703
Monthly Property Taxes
$289
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
4/3/2026$439,000 Listed Price

Map


See all

1365 WINDSOR DRIVE, Clearwater, FL, 33756 is a Single Family Home for sale at $439,000 with 1,202 sqft and a lot size of 0.23. 1365 WINDSOR DRIVE has 2 bedrooms, 2.0 baths, and was built in 1963. The property's zip code is 33756 which is in Clearwater, FL