Movoto Real Estate
Sold on 04/21/2026
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1365 Windsor Dr, Clearwater, FL 33756

$419,000

Last sold 04/21/2026 after 19 Days

  • 2

    bed

  • 2

    bath

  • 1,202

    Sqft ($349/Sqft)

House not for sale

About 1365 Windsor Dr

Property type House
Neighborhood
Year built 1963
HOA fee $0/month
Lot size 10,163 Sqft
Movoto estimate
Parking 1 garage spaces
Rental estimate
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!
Listed by
Listing Agent - Jeremy Mayer
Listing Agent Contact: 407-709-6176
Listing Office - BLUE GECKO REALTY, LLC
Source: Stellar MLS mls logo
MLS#TB8492554 • last updated 5 months ago
Movoto checked Stellar MLS for data 14 minutes ago
Overview
Cooling/AC Central Air
Levels/Style One
Type Residential
Virtual Tour N/A
SubType Single Family Residence
Status Sold
MLS # TB8492554
SqFt 1202
Lot Size (Acres) 0.23
Lot Size (SqFt) 10163
Property Tax 3467
Year Built 1963
Interior
Total # Bathrooms 2
# Full Baths 2
# Bedrooms 2
Total # of Rooms 4
Laundry In Garage
Flooring Ceramic Tile
Interior Features Ceiling Fans(s)
Exterior
Exterior Rain Gutters, Sidewalk, Storage
Roof Shingle
Foundation Slab
Other Structures Shed(s)
# Garage Spaces 1
Parking Desc Driveway
Amenities / Utilities
Utilities Desc Cable Available, Electricity Connected, Fiber Optics, Public, Water Connected
Sewer Public Sewer
Security Features Smoke Detector(s)
Location
County Pinellas
Community Features Street Lights
Subdivision CHESTERFIELD HEIGHTS
APN 27-29-15-15084-000-1210
Directions US-19 - West On Belleair Rd - South On S Betty Ln - East On Stratford Dr - South On Windsor Dr
Lot/ Land Details
Vegetation Fruit Trees
Road Surface Type Asphalt
Road Responsibility Public Maintained Road
$402K
Range: $373K-$430K
Last 30 days 
Rental est.: $1,295/month
Gross rent multiplier: 27.0
  • May 2026
    mls logo MLS # TB8492554
  • May 21, 2026 Sold
    $419,000
  • Apr 23, 2026 Pending
    —
  • Apr 17, 2026 Price Change
    $419,000 (-2.3%)
  • Apr 11, 2026 Price Change
    $429,000 (-2.3%)
  • Apr 2, 2026 Listed
    $439,000 (+84.5%)
  • Nov 2017
    Public Records
  • Nov 29, 2017 Sold
    $238,000 (+16.1%)
  • Aug 2016
    Public Records
  • Aug 1, 2016 Sold
    $205,000
  • Jul 2016
    mls logo MLS # U7781521
  • Jul 29, 2016 Sold
    $205,000 (+5.1%)
  • Jul 25, 2016 Pending
    —
  • Jun 19, 2016 Active With Contract
    —
  • Jun 17, 2016 Listed
    $195,000 (+25.8%)
  • Mar 2005
    Public Records
  • Mar 30, 2005 Sold
    $155,000
  • Year Property taxes Tax assessment
  • 2025
    $3,467 +6.1%
    $237,065 +2.9%
  • 2024
    $3,267 +2.1%
    $230,384 +3.0%
  • 2023
    $3,200 +0.6%
    $223,674 +3.0%
  • 2022
    $3,182 -1.1%
    $217,159 +3.0%
  • 2021
    $3,217 -3.9%
    $210,834 +1.4%
  • 2020
    $3,349 +2.0%
    $207,923 +2.3%
  • 2019
    $3,284 +1.0%
    $203,248 +1.9%
  • 2018
    $3,252 +12.7%
    $199,458 +8.36%
  • 2017
    $2,886 +212.0%
    $184,065 +115.45%
  • 2016
    $925 -1.6%
    $85,434
  • 2015
    $939 +1.7%
    —
  • 2014
    $924
    —
  • 1365 Windsor Dr
    $419K
  • Largo
    $325K
  • 33756
    $425K +9% y/y
  • Clearwater
    $289K -3% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
1369 Windsor Dr, Clearwater, FL 33756 $429,000 3/2 1,231 0.02
1361 Windsor Dr, Clearwater, FL 33756 $425,000 3/2 1,285 0.02
1366 Chesterfield Dr, Clearwater, FL 33756 $575,000 —/3 1,838 0.02
1368 Chesterfield Dr, Clearwater, FL 33756 $317,000 —/2 1,148 0.02
1370 Chesterfield Dr, Clearwater, FL 33756 $349,000 —/2 1,073 0.02
1366 Windsor Dr, Clearwater, FL 33756 $442,000 3/2 1,326 0.03
1373 Windsor Dr, Clearwater, FL 33756 $415,000 —/2 1,219 0.03
1362 Chesterfield Dr, Clearwater, FL 33756 $396,000 3/1 1,208 0.03

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

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8/10
5/10
Largo High School
public Grades PK, 9-12
Pinellas
4/10
Largo Middle School
public Grades 6-8
Pinellas
Source: GreatSchools.org © 2026. All rights reserved.

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