For sale by owner

$300,000

1655 Windsor Oak Ct, Kissimmee, FL 34744

3beds

1,281sqft

$2,155/mo

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Townhouse

Built in 2000

2,221 Square Feet Lot

$235,600 Zestimate^®

$234/sqft

$180/mo HOA

What's special

Two master suitesOpen floor planTile and laminate floorsFully enclosed patio

? Beautifully upgraded 3 bed · 3 bath townhome with two master suites and a fully enclosed patio! ? Fresh interior paint (2025) ? Open floor plan, tile & laminate floors ? Quiet Windsor Oaks community · HOA ˜ $180/mo Move-in ready & close to schools, shopping, and major highways!

41 days

600

14

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 3
Full bathrooms: 3

Heating

Other

Cooling

Central

Features

Flooring: Tile

Interior area

Total interior livable area: 1,281 sqft

Property

Parking

Parking features: On-street

Features

Exterior features: Stucco, Cement / Concrete

Lot

Size: 2,221 Square Feet

Details

Parcel number: 142529236500010220

Construction

Type & style

Home type: Townhouse
Architectural style: Conventional

Materials

Foundation: Footing
Roof: Composition

Condition

New construction: No
Year built: 2000

Community & HOA

HOA

Has HOA: Yes
HOA fee: $180 monthly

Location

Region: Kissimmee

Financial & listing details

Price per square foot: $234/sqft
Tax assessed value: $188,900
Annual tax amount: $2,589
Date on market: 6/23/2026

Estimated market value

$235,600

$221,000 - $247,000

$1,980/mo

Price history

Date	Event	Price
6/23/2026	Listed for sale	$300,000-4.8%$234/sqft
Source: Owner Report a problem
11/25/2025	Listing removed	--
Source: Owner Report a problem
11/3/2025	Listed for sale	$315,000+281.8%$246/sqft
Source: Owner Report a problem
5/29/2001	Sold	$82,500$64/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$2,589 +6.3%	$188,900 -1.8%
2024	$2,436 +1190.4%	$192,400 +14%
2023	$189 -8.9%	$168,800 +11.8%
2022	$207 -1.6%	$151,000 +11.7%
2021	$211 +0.2%	$135,200 +7.9%
2020	$210 +0.2%	$125,300 +20.2%
2019	$210	$104,200 +91.4%
2018	$210 +0.5%	$54,449 +2.1%
2017	$209 -1.4%	$53,330 +2.1%
2016	$212 +1.4%	$52,234 +0.7%
2015	$209 -3.7%	$51,871 +0.8%
2014	$217	$51,460 +1.5%
2013	--	$50,700 -0.8%
2012	--	$51,100 -6.1%
2011	--	$54,400 -8%
2010	--	$59,100 -45.1%
2009	--	$107,600 -18.8%
2008	--	$132,450 -3%
2007	--	$136,550
2006	--	$136,550 +73.3%
2005	--	$78,800 +8.7%
2004	--	$72,500
2003	--	$72,500 -2.7%
2002	$995 -36.1%	$74,500 -2.6%
2001	$1,557	$76,500

Find assessor info on the county website

Monthly payment

Est. payment

Payment breakdown

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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included

All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.

HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.

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