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Overview

3 bd3 ba1,380 sqftTownhouse
TypeTownhouse
HOA$185/mo
Built1999
Lot871 sqft
Living area1,380 sqft
Price / sqft$178

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)High CeilingsLiving Room/Dining Room ComboPrimarybedroom UpstairsThermostatLightingSidewalkCommunity Mailbox

1647 Windsor Oak CT is a 1999-built home in Windsor Oaks, Kissimmee. Inside you'll find 3 bedrooms, 3 bathrooms, and 1,380 square feet of living space. Listed at $245,000 (about $178/sqft), 377 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $185 monthly.

From the listing

This townhome is located in a gated community with a community pool. The open kitchen connects seamlessly to the spacious living room, complemented by a rear screened porch. Upon entering, you'll find a downstairs bedroom and a powder room. The main floor consists of an open living and dining area and a well-equipped kitchen, followed by two bedrooms and two full bathrooms upstairs. The home also features an enclosed indoor laundry room, and the unit's roof is new. Conveniently located near shopping, US 192, Valencia Community College, and a public water park, this property is close to Denn John High School and Mill Creek Elementary School. Ideal for settling in, this home has low monthly payments. To schedule a showing, please see showings remark. Daytime showings are preferred. The seller is open to negotiations.

The essentials

Built
1999
Price / sqft
$178
On market
377 days
Annual tax
$2,492
HOA
$185/mo
Flood zone
X · Low risk
Lot
871 sqft
Type
Townhouse

At a glance

Townhouse
Built 1999
Community pool
Shared amenity
1,380 sqft
Living area

Payment

Est. monthly payment
$1,793/mo
Down payment (20%)
$49,000
Property taxes
$208/mo
HOA
$185/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Townhouse
Year Built
1999
Lot
871 sqft
Cooling
Central Air
Heating
Electric
Parking
-
Days on Market
377
Ceiling Fans(s)
High Ceilings
Living Room/Dining Room Combo
Primarybedroom Upstairs
Thermostat
Lighting
Sidewalk
Community Mailbox
Gated Community - No Guard
No Truck/Rv/Motorcycle Parking
Pool
Sidewalks
Street Lights
Dishwasher
Disposal
Electric Water Heater
Microwave
Range
Refrigerator
Elementary
Mill Creek Elem (K 5)
Middle
Denn John Middle
High
Gateway High School (9 12)

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone X
Annual Tax (2024)
$2,492
Parcel #
14-25-29-2365-0001-0260

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Windsor Oaks
County
Osceola
MLS Area
34744 - Kissimmee
Lot Size
871 sqft
HOA
$185/mo
LESLIE LUDLAM

Price history

Date
Event
Price
3/26/2026
Price change
Source: Stellar MLS #S5134784
$245,000-0.8%
$178/sqft
-
Price change
Source: Stellar MLS #S5134784
$247,000-6.4%
$179/sqft
9/29/2025
Listed for sale
Source: Stellar MLS #S5134784
$264,000
$191/sqft

Neighborhood

1647 Windsor Oak CT
Kissimmee, FL, 34744 · 34744 - Kissimmee

Market insights

Offer Insights

Choose an offer strength

List price: $245,000
$245,000
99.5% – 100% of listTops out right at the list price
80% of listList price
63 of the last 87 townhouse or villa closings in 34744 landed at this number or higher (72%). The median one sat 36 days before it went under contract, and this one is on day 377 after a $19,000 cut.

Sample: 87 closed townhouse or villa sales in 34744 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$1,793/mo
Principal & interest$1,278
Property taxes$208
Insurance$123
HOA$185
Down payment20% · $49,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$245,000

$178 per sq ft

Beds and baths

3 beds, 3 baths

Size

1,380 sq ft

Time on market

377 days

Year built

1999

Monthly payment

About $1,793/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $2,492 annual tax bill, insurance, and the $185/mo HOA fee.

HOA fee

$185/mo

Managed by LESLIE LUDLAM.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

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Brokered byADVISERS REALTY & MANAGEMENTListing agent: Marcos PicconeListing data from Stellar MLS, MLS# S5134784.

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