Townhouse at 8936 SYDNEY AVE, KISSIMMEE
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57 photos

$445,000

8936 SYDNEY AVE
KISSIMMEE, FL 34747
Listed by Paula Maestrini · EMPIRE NETWORK REALTY
Bedrooms
5
Bathrooms
4.5
Living area
2,263 sqft
Year built
2019

About this home

Beautiful fully furnished vacation home located in the highly desirable Windsor at Westside Resort. This property offers an open floor plan, private screened pool and spa, and access to world-class community amenities including clubhouse, resort-style pool, fitness center, playground, and sports courts. Zoned for short-term rental, making it ideal for investors or as a second home. Conveniently located near major highways, shopping, dining, and Orlando’s top attractions. HOA includes cable, internet, lawn care, and resort amenities. Buyer to verify all information, including rental restrictions and HOA requirements.

Highlights

Private pool

Property details

MLS #
MFRO6374304
Property type
Townhouse
Subdivision
WINDSOR AT WESTSIDE PH 3
Status
Active
Days on market
122
On market date
January 20, 2026
Stories
N/A
Total bathrooms
4.5
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.06 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
WESTSIDE K-8 SCHOOL
0.26 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,882
Student:teacher ratio
18.1:1
District
OSCEOLA
Middle
WATER SPRING MIDDLE SCHOOL
7.26 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
403
Student:teacher ratio
20.2:1
District
ORANGE
HighCharter
FOUR CORNERS UPPER SCHOOL
2.88 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
Not yet rated
Local Score not yet available for this school
Enrollment
1,297
District
OSCEOLA

Walkability

Blended score for KISSIMMEE's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

26
Car-dependent
out of 100
EPA National Walkability Index
7.2 / 20 -- Below average walkable
Google Places amenity density
10 / 100
Restaurants & cafes2
Grocery stores0
Parks1
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in KISSIMMEE, from live MLS data.

On the market 122 days -- 21 more days than KISSIMMEE's current average of 101 days.
For reference, the median list price across 5,068 active listings in KISSIMMEE right now is $315,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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%
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Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$2,830/mo
$89,000 down
$356,000 loan
Principal & interest$2,309
Property tax (est.)$371
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated May 22, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.