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Property for sale at 8927 SYDNEY AVENUE, KISSIMMEE, FL, 34747

8927 Sydney AvenueKissimmee, FL, 34747

5beds
5baths
2,263sqft
Townhouse
Built in 2019
$538 Monthly HOA Fee
$390,000
Sold
Price per sqft
$172
Sold on
Feb 20, 2026
MLS #G5104404Updated Feb 23, 2026

About this property

"'Big Price Improvement!!"-- Motivated Seller! EVERYTHING IS LIKE NEW! HIGHLY PERFORMING SHORT-TERM-RENTAL. VACANT NOW! Discover the perfect blend of investment potential and resort-style living with this stunning and fully furnished 5-bedroom, 4.5-bathroom townhome located in the highly sought-after, guard-gated Windsor at Westside Resort—one of Central Florida’s premier vacation rental destinations just minutes from Disney World. Offered turnkey and professionally decorated, this home transfers with all future reservations, giving you a seamless, income-generating opportunity from day one. Step inside to over 2,000 sq ft of bright, open living space, designed with comfort and style in mind. The open-concept main level features a sleek, modern kitchen equipped with granite countertops, stainless steel appliances, premium cabinetry, and a large island perfect for entertaining family, friends, or guests. The spacious living and dining areas flow effortlessly onto your private, screened-in pool, ideal for unwinding after a day at the parks or soaking up the Florida sun. Upstairs, enjoy a generous loft along with four additional bedrooms—including multiple en-suites—delivering ample privacy and comfort for groups of all sizes. Whether you’re hosting vacationers or settling in with your own family, the thoughtful layout ensures everyone has room to relax.Outside your door, follow the paved walkway to the heart of the community: Windsor at Westside’s Mediterranean-inspired clubhouse and recreation center, offering an unmatched lineup of resort-style amenities. Enjoy a lagoon-style pool, lazy river, water slide, kids’ splash zone, fitness center, arcade, sports courts, outdoor lounge with fireplace, and even an on-site restaurant and bar—all designed to delight guests of every age and guarantee strong rental demand year-round. HOA services include lawn care, internet, daily trash service, and 24-hour security, allowing you and your guests to focus solely on relaxation and fun. Perfectly positioned near Disney World, Margaritaville, Sunset Walk, US-192, and I-4, you’ll have quick access to world-class attractions, dining, shopping, and entertainment. Whether you’re seeking a profitable short-term rental, a vacation retreat, or a primary residence with resort amenities, this property checks every box. With its prime location, luxury finishes, proven booking history, and full access to Windsor at Westside’s world-class amenities, this home offers both an exceptional lifestyle and a smart investment opportunity. Don’t miss your chance to own a slice of paradise—schedule your private showing today and experience the resort lifestyle for yourself!

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Property details

Property type
Townhouse
Street address
8927 Sydney Avenue
City
Kissimmee
State
FL
ZIP code
34747
Year built
2019
New construction
No
Faces
South
Rooms
8
Building stories
2
Living area
2,263 sqft
Total building area
2,614 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 16, 2026 at 8:02 PM EDT

Price & sale history

EventPrice
SoldMLS #G5104404$390,000
Price reducedMLS #G5104404$399,000Change: −4.5%−$19,000
Listed for saleMLS #G5104404$418,000
History may be incomplete.
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Property for sale at 8927 SYDNEY AVENUE, KISSIMMEE, FL, 34747
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