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Property for sale at 2704 WINDING RIDGE AVENUE S, KISSIMMEE, FL, 34741
Property for sale at 2704 WINDING RIDGE AVENUE S, KISSIMMEE, FL, 34741
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2704 Winding Ridge Avenue SKissimmee, FL, 34741

4beds
3baths
2,021sqft
Single Family Residence
Built in 1984
$305 Annually HOA Fee
$365,000
For sale
Price per sqft
$181
Days on market
3
Listed Oct 5, 2026
MLS #O6447274Updated Oct 6, 2026

About this property

Not every house needs to be brand new to be the right house. Sitting on a quiet cul-de-sac in Shadow Bay, this 4-bedroom, 3-bath pool home has more than 2,000 square feet, a layout with personality, and plenty of room for the next owner to make it their own. Vaulted ceilings, exposed wood beams and an open staircase give the main living spaces architectural character you simply don’t find in every home. The first floor includes the primary suite plus an additional bedroom and full bath, while two more bedrooms and a third bath are upstairs, creating a flexible layout for family, guests or a home office. Out back, a large screened-in pool and covered patio take center stage, with a fenced backyard and plenty of space to enjoy Florida living. The home also offers a two-car garage, new fencing installed in 2022 and a new roof installed in 2020, taking two meaningful exterior items off the future to-do list. And a refreshingly low HOA of only $305 per year. The location puts you close to the best of Kissimmee, with easy access to US-192, shopping, dining, schools and major roadways, plus Walt Disney World and Orlando’s attractions within easy reach. This isn't a cookie-cutter renovation where someone else chose every finish for you. It's a home with good bones, real square footage and plenty of potential for someone ready to bring their own vision to it. Update a little at a time or come in with a plan and make it entirely your own. Either way, the space, pool, layout and location give you a solid place to start.

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Property details

Property type
Single Family Residence
Street address
2704 Winding Ridge Avenue S
City
Kissimmee
State
FL
ZIP code
34741
Year built
1984
New construction
No
Faces
North
Rooms
9
Living area
2,021 sqft
Total building area
2,913 sqft
Levels
One

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 8, 2026 at 4:01 AM EDT

Price & sale history

EventPrice
Listed for saleMLS #O6447274$365,000
SoldMLS #S5061997$361,000
Listed for saleMLS #S5061997$334,500
History may be incomplete.
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Property for sale at 2704 WINDING RIDGE AVENUE S, KISSIMMEE, FL, 34741
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