2704 Winding Ridge Avenue S, KISSIMMEE, FL

$365,000

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4

Beds

3

Baths

2,021

Square feet

0.24

Acres

About 2704 Winding Ridge Avenue S

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.

Features of 2704 Winding Ridge Avenue S

MLS® # O6447274
Price $365,000
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 2,021
Acres 0.24
Year Built 1984
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 2704 Winding Ridge Avenue S
Area Kissimmee (Downtown East)
Subdivision SHADOW BAY UNIT 2
City KISSIMMEE
County Osceola
State FL
Zip Code 34741-1326

Amenities

Parking Driveway, Garage Door Opener
# of Garages 2
Is Waterfront No
Has Pool Yes

Interior

Interior Features High Ceilings, Primary Bedroom Main Floor, Thermostat
Appliances Dishwasher, Microwave, Range, Refrigerator
Heating Central, Electric
Cooling Central Air
Fireplace No

Exterior

Exterior Features Private Yard, Sidewalk, Sliding Doors
Lot Description In County, Landscaped, Sidewalk
Roof Shingle
Foundation Slab

School Information

Elementary Kissimmee Elem
Middle Kissimmee Middle
High Osceola High School

Additional Information

Date Listed October 5th, 2026
Days on Market 3
Zoning KRA2
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeREAL BROKER, LLC

Listing Map

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