2704 WINDING RIDGE AVENUE S
KISSIMMEE, FL, 34741
$365,000
4 Beds
3 Baths
2,021 SqFt
0.24 Acres
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MLS #O6447274 image #0
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.

Property Details

Price:
$365,000
MLS #:
O6447274
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SHADOW BAY UNIT 2
Neighborhood:
34741kissimmeedowntowneast
Listed Date:
Oct 5, 2026
Finished Sq Ft:
2,021
Total Sq Ft:
2,913
Lot Size:
10,542 sqft / 0.24 acres (approx)
Year Built:
1984
PoolPrimary Bedroom Main Floor34741 – Kissimmee (downtown East)34741kissimmeedowntowneastShadow Bay Unit 2Kissimmee ElemKissimmee MiddleOsceola High SchoolBuyer Shall Be Responsible For Confirming Any Leasing Restrictions With The Hoa And/or Osceola County.No MinimumPets Allowed

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Schools

Elementary School:
Kissimmee Elem
Middle School:
Kissimmee Middle
High School:
Osceola High School

Interior

Appliances
Dishwasher, Microwave, Range, Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Tile
Heating
Central, Electric
Interior Features
High Ceilings, Primary Bedroom Main Floor, Thermostat
Laundry Features
Inside
Levels
One

Exterior

Attached Garage YN
1
Community Features
Deed Restrictions, Sidewalks
Construction Materials
Block
Covered Spaces
2
Direction Faces
North
Exterior Features
Private Yard, Sidewalk, Sliding Doors
Fencing
Fenced
Garage Spaces
2
Lot Features
In County, Landscaped, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener
Patio And Porch Features
Covered, Rear Porch
Roof
Shingle
Security Features
Smoke Detector(s)

Financial

HOA Fee
$305
HOA Fee Frequency
Annually
HOA Includes
Common Area Taxes
HOA Name
Shadow Bay Community Association/Ms. Le Nguyen
HOA Phone
407-847-9003
Tax Year
2025
Taxes
$5,759

Map

Community

Market Summary

Current real estate data for Single Family in KISSIMMEE as of Oct 19, 2026
2,257
Single Family Listed
166
Avg DOM
215
Avg $ / SqFt
$474,640
Avg List Price

Property Summary

    Located in the SHADOW BAY UNIT 2 subdivision, 2704 WINDING RIDGE AVENUE S KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34741. It is listed for $365,000 and features 4 beds, 3 baths, and has approximately 2,021 square feet of living space, and was originally constructed in 1984. The current price per square foot is $181. The average price per square foot for Single Family listings in KISSIMMEE is $215. The average listing price for Single Family in KISSIMMEE is $474,640. To schedule a showing of MLS#o6447274 at 2704 WINDING RIDGE AVENUE S in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.

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2704 WINDING RIDGE AVENUE S
KISSIMMEE, FL