Home in 2704 Winding Ridge Ave S Kissimmee for sale with MLS# O6447274

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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Days on the market

2704 Winding Ridge Ave S, Kissimmee, FL 34741

Price
Price:
$365,000.00
Original List Price:
$365,000.00
List Price per Sq Ft (Calculated, Approx.):
$180.6
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6447274
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
3
Full Bath:
3
Measures
Living Area:
2,021 Sqft
Built-Up Area:
2,913 Sqft
Lot Area:
10,542 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Paved, In County, Sidewalk, Landscaped
Lot Size Acres:
0.24
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
In Ground, Screen Enclosure, Deck
Security:
Smoke Detector(s)
Furnished:
Unfurnished
Appliances:
Dishwasher, Microwave, Refrigerator, Range
Interior:
High Ceilings, Thermostat, Primary Bedroom Main Floor
Exterior:
Sidewalk, Private Yard
Patio and Porch:
Covered, Rear Porch
Laundry:
Inside
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Fence:
Fenced
Vegetation and Trees:
Trees/landscaped
Property Entrance Faces:
North
Road Responsibility:
Public Maintained Road
Other Equipment:
Private Yard
Construction
Year Built:
1984
Roof:
Shingle
Levels:
One
Construction Materials:
Block
Flooring:
Tile
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Tax Annual Amount:
$5,759.00
Tax Year:
2025
Association Fee:
$305.00
Association Fee Frequency:
Annually
Total Annual Fees:
$305.00
Total Monthly Fees:
$25.42
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway, Garage Door Opener
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Electricity Connected, Sewer Connected, Water Connected, Public, Broadband/High Speed Internet Available
Water Source:
Public
Community
Association
Minimum Lease Term:
No Minimum
Pets Allowed?
Subdivision Name:
SHADOW BAY UNIT 2
Community Features:
Sidewalks, Street Lights, Deed Restrictions
Association Fee Includes:
Common Area Taxes
Senior Community:
No
Association Fee Required:
Required
Association Management:
Shadow Bay Community Association/Ms. Le Nguyen
Association Phone:
407-847-9003
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
SHADOW BAY UNIT TWO PB 4 PG 63 LOT 62
Real Estate Folio Number (Parcel Number):
17-25-29-2136-0001-0620
Zoning:
KRA2
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
English Estates Elementary
High School:
Osceola High School
Middle Or Junior School:
Kissimmee Middle
Listing History
Originally published on:
October 5, 2026 8:41 pm
Active on the market since:
October 5, 2026
Listing Agreement executed on:
October 5, 2026
Listing Status Last Changed On:
October 5, 2026 8:41 pm
Photos updated on:
October 6, 2026 8:43 pm
Last Modified:
October 6, 2026 8:44 pm
Additional Information
Courtesy of:
REAL BROKER, LLC
Attribution:
855-450-0442
Road Surface Type:
Asphalt
Location
Street Name:
WINDING RIDGE
Street Number:
2704
City:
KISSIMMEE
State:
Florida
Zip Code:
34741
County:
Osceola
Latitude:
N28° 18' 44.8''
Longitude:
W82° 34' 7.2''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $50,278
Median Home Value $270,200
Median Rent $1,591/mo
Median Age 33
Population 56,429
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of October 6, 2026, 8:44 PM.