$365,000
2704 Winding Ridge AvenueKissimmee, FL 34741
Listing updated: October 5, 2026 at 4:44 PM ET
Listing courtesy of Real Broker, Llc · Chad Vaughan · MLS #O6447274 · Active · 855-450-0442Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveOct 5, 2026
- Listed$365,000Oct 5, 2026
- Price increased$365,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Shadow Bay Unit 2
- County
- Osceola
- Year built
- 1984
- Living area
- 2,021 sq ft
- Price/sq ft
- $181
- Building area
- 2,913 sq ft (Public Records)
- Lot size
- 10,542 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12097C0066G)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $5,759 (2025)
- Parcel #
- 17-25-29-2136-0001-0620
- Zoning
- KRA2
- MLS #
- O6447274
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Flooring
- Tile
- Appliances
- Dishwasher, Microwave, Range, Refrigerator
- Interior features
- High Ceilings, Primary Bedroom Main Floor, Thermostat
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- North
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener
HOA & Financial
- HOA fee
- $305 / Annually
- Monthly HOA
- $25/mo
- Total monthly fees
- $25/mo
- Total annual fees
- $305
- HOA name
- Shadow Bay Community Association/Ms. Le Nguyen
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Buyer shall be responsible for confirming any leasing restrictions with the HOA and/or Osceola County.
Exterior & Construction
- Exterior features
- Private Yard, Sidewalk
- Construction materials
- Block
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | |
| Kitchen | First | |
| Primary Bedroom | First | |
| Primary Bathroom | First | |
| Bedroom 2 | First | |
| Bathroom 2 | First | |
| Bedroom 3 | First | |
| Bathroom 3 | First | |
| Bedroom 4 | First |
Listing Details
- Listing date
- 2026-10-05
- On market date
- 2026-10-05
- Original list price
- $365,000
- Occupant type
- Vacant
- MLS area
- 34741 - Kissimmee (Downtown East)
- Listing AOR
- Orlando Regional
- Status changed
- 2026-10-05
- Tax legal description
- SHADOW BAY UNIT TWO PB 4 PG 63 LOT 62
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From US-192/W Vine St, head south on N Thacker Ave. Turn left into Shadow Bay, then turn left at the end of the street onto Winding Ridge Ave S. Follow Winding Ridge to the cul-de-sac. 2704 Winding Ridge Ave S will be on the left.
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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.
Based on information submitted to the MLS GRID as of October 5, 2026 at 4:44 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information 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/agent presenting the information.
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