Villa in 1999 Key Bay Trl Kissimmee for sale with MLS# O6396388
Welcome to resort-style living in the sought-after 55+ guard-gated community of Four Seasons at Orlando. This beautifully maintained home at 1999 Kay Bay Trail offers comfort, security, and thoughtful upgrades designed for easy, relaxed living. From the moment you arrive, you'll notice the care and improvements throughout the home. Enjoy your extended paver lanai (2023), perfect for morning coffee or evening gatherings, along with added gutters (2024), full-house crown molding (2023), updated blinds (2023), a screened patio (2024), and a security system (2023). The home also features a water heater with a built-in circulating pump for added convenience. Peace of mind comes standard here. A 22.000 kw standby generator ensures you'll never be without power it automatically activates within seconds, so you can continue cooking, doing laundry, and enjoying your home without interruption. For added protection, all openings are equipped with motorized roll-down shutters, offering security during storms and strong winds. This is just a glimpse of what this home has to provide. Located near hospitals, shopping, dining, and world-famous attractions like Disney, you'll have everything you need just minutes away. Come see it for yourself this may be the lifestyle and home you've been waiting for.
1999 Key Bay Trl, Kissimmee, FL 34747
- Price:
- $429,980.00
- Original List Price:
- $429,980.00
- List Price per Sq Ft (Calculated, Approx.):
- $276.16
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Villa
- MLS Number:
- O6396388
- Bedrooms:
- 2
- Bathrooms Total:
- 2
- Full Bath:
- 2
- Additional Rooms:
- Den/library/office
- Living Area:
- 1,557 Sqft
- Built-Up Area:
- 2,060 Sqft
- Lot Area:
- 4,356 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Size Acres:
- 0.1
- Waterfront:
- No
- Furnished:
- Unfurnished
- Appliances:
- Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Range
- Interior:
- High Ceilings, Open Floorplan, Crown Molding
- Exterior:
- Hurricane Shutters
- Patio and Porch:
- Patio, Front Porch
- Laundry:
- Laundry Room
- Air Conditioning System:
- Central Air
- Heating System:
- Central
- Property Entrance Faces:
- West
- Year Built:
- 2023
- Roof:
- Shingle
- Builder Model:
- Sandpiper
- Builder Name:
- K. Hovnanian Homes
- Levels:
- One
- Construction Materials:
- Block, Stucco
- Flooring:
- Laminate
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Property Description:
- Corner Unit
- Homestead Property
- Tax Annual Amount:
- $6,794.00
- Tax Year:
- 2025
- Association Fee:
- $480.00
- Association Fee Frequency:
- Monthly
- Total Annual Fees:
- $5,760.00
- Total Monthly Fees:
- $480.00
- Tax Other Annual Assessment Amount:
- 2469
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Sewer:
- Public Sewer
- Utilities Available:
- Cable Available, Electricity Available, Natural Gas Available, Phone Available, Electricity Connected, Cable Connected, Broadband/High Speed Internet Available
- Water Source:
- Public
- Association
- Minimum Lease Term:
- 8-12 Months
- Pets Allowed?:
- Dogs Ok, Cats Ok
- Amenities Provided by the Homeowner's Association (HOA):
- Clubhouse, Fitness Center, Gated
- Subdivision Name:
- FOUR SEASONS AT ORLANDO PH 4B
- Community Features:
- Clubhouse, Sidewalks, Fitness Center, Pool, Tennis Court(s), Deed Restrictions, Golf Carts Ok, Community Mailbox, Gated Community - Guard
- Association Fee Includes:
- Maintenance Grounds, Trash, Pest Control, Maintenance Structure, Insurance, Common Area Taxes, Pool, Escrow Reserves Fund, Guard - 24 Hour, Management, Maintenance
- Senior Community:
- Yes
- Association Fee Required:
- Required
- Community Development District CDD
- Association Management:
- Manuel Trinidad
- Association Phone:
- 4074799034
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- FOUR SEASONS AT ORLANDO PH 4B PB 32 PGS 37-39 LOT 550
- Real Estate Folio Number (Parcel Number):
- 15-25-27-3571-0001-5500
- Zoning:
- 0109
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Watkins
- High School:
- Poinciana High School
- Middle Or Junior School:
- Horizon Middle
- Originally published on:
- April 9, 2026 1:33 pm
- Active on the market since:
- April 9, 2026
- Listing Agreement executed on:
- April 4, 2026
- Listing Status Last Changed On:
- April 9, 2026 1:33 pm
- Photos updated on:
- April 9, 2026 1:35 pm
- Last Modified:
- April 17, 2026 3:17 pm
- Association Approval Required
- Courtesy of:
- CHARLES RUTENBERG REALTY ORLANDO
- Attribution:
- 407-622-2122
- Road Surface Type:
- Asphalt
- Street Name:
- KEY BAY
- Street Number:
- 1999
- City:
- KISSIMMEE
- State:
- Florida
- Zip Code:
- 34747
- County:
- Osceola
- Latitude:
- N28° 18' 30.7''
- Longitude:
- W82° 24' 33.4''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates

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