- 2 beds
- 2 baths
- 1,583 sq ft
1999 Key Bay Trl, Kissimmee, FL, 34747
Community: Four Seasons at Orlando
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Home type
Single family
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Year built
2023
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Lot size
4,356 sq ft
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Price per sq ft
$253
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Taxes
$6794 / Yr
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HOA fees
$480 / Mo
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Last updated
Today
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Views
24
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Saves
3
Questions? Call us: (689) 202-4218
Overview
Beautifully Upgraded Villa in Four Seasons at Orlando — 55+ Gated Community Welcome to 1999 Key Bay Trail, a beautifully maintained 2023 Sandpiper villa offering comfortable single-story living, thoughtful upgrades, and the convenience of a 55+ community in Kissimmee, Florida. This inviting home features two bedrooms, two full bathrooms, and a versatile den or home office with French doors. The open floor plan, high ceilings, crown molding, and plantation shutters create a bright, welcoming living environment. Exceptional upgrades provide comfort and peace of mind, including a 22 kW Generac whole-home standby generator with automatic transfer switch, surge protection, and warranty coverage through 2030, along with remote-controlled motorized storm shutters. HVAC and water heater service contract prepaid for one year. Enjoy Florida's outdoor lifestyle on the extended paver lanai and screened patio. Additional features include an upgraded kitchen with gas cooktop, wall oven, microwave, and dishwasher; a hot-water recirculation system; upgraded gutters; and a security alarm system. Located in Four Seasons at Orlando, residents enjoy a gated community with clubhouse, swimming pool, fitness center, tennis courts, and other recreational amenities. Convenient to Celebration, shopping, dining, entertainment, and area attractions.
Interior
Appliances
- Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Exhaust Fan, Gas Water Heater, Microwave, Range, Range Hood, Tankless Water Heater
Bedrooms
- Bedrooms: 2
Bathrooms
- Total bathrooms: 2
- Full baths: 2
Laundry
- Laundry Room
Cooling
- Central Air
Heating
- Electric
Features
- Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living/Dining Room, Open Floorplan, Solid Surface Counters, Solid-Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments
Levels
- One
Size
- 1,583 sq ft
Exterior
Private Pool
- No
Patio & Porch
- Deck, Enclosed, Rear Porch
Roof
- Shingle
Garage
- Attached
- Garage Spaces: 2
- Driveway
- Garage Door Opener
Carport
- None
Year Built
- 2023
Lot Size
- 0.1 acres
- 4,356 sq ft
Waterfront
- No
Water Source
- Public
Sewer
- Public Sewer
Community Info
HOA Information
- Association Fee: $480
- Association Fee Frequency: Monthly
- Association Fee Includes: Clubhouse, Fitness Center, Gated, Lobby Key Required, Pickleball, Pool, Security, Shuffleboard Court, 24 Hour Guard, Pool(s), Maintenance Grounds, Security, Trash
Taxes
- Annual amount: $6,794.00
- Tax year: 2025
Senior Community
- No
Features
- Deed Restrictions, Fitness Center, Gated, Guarded Entrance, Golf Carts Permitted, Irrigation-Reclaimed Water, Pool, Sidewalks, Tennis Court(s), Street Lights
Location
- City: Kissimmee
- County/Parrish: Osceola
- Township: 25
Listing courtesy of: Jonathan Minerick, HOMECOIN.COM, 888-400-2513
MLS ID: TB8559333
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of Oct 29, 2026, 12:07am PDT. 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. Properties displayed may be listed or sold by various participants in the MLS.
Four Seasons at Orlando Real Estate Agent
Want to learn more about Four Seasons at Orlando?
Here is the community real estate expert who can answer your questions, take you on a tour, and help you find the perfect home.
Get started today with your personalized 55+ search experience!
Want to learn more about Four Seasons at Orlando?
Get in touch with a community real estate expert who can answer your questions, take you on a tour, and help you find the perfect home.
Get started today with your personalized 55+ search experience!
Homes Sold:
55+ Homes Sold:
Sold for this Community:
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Community Key Facts
Age Restrictions
- 55+
Amenities & Lifestyle
- See Four Seasons at Orlando amenities
- See Four Seasons at Orlando clubs, activities, and classes
Homes in Community
- Total Homes: 557
- Home Types: Single-Family
Gated
- Yes
Construction
- Construction Dates: 2017 - Present
- Builder: K. Hovnanian,
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The following amenities are available to Four Seasons at Orlando - Kissimmee, FL residents:
- Clubhouse/Amenity Center
- Golf Course
- Restaurant
- Fitness Center
- Outdoor Pool
- Aerobics & Dance Studio
- Card Room
- Arts & Crafts Studio
- Billiards
- Tennis Courts
- Pickleball Courts
- Bocce Ball Courts
- Outdoor Patio
- Pet Park
- Golf Practice Facilities/Putting Green
- Multipurpose Room
- Gazebo
There are plenty of activities available in Four Seasons at Orlando. Here is a sample of some of the clubs, activities and classes offered here.
- Arts & Crafts Clubs
- Biking
- Billiards
- Bocce
- Card Games
- Fitness Classes
- Golf
- Holiday Parties
- Pickleball
- Swimming
- Tennis




