- 2 beds
- 2 baths
- 1,557 sq ft
1999 Key Bay Trl, Kissimmee, FL, 34747
Community: Four Seasons at Orlando
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Home type
Villa
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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
$276
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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
13
Questions? Call us: (689) 202-4218
Overview
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.
Interior
Appliances
- Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator
Bedrooms
- Bedrooms: 2
Bathrooms
- Total bathrooms: 2
- Full baths: 2
Laundry
- Laundry Room
Cooling
- Central Air
Heating
- Central
Features
- Crown Molding, High Ceilings, Open Floorplan
Levels
- One
Size
- 1,557 sq ft
Exterior
Private Pool
- No
Patio & Porch
- Front Porch, Patio
Roof
- Shingle
Garage
- Attached
- Garage Spaces: 2
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, 24 Hour Guard, Common Area Taxes, Pool(s), Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance, Association Management, Pest Control, Trash
Taxes
- Annual amount: $6,794.00
- Tax year: 2025
Senior Community
- Yes
Features
- Clubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Gated, Guarded Entrance, Golf Carts Permitted, Pool, Sidewalks, Tennis Court(s)
Location
- City: Kissimmee
- County/Parrish: Osceola
- Township: 25
Listing courtesy of: Fernando Pavon Sosa, CHARLES RUTENBERG REALTY ORLANDO, 407-622-2122
MLS ID: O6396388
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of Apr 10, 2026, 11:24am 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




