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.

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Days on the market

1999 Key Bay Trl, Kissimmee, FL 34747

Price
Price:
$429,980.00
Original List Price:
$429,980.00
List Price per Sq Ft (Calculated, Approx.):
$276.16
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Villa
MLS Number:
O6396388
Rooms Distribution
Bedrooms:
2
Bathrooms Total:
2
Full Bath:
2
Additional Rooms:
Den/library/office
Measures
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
Property Features
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
Construction
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
Taxes and Expenses
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
Parking
Garage
Garage Spaces:
2
Attached Garage
Utilities
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
Community
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
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
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
Public Schools Assigned
Elementary School:
Watkins
High School:
Poinciana High School
Middle Or Junior School:
Horizon Middle
Listing History
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
Additional Information
Association Approval Required
Courtesy of:
CHARLES RUTENBERG REALTY ORLANDO
Attribution:
407-622-2122
Road Surface Type:
Asphalt
Location
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''
Property Map

Neighborhood Stats

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

Median Household Income $83,141
Median Home Value $455,600
Median Rent $1,812/mo
Median Age 37
Population 27,422

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Ver la Propiedad Ver la propiedad 1999 Key Bay Trl
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 April 17, 2026, 3:17 PM.