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$399,900
3 Days On Site

1999 KEY BAY TRAIL
KISSIMMEE, FL 34747

For Sale|Single Family Residence|Active
2
Beds
2
Total Baths
2
Full Baths
1,583
SqFt
$253
/SqFt
2023
Built
Subdivision:
FOUR SEASONS AT ORLANDO PH 4B
County:
Osceola
Call Now: 321-804-3112
Is this the listing for you? We can help make it yours.
321-804-3112
1999 KEY BAY TRAIL1999 KEY BAY TRAIL1999 KEY BAY TRAIL1999 KEY BAY TRAIL
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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.

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Listing Snapshot
Price 
$399,900
Days On Site 
3 Days
Bedrooms 
2
Inside Area (SqFt) 
1,583 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.1 Acres
Year Built 
2023
MLS Number 
TB8559333
Status 
Active
Property Tax 
$6,794
HOA/Condo/Coop Fees 
$480 monthly
Sq Ft Source 
Owner
Friends & Family
Recent Activity
13 hours agoListing updated with changes from the MLS
14 hours agoStatus changed to Active
3 days agoListing first seen on site
General Features
Acres 
0.1
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
DrivewayGarage Door OpenerAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Gated CommunityKey Card EntrySecurity GateSecurity SystemSecurity System Owned
Sewer 
Public Sewer
SqFt Total 
2165
Style 
Ranch
Utilities 
Natural Gas AvailableCable AvailableElectricity ConnectedNatural Gas ConnectedSewer ConnectedUnderground UtilitiesWater AvailableWater Connected
Water Source 
Public
Zoning 
0109
Interior Features
Appliances 
Convection OvenCooktopDishwasherDisposalExhaust FanGas Water HeaterMicrowaveRangeRange HoodTankless Water Heater
Cooling 
Central Air
Flooring 
Laminate
Furnished 
Unfurnished
Heating 
Electric
Interior 
Crown MoldingEat-in KitchenHigh CeilingsOpen FloorplanWalk-In Closet(s)
Laundry Features 
Laundry Room
Window Features 
ENERGY STAR Qualified WindowsShutters
Bathroom 2 
Features - Granite Counters
Dining Room 
Dimensions - 17.6x8.4Features - Breakfast Bar, Granite Counters, Stone Counters
Kitchen 
Dimensions - 15.1x11Features - Granite Counters, Pantry, Stone Counters
Living Room 
Dimensions - 15.8x12.6
Master Bedroom 
Dimensions - 12.1x16Features - Double Vanity, Granite Counters
Office 
Dimensions - 9x11.7
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Exterior Features
Construction Details 
Stucco
Exterior 
Rain Gutters
Lot Features 
Paved
Patio And Porch 
DeckEnclosedRear Porch
Roof 
Shingle
Windows/Doors 
ENERGY STAR Qualified WindowsShutters
Community Features
Association Amenities 
ClubhouseFitness CenterGatedPoolSecurityShuffleboard Court
Association Fee 
$480.0
Association Fee Frequency 
Monthly
Community Features 
GatedFitness CenterPoolSidewalksTennis Court(s)Street Lights
MLS Area 
34747 - Kissimmee/Celebration
Township 
25
Financing Terms Available 
CashConventional
Roads 
Asphalt
Listing courtesy of HOMECOIN.COM (888) 400-2513



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-10-28 04:46 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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