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KISSIMMEE, FL 34747 1999 KEY BAY TRAIL

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Presented By: CHARLES RUTENBERG REALTY ORLANDO with 407-622-2122. - 407-622-2122
  • MLS# O6396388
  • 04/04/2026
  • Request Tour
  • Request Info
  • Beds • 2
  • Baths • 2
  • SQFT • 1,557
  • Garage • 2

Home Details

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.
Presented By: CHARLES RUTENBERG REALTY ORLANDO with 407-622-2122. - 407-622-2122

Interior Features for 1999 KEY BAY TRAIL

Bedrooms

Total Bedrooms2

Bathrooms

Half Baths0
Total Baths2

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Common WallsCorner Unit
Fireplace Y/NNo
FlooringLaminate
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCrown Molding, High Ceilings, Open Floorplan
Laundry FeaturesLaundry Room

General for 1999 KEY BAY TRAIL

Additional Parcels Y/NNo
Additional RoomsDen/Library/Office
AppliancesDishwasher, Disposal, Dryer, Microwave, Range, Refrigerator
Assoc Fee Paid PerMonthly
Association AmenitiesClubhouse, Fitness Center, Gated
Association Fee Includes24-Hour Guard, Common Area Taxes, Community Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Trash
Association NameManuel Trinidad
Attached Garage Yes
Builder NameK. Hovnanian Homes
Building Area UnitsSquare Feet
Carport Y/NNo
CityKISSIMMEE
Community FeaturesClubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Pool, Sidewalks, Tennis Court(s)
Construction MaterialsBlock, Stucco
CoolingCentral Air
CountyOsceola
DirectionsDriving Directions (from Downtown Orlando): Take I-4 West toward Tampa. Merge onto FL-429 South (Western Beltway) via Exit 58. Continue on FL-429 South and take Exit 6 for US-192 toward Kissimmee. Turn right onto US-192 West, then turn left onto Four Seasons Blvd. Proceed through the guard gate and continue to Key Bay Trail 1999 Key Bay Trail will be on your right.
Elementary SchoolIsland Village Elementary School
Facing DirectionWest
Flood Zone CodeX
Flood Zone Code XY
Full Baths2
Garage Spaces2
Garage Y/NYes
HOA Fee$480
HeatingCentral
High SchoolPoinciana High School
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionFOUR SEASONS AT ORLANDO PH 4B PB 32 PGS 37-39 LOT 550
LevelsOne
Listing TermsCash, Conventional, FHA, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet4356
Lot Size UnitsSquare Feet
MLS Area34747 - Kissimmee/Celebration
Make04/28/2023
Middle/Junior High SchoolHorizon Middle
Minimum Lease8-12 Months
Monthly HOA Amount480
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Patio/Porch FeaturesFront Porch, Patio
Pets AllowedCats OK, Dogs OK
Property SubtypeVilla
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NYes
SewerPublic Sewer
Standard StatusActive
StatusActive
Subdivision NameFOUR SEASONS AT ORLANDO PH 4B
Tax Annual Amount6794
Tax Lot550
Tax Year2025
TaxOtherAnnualAssessmentAmount2469
Total Rooms6
UtilitiesBB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Natural Gas Available, Phone Available
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built2023
Zoning0109

Exterior for 1999 KEY BAY TRAIL

Builder ModelSandpiper
Building Area Total2060
Covered Spaces2
Exterior AmenitiesHurricane Shutters
Foundation DetailsSlab
Lot Size Acres0.1
Lot Size Area4356
Private PoolNo
Road Surface TypeAsphalt
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Steven Silcock

Broker Owner
Price $429,980
MLS#O6396388
List Date 04/04/2026
Property Type Villa
Phone 407.574.0218
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