1999 KEY BAY TRAIL Kissimmee, FL $ 429,980
1999 KEY BAY TRAIL
$ 429,980
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1999 KEY BAY TRAIL

Kissimmee, FL, 34747
$ 429,980
Bedrooms2 Baths2.0 Sq 1,557

Monthly Estimate*

$ 2,647

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Single Family Home for sale in Kissimmee, FL

for $429,980 with 2 bedrooms and 2 full baths. This 1,557 square foot home was built in 2023 on a lot size of 0.1.

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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Single Family Active

Price

$ 429,980

Bedrooms

2

Full Bath

2

Property Type

Single Family

Taxes

$ 6,794

Style

Villa

Lot Size

0.1

Year Built

2023

Town/City

Kissimmee

County/Region

Osceola

MLS | Web ID

O6396388

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Cable Connected Electricity Available Electricity Connected Natural Gas Available Phone Available
Roof Shingle
Appliances Dishwasher Disposal Dryer Microwave Range Refrigerator
Zoning 0109
HOA Fee 480
Garage Spaces 2
Association Fee Includes 24-Hour Guard Common Area Taxes Community Pool Escrow Reserves Fund Insurance Maintenance Structure Maintenance Grounds Maintenance Repairs Manager Pest Control Trash
Patio/Porch Features Front Porch Patio
Construction Materials Block Stucco
Pets Allowed Cats OK Dogs OK
Year Built 2023
Levels One
Property Subtype Villa
Tax Year 2025
Ownership Fee Simple
Community Features Clubhouse Community Mailbox Deed Restrictions Fitness Center Gated Community - Guard Golf Carts OK Pool Sidewalks Tennis Court(s)
Assoc Fee Paid Per Monthly
County Osceola
New Construction false
Property Type Residential
Association Amenities Clubhouse Fitness Center Gated
Attached Garage true
Subdivision Name FOUR SEASONS AT ORLANDO PH 4B
Facing Direction West
Garage Y/N true
Total Rooms 6
Full Baths 2
Status Active
Directions Driving 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.
High School Poinciana High School
City KISSIMMEE
Association Name Manuel Trinidad
Senior Community Y/N true
MLS Area 34747 - Kissimmee/Celebration
Lot Size Units Square Feet
Lot Size Square Feet 4356
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Island Village Elementary School
Land Lease Y/N false
Tax Annual Amount 6794
Middle/Junior High School Horizon Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://listings.apexinnovationsmedia.com/1999-Key-Bay-Trail-Kissimmee-FL-34747-USA
Building Area Units Square Feet
Living Area Units Square Feet
Builder Name K. Hovnanian Homes
Standard Status Active
Occupancy Type Owner
TaxOtherAnnualAssessmentAmount 2469
Tax Lot 550
Legal Description FOUR SEASONS AT ORLANDO PH 4B PB 32 PGS 37-39 LOT 550
Minimum Lease 8-12 Months
Water Access Y/N false
Monthly HOA Amount 480
Additional Rooms Den/Library/Office
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Crown Molding High Ceilings Open Floorplan
Flooring Laminate
Furnished Y/N Unfurnished
Common Walls Corner Unit
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 2
Total Baths 2
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Exterior
Exterior Amenities Hurricane Shutters
Water Source Public
Lot Size Area 4356
Foundation Details Slab
Building Area Total 2060
Lot Size Acres 0.1
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Builder Model Sandpiper
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* Excluded Features
List By
Charles Rutenberg Realty Orlando

Broker

fernando.sosarealestate@gmail.com

Email

Affordability Calculator

$3,214
Per Month
82%
18%
0%
Monthly Principal & Interest
$2,647
Monthly Property Taxes
$566
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Poinciana High School High School High School
Pricing History
DatePricePrice ChangeDescription
4/9/2026$429,980 Listed Price

Map


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1999 KEY BAY TRAIL, Kissimmee, FL, 34747 is a Single Family Home for sale at $429,980 with 1,557 sqft and a lot size of 0.1. 1999 KEY BAY TRAIL has 2 bedrooms, 2.0 baths, and was built in 2023. The property's zip code is 34747 which is in Kissimmee, FL