INNOVATE Real Estate
Hurricane Shutters - remote controlled - 1999 KEY BAY TRL, KISSIMMEE
Screened-in Front Entrance. - 1999 KEY BAY TRL, KISSIMMEE
22W Generator - 1999 KEY BAY TRL, KISSIMMEE
Community Amenities - 1999 KEY BAY TRL, KISSIMMEE
Virtual evening picture. - 1999 KEY BAY TRL, KISSIMMEE
Community Clubhouse - 1999 KEY BAY TRL, KISSIMMEE
Office Space / Den - 1999 KEY BAY TRL, KISSIMMEE
Villa at 1999 KEY BAY TRL, KISSIMMEE, photo 8 of 20
Kitchen - 1999 KEY BAY TRL, KISSIMMEE
Guard Entrance - 1999 KEY BAY TRL, KISSIMMEE
Dining Space - 1999 KEY BAY TRL, KISSIMMEE
Living room - 1999 KEY BAY TRL, KISSIMMEE
Master Bathroom - 1999 KEY BAY TRL, KISSIMMEE
Bedroom 2 - 1999 KEY BAY TRL, KISSIMMEE
Bathroom 2 - 1999 KEY BAY TRL, KISSIMMEE
Laundry Room - 1999 KEY BAY TRL, KISSIMMEE
View of remote control hurricane shutters for maximum safety. - 1999 KEY BAY TRL, KISSIMMEE
Extended Paved patio - 1999 KEY BAY TRL, KISSIMMEE
Key Bay Trail - 1999 KEY BAY TRL, KISSIMMEE
Key Bay Trails Private Owner Entrance/Exit - 1999 KEY BAY TRL, KISSIMMEE
20 photos

$419,000

1999 KEY BAY TRL
KISSIMMEE, FL 34747
Listed by Fernando Pavon Sosa · CHARLES RUTENBERG REALTY ORLANDO
Bedrooms
2
Bathrooms
2
Living area
1,557 sqft
Year built
2023

About this home

Beautifull home in sought-after Four Seasons at Orlando Highlights include: • 22 kW whole-home standby generator (2023) with automatic backup power • Motorized hurricane shutters on all windows & doors (2023–2025) • Extended paver lanai & screened patio • Full-house crown molding • Updated blinds & gutters • Security system • Water heater with built-in recirculating pump

Property details

MLS
Stellar MLS
MLS #
MFRO6396388
Property type
Villa
Subdivision
FOUR SEASONS AT ORLANDO PH 4B
Status
Active
Days on market
161
On market date
April 9, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
2
Parking spaces
N/A
Lot size
0.1 acres

Location

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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
CELEBRATION SCHOOL
2.9 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,703
Student:teacher ratio
18.5:1
District
OSCEOLA
Middle
WATER SPRING MIDDLE SCHOOL
7.87 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
403
Student:teacher ratio
20.2:1
District
ORANGE
High
CELEBRATION HIGH SCHOOL
1.49 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,731
Student:teacher ratio
22.4:1
District
OSCEOLA

Walkability

Blended score for KISSIMMEE's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

26
Car-dependent
out of 100
EPA National Walkability Index
7.2 / 20 -- Below average walkable
Google Places amenity density
10 / 100
Restaurants & cafes2
Grocery stores0
Parks1
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in KISSIMMEE, from live MLS data.

On the market 161 days -- 60 more days than KISSIMMEE's current average of 101 days.
For reference, the median list price across 5,325 active listings in KISSIMMEE right now is $315,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$2,673/mo
$83,800 down
$335,200 loan
Principal & interest$2,174
Property tax (est.)$349
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated September 17, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.