1999 KEY BAY TRAIL KISSIMMEE FL 34747 MLS #O6396388

1999 KEY BAY TRAIL
KISSIMMEE, FL, 34747
$429,980
2 Beds
2 Baths
1,557 SqFt
0.1 Acres
Add
MLS #O6396388 image #0
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.

Property Details

Price:
$429,980
MLS #:
O6396388
Status:
Active
Beds:
2
Baths:
2
Type:
Single Family
Subtype:
Villa
Subdivision:
FOUR SEASONS AT ORLANDO PH 4B
Neighborhood:
34747kissimmeecelebration
Listed Date:
Apr 9, 2026
Finished Sq Ft:
1,557
Total Sq Ft:
2,060
Lot Size:
4,356 sqft / 0.10 acres (approx)
Year Built:
2023
PoolTennisCommunity GatedCommunity Club HouseCommunity 55 Plus34747 – Kissimmee/celebration34747kissimmeecelebrationFour Seasons At Orlando Ph 4bIsland Village Elementary SchoolHorizon MiddlePoinciana High SchoolPlease Contact The Applicable Homeowners Association (hoa) To Verify All Leasing Restrictions, Requirements, And Limitations, As These Are Subject To Change And Are Not Guaranteed By The Listing Agent Or Brokerage.8-12 Months

Ask a Question

See this Listing

Send
  

Schools

Elementary School:
Island Village Elementary School
Middle School:
Horizon Middle
High School:
Poinciana High School

Interior

Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Laminate
Heating
Central
Interior Features
Crown Molding, High Ceilings, Open Floorplan
Laundry Features
Laundry Room
Levels
One

Exterior

Association Amenities
Clubhouse, Fitness Center, Gated
Attached Garage YN
1
Common Walls
Corner Unit
Community
55+
Community Features
Clubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Gated Community – Guard, Golf Carts OK, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
West
Exterior Features
Hurricane Shutters
Garage Spaces
2
Patio And Porch Features
Front Porch, Patio
Roof
Shingle
Senior Community YN
1

Financial

HOA Fee
$480
HOA Fee Frequency
Monthly
HOA Includes
24-Hour Guard, Common Area Taxes, Community Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Trash
HOA Name
Manuel Trinidad
HOA Phone
4074799034
Tax Year
2025
Taxes
$6,794

Map

Community

Subdivisions in KISSIMMEE

Market Summary

Current real estate data for Single Family in KISSIMMEE as of Apr 24, 2026
2,393
Single Family Listed
156
Avg DOM
220
Avg $ / SqFt
$477,792
Avg List Price

Property Summary

    Located in the FOUR SEASONS AT ORLANDO PH 4B subdivision, 1999 KEY BAY TRAIL KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34747. It is listed for $429,980 and features 2 beds, 2 baths, and has approximately 1,557 square feet of living space, and was originally constructed in 2023. The current price per square foot is $276. The average price per square foot for Single Family listings in KISSIMMEE is $220. The average listing price for Single Family in KISSIMMEE is $477,792. To schedule a showing of MLS#o6396388 at 1999 KEY BAY TRAIL in KISSIMMEE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

Similar Listings Nearby

broker reciprocity
MLS# O6361159broker reciprocity
3151 SUNSET WALK DRIVE UNIT 302
KISSIMMEE, FL

$556,000

2.6 miles away

broker reciprocity
MLS# O6383649broker reciprocity
4084 OAKTREE DRIVE
DAVENPORT, FL

$555,000

4.6 miles away

broker reciprocity
MLS# O6395222broker reciprocity
1929 TROPICAL PALMS CIRCLE
KISSIMMEE, FL

$555,000

3.4 miles away

broker reciprocity
MLS# O6378724broker reciprocity
9239 SOMMERSET HILLS DRIVE
DAVENPORT, FL

$555,000

4.2 miles away

broker reciprocity
MLS# O6358978broker reciprocity
2908 BANANA PALM DRIVE
KISSIMMEE, FL

$554,000

3.5 miles away

broker reciprocity
MLS# O6387383broker reciprocity
4127 OAKTREE DRIVE
DAVENPORT, FL

$550,000

4.5 miles away

broker reciprocity Courtesy of CHARLES RUTENBERG REALTY ORLANDO. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved.
Rover IDX
1999 KEY BAY TRAIL
KISSIMMEE, FL