- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes





Street View
$399,900
Monthly Est:$1,990
2 Beds
- 2 Baths
2 full baths
1,583sqft
1999 Key Bay Trl, Kissimmee, FL 34747
$399,900
$1,990/moEst:
Get Pre-Approved
Single Family Residence
Built in 2023
$480/mo HOA
4,356 sqft lot
$253/sq.ft
Description
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.
- Houzeo last checked: 5 minutes ago
- Listing updated: October 27, 2026 at 8:01 pm
- Listing Provided by: Jonathan Minerick (888) 400-2513 | HOMECOIN.COM (888) 400-2513
- Source: Stellar MLS-FL | MLS#: TB8559333

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
2023
HOA Fees
$480/mo
Finished Area
1,583 sqft
Lot Size
4,356 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
TB8559333
MLS Status
Active
Days on Market
1
Cumulative Days on Market
178

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
HOA Management
Castle
HOA Fees
$480/ Monthly
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Security Guard
Pool
Club House
Security Gate
Gym
Trash Pickup
Maintenance
Sports Court
Lobby Key Required
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 2
Bathrooms: 2
Interior
Appliances
Built In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Exhaust Fan, Gas Water Heater, Microwave, Range, Range Hood, Tankless Water Heater
Window Features
Energy Star Qualified Windows, Shutters
Cooling
Central Air
Heating
Electric
Flooring
Laminate
Interior Features
Crown Molding, Eat In Kitchen, High Ceilings, Kitchen/family Room Combo, Living Room/dining Room Combo, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk In Closet(s), Window Treatments
Exterior Features
Hurricane Shutters, Rain Gutters, Sidewalk
Sewer
Public Sewer
Construction
Year Built
Year Built: 2023
Home type
Single Family Residence
Architectural Style
Ranch
Roof
Shingle
Construction Materials
Stucco
Foundation Details
Slab
Utilities & Energy
Water Source
Public
Laundry Features
Laundry Room
Parking Features
Driveway, Garage Door Opener
Association Amenities
Clubhouse, Fitness Center, Gated, Lobby Key Required, Pickleball Court(s), Pool, Security, Shuffleboard Court
Security Features
Gated Community, Key Card Entry, Security Gate, Security System, Security System Owned
Utilities
Bb/hs Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Available, Water Connected
Other Features
Vegetation
Trees/landscaped
Subdivision Name
Four Seasons At Orlando Ph 4b
Community Features
Deed Restrictions, Fitness Center, Gated Community Guard, Golf Carts Ok, Irrigation Reclaimed Water, Pool, Sidewalks, Tennis Court(s), Street Lights
Patio And Porch Features
Deck, Enclosed, Rear Porch
Lot Features
Sidewalk, Paved, Unincorporated
Price History
| Date | Event | Price |
|---|---|---|
10/27/2026 Source: | Listed for Sale | $399,900 -4.56% $253/sqft |
10/04/2026 Source: | Listing Removed | $419,000 $265/sqft |
05/12/2026 Source: | Price Decreased | $419,000 -2.55% $265/sqft |
04/09/2026 Source: | Price Increased | $429,980 +2.62% $272/sqft |
04/09/2026 Source: | Listed for Sale | $419,000 $265/sqft |
Nearby Homes
Find Homes by Property Features in Kissimmee, FL
Nearby New Homes For Sale
Based on information from Stellar MLS® through Oct 28, 2026, 07:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
Advertising Broker: Fred McGill | Simple Showing, Inc









