1999 KEY BAY TRAIL

House For Sale

$399,900

BTC: 5.22335423

ETH: 177.73333333

8 days

For Sale

House

2 bds •

2 ba •

1,583 sqft

Overview

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.

Location

Florida • KISSIMMEE • 34747 • House • For Sale

Details

Type:

Residential

Parking:

Driveway / Garage Door Opener

Year Built:

2023

Lot:

0.10 Acres

Heating:

Electric

Price/sqft:

$253

Cooling:

Central Air

HOA:

$480

Type:

Residential

Parking:

Driveway / Garage Door Opener

Year Built:

2023

Lot:

0.10 Acres

Heating:

Electric

Price/sqft:

$253

Cooling:

Central Air

HOA:

$480

Private inquiry

Talk to the advisor on this listing.

Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

Valuation

Our model vs. what's actually selling nearby.

Estimate

$423,950

$324K – $502K

Confidence Low

List vs. estimate

$24K below estimate

List $399,900 · -5.7%

Our model says this listing is priced below recent comparable activity. Expect competition.

Price per sq ft

$252

+25.6% vs. city median $201

Based on

72 MLS comparables

Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax

$6,794

2025

HOA

$480/mo

24-Hour Guard, Community Pool, Maintenance Grounds

Garage

2 car garage

Pets

Allowed

All facts and features

Flooring

• Laminate

Heating

• Electric

Cooling

• Central Air

Appliances

• Built-In Oven

• Convection Oven

• Cooktop

• Dishwasher

• Disposal

• Exhaust Fan

• Gas Water Heater

• Microwave

• Range

• Range Hood

• Tankless Water Heater

Other interior features

• Crown Molding

• Eating Space 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

Bedrooms and bathrooms

• Bedrooms: 2

• Full bathrooms: 2
Parking

• Driveway

• Garage Door Opener

Property

• Levels: One

• Exterior Features: French Doors / Hurricane Shutters / Irrigation System / Rain Gutters / Sidewalk

Lot

• Lot: 0.10 Acres

Other Property Information

• Parcel Number: 152527357100015500

• Zoning: 0109
Type and style

• Property Type: Residential

• Property Sub Type: Single Family Residence
Utility

• BB/HS Internet Available

• Cable Available

• Electricity Connected

• Natural Gas Connected

• Sewer Connected

• Street Lights

• Underground Utilities

• Water Available

• Water Connected
Other financial information

• HOA: $480

• HOA Frequency: Monthly

• Annual tax amount: $6,794
Source details

• MLS ID: TB8559333

Other facts

• Construction Materials: Stucco

• Foundation Details: Slab

• Laundry Features: Laundry Room

• Lot Features: Sidewalk / Unincorporated

• Patio And Porch Features: Deck / Enclosed / Rear Porch

• Window Features: ENERGY STAR Qualified Windows / Shutters

• Direction Faces: East

• Architectural Style: Ranch

• Garage Spaces: 2

• Attached Garage: Yes

• Garage: Yes

• Living Area: 1583

• Water Source: Public

• Subdivision Name: FOUR SEASONS AT ORLANDO PH 4B

Private inquiry

Talk to the advisor on this listing.

Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

More like this

For Sale

$439,000

Townhouse

3 bds · 3 ba · 1,440 sqft

WINDSOR HILLS PH 04, KISSIMMEE

3 bds · 2 ba · 1,371 sqft

SIENA AT CELEBRATION CONDO C, CELEBRATION

717 SIENA PALM DRIVE UNIT 717

For Sale

$380,000

Townhouse

4 bds · 3 ba · 1,636 sqft

ENCANTADA PH 1, KISSIMMEE

3 bds · 3 ba · 1,440 sqft

WINDSOR HILLS PH 4, KISSIMMEE

3 bds · 2 ba · 1,484 sqft

SUN LAKE CONDO, KISSIMMEE

3162 SUN LAKE COURT UNIT B

ROLLING OAKS, Kissimmee

2910 Castaway Ln, Kissimmee FL 34747

3 bds · 2 ba · 1,470 sqft

ENCANTADA PH 2, KISSIMMEE

3024 SECRET LAKE DRIVE

4 bds · 3 ba · 1,849 sqft

ARTISAN CLUB CONDO PH 6, CELEBRATION

1211 STONECUTTER DRIVE UNIT 308

Market around this address

Live counts in the same area.

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: HOMECOIN.COM

1999 KEY BAY TRAIL

Overview

Location

Details

Valuation

Highlights

Interior details

Property details

Construction details

Utilities / Green Energy Details

HOA and Financial Details

Other

More like this

Market around this address