# 1999 KEY BAY TRAIL, KISSIMMEE, FL 34747

> **TL;DR:** 2bd/2ba single family, $429,980 ($276/sqft), built 2023, 1,557 sqft. Est. $1,863/mo. Listed 6 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $429,980 |
| Price/sqft | $276 |
| Bedrooms | 2 |
| Bathrooms | 2 full |
| Square Feet | 1,557 |
| Year Built | 2023 |
| Lot Size | 4,356 sqft (0.10 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 6 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $1,863 |
| **Total** | **$1,863** |

## Nearby Schools

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

## Property Highlights

- Built in 2023
- 0.10 acre lot

## Description

### Agent Description
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.

## Location

- **Address:** 1999 KEY BAY TRAIL, KISSIMMEE, FL 34747
- **County:** Osceola
- **Neighborhood:** FOUR SEASONS AT ORLANDO PH 4B
- **Coordinates:** 28.308515, -81.590711
- **Google Maps:** https://www.google.com/maps?q=28.308515,-81.590711

## Listing Agent

- **Name:** Fernando Pavon Sosa
- **Brokerage:** CHARLES RUTENBERG REALTY ORLANDO
- **Phone:** 3212788555
- **Email:** fernando.sosarealestate@gmail.com

## Primary Photo

![1999 KEY BAY TRAIL - Primary Photo](http://lh.rdcpix.com/2b0b4e5344839f2a57e737e0ae0a18afl-f2041865582r.jpg)

*61 total photos available on [listing page](https://www.propertysimple.com/listing/1999-key-bay-trail-kissimmee-fl-34747-o6396388)*

---

**MLS#:** O6396388 | **Updated:** 2026-04-26
**Source:** listhub

*Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/1999-key-bay-trail-kissimmee-fl-34747-o6396388)

---

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