# 1999 KEY BAY TRAIL, Kissimmee, FL 34747

> **TL;DR:** 2bd/2ba single family, $419,000 ($269/sqft), built 2023, 1,557 sqft. Est. $2,241/mo. Listed 90 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $419,000 |
| Price/sqft | $269 |
| 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 | 90 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $2,119 |
| Estimated Insurance | $122 |
| **Total** | **$2,241** |

## 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
New Price Improvement – Impeccably maintained home in the sought-after Four Seasons at Orlando featuring approximately $59,000 in recent upgrades and improvements.
Major upgrades include a 22.000 kW standby generator (2023) with automatic activation, motorized roll-down hurricane shutters (2023–2025) on all openings, extended paver lanai (2023), screened patio (2024), full-house crown molding (2023), updated blinds (2023), gutters (2024), security system (2023), and a water heater with built-in circulating pump (2023).
Enjoy resort-style living just minutes from shopping, dining, hospitals, golf, and Disney attractions. A rare opportunity to own a highly upgraded home in Four Seasons at Orlando.

## 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

## Primary Photo

![1999 KEY BAY TRAIL - Primary Photo](http://lh.rdcpix.com/2b0b4e5344839f2a57e737e0ae0a18afl-f1241250482r.jpg)

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

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**MLS#:** O6396388 | **Updated:** 2026-08-02
**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.ai/listing/1999-key-bay-trail-kissimmee-fl-34747-o6396388)

---

## Structured Data

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  "@type": "RealEstateListing",
  "name": "1999 KEY BAY TRAIL, Kissimmee, FL 34747",
  "description": "New Price Improvement – Impeccably maintained home in the sought-after Four Seasons at Orlando featuring approximately $59,000 in recent upgrades and improvements.\r\nMajor upgrades include a 22.000 kW standby generator (2023) with automatic activation, motorized roll-down hurricane shutters (2023–2025) on all openings, extended paver lanai (2023), screened patio (2024), full-house crown molding (2023), updated blinds (2023), gutters (2024), security system (2023), and a water heater with built-in",
  "url": "https://www.propertysimple.ai/listing/1999-key-bay-trail-kissimmee-fl-34747-o6396388",
  "image": "http://lh.rdcpix.com/2b0b4e5344839f2a57e737e0ae0a18afl-f1241250482r.jpg",
  "datePosted": "2026-05-04",
  "price": 419000,
  "priceCurrency": "USD",
  "address": {
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  "numberOfBedrooms": 2,
  "numberOfBathroomsTotal": 2,
  "numberOfFullBathrooms": 2,
  "floorSize": {
    "@type": "QuantitativeValue",
    "value": 1557,
    "unitCode": "FTK"
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  "yearBuilt": 2023
}
```