$419,000
1999 Key Bay Trail
Kissimmee, FL 34747
Listing updated: July 3, 2026 at 1:07 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Beautifully maintained home in sought-after Four Seasons at Orlando with over $59,000 in upgrades! Highlights include: • 22 kW whole-home standby generator (2023) with automatic backup power • Motorized hurricane shutters on all windows & doors (2023–2025) • Extended paver lanai & screened patio • Full-house crown molding • Updated blinds & gutters • Security system • Water heater with built-in recirculating pump Enjoy resort-style living just minutes from shopping, dining, hospitals, golf, and Disney. Let me know if you'd like more details or a private tour!
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history85 days on market
- Status: ActiveApr 9, 2026
- Listed$429,980Apr 9, 2026
- Price reduced$419,000
Facts & features
- Property type
- Residential
- Sub type
- Villa
- Status
- Active
- Days on market
- 85
- Subdivision
- Four Seasons At Orlando Ph 4b
- County
- Osceola
- Year built
- 2023
- Living area
- 1,557 sq ft
- Price/sq ft
- $269
- Building area
- 2,060 sq ft (Public Records)
- Lot size
- 4,356 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12097C0040G)
- Garage
- 2 spaces
- Annual taxes
- $6,794 (2025)
- Parcel #
- 15-25-27-3571-0001-5500
- Zoning
- 0109
- MLS #
- O6396388
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Flooring
- Laminate
- Appliances
- Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator
- Interior features
- Crown Molding, High Ceilings, Open Floorplan
- Laundry
- Laundry Room
- Stories / Levels
- One
- Direction faces
- West
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $480 / Monthly
- Monthly HOA
- $480/mo
- Total monthly fees
- $480/mo
- Total annual fees
- $5,760
- HOA name
- Manuel Trinidad
- CDD
- Yes
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Please 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.
- Approval process
- Please contact the applicable Homeowners Association (HOA) to verify all approval requirements, timelines, and any fees, as these are subject to change and are not guaranteed by the listing agent or brokerage.
Exterior & Construction
- Exterior features
- Hurricane Shutters
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Natural Gas Available, Phone Available
Community
- Pets allowed
- Cats OK, Dogs OK
- Senior community
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 20.6x8 |
| Dining Room | First | 20.6x9.5 |
| Living Room | First | 15.1x14.3 |
| Primary Bedroom | First | 12.1x15.11 |
| Bathroom 2 | First | 10x10 |
| Den | First | 9.5x12.2 |
Listing Details
- Listing date
- 2026-04-04
- On market date
- 2026-04-09
- Original list price
- $429,980
- Occupant type
- Owner
- MLS area
- 34747 - Kissimmee/Celebration
- Listing AOR
- Orlando Regional
- Status changed
- 2026-04-09
- Tax legal description
- FOUR SEASONS AT ORLANDO PH 4B PB 32 PGS 37-39 LOT 550
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Driving Directions (from Downtown Orlando): Take I-4 West toward Tampa. Merge onto FL-429 South (Western Beltway) via Exit 58. Continue on FL-429 South and take Exit 6 for US-192 toward Kissimmee. Turn right onto US-192 West, then turn left onto Four Seasons Blvd. Proceed through the guard gate and continue to Key Bay Trail 1999 Key Bay Trail will be on your right.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of July 3, 2026 at 1:07 PM ET. All data is obtained from various sources and may not have been verified by 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.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
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