$419,000
1999 Key Bay Trail
Kissimmee, FL 34747
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
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 history36 days on market
- Status: ActiveApr 9, 2026
- Listed$429,980Apr 9, 2026
- Price reduced$419,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Villa
- Status
- Active
- Days on market
- 36
- 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
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.
More homes like this
$296,901
1991 Key Bay Trl
Kissimmee, FL 34747
2 bd · 2 ba · 1,437 sqft
Four Seasons At Orlando Ph 4b
MLS# TB8421378
$339,000
1987 Key Bay Trl
Kissimmee, FL 34747
2 bd · 2 ba · 1,437 sqft
Four Seasons At Orlando Ph 4b
MLS# O6270026
$387,500
1998 Key Bay Trl #524
Kissimmee, FL 34747
2 bd · 2 ba · 1,583 sqft
Four Seasons At Orlando Ph 4b
MLS# G5106590
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 May 15, 2026 at 2:35 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.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA