1592 SKYLINE DRIVE Kissimmee, FL $ 539,000
1592 SKYLINE DRIVE
$ 539,000
Open House 10/17 10:30am - 1pm
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1592 SKYLINE DRIVE

Kissimmee, FL, 34744
$ 539,000
Bedrooms3 Baths2.1 Sq 2,410

Monthly Estimate*

$ 3,723

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Single Family Home for sale in Kissimmee, FL

for $539,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,410 square foot home was built in 1985 on a lot size of 0.34.

NEW Price! ***$2,500 BUYER CREDIT WITH PREFERRED LENDER! Seller will contribute towards an INTEREST RATE BUYDOWN with a full price offer. Luxuriously Renovated 3-bedroom, 2.5-bathroom, 2,410 sq. ft. home on an oversized 14,941 sq. ft. lot located in a neighborhood of unique homes. Meticulously updated, this move-in-ready home combines Luxury Finishes, Smart-Home Technology, and captivating upgrades throughout. The open-concept floor plan features soaring vaulted ceilings, LED lighting, and Luxury Vinyl Plank LVP flooring. The spectacular Chef’s Kitchen offers Smart Appliances, a Double Oven, Cooktop with vented hood, Quartz countertops, Farmhouse sink, soft-close cabinetry, and a dramatic Quartz Waterfall Island. Two spacious living areas are separated by a beautiful stone column featuring dual electric fireplaces, while new skylights provide abundant natural light. The private primary suite offers an ensuite bathroom with marble flooring, marble walk-in shower w/rainfall showerhead and dual Vessel sinks on the Quartz Vanity. All three bedrooms are connected to a bathroom. Additional upgrades include a 2020 roof, 2019 water heater, upgraded windows, R-38 attic insulation, Nest smart thermostat, smart-home features, oversized garage, and interior laundry with washer & dryer included. Enjoy Florida outdoor living from the large 50-foot screened porch overlooking the spacious backyard with mature trees, tree swing, storage shed, sprinklers, gutters and plenty of room for a pool. Exterior improvements to replace the original siding with Hardie board siding & PVC trim, along with a whitewashed brick, front façade. Conveniently located near Downtown Kissimmee with restaurants & festivals, Lake Tohopekaliga boat ramp, and major Central Florida attractions including Disney, Universal Epic Universe, and SeaWorld. A beautifully upgraded Kissimmee home offering space, character, modern amenities, and an exceptional location—ready to become your Home Sweet Home!

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Open House

10/17/2026 10:30 AM - 1:00 PM
1592 SKYLINE DRIVE Kissimmee, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 539,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 4,681

Style

Single Family Residence

Lot Size

0.34

Year Built

1985

Town/City

Kissimmee

County/Region

Osceola

MLS | Web ID

S5154872

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Phone Available Public Sewer Connected Sprinkler Meter Street Lights
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Disposal Electric Water Heater Microwave Range
Zoning ORS1
HOA Fee 17
Garage Spaces 2
Association Fee Includes Common Area Taxes
Patio/Porch Features Covered Enclosed Front Porch Porch Rear Porch Screened
Construction Materials Brick
Pets Allowed Yes
Year Built 1985
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Assoc Fee Paid Per Monthly
County Osceola
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name HARBOUR OAKS UNIT 1
Facing Direction North
Garage Y/N true
Other Structures Shed(s)
Total Rooms 6
Full Baths 2
Status Active
Directions from OSCAR turn right onto Partin Settlement Rd turn right onto Neptune Rd turn left onto Kings Hwy turn right onto Pine Island Rd turn left onto Harbour Blvd turn right onto Skyline Dr Home is 2nd House on the left
City KISSIMMEE
Association Name Roger Popp HOA Treasurer
Senior Community Y/N false
MLS Area 34744 - Kissimmee
Lot Size Units Square Feet
Lot Size Square Feet 14941
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 4681
Home Warranty Y/N false
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://u.listvt.com/mls/259403956
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 53
Legal Description HARBOUR OAKS SUB UNIT 1 PB 2 PG 88 & 89 LOT 53
Minimum Lease No Minimum
Water Access Y/N false
Monthly HOA Amount 17
Additional Rooms Family Room Formal Living Room Separate
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
Flood Zone Code X Y
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Interior
Interior Amenities Ceiling Fan(s) Eating Space In Kitchen High Ceilings Open Floorplan Primary Bedroom Main Floor Skylight(s) Smart Home Solid Surface Counters Stone Counters Thermostat Walk-In Closet(s)
Flooring Luxury Vinyl
Furnished Y/N Negotiable
Fireplace Features Electric
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Double Pane Windows
Fireplace Y/N true
Half Baths 1
Laundry Features Laundry Room
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities French Doors Irrigation System Lighting Private Yard Rain Gutters Sprinkler Metered Storage
Parking Features Driveway Garage Door Opener Off Street Oversized
Lot Features Landscaped Near Marina Oversized Lot
Water Source Public
Lot Size Area 14941
Foundation Details Slab
Building Area Total 3604
Lot Size Acres 0.34
Road Surface Type Paved Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
Lpt Realty, Llc

Broker

realtortriciaj@gmail.com

Email

Affordability Calculator

$4,113
Per Month
91%
9%
0%
Monthly Principal & Interest
$3,723
Monthly Property Taxes
$390
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
10/1/2026$539,000 -3.75% Price Down
8/5/2026$560,000 Listed Price

Map


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1592 SKYLINE DRIVE, Kissimmee, FL, 34744 is a Single Family Home for sale at $539,000 with 2,410 sqft and a lot size of 0.34. 1592 SKYLINE DRIVE has 3 bedrooms, 2.1 baths, and was built in 1985. The property's zip code is 34744 which is in Kissimmee, FL