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!
Property Details
Price:
$539,000
MLS #:
S5154872
Status:
Active
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HARBOUR OAKS UNIT 1
Neighborhood:
34744kissimmee
Listed Date:
Aug 7, 2026
Finished Sq Ft:
2,410
Total Sq Ft:
3,604
Lot Size:
14,941 sqft / 0.34 acres (approx)
Year Built:
1985
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Range
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Luxury Vinyl
Heating
Central
Interior Features
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)
Laundry Features
Laundry Room
Levels
One
Exterior
Attached Garage YN
1
Construction Materials
Brick
Covered Spaces
2
Direction Faces
North
Exterior Features
French Doors, Irrigation System, Lighting, Private Yard, Rain Gutters, Sprinkler Metered, Storage
Garage Spaces
2
Lot Features
Landscaped, Near Marina, Oversized Lot
Open Parking YN
1
Other Structures
Shed(s)
Parking Features
Driveway, Garage Door Opener, Off Street, Oversized
Patio And Porch Features
Covered, Enclosed, Front Porch, Porch, Rear Porch, Screened
Roof
Shingle
Window Features
Double Pane Windows
Financial
HOA Fee
$17
HOA Fee Frequency
Monthly
HOA Includes
Common Area Taxes
HOA Name
Roger Popp, HOA Treasurer
Tax Year
2025
Taxes
$4,681
Map
Community
- Address1592 SKYLINE DRIVE KISSIMMEE FL
- SubdivisionHARBOUR OAKS UNIT 1
- CityKISSIMMEE
- CountyOsceola
- Zip Code34744
Subdivisions in KISSIMMEE
- Association of Poinciana Villages
- BELLALAGO
- BELLAVIDA PH 01
- COMPASS BAY
- EAGLE LAKE PH 1
- EAST PALM RESORT CONDO
- MargaritaVille
- POINCIANA NBRHD 5 NORTH VILL 3
- POINCIANA SUBDIVISION NBRHD 5 NORTH VIL 3
- POINCIANA VLG 2 NBHD 1
- ROLLING OAKS PH 7
- Siesta Lago
- SONOMA RESORT AT TAPESTRY PH 1
- STOREY CREEK PH6
- STOREY LAKE TR K
- SUMMERVILLE RESORT
- VENTURA AT WINDSOR HILLS CONDO PH 1
Market Summary
Current real estate data for Single Family in KISSIMMEE as of Oct 19, 2026
2,259
Single Family Listed
165
Avg DOM
215
Avg $ / SqFt
$474,857
Avg List Price
Property Summary
- Located in the HARBOUR OAKS UNIT 1 subdivision, 1592 SKYLINE DRIVE KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34744. It is listed for $539,000 and features 3 beds, 3 baths, and has approximately 2,410 square feet of living space, and was originally constructed in 1985. The current price per square foot is $224. The average price per square foot for Single Family listings in KISSIMMEE is $215. The average listing price for Single Family in KISSIMMEE is $474,857. To schedule a showing of MLS#s5154872 at 1592 SKYLINE DRIVE in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of LPT REALTY, LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1592 SKYLINE DRIVE
KISSIMMEE, FL
