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$560,000
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Property Description
BUYER OPTIONS: $2,500 BUYER CREDIT WITH PREFERRED LENDER! Seller is open to SELLER FINANCING w/ a 4% Interest Rate(w/large downpayment) or contributing towards an INTEREST RATE BUYDOWN. 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.(no cookie-cutters). 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 include Hardie board siding, PVC trim, and a whitewashed brick, front facade. Conveniently located near Downtown Kissimmee, 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!
Full Property Details
Full Property Details for 1592 Skyline Dr
General
- Price: $560,000
- HOA FEE: $17/month
- Taxes: $4,681 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: S5154872
- Updated: 9/24/2026
- Added to Site: 54 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 6
- 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)
- Fireplace: Yes
- Fireplace(s): Electric
- Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range
- Furnishings: Negotiable
- Flooring: Luxury Vinyl
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room
Exterior
- Exterior Features: French Doors, Irrigation System, Lighting, Private Yard, Rain Gutters, Sprinkler Metered, Storage
- Deck/Patio: Covered, Enclosed, Front Porch, Porch, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Enclosed, Front Porch, Porch, Rear Porch, Scre
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener, Off Street, Oversized
Location
- Area: 34744 - Kissimmee
- County: Osceola
- Development Name: 34744 - Kissimmee
- Subdivision: HARBOUR OAKS UNIT 1
- Driving 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
- Direction Faces: North
Community
- Community Name: 34744 - Kissimmee
- Association: Yes
- Assoc. Name: Roger Popp, HOA Treasurer
- Assoc. Fees Include: Common Area Taxes
- Pet Restrictions: Buyer to verify any possible rules/restrictions if Buyer deems necessary for decision to buy the home
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Phone Available, Public, Sewer Connected, Sprinkler Meter, Street Lights
Structural Information
- Exterior Const.: Brick
- Roof: Shingle
- Windows: Double Pane Windows
- Stories/Levels: One
- Square Feet: 2,410
- Sq. Ft. Source: Public Records
- Year Built: 1985
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size (Acres): 0.34
- Lot Size (Sq. Ft.): 14,941
- Lot Size: 14941
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Financial Considerations
- Association Fee: $17
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $4,681
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: HARBOUR OAKS SUB UNIT 1 PB 2 PG 88 & 89 LOT 53
- Flood Zone Info: X
- APN: 22629330500010530
- Property ID: 22629330500010530
- Block/Lot/Section: 1
Listed by Lpt Realty, Llc
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Schools
Schools serving 1592 Skyline Dr
School District:Osceola County School District
| Name | Grades | Distance |
|---|---|---|
Partin Settlement Elementary School 2434 Remington Boulevard, Kissimmee, FL 34744 | PK-5 | 3.5 mi |
Neptune Middle School 2727 Neptune Road, Kissimmee, FL 34744 | 6-8 | 2.8 mi |
Osceola High School 420 South Thacker Avenue, Kissimmee, FL 34741 | 9-12 | 3.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1592 Skyline Dr
Date
Details
Price
Change
Source
8/07/2026
Listed
$560,000
116.22%
MLS
1/11/2021
Sold
$259,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1592 Skyline Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,681
5%
$327,280
3%
2024
$4,465
2%
$318,057
3%
2023
$4,373
7%
$308,794
27%
2021
$4,073
-3%
$243,900
-19%
2022
$4,205
3%
$299,800
35%
2021
$4,073
13%
$222,300
6%
2019
$3,617
10%
$210,100
10%
2018
$3,289
-1%
$191,000
1%
2017
$3,312
82%
$188,200
45%
2016
$1,820
-1%
$129,610
1%
2015
$1,838
2%
$128,710
1%
2014
$1,795
2%
$127,689
1%
2013
$1,768
—
$125,802
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1592 Skyline Dr
1592 Skyline Drive, Kissimmee, FL 34744 (MLS# S5154872) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 1592 Skyline Drive is currently listed for $560,000 and was received on August 07, 2026. Want to learn more about 1592 Skyline Drive? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.

