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$560,000
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Property Description
Beautifully Renovated 3BR 2 ½ BA Home located in this picturesque neighborhood with mature oak trees, where neighbors can always be seen out riding bikes, walking their dogs or gardening in the yard. This Home has been completely and meticulously updated(2021-2026) with quality craftmanship, Luxury Finishes and Smart Technology. Roof(2020) Water Heater(2019) The Home's exterior on 3 sides was updated with all Hardiboard fiber cement siding, PVC trim along the ground and PVC trim along the garage to replace all wood siding. The front of the Home showcases the white-washed brick facade that pairs perfectly with the southern-style porch -an ideal spot to enjoy your morning coffee. *** The spectacular Chef's Kitchen, perfect for both everyday living and entertaining, features new smart appliances including a double oven, cooktop with vented hood, quartz countertops, soft-close drawers, Farmhouse sink, decorative blue backsplash and abundant cabinet and countertop space. The dramatic quartz waterfall island also has a built-in microwave and navy blue cabinets. The adjacent dining area easily accommodates seating for eight. **** The open-concept floorplan is enhanced by soaring vaulted ceilings, LED lighting and Luxury Vinyl Plank LVP flooring throughout the home. The spacious living and family rooms are separated by a stunning decorative stone column showcasing dual electric fireplaces that create an elegant focal point while adding warmth and ambiance to both living areas. The spacious family room also has two new skylights that fill the room with natural sunlight and a wall-mounted flat-screen television. *** The roomy Primary Suite feels like its own resort-style retreat as a trendy barn door leads into the spa-inspired ensuite bathroom with a Bluetooth connected music system, marble flooring, a marble-tiled walk-in shower with glass enclosure, Rainfall showerhead and an additional showerhead to spoil you. The vanity has dual vessel sinks with a quartz countertop and lots of storage space. Designed with convenience in mind, each of the home's three bedrooms enjoys connected access to a bathroom, providing comfort and privacy for family members and guests alike. This home also offers peace of mind with upgraded windows, upgraded R-38 insulation in the attic and the primary suite interior wall, updated LED lighting throughout, a Nest Smart Thermostat, Smart Home features that can be conveniently controlled from your phone and an oversized 462-square-foot garage with durable epoxy flooring. Interior Laundry room with Smart Washer & Dryer included. *** Outdoor living is equally impressive. Three sets of French doors open onto the 50 foot long screened back porch featuring epoxy flooring and two ceiling fans, creating the perfect place to simply unwind while overlooking the spacious backyard. The partially privacy-fenced yard offers room to play, garden, or relax beneath the shade trees and includes a charming tree swing, storage shed, gutters, sprinklers and a built-in French drain system. Conveniently located just minutes from Downtown Kissimmee, offering easy access to local restaurants, year-round festivals and the Lake Tohopekaliga boat ramp. Disney, Universal Epic Universe, SeaWorld, and countless Central Florida attractions are all within a short drive. *** The homeowner spared no expense creating their Dream Home. Now you have the opportunity to call it 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: 8/9/2026
- Added to Site: 8 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, 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.

