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$650,000 Just Listed
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Property Description
Welcome to 1559 Skyline Dr, Kissimmee, located in the desirable Harbour Oaks community! This spacious 4-bedroom, 3-bath pool home sits on approximately 0.34 acres and offers an impressive combination of indoor comfort, outdoor living, and valuable upgrades. Major improvements include a roof replaced in 2021, pool resurfaced in 2021, PAID-OFF solar panels, and a pool enclosure re-screened in 2025. The pool also features a hybrid heater with a dedicated solar panel, while a solar-powered attic fan provides an additional energy-conscious feature. Inside, you'll find an updated kitchen and bathrooms, generous living and dining areas, and a versatile floor plan ideal for everyday living and entertaining. Additional features include motorized window treatments and a central vacuum system. Step outside and enjoy Florida living with a screened pool and spa, spacious covered lanai, and fully fenced backyard surrounded by mature landscaping. The generous lot provides plenty of additional outdoor space and even includes a chicken coop. Location adds even more appeal. Harbour Oaks is conveniently situated near the growing NeoCity development, with easy access to shopping, dining, and major Central Florida roadways, and is approximately 30 minutes from Orlando International Airport (MCO). With approximately 0.34 acres, a pool and spa, paid-off solar panels, 2021 roof, updated kitchen and bathrooms, and numerous improvements, this home offers an exceptional combination of space, comfort, and functionality. Schedule your private showing today and discover everything 1559 Skyline Dr has to offer!
Full Property Details
Full Property Details for 1559 Skyline Dr
General
- Price: $650,000
- HOA FEE: $17/month
- HOA FEE FREQ.: Annually
- Taxes: $4,526 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6442242
- Updated: 9/26/2026
- Added to Site: 4 day(s) ago
Interior
- Number of Rooms: 4
- Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Skylight(s), Solid Surface Counters
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Touchless Faucet, Washer
- Furnishings: Unfurnished
- Flooring: Ceramic Tile, Luxury Vinyl
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Screen Enclosure, Tile
- Spa Description: Heated, In Ground
Exterior
- Exterior Features: Sliding Doors
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34744 - Kissimmee
- County: Osceola
- Development Name: 34744 - Kissimmee
- Subdivision: HARBOUR OAKS UNIT 1
- Driving Directions: From Neptune Road, head east toward Kings Highway. Turn right onto Kings Highway, then turn right onto Pine Island Road. Turn left onto Harbour Boulevard, then turn right onto Skyline Drive. The property will be located at 1559 Skyline Drive.
- Direction Faces: East
School Information
- Elementary School: Partin Settlement Elem
- Middle School: Neptune Middle (6-8)
- High School: Osceola High School
Community
- Community Name: 34744 - Kissimmee
- Association: Yes
- Assoc. Name: ROGER POPP
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Block, Concrete
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,402
- Sq. Ft. Source: Public Records
- Year Built: 1989
Lot Features
- Lot Size (Acres): 0.34
- Lot Size (Sq. Ft.): 15,028
- Lot Size: 15028
- Street/Road Desc.: Asphalt
Green Features
- Energy Generation: Solar
Financial Considerations
- Association Fee: $200
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $4,526
- 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 17
- Flood Zone Info: X
- APN: 22629330500010170
- Property ID: 22629330500010170
- Block/Lot/Section: 1
Listed by Norkis & Co Realty
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Schools
Schools serving 1559 Skyline Dr
School District:Osceola County School District
| Name | Grades | Distance |
|---|---|---|
Partin Settlement Elementary School 2434 Remington Boulevard, Kissimmee, FL 34744 | PK-5 | 3.6 mi |
Neptune Middle School 2727 Neptune Road, Kissimmee, FL 34744 | 6-8 | 2.9 mi |
Osceola High School 420 South Thacker Avenue, Kissimmee, FL 34741 | 9-12 | 3.6 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 1559 Skyline Dr
Date
Details
Price
Change
Source
9/26/2026
Listed
$650,000
100%
MLS
7/02/2020
Sold
$325,000
—
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 1559 Skyline Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,526
5%
$316,071
3%
2024
$4,315
2%
$307,164
3%
2023
$4,226
5%
$298,218
6%
2021
$4,036
-1%
$281,100
-3%
2022
$4,062
1%
$289,533
22%
2021
$4,036
21%
$236,840
2%
2019
$3,347
3%
$231,516
2%
2018
$3,243
—
$227,200
2%
2017
$3,249
-5%
$223,100
16%
2016
$3,403
5%
$192,400
8%
2015
$3,239
4%
$177,700
4%
2014
$3,118
8%
$171,600
9%
2013
$2,896
—
$157,800
—
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 1559 Skyline Dr
1559 Skyline Drive, Kissimmee, FL 34744 (MLS# O6442242) is a Single Family property with 4 bedrooms and 3 full bathrooms. 1559 Skyline Drive is currently listed for $650,000 and was received on September 26, 2026. Want to learn more about 1559 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.

