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$419,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,716 Sq. Ft.
  • Updated 11 days ago
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Under contract-accepting backup offers. Welcome to this charming single-family home in the peaceful and highly desirable Harbour Oaks community. Surrounded by mature oak trees and in a quiet neighborhood, this home offers both comfort and convenience, just minutes from Downtown Kissimmee, shopping, dining, and medical facilities, with easy access to major highways and the Florida Turnpike. This home has been thoughtfully updated over the last few years, providing peace of mind and long-term value. Notable upgrades include: "¢ 2026 - New Electrical Panel "¢ 2025 - New Roof + Fresh Exterior Paint "¢ 2023 - New A/C System Inside, you'll find updated finishes throughout, including a cozy stone-accented fireplace that adds warmth and character to the living space. The private, fully fenced backyard offers a perfect outdoor area for relaxing, gardening, pets, or entertaining. Fiber-optic internet is now available in the community for fast, reliable connectivity - ideal for work-from-home or streaming. Harbour Oaks is known for its oak-lined streets, local eagle sightings, and friendly neighborhood atmosphere. This home is move-in ready and offers the perfect balance of convenience, updates, and quiet suburban living.

Full Property Details for 1575 Skyline Dr

General

  • Price: $419,000
  • HOA FEE: $17/month
  • HOA FEE FREQ.: Annually
  • Taxes: $2,176 (2025)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5138423
  • Updated: 2/27/2026
  • Added to Site: 135 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 9
  • Interior Features: Ceiling Fan(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Exterior

  • Exterior Features: Garden, Irrigation System, Private Mailbox, Private Yard, Sliding Doors

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Garage Door Opener

Location

  • Area: 34744 - Kissimmee
  • County: Osceola
  • Development Name: 34744 - Kissimmee
  • Subdivision: HARBOUR OAKS UNIT 1
  • Driving Directions: From US-192, take Partin Settlement Road heading west, then turn right onto Neptune Road. Continue on Neptune and turn left onto Kings Highway. Follow Kings Highway and turn right onto Pine Island Road. Turn left onto Harbour Boulevard, then right onto Skyline Drive. The property will be on the left.
  • Direction Faces: South

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: Mel Zieger

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Electricity Available, Electricity Connected, Public, Sewer Available, Sewer Connected, Street Lights, Water Available, Water Connected

Structural Information

  • Exterior Const.: Block, Stone, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,716
  • Sq. Ft. Source: Public Records
  • Year Built: 1979

Additional Structures

  • Other Structures: Shed(s)

Lot Features

  • Lot Size (Acres): 0.34
  • Lot Size (Sq. Ft.): 14,810
  • Lot Size: 14810
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Fenced

Financial Considerations

  • Association Fee: $205
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $2,176.33
  • 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 15
  • Flood Zone Info: X
  • APN: 22629330500010150
  • Property ID: 22629330500010150
  • Block/Lot/Section: 1

Listed by Nona Legacy Powered By La Rosa

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— 1575 Skyline Dr —

  • Nona Legacy Powered By La Rosa

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1575 Skyline Dr

School District:Osceola County School District
NameGradesDistance
Partin Settlement Elementary School
2434 Remington Boulevard, Kissimmee, FL 34744
PK-53.5 mi
Neptune Middle School
2727 Neptune Road, Kissimmee, FL 34744
6-82.8 mi
Osceola High School
420 South Thacker Avenue, Kissimmee, FL 34741
9-123.6 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 1575 Skyline Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/25/2025
Listed
$419,000
222.31%
MLS
3/17/2011
Sold
$130,000
—
Public Record
Get Price Alerts and Save Property
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 for 1575 Skyline Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,213
8%
$149,136
4%
2024
$2,056
2%
$143,573
3%
2023
$2,008
7%
$139,392
6%
2021
$1,882
-1%
$131,392
-3%
2022
$1,907
1%
$135,333
4%
2021
$1,882
5%
$129,578
2%
2019
$1,798
6%
$126,665
2%
2018
$1,703
—
$124,304
2%
2017
$1,695
6%
$121,748
6%
2016
$1,606
-1%
$115,287
1%
2015
$1,620
3%
$114,486
1%
2014
$1,577
2%
$113,578
1%
2013
$1,552
—
$111,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Nona Legacy Powered By La Rosa

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1575 Skyline Drive, Kissimmee, FL 34744 (MLS# S5138423) is a Single Family property with 3 bedrooms and 2 full bathrooms. 1575 Skyline Drive is currently listed for $419,000 and was received on November 25, 2025. Want to learn more about 1575 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.

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