


$650,000
1559 Skyline Drive
Kissimmee, FL 34744
Listing updated: October 2, 2026 at 5:07 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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!
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history6 days on market
- Status: ActiveSep 26, 2026
- Listed$650,000Sep 26, 2026
- Price increased$650,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 6
- Subdivision
- Harbour Oaks Unit 1
- County
- Osceola
- Year built
- 1989
- Living area
- 2,402 sq ft
- Price/sq ft
- $271
- Building area
- 3,369 sq ft (Public Records)
- Lot size
- 15,028 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12097C0069G)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $4,526 (2025)
- Parcel #
- 02-26-29-3305-0001-0170
- Zoning
- ORS1
- MLS #
- O6442242
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Flooring
- Ceramic Tile, Luxury Vinyl
- Appliances
- Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Touchless Faucet, Washer
- Interior features
- Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Solid Surface Counters
- Laundry
- Laundry Room
- Stories / Levels
- One
- Direction faces
- East
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $200 / Annually
- Monthly HOA
- $17/mo
- Total monthly fees
- $17/mo
- Total annual fees
- $200
- HOA name
- ROGER POPP
- CDD
- No
- Homestead exemption
- Yes
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- No
Exterior & Construction
- Construction materials
- Block, Concrete
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | |
| Dining Room | First | |
| Living Room | First | |
| Primary Bedroom | First |
Listing Details
- Listing date
- 2026-09-26
- On market date
- 2026-09-26
- Original list price
- $650,000
- Occupant type
- Owner
- MLS area
- 34744 - Kissimmee
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-26
- Tax legal description
- HARBOUR OAKS SUB UNIT 1 PB 2 PG 88 & 89 LOT 17
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
More homes like this


$539,000
1592 Skyline Dr
Kissimmee, FL 34744
3 bd · 3 ba · 2,410 sqft
Harbour Oaks Unit 1
MLS ID #S5154872, LPT REALTY, LLC.
Listing provided by Stellar MLS
$749,900
3480 Lakeshore Blvd
St Cloud, FL 34769
4 bd · 3 ba · 2,806 sqft
Tindall Estates
MLS ID #O6447016, ZIRO REALTY.
Listing provided by Stellar MLS

$615,000
3018 Jardin St
Kissimmee, FL 34741
4 bd · 3 ba · 2,962 sqft
Tapestry Ph 2
MLS ID #O6289904, MS LAND & BUILDING LLC.
Listing provided by Stellar MLS

$429,990
1673 Barberry Dr
Kissimmee, FL 34744
4 bd · 2 ba · 1,846 sqft
Kindred Ph 2c & 2d
MLS ID #S5147034, KELLER WILLIAMS LEGACY REALTY.
Listing provided by Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 2, 2026 at 5:07 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA