1592 Skyline Dr, photo 1
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Overview

3 bd3 ba2,410 sqft2 car garageSingle Family
TypeSingle Family
HOA$17/mo
Built1985
Lot14,941 sqft
Living area2,410 sqft
Price / sqft$224
Garage2 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Eat-in KitchenHigh CeilingsOpen FloorplanPrimary Bedroom Main FloorSmart HomeSolid Surface CountersStone Counters

1592 Skyline Dr is a 1985-built home in Harbour Oaks Unit 1, Kissimmee. Inside you'll find 3 bedrooms, 3 bathrooms, and 2,410 square feet of living space. Listed at $539,000 (about $224/sqft), 73 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $17 monthly.

From the listing

$2,500 BUYER CREDIT WITH PREFERRED LENDER! Seller will contribute towards an INTEREST RATE BUYDOWN with a full price offer. 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. 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 to replace the original siding with Hardie board siding & PVC trim, along with a whitewashed brick, front façade. Conveniently located near Downtown Kissimmee with 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!

The essentials

Built
1985
Price / sqft
$224
On market
73 days
Annual tax
$4,681
HOA
$17/mo
Flood zone
X · Low risk
Lot
14,941 sqft
Type
Single Family Residence

At a glance

Single family
Built 1985
2 car garage
Driveway
0.34 acres
Lot size
2,410 sqft
Living area

Payment

Est. monthly payment
$3,488/mo
Down payment (20%)
$107,800
Property taxes
$390/mo
HOA
$17/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1985
Lot
14,941 sqft
Cooling
Central Air
Heating
Central
Parking
Driveway, Garage Door Opener, Off Street, Oversized
Days on Market
73
Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Open Floorplan
Primary Bedroom Main Floor
Smart Home
Solid Surface Counters
Stone Counters
Thermostat
Walk-in Closet(s)
Lighting
Private Yard
Rain Gutters
Sprinkler Metered
Storage
Street Lights
Dishwasher
Disposal
Electric Water Heater
Microwave
Range
Homestead exemption on file Flood Zone X
Annual Tax (2025)
$4,681
Parcel #
02-26-29-3305-0001-0530

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Harbour Oaks Unit 1
County
Osceola
MLS Area
34744 - Kissimmee
Lot Size
14,941 sqft
LandscapedNear MarinaOversized LotPaved
HOA
$17/mo
Roger Popp, HOA Treasurer

Price history

Date
Event
Price
10/1/2026
Price change
Source: Stellar MLS #S5154872
$539,000-3.7%
$224/sqft
7/30/2026
Listed for sale
Source: Stellar MLS #S5154872
$560,000
$232/sqft

Neighborhood

1592 Skyline Dr
Kissimmee, FL, 34744 · 34744 - Kissimmee

Market insights

Offer Insights

Choose an offer strength

List price: $539,000
$535,000 – $539,000
99.5% – 100% of listTops out right at the list price
80% of listList price
218 of the last 339 home closings in 34744 landed at this number or higher (64%). The median one sat 36 days before it went under contract, and this one is on day 73 after a $21,000 cut.

Sample: 339 closed home sales in 34744 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$3,488/mo
Principal & interest$2,811
Property taxes$390
Insurance$270
HOA$17
Down payment20% · $107,800
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$539,000

$224 per sq ft

Beds and baths

3 beds, 3 baths

Size

2,410 sq ft

Time on market

73 days

Year built

1985

Monthly payment

About $3,488/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $4,681 annual tax bill, insurance, and the $17/mo HOA fee.

HOA fee

$17/mo

Managed by Roger Popp, HOA Treasurer.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byLPT REALTY, LLCListing agent: Tricia JenkinsListing data from Stellar MLS, MLS# S5154872.

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