
1592 SKYLINE DRIVE, KISSIMMEE, FL, 34744
Active0 days on marketListed Aug 7, 2026MLS #S5154872
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About this home
1592 SKYLINE DRIVE
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!
Facts & features
The home at a glance
3
Bedrooms
2.5
Bathrooms
2,410
Sqft
0.34 ac
Lot size
2
Garage
1985
Year built
One
Levels
$232
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$4,111 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$4,111/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Kissimmee actives
$232 vs $209
Days on market
0 vs 52 typical
Where $232/sqft sits among the 400 Kissimmee actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Harbour Oaks
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Kissimmee. See the full Kissimmee guide →
Harbour Oaks — neighborhood snapshot
Population
885
Median age
39
Median income
$136,012
Median home value
$419,200
Avg household
3
Households w/ children
128
For the school run
Osceola County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Kissimmee market
$365K → $350K
Kissimmee median sold, yr/yr
97.3%
Sale-to-list ratio (12 mo)
174 of 400
Kissimmee actives have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 46% above the KISSIMMEE 34744 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 1592 SKYLINE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$620,000
1813 ADMIRAL COURT · same community
4 bd · 3 ba · 2,779 sqft · $223/sqft · 3 DOM
Sold · Mar ’26$515,000
1511 GRANDVIEW BOULEVARD · same community
3 bd · 2.5 ba · 1,981 sqft · $260/sqft · 152 DOM
Sold · Aug ’25$469,000
1544 REGAL COURT · same community
3 bd · 2 ba · 1,844 sqft · $254/sqft · 5 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Anthony Richardson
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 1592 SKYLINE DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1592 SKYLINE DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Anthony's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1592 SKYLINE DRIVE FAQs
What would the monthly payment be for 1592 SKYLINE DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $4,111/mo — principal and interest, the actual property-tax bill, the $17/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 1592 SKYLINE DRIVE?+
The association fee works out to $17 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1592 SKYLINE DRIVE?+
The most recent tax bill on record (2025) was $4,681. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 1592 SKYLINE DRIVE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Kissimmee?+
At $560,000, this home is listed about 48% above the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1592 SKYLINE DRIVE?+
Neptune Middle School (middle), Osceola High School (high), Partin Settlement Elementary School (elementary) — Osceola County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of LPT REALTY, LLC · Tricia Jenkins. MLS #S5154872.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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