
4421 JIM BRANCH ROAD, KISSIMMEE, FL, 34744
Pending42 days on marketListed Jul 7, 2026MLS #S5153225
About this home
4421 JIM BRANCH ROAD
Luxury Custom Estate on 1 Acre with Detached 3-Car Garage & Two Metal Workshops. Welcome to this exceptional custom-built estate situated on a beautifully landscaped 1-acre homesite. Built in 2020 and meticulously maintained, this stunning 2,000 sq. ft. home offers 3 bedrooms, plus a dedicated office with custom built-ins, 2 luxurious bathrooms, an open-concept great room, dining area, laundry room, open wrap around front porch, and a screened rear porch designed for year-round Florida living. Located on a quiet dead-end paved road, you'll enjoy peaceful country living just minutes from major highways, Orlando International Airport, Lake Nona, and Saint Cloud. Inside, quality craftsmanship is evident throughout with 10-foot ceilings, 8-foot doors, porcelain tile flooring, custom wainscoting, Craftsman trim, 5½-inch baseboards, plantation blinds with programmable smart controls, and French doors with built-in blinds. Smart home features include Alexa-compatible lighting, Lutron controls, Nest thermostat, surround sound, security system, Ring doorbell, Wi-Fi connectivity, and custom lighting throughout. The gourmet kitchen features quartz countertops, an oversized island, dual built-in refrigerators (2025), gas range with pot filler, farmhouse sink, under-cabinet lighting, soft-close wood cabinetry, premium appliances, and two pantry areas. The office includes custom built-in desks and cabinetry with quartz work surfaces. A dedicated laundry/mudroom space with built-in cabinetry, quartz counters, front load washer and dryer on pedestals and sink makes chores a breeze. The spacious owner's suite offers a custom closet system and a spa-inspired bath with an oversized walk-in shower, dual rain and handheld shower heads, Kohler fixtures, and a private water closet. The guest bath features the same quality finishes. Enjoy Florida living from the Trex wraparound front porch or entertain on the screened rear porch complete with a summer kitchen featuring a KitchenAid gas grill, beverage refrigerator, sink with tankless water heater, surround sound, TV hookup, and ceiling fans. Built for efficiency and durability, the home includes concrete block construction with James Hardie siding, premium metal roof, spray foam insulation, double-pane windows, Rheem tankless gas water heater, whole-house water filtration system (2025), propane generator hookup, Lexan hurricane shutters, programmable irrigation, and extensive exterior lighting. The property also includes a detached 3-car garage connected by a covered walkway, plus two insulated metal workshops. The original 20' x 30' shop includes electricity, an automatic garage door, and a 10' x 30' lean-to. The newer 30' x 50' shop (2025) features drywall, custom paint, epoxy floors, electricity, and three Genie automatic garage doors. All garage and shop doors are MyQ smart enabled. Additional exterior features include two sets of double gates with Ghost gate openers, full perimeter fencing, dedicated dog run, paver driveway and walkways, mature oak trees, beautiful landscaping, multiple water spigots, holiday lighting outlets, security cameras, and flood lighting. This one-of-a-kind property combines luxury, functionality, privacy, and exceptional craftsmanship in a highly desirable Central Florida location. Schedule your private showing today!
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
2,000
Sqft
0.96 ac
Lot size
3
Garage
2020
Year built
One
Levels
$425
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 — not generic estimates.
$5,510 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$5,510/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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.
vs edgeAI estimate
+49.3%
Days on market
42 vs 55 typical
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 Kissimmee
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Kissimmee. See the full Kissimmee guide →
KISSIMMEE 34744 — neighborhood snapshot
Population
62,756
Median age
37.9
Median income
$69,837
Median home value
$326,700
Avg household
2.99
Households w/ children
7,069
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 → $354K
Kissimmee median sold, yr/yr
97.3%
Sale-to-list ratio (12 mo)
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 124% above the KISSIMMEE 34744 median. See the full Kissimmee market guide →
Paper trail
This home's history
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
Zack Zonker
President Tampa Division · CENTURY 21 Edge
Tours, negotiation, and every question about 4421 JIM BRANCH ROAD — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4421 JIM BRANCH ROAD — before you fall in love.
See it in person
Schedule a tour
Live availability from Zack's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
4421 JIM BRANCH ROAD FAQs
What would the monthly payment be for 4421 JIM BRANCH ROAD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,510/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 4421 JIM BRANCH ROAD?+
The most recent tax bill on record (2025) was $5,348. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Kissimmee?+
At $849,900, this home is listed about 124% above the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 4421 JIM BRANCH ROAD?+
East Lake Elementary School (elementary), Narcoossee Middle School (middle), Harmony High School (high) — Osceola County School District. Always verify school assignments with the district before relying on them.
Listing courtesy of LA ROSA REALTY LLC · Caleb Carpenter. MLS #S5153225.
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.
Never miss a listing
New Kissimmee homes, in your inbox
Like 4421 JIM BRANCH ROAD but not quite? A daily digest of every new listing in Kissimmee — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask Zack to ping you on any price or status change →