1420 SIMMONS ROAD, KISSIMMEE, FL, 34744
Active161 days on marketListed Mar 2, 2026MLS #S5144949
About this home
1420 SIMMONS ROAD
Exclusive duplex situated on a private lot between Kissimmee and Saint Cloud in Osceola County, offering privacy, tranquility, and a prime location just steps from a shopping center with major retailers, restaurants, and approximately 500 feet from US-192. The property features two independent residences. The main home offers 2 bedrooms and 2 full bathrooms, while the second unit includes 2 bedrooms and 1 full bathroom. Both units feature comfortable living areas, brand-new kitchens, and functional layouts designed for comfort and privacy. The property also includes a spacious backyard and ample parking with room for multiple vehicles and water and electricity are included in the rent.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,780
Sqft
0.84 ac
Lot size
1973
Year built
One
Levels
$1
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$176 /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
$176/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; 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 ACREAGE & UNREC
$1 vs $381
Days on market
161 vs 53 typical
Where $1/sqft sits among the 117 homes for sale in ACREAGE & UNREC
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 → $350K
Kissimmee median sold, yr/yr
97.3%
Sale-to-list ratio (12 mo)
42 of 117
ACREAGE & UNREC have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 99% below the KISSIMMEE 34744 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 1420 SIMMONS ROAD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$164,500
501 ROSE AVENUE · same community
3 bd · 2 ba · 1,793 sqft · $92/sqft · 10 DOM
Sold · Apr ’26$365,000
17740 SABAL PALM DRIVE · same community
2 bd · 2 ba · 1,816 sqft · $201/sqft · 27 DOM
Sold · Jan ’26$326,000
13135 YELLOW BLUFF ROAD · same community
4 bd · 2.5 ba · 1,820 sqft · $179/sqft · 0 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
Bridget McLennon
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1420 SIMMONS ROAD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1420 SIMMONS ROAD — before you fall in love.
See it in person
Schedule a tour
Live availability from Bridget's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1420 SIMMONS ROAD FAQs
What would the monthly payment be for 1420 SIMMONS ROAD?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $176/mo — principal and interest, estimated property taxes 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.
Are pets allowed at 1420 SIMMONS ROAD?+
The listing reports pets: No. 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 $2,200, this home is listed about 99% below the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1420 SIMMONS 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.
The brief
Three things that matter here
01Under the KISSIMMEE 34744 market on paper
$2,200 is 99% below the KISSIMMEE 34744 median of $384,750, and at $1/sqft it sits under the Kissimmee average of $216.
02Time on market is leverage
161 days on market against a Kissimmee median of 53 — sellers in this position are usually ready to negotiate.
03The price has already moved
Listed at $2,500, now $2,200 — a $300 cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of LPT REALTY, LLC · Irama Coromoto Arjona. MLS #S5144949.
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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