1959 CACUTTA WAY, KISSIMMEE, FL, 34744
Active127 days on marketListed Jun 5, 2026MLS #S5151373
About this home
1959 CACUTTA WAY
Short Sale. Welcome to 1959 Cacutta Way, a beautifully maintained 4-bedroom, 2-bathroom home located in the desirable Kindred community of Kissimmee. Built in 2023, this modern residence offers approximately 1,846 square feet of thoughtfully designed living space with an open-concept layout, abundant natural light, and stylish finishes throughout. The spacious kitchen features granite countertops, stainless steel appliances, ample cabinet space, and a large center island that seamlessly connects to the living and dining areas, creating an ideal setting for everyday living and entertaining. The private primary suite includes a walk-in closet, dual vanities, and a walk-in shower. Three additional bedrooms provide flexibility for a variety of lifestyle needs, while smart home features add convenience and modern functionality. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for outdoor activities, gatherings, gardening, or simply relaxing. Residents of Kindred enjoy access to an impressive selection of community amenities, including resort-style pools, fitness facilities, tennis and pickleball courts, soccer fields, playgrounds, walking and biking trails, a dog park, and a clubhouse. Conveniently situated with easy access to US-192 and the Florida Turnpike, this home is located near major employment centers, shopping, dining, recreation, and transportation hubs. Nearby points of interest include NeoCity, Lake Nona, Kissimmee Lakefront Park, and Orlando International Airport. AdventHealth Kissimmee, offering comprehensive medical services and emergency care, is also located nearby. Whether you're looking for a primary residence or an investment opportunity, this move-in-ready home combines modern comfort, outdoor enjoyment, and a convenient Central Florida location. Schedule a showing today
Facts & features
The home at a glance
4
Bedrooms
2
Bathrooms
1,846
Sqft
0.14 ac
Lot size
2
Garage
2023
Year built
One
Levels
$195
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.
$3,036 /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
$3,036/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.
vs edgeAI estimate
−3.2%
$/sqft vs KINDRED
$195 vs $225
Days on market
127 vs 90 typical
Where $195/sqft sits among the 18 homes for sale in KINDRED
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)
2 of 18
KINDRED have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 1% below the KISSIMMEE 34744 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 1959 CACUTTA WAY
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Mar ’26$401,000
1975 CACUTTA WAY · same community
4 bd · 2 ba · 1,828 sqft · $219/sqft · 18 DOM
Sold · Jul ’26$450,000
1453 TAOS AVENUE · same community
5 bd · 3 ba · 2,601 sqft · $173/sqft · 7 DOM
Sold · Dec ’25$444,990
1969 WALNUT CREEK DRIVE
4 bd · 2 ba · 1,828 sqft · $243/sqft · 8 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 1959 CACUTTA WAY — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1959 CACUTTA WAY — 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
1959 CACUTTA WAY FAQs
What would the monthly payment be for 1959 CACUTTA WAY?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,036/mo — principal and interest, the actual property-tax bill, the $11/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 1959 CACUTTA WAY?+
The association fee works out to $11 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1959 CACUTTA WAY?+
The most recent tax bill on record (2025) was $7,033. 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 1959 CACUTTA WAY?+
The listing reports pets: Cats OK, Dogs OK, 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 $360,000, this home is listed about 5% below the Kissimmee median of $377,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1959 CACUTTA WAY?+
Neptune Middle School (middle), Neptune Elementary School (elementary), Osceola High School (high) — Osceola County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of NAIM REAL ESTATE LLC · Maria Aldana, Llc. MLS #S5151373.
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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