106 CASTLEFORD WAY, KISSIMMEE, FL, 34758
Active86 days on marketListed May 14, 2026MLS #O6402915
About this home
106 CASTLEFORD WAY
Welcome home to this spacious and beautifully maintained 4-bedroom, 3-bathroom two-story pool home located in the heart of growing Kissimmee! Offering the perfect blend of comfort, functionality, and lifestyle, this impressive home features an open and versatile floorplan with gorgeous hardwood flooring and tile throughout the main living areas on the first floor for both elegance and easy maintenance. The oversized primary suite is truly a retreat, featuring double walk-in closets, a large soaking tub, and an additional bonus room perfect for a private home office, nursery, fitness space, reading lounge, or craft room. Upstairs, the open loft provides even more flexible living space and could easily serve as a media room, game room, playroom, second living area, or study space. Step outside and enjoy your own Florida oasis with a screened-in pool patio, ideal for entertaining, relaxing, or enjoying year-round outdoor living. Major updates include a BRAND NEW ROOF and complete replumbing completed in May 2026, offering buyers valuable peace of mind for years to come. Conveniently located in the vibrant Poinciana area, residents enjoy easy access to parks, playgrounds, sports fields, fitness trails, shopping, dining, schools, and recreation centers. Commuters will appreciate the proximity to Cypress Parkway, John Young Parkway, US-17/92, Florida’s Turnpike, and Central Florida attractions. Whether you are looking for space to grow, work-from-home flexibility, or the ultimate Florida pool lifestyle, this home checks all the boxes. This one is expected to go fast!
Facts & features
The home at a glance
4
Bedrooms
3
Bathrooms
2,909
Sqft
0.2 ac
Lot size
2
Garage
2004
Year built
Two
Levels
$110
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.
$2,802 /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
$2,802/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
−37.3%
$/sqft vs POINCIANA VILLAGE 2 NBHD 1
$110 vs $175
Days on market
86 vs 55 typical
Where $110/sqft sits among the 23 homes for sale in POINCIANA VILLAGE 2 NBHD 1
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 34758 — neighborhood snapshot
Population
46,521
Median age
34.6
Median income
$67,128
Median home value
$280,000
Avg household
3.63
Households w/ children
5,941
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)
11 of 23
POINCIANA VILLAGE 2 NBHD 1 have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 21% above the KISSIMMEE 34758 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 106 CASTLEFORD WAY
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Feb ’26$415,000
1101 CAMBOURNE DRIVE · same community
5 bd · 3 ba · 2,844 sqft · $146/sqft · 103 DOM
Sold · Jun ’26$389,990
937 HALIFAX DRIVE · same community
5 bd · 3 ba · 2,601 sqft · $150/sqft · 90 DOM
Sold · Feb ’26$384,990
913 HALIFAX DRIVE · same community
5 bd · 3 ba · 2,601 sqft · $148/sqft · 174 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 106 CASTLEFORD WAY — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 106 CASTLEFORD WAY — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
106 CASTLEFORD WAY FAQs
What would the monthly payment be for 106 CASTLEFORD WAY?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,802/mo — principal and interest, the actual property-tax bill, the $100/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 106 CASTLEFORD WAY?+
The association fee works out to $100 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 106 CASTLEFORD WAY?+
The most recent tax bill on record (2025) was $6,196. 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 106 CASTLEFORD WAY?+
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 $320,000, this home is listed about 16% below the Kissimmee median of $379,395. The market section on this page shows how the area is trending.
Which schools are assigned to 106 CASTLEFORD WAY?+
Sunrise Elementary School (elementary), Horizon Middle School (middle), Poinciana 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
01Positioned at the premium end
$320,000 runs 21% above the KISSIMMEE 34758 median — but at 2,909 sqft it's also 60% larger than the typical Kissimmee listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03The price has already moved
Listed at $400,000, now $320,000 — a $80K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of SUNDIAL REAL ESTATE LLC · Nicole Van Treese. MLS #O6402915.
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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