1209 CASTLEPORT ROAD, WINTER GARDEN, FL, 34787
Pending151 days on marketListed Mar 14, 2026MLS #O6390760
About this home
1209 CASTLEPORT ROAD
Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5 spacious bedrooms and 3 full bathrooms — plenty of room for guests, a home office, or a hobby room. Thoughtful finishes and flexible room spaces make entertaining effortless and daily life comfortable. Location is everything: you’re minutes from theme parks, with fast highway connections for stress-free commutes and weekend escapes, plus easy access to shopping, dining, and services. Whether you’re teeing off on the greens, grabbing dinner nearby, or heading out for a day at the parks, 1209 Castleport Rd combines comfort, convenience, and that warm, community feel you’ve been looking for.
Facts & features
The home at a glance
5
Bedrooms
3
Bathrooms
2,812
Sqft
0.17 ac
Lot size
2
Garage
2001
Year built
Two
Levels
$234
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.
$4,542 /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
$4,542/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
−13.4%
Days on market
151 vs 41 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 Stoneybrook West
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Garden. See the full Winter Garden guide →
Stoneybrook West — neighborhood snapshot
Population
3,360
Median age
46
Median income
$126,768
Median home value
$394,860
Avg household
3
Households w/ children
533
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Garden market
$585K → $623K
Winter Garden median sold, yr/yr
97.6%
Sale-to-list ratio (12 mo)
Median sold price, Winter Garden, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 24% above the WINTER GARDEN 34787 median. See the full Winter Garden 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
Kat Bonelli
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 1209 CASTLEPORT ROAD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1209 CASTLEPORT ROAD — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Kat's phone and CRM.
Straight answers
1209 CASTLEPORT ROAD FAQs
What would the monthly payment be for 1209 CASTLEPORT ROAD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,542/mo — principal and interest, the actual property-tax bill, the $243/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 1209 CASTLEPORT ROAD?+
The association fee works out to $243 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1209 CASTLEPORT ROAD?+
The most recent tax bill on record (2025) was $4,030. 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 1209 CASTLEPORT ROAD?+
The listing reports pets: Breed Restrictions. 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 Winter Garden?+
At $659,000, this home is listed about 13% above the Winter Garden median of $581,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1209 CASTLEPORT ROAD?+
Whispering Oak Elementary (elementary), Sunridge Middle (middle), West Orange High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Five things that matter here
01Positioned at the premium end
$659,000 runs 24% above the WINTER GARDEN 34787 median — but at 2,812 sqft it's also 31% larger than the typical Winter Garden listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Time on market is leverage
151 days on market against a Winter Garden median of 41 — sellers in this position are usually ready to negotiate.
04Strong assigned schools
Whispering Oak Elementary, Sunridge Middle, West Orange High — Whispering Oak Elementary rates 5 of 5. Always verify assignments with the district.
05The price has already moved
Listed at $674,990, now $659,000 — a $16K cut. The full history is in the market section below.
Listing courtesy of THE PROPERTY STOP LLC · Angela Magac. MLS #O6390760.
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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