
15081 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL, 34787
Active1 days on marketListed Aug 15, 2026MLS #O6432899
About this home
15081 MASTHEAD LANDING CIRCLE
Virtually Staged. Welcome to this beautifully renovated golf-front home in the gated community of Stoneybrook West. Offering over 2,800 square feet of living space, this home combines a spacious and flexible floor plan with a fantastic setting overlooking the 6th hole and no rear neighbors. Recent improvements include a newer roof and A/C, fresh exterior and interior paint, renovated kitchen, bathrooms, and flooring. The main level offers multiple living and dining spaces, while the kitchen features stone countertops, stainless steel appliances and abundant cabinetry. Upstairs, the spacious primary suite includes a tray ceiling, walk-in closet and private bath with dual vanities and a beautifully remodeled walk-in shower. The oversized loft provides plenty of flexibility for a second living area, media room, playroom or home office. Step outside to a large backyard with expansive golf course views and plenty of room to enjoy the outdoor living. Stoneybrook West offers an impressive collection of amenities, including a community pool, golf, clubhouse, tennis and basketball courts, playgrounds and walking paths. Ideally located near Winter Garden Village, historic Downtown Winter Garden, shopping, dining and major roadways, this home offers a great combination of space, improvements, amenities and community.
Facts & features
The home at a glance
4
Bedrooms
2.5
Bathrooms
2,842
Sqft
0.13 ac
Lot size
2
Garage
2004
Year built
Two
Levels
$223
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.
$4,534 /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
$4,534/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
+4.5%
$/sqft vs Winter Garden actives
$223 vs $259
Days on market
1 vs 39 typical
Where $223/sqft sits among the 400 Winter Garden actives
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 → $630K
Winter Garden median sold, yr/yr
97.6%
Sale-to-list ratio (12 mo)
199 of 400
Winter Garden actives have cut their price
Median sold price, Winter Garden, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 20% above the WINTER GARDEN 34787 median. See the full Winter Garden market guide →
Paper trail
This home's history
Reality check
What actually sold near 15081 MASTHEAD LANDING CIRCLE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Aug ’25$675,000
14936 MASTHEAD LANDING CIRCLE · same community
5 bd · 3 ba · 2,826 sqft · $239/sqft · 50 DOM
Sold · Apr ’26$745,000
14046 FOX GLOVE STREET · same community
4 bd · 3 ba · 2,970 sqft · $251/sqft · 47 DOM
Sold · Jan ’26$705,000
2472 BARONSMEDE COURT · same community
5 bd · 3 ba · 2,970 sqft · $237/sqft · 5 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
Cindy Fernandez
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 15081 MASTHEAD LANDING CIRCLE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 15081 MASTHEAD LANDING CIRCLE — before you fall in love.
See it in person
Schedule a tour
Live availability from Cindy's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
15081 MASTHEAD LANDING CIRCLE FAQs
What would the monthly payment be for 15081 MASTHEAD LANDING CIRCLE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,534/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 15081 MASTHEAD LANDING CIRCLE?+
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 15081 MASTHEAD LANDING CIRCLE?+
The most recent tax bill on record (2025) was $5,597. 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 15081 MASTHEAD LANDING CIRCLE?+
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 Winter Garden?+
At $635,000, this home is listed about 9% above the Winter Garden median of $584,000. The market section on this page shows how the area is trending.
Which schools are assigned to 15081 MASTHEAD LANDING CIRCLE?+
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
Four things that matter here
01Positioned at the premium end
$635,000 runs 20% above the WINTER GARDEN 34787 median — but at 2,842 sqft it's also 31% larger than the typical Winter Garden listing.
02Golf Course views
The golf course view is part of what you're buying — views hold value independently of the structure.
03Fresh on the market
Only 1 day on market in a Winter Garden market that averages 39 — if it fits, move quickly.
04Strong assigned schools
Whispering Oak Elementary, Sunridge Middle, West Orange High — Whispering Oak Elementary rates 5 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of THE REAL ESTATE COLLECTION LLC · Matt Kester. MLS #O6432899.
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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