14591 BLACK QUILL DRIVE, WINTER GARDEN, FL, 34787
Active37 days on marketListed Jun 29, 2026MLS #O6420836
About this home
14591 BLACK QUILL DRIVE
Welcome to this beautifully upgraded luxury home in Hamlin, offering 4 bedrooms, a dedicated theater room, bonus room, resort-style pool and spa, summer kitchen, and putting green. Built in 2016 and meticulously maintained, this exceptional residence sits on one of Overlook at Hamlin’s most desirable homesites, featuring rare elevated conservation and water views that provide privacy and a setting unlike the typical flat Florida lot. Inside, soaring ceilings, abundant natural light, and an open-concept layout create the perfect balance of comfort and sophistication. The fully remodeled chef’s kitchen features quartz countertops, brand-new appliances, an oversized island, built-in microwave, wine refrigerator, and a stunning custom Venetian plaster hood. The spacious primary suite offers custom walk-in closets and a spa-inspired bath with luxury designer touches. Additional highlights include a dedicated movie theater with tiered seating, a large bonus room, custom laundry room, camera security system, designer lighting, and premium finishes throughout. Step outside to your own private backyard retreat featuring a screened-in pool and spa, summer kitchen with fire feature, covered outdoor living space, putting green, and breathtaking conservation views. Living in Overlook at Hamlin means enjoying some of the best amenities in the area, including a clubhouse, fitness center, resort-style pool, playgrounds, golf cart-friendly streets, and private lake access. Just minutes from Hamlin Town Center, you’re surrounded by great restaurants, shopping, and entertainment. With amazing sunsets and a prime location in the heart of Horizon West, this is a rare opportunity to own a luxury pool home in one of Winter Garden’s most sought-after communities.
Facts & features
The home at a glance
4
Bedrooms
3.5
Bathrooms
4,057
Sqft
0.17 ac
Lot size
2
Garage
2016
Year built
Two
Levels
$329
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.
$8,764 /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
$8,764/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
−1.5%
$/sqft vs Winter Garden actives
$329 vs $261
Days on market
37 vs 37 typical
Where $329/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 Winter Garden
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Garden. See the full Winter Garden guide →
WINTER GARDEN 34787 — neighborhood snapshot
Population
93,064
Median age
37.4
Median income
$114,988
Median home value
$475,000
Avg household
3.02
Households w/ children
13,499
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 → $611K
Winter Garden median sold, yr/yr
97.6%
Sale-to-list ratio (12 mo)
170 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 150% 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 14591 BLACK QUILL DRIVE
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$1,999,000
7388 JOHN HANCOCK DRIVE · same community
5 bd · 5 ba · 4,056 sqft · $493/sqft · 0 DOM
Sold · Dec ’25$2,165,000
7346 JOHN HANCOCK DRIVE · same community
5 bd · 5 ba · 4,092 sqft · $529/sqft · 80 DOM
Sold · May ’26$1,640,000
7766 MINUTEMEN LOOP · same community
5 bd · 4.5 ba · 4,716 sqft · $348/sqft · 263 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 14591 BLACK QUILL DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 14591 BLACK QUILL DRIVE — 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
14591 BLACK QUILL DRIVE FAQs
What would the monthly payment be for 14591 BLACK QUILL DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $8,764/mo — principal and interest, the actual property-tax bill, the $215/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 14591 BLACK QUILL DRIVE?+
The association fee works out to $215 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 14591 BLACK QUILL DRIVE?+
The most recent tax bill on record (2025) was $8,212. 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 14591 BLACK QUILL DRIVE?+
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 $1,335,000, this home is listed about 127% above the Winter Garden median of $587,000. The market section on this page shows how the area is trending.
Which schools are assigned to 14591 BLACK QUILL DRIVE?+
Sunridge 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
Three things that matter here
01Positioned at the premium end
$1,335,000 runs 150% above the WINTER GARDEN 34787 median — but at 4,057 sqft it's also nearly twice the size of the typical Winter Garden listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Strong assigned schools
Sunridge Elementary, Sunridge Middle, West Orange High — Sunridge Middle rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of TOP TIER RESORT REALTY · Seth Flaugher. MLS #O6420836.
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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