
11027 HAWKSHEAD COURT, WINDERMERE, FL, 34786
Active39 days on marketListed Jun 23, 2026MLS #O6417606
About this home
11027 HAWKSHEAD COURT
Exceptional value in Lake Butler Sound! Welcome to 11027 Hawkshead Court, a beautifully updated luxury home in Windermere, FL offering 4 bedrooms, a dedicated office, 4 bathrooms, approximately 3,500 square feet, and a private 0.4-acre corner lot within one of Central Florida's premier guard-gated communities with 24-hour roving security. Extensively renovated between 2022 and 2026, this move-in-ready pool home blends timeless design, quality craftsmanship, and high-end finishes throughout. The open-concept floor plan is anchored by a chef's kitchen featuring upgraded countertops, a 7-foot built-in Dacor refrigerator with dual ice makers, 5-burner Dacor gas cooktop, double wall ovens with steam cooking, and abundant prep and storage space. New flooring throughout creates a seamless flow, while 12-foot ceilings in the main living areas and primary suite enhance the home's spacious feel. Designed for both everyday living and entertaining, the home showcases custom built-ins with a rolling library ladder, a striking entertainment wall with fireplace and built-in lighting, and a thoughtfully designed split floor plan. A private office with custom built-in shelving offers the perfect work-from-home space. The spacious primary suite is privately positioned away from the secondary bedrooms and features dual California Closets and a spa-inspired bath with marble tile, a custom vanity, and a freestanding soaking tub. Two secondary bedrooms share a Jack-and-Jill bathroom, while the fourth bedroom has its own full bath, making it ideal for guests, teens, or multigenerational living. Step outside to your own private backyard retreat featuring a gas-heated pool and raised spa, multiple covered and open-air entertaining areas, a turfed putting green, and an additional fenced grassy side yard. Situated on a premium corner lot bordered by two quiet cul-de-sacs, the outdoor living spaces provide exceptional privacy and tranquility. Additional upgrades include premium Pella doors, interior and exterior paint, a whole-home owned water softener system, new flooring throughout, a new septic drain field, custom California Closet systems, and numerous additional improvements that make this home truly move-in ready. Located in the Reserve at Lake Butler Sound, this exceptional property offers luxury, privacy, and convenience just minutes from downtown Windermere, top-rated schools, world-class golf, fine dining, shopping, and Orlando's premier attractions. A rare opportunity to own a meticulously updated luxury home in one of Windermere's most sought-after communities.
Facts & features
The home at a glance
5
Bedrooms
3.5
Bathrooms
3,486
Sqft
0.37 ac
Lot size
3
Garage
2003
Year built
One
Levels
$450
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.
$11,265 /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
$11,265/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
+3.6%
$/sqft vs Windermere actives
$450 vs $345
Days on market
39 vs 32 typical
Where $450/sqft sits among the 240 Windermere 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 Reserve At Lake Butler Sound
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Windermere. See the full Windermere guide →
Reserve At Lake Butler Sound — neighborhood snapshot
Population
1,558
Median age
46
Median income
$166,793
Median home value
$1,026,300
Avg household
3
Households w/ children
190
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Windermere market
$839K → $1.0M
Windermere median sold, yr/yr
96.4%
Sale-to-list ratio (12 mo)
109 of 240
Windermere actives have cut their price
Median sold price, Windermere, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 96% above the WINDERMERE 34786 median. See the full Windermere market guide →
Paper trail
This home's history
Reality check
What actually sold near 11027 HAWKSHEAD COURT
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$1,375,000
11019 KENTMERE COURT · same community
4 bd · 4 ba · 3,813 sqft · $361/sqft · 186 DOM
Sold · Aug ’25$2,050,000
6143 CARTMEL LANE · same community
4 bd · 5.5 ba · 4,582 sqft · $447/sqft · 100 DOM
Sold · Apr ’26$2,100,000
11026 CONISTON WAY · same community
6 bd · 7.5 ba · 5,783 sqft · $363/sqft · 2 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
Kat Bonelli
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 11027 HAWKSHEAD COURT — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 11027 HAWKSHEAD COURT — 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
11027 HAWKSHEAD COURT FAQs
What would the monthly payment be for 11027 HAWKSHEAD COURT?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $11,265/mo — principal and interest, the actual property-tax bill, the $637/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 11027 HAWKSHEAD COURT?+
The association fee works out to $637 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 11027 HAWKSHEAD COURT?+
The most recent tax bill on record (2025) was $16,956. 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 11027 HAWKSHEAD COURT?+
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 Windermere?+
At $1,569,000, this home is listed about 43% above the Windermere median of $1,099,500. The market section on this page shows how the area is trending.
Which schools are assigned to 11027 HAWKSHEAD COURT?+
Windermere High (high), Windermere Elementary (elementary), Bridgewater Middle (middle) — 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
$1,569,000 runs 96% above the WINDERMERE 34786 median.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Know the monthly fee
The association fee is $637/mo. That usually buys real services — verify what's covered before comparing this home against fee-free alternatives.
04Strong assigned schools
Windermere High, Windermere Elementary, Bridgewater Middle — Windermere High rates 4 of 5. Always verify assignments with the district.
05The price has already moved
Listed at $1,597,000, now $1,569,000 — a $28K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of KENNEDY REALTY GROUP LLC · Justyna Tchorni. MLS #O6417606.
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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