Back on market due to buyer non-performance. 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.
- Built in 2003
- 3 garage spaces
- $450.09/sqft
- Lot size: 16,286 sqft
- 60 days on market
- Directions: From Conroy-Windermere Road, turn onto Main Street, continue to Chase Road, then turn onto Bridge House Road and proceed through the gate into Reserve at Lake Butler Sound. Turn left onto Cartmel Lane, then follow to Hawkshead Court. The home is located on the corner lot at 11027 Hawkshead Court.
- County: Orange
- Geo subdivision: RESERVE AT LAKE BUTLER SOUND
Nearby Schools
Windermere Elem
Bridgewater Middle
Windermere High School
Features
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Structure
Pets, Accessibility & Amenities
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Let's get in touch!
Let's get in touch!

Steven Koleno
Consumer-First Real Estate Architect
- Source: Stellar MLS
- MLS #: O6417606
Listing updated: August 21, 2026 at 11:47PM
Listing provided by: Justyna Tchorni, KENNEDY REALTY GROUP LLC
Last checked 5 hours ago
Listing provided by: Justyna Tchorni, KENNEDY REALTY GROUP LLC
Last checked 5 hours ago
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