Hawksmoor Homes with Shingle Roof

Welcome to Hawksmoor, a charming subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This community is a true gem, offering a perfect blend of comfort, style, and convenience, making it an ideal place for families, retirees, and everyone in between.

Hawksmoor is renowned for its picturesque streets lined with beautiful homes, each featuring classic shingle roofs that add a touch of character and elegance to the neighborhood. These homes are designed with both aesthetics and functionality in mind, providing spacious layouts that cater to modern living. With an array of architectural styles, you will find houses that not only meet your needs but also reflect your personal taste.

The subdivision boasts a friendly atmosphere, where neighbors become friends and community spirit thrives. Residents enjoy access to nearby parks, walking trails, and recreational facilities, making it easy to embrace an active lifestyle. The location is also a stone's throw away from Winter Garden’s charming downtown area, filled with boutique shops, delightful dining options, and a rich cultural scene.

Families will appreciate the quality of education in the area, with highly-rated schools just a short drive away. Additionally, the proximity to major highways makes commuting to Orlando and other surrounding areas a breeze, ensuring that you remain connected while enjoying the tranquility of suburban life.

Discover the enchanting community of Hawksmoor, where your dream home awaits amidst a backdrop of natural beauty and friendly neighbors. Experience the perfect blend of comfort and convenience in this delightful Winter Garden subdivision!

Newest Hawksmoor Homes with Shingle Roof

$415,000

3 Beds ⋅ 3 Baths ⋅ O6433563 MLS ⋅ N/A BLDG.

Priced to sell! Great location and highly desired community! Located in the highly sought-after Hawksmoor community in Winter Garden, this beautifully maintained townhome offers exceptional value and an incredible lifestyle. The location is unbeatable, close to top-rated schools, major highways, shopping, dining, and world-class theme parks. Situated just minutes from Hamlin, you’ll enjoy easy access to one of Central Florida’s most dynamic and fast-growing areas, with a wide variety of shopping, dining, and entertainment options, including Publix, Cinépolis Luxury Cinemas, and popular restaurants. Hawksmoor offers an impressive selection of top-tier amenities, including a resort-style zero-entry pool, splash pad, shaded pavilion, clubhouse with outdoor kitchen, fitness center, scenic walking trails, yoga lawn, and multiple playgrounds and parks. The community also provides quick access to the 429 expressway, making commutes to Downtown Orlando, Walt Disney World, and other major attractions convenient and easy. The property is currently tenant occupied, with the tenant in place since October 2025, making this an excellent opportunity for investors looking for a property in a highly desirable and growing area. Priced to sell! Don’t miss the opportunity to own a townhome in one of Winter Garden’s most desirable communities. This is more than a home—it’s a lifestyle!

16306 Prairie School Drive, Winter Garden

$649,990

4 Beds ⋅ 3 Baths ⋅ O6407177 MLS

Virtually Staged. Beautifully maintained 4-bedroom, 3-bathroom two-story home located in the highly desirable Winter Garden area. Featuring over $58,000 in builder upgrades and premium features, including a premium corner lot, this home offers the perfect blend of comfort, style, and functionality. Fully paid solar panels and a fully owned whole-house water filtration system add even more value and energy efficiency. From the charming front porch and landscaped entry to the thoughtfully designed interior, every detail has been carefully selected. The open-concept first floor features tile flooring throughout the main living areas and is filled with natural light, creating a bright and airy feel. The spacious living and dining areas flow seamlessly into the gourmet kitchen, complete with stainless steel appliances, elegant upgraded cabinetry, quartz countertops, designer backsplash, and generous counter space, making it ideal for everyday living and entertaining. A first-floor bedroom and full bathroom provide the perfect setup for guests, multi-generational living, or a private home office. Upstairs, a spacious loft offers a great flex space for a media room, game room, or additional living area. The expansive primary suite serves as a relaxing retreat with a tray ceiling, large walk-in closet, and private bath featuring dual sinks. Additional bedrooms provide comfortable space and ample storage. Additional upgrades include upgraded lighting fixtures, enhanced tile and carpet flooring, 8-foot first-floor doors, added laundry room cabinetry, and an attached two-car garage with epoxy flooring, custom cabinetry, and an additional refrigerator. Residents enjoy access to fantastic community amenities including a clubhouse, resort-style pool, park, playground, and sidewalks throughout the neighborhood. Conveniently located just minutes from Hamlin Town Center, shopping, dining, entertainment, Walt Disney World, and major highways with easy access to Orlando and surrounding areas. This exceptional home combines modern upgrades, energy-efficient features, functional living spaces, and an unbeatable location. Schedule your private showing today.

16185 Taliesin Street, Winter Garden

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