Sleepy Hollow Homes with Maintenance Amenities

Welcome to Sleepy Hollow, NY – a picturesque village nestled in the heart of Westchester County, where charming landscapes meet rich history. This enchanting community, famously known for its ties to Washington Irving's "The Legend of Sleepy Hollow," offers a unique blend of serene living and vibrant culture. With its scenic river views, lush parks, and historical landmarks, Sleepy Hollow is a haven for those seeking tranquility without sacrificing the conveniences of modern life.

As you explore the real estate options in Sleepy Hollow, you'll find a variety of homes that cater to diverse lifestyles. Many properties in this area come with maintenance amenities, allowing residents to enjoy a hassle-free living experience. Imagine waking up to the beauty of the Hudson River, knowing that your lawn is well-kept and communal spaces are pristine, thanks to dedicated maintenance teams. Whether you’re looking for a cozy cottage or a spacious family home, Sleepy Hollow’s real estate market has something for everyone.

The community is not only known for its stunning homes but also for its vibrant local scene, featuring delightful shops, renowned dining establishments, and a calendar full of events that celebrate the village's rich heritage. With easy access to major highways and public transport, commuting to nearby cities is a breeze, making Sleepy Hollow an ideal choice for both professionals and families.

Discover the charm of Sleepy Hollow, where a beautiful home with maintenance amenities awaits you, providing the perfect backdrop for a life full of adventure and relaxation. Come and experience the magic of this remarkable village!

Newest Sleepy Hollow Homes with Maintenance Amenities

$2,175,000

4 Beds ⋅ 5 Baths ⋅ 1010732 MLS

Introducing one of the most exceptional residences in the sought-after Edge-on-Hudson. This stunning Toll Brothers end-unit, the largest model in the community, has been extensively upgraded and professionally designed, offering a level of sophistication and customization rarely found in new construction. Walls of windows and glass doors bathe the home in natural light, creating bright, inviting spaces and seamless indoor-outdoor living. Thoughtfully curated by a professional interior designer, the residence showcases elevated finishes, custom details, and a refined aesthetic throughout. The spectacular rooftop retreat serves as a private oasis, featuring a covered outdoor living room with lounge seating and an expansive open-air terrace ideal for dining, entertaining, and relaxing. Equally impressive is the custom-finished two-car garage, designed to complement the home’s luxury lifestyle while providing exceptional functionality and storage. Combining the privacy and abundance of light afforded by a premier end location with extensive upgrades, designer finishes, and outstanding indoor and outdoor living spaces, this turnkey residence represents a rare opportunity within Westchester’s premier waterfront community. Conveniently located On the Hudson River, The Riverwalk, parks, restaurants, shopping, and Metro-North for an effortless short commute to Manhattan.

340 Horseman Boulevard, Sleepy Hollow

$1,249,500

2 Beds ⋅ 3 Baths ⋅ 1010826 MLS

Single-floor living at its finest at the Lofts at Edge-on-Hudson. This stunning 1,190 sq. ft. two-bedroom, two-ensuite layout with additional powder room (2.5 bath total) blends generous interior space with a private covered balcony. The open layout feels expansive and airy, enhanced by hardwood flooring, 10-foot ceilings and southern exposures that fill the home with natural light throughout the day. The kitchen features a refined palette of materials, including waterfall quartz island countertops, full-height custom cabinetry, complete tile backsplash, stainless steel appliances, and a professional-grade hood, creating a space that is as functional as it is elegant. Thoughtful upgrades continue throughout the home, including fully built-out walk-in closets, custom wallcoverings, Hunter Douglas automated shades, custom loft curtains, water filtration system, lighting upgrades, in-wall Sonos speakers, and in-unit laundry. The primary bath features full-height porcelain tile and natural blue stone flooring and the second bedroom ensuite features porcelain tile throughout. The energy efficient HVAC system features an Energy Recovery Ventilator (ERV) system, an advanced mechanical ventilation system that continuously replaces and filters the home's air with fresh air, improving interior air quality, lowering utility costs, and creating healthier living spaces. The covered balcony has been upgraded with maintenance free Teak wood composite decking and year round plantings, creating a polished outdoor retreat perfect for coffee at sunrise or effortless indoor–outdoor entertaining. Parking and storage are equally convenient with a private garage equipped with built-in storage plus additional parking available in a private lot. Residents of the Lofts enjoy access to a lounge, fitness center on the first floor, and rooftop terrace. Building has full-time super and storage closets available for rent on the first floor. Verizon FiOS is included in the HOA. Located within Edge-on-Hudson, Sleepy Hollow’s vibrant waterfront community just 25 miles north of Midtown Manhattan, the building is ideally positioned near the RiverWalk waterfront promenade, scenic trails, parks, and DeCicco & Sons gourmet market. Two Metro-North stations with express service to Grand Central are nearby, with shuttle pickup and drop-off directly at the building entrance. A rare opportunity to enjoy modern loft living with outdoor space in one of the Hudson River’s most exciting waterfront communities. Town and school taxes have been successfully grieved and reductions are in place for 2026.

100 Legend Drive Unit #206, Sleepy Hollow

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