Sleepy Hollow Homes with Maintenance Grounds Amenities

Welcome to Sleepy Hollow, New York—a picturesque village nestled along the banks of the Hudson River in Westchester County. This charming community is steeped in history and folklore, famously known as the home of Washington Irving’s "The Legend of Sleepy Hollow." With its enchanting landscapes, scenic river views, and vibrant local culture, Sleepy Hollow offers an idyllic setting for those seeking a peaceful yet engaging lifestyle.

One of the standout features of homes in Sleepy Hollow is the availability of properties with maintenance grounds amenities. Imagine living in a beautifully landscaped community where your weekends are free from the burdens of yard work and maintenance chores. These homes offer meticulously maintained gardens, lush lawns, and shared green spaces, allowing you to enjoy the beauty of nature without the hassle of upkeep.

Residents can take full advantage of the serene environment, perfect for leisurely strolls, picnics, and outdoor gatherings. Additionally, Sleepy Hollow boasts a rich array of recreational activities, from hiking the nearby trails of the Rockefeller State Park Preserve to enjoying the charming local shops and eateries in the historic downtown area.

Whether you're a first-time homebuyer or looking to downsize, Sleepy Hollow's homes with maintenance grounds amenities provide the perfect blend of comfort and convenience. Experience the magic of this enchanting village, where every day feels like a page from a storybook. Come discover your dream home in Sleepy Hollow today!

Newest Sleepy Hollow Homes with Maintenance Grounds 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

$1,950,000

4 Beds ⋅ 5 Baths ⋅ 1005652 MLS

Experience the pinnacle of waterfront living in this extraordinary Park Model residence, the largest and most extensively customized townhome in the prestigious Edge-on-Hudson Brownstone collection. Perfectly positioned to capture sweeping Hudson River vistas and the glowing lights of the Mario M. Cuomo Bridge, this exceptional home transcends standard luxury through bespoke craftsmanship, designer finishes, and state-of-the-art infrastructure. The journey begins on the entry level with a sophisticated library-style study, or first-floor bedroom, featuring herringbone flooring and a hand-carved sandstone mantel on a decorative fireplace meticulously crafted by artisans in India. This level of thoughtful design continues throughout the residence, from the designer wallpapered “jewel box” powder rooms to the custom millwork, curated finishes, and three distinctive gas fireplaces that create warmth and character across multiple living spaces. At the heart of the home is a world-class chef’s kitchen designed for both everyday living and elegant entertaining. Anchored by an oversized waterfall concrete island, the space features furniture-quality custom cabinetry and a professional-grade appliance suite including Wolf, Sub-Zero, and Miele. The kitchen flows seamlessly into the expansive Great Room, where a stunning custom marble gas fireplace serves as a dramatic focal point, framed by elegant architectural detailing and abundant natural light. Upstairs, the primary suite offers a boutique-hotel-inspired sanctuary with dual walk-in closets and a spa-like bath featuring a freestanding soaking tub, and custom designer mirrors. Additional guest accommodations provide flexibility for family and visitors, while a dedicated laundry room conveniently located on the bedroom level offers exceptional everyday convenience. The top floor functions as a private retreat, an en-suite bedroom and bath, complete with its own gas fireplace. From here, French doors open onto a truly spectacular rooftop oasis with stunning river views designed for year-round entertaining. This remarkable outdoor living space features an automated louvered pergola, premium wood decking with integrated lighting, a built-in Alfresco outdoor kitchen, under counter refrigeration, and a gas fireplace for cooler evenings—all set against panoramic Hudson River views that create an unforgettable backdrop for dining, entertaining, or simply watching the sunset or fireworks. The lifestyle here is defined by effortless connection and exceptional convenience. Whether starting your morning on the scenic riverfront paths, picking up gourmet essentials at DeCicco & Sons, enjoying waterfront parks and green spaces, or taking the private shuttle to Metro-North for a seamless Manhattan commute, every amenity is at your doorstep. Residents also enjoy premier access to the Tarrytown Recreation Center, featuring a swimming pool, fitness center, tennis courts, and pickleball facilities. This is far more than a residence—it is a sophisticated waterfront sanctuary designed for those who refuse to compromise on quality, craftsmanship, lifestyle, or location.

207 Palisades Boulevard, Sleepy Hollow

$1,299,000

2 Beds ⋅ 3 Baths ⋅ 971802 MLS

Welcome to Horseman Boulevard. Just 25 miles north of NYC, Sleepy Hollow offers luxury living at its best in The Edge-on-Hudson, a modern, walkable riverfront community overlooking the Hudson River. This stunning corner unit features high ceilings and walls of glass that fill the space with natural light. Your private French doors off the living area open to a huge patio of 1,173 SF, perfect for outdoor dining and hosting large gatherings. Any chef would enjoy this open concept kitchen with high-end stainless-steel appliances and granite countertops. The primary en-suite bedroom includes two custom walk-in closet areas and a spa-like bathroom, while the second bedroom offers a spacious closet and private bathroom. Additional upgrades throughout the home include: Kohler fixtures, custom wallcoverings, tile backsplash in the kitchen, upgraded primary bathroom shower tile walls, waterfall quartz countertop, Century cabinetry hardware and electrical lighting package. Enjoy a heated garage with private entry and driveway space for a 2nd car, plus a community room, fitness center and train shuttle. Enjoy the DeCicco & Sons gourmet market, featuring a coffee and wine bar right at your doorstep. Look forward to additional “coming soon” eateries and new high end shopping options for effortless, carefree living. Conveniently located nearby the Rockefeller Trails, historical sites, river walk promenade, dog park, pickleball courts, and plenty of cultural events like music festivals, Halloween celebrations, and Rivertown art festivals, this home perfectly blends suburban charm with urban convenience.

201 Horseman Boulevard Unit #101, Sleepy Hollow

$1,850,000

4 Beds ⋅ 5 Baths ⋅ 971740 MLS

Please send pof or pre app to phyllis before showing...Beautiful 4-bedroom, 3 full and 2 half bath townhome at Brownstone- Edge on Hudson, perfectly positioned to capture breathtaking river views and the iconic Mario Cuomo Bridge. This exceptional home showcases top-notch craftsmanship in the heart of Sleepy Hollow along the Hudson River. Designed for today’s modern lifestyle, it features an open floor plan, high ceilings, oversized windows, and rich hardwood floors throughout. The first level offers a flexible bedroom or home office with a full bath, a mudroom, and direct access to the two-car garage. On the second floor, natural light pours into the spacious dining area, gourmet kitchen is a chef's dream, complete with high-end appliances a walk-in pantry, and oversize center island. Living room, which features a gas fireplace, custom built-ins, and access to a private terrace. A powder room completes this level. Upstairs, the primary suite offers a walk-in closet and a luxurious en-suite bath. Two additional bedrooms, hall bath and laundry . The top level is designed for entertaining, featuring a large recreation room with a half bath, wine fridge, ice maker, and projector with screen. Step outside to a loft-style area with a counter, sink, and dishwasher, leading to a spacious deck with stunning river and bridge views. Enjoy a vibrant waterfront lifestyle with a scenic river walk and the nearby upscale DeCicco & Sons gourmet market, offering a specialty deli, fresh baked goods, a bar, and a large outdoor patio. Convenient jitney service to Tarrytown and easy access to Metro-North provide a seamless commute to Manhattan. This exceptional location combines the charm of picturesque villages, historic landmarks, and expansive green space with modern convenience. Don’t miss this one!

203 Palisades Boulevard, Sleepy Hollow

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