Sleepy Hollow Homes with Landscaping Amenities

Welcome to Sleepy Hollow, New York – a picturesque village nestled along the banks of the Hudson River, rich in history and charm. Known for its enchanting landscapes and vibrant community, Sleepy Hollow offers a unique blend of small-town warmth and modern conveniences. With its roots deeply embedded in Washington Irving's classic tale, this quaint village is more than just a storybook setting; it’s a place where residents enjoy a high quality of life surrounded by natural beauty.

The homes in Sleepy Hollow are not just structures; they are sanctuaries, many featuring stunning landscaping amenities that enhance their curb appeal and outdoor living spaces. Imagine waking up to lush gardens filled with vibrant flowers, manicured lawns, and serene patios perfect for al fresco dining or quiet evenings under the stars. These homes are designed to harmonize with the stunning natural surroundings, providing residents with a tranquil retreat right in their own backyards.

In addition to the beautiful homes, Sleepy Hollow boasts a variety of parks and recreational areas, making it an ideal place for families and outdoor enthusiasts alike. Whether you’re strolling along the scenic waterfront, exploring the historic sites, or enjoying a picnic in one of the many green spaces, there’s always something to do in this vibrant community.

With its rich history, stunning landscapes, and welcoming atmosphere, Sleepy Hollow is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting village, where every day feels like a page out of a storybook.

Newest Sleepy Hollow Homes with Landscaping 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

$3,115,000

3 Beds ⋅ 3 Baths ⋅ 979271 MLS

Priced To Sell! Welcome to The Daymark Condominium at Sleepy Hollow, a luxurious residence marked by stunning expansive waterfront views, abundant natural light, and a lifestyle of grand distinction. This brand new and never occupied 3-bedroom, 2.5 bath uniquely designed residence of unparalleled excellence, is available for immediate occupancy! As to what distinguishes this residence - 2 parking spaces with EV charging and an optional private locked storage facility conveniently located on the same floor available to purchase. Upon entering The Daymark, you will be drawn to the soaring two-story wood paneled lobby/reception area with its dramatic staircase, bespoke concierge desk, lobby lounge, mail, cart, and package rooms. Upon entering this ideal corner residence, herringbone floor accents define the foyer, and wide-plank white oak flooring throughout the open floorplan offers a neutral and serene foundation to custom design your space. Spacious sunlit rooms showcase large picture windows and 9+ft high ceilings provide sweeping views of the Hudson River, NY City Skyline, Riverwalk, waterfront park, and M. Cuomo Bridge that will take your breath away. The corner loggia situated off the kitchen bridges the indoor and outdoor spaces providing unobstructed views of the Hudson and beyond. The elegantly designed gourmet kitchen features organic color tones and textures utilizing custom oak cabinetry with scalloped details, quartz counter tops, Subzero-Wolf appliances, gas cooktop and oven, integrated wine refrigerator, integrated microwave, dishwasher, and garbage disposal. The individualized bathrooms highlight marble tiles, oak millwork, custom fixtures and lighting. The primary bathroom is accentuated in marble and walnut with mosaic radiant heated floors, and floating tub. Some of the many distinguishing features and amenities of the Daymark include: A luxurious pool with waterfront views nestled on a landscaped terrace with hot tub and fire pit, sauna, shower and changing room. Fitness center, yoga studio, library with fireplace, Hudson Club, bar lounge, conference room, study, children's playroom, coffee bar, tea bar, courtyard lounge, landscaped rooftop lounge with observation terrace, outdoor kitchen/grill/barbecues. Conveniently located within walking distance to both the Tarrytown and Philipse Metro-North stations with just under a 40-minute commute to Grand Central. DeCicco supermarket, restaurants, boat docking/fishing pier, kayak launch, park, and more either exist or soon to come. The calm and beauty of the Riverwalk pathway is yours to enjoy just steps from your residence. The Daymark is truly a one-of-a-kind lifestyle experience!

4 Lighthouse Landing Unit #424, 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

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