Sleepy Hollow Homes with Attached Parking features

Welcome to Sleepy Hollow, New York – a picturesque village nestled along the scenic banks of the Hudson River in Westchester County. Known for its charming landscapes and rich history, Sleepy Hollow offers a unique blend of small-town charm and modern conveniences. With its enchanting surroundings, including the legendary Sleepy Hollow Cemetery and the iconic Headless Horseman Bridge, residents enjoy a vibrant community steeped in folklore and natural beauty.

Sleepy Hollow is not just a destination for history buffs; it also boasts a thriving arts scene, beautiful parks, and a variety of recreational activities. The nearby waterfront provides stunning views and opportunities for boating or leisurely strolls, while the village’s quaint shops and delightful eateries add to the area’s allure. With easy access to major highways and the Metro-North Railroad, commuting to New York City is a breeze, making it an ideal location for those seeking a tranquil retreat without sacrificing urban accessibility.

When it comes to housing, Sleepy Hollow offers a variety of charming homes, many of which come with attached parking features, a true asset in this enchanting village. Imagine returning home after a long day, pulling into your own private parking space, and stepping into your cozy abode. These homes not only provide convenience but also enhance the overall living experience, allowing residents to fully embrace the charm and character of Sleepy Hollow.

Whether you are drawn to the area’s historical significance or its stunning natural beauty, Sleepy Hollow is a place where you can create lasting memories and enjoy a quality lifestyle. Discover your dream home in this delightful village today!

Newest Sleepy Hollow Homes with Attached Parking features

$1,195,000

1 Beds ⋅ 2 Baths ⋅ 1011963 MLS

Welcome to The Lofts at Edge-on-Hudson, where modern design meets vibrant waterfront living and a quick walk to the Metro North Train takes you right into Manhattan. This exceptional 1,178-square-foot duplex features a finished loft that can easily serve as a second bedroom, home office, or guest space, along with a private 300-square-foot rooftop deck complete with a covered pergola - an ideal setting for outdoor dining, entertaining, or simply relaxing. Inside, the open-concept floor plan is filled with natural light and enhanced by soaring 10-foot ceilings and wide-plank hardwood floors. The chef's kitchen is beautifully appointed with quartzite countertops, custom cabinetry, a full tile backsplash, stainless steel appliances, a professional-grade hood, and a peninsula with seating for four. The spacious primary suite offers a walk-in closet, while the luxurious bath features marble finishes and a mirrored vanity. Additional upgrades include custom closets, designer shades, and in-unit laundry. A private heated garage with EV charging capability and built-in storage, plus an additional driveway parking space, provide rare convenience. Residents enjoy access to premium amenities including a fitness center, owners' lounge, rooftop terrace, full-time superintendent, rentable storage, and Verizon FiOS included in the HOA. Located in Sleepy Hollow's award-winning Edge-on-Hudson waterfront community, residents are just moments from the RiverWalk promenade, parks, trails, DeCicco & Sons, waterfront restaurants, and Metro-North service to Grand Central. This is a rare opportunity to enjoy sophisticated loft-style living in one of Westchester's most exciting riverfront destinations.

102 Legend Drive Unit #301, 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

$12,000,000

5 Beds ⋅ 6 Baths ⋅ H6335041 MLS

Historic Winterburn Farm is a spectacular 42 acre estate compound with sweeping views of the Hudson and Palisades beyond. Located in Westchester's bucolic hamlet of Pocantico Hills, the property offers the beauty and serenity of the country within 30 miles of Manhattan. The main residence, designed for Rodman Rockefeller by Architect Richard P. Donahue, is mid century modern. The home's central core is a great room with 20 foot ceilings and walls of glass facing the river. Equestrian facilities include a 14-stall stable, indoor and outdoor riding arenas, six fenced paddocks and two grooms's apartments. A manager's house, greenhouse, carriage barn and equipment garage are all well located to support the stable, main house and property. Direct trail access from the property is provided through north and south gates to the 55-mile carriage trail network of the 1,800 acre Rockefeller State Park. Winterburn Farm is an extremely rare opportunity offering a pristine architectural house amid a beautiful landscape of unparalleled privacy.

48 Raafenberg Road, Sleepy Hollow

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