Sleepy Hollow Homes with Assigned Parking features

Sleepy Hollow Homes with Assigned Parking features

Welcome to Sleepy Hollow, New York – a charming village nestled along the banks of the Hudson River in Westchester County. Renowned for its picturesque landscapes and rich history, Sleepy Hollow is more than just a name from Washington Irving's classic tale; it’s a vibrant community that offers a perfect blend of small-town charm and modern amenities.

As you stroll through the tree-lined streets, you’ll find a delightful mix of historic homes and contemporary residences, many of which come with the highly sought-after feature of assigned parking. This convenience ensures that you’ll never have to worry about finding a spot after a long day, allowing you to fully enjoy the serene surroundings and local attractions.

Sleepy Hollow is not only famous for its literary heritage but also for its stunning natural beauty. With the majestic Hudson River as your backdrop, outdoor enthusiasts can indulge in hiking, biking, and exploring the nearby parks. The village is also home to the iconic Sleepy Hollow Cemetery and the breathtaking Kykuit estate, offering a glimpse into the area’s storied past.

Families will appreciate the strong sense of community and the excellent schools, making it an ideal place to raise children. With a variety of dining options, boutique shops, and cultural events throughout the year, there’s always something to do in this enchanting village.

Whether you’re looking for a cozy cottage or a modern family home, Sleepy Hollow has something to offer everyone. Come discover your dream home with the added benefit of assigned parking, and experience the magic of Sleepy Hollow for yourself!

Newest Sleepy Hollow Homes with Assigned Parking features

$1,840,000
2 Beds ⋅ 3 Baths ⋅ 1027122 MLS
The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting. Our uncompromising commitment to quality extends into each uniquely designed residence with spacious open floor plans and crafted, quality materials. Fully-equipped kitchens offer state-of-the-art integrated appliances while bathrooms offer a private oasis clad in marble with floating tubs. The Daymark lifestyle extends beyond each residence with indoor/outdoor amenities including lobby with concierge, fitness center with yoga studio and swimming pool with stunning views. The indoor and outdoor amenity spaces have been thoughtfully curated to support life, work and a passion for healthy, balanced living. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #305, 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
$3,995,000
3 Beds ⋅ 4 Baths ⋅ 968348 MLS
The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting. Our uncompromising commitment to quality extends into each uniquely designed residence with spacious open floor plans and crafted, quality materials. Fully-equipped kitchens offer state-of-the-art integrated appliances while bathrooms offer a private oasis clad in marble with floating tubs. The Daymark lifestyle extends beyond each residence with indoor/outdoor amenities including lobby with concierge, fitness center with yoga studio and swimming pool with stunning views. The indoor and outdoor amenity spaces have been thoughtfully curated to support life, work and a passion for healthy, balanced living. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #204, Sleepy Hollow
$3,895,000
3 Beds ⋅ 4 Baths ⋅ 924705 MLS
The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting. Our uncompromising commitment to quality extends into each uniquely designed residence with spacious open floor plans and crafted, quality materials. Fully-equipped kitchens offer state-of-the-art integrated appliances while bathrooms offer a private oasis clad in marble with floating tubs. The Daymark lifestyle extends beyond each residence with indoor/outdoor amenities including lobby with concierge, fitness center with yoga studio and swimming pool with stunning views. The indoor and outdoor amenity spaces have been thoughtfully curated to support life, work and a passion for healthy, balanced living. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #210, Sleepy Hollow
$1,690,000
2 Beds ⋅ 3 Baths ⋅ 900638 MLS
The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting. Our uncompromising commitment to quality extends into each uniquely designed residence with spacious open floor plans and crafted, quality materials. Fully-equipped kitchens offer state-of-the-art integrated appliances while bathrooms offer a private oasis clad in marble with floating tubs. The Daymark lifestyle extends beyond each residence with indoor/outdoor amenities including lobby with concierge, fitness center with yoga studio and swimming pool with stunning views. The indoor and outdoor amenity spaces have been thoughtfully curated to support life, work and a passion for healthy, balanced living. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #TH13, Sleepy Hollow
$2,620,000
3 Beds ⋅ 5 Baths ⋅ 811522 MLS
The Daymark brings luxury waterfront condominium living to the banks of the Hudson River in Sleepy Hollow, New York. Envisioned by architecture firm COOKFOX, The Daymark offers modern day comforts while harnessing the breathtaking beauty of its surroundings. Interior materials have been chosen to reflect the organic tones and textures of its waterfront setting. Our uncompromising commitment to quality extends into each uniquely designed residence with spacious open floor plans and crafted, quality materials. Fully-equipped kitchens offer state-of-the-art integrated appliances while bathrooms offer a private oasis clad in marble with floating tubs. The Daymark lifestyle extends beyond each residence with indoor/outdoor amenities including lobby with concierge, fitness center with yoga studio and swimming pool with stunning views. The indoor and outdoor amenity spaces have been thoughtfully curated to support life, work and a passion for healthy, balanced living. Additional Information: Amenities:Storage,

4 Lighthouse Landing Unit #TH14, Sleepy Hollow
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