Sleepy Hollow Homes with High Ceilings Interior features

Welcome to Sleepy Hollow, New York—a picturesque village nestled in the heart of Westchester County. Renowned for its rich history and captivating landscapes, Sleepy Hollow offers a unique blend of charming small-town vibes and modern conveniences. With the majestic Hudson River as its backdrop, this enchanting community is steeped in literary lore, famously known as the home of Washington Irving's "The Legend of Sleepy Hollow." Residents enjoy a vibrant lifestyle, complete with scenic parks, delightful eateries, and cultural attractions, all while being just a short commute from the bustling metropolis of New York City.

One of the standout features of homes in Sleepy Hollow is their stunning high ceilings, which create an atmosphere of openness and grandeur. These spacious interiors allow natural light to flood in, enhancing the warm and inviting ambiance that defines these residences. Whether you prefer a classic colonial or a contemporary masterpiece, many homes here boast architectural details that celebrate the village's historic charm while incorporating modern design elements.

Imagine hosting gatherings in a living room that soars to the sky or unwinding in a serene bedroom where the high ceilings evoke a sense of tranquility. The elevated spaces not only provide a feeling of luxury but also allow for creative decorating possibilities, making each home a true reflection of its owner's personality.

In Sleepy Hollow, you don’t just find a house; you discover a sanctuary that combines the beauty of nature, rich history, and the modern comforts of home. Experience the allure of high ceilings and the charm of this vibrant village—your dream home awaits!

Newest Sleepy Hollow Homes with High Ceilings Interior 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

$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

$2,500,000

4 Beds ⋅ 5 Baths ⋅ 1007046 MLS

The Layout and First Impressions Living in this modern, four-level end-unit brownstone is an absolute dream. The home is completely flooded with natural light, which perfectly highlights the neutral color palette. No expenses were spared on upgrades, putting down top-tier Light Oak engineered hardwood throughout the entire home. When you enter on the ground floor, you walk into a functional space featuring a mudroom, direct access to the two-car garage, and a flexible bedroom that can be used as a home office. Main Living and Gourmet Kitchen Upstairs is the heart of the home—an open-layout living with high-end finishes. The kitchen is a true chef’s space with crisp white cabinetry, top of the line appliances, a massive center (extra thick) marble island, and endless counter space. In the living room, the absolute focal point is the floor-to-ceiling dark stone fireplace surround, which naturally draws people in for conversation. The dining room feels straight out of a design magazine, anchored by a glamorous, custom breakfront that always sets an elegant tone for dinner parties. Note: All four of the Bedrooms have ensuite bathrooms. The primary suite on the third floor is a personal sanctuary. It features two massive walk-in closets and a spectacular, tres chic spa bath with specifically chosen fixtures. The laundry room is conveniently located on this same floor, right next to the second bedroom. On the top floor, a built out a fully finished loft. It has a third bedroom that is perfect for guests or a second home office. It also features a 15-foot square den equipped with its own refrigerator, sink, & dishwasher creating a Wet Bar area—ideal for watching the game and/or entertaining in general. Best of all the rooftop terrace is where you can enjoy daytime sun or spend your evenings, taking in breathtaking views of the waterfront and the bridge. The partially covered terrace (which also allows you to have the option to escape the sun if/when desired) is equipped with a custom outdoor kitchen with a built-in grill. There is also a natural gas fireplace (which is a rare amenity sighting in these style brownstones) making it an incredible & unique spot for alfresco outdoor dining and hosting. The location itself is unbeatable. Just steps from the front door is the RiverWalk paths featuring gorgeous landscaping, benches, nighttime lighting, performance spaces, and Horan's Landing Park giving access to paddleboarding & Kayaking. Let's not leave out the Historic Lighthouse flanked by Kingsland Point Park. To make things even sweeter, the new DeCicco's market is just a stones throw away. Amazing list of extra amenities included: This "High-Tech" unit is equipped with automatic blackout shades throughout if/when desired. Actually...you will be able to control the thermostat, blinds, tv's, and speakers all from your smartphone (via: Control4 Ring, & MyQ programs/apps. It provides a quick 37-minute commute to Manhattan and sits steps from the historic, amenity-rich village of Sleepy Hollow & Tarrytown.

324 Horseman Boulevard, 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

$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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