$1,422,041Average Value$697Average Price per Sq Ft8Homes For Sale
A scenic and historic village with haunting allure on the Hudson River
Sitting on the Hudson River, just above the Mario Cuomo Bridge, Sleepy Hollow Village keeps 11,000 residents. But while this is a small community in many respects, there’s plenty of open space to roam across. Go northeast, and there are nature preserves. Go southwest, and there are waterfront promenades. Residents also find connection to a world of adventure through historic locations, regular events, walkable retail strips and a rail station on the Hudson Line. “We have close proximity to New York City with trains, but we’re in the country,” says Phyllis Lerner, a local resident and realtor with Corcoran Legends Realty.
Formerly a Dutch mill town, today the local economy is sustained by small businesses and tourism. Fall brings the most tourists, thanks to the town being synonymous with Washington Irving’s 1820 ghost story, “The Legend of Sleepy Hollow.” Roughly 30,000 people showed up for a street fair in October 2024. The town is also frequently chosen by television and movie crews as a site for filming.
Sleepy Hollow Village, New York is home to the legendary tale of The Headless Horseman.
Sleepy Hollow Village sits at the foot of the Mario Cuomo Bridge which crosses the Hudson River connecting Westchester County to Rockland County.
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Victorian charm mixed with luxury waterfront condos
Much of the town features a gridded layout. On the south side, streets feed into Beekman Avenue, one of the downtown drags. The north side is bounded by nature preserves and Broadway Avenue, the town’s other main thoroughfare. It’s not uncommon to see homes built from 1850s to 1900. Victorian-era charm is a strong suit for Sleepy Hollow Village. Closer to the downtown core, yards are substituted for sidewalks. There’s an assortment of homes, some with sharp gabled roofs and others that are flat-topped, rectangular and more like rowhouses. The northern part of town feels more classically suburban with ranch-style homes on grassy lots with mature shade trees. Luxury waterfront condo developments are the newcomers, like The Edge on Hudson, built at a former General Motors complex. “Development on the riverfront keeps expanding,” says Lerner. “It will be a whole world once it’s done.” The median price is $700,000, more than the national median.
The Edge-on-Hudson offers stunning views, luxury living and a wonderful community in Sleepy Hollow Village.
Sleepy Hollow Village has charming homes set on beautifully kept lots.
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Union Free School District earns an A
Residents are served by the Union Free School District of the Tarrytowns, which scores an A rating from Niche. Over 2,500 students are in attendance overall, and there’s an 11-to-1 student-teacher ratio. In recognition of the town’s literary fame, the mascot for Sleepy Hollow High is the Headless Horseman – the central figure in Irving’s tale.
Sleepy Hollow Middle School and High School share the same campus.
The Horsemen is the mascot of Sleepy Hollow Village's school district.
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State parks and historic haunts to wander through
Rockefeller State Park Preserve is a popular place for birders and hikers, thanks to its extensive wooded trails and designation by the Audubon Society as an Important Bird Area. But there are more traditional parks closer to downtown, like Douglas Park, where the annual egg hunt and Haunted Hayride are held in spring and fall, respectively. There’s also a playground and a walking trail. Ball fields and athletic courts are found at Devries Park. For waterfront excursions, Kingsland Point Park is the site of the Tarrytown Lighthouse and a promenade. Historic places to wander include Old Dutch Church, Phillipsburg Manor and Sleepy Hollow Cemetery, where Irving, Andrew Carnegie, Walter Chrysler and William Rockefeller are buried.
All around Sleepy Hollow Village the town will remind you of its haunting folklore.
Sleepy Hollow Village is home to the Old Dutch Church mentioned in The Legend of Sleepy Hollow.
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Shopping and dining along Beekman Avenue and in Tarrytown
Beekman Avenue is a reliable strip when it comes to dining. Plenty of pizza places, Mexican spots and modern pubs line the way. Beekman extends to the river, where more conveniences are going in. “Right now, they’re building a supermarket,” says Lerner. The much-needed grocery store, part of the DeCicco & Sons chain, is expected to open in early 2025. There’s a farmers market in Patriot Park every Saturday from May to October. But further inland, Beekman intersects with Broadway, which leads south to downtown Tarrytown. Destination restaurants include Goosefeather, which serves Chinese fusion cuisine in an 1840s mansion. Mint is where diners can sample gourmet Moroccan dishes alongside a market full of Mediterranean goods. A mile further south along Broadway leads to the Harvest Field Market grocery store.
The Bridge View Tavern in Sleepy Hollow Village offers a local beer menu and hearty American cuisine.
Casaletto Pizzeria in Sleepy Hollow Village offers amazing homemade rice balls.
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Commuter rail stations and a county airport
There are commuter rail stations in Sleepy Hollow Village and Tarrytown, both served by the Hudson Line, which gets to New York City in about an hour. Or drivers can take the Saw Mill River Parkway to the Henry Hudson Parkway for a commute with riverside views. Westchester County Airport, about 30 minutes away, is the closest place to catch a flight. Westchester County is also served by the Bee Line System, so residents can take a bus to other cities in the county like White Plains.
Philipse Manor train station is one of two train stations serving Sleepy Hollow Village.
The Tarrytown train station also serves Sleepy Hollow Village commuters.
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Low property crimes compared to statewide trends
Sleepy Hollow Village is often called out for awards as one of the safest towns in New York. In 2024, it attained the state’s lowest property crime rate, with only six of these crimes reported. There was only one violent crime reported.
Written By
Paul Spencer
Photography Contributed By
Stephen Mihalchik
Video By
Edward Pokoj
Interested in learning more about homes in this area?
Reach out to
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GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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On average, homes in Sleepy Hollow Village, NY sell after 44 days on the market compared to the national average of 54 days. The median sale price for homes in Sleepy Hollow Village, NY over the last 12 months is $1,397,500, up 13% from the median home sale price over the previous 12 months.
Experience refined waterfront living in this impeccably renovated residence with sweeping views of the Hudson River and the iconic Mario M. Cuomo Bridge. Located at 11 River Street, Unit 415, this one-of-a-kind home offers the ideal blend of luxury, convenience, and value, perfectly suited for both city buyers seeking an elevated transition and right-sizers looking for a change without
Opportunity knocks in Sleepy Hollow!! Introducing 43 Lawrence Avenue — a standout opportunity nestled in the heart of historic Sleepy Hollow. This spacious residence offers over 2,000 square feet of well-designed living space, with four generously sized bedrooms and two full bathrooms. Whether you're searching for a new place to call home or a smart investment in a high-demand area, this property
As does Frank Lloyd Wright’s “Fallingwater," this hilltop enclave provides privacy, luxury and customized details. Nestled high atop Philipse Manor in Westchester County, this home has majestic Hudson River views. The architecture, harmonized within the natural environment, creates a unique flow of indoor and outdoor experiences with 38-minute access to Grand Central Terminal. Completely
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
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
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
This renovated three-family home in the historic village of Sleepy Hollow is just steps away from local restaurants and shops. Major updates include a new roof and heating system. Premium features include off-street parking, storage, an on-site laundry facility, and a level, quiet rear yard. The third level boasts panoramic Hudson River and village views, along with a rooftop terrace perfect for
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
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
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
Perched above the Hudson River on 3.5 gated acres in the heart of Tarrytown is a stunninghome historically known as “Whitehall.” Built in 1929, this grand residence offers sweeping,unobstructed views of the river and Mario Cuomo Bridge—and all the timeless charm of aEuropean manor, just 36 minutes from Grand Central.The property is a world unto itself: a fenced-in pool and hot tub
Spectacular designer decorated home at Hudson Harbor on Penthouse level with elevator opening directly into home. River views from this luxury 3 bedroom condo with spacious dining and living room and an open concept living plan with 12' ceilings, floor to ceiling windows & custom wide plank wood floors. Chef’s kitchen features Wolf and Subzero with Caeserstone countertops. Pur water filter system
Emerson brings a connected riverfront community to New Yorks new waterfront destination, Edge-on-Hudson, offering one- and two-bedroom luxury apartment residences in Sleepy Hollow, NY. Thoughtfully designed, artistically inspired, Emerson offers a retreat into an authentic community just outside of the city.
NEW CONSTRUCTION Rivertown Apartment w/ Free Parking + In-Unit W/D + Pets allowed Move-in ready 1 Bedroom in a pre-war brick boutique building in the heart of Historic Rivertown. Steps to the waterfront, Old Croton Aqueduct, Rockefeller Preserve trails, shops, and dining - approximately a 15-minute walk to Metro-North. Bright, open, loft-like layout with oversized windows and high ceilings.
Welcome to NorthLight, Sleepy Hollow?s premier residences at Edge-on-Hudson. Between a lighthouse and a legend, this brand-new luxury apartment community boasts modern conveniences with the small town Hudson River charm. Choose from a selection of studio, one-bedroom or two-bedroom apartment homes with some apartment homes including dens. Entertain poolside or on the lush roof deck and pent house
NEW CONSTRUCTION Rivertown Apartment w/ Free Parking + In-Unit W/D + Pets allowed Move-in ready 1 Bedroom in a pre-war brick boutique building in the heart of Historic Rivertown. Steps to the waterfront, Old Croton Aqueduct, Rockefeller Preserve trails, shops, and dining - approximately a 15-minute walk to Metro-North. Bright, open, loft-like layout with oversized windows and high ceilings.
Luxury Living! Be the first to call this brand-new One Bedroom with Den/Guest room home yours. Step into The Daymark’s bright, two-story lobby where a welcoming concierge greets you in this freshly completed building in the Edge on Hudson community in Sleepy Hollow. Enjoy luxury amenities like a state-of-the-art fitness center with a yoga studio, a swimming pool with breathtaking views of the
Experience the charm of Sleepy Hollow in this quaint one-bedroom apartment, perfectly situated in the heart of the village. This Cozy unit offers a living space, ideal for those seeking simplicity and convenience. The apartment features one bedroom (small), eat in kitchen with door to back of house and parking. Utilities—including heat, hot water, and electricity are included, providing added
Altagracia Grace PatalanoBHHS River Towns Real Estate
NEW CONSTRUCTION Rivertown Apartment w/ additional Office Alcove, Free Parking + In-Unit W/D + Pets allowed Move-in ready JUNIOR 4 - 1 bedroom with additional alcove for office / bedroom in a pre-war brick boutique building in the heart of Historic Rivertown. Steps to the waterfront, Old Croton Aqueduct, Rockefeller Preserve trails, shops, and dining - approximately a 15-minute walk to
NEW CONSTRUCTION Rivertown Apartment w/ Free Parking + In-Unit W/D + Pets allowed Move-in ready 1 bedroom in a pre-war brick boutique building in the heart of Historic Rivertown. Steps to the waterfront, Old Croton Aqueduct, Rockefeller Preserve trails, shops, and dining - approximately a 15-minute walk to Metro-North. Bright, open, loft-like layout with oversized windows and high ceilings.
Immerse yourself in the charm of Historic Rivertown in this stunningly renovated studio in a pre-war brick boutique building, right in the heart of the village. Just steps to the Tarrytown/Sleepy Hollow waterfront, the Old Croton Aqueduct, Rockefeller Preserve trails, and local shops—and about a 15-minute walk to Metro-North. Inside, oversized walls of windows flood the space with natural light,
Welcome to 5 Wood Court, with its Rocking Chair front porch, gracious (and spacious) floor plan, and river views! Enjoy all the benefits of living close to town, restaurants, and Metro North - - - while also enjoying a shared backyard with beautiful landscaping, a patio area with Adirondack chairs, and ample space to unwind. This bright two-bedroom is on the third floor of a brick Colonial, and
Spectacular Designer Penthouse at Hudson Harbor. Experience luxury living at its finest in this exquisitely decorated 3-bedroom penthouse, where the elevator opens directly into your home. Enjoy Hudson River views from the spacious living areas, featuring an open-concept layout, soaring 12' ceilings, floor-to-ceiling windows, and custom wide-plank wood floors.The chef’s kitchen is equipped with
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