$1,438,805Average Value$752Average Price per Sq Ft19Homes 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.
1/2
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.
1/2
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.
1/2
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.
1/2
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.
1/2
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.
1/2
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
Hillary Landau,
an experienced agent in this area.
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.
View GreatSchools Rating Methodology
On average, homes in Sleepy Hollow Village, NY sell after 48 days on the market compared to the national average of 55 days. The median sale price for homes in Sleepy Hollow Village, NY over the last 12 months is $1,410,000, up 2% from the median home sale price over the previous 12 months.
Welcome to riverfront living at its finest in this 3-bedroom, 3-bath residence at River House in Hudson Harbor. This 1,864-square-foot home offers a sophisticated blend of modern design, partial Hudson River views, and an unrivaled Sleepy Hollow location. The open-concept floorplan features a sunlit great room with oversized windows and a sleek chef’s kitchen equipped with premium appliances,
In the desirable area of Webber Park is a turn-key opportunity for someone seeking a fabulous two-family, updated place to call home, to use as an investment or both! This Ranch-style property has separate, private entrances for each unit. The larger of the two is on the main level of the home, with 8 windows in the open living area (including a bay window) keeping every sleek, sophisticated inch
Welcome to 36 Fremont Rd, Sleepy Hollow, NY, where your family’s next chapter begins! This charming Colonial is more than just a house, it’s a place where memories are made. Tucked into one of Sleepy Hollow’s most beloved neighborhoods, this classic 4-bedroom, 3.5-bath Colonial offers the kind of space and warmth where family life naturally unfolds. Mornings begin with sunlight streaming into the
Welcome to riverfront living at its finest in this 3-bedroom, 3-bath residence at River House in Hudson Harbor. This 1,864-square-foot home offers a sophisticated blend of modern design, partial Hudson River views, and an unrivaled Sleepy Hollow location. The open-concept floorplan features a sunlit great room with oversized windows and a sleek chef’s kitchen equipped with premium appliances,
In the desirable area of Webber Park is a turn-key opportunity for someone seeking a fabulous two-family, updated place to call home, to use as an investment or both! This Ranch-style property has separate, private entrances for each unit. The larger of the two is on the main level of the home, with 8 windows in the open living area (including a bay window) keeping every sleek, sophisticated inch
Welcome to 36 Fremont Rd, Sleepy Hollow, NY, where your family’s next chapter begins! This charming Colonial is more than just a house, it’s a place where memories are made. Tucked into one of Sleepy Hollow’s most beloved neighborhoods, this classic 4-bedroom, 3.5-bath Colonial offers the kind of space and warmth where family life naturally unfolds. Mornings begin with sunlight streaming into the
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! Upon entering The Daymark, you will be drawn to the soaring
Village charmer, completely renovated from top to bottom and truly move-in ready! This beautifully refreshed 2,200 sq ft home features freshly painted interiors, tiled bathrooms, and a bright, airy layout filled with natural light and an open floorplan. The stylish kitchen boasts sleek stainless steel appliances and quartz countertops; perfect for modern living. Enjoy the inviting front porch,
Welcome home to Sunset Villas on Andrews lane. A new community of nine luxury townhomes (from $997,000+) perfectly situated in the Village of Sleepy Hollow. With no HOA for 6 months. Welcome to your dream retreat in this 4-level townhome that offers a luxurious living experience. Upon entering the home, you will be greeted by an oversized entry hall with beautiful ceramic tile flooring, 1/2 bath
Welcome home to Sunset Villas on Andrews Lane. A new community of nine luxury townhomes (from $997,000+) perfectly situated in the Village of Sleepy Hollow. With no HOA for 6 months. Welcome to your dream retreat in this 4-level townhome that offers a luxurious living experience. Upon entering the home, you will be greeted by an oversized entry hall with beautiful ceramic tile flooring, 1/2 bath
Wonderful Convenience & Beautiful Lifestyle in this Spacious & sunny 4 bedroom "Brownstone" home at Toll Bros Edge-on-Hudson in stunning new Sleepy Hollow community. Walk to Shops, Restaurants and The Riverwalk. 39 mins by Metro North to Grand Central.Boasting High Ceilings, oversized Windows & Open Floor plan this custom home has it ALL, including a 1st floor Bedroom/Den with full bath,
Step into luxury brownstone living at Edge-on-the-Hudson. This stunning 4-story, 2,934 sq. ft. brownstone offers 3 bedrooms, office, loft, 2 full baths, 3 half baths, and sun-filled open living on the main level. The gourmet kitchen features JennAir appliances, dual ovens, an oversized island, and premium finishes. A spacious great room showcases an upgraded modern fireplace. The top-floor loft
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
Welcome to The Legend of Sleepy Hollow Manor! The peaceful backyard features an oversized deck, a stone patio and stunning seasonal Hudson River views from this immaculate four-bedroom residence. Inside, you’ll find a massive first-floor primary suite with a luxurious spa bathroom and his-and-hers walk-in closets, a spacious second-story open foyer, a cozy living room with custom built-ins,
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
One-of-a-Kind 5-Bedroom Rental with Private Schoolhouse in Historic Sleepy Hollow Discover the ultimate live-work-play sanctuary at 92 Pocantico Street. This expansive 5-bedroom residence offers a rare blend of historic charm and modern versatility. The main home features sun-drenched living spaces, a chic chef’s kitchen with a striking blue accent and honeycomb backsplash, and a flexible floor
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
Welcome to this CHARMING HOME Perched on top of a Hill with INCREDIBLE RIVERVIEWS! Quiet Location on Dead-end road, set-back in the Desirable WEBBER PARK NEIGHBORHOOD... Inviting Entry foyer leads to a Charming Livingroom & NEWLY RENOVATED COUNTRY KITCHEN w/ Breakfast Area, Remodeled Baths + Freshly Painted Rooms w/ Hardwood Floors throughout. Additional Living Space on Lower Floor incl Guest
Beautiful, bright three bedroom duplex in excellent condition. Spacious rooms with wood floors and fresh paint. Includes a bonus small room that can be used as an office. Washer and dryer are in-unit. There is a small covered porch off the kitchen, with a door leading to the back entrance. This unit comes with one parking space, and the owner is open to a second space for an additional fee.
Step into luxury brownstone living at Edge-on-the-Hudson. This stunning 4-story, 2,934 sq. ft. brownstone offers 3 bedrooms, office, loft, 2 full baths, 3 half baths, and sun-filled open living on the main level. The gourmet kitchen features JennAir appliances, dual ovens, an oversized island, and premium finishes. A spacious great room showcases an upgraded modern fireplace. The top-floor loft
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.
Indulge in modern living with this beautifully renovated FLEX 3-bedroom, 1-bath, 3rd floor apartment boasting sleek stainless steel appliances, including a dishwasher, microwave, stove, and refrigerator and Attic Storage. Coin-operated laundry on the lower level of this 3 story building adds to your convenience. Located within walking distance to the Metro North station, enjoy a swift 45-minute
Be the first to enjoy this beautifully renovated, spacious second-floor walkup apartment. Designed with an open-concept layout, the home features a chef-inspired kitchen complete with brand-new stainless-steel appliances, quartzite countertops, and an oversized quartzite island—ideal for cooking and entertaining. The sun-filled living room offers distant water views through oversized windows,
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.
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.
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
