6.7 out of 10

Sleepy Hollow

Ranked 5th best neighborhood in Mount Pleasant
41.0917400474424 -73.862559015302
Great for
  • Clean & Green
  • Parks & Recreation
  • Medical Facilities
  • Peace & Quiet
  • Safe & Sound
Not great for
  • Gym & Fitness
  • Nightlife
  •  
  •  
  •  
Who lives here?
  • Professionals
  • Families with kids
  • Retirees
  • Tourists
  • Students

Reviews

5/5 rating details
  • Neighborly Spirit 4/5
  • Safe & Sound 3/5
  • Clean & Green 4/5
  • Pest Free 3/5
  • Peace & Quiet 3/5
  • Eating Out 4/5
  • Nightlife 3/5
  • Parks & Recreation 4/5
  • Shopping Options 4/5
  • Gym & Fitness 3/5
  • Internet Access 5/5
  • Lack of Traffic 3/5
  • Parking 3/5
  • Cost of Living 3/5
  • Resale or Rental Value 3/5
  • Public Transport 3/5
  • Medical Facilities 3/5
  • Schools 5/5
  • Childcare 3/5
2yrs+

"Village of Sleepy Hollow"

Formerly North Tarrytown, Sleepy Hollow is a village inside the Town of Tarrytown. Sleepy Hollow is a nice village in Westchester County. There are many restaurants and stores. Sleepy Hollow is a nice place to live. Close to NYC. Cheaper than NYC.
Pros
  • Historic Houses
  • Scenic Views
  • Low Crime Rate
  • great eats
  • lots of rich history
Cons
  • Can feel too rural and quiet at times.
Recommended for
  • Professionals
  • Singles
  • Families with kids
  • Retirees
  • Tourists
  • LGBT+
  • Students
  • Country Lovers
  • Trendy & Stylish
3/5 rating details
  • Neighborly Spirit 4/5
  • Safe & Sound 3/5
  • Clean & Green 4/5
  • Pest Free 3/5
  • Peace & Quiet 4/5
  • Eating Out 4/5
  • Nightlife 2/5
  • Parks & Recreation 4/5
  • Shopping Options 3/5
  • Gym & Fitness 4/5
  • Internet Access 5/5
  • Lack of Traffic 2/5
  • Parking 3/5
  • Cost of Living 3/5
  • Resale or Rental Value 4/5
  • Public Transport 3/5
  • Medical Facilities 5/5
  • Schools 3/5
  • Childcare 4/5
2yrs+

"A river town on the rise"

Sleepy Hollow is a riverside village within the town of Mount Pleasant. It has a long and storied history, which stretches beyond the inspiration provided to Washington Irving and his well-known “Legend of Sleepy Hollow.”
The village is still trying to rebound from the 1998 closure of the General Motors plant, which left a large hole in tax revenues and turned the riverfront location into an eyesore. However, officials and developers are slowing forging ahead with plans to improve the space, which will hopefully generate revenue and enhance Sleepy Hollow.

Its location adjacent to Tarrytown has led to a natural partnership between the two towns. The Sleepy Hollow-Tarrytown Chamber of Commerce is an organization which aims to support businesspeople in both communities. Sleepy Hollow has a great mix of dining establishments and shops, and its proximity to Tarrytown’s cultural offerings, such as the Paramount Center, is a plus.

Many important sites from the early days of the Hudson’s river towns still stand, making Sleepy Hollow and its surrounding towns a great place for history buffs. The Old Dutch Church, familiar to Washington Irving fans, is listed on the National Register of Historic Places. Philipsburg Manor, a 300-year-old estate, looks as it did in 1750, with guides dressed in period costume leading visitors back in time. The Old Dutch Church, familiar to Washington Irving fans, is listed on the National Register of Historic Places. Services are still held at the church during the summer months.

Students in Sleepy Hollow attend schools in the Tarrytown UFSD. Pre-kindergarten and kindergarten students attend the John Paulding School; first and second graders attend W.L. Morse; third through fifth graders attend Washington Irving before moving on to Sleepy Hollow Middle School. U.S. News and World Report recently named Sleepy Hollow High School one of the top 1,000 high schools in America, citing, among other things, its 91% graduation rate and 94% college-bound rate. However, scores on English Language Arts state exams have led the middle school to be placed on the state’s schools in need of improvement for the second consecutive year.

Sleepy Hollow is served by the Philipse Manor Metro-North station; travel time averages about forty minutes. Some commuters may find the Tarrytown station more convenient. Located just south of Sleepy Hollow, it offers slightly more frequent service to and from the city.

There are waterfront luxury condominiums and large estates at the high end of the scale. In addition, there are many multi-family homes at a large range of prices, and a variety of options for single-family homes. There are many older homes, still retaining their charming details, as well as more recently built ranches and colonials.
Pros
  • Historic Houses
  • Scenic Views
Cons
  • Lack of access to highways
  • Academic concerns with middle schools
Recommended for
  • Professionals
  • Singles
  • Families with kids
  • LGBT+
  • Hipsters
4/5 rating details
  • Neighborly Spirit 3/5
  • Safe & Sound 4/5
  • Clean & Green 4/5
  • Pest Free 3/5
  • Peace & Quiet 4/5
  • Eating Out 3/5
  • Nightlife 2/5
  • Parks & Recreation 4/5
  • Shopping Options 2/5
  • Gym & Fitness 4/5
  • Internet Access 3/5
  • Lack of Traffic 3/5
  • Parking 3/5
  • Cost of Living 3/5
  • Resale or Rental Value 3/5
  • Public Transport 3/5
  • Medical Facilities 3/5
  • Schools 4/5
  • Childcare 3/5
2yrs+

"Historical hamlet with much to offer!"

One of the Mount Pleasant hamlets, Sleepy Hollow has an evocative name and reminds us of the Irving classic – not surprising then that the Legend of Sleepy Hollow was inspired by this place! It is also interesting that Sleepy Hollow once had a G.M. assembly plant which was closed in the 1990s. Sleepy Hollow is close to Tarrytown and stretches on either side of Route 9. There are the colonials and larger mansion style homes of Philipse Manor and Sleepy Hollow Manor and the relatively smaller homes of Briggsville. There are also multi-family buildings in the village.
Sleepy Hollow is seen as an attractive suburb by many families looking for quality living with characteristics such as good schools and good housing. It is also a big draw that Sleepy Hollow has over 57 acres of parkland. Fishing and kayaking on the Hudson are mentioned as hobbies by residents which is indicative of the outdoorsy lifestyle that is possible here!
The village has several noteworthy historic landmarks on the national register. Among them are the Tarrytown Lighthouse, the Old Dutch Church of Sleepy Hollow, the Manor House at Philipsburg Manor, Kykuit (the mansion built by John D. Rockefeller and his son, John D. Rockefeller Jr., in 1913) and the Philipse Manor train station which was actually restored in the mid-1990s. These are all buildings and estates with strong character and personality, well worth a visit.
Shopping and restaurants are easily accessible from Sleepy Hollow as Broadway has some options and also connects easily to neighboring hamlets and towns.
Pros
  • Historic Houses
  • Low Crime Rate
  • Scenic Views
Cons
  • Can feel too rural and quiet at times.
Recommended for
  • Professionals
  • Families with kids
5/5 rating details
  • Neighborly Spirit 5/5
  • Safe & Sound 5/5
  • Clean & Green 5/5
  • Pest Free 5/5
  • Peace & Quiet 5/5
  • Eating Out 5/5
  • Nightlife 5/5
  • Parks & Recreation 5/5
  • Shopping Options 5/5
  • Internet Access 5/5
  • Lack of Traffic 4/5
  • Parking 3/5
  • Cost of Living 5/5
  • Resale or Rental Value 5/5
  • Public Transport 5/5
  • Medical Facilities 5/5
  • Schools 5/5
  • Childcare 5/5
2yrs+

"Become a Part of the Legend"

If you want a great taste of history, visit Sleepy Hollow.Remember reading "The Legend of Sleepy Hollow"? Well, here is where Washington Irving was inspired. A great place to visit on your first historical tour of Sleepy Hollow is the spectacular and beautiful Sleepy Hollow Cemetery. Home to the Old Dutch Church, there are afternoon guided tours (advanced reservations cost 20) or you can use one of their maps to take your own. Washington Irving is buried there, along with many revolutionary and civil war soldiers. (Be sure to bring your camera.) Phillipsburg Manor is a 17th century working farmhouse, and schoolchildren get to visit there for fieldtrips. It has major events like “Sheep-Shawl”, which teaches how sheep-shearing and wool dying and weaving are done. Tarrytown is also part of the Rockefeller land, so you can take a walk along the grounds of the Rockefeller Estate (horseback riding is done here as well). At the old Phillipsburg Manor Train Station, there is an Arts council which meets for a Poetry Open Mic every 3rd Friday at 7pm (all are welcome, $5 donation at the door). There’s fine dining of all kinds of food from many different countries, including Greek (Lefteris Gyro). There’s lots of sweet shops (like the Lighthouse Ice Cream Company, home to home-made sorbet and gelato, and the Horseman Diner. The Farmer’s Market is a great place to shop for general goods, right on the main stretch of North Broadway.
Pros
  • great eats
  • lots of rich history
  • near Mercy College
  • Historic Houses
  • Low Crime Rate
  • Scenic Views
Cons
  • watch out for traffic
  • Can feel too rural and quiet at times.
4/5 rating details
  • Safe & Sound 4/5
  • Clean & Green 4/5
  • Peace & Quiet 4/5
  • Eating Out 3/5
  • Parks & Recreation 4/5
  • Lack of Traffic 4/5
  • Cost of Living 4/5
  • Medical Facilities 5/5
2yrs+

"A not that Sleepy Hollow"

This charming 5.1 mile square village neighbors Tarrytown and is located on the eastern bank of the beautiful Hudson River. Sleepy Hollow is steeped in a colorful literary history as made famous by acclaimed writer, Washington Irving’s, notorious short story, “The Legend of Sleepy Hollow” and the subsequent blockbuster hit starring Johnny Depp.

The Original Sleepy Hollow Cemetery is on the national historic registry and is a tourist attraction drawing visitors who want to view the burial sites of Washington Irving, Andrew Carniege, Walter P. Chrysler and Elizabeth Arden. The cemetery offers daytime tours in addition to interesting photography workshops by night. The Old Dutch Church is a must-see building, as well, and also protected by the National Historic Registry. Summer services and special occasion services are still held there to this day.

Philipsburg Manor is another fascinating family-friendly area attraction. This 300-year old seventeenth century manor offers tours by well-versed guides in period costume. At the farm, you can visit with oxen, sheep, cows and chickens, view a working gristmill, and work with wheat in the Dutch barn. In the house itself, there are many interesting artifacts for your viewing and learning pleasure. Captivating stories are told about the slave trade and subsequent resistance during colonial times.

For your shopping needs, Sleepy Hollow is but a footstep away (it was once called North Tarrytown) from Tarrytown where you can find a plethora of unique retail stomping grounds including funky consignment shops, an attic filled with eccentric and one-of-a-kind jewelry, an interesting toy store and a whimsical gift shop.

There are numerous wonderful restaurants lining the Main Street of Tarrytown including an excellent store-front Chinese eatery, a spectacular French bistro, an old-fashioned ice cream parlor, a festive Mexican joint and a beloved Greek restaurant that is almost always packed to the brim.

After a good nosh, be sure to head over to the incomparable 843-seat historic Tarrytown Music Hall which offers the finest entertainment in Westchester County for remarkably reasonable ticket prices. Acclaimed Broadway shows, family-friendly delights, outstanding classical films and a roster of world-renowned acts including Bonnie Raitt, Joan Osborne, Ani Difranco, Lea Salonga and Louie Anderson are but some of its year-round offerings. It was voted the “Best Music Venue” and “Best Kids Theatre” by readers of Westchester Magazine.

If you feel the need to escape the idyllic but sometimes quiet make-up of the area, the Philipse Manor stop of the Hudson Line will whisk you into NYC in as little as thirty-eight minutes on an express train.

Sleepy Hollow is predominantly white, with Caucasians making up approximately 68% of the population and roughly 18% from other races with Hispanics being the largest group in that percentage. Sleepy Hollow has a decent school system with a reported 96% of its high school graduates going on to college.

Sleepy Hollow is a very safe community with a low crime rate. The median gross rental rate is slightly more affordable still than in other areas of Westchester County at $ 1,300.00. The median home cost is $626,470. The median household income is $66,751. Population is approximately 10,000 with the average age being 36 years old.
Pros
  • Historic Houses
  • Low Crime Rate
  • Scenic Views
Cons
  • Can feel too rural and quiet at times.
Recommended for
  • Professionals
  • Families with kids
  • Retirees
  • Tourists
  • Students
  • Country Lovers
4/5 rating details
  • Neighborly Spirit 4/5
  • Safe & Sound 4/5
  • Clean & Green 5/5
  • Pest Free 3/5
  • Peace & Quiet 4/5
  • Eating Out 3/5
  • Nightlife 2/5
  • Parks & Recreation 5/5
  • Shopping Options 3/5
  • Gym & Fitness 3/5
  • Internet Access 3/5
  • Lack of Traffic 4/5
  • Parking 4/5
  • Cost of Living 3/5
  • Resale or Rental Value 4/5
  • Public Transport 3/5
  • Medical Facilities 3/5
  • Schools 3/5
  • Childcare 3/5
2yrs+

"A picturesque village with history"

I used to visit Sleepy Hollow at least once a year around Halloween. If the name reminds you of a certain book featuring a Headless Horseman then you'll love this village even more.

When I was a kid it was called North Tarrytown but about 15 years ago the village decided to change the name in honor of their most famous resident: Washington Irving. This is the perfect town for writers, historians, or those looking for a rustic home close to New York City. It's right on the Hudson River and retains its old town charm with an abundance of trees and historic houses.

Apparently there is a significant population of illegal immigrants here but most residents agree that they are a part of the community and do not take away from the village's appeal. It is also one of the safest places in the county with a very low crime rate.

If you're considering moving here I highly recommend visiting. There are plenty of historic sites to explore and trails to walk so your day will be well spent.

As you can imagine, Halloween is a big deal here and the village is very festive during October. It's just another contributing factor to why Sleepy Hollow feels so warm, friendly, and communal.
Pros
  • Historic Houses
  • Scenic Views
  • Low Crime Rate
Recommended for
  • Professionals
  • Families with kids
  • Retirees
  • Tourists
  • Students
  • Country Lovers

Best Neighborhoods to Live In

Best Cities to Live In

Tell everyone what you love about your neighborhood!

Leave a Review

Have a question?

How are schools? Is the area safe? What about public transit options?" Why not ask our community of locals!

Ask Now

Selling or Renting Your Home?

Maximize the selling price of your home by sharing what you love about your suburb to increase its appeal...

Leave a Review

Corporate Relocation Manager?

Enable your employees to share local knowledge in a private, trusted environment with those relocating... while building community.

Learn More