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Sleepy Hollow, New York Homes for Sale

The historic Village of Sleepy Hollow is located on the eastern shore of the Hudson River, 25 miles north of Manhattan. With a population of about 9,000, Sleepy Hollow is home to a diverse and vibrant community that includes a large number of professionals who make the easy forty-minute commute by train into Manhattan.

Today Sleepy Hollow combines city convenience and small-town charm. Residents enjoy a plethora of outdoor adventures with parks, forests, rivers, lakes, streams and trails along one of the most scenic stretches of the Hudson River.

Beautiful Sleepy Hollow is home to a very wide range of different housing types and styles, starting with coop and condo developments in the low 100,000's and up, through single family homes in all price ranges, and ending with multi-million-dollar mansions and estates. Many of these homes are perched atop the hills overlooking the Hudson River Valley and surrounding landscape. In addition Sleepy Hollow is currently in the planning stages to rebuild its waterfront within a comprehensive master site plan including town homes, stores, professional spaces, restaurants, public ball fields and parks. Part of it, GDC's Ichabod's Landing community of townhouses, is already completed.

Immortalized in Washington Irving’s famous tale, The Legend of Sleepy Hollow, this quiet Village has preserved much of its history and natural beauty. Initially an agricultural district, Sleepy Hollow later became a manufacturing center, producing items such as steam-powered automobiles, shoes, and batteries. Around the turn-of-the-century, Sleepy Hollow's bucolic setting and close proximity to Manhattan attracted millionaires like Anson Phelps, Ambrose Kingsland and John D. Rockefeller, who built beautiful mansions in the area, some of which are open to the public. Tarrytown also boasts several world famous landmarks including Philipsburg Manor, the Old Dutch Church and the Rockefeller Family Estate Kykuit.

Sleepy Hollow shares its public school system with its close neighbor Tarrytown. The Public Schools of the Tarrytowns stretch along the east bank of the Hudson River, serving students from the villages of Sleepy Hollow and Tarrytown. It is an ethnically and socio-economically diverse district. The mission of the Public Schools of the Tarrytowns is to empower students to make informed choices and assume responsibility for their own actions as they become self-directed, lifelong learners who are committed and able contributors to a sustainable local and global society. 

Village of Sleepy Hollow: http://www.sleepyhollowny.gov
Public Schools of the Tarrytowns: http://www.tufsd.org

Sleepy Hollow Homes for Sale

42 River  Street, Sleepy Hollow image
42 River Street, Sleepy Hollow $2,000,000

New photos! Completely renovated first floor! Owners are also in the process of bringing gas to the building! (Was previously oil) Once-in-a-lifetime opportunity! Y...

  • H4916171 MLS
300 Horseman  Drive Unit #46, Sleepy Hollow image
300 Horseman Drive Unit #46, Sleepy Hollow $1,850,995 ▲

Beautiful 4-Story Brownstone in Much Anticipated Edge-On-Hudson Community. Well-Equipped Residence Includes; Individual Rooftop Terrace Perfect for Outdoor Entertaining, ...

  • 3 Beds
  • 5 Baths
  • H6086568 MLS
302 Horseman  Boulevard Unit #47, Sleepy Hollow image
302 Horseman Boulevard Unit #47, Sleepy Hollow $1,797,995 ▲

This breathtaking 4 story home is located in the heart of the brownstone neighborhood overlooking a lusciously landscaped courtyard. It is ideally sized at 3050sqft. Offe...

  • 3 Beds
  • 5 Baths
  • H6086561 MLS
306 Horseman  Boulevard Unit #49, Sleepy Hollow image
306 Horseman Boulevard Unit #49, Sleepy Hollow $1,786,995 ▲

This breathtaking 4 story home is located in the heart of the brownstone neighborhood overlooking a lusciously landscaped courtyard. It is ideally sized at 3050sqft. Offe...

  • 4 Beds
  • 5 Baths
  • H6086555 MLS
308 Horseman  Boulevard Unit #50, Sleepy Hollow image
308 Horseman Boulevard Unit #50, Sleepy Hollow $1,761,995 ▲

This breathtaking 4 story home is located in the heart of the brownstone neighborhood overlooking a lusciously landscaped courtyard. It is ideally sized at 3050sqft. Offe...

  • 4 Beds
  • 5 Baths
  • H6086551 MLS
199 Beekman  Avenue Unit #62, Sleepy Hollow image
199 Beekman Avenue Unit #62, Sleepy Hollow $1,715,995 ▲

MOVE-IN BY SPRING 2021 This breath-taking 4 story brownstone is ideally sized at 2509sqft with 4 bedrooms 3 full and 2 half baths. Inside, you ll find a 7 room open pla...

  • 4 Beds
  • 5 Baths
  • H5120939 MLS
210 Legend  Drive Unit #6, Sleepy Hollow image
210 Legend Drive Unit #6, Sleepy Hollow $1,567,995 ▲

Beautiful 4-Story Brownstone in Much Anticipated Edge-On-Hudson Community. Well-Equipped Residence Includes; Individual Rooftop Terrace Perfect for Outdoor Entertaining, ...

  • 3 Beds
  • 5 Baths
  • H6070500 MLS
11 River  Street Unit #207, Sleepy Hollow image
11 River Street Unit #207, Sleepy Hollow $1,395,000

This could be your new dream home or pied-de-terre with this rare corner unit two bedroom condominium at River House. Wake up and have your morning coffee on a your priv...

  • 2 Beds
  • 2 Baths
  • H6088380 MLS
333 Broadway, Sleepy Hollow image
333 Broadway, Sleepy Hollow $1,395,000

A spectacular opportunity to own a self-sufficient income-producing Mechanic shop. This business and property are both for sale and included in the price. This 4 Lif bay ...

  • H6052303 MLS
305 Palisades  Boulevard Unit #30, Sleepy Hollow image
305 Palisades Boulevard Unit #30, Sleepy Hollow $1,373,995

TO BE BUILT! Beautiful 4-Story Brownstone in Much Anticipated Edge-On-Hudson Community. Well-Equipped Residence Includes; Individual Rooftop Terrace (With Option To Finis...

  • 3 Beds
  • 5 Baths
  • H6087322 MLS


The data relating to real estate for sale or lease on this web site comes in part from HGMLS. Real estate listings held by brokerage firms other than Real Estate Company are marked with the HGMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. The information appearing herein has not been verified by the Hudson Gateway Multiple Listing Service, Inc. or the Hudson Gateway Association of Realtors, Inc. or by any individual(s) who may be affiliated with said entities, all of whom hereby collectively and severally disclaim any and all responsibility for the accuracy of the information appearing at this web site, at any time or from time to time. All such information should be independently verified by the recipient of such data. This data is not warranted for any purpose. Copyright 2021 Hudson Gateway Multiple Listing Service, Inc. All rights reserved.

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