Sleepy Hollow Homes with On Street Parking features

Welcome to Sleepy Hollow, New York—a charming village nestled in the picturesque Westchester County. Famous for its rich history and stunning natural beauty, Sleepy Hollow offers a unique blend of small-town charm and modern convenience. With its scenic views along the Hudson River, this enchanting community evokes a sense of tranquility and warmth that makes it an ideal place to call home.

As you explore Sleepy Hollow, you’ll discover a variety of homes that cater to diverse lifestyles. One of the appealing features of many properties in this area is the availability of on-street parking. This practical amenity not only adds convenience but also enhances the overall appeal of the neighborhood, allowing residents to enjoy the ease of coming and going without the hassle of searching for a parking spot.

The homes in Sleepy Hollow are often characterized by their unique architecture, blending historic charm with modern updates. Whether you’re looking for a cozy cottage or a spacious family home, you’ll find a range of options that reflect the village's character and charm. The community is also known for its excellent schools, vibrant parks, and a variety of local shops and restaurants that make everyday life enjoyable.

With its rich history, stunning landscapes, and welcoming community, Sleepy Hollow is not just a place to live; it’s a place to thrive. If you’re ready to embark on your journey to find the perfect home in this idyllic village, let us help you discover the beauty and charm of Sleepy Hollow today!

Newest Sleepy Hollow Homes with On Street Parking features

$479,500

4 Beds ⋅ 2 Baths ⋅ 1019741 MLS

Exceptional investment opportunity in the heart of Sleepy Hollow! This legal two-family property offers tremendous potential for investors, contractors, builders, or buyers seeking to restore a property in one of Westchester County's most desirable river communities. Being sold strictly **AS-IS**, the home requires substantial renovation and presents an ideal full rehabilitation project. Ideally situated just moments from the vibrant downtown, enjoy convenient access to the Metro-North train station, the Hudson River waterfront, parks, restaurants, shopping, and the scenic RiverWalk. The rear porch offers seasonal views toward the Governor Mario M. Cuomo Bridge, adding to the property's unique setting. Whether your vision is to renovate and hold as an income-producing asset or restore it for resale, this property offers an exceptional opportunity to create value in a location where renovated multifamily homes continue to see strong demand. Buyers are encouraged to perform their own due diligence regarding condition, zoning, permits, and future use.

10 Clinton Street, Sleepy Hollow

$699,000

5 Beds ⋅ 2 Baths ⋅ 979061 MLS

Location, Location, Location...Own a Piece of New York's Halloween Capital - Sleepy Hollow! Located a few blocks from the Hudson River & all the Awesome sight's that make this Village Special: Historic Sleepy Hollow Cemetery & Old Dutch tours, Headless Horseman Bridge, Washington's Headless Horseman Statue & Haunted Orchards. Live here - a great investment & rent out the other unit, This desirable Multi-family home is the best place to Live...Imagine the possibilities. Was updated in past 20 years. Being sold As-is as - it needs some TLC! Unit#2 - Upper floor 2 Bedroom unit has partial River/Bridge views, Pull down Attic that is excellent storage: partial standup with Plywood board flooring & 2 windows. Unit#1 is the Main Unit with Hard-Wood Floors Main floor entry into Living Room, Den/Home Office, Primary Bedroom w/stairs to back yard & Full Bathroom. Then 1 flight down to Bedroom 2 & 3, with lots of closets (including Hall Cedar closet), Large Eat in Kitchen, Mud room with exit to Back Yard - with Hook up for a Washer/Dryer if desired. Come take a look & walk around the neighborhood - visit the shops, restaurants and Markets including the new Favorite: DeCicco & Sons Market. This is why Zip Code 10591 is So DESIRABLE!!! ***NOTE: NO OFF STREET PARKING - GARAGE IS NEIGHBORS NEXT DOOR!!!

34 Cedar Street, Sleepy Hollow

Start Your Search

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.