Sleepy Hollow Homes under $1 million

Welcome to Sleepy Hollow, New York, a charming village nestled in the picturesque Westchester County. Known for its rich history and enchanting landscapes, Sleepy Hollow is a place where the past meets the present, offering residents a unique blend of small-town charm and modern conveniences. This vibrant community is famously associated with Washington Irving's "The Legend of Sleepy Hollow," and its scenic views along the Hudson River make it a perfect spot for those who appreciate nature and history.

For homebuyers seeking affordable options in this idyllic setting, Sleepy Hollow offers a variety of homes priced under $1 million. Whether you’re looking for a cozy bungalow, a classic colonial, or a contemporary townhouse, you’ll find an array of choices that cater to diverse tastes and lifestyles. Many properties feature beautiful gardens, spacious yards, and stunning views, making them ideal for families, retirees, or anyone looking to enjoy a tranquil lifestyle.

The village boasts an excellent school system, vibrant local culture, and a strong sense of community, making it an attractive place to call home. Residents can enjoy outdoor activities at nearby parks, take leisurely strolls along the riverfront, or explore local shops and restaurants that reflect the area’s rich heritage.

In Sleepy Hollow, you'll not only find a home but also a welcoming community that embraces all that life has to offer. Discover your dream home in this enchanting village, where history and charm come together in perfect harmony.

Newest Sleepy Hollow Homes under $1 million

$699,999

6 Beds ⋅ 4 Baths ⋅ 1059217 MLS

Unlock a rare opportunity to plant roots in the heart of the vibrant Sleepy Hollow and Tarrytown community. 35-35 Kendall Avenue is a versatile two-family residence that perfectly captures the character of this sought-after river town while offering incredible flexibility for its next owner. Whether you’re looking for a savvy investment to add to your portfolio or a spacious multi-generational living arrangement, this property is a canvas ready for transformation. The home features two distinct units, each boasting sun-filled layouts and the privacy of separate entrances (Side by Side). While the house currently needs some updating, it presents the perfect chance to bring your vision to life. Imagine the possibilities of customizing every finish to your personal taste, modernizing the spaces to add significant value, and creating a bespoke residence that reflects your style. Positioned just moments away from the bustling Main Streets of both Sleepy Hollow and Tarrytown, you’ll have easy access to a curated selection of local bistros, independent boutiques, and the iconic waterfront. For those commuting, the proximity to the Metro-North station makes for a seamless trip into the city. Properties with this much potential in such a premier Westchester location are a rare find—come explore the possibilities and see how you can make this home your own.

35 Kendall Avenue, Sleepy Hollow

11 River Street Unit #402, Sleepy Hollow

$999,000

2 Beds ⋅ 2 Baths ⋅ 1056420 MLS

Welcome to The River House at Hudson Harbor! Where waterfront living meets one of the Rivertowns' most walkable and convenient locations. This approximately 1,200-square-foot, two-bedroom, two-bath residence offers a particularly desirable layout with two private bedroom suites, each featuring its own ensuite full bath. An open living and dining plan creates an easy flow for everyday living and entertaining, while the quality and contemporary design for which The River House is known provide the perfect backdrop for sophisticated, low-maintenance living. Set directly along the Hudson River and RiverWalk, The River House offers an impressive collection of amenities including an outdoor pool and sun deck, fitness center, concierge service, outdoor entertaining areas with fire pit and grilling space, elevators and indoor garage parking. Recent improvements to the building have included extensive exterior work and replacement windows and doors. The location may be the greatest luxury of all. Enjoy Hudson Farmer & The Fish just outside your door, waterfront walking paths and parks, nearby dining and shopping in both Tarrytown and Sleepy Hollow, the new DeCicco & Sons and Edge-on-Hudson neighborhood, and easy access to the Tarrytown Metro-North station for an exceptionally convenient Manhattan commute. Dont miss this rare opportunity for two-bedroom waterfront living at Hudson Harbor one of the area's premier waterfront condominium communities!

11 River Street Unit #402, Sleepy Hollow

$995,000

5 Beds ⋅ 2 Baths ⋅ 818602 MLS

Welcome to 212 Beekman Avenue, a versatile multi-family property with commercial zoning, offering endless possibilities in Sleepy Hollow. This unique property features two distinct apartments and is ideal for investors or those seeking a flexible living space. The ground floor apartment has 2 bedrooms, 1 bath. The first floor apartment is a duplex with 3 bedrooms and 1 bath, catering to a variety of lifestyle needs. Enjoy the comfort of central air conditioning throughout the property, ensuring a pleasant atmosphere during any season. There is a large back yard and an outbuilding in the back of the property for storage. The commercial zoning adds an extra layer of opportunity, allowing for potential business ventures or mixed-use possibilities. With its prime location on Beekman Avenue, 212 offers both convenience and potential. Whether you're looking to invest, live, or work, this property is a must-see. Explore the opportunities today and imagine the future that awaits!

212 Beekman Avenue, Sleepy Hollow

$649,000

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. ***1900 Colonial can be easily converted to a 1 Family residence!*** 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

$999,999

2 Beds ⋅ 4 Baths ⋅ 997460 MLS

Welcome Home to Sunset Villas at Andrews Lane Sleepy Hollow, NY. From $899,999+ Discover Sunset Villas, an exclusive collection of nine luxury townhomes, perfectly nestled in the heart of the Village of Sleepy Hollow. Enjoy a limited-time advantage with no HOA fees for the first 6 months and step into a lifestyle that blends modern elegance with everyday convenience. This stunning (end unit) four-level residence offers a thoughtfully designed layout and elevated finishes throughout: Grand entry level featuring an oversized foyer with ceramic tile flooring, a convenient powder room, and access to a spacious one-car garage. A designer kitchen at the heart of the home, showcasing quartzite countertops, sleek cabinetry, and premium stainless-steel appliances—ideal for both everyday living and entertaining. Seamless indoor-outdoor living with a private deck, perfect for al fresco dining. A light-filled living room with fireplace, enhanced by recessed lighting and elegant crown molding. Beautiful hardwood flooring flows throughout the upper three levels, creating a warm and cohesive feel. The third level features a luxurious primary suite with double closets and a spa-like en-suite bath, along with a generously sized second bedroom with its own en-suite. The fourth level offers a versatile family or guest retreat, complete with a full bath, walk-in closet, and a private rooftop terrace—an extraordinary space to unwind, entertain, and take in breathtaking sunset views. Location matters—and this one delivers: Directly across from Barnhart Park & Playground. Moments from Hudson River views. Close to fine dining, boutique shops, and village charm. Easy access to major commuting routes. Modern luxury. Scenic surroundings. Effortless living. Sunset Villas is the perfect place to call home.

30 Andrews Lane, Sleepy Hollow

$999,000

2 Beds ⋅ 4 Baths ⋅ 977002 MLS

Welcome home to Sunset Villas on Andrews Lane. A new community of nine luxury townhomes (from $899,999+) 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 and door out to an oversized 1 car garage. The heart of the home is a designer kitchen with quartzite countertops, & stainless-steel appliances. This sleek & stylish kitchen is a chef's dream, providing ample storage & workspace for all your culinary adventures. Deck off the kitchen offers the perfect setting for al fresco dining or entertaining. Adjacent to the kitchen is the living room with a fireplace. The recessed lighting enhances the ambiance, creating a warm & inviting atmosphere. The crown molding adds a touch of elegance to the space. Hardwood flooring flows throughout the 2nd, 3rd and 4th floor. The 3rd floor consists of the en-suite master bedroom with double closets and en-suite 2nd bedroom. The family/guest room is located on the fourth floor, with full bath, walk in closet and rooftop terrace providing a retreat-like space for relaxation and tranquility. This space is perfect for entertaining and watching the sunsets. Conveniently located right across the street from Barnhart playground and park, providing residents with a refreshing outdoor retreat. This location offers scenic river views, fine dining options and easy access to shops and more. Ideal for those seeking a modern and convenient lifestyle! Attached photos are of the staged model unit (#46).

42 Andrews Lane, Sleepy Hollow

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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.