Sleepy Hollow Real Estate Search

Sleepy Hollow Multi-Family Properties for Sale

Our website features the best real estate search for multi-family properties available in Sleepy Hollow and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Sleepy Hollow real estate market? Sign up for a  Sleepy Hollow Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Sleepy Hollow Multi-Family Homes for Sale

$1,450,000
2 Beds 3 Baths 1047452 MLS
Rarely does an opportunity come along that combines the scale and craftsmanship of a luxury home with the income-producing benefits of a three-family property. Completely rebuilt and renovated from the ground up, this exceptional property offers a unique owner-occupied lifestyle: live luxuriously in the 1,900-square-foot two-story top-floor residence while generating rental income from two additional apartments. Designed with extraordinary craftsmanship and attention to detail, the owner's residence is a one-of-a-kind retreat featuring soaring spaces, oak flooring, custom wood cabinetry and trim, glass railings, skylights, and multiple decks with breathtaking views of Mount Beacon. A versatile loft space provides the perfect setting for a home office, creative studio, gym, playroom, or additional living space, allowing the home to adapt beautifully to how you live and work. The luxurious primary residence also features a spectacular custom bathroom with double sinks, a two-person Jacuzzi tub, and an expansive steam shower. Every element reflects thoughtful design and meticulous craftsmanship. For the financially minded homeowner, the two additional apartments provide an exceptional opportunity to offset the cost of ownership while enjoying the benefits of a beautifully renovated luxury residence. Each apartment has its own heating and cooling mini-split system, electric meter, laundry, and dedicated parking. Set on a beautifully landscaped corner lot, the property is introduced by a stunning stone wall and enhanced by mature landscaping, creating a peaceful outdoor environment. Security and sprinkler systems provide additional peace of mind, while solar electric serving the owner's apartment adds energy efficiency. Just a few short blocks from Beacon's vibrant east end of Main Street, you'll be close to all that makes Beacon such a sought-after destination.

43 Ackerman Street, Beacon

$1,175,000
5 Beds 4 Baths 1047590 MLS
TURNKEY TWO-FAMILY HOME • GUT RENOVATED • INCOME PRODUCING Welcome to 104-18 89th Avenue — a beautifully renovated two-family home offering the perfect combination of modern living, rental income, and long-term investment potential. Situated on a quiet residential block in Richmond Hill, this well-maintained property underwent a major gut renovation approximately five years ago, bringing extensive improvements to the home's structure, finishes, and major building systems. The renovation included significant upgrades to: Roof, Walls and interior finishes, Plumbing, Electrical, Mechanical systems, Tankless mechanical systems, Kitchens and bathrooms, Flooring and lighting . The result is a modern, move-in-ready property with many of the major renovation items already completed. The property offers a desirable layout consisting of: Second Floor: Unit #2 is a 3-bedroom, 1-full-bath and 1 half bath apartment, currently occupied by reliable tenants, providing the new owner with rental income from day one. Unit #1 First Floor and basement is a 2-bedroom, 2-full-bath duplex, providing a comfortable living arrangement for an owner-occupant. Basement: The fully finished basement provides additional flexible space for recreation, storage, a home office, or other permitted uses and features a separate entrance. The renovated interior features beautiful hardwood flooring, recessed lighting, modern cabinetry, updated appliances, contemporary finishes, and bright open living areas. The updated kitchen provides an attractive combination of white cabinetry, modern appliances, generous counter space, and clean contemporary finishes, making it ideal for everyday living and entertaining. The finished lower level provides additional usable space with a modern kitchen area, recessed lighting, updated flooring, and a clean contemporary design. Enjoy your own private backyard, offering space for outdoor entertaining, family gatherings, gardening, or simply relaxing. This property is particularly attractive for an owner-occupant who wants to live in the first-floor duplex while collecting rental income from the second-floor apartment. It also presents an excellent opportunity for an investor seeking a renovated two-family property with an existing tenant and income stream. Enjoy easy access to public transportation, trains, buses, shopping, restaurants, houses of worship, schools, and everyday conveniences. With its extensive renovation, modern interior, two-family configuration, finished basement, private backyard, and income-producing second-floor apartment, 104- 18 89th Avenue offers an exceptional opportunity for a buyer looking for both homeownership. With its extensive renovation, modern interior, two-family configuration, finished basement, private backyard, and income-producing second-floor apartment, 104-18 89th Avenue offers an exceptional opportunity for a buyer looking for both homeownership and investment potential. Schedule your private showing today!

10418 89th Avenue, Richmond Hill

$1,199,999
6 Beds 2 Baths 1047797 MLS
Prime Two-Family Turnkey Income Producer with Common Foyer, Walk-In Basement & 2-Car Garage! Welcome to 117-05 111th Street an exceptional Two-Family residence offering a rare blend of space, flexibility, and investment potential in the highly sought-after neighborhood of South Ozone Park. Situated on a prominent corner lot, this property is the ultimate package for savvy investors looking for immediate rental income or homeowners seeking a spacious primary residence with a built-in tenant to offset their mortgage! Each unit offers a spacious and functional layout flooded with natural light, perfect for comfortable living or top-market rental potential. With a Bonus Walk-In Basement, the property boasts a massive, highly versatile opportunity complete with generous ceiling heights; this substantial bonus space is perfect for a home office, recreation room, massive storage hub,. Coveted Parking & Storage so you can say goodbye to street parking hassles. This property features a rare 2-car detached garage paired with a private driveway, providing excellent vehicle security, storage, or additional income potential. The benefits keep getting better with this true commuter’s paradise! Your tenants will love being just minutes away (.4 miles) from the 111th St Elevated Subway Station (A Train) for a direct ride into Brooklyn and Manhattan. Extensive local and express bus option including the Q37, Q10, Q112, and the QM18 Midtown Express (.02 to .1 miles). This premier Queens Location is even beneficial when commuting by car as you have quick access to the Van Wyck Expressway (I-678) and the Belt Parkway. Plus, you are perfectly positioned just minutes from JFK International Airport, vibrant local shopping corridors, popular dining options, and local schools (PS100 Glen Morris, JHS 226 Virgil I Grissom/Hawtree and John Adams HS). Whether you want to live in one unit and rent out the other, house an extended family comfortably under one roof, or add a high-yielding asset to your real estate portfolio, 117-05 111th Street is a rare Queens gem waiting to be claimed. Bring your vision and come check it out!

117-05 111th Avenue, South Ozone Park

$959,000
5 Beds 3 Baths 1047631 MLS
Nestled in the highly desirable Woodlawn Heights neighborhood of the Bronx, just 25 minutes north of Manhattan, this immaculate and well-maintained legal two-family brick home offers a wonderful blend of classic character, spacious living, and modern convenience. The home features two large apartments, each filled with beautiful natural sunlight, ample closet space, lovely high ceilings, and original architectural details that preserve the warmth and old-world charm of this special property. The first-floor apartment offers an inviting layout with a large living room, formal dining room, charming eat-in kitchen, updated bathroom, and two generously sized bedrooms. The comfortable floor plan and abundance of natural light create a warm and welcoming living environment. The second-floor apartment has three bedrooms, an update bathroom, and a renovated eat-in kitchen with excellent counter space and plenty of cabinetry, making it ideal for both everyday living and entertaining. The finished lower level provides additional flexible living space and endless possibilities -perfect for a home office, family room, or playroom area. It also includes a full bathroom, laundry area, utility space, and direct access to the two-car garage. This house has a welcoming front garden with a low-maintenance back yard, allowing for a private space for barbecuing, entertaining, relaxing, or enjoying time with family and friends. The rear of the property also offers convenient space for additional parking. A true commuter's dream, the home is just blocks from the Metro-North train, local bus transportation, Van Cortlandt Park, PS 19 and St. Barnabas Elementary -- providing easy access to Manhattan, surrounding areas and local schools and parks. This beautiful brick home is the perfect combination of comfort, convenience, character, and affordability - an exceptional opportunity to own a legal two-family property in one of the Bronx's most sought-after neighborhoods.

333 E 238th Street, Bronx

$396,000
4 Beds 2 Baths 1046390 MLS
Investment Highlights & Key Advantages: 30 Crescent Place, Middletown, NY 10940 Exceptional Cash Flow & High Rental ROI: Configured as a legal, high-demand multi-family property, it commands strong aggregate market rents that deliver an outstanding capitalization rate and cash-on-cash return well above regional single-family averages. 100% Expense Coverage ("Free Living" or Positive Cash Flow): The dual-unit income easily covers the full PITI (principal, interest, property taxes, and insurance) alongside standard maintenance and utility reserves. For an investor, it generates immediate net passive income; for an owner-occupant (house-hacking), the secondary unit subsidizes the mortgage completely, allowing for virtually cost-free living. Strategic, Commuter-Friendly Location: Centrally situated in the heart of Middletown, offering immediate access to Route 17, Interstate 84, Garnet Health Medical Center, SUNY Orange, and Touro College of Osteopathic Medicine. It is also just minutes from the Metro-North commuter rail station and Coach USA bus routes to NYC. Low Vacancy Risk & Sustained Tenant Demand: Orange County’s expanding healthcare, logistics, and higher education sectors drive continuous, year-round rental demand, ensuring fast turnover and reliable occupancy. Built-in Long-Term Appreciation & Value-Add Potential: Multi-family properties in established Hudson Valley submarkets benefit from consistent capital appreciation, inflation-hedging rent growth, and attractive depreciation tax benefits.

30 Crescent Place, Middletown

$1,599,000
4 Beds 2 Baths 1047648 MLS
Welcome to this well-maintained two-family home in the heart of Astoria, offering a versatile layout, comfortable living spaces, and the convenience of urban living. Ideally located within walking distance to neighborhood shops, restaurants, parks, and public transportation, this property provides an easy commute into Manhattan. Astoria is known for its vibrant residential community, abundant local amenities, parks, and excellent transit options. The first floor features a spacious one-bedroom apartment with a generous living room, a convenient alcove perfect for a home office, an updated kitchen, and a full bathroom. A private courtyard provides a pleasant connection to the backyard and offers additional outdoor space. The second and third floors comprise a spacious three-bedroom, one-bathroom duplex, featuring an updated kitchen, formal dining room, and comfortable living room—providing plenty of space for everyday living and entertaining. Additional highlights include one-car off-street parking in the driveway a highly desirable feature in Astoria, along with a location that puts shopping, dining, recreation, and transportation close at hand. With its flexible two-family configuration, outdoor space, and convenient location, this property presents an excellent opportunity for multi-generational living, rental income, or an owner-occupant seeking additional income potential. A wonderful opportunity to own in one of Queens' most desirable and conveniently located neighborhoods, with easy access to Manhattan and all that Astoria has to offer.

25-30 36th Avenue, Astoria

$999,000
6 Beds 2 Baths 1047019 MLS
Spacious Two-Family Home on the Glendale/Ridgewood Border Welcome to this well-built and generously proportioned two-family home, ideally situated on the Glendale/Ridgewood border at 7516 64th Street. With an impressive 20' x 52' building size, this two-story property offers an excellent combination of space, functionality—an ideal opportunity for an owner-occupant or investor. The first floor features 3 bedrooms, a living room, kitchen, and full bathroom, with direct access to the private backyard, providing valuable outdoor space for relaxing, entertaining, or enjoying time with family and friends. The second floor offers another comfortable three-bedroom layout, with a living room, kitchen, and full bathroom. The home also features a full basement, offering additional space that can be utilized for storage, recreation or other personal needs, subject to applicable requirements and approvals. One of the property's standout qualities is its solid construction and generous size, offering six bedrooms, two full bathrooms, two kitchens, two living spaces, a private backyard, and a full basement. Enjoy the convenience of being close to the Myrtle Avenue shopping and commercial corridor, with neighborhood shops, restaurants, supermarkets, and everyday services nearby. Public transportation is also convenient, with M train service at Fresh Pond Road approximately 0.6 mile away, along with multiple MTA bus routes serving the surrounding Glendale and Ridgewood neighborhoods. A rare opportunity to own a substantial two-family property in a desirable Glendale/Ridgewood location, offering exceptional space, a private backyard, full basement, and tremendous potential. Don't miss this unique property!

7516 64th Street, Glendale

$1,800,000
1047486 MLS
Bay Pkwy A rare opportunity to own an oversized, fully brick two-family home offering exceptional space, flexibility, parking, and income potential in the heart of Bensonhurst. Situated on a 25’ × 100’ lot with an impressive 20’ × 66’ building size , this property provides substantially more interior space than a typical two-family home. Occupy one unit while generating potential rental income from the other, or enjoy the flexible layout to suit your individual needs. The first floor features a bright front sitting area, an expansive living and dining space, a separate kitchen, two rear bedrooms, and a full bathroom. The finished lower level offers a large open recreation room, bathroom, laundry area, and convenient side access. The second floor has its own private entrance and welcomes you into an oversized front living room with an additional flexible sitting area, a dedicated dining area, a separate kitchen, three rear bedrooms, and a full bathroom. A 10-foot shared driveway leads to a rear one-car garage and a generous backyard with additional space for outdoor entertaining or gardening. Separate gas and electric utilities provide added convenience. Built with solid brick construction, the home is enhanced by an additional layer of insulated exterior cladding designed to improve thermal performance while helping protect the underlying masonry. Located just minutes from Bay Parkway transportation and shopping, with banks, supermarkets, restaurants, and everyday conveniences nearby. Exceptional size, flexible living space, rental-income potential, parking, and location—all in one complete Bensonhurst package.

2129 Bay Ridge Avenue, Brooklyn

$1,250,000
9 Beds 6 Baths 1047393 MLS
Welcome to this spacious and versatile two-family home in the desirable Rosedale/Jamaica area, ideally situated on a quiet dead-end street just off Hook Creek Boulevard and conveniently located near Sunrise Highway. This property offers an exceptional opportunity for both first-time home buyers and savvy rental investors seeking strong income potential. The first and second floors each feature a bright open-concept living and dining area, a spacious kitchen, three bedrooms, and two full bathrooms, providing comfortable and functional living spaces for everyday living and entertaining. The basement adds tremendous flexibility with one studio unit and a separate two-bedroom unit, creating multiple opportunities for rental income, extended family, or additional living arrangements. With its multiple living units and excellent rental potential, this is the type of property that can help offset the cost of homeownership, making it especially attractive to first-time buyers looking to have their home generate income while they build equity. For investors, the property's layout offers an outstanding opportunity to maximize rental income from multiple units. The location is exceptionally convenient, with easy access to Hook Creek Boulevard and Sunrise Highway. Enjoy being approximately 10 minutes from JFK Airport, Green Acres Mall, major shopping centers, supermarkets, restaurants, schools, transportation, and all major everyday conveniences. Set on a peaceful dead-end street while remaining close to major roadways and amenities, this property combines privacy, convenience, and income potential in one of Rosedale's desirable locations. Whether you're a first-time home buyer looking for a property that can help pay for itself or an investor seeking a strong rental opportunity, this versatile two-family home is one you won't want to miss.

13712 249th Street, Jamaica

$1,700,000
13 Beds 8 Baths 1046688 MLS
Lakefront. Income-producing. Private dock. Heated pool. Four units. Low taxes. And a front-row seat to some pretty incredible sunrises. Picture this… your morning coffee on your private deck as the sun rises over Highland Lake, followed by a day spent on the water, relaxing poolside, or entertaining lots of friends by the bar and patio. Welcome to a truly special four-unit lakefront property on Highland Lake. Lovingly redone, maintained, and cared for by its current owners for more than 25 years, this property offers the rare opportunity to own a piece of lakefront real estate while generating rental income. Every unit has its own private deck with beautiful lake views, and the property comes with its own private dock on Highland Lake—a fun, motorboat-friendly lake where summer days are meant to be spent cruising, swimming, fishing, and enjoying the water. Take a dip in the heated 16’ x 32’ inground pool, fire up the grill, or gather downstairs around the bar and patio entertaining area. A large circular driveway provides plenty of parking, while the private, set-back setting and storage shed add to the convenience. And then there’s the location. You’re right in the heart of the Sullivan Catskills, close to Bethel Woods, Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, restaurants, recreation, and all the attractions that have made the area such a sought-after destination. Best of all, you’re under two hours from New York City, making this an easy weekend escape or year-round opportunity. This is more than a multifamily property—it’s a lifestyle, an investment, and a place that has been lovingly cared for for generations of lake memories.

127 Highland Lake Road, Highland Lake

Start Your Search

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.