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Orange County NY Multifamily Homes & Duplexes for Sale

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  • /50

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,912 Sq Ft

    831 County Route 12, New Hampton, NY 10958

    Fall in Love with a Country Retreat Like No Other – Circa 1820 Charm Meets Modern OpportunityThere are homes that are simply lived in—and then there are homes that live in you. Welcome to an extraordinary 1820s two-family estate tucked away in New Hampton, NY. With its cedar shake siding and classic brickwork, this home looks Like it was plucked from the Hamptons and placed gently onto

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 668-6336

    831 County Route 12, New Hampton, NY 10958
  • /26

    $410,000

    • 4 Beds
    • 2 Baths
    • 1,668 Sq Ft

    31 Beattie Ave, Middletown, NY 10940

    Great 2 family home in the city of Middletown. Each apartment features 2 bedrooms, 1 bathroom. This property is located in a zoning that requires one of the apartments is occupied by the owner. House is well maintained and cared for. Large lot offers plenty of yard and parking. Walk-up attic offers plenty of storage. Each tenant has their own washer and dryer hook-up. Detached 2 car garage ideal

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    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 286-4605

    31 Beattie Ave, Middletown, NY 10940
  • /2

    $380,000

    • 5 Beds
    • 2 Baths
    • 2,440 Sq Ft

    44 Houston Ave, Middletown, NY 10940

    Excellent opportunity to own a 2 family house whether you are an investor or want to live in one of the units and rent the second one. Spacious apartments. First floor apartment has 3 bedrooms and 1 bathroom, second floor apartment has 2 bedrooms and 1 bath. Conveniently located, walking distance to Touro College where students are always looking for close by rentals. Minutes to I86 and I84,

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    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 497-6793

    44 Houston Ave, Middletown, NY 10940
  • /49

    $579,000

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft

    63 Lake Trail, Greenwood Lake, NY 10925

    FULLY RENOVATED and ready to cash flow—your Greenwood Lake duplex dream starts now!!! This stunning two-family home in the heart of Indian Park offers the perfect blend of turnkey living, private lake access, and instant income potential. Whether you’re a weekender, investor, or buyer seeking multi-generational options, this fully updated property delivers with modern finishes, flexible living,

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    Jennifer DiCostanzo

    RE/MAX Town & Country

    (845) 382-8671

    63 Lake Trail, Greenwood Lake, NY 10925
  • /22

    $449,000

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    65 Carson Ave, Newburgh, NY 12550

    Here’s your chance to own an income-generating two-family home in the heart of Newburgh—with owned solar panels, a backyard, and all the updates already done for you. Live in one unit and rent out the other, or keep both as a smart investment. Either way, you’ll love the bright interiors, modern finishes, and the sunny backyard that’s perfect for weekend lounging or hosting friends. And thanks to

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    Steven Gray

    Compass Greater NY, LLC

    (845) 593-9263

    65 Carson Ave, Newburgh, NY 12550
  • /36

    $799,000

    • 5 Beds
    • 4 Baths
    • 3,588 Sq Ft

    37 S Plank Rd, Westtown, NY 10998

    Nestled in a peaceful rural setting, this inviting gentleman’s farm offers over 3 acres of land, complete with a tranquil pond, multiple dwellings, and an array of outbuildings. This exceptional property offers a perfect blend of rustic charm, functionality, and versatility and is perfect for those looking to embrace country living with room to grow a home-based business. The heart of the

    Vikki Garby BHG Real Estate Green Team

    37 S Plank Rd, Westtown, NY 10998
  • /29

    $329,000

    • 4 Beds
    • 2 Baths
    • 2,460 Sq Ft

    9 Albert St, Middletown, NY 10940

    3 FINISHED FLOORS! Welcome to this exceptional income generating multi-residential property! Ideally situated near Middletown’s restaurants, shopping malls, public transportation to NYC, major highways, and hospital facilities. This property offers unmatched convenience. Each apartment boasts two spacious bedrooms, an over-sized living room perfect for your largest furniture set, and an

    Robert 'Bob' & Frances 'Fran' Murray Howard Hanna Rand Realty

    9 Albert St, Middletown, NY 10940
  • /24

    $459,900

    • 1 Bed
    • 1 Bath
    • 2,400 Sq Ft

    652 New York 211 Unit 650, Middletown, NY 10940

    FOR SALE: Versatile Mixed-Use Building – Ideal for Owner-Operator | 650-652 Route 211 W, Middletown, NY 10940A rare opportunity to own a fully updated 2-unit standalone building in a prime high-visibility corner location at Route 211 West and California Drive in the Town of Wallkill.Property Overview:Total Building Size: Approx. 2,400 sq ftLot Size: Generous lot with

    Jonathon Lee Keller Williams Hudson Valley

    652 New York 211 Unit 650, Middletown, NY 10940
  • /25

    $529,000

    • 6 Beds
    • 3 Baths

    40 Hillside Ave, New Windsor, NY 12553

    Welcome to this beautifully renovated two-family home. Upstairs it includes 3 bedrooms and 2 full baths, with open-concept living spaces. 2 cars garage. 2nd unit offer 3 bedrooms and a full bath also open concept living spaces situated in a desirable location close to gas station, banks, restaurants. This property Conveniently located, it offers easy commutes to NYC, is just 7.4 miles from West

    Navia Mordan Exit Realty Connections

    40 Hillside Ave, New Windsor, NY 12553
  • /25

    $425,000

    • 1 Bed
    • 1 Bath

    91 Carson Ave, Newburgh, NY 12550

    Here’s your chance to own a classic brick multi-family in Newburgh’s desirable East End Historic District. This fully occupied property features two large 2-bedroom, 1-bath units, each has over 1000 sqft of space.Both apartments offer eat-in kitchens, hardwood-style flooring, and bright bay windows that bring in great natural light. The building includes separate utilities.Two

    Rebecca Kane Keller Williams Hudson Valley

    91 Carson Ave, Newburgh, NY 12550
  • /4

    $214,900

    • 4 Beds
    • 2 Baths
    • 2,526 Sq Ft

    252 Liberty St, Newburgh, NY 12550

    Two family home with all separate utilities in City of Newburgh. Walking distance to Liberty Street commercial district and Broadway. City of Newburgh owned property. Preference is given to owner-occupant purchasers in accordance with the City of Newburgh’s Surplus Real Property Disposition Policy (“Policy”). Agents should review the Policy by clicking link below in Member’s remarks.

    Brian Smith River Realty Services, Inc.

    252 Liberty St, Newburgh, NY 12550
  • /18

    $2,399,000

    • 5 Beds
    • 2 Baths

    56-58 Still Rd, Monroe, NY 10950

    Prime 6.93-Acre Development Opportunity in Monroe, NY – Orange County’s Largest Available SitePresenting a rare and exceptional opportunity to acquire a 6.93-acre development parcel in the heart of Monroe, NY — the largest available site in the area. Zoned SR-20, this expansive property offers a wide range of permitted residential and community uses, making it ideal for developers seeking

    Jon Cohen Skyline Real Estate Partners

    56-58 Still Rd, Monroe, NY 10950
  • /27

    $430,000

    • 5 Beds
    • 2 Baths
    • 2,447 Sq Ft

    2 Mountain Ave, Middletown, NY 10940

    Step into this spacious and versatile raised-ranch style two-family home, perfectly located in the quiet neighborhood of Middletown!This well-maintained property offers a total of 5 bedrooms, 2 full bathrooms, and a bonus room ideal for a home office, playroom, gym, or guest space tailored to fit your lifestyle.The upper-level unit features a bright and open layout with a spacious living

    Jeaneth Pino-Bartchak RE/MAX Benchmark Realty Group

    2 Mountain Ave, Middletown, NY 10940
  • /21

    $519,000

    • 2 Beds
    • 2 Baths
    • 3,090 Sq Ft

    6 Broad St, Middletown, NY 10940

    Great two family duplex located in the City of Middletown. It's conveniently located walking distance to Touro College , I84 and I86, and also close to local shops and restaurants . Located approximately 70 miles North of New York City this property has a strong income potential with long term upside . At one time this was a triplex and is now a legal duplex. The 2nd floor apartment has 2

    Neal Kolze Curasi Realty, Inc.

    6 Broad St, Middletown, NY 10940
  • /14

    $275,000

    • 2 Baths
    • 1,752 Sq Ft

    14 S Miller St, Newburgh, NY 12550

    PERFECT RENOVATION PROJECT FOR INVESTORS. Solid brick two family building in the historical district of the up-and-coming city of Newburgh. Walking distance to Mount Saint Mary College, St. Luke's Hospital, Liberty Street restaurants, the Newburgh Waterfront, and Beacon Metro-North are all within walking distance.

    Edwin Molina RE/MAX Benchmark Realty Group

    14 S Miller St, Newburgh, NY 12550
  • /16

    $290,000

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    113 1st St, Newburgh, NY 12550

    Welcome to 113 First Street, a beautifully 2 family renovated 3-bedroom, 2 full bathroom home in the heart of Newburgh. This spacious gem has been completely updated with modern finishes throughout. Featuring new appliances, it’s truly move-in ready. With generous living space and stylish upgrades, This home offers both comfort and convenience. Don’t miss the opportunity to see this stunning

    Patrick Casilli John J Lease REALTORS Inc

    113 1st St, Newburgh, NY 12550
  • /41

    $649,999

    • 6 Beds
    • 4 Baths

    32 City Terrace N, Newburgh, NY 12550

    Welcome to this two-family home in the perfect location. This home offers 4 bedrooms with an office space, separate entrances. Ideal for investors or owner-occupants seeking rental income in an ideal location in the city of Newburgh. This house offers an apartment with 2 bedroom, 1 bath giving you an extra income. The property includes off-street parking for up to 5 vehicles, and a back patio

    Navia Mordan Exit Realty Connections

    32 City Terrace N, Newburgh, NY 12550
  • /42

    $400,000

    • 8 Beds
    • 4 Baths
    • 4,164 Sq Ft

    31 S Montgomery St, Walden, NY 12586

    Attention investors, contractors, and homebuyers! This income-producing 4-family property is a prime value-add opportunity just minutes from the Village of Walden. With two units rented month-to-month and two vacant, there’s immediate upside for renovation and increased rental income.Perfect for an owner-occupant looking to **live in one unit while renting out the others** to offset your

    Janet Rendle Weichert Realtors

    31 S Montgomery St, Walden, NY 12586
  • /42

    $545,000

    • 5 Beds
    • 3 Baths

    169 Liberty St, Newburgh, NY 12550

    Handsome brick Victorian Beauty on Newburgh's famous Liberty St! This multifamily has 2 spacious duplexes currently with a vacant lower level apt creating an ideal opportunity for either an investor to find their ideal rental/tenant situation or an owner occupant. This first floor duplex has the only access to the rear garden with the living/kitchen and laundry area opening out on to the back

    Rosemary Lee Voro LLC

    169 Liberty St, Newburgh, NY 12550
  • /21

    $589,000

    • 9 Beds
    • 4 Baths
    • 2,880 Sq Ft

    163 Chambers St, Newburgh, NY 12550

    *Exceptional Investment Opportunity!*Discover a rare gem in the heart of Newburgh! This charming 4-unit brick building offers a unique blend of strong returns, low maintenance, and growth potential. With a 10.5%+ cap rate, recent renovations (2019), and a prime location near the Hudson River waterfront, this property is poised for long-term success.*Key Highlights:*-

    Joseph Polatseck Joseph Polatseck

    163 Chambers St, Newburgh, NY 12550
  • /49

    $599,000

    • 4 Beds
    • 4 Baths
    • 2,588 Sq Ft

    1328 Union Ave, Newburgh, NY 12550

    Nestled on over an acre of level, private land, this legal two-family residence presents a rare opportunity for multi-generational living, rental income, or smart investing. Whether you're looking for space to spread out, generate additional revenue, or accommodate extended family, this property checks all the boxes.The main level offers generous square footage with hardwood floors. The

    Francesca Bonavita Christie's Int. Real Estate

    1328 Union Ave, Newburgh, NY 12550
  • /45

    $549,000

    • 3 Beds
    • 3 Baths
    • 2,509 Sq Ft

    2431 Albany Post Rd, Walden, NY 12586

    Welcome to this unique and versatile Mother/Daughter two-family home, nestled on 2.7 acres of level, private land in the highly desirable Valley Central School District. With over 2,500 sq ft of living space, this home offers endless possibilities for multigenerational living or income potential. The main level features, 2 spacious bedrooms and 3 full bathrooms, A large eat-in kitchen with

    Marie Savage Curasi Realty, Inc.

    2431 Albany Post Rd, Walden, NY 12586
  • /17

    $399,000

    • 7 Beds
    • 3 Baths
    • 3,762 Sq Ft

    10 Highland Ave, Otisville, NY 10963

    Great opportunity for investors or buyers looking to add value. This 3-family property in the heart of Otisville Village offers rental potential and lots of upside with some TLC. The main house is a two-family home, each unit featuring 3 bedrooms and 1 bathroom. Both units need updates but offer a spacious layout. In the rear of the property is a separate 1-bedroom, 1-bathroom cottage, currently

    STEVEN WROBEL JR. Serhant LLC

    10 Highland Ave, Otisville, NY 10963
  • /4

    $589,000

    • 6 Beds
    • 4 Baths
    • 3,075 Sq Ft

    6 Liberty St, Newburgh, NY 12550

    OUTSTANDING MULTI-FAMILY INVESTMENT PROPERTY Brick building with four units in good condition, well-maintained, and updated rental licenses. Steps away from the waterfront, featuring good-paying tenants, numerous upgrades, a nice backyard, and solid income. 1 unit is just vacant

    Moses Zwiebel MS Realty Group USA, Inc

    6 Liberty St, Newburgh, NY 12550
  • /50

    $640,000

    • 3 Beds
    • 3 Baths
    • 2,672 Sq Ft

    121 Montgomery St, Newburgh, NY 12550

    Perched above the Hudson, this thoughtfully renovated two-family home offers sweeping river views from every level. Located in Newburgh’s historic district, the property features a bright garden-level studio with direct backyard access—perfect for guests, tenants, or creative use.Upstairs, a spacious and sun-filled duplex spans two floors, offering three bedrooms, a private entrance, a

    Sarah Beckham ReAttached

    121 Montgomery St, Newburgh, NY 12550
  • /21

    $477,000

    • 4 Beds
    • 3 Baths

    20 Drew Ave, Highland Falls, NY 10928

    This well-kept two-family home in Highland Falls, NY, offers charm, convenience, and great potential. The first floor features 2 bedrooms and 2 full bathrooms, while the upstairs unit includes 2 bedrooms and 1 full bathroom—ideal for extended family living or rental income. Set in a scenic and historic village near the United States Military Academy at West Point, the property also boasts a

    Ishwar Rameshar YourHomeSold Guaranteed Realty

    20 Drew Ave, Highland Falls, NY 10928
  • /9

    $464,000

    • 9 Beds
    • 3 Baths
    • 3,300 Sq Ft

    102 Renwick St, Newburgh, NY 12550

    OUTSTANDING MULTI-FAMILY INVESTMENT PROPERTY, Brick building with three units in good condition, well-maintained, and updated rental licenses. Steps away from the waterfront, this property features good-paying tenants, numerous upgrades, a nice backyard, solid income, and separate utilities. Tenants are responsible for paying for gas and electricity. The two vacant apartments are easily

    Moses Zwiebel MS Realty Group USA, Inc

    102 Renwick St, Newburgh, NY 12550
  • /41

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    22 E Parmenter St, Newburgh, NY 12550

    Check out this two unit apartment building just around the corner from Liberty St and Washington Headquarters Park in Newburgh! Upstairs is a sunny, bright, 2-level apartment with three bedrooms plus full bath upstairs and an open living space plus kitchen below. Amazing light, contemporary spaces, and fresh renovations! Owner willing to finish flooring if buyer's loan demands it-- or you can

    Sarah Beckham ReAttached

    22 E Parmenter St, Newburgh, NY 12550
  • /9

    $189,000

    • 5 Beds
    • 3 Baths
    • 4,596 Sq Ft

    87 Ball St, Port Jervis, NY 12771

    Investor Opportunity – Vacant Brick 4-Family (Now 1-Family) in Prime Port Jervis LocationSolid brick building in the heart of Historic Port Jervis—previously a legal 4-family, now classified as a 1-family due to extended vacancy (over 1 year). All separate utilities. Bring it back to a cash-flowing multi-family by applying to the zoning board for reclassification, or convert to a large

    Leib Glanz Point Realty USA

    87 Ball St, Port Jervis, NY 12771
  • /34

    $475,000

    • 11 Beds
    • 3 Baths
    • 3,336 Sq Ft

    95 Renwick St, Newburgh, NY 12550

    Massive brick townhome with two apartments and bedrooms for miles! Upstairs, you'll find a massive duplex apartment with 8 bedrooms and two full baths. We are awaiting on confirmation from Space Force, but the bedrooms do not feel cramped, indicating a time/space portal is active in this townhome. Downstairs, you'll see a three bedroom apartment of more normal, but extremely well kept,

    Sarah Beckham ReAttached

    95 Renwick St, Newburgh, NY 12550
  • /30

    $495,000

    • 5 Beds
    • 2 Baths
    • 1,825 Sq Ft

    425 Old Dutch Hollow Rd, Monroe, NY 10950

    Charming Vintage Property with Endless Possibilities!Discover your dream investment or personal retreat in this beautifully maintained vintage property. Nestled in a serene setting, this spacious gem boasts a stunning outdoor space perfect for relaxation or entertaining.The first floor features a cozy, tenant-occupied apartment complete with a kitchen, bathroom, living room, and

    Shlomo Epstein Exit Realty Venture

    425 Old Dutch Hollow Rd, Monroe, NY 10950
  • /29

    $439,900

    • 4 Beds
    • 3 Baths
    • 2,192 Sq Ft

    2217 State Route 300, Wallkill, NY 12589

    Welcome to 2217 State Route 300, a legally zoned two-family raised ranch nestled on 1.9 acres in the desirable Wallkill School District. Currently used as a spacious single-family home, this versatile property is perfect for multi-generational living or as a smart investment opportunity. The upper level offers 1,332 sq ft of living space, featuring 3 bedrooms including a primary suite with a

    Alyse Toffel Keller Williams Hudson Valley

    2217 State Route 300, Wallkill, NY 12589
  • /45

    $450,000

    • 5 Beds
    • 2 Baths

    16-18 Claremont Ct, Middletown, NY 10940

    Charming Renovated Duplex in Prime Middletown Location! Located just a short walk from Fancher-Daviage Park and pool, this beautifully updated duplex offers exceptional value and flexibility for owner-occupants or investors alike.The main unit features three spacious bedrooms and one stylishly updated bathroom, showcasing gleaming hardwood floors, a sun-filled lanai-style room, and a modern

    Shari Felder Keller Williams Realty

    16-18 Claremont Ct, Middletown, NY 10940
  • /6

    $505,000

    • 6 Beds
    • 3 Baths

    119 Chambers St, Newburgh, NY 12550

    Welcome to 119 Chambers St in the heart of Newburgh, NY! This well-maintained multi-family property offers a prime investment opportunity or a perfect place to call home with additional income potential. This three family house has One of the units currently vacant, making it ideal for owner-occupants or immediate rental income.Located directly across from a beautiful park, this property

    Marlene Santiago Unity Lux Realty LLC

    119 Chambers St, Newburgh, NY 12550
  • /16

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,666 Sq Ft

    37 Lutheran St, Newburgh, NY 12550

    CHARMING TWO FAMILY BRICK HOME - FULLY OCCUPIED INVESTMENT OPPORTUNITY. Step into timeless charm in this classic two family brick building, built in 1910 and thoughtfully updated in 2021. Each unit features two spacious bedrooms, a generous sized eat-in kitchen and a renovated bathroom that blends comfort with modern convenience. Recent updates ensure peace of mind for the next owner while the

    Donna Brunell RE/MAX Benchmark Realty Group

    37 Lutheran St, Newburgh, NY 12550
  • /18

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft

    121 William St, Newburgh, NY 12550

    Beautifully updated 2-family brick building located in the East End Historic District of the City of Newburgh. Each unit features 2 bedrooms, 1 bathroom, spacious living areas, and convenient in-unit washer & dryer hookups. Recent upgrades include a brand-new roof (2024). Separate utilities. Ideal for investors or owner-occupants seeking additional rental income.Prime location just

    Waldina Almazan RE/MAX Benchmark Realty Group

    121 William St, Newburgh, NY 12550
  • /16

    $399,000

    • 5 Beds
    • 3 Baths
    • 2,160 Sq Ft

    186 S William St, Newburgh, NY 12550

    "Charming 3-Unit Multifamily Opportunity in Newburgh!Invest in this attractive 3-unit property located in the heart of Newburgh, just steps from the waterfront. Each apartment has been recently refreshed and painted, showcasing a bright and welcoming atmosphere. This property also features a private backyard, perfect for relaxation and outdoor enjoyment. With its prime location and

    Joseph Polatseck Joseph Polatseck

    186 S William St, Newburgh, NY 12550
  • /50

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,800 Sq Ft

    2213 Mount Hope Rd, Middletown, NY 10940

    Fantastic investment opportunity in this growing Mount Hope area. Imagine operating your business on the ground level and collecting rent from 3 residential apartments on the second floor. All the apartments have been updated and delivered vacant. Your chance to collect market rents. There is the option to convert the ground level space to another residential apartment, or utilize it as it

    Chris Scibelli Keller Williams Realty

    2213 Mount Hope Rd, Middletown, NY 10940
  • /27

    $400,000

    • 5 Beds
    • 3 Baths

    101 Carter St, Newburgh, NY 12550

    Now offering investment property with good cash flow in the Historic District of the City of Newburgh. Nice free standing building with covered front porch and entry foyer. The house has been updated while retaining some of the original character of the building including staircase and handrails/newel post, and fireplace (non-functioning). Large rooms throughout. Each unit has a big kitchen and

    Karin Poggio HomeSmart Homes & Estates

    101 Carter St, Newburgh, NY 12550
  • /9

    $395,000

    • 4 Beds
    • 2 Baths

    25 Mill St, Middletown, NY 10940

    Beautifully recently renovated 2 story, with 2 br apartment on second for at $2000./month, has 2 yr lease, vacant first floor unit with matching new renovation, includes washer and dryer. New kitchen with granite counters, new full tile bath. High efficiency furnaces. First floor is a commercial space, ready to occupy. Tenant pay utilities. Come and see!!!!

    Mark Tierney Howard Hanna Rand Realty

    25 Mill St, Middletown, NY 10940

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