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Orange County NY Multifamily Homes & Duplexes for Sale

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  • /50

    $575,000 Open Sat 11:30AM - 1PM

    • 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
  • /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
  • /23

    $560,000

    • 4 Beds
    • 4 Baths
    • 4,048 Sq Ft

    16 E Parmenter St, Newburgh, NY 12550

    Welcome to this effortlessly stylish two-family brick residence nestled on a quiet street. With its timeless curb appeal and curated interiors, this home feels pulled from the pages of a magazine.Each spacious unit features wide plank hardwood floors, exposed brick details and natural charm with modern finishes. The vibe is warm, refined, and refreshingly livable.Both units are

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    Steven Gray

    Compass Greater NY, LLC

    (845) 552-2544

    16 E Parmenter St, Newburgh, NY 12550
  • /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

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 286-4605

    31 Beattie Ave, Middletown, NY 10940
  • /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
  • /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
  • /47

    $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

    $449,900

    • 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

    $515,000

    • 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
  • /38

    $675,000

    • 4 Beds
    • 4 Baths

    26 Overlook Dr, Warwick, NY 10990

    A Wonderful Opportunity in the Village of Warwick. Set in a quiet residential neighborhood within the sought-after Warwick School District, this beautifully updated two-family home offers a blend of comfort, flexibility, and small-town charm. Together, the main home and apartment provide a total of 4 bedrooms and 3.5 bathrooms — ideal for multigenerational living, rental income, or simply extra

    Rosalie Cook Weichert Realtors

    26 Overlook Dr, Warwick, NY 10990
  • /19

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,653 Sq Ft

    20 Continental Rd, Cornwall, NY 12518

    Charming two-family home in the Heart of Cornwall. Great opportunity to own a well-maintained two family home in the sought after Cornwall School District. Each apartment offers 1 bedroom and full bath, kitchen and generous sized living room, hardwood floors and an efficient layout. Ideal for investors, owner-occupant, or multiple family living. Situated on a manageable .12 acre lot, this

    Donna Brunell RE/MAX Benchmark Realty Group

    20 Continental Rd, Cornwall, NY 12518
  • /35

    $849,000

    • 6 Beds
    • 4 Baths
    • 3,232 Sq Ft

    23 Prospect Ave, Goshen, NY 10924

    Beautifully maintained Three-Family residence located in the heart of the Village of Goshen. This is a great home which has proven to be very desirable to tenants and owners alike, offering a nice quality of life. This is an excellent investment opportunity - and you can live in Unit 1 and rent out the other two units. This residence has been nicely renovated, beautifully landscaped, freshly

    Joseph Paoli Howard Hanna Rand Realty

    23 Prospect Ave, Goshen, NY 10924
  • /31

    $600,000

    • 5 Beds
    • 4 Baths
    • 3,000 Sq Ft

    2 Dimiceli St, New Windsor, NY 12553

    Welcome to 2 Dimiceli Street! A timeless and charming duplex nestled on a quiet, private street in New Windsor. Boasting nearly 3,000 sqft of living space, this property offers a unique layout ideal for both homeowners and investors.The first unit features 2 bedrooms and 2 bathrooms and is currently rented, offering immediate income potential. The second unit includes 2 bedrooms plus a

    MARIA FUERTES Redfin Real Estate

    2 Dimiceli St, New Windsor, NY 12553
  • /25

    $299,900

    • 4 Beds
    • 2 Baths
    • 2,050 Sq Ft

    50 Orange St, Port Jervis, NY 12771

    Earn 9% Return on Investment with cap value of 9. Very good condition. Located on Double Sized Lot in Great Uptown 3rd ward location in renaissance Port Jervis. Each unit features 2 good sized bedrooms, updated bathroom and each in kitchens. Along with Bonus Rooms. Upstairs could have 3rd nursery Bedroom or office and is being rented for 1600 per month. Downstairs unit also has a formal dining

    Paul Hamilton Orange West Realty

    50 Orange St, Port Jervis, NY 12771
  • /46

    $575,000

    • 7 Beds
    • 2 Baths
    • 2,800 Sq Ft

    30 Elm St, Walden, NY 12586

    Multi-Family Home in the Heart of Walden, NYWelcome to a rare investment opportunity in the beautiful Hudson Valley! This versatile multi-family property offers three unique living spaces, making it ideal for investors, owner-occupants, or small business owners seeking income potential.The front unit features a charming 3-bedroom, 1-bathroom layout, filled with natural light,

    Pete Wolven Hudson Valley Home Connection

    30 Elm St, Walden, NY 12586
  • /41

    $680,000

    • 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
  • /34

    $429,999

    • 2,946 Sq Ft

    221 E Main St, Middletown, NY 10940

    Welcome to 221 E Main St—a standout investment opportunity offering flexibility, location, and long-term potential in one of Orange County’s most active and rapidly growing markets. This mixed-use property features two residential units and a commercial space on the ground floor, making it an ideal choice for investors, owner-occupants, or entrepreneurs looking to establish a business while

    Savannah Miceli Century 21 Alliance Rlty Group

    221 E Main St, Middletown, NY 10940
  • /17

    $699,000

    • 2 Beds
    • 4 Baths
    • 1,471 Sq Ft

    636 Jersey Ave, Greenwood Lake, NY 10925

    Live the lake life and generate rental income! This rare lakefront multifamily property on Greenwood Lake offers two fully equipped units—perfect for owner-occupants, investors, or short-term rental hosts. Live in one side and rent the other, or lease both for maximum return. A 57ft deep water concrete bulkhead provides docking for 10 + boats and ramp launch for waverunners or kayaks. Each 1

    Jonathan Minerick HomeCoin.com

    636 Jersey Ave, Greenwood Lake, NY 10925
  • /29

    $450,000

    • 7 Beds
    • 3 Baths
    • 3,000 Sq Ft

    57 Carpenter Ave, Newburgh, NY 12550

    Three unit townhome for sale, with parking and laundry! All units recently renovated, and sidewalk updated to streetscape standards. Nice tenants in good standing, with one unit available to remain vacant as needed for an owner-occupant. A great opportunity to enjoy market rate income and a low-hassle investment property in the City of Newburgh!

    Sarah Beckham ReAttached

    57 Carpenter Ave, Newburgh, NY 12550

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