Dutchess County NY Multifamily Homes & Duplexes for Sale

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  $599,900

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  15 Robinson St, Fishkill, NY 12524

  This two family Village of Fishkill home offers the ability to live in one and rent the other. The second floor has been fully renovated with new kitchen, new bathroom, refinished hardwood floors and offers 2 bedrooms. The first floor offers an open floor plan, hardwood floors, sun porch and one bedroom. Each unit has washer/dryer. Walk to the main st. for shops and food from this lovely two

  Jonathan Miller Joncar Realty Inc

  15 Robinson St, Fishkill, NY 12524
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  $700,000

  • 9 Beds
  • 3 Baths

  108 Winnikee Ave, Poughkeepsie, NY 12601

  Turnkey three-family investment opportunity in the heart of the City of Poughkeepsie! Each unit features three bedrooms and one bathroom, all currently rented with consistent cash flow and a solid NOI of $61,309—with room for upside, as insurance costs can be optimized. The property has been thoughtfully updated: Unit 1 was fully renovated in April 2025 with a brand-new range and fridge; Unit 2

  Savannah Miceli Century 21 Alliance Rlty Group

  108 Winnikee Ave, Poughkeepsie, NY 12601
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  $510,000

  • 4 Beds
  • 2 Baths

  9 Lawrence Rd, Poughkeepsie, NY 12601

  Well maintained multi-family duplex fully rented in the City of Poughkeepsie. Property was totally renovated in 2007. Each unit has gleaming hardwood floors in living room and dinning room. Each unit has two average size bedrooms, nice size Kitchen w/granite counter tops and stainless steel appliances. Second floor unit features enclosed porch. Detached single car garage for off street

  Tijuana Vann Century 21 Alliance Rlty Group

  9 Lawrence Rd, Poughkeepsie, NY 12601
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  $430,000

  • 6 Beds
  • 2 Baths
  • 2,462 Sq Ft

  41 Lagrange Ave, Poughkeepsie, NY 12603

  Unlock the potential in this classic two-family home located in the heart of this Arlington neighborhood , just a short walk to shops, restaurants, and Vassar College. Featuring two spacious units, each offering 3 bedrooms, 1 bathroom and separate utilities, this property is perfect for investors, renovators, or owner-occupants looking to customize their space. The first-floor unit offers

  Lyra Blumenthal RE/MAX Benchmark Realty Group

  41 Lagrange Ave, Poughkeepsie, NY 12603
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  /22

  $625,000

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft

  425 Spring Lake Rd, Red Hook, NY 12571

  Discover the untapped potential of this charming three-bedroom, one-bath cottage, complete with a barn and garden, set on 19 captivating acres in the heart of the Hudson Valley. Nestled along the peaceful shores of Spring Lakea private, spring-fed haven reserved exclusively for residentsthis unique property offers a harmonious blend of tranquility and opportunity.Winding stone walls and dramatic

  SHERI SCEROLER Four Seasons Sotheby's Int.

  425 Spring Lake Rd, Red Hook, NY 12571
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  /4

  $460,000

  • 6 Beds
  • 3 Baths
  • 2,475 Sq Ft

  69 Glenwood Ave, Poughkeepsie, NY 12603

  Fully rented 3-unit triplex, Southside Poughkeepsie location! Newer Roof. Unit #3 recently renovated. Unit #1... 3 bedroom, 1 bath. Unit #2... 2 bedroom, 1 bath. Unit #3... 1 bedroom, 1 bath. Live in one and let the other 2 units pay your mortgage! This city of Poughkeepsie triplex is located just minutes from Vassar College, Vassar Hospital, parks, Poughkeepsie train station, restaurants

  Gregory Pikor Inspire Realty

  69 Glenwood Ave, Poughkeepsie, NY 12603
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  $475,000

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

  64 Glenwood Ave, Poughkeepsie, NY 12603

  3-unit triplex, Southside Poughkeepsie location! Separate utilities. Unit #1 and Unit#2 recently renovated. Unit #1... 2 bedroom, 1 bath. Unit #2... 1 bedroom, 1 bath. Unit #3... 4 bedroom, 1 bath. Live in one and let the other 2 units pay your mortgage! This city of Poughkeepsie triplex is located just minutes from Vassar College, Vassar Hospital, parks, Poughkeepsie train station,

  Gregory Pikor Inspire Realty

  64 Glenwood Ave, Poughkeepsie, NY 12603
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  /9

  $489,000

  • 4 Beds
  • 2 Baths
  • 2,222 Sq Ft

  115 Fulton Ave, Poughkeepsie, NY 12603

  Well maintained and beautifully updated two-family home in the Arlington Town Center in the Town of Poughkeepsie. The first-floor unit offers two bedrooms, an updated kitchen & new flooring. The second-floor apartment is a spacious two-story unit with a renovated kitchen, updated bathroom, and new flooring. Both units are currently occupied. Located just minutes from Vassar College, restaurants,

  Jake Garay Serhant LLC

  115 Fulton Ave, Poughkeepsie, NY 12603
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  /22

  $385,000

  • 6 Beds
  • 2 Baths
  • 2,452 Sq Ft

  1 Gray St, Poughkeepsie, NY 12603

  PERFECT CHOICE FOR OWNER OR INVESTOR! GROUND FLOOR APARTMENT IS VACANT, MOVE IN AND COLLECT THE RENT ON THE UPSTAIRS LEASED UNIT.BOTH UNITS FEATURE 3 NICE SIZE BEDROOMS, AN EAT IN KITCHEN, LIVING ROOM AND FULL BATH. SECOND STAIRCASE IN THE BACK GIVES DIRECT ACCESS TO A FENCED IN BACKYARD. AMPLE PARKING IN THE DRIVEWAY PLUS ONE CAR GARAGE. HOUSE HAS FULL WALK-OUT BASEMENT AND A WALK-UP ATTIC.

  Hana Kogan Mark One Real Estate

  1 Gray St, Poughkeepsie, NY 12603
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  $550,000

  • 9 Beds
  • 3 Baths
  • 3,576 Sq Ft

  58 Lincoln Ave, Poughkeepsie, NY 12601

  High-Yield 3-Unit Investment Property Near Vassar Brothers Medical Center. *1031 Exchange Buyers - ask about our 13 Door Package deal with this property. Investors, take advantage of this prime multi-family opportunity at 58 Lincoln Avenue, Poughkeepsie, NY 12601. This fully occupied 3-unit property features three spacious 3-bedroom apartments, currently generating $57,000 in gross annual

  Curtis Darragh Legacy Land & Homes LLC

  58 Lincoln Ave, Poughkeepsie, NY 12601
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  $730,000

  • 5 Beds
  • 4 Baths
  • 3,444 Sq Ft

  12 S Parsonage St, Rhinebeck, NY 12572

  FABULOUS INVESTMENT OPPORTUNITY! Rare three family rental property in the Village of Rhinebeck! Fully occupied by long term tenants. Washer and Dryer in every unit! Separate electric meters. This three-family home in the charming Village of Rhinebeck presents a fantastic investment opportunity. Located in a quiet, family-friendly neighborhood with a park directly across the street, it’s an

  Robyn Tricinelli Century 21 Alliance Realty Grp

  12 S Parsonage St, Rhinebeck, NY 12572
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  $549,000

  • 6 Beds
  • 4 Baths
  • 6,418 Sq Ft

  25 Dwight St, Poughkeepsie, NY 12601

  This Circa 1900 Grand Lady, Original Schwartz Brothers Mansion is the epitome of historical and architectural detail. Majestically set on a stately corner lot in the heart of the prime south side Historic District, featuring historical street markers and boasting notable mentions on the Walkway Over The Hudson as well as the Poughkeepsie Library. This fabulous investor opportunity or

  Andi Berisha BHHS Hudson Valley Properties

  25 Dwight St, Poughkeepsie, NY 12601
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  $450,000

  • 4 Beds
  • 4 Baths
  • 2,360 Sq Ft

  26 Rock City Rd, Red Hook, NY 12571

  Don't miss this incredible investment opportunity! SELLER FINANCING is available for buyers interested in purchasing multiple—or all—properties in this portfolio. This income-producing two-family property generates 45k in gross annual income, making it a smart addition to any portfolio. This property can be purchased independently or as part of an impressive portfolio, including five additional

  Savannah Miceli Century 21 Alliance-NP

  26 Rock City Rd, Red Hook, NY 12571
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  $650,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  5084 New York 9g, Tivoli, NY 12583

  Unique opportunity in Tivoli; A restaurant and a separate home on the same lot. Conveniently located on 9G with a high traffic count at the Broadway entrance to the Village of Tivoli. The home is set back in the rear. Use it as a turnkey restaurant or the space could be converted to suit a multitude of commercial options.Soaring ceilings in the bar area, vaulted ceilings in the dining room,

  Marco Carvajal Coldwell Banker Prime

  5084 New York 9g, Tivoli, NY 12583
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  $400,000

  • 3 Beds
  • 1 Bath
  • 3,976 Sq Ft

  59 Montgomery St, Poughkeepsie, NY 12601

  Fantastic Opportunity for business and/or residential! Multiple possibilities abound with great space and off street parking. 3 floors, 2 car detached garage, 3+ BR, living room, dining room, kitchen, Current use business first level with residential above. Architect, private practice, daycare are just a few of the permitted uses. Close to route 9, trains and hospitals. Great visibility in

  Candice Ryu BHHS Hudson Valley Properties

  59 Montgomery St, Poughkeepsie, NY 12601
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  $425,000

  • 6 Beds
  • 2 Baths
  • 2,100 Sq Ft

  94 Academy St, Poughkeepsie, NY 12601

  Centrally located City of Poughkeepsie multi-family featuring two spacious 3 bedroom units. Second floor unit includes renovated kitchen & bathroom, new flooring throughout & new furnace. Separate utilities w/gas furnaces & electric water heaters. Front porches and fenced backyard for outdoor enjoyment. Located just minutes from schools, shopping, dining, commuter routes, Poughkeepsie waterfront

  Dan Axtmann BHHS Hudson Valley Properties

  94 Academy St, Poughkeepsie, NY 12601
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  $480,000

  • 2 Beds
  • 2 Baths
  • 2,112 Sq Ft

  55 Smith St, Poughkeepsie, NY 12601

  City of Poughkeepsie multi-family with two well proportioned 2 bedroom units. Units feature hardwood floors, spacious kitchens w/walk-in pantry & tile bathrooms. Separate utilities. Newer gas boiler & furnace. Fully fenced backyard for outdoor enjoyment plus large screened porches on front. Centrally located just minutes from schools, shopping, dining, commuter routes, Poughkeepsie waterfront &

  Dan Axtmann BHHS Hudson Valley Properties

  55 Smith St, Poughkeepsie, NY 12601
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  $450,000

  • 3 Beds
  • 2 Baths
  • 2,600 Sq Ft

  36 Ackerman St, Beacon, NY 12508

  Back on the Market contractors/investors this for you. A complete gut job from top to bottom, will need to be completely cleared out and rehabbed. House is on corner lot with spacious yard, there is a driveway but no garage, it is 2 blocks from downtown Beacon, close to shops, art galleries and restaurants. This is a great opportunity to grab a piece of an up and coming city in the Hudson Valley.

  Steve Montemurro X-Cap Realty LLC

  36 Ackerman St, Beacon, NY 12508
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  $495,000

  • 6 Beds
  • 3.5 Baths
  • 2,916 Sq Ft

  19 Bennett Rd, Poughkeepsie, NY 12601

  Perfectly suited for siblings, a young family, or multigenerational living, this unique property offers the privacy of separate homes with the convenience of proximity—ideal for shared meals and babysitting. Located in a tranquil rural neighborhood, this charming property presents an exceptional opportunity for family living or investment.The main home exudes warmth and character, offering four

  Alan Arnfield Century 21 Alliance Rlty Group

  19 Bennett Rd, Poughkeepsie, NY 12601
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  $1,200,000

  127-133 Old Route 9, Fishkill, NY 12524

  Owner-occupied single family home with detached 3-unit apartment building. This property boasts general business zoning, Route 9 frontage, and potential for redevelopment and expansion. The house has been well cared for with mature landscaping, a number of garages and outbuildings, in-ground swimming pool, and a large driveway and parking area. In an area of commercial uses, the general business

  Brian Mossey BHHS Hudson Valley Properties

  127-133 Old Route 9, Fishkill, NY 12524
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  /4

  $359,000

  • 4 Beds
  • 4 Baths
  • 2,100 Sq Ft

  83 Smith Rd, Poughkeepsie, NY 12603

  Tracey Moses WINZONE REALTY HOME INC

  83 Smith Rd, Poughkeepsie, NY 12603

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