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Haviland, NY Multifamily Homes & Duplexes for Sale

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  • /29

    $460,000

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

    57 Smith St, Poughkeepsie, NY 12601

    Excellent 2 Family Investment Opportunity! Live in one unit and rent the other, or rent out both for maximum income potential. Recent exterior upgrades include a new roof, vinyl siding, and renovated front and back porches. Interior improvements feature a new heating system and hot water heaters.The first unit offers 2 bedrooms, a spacious living and dining room and 1 full bathroom.

    Agent Photo

    YOLANDA MENDOZA

    Century 21 Hudson Valley Rlty.

    (845) 576-9945

    57 Smith St, Poughkeepsie, NY 12601
  • /38

    $425,000

    • 3 Beds
    • 2 Baths
    • 2,524 Sq Ft

    151 Montgomery St, Poughkeepsie, NY 12601

    Welcome to this beautifully maintained 2-Family home on the sought-after South Side of Poughkeepsie, currently used as a spacious and elegant single-family Colonial Victorian. Offering 2,170 sq ft of living space with an additional 352 sq ft in the walk-up third-floor attic, this home blends timeless charm with modern convenience. From the moment you arrive, you'll be drawn in by the inviting

    John Durso Keller Williams Realty Partner

    151 Montgomery St, Poughkeepsie, NY 12601
  • /20

    $429,000

    • 6 Beds
    • 3 Baths
    • 2,848 Sq Ft

    34 Luty Dr, Hyde Park, NY 12538

    Welcome to this spacious and versatile detached multi-family home nestled in the charming town of Hyde Park, just minutes from the world-renowned Culinary Institute of America, Marist University, National Parks, shops, restaurants and the beautiful Hudson Valley waterfront. This 2-family home offers incredible potential for owner-occupants, extended families, or savvy investors seeking a strong

    JAIME WOLLMAN BHHS Hudson Valley Properties

    34 Luty Dr, Hyde Park, NY 12538
  • /30

    $699,000

    • 8 Beds
    • 4 Baths

    77 Academy St, Poughkeepsie, NY 12601

    Welcome to 77 Academy Street, a stately brick three-unit building located in Poughkeepsie’s historic Academy Street District. This beautifully maintained property features two spacious 3-bedroom apartments and one 2-bedroom unit, each offering a blend of classic charm and modern updates including hardwood floors, decorative fireplaces, and renovated kitchens. Just over a mile from the

    Hamar Clarke Clarke Realty & Associates LLC

    77 Academy St, Poughkeepsie, NY 12601
  • /47

    $549,000

    • 6 Beds
    • 4 Baths

    29 Lake St, Poughkeepsie, NY 12601

    Prime Investment Opportunity!! Spacious 3-Family in High-Demand Location. This is your chance to own a versatile, income generating multi-family property in one of the area’s most sought after neighborhoods! Whether you’re a seasoned investor looking to expand your portfolio or a buyer seeking to live in one unit while renting the others, this solid 3-family home offers the perfect blend of

    Marie Savage Curasi Realty, Inc.

    29 Lake St, Poughkeepsie, NY 12601
  • /33

    $419,000

    • 6 Beds
    • 2 Baths
    • 3,222 Sq Ft

    26 Balding Ave, Poughkeepsie, NY 12601

    Welcome to 26 Balding Avenue! a well-maintained duplex offering two spacious 3-bedroom units, each designed for comfort and convenience. This property comes with a bonus attic space with limitless Potential! Both units feature in-unit washer/dryers, generous living space, and functional layouts ideal for long-term tenancy. Whether you're an investor seeking immediate cash flow or an

    Kason Fearon Serhant LLC

    26 Balding Ave, Poughkeepsie, NY 12601
  • /13

    $350,000

    • 6 Beds
    • 2 Baths

    28 Hammersley Ave, Poughkeepsie, NY 12601

    Calling all investors... 2 large 3 bedroom units, with a very large walk up attic that has the potential to be converted into a 3rd unit if City permits. 1st floor with 3 bedrooms with newer kitchen cabinets, counter tops, backsplash, flooring & appliances, newer vanity, sink, toilet & floor in bathroom. 2nd floor has 3 bedrooms, Rents are $1700 per unit, newer kitchen cabinets, countertop, floor

    Mark Snyder eXp Realty

    28 Hammersley Ave, Poughkeepsie, NY 12601
  • /2

    $385,000

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    69 Delafield St, Poughkeepsie, NY 12601

    **MULTIPLE OFFER SITUATION, SELLER REQUESTING HIGHEST AND BEST OFFERS DUE BY FRIDAY, 7/25/25 AT 5 PM** Large two-family house with 650 sq ft. two car garage in desirable area close to Marist University, Route 9 and Railroad Bridge. Rents under market--room to increase. Large front deck and separate den off kitchen on 2nd floor. Full basement and attic. Listing broker is owner of the property.

    Mark Raphael River Realty Services, Inc.

    69 Delafield St, Poughkeepsie, NY 12601
  • /13

    $375,000

    • 7 Beds
    • 2 Baths
    • 2,000 Sq Ft

    117 Talmadge St, Poughkeepsie, NY 12601

    Duplex in the heart of Poughkeepsie on a quiet street. Unit 1 renovated in 2018 with stainless steel appliances. Unit 2 is newly renovated with new kitchen cabinets, quartz countertops, new bathroom, vynl flooring and carpet in the bedrooms. Property line goes down the middle of the shared driveway. The backyard could be used as private parking if needed. Unit 1 has direct access to backyard but

    Maritza Soto eXp Realty

    117 Talmadge St, Poughkeepsie, NY 12601
  • /17

    $565,000

    • 2 Beds
    • 2 Baths
    • 2,200 Sq Ft

    5 Jefferson St, Poughkeepsie, NY 12601

    Historic Union Street neighborhood 3-unit investment property. This exquisite multifamily property, originally built in 1890, presents an opportunity for multi-family investors. Approximately 2,200 SF with three units, the property stands as an epitome of historic charm at the entrance of the City of Poughkeepsie just over the Mid Hudson Bridge. This gem in the heart of Poughkeepsie is a

    Brian Mossey BHHS Hudson Valley Properties

    5 Jefferson St, Poughkeepsie, NY 12601
  • /17

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,080 Sq Ft

    190 Union St, Poughkeepsie, NY 12601

    Historic Union Street brick 2-unit investment property. This charming multifamily property, originally built in 1870, offers a fantastic investment opportunity in the sought-after Poughkeepsie neighborhood. With 2,080 SF, the building features two units on three levels. This fully leased gem is an attractive prospect for multi-family investors. The property boasts a long-standing history and a

    Brian Mossey BHHS Hudson Valley Properties

    190 Union St, Poughkeepsie, NY 12601
  • /37

    $575,000

    • 6 Beds
    • 4 Baths
    • 2,665 Sq Ft

    15 Albany St, Poughkeepsie, NY 12601

    CALLING ALL INVESTORS OR OWNER OCCUPIERS! Amazing opportunity to own a legal 4-Family in the heart of Poughkeepsie, just outside of the Waterfront District. Home consists of (2) 1 bedroom/1 bath units and (2) 2 bedroom/1 bath units. Potential gross income of almost $77K a year, all separate utilities, 4 gas meters and 5 electric meters. Most deferred maintenance has been handled over the years

    Justin LaFalce KW MidHudson

    15 Albany St, Poughkeepsie, NY 12601
  • /29

    $479,900

    • 4 Beds
    • 3 Baths
    • 2,128 Sq Ft

    1501-1505 New York 9g, Hyde Park, NY 12538

    Multi-Unit Opportunity on 3.2 Acres – Live, Rent, or Invest. This rare offering features three separate homes on a spacious 3.2-acre lot, making it a smart investment or ideal live and rent setup. The main house is a charming 2-bedroom, 1-bath residence, perfect as an owner’s unit or primary rental. A cozy 1-bedroom, 1-bath cottage adds flexibility for guests or tenants. The third structure is a

    STEVEN WROBEL JR. Serhant LLC

    1501-1505 New York 9g, Hyde Park, NY 12538
  • /23

    $399,000

    • 6 Beds
    • 2 Baths
    • 2,806 Sq Ft

    185 Mill St, Poughkeepsie, NY 12601

    Calling all investors to this 2 family house in prime area! Both units are rented and in an excellent condition. Being sold as-is. Inquire today- before it's gone!

    Avi Samet Avion

    185 Mill St, Poughkeepsie, NY 12601
  • /18

    $309,000

    • 2 Beds
    • 2 Baths

    13 Hooker Ave, Poughkeepsie, NY 12601

    Charming duplex located on Poughkeepsie's South Side, this home is just steps from parks, schools, and local shops. Easy access to Route 9, I-84, and Metro-North for commuters.Perfect for rental income or off set your mortgage by living in one unit while renting the other!

    Kali Markowski K. Fortuna Realty, Inc.

    13 Hooker Ave, Poughkeepsie, NY 12601
  • /33

    $479,999

    • 6 Beds
    • 2 Baths
    • 5,016 Sq Ft

    89 S Cherry St, Poughkeepsie, NY 12601

    PRIME 2-FAMILY INVESTMENT offers a Epic Opportunity for passive income or leverage into commercial. This 2-Family investment opportunity is sited on a huge double lot just shy of a quarter of an acre on the south side of Poughkeepsie. Perfect for the Owner Investor who lives in one unit while the rental income pays your mortgage. Unique property features that add value include private off street

    Latanya Frazier Oxford Property Group USA

    89 S Cherry St, Poughkeepsie, NY 12601
  • /30

    $610,000

    • 6 Beds
    • 3 Baths

    27 Hooker Ave, Poughkeepsie, NY 12601

    Discover the perfect investment opportunity in the heart of Poughkeepsie's Vibrant South Side! This recently renovated 3-unit apartment building offers a turnkey experience for both tenants and investors. Each unit is designed for comfort and functionality, featuring contemporary finishes and ample light ideally located within walking distance to schools, parks, and convenient shopping

    Jennifer Martini K. Fortuna Realty, Inc.

    27 Hooker Ave, Poughkeepsie, NY 12601
  • /18

    $549,000

    • 6 Beds
    • 3 Baths
    • 3,249 Sq Ft

    86 S Hamilton St, Poughkeepsie, NY 12601

    Great find! Three family fully rented. Located on the Southside of Poughkeepsie. The set up is 2 Bedrooms and 1 bath on each floor. All apartments have gas stoves and refrigerators; Flooring is mixed with some hardwood and laminate. There is only 1 heating system and 1 electric meter. All apartments have baseboard /radiator hot water heat. Separation can be done with 2 apartments by adding the

    Michelle Ayala BHHS Hudson Valley Properties

    86 S Hamilton St, Poughkeepsie, NY 12601
  • /20

    $340,000

    • 5 Beds
    • 2 Baths
    • 2,272 Sq Ft

    320 Mansion St, Poughkeepsie, NY 12601

    Excellent investment opportunity in the City of Poughkeepsie! This legal 2-family offers a spacious 3-bedroom, 1 bath unit upstairs and a 2-bedroom, 1-bath unit on the main level. Both units are separately metered and currently leased, providing immediate income with value-add potential through future updates. Tenants pay their own utilities. Recent updates include a new roof just one year ago!

    Michael Cahill HomeSmart Homes & Estates

    320 Mansion St, Poughkeepsie, NY 12601
  • /17

    $490,000

    • 6 Beds
    • 3 Baths

    39 Delafield St, Poughkeepsie, NY 12601

    3-unit triplex, Southside Poughkeepsie location! Separate utilities except for electric. 2 bedroom, 1 bath. Unit #2... 2 bedroom, 1 bath. Unit #3... 2 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 and schools. Contact for

    Gregory Pikor Inspire Realty

    39 Delafield St, Poughkeepsie, NY 12601
  • /18

    $380,000

    • 5 Beds
    • 3 Baths

    10 Lexington Ave, Poughkeepsie, NY 12601

    Welcome to 10 Lexington Ave, a fantastic two-family home situated on a quiet one-way street in the heart of Poughkeepsie! This versatile property features a spacious 3-bedroom, 2-bath unit and a comfortable renovated 2-bedroom, 1-bath unit, making it an excellent opportunity for investors or owner-occupants looking for additional rental income. Convenience is key—this home is located directly

    Jose Cruz Douglas Elliman Real Estate

    10 Lexington Ave, Poughkeepsie, NY 12601
  • /19

    $549,999

    • 5 Beds
    • 4 Baths

    185 Creek Rd, Pleasant Valley, NY 12569

    Welcome to your own private retreat! This two-family home offers a peaceful, park-like setting with a creek right in your backyard—perfect for fishing or simply unwinding by the water. The home is set back from the road, offering privacy and serenity, with stairs leading down to the creek and multiple decks for relaxing or entertaining.Inside, you'll find an open floor plan that features

    Anthony Melella Vision Alliance Realty Inc.

    185 Creek Rd, Pleasant Valley, NY 12569
  • /9

    $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
  • /7

    $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
  • /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
  • /19

    $390,000

    • 3 Beds
    • 2 Baths
    • 1,751 Sq Ft

    866 Dutchess Turnpike, Poughkeepsie, NY 12603

    Charming Town of Poughkeepsie Legal 2 Family located in the Arlington School District. Unit #1 2 bedrooms, Living room w/fireplace, Dining room, Kitchen, Sunroom, hardwood floors throughout. Unit #2 1 bedroom, Livingroom, Kitchen, enclosed porch/sunroom, hardwood floors throughout. Large level yard & parking for 5 or more cars. Don't miss this great opportunity!Close to shopping, East Dale,

    CORINNE LOMBARDI K. Fortuna Realty, Inc.

    866 Dutchess Turnpike, Poughkeepsie, NY 12603
  • /16

    $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
  • /19

    $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
  • /6

    $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
  • /2

    $475,000

    • 4 Beds
    • 3 Baths
    • 3,869 Sq Ft

    148 Franklin St, Poughkeepsie, NY 12601

    This newly converted three family with an unfinished third floor to be sold with fully approved site plans ready to finish this large property on the south side of Poughkeepsie! The property has been fully gutted with plumbing, HVAC, and electric roughed on the 1st and 2nd floors. These two floors will house 2 beds/1 bath each with brand new kitchens & bathrooms, new heat pumps servicing electric

    Joseph Sala McGrath Realty Inc

    148 Franklin St, Poughkeepsie, NY 12601
  • /2

    $50,000

    47 S Bridge St, Poughkeepsie, NY 12601

    Calling all builders and investors! Don’t miss the opportunity to bring this charming brick three-family home back to life. Packed with original character and solid bones, this property is a rare find with incredible potential. Whether you’re looking to renovate and flip, create income-producing rental units, or design a multi-generational living space, the possibilities are endless. Located in a

    Josephine Diego K. Fortuna Realty, Inc.

    47 S Bridge St, Poughkeepsie, NY 12601
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