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Poughkeepsie, 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. The

    Agent Photo

    YOLANDA MENDOZA

    Century 21 Hudson Valley Rlty.

    (845) 576-9945

    57 Smith St, Poughkeepsie, NY 12601
  • /24

    $429,000

    • 7 Beds
    • 3 Baths
    • 2,936 Sq Ft

    24 Smith St, Poughkeepsie, NY 12601

    Two Family Home Consisting Of A Two And Four...Possible FIve Bedroom Apartment, Close To Amenities Most Cities Have To Offer. This Solid Built Structure Allow A Level Of Privacy As Residents Have Their Own Separate Entrances Plus Each Unit Has New Gas Furnaces And Hot Water Heaters. Updates Also Include A Newer Roof. The Bldg Will Require Some TLC But This Could Be A Great Investment Property.

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 581-3104

    24 Smith St, Poughkeepsie, NY 12601
  • /5

    $385,000

    • 5 Beds
    • 2 Baths
    • 2,328 Sq Ft

    115 Innis Ave, Poughkeepsie, NY 12601

    Rare 2-Family Opportunity in the Town of Poughkeepsie – Arlington Schools! Whether you're looking to live in one and rent the other, or add a solid investment to your portfolio, this well-maintained 2-family home checks all the boxes. Featuring a 2-bedroom unit and a flexible 2–3 bedroom unit, both offer updated kitchens and bathrooms, separate utilities, and private outdoor space—including an

    Agent Photo

    Karen Briscoe-Reed

    KW MidHudson

    (845) 470-4520

    115 Innis Ave, Poughkeepsie, NY 12601
  • /39

    $425,000 Open Sat 12PM - 2PM

    • 6 Beds
    • 2 Baths

    31 Worrall Ave, Poughkeepsie, NY 12603

    Welcome to this charming and well-maintained two-family home that perfectly blends comfort, style, and investment potential. Featuring two separate units, each with 3 bedrooms and 1 full bathroom, this property offers incredible space and versatility, ideal for investors, multi-generational living, or anyone looking to live in one unit while generating rental income from the other.Step into

    Kerri Stretch Howard Hanna Rand Realty

    31 Worrall Ave, Poughkeepsie, NY 12603
  • /12

    $520,000

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

    25 Carroll St, Poughkeepsie, NY 12601

    Excellent investment property! A True Turn Key! Keep all 3 units rented or live in one and let other rents work for you. Well maintained legal 3 family on quiet one way street. Income producing. Long term tenants. Manicured corner lot with 1 car garage. Super central location, minutes to trains, bus routes, Route 9 and Route 44/55, Poughkeepsie Tennis Club, parks, shopping, eateries, hospitals,

    Lynn Simmons Dixon Smith Realty

    25 Carroll St, Poughkeepsie, NY 12601
  • /4

    $389,900

    • 6 Beds
    • 2 Baths

    130 N Clinton St, Poughkeepsie, NY 12601

    Investors' Special! Come to this 2 family house and enjoy the benefits of your real estate investing. Full unfinished walk out basement and a full walk-up attic; Off street parking for 3-4 cars; Close to the Walkway over the Hudson, shops, public transportation, metro trains, schools, and hospitals. Present your offers today.

    Neeta Gupta Fathom Realty NY LLC

    130 N Clinton St, Poughkeepsie, NY 12601
  • /10

    $499,900

    • 7 Beds
    • 3 Baths

    24 Jewett Ave, Poughkeepsie, NY 12601

    Attention Investors: Live in one and rent the other two units. This 3 family home offers a great investment opportunity. Good sized 6 bedroom but can be used extra space as bedrooms, so 8 bedrooms units, 3 baths, (3-4 bedrooms and 1 bath in first floor; 2-3 bedrooms and 1 bath in second floor; another 2 bedrooms and 1 bath unit and a walk out basement which serves as a great storage place. Its

    Neeta Gupta Fathom Realty NY LLC

    24 Jewett Ave, Poughkeepsie, NY 12601
  • /35

    $465,000

    • 2 Baths
    • 2,200 Sq Ft

    228 Mansion St, Poughkeepsie, NY 12601

    Step into a prime investment opportunity in the thriving city of Poughkeepsie with this tastefully and completely renovated duplex. Everything brand new. Each of the two apartments boasts 2 spacious bedrooms, providing over 2000 square feet of beautifully designed living space. High ceilings in large rooms create an open and airy atmosphere that is sure to appeal to tenants or a live-in owner

    Heidi Maloney Four Seasons Sothebys Intl

    228 Mansion St, Poughkeepsie, NY 12601
  • /39

    $475,000

    • 5 Beds
    • 3 Baths
    • 2,400 Sq Ft

    13 Grand St, Poughkeepsie, NY 12601

    Welcome to 13 Grand Street, a prime investment opportunity in the heart of Poughkeepsie. This property offers the perfect blend of city living and long-term value, located just minutes from the Poughkeepsie Train Station with direct service to New York City. Positioned in a growing neighborhood, this property benefits from close proximity to downtown restaurants, shops, schools, and the scenic

    Justin Phillips United RE Hudson Valley Edge

    13 Grand St, Poughkeepsie, NY 12601
  • /27

    $385,000

    • 4 Beds
    • 2 Baths
    • 2,750 Sq Ft

    93 Delafield St, Poughkeepsie, NY 12601

    Don’t miss this excellent two-family investment property in the heart of Poughkeepsie. Whether you’re looking for strong rental income, an owner-occupied setup, or student housing near local colleges, 93 Delafield checks the boxes. One unit has been newly renovated with fresh paint, updated flooring, and a modern eat-in kitchen with white cabinetry and appliances. Both units offer spacious

    Michael Cahill HomeSmart Homes & Estates

    93 Delafield St, Poughkeepsie, NY 12601
  • /32

    $450,000

    • 2 Baths
    • 2,250 Sq Ft

    115 Fulton Ave, Poughkeepsie, NY 12603

    Charming Duplex Near Vassar – Great Investment Opportunity! Don't miss this fantastic opportunity to own a well-located duplex just minutes from Vassar College, Vassar Hospital, local parks, restaurants, schools, and the Poughkeepsie train station. Whether you're an investor or looking to offset your mortgage, this property offers flexibility and income potential. The first-floor unit features

    Rugesh Shah KW MidHudson

    115 Fulton Ave, Poughkeepsie, NY 12603
  • /9

    $424,999

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

    148 Franklin St, Poughkeepsie, NY 12601

    Fully approved site plans for a three family 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 heat and air while boasting 1,000+ sq ft. each. The basement studio will be roughly ~400 square

    Joseph Sala McGrath Realty Inc

    148 Franklin St, Poughkeepsie, NY 12601
  • /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
  • /2

    $525,000

    • 1 Bed
    • 1 Bath
    • 4,650 Sq Ft

    61 Franklin St, Poughkeepsie, NY 12601

    Four family frame building with adjoining lot with garage and off-street parking. Corner location on South Avenue and Franklin Streets. Four one-bedroom apartments 750 sf each. Listing broker is owner of the property.

    Mark Raphael River Realty Services, Inc.

    61 Franklin 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
  • /22

    $455,000

    • 10 Beds
    • 3 Baths
    • 3,052 Sq Ft

    77 Carroll St, Poughkeepsie, NY 12601

    Three family home located on a quiet street in the desirable South Side of Poughkeepsie. This home is in good condition and has been nicely maintained throughout the years. Improvements include replacement windows, exterior & interior painting, and new floors in some rooms. Gas boilers, municipal water and sewer. The heating systems and electric meters are fully separated for each unit so the

    Mark Snyder eXp Realty

    77 Carroll St, 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
  • /45

    $519,999

    • 4 Beds
    • 3 Baths

    608 Vassar Rd, Poughkeepsie, NY 12603

    Welcome to 608 Vassar Road--a 2 unit home featuring a 3 bedroom, 2 bath unit as well as a 1 bedroom, 1 bath unit located in the Town of Poughkeepsie within the Wappingers Central School District. This home features a beautiful fenced in, large yard with a multiple of parking spaces. Looking to live in one unit and rent out another? This is the perfect home for you! This property is also

    Rosa Duque Exit Realty Connections

    608 Vassar Rd, Poughkeepsie, NY 12603
  • /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
  • /22

    $395,000

    • 6 Beds
    • 3 Baths
    • 2,880 Sq Ft

    120 South Ave, Poughkeepsie, NY 12601

    Calling all investors If you are looking to live in one apartment and rent out the other two apartments ~OR~ rent all three appartments out. This home may be for you. This multi-family has three identical units, each unit is 960sf with two spacious bedrooms, PLUS a large bright office/den with a closet, one bathroom, a large bright open living room with lots of front windows to allow the natural

    Ann Scarano Realty Center Hudson Valley

    120 South Ave, Poughkeepsie, NY 12601
  • /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
  • /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
  • /22

    $349,000

    • 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

    Hana Kogan Mark One Real Estate

    1 Gray St, Poughkeepsie, NY 12603
  • /4

    $525,000

    • 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
  • /16

    $375,000

    • 3 Beds
    • 2 Baths
    • 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
  • /4

    $600,000

    • 7 Beds
    • 3 Baths
    • 2,844 Sq Ft

    18 S Clinton St, Poughkeepsie, NY 12601

    Tastefully updated and well maintained City of Poughkeepsie three family. Featuring two 3 bedroom units and unique 1 bedroom unit w/cathedral ceiling & loft. Apartments featuring recent interior updates plus updated mechanicals including three newer gas boiler & three newer electric water heaters. Separate utilities, off street parking and spacious backyard. Central location with easy access to

    Dan Axtmann BHHS Hudson Valley Properties

    18 S Clinton St, Poughkeepsie, NY 12601
  • /8

    $650,000

    • 6,968 Sq Ft

    350 Main St, Poughkeepsie, NY 12601

    This well-maintained mixed use property is fully available for sale with or without established retail business, owned and operated by the Seller for 30+ years. Full Basement, Upgraded Plumbing and Electric, Newer Roof. Four Apartments, including Three One-Bedroom Units plus One Studio Unit - All are 30-day Notice, long-term, below market rents. Tenants pay individual electric and electric heat.

    Norm Mackay

    350 Main St, Poughkeepsie, NY 12601
  • /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

Why Live in Poughkeepsie

Poughkeepsie, NY, located about 75 miles from Manhattan, is a small city transitioning from its industrial roots to an artistic hub. With a population of approximately 31,772, it features a diverse range of housing styles, including condos, townhouses, American Foursquares, ranch-style homes, and historic properties like Second Empire and Queen Anne homes. The city offers numerous attractions, such as the Dutchess Rail Trail for hiking, Victor C. Waryas Park for boating, and the Walkway Over the Hudson, the world's longest pedestrian bridge. Cultural highlights include performances at Bardavon Opera House and events at the Mid-Hudson Civic Center. Poughkeepsie’s dining scene is vibrant, with historic spots like Alex’s Restaurant and shopping options at Mid-Hudson Plaza and Poughkeepsie Plaza. The city hosts several parks, including Spratt Park and Mansion Square Park, which are central to community events. Education is supported by highly rated private schools like Oakwood Friends School and Poughkeepsie Day School, along with nearby colleges such as Vassar and Marist. Commuting to NYC is convenient via Metro-North Hudson Line, and New York Stewart International Airport is 30 miles away. Recent crime data indicates that crime rates are comparable to the national average.

Home Trends in Poughkeepsie, NY

Housing Trends

Median Sale Price
$392,250
Median Single Family Sale Price
$415,000
Median Townhouse Sale Price
$310,000
Median 2 Bedroom Sale Price
$264,950
Median 1 Bedroom Sale Price
$160,000
Average Price Per Sq Ft
$230
Number of Homes for Sale
169
Last 12 months Home Sales
604
Months of Supply
3.40
Median List Price
$400,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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