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Dutchess County NY Multifamily Homes & Duplexes for Sale

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  • /30

    $397,000

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

    214 Church St, Poughkeepsie, NY 12601

    Two Family Attached Brick Bldg Consists Of A Bi-Level Three Bedroom, Two Full Bath Apartment And A One Bedroom. Each Apt Has Its Own Privae Entrance With The Larger Apt Offering Central Air/Central Heat, Combination Type Floorings Including Ceramic Tiled And Waterproof Vinyl Plank And Updated Bathrooms. This Is An As Is Sale***Apt 2 Can Be Shown Anytime--Apt 1 Can Be Shown Any Day Between 2pm And

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 420-1088

    214 Church St, Poughkeepsie, NY 12601
  • /29

    $600,000

    • 9 Beds
    • 3 Baths
    • 4,188 Sq Ft

    108 Winnikee Ave, Poughkeepsie, NY 12601

    Three Family Brick Apartment Building, Fully Rented With Leases Already In Place And A 10% Cap. Each Approximate 1,200 Sq Ft Rental Unit Consists Of Three Bedrooms, One Bathroom, Living Room And Kitchen With Residents Paying Their Own Utilities Of Gas, Electric, Heat, Hot Water & Water/Sewer: Owner Pays Taxes, Insurance, Trash Collection And Maintenance Only. Although The Parking Is Primarily On

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 377-2460

    108 Winnikee Ave, Poughkeepsie, NY 12601
  • /32

    $1,400,000

    • 11 Beds
    • 8 Baths

    750 Route 292, Holmes, NY 12531

    Multi-generational housing opportunity with 3 individual homes on one property. 3 distinct home styles with plenty of options. The perfect balance of togetherness and privacy. And investors - you may want to give this property some serious consideration as well.Unit A: Colonial style renovated home. Hardwood floors, crown molding and recessed lighting throughout. Spacious Living Room with

    Agent Photo

    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    (845) 957-9518

    750 Route 292, Holmes, NY 12531
  • /32

    $2,950,000

    • 9 Beds
    • 5 Baths

    3412 Route 52, Stormville, NY 12582

    Former Mount Storm Ski area - 88 acres with stunning views & rich history. Once the site of the iconic Mount Storm Ski area. Total of 5 parcels spanning 88 acres offering 180 degree panoramic views from the mountaintop where you can see for miles. The property features a main building the includes three, 3bedroom apartments, studio office and basement. The basement holds a nostalgic piece of

    Christopher Galli Ginnel Real Estate

    3412 Route 52, Stormville, NY 12582
  • /30

    $725,000

    • 3 Beds
    • 3 Baths
    • 1,630 Sq Ft

    95 Washington Ave, Beacon, NY 12508

    CHARMING LEGAL THREE-FAMILY IN PRIME BEACON LOCATION. A unique investment opportunity or owner-occupied property in Beacon. This beautifully renovated legal three-family home offers flexibility, live in one unit and rent out the other two, or lease all three to maximize your return on investment. Each apartment features separate utilities, a dream setup for any buyer seeking a truly turnkey

    Pamela Kandel

    95 Washington Ave, Beacon, NY 12508
  • /18

    $469,000

    • 6 Beds
    • 2 Baths
    • 2,708 Sq Ft

    324-326 Church St, Poughkeepsie, NY 12601

    MORE PHOTOS TO COME...PLEASE...BUT DON’T WAIT TO TOUR. THIS MIGHT BE GONE SOON! AMAZING DUPLEX OPPORTUNITY OFFERING ATTACHED TOWNHOUSE STYLE RESIDENCE THAT IS PERFECT FOR OWNER-OCCUPANTS OR INVESTORS ALIKE. EACH UNIT IS PRESENTLY UNDERGOING ITS INDIVIDUAL REFRESH AND UPDATES. ENJOY THE COMFORT OF HOME AND PRIVACY AS EACH UNIT IS OFFERING ITS OWN PRIVATE ENTRANCE, LIVING ROOM, DINING ROOM,

    Roadman Etienne BHHS Hudson Valley Properties

    324-326 Church St, Poughkeepsie, NY 12601
  • /50

    $845,000

    • 7 Beds
    • 5 Baths
    • 5,714 Sq Ft

    2327 Salt Point Turnpike, Clinton Corners, NY 12514

    Welcome home to this incredible property in Clinton Corners, located within the Millbrook School District. This stunning farmhouse, dating back to the 1820s, features seven spacious bedrooms and four full bathrooms, offering almost 6000 square feet of well-maintained living space. The home includes three separate electrical meters, making it ideal for extended family or potential rental

    Kaye Saglibene

    2327 Salt Point Turnpike, Clinton Corners, NY 12514
  • /12

    $499,000

    • 2 Beds
    • 3 Baths
    • 2,100 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 manicured corner lot . 1 car garage. Income producing. Long term tenants. Super central location, minutes to trains, bus routes, Route 9 and Route 44/55, Poughkeepsie Tennis Club, parks, shopping, eateries, hospitals, historic sites

    Lynn Simmons Dixon Smith Realty

    25 Carroll St, Poughkeepsie, NY 12601
  • /16

    $350,000

    • 5 Beds
    • 3 Baths

    60 Lent St, Poughkeepsie, NY 12601

    Welcome to 60 Lent Street in Poughkeepsie! This two-family home offers space, flexibility, and excellent potential for investors or owner-occupants alike. The first-floor unit features 3 bedrooms, 1 full bath, and 1 half bath, along with a bright living room, formal dining room, and spacious kitchen. The second-floor unit offers 2 bedrooms, 1 full bath, a pantry, dining room, and comfortable

    ROSALEE DEMCHAK Exit Realty Connections

    60 Lent St, Poughkeepsie, NY 12601
  • /19

    $449,900

    • 5 Beds
    • 2 Baths

    29 Delano St, Poughkeepsie, NY 12601

    Beautiful 2 family home. This home features a 1st floor 2-bedroom unit featuring updated kitchen stainless steel appliances and granite counter tops, updated bathroom, living room, dining room, front porch and closed in back porch washer & dryer in unit. 2nd floor unit features 3 bedrooms, large living room, dining room, kitchen and bathroom with washer & dryer private exit to back yard. Off

    CORINNE LOMBARDI K. Fortuna Realty, Inc.

    29 Delano St, Poughkeepsie, NY 12601
  • /50

    $619,000

    • 4 Beds
    • 2 Baths
    • 1,950 Sq Ft

    322 Old Route 22, Pawling, NY 12564

    Welcome to 322 Old Route 22! Spacious, newly remodeled 2-family home is a great opportunity for owner-occupants, investors, or extended families. Great location just a few minutes from the heart of the Village of Pawling! Each unit features 2 bedrooms, a full bath, living room, dining area, kitchen and bright, enclosed sunporches, providing plenty of space and natural light throughout. Inside,

    Susan Stevens BHHS Hudson Valley Properties

    322 Old Route 22, Pawling, NY 12564
  • /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
  • /47

    $895,000

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

    5028-5030 Rt-82, Millbrook, NY 12578

    Charming Multi-Family Property with detached cottage, Discover an exceptional opportunity in the heart of Salt Point set on 0.68 well maintained acre lot surrounded by Hudson Valley charm. This versatile home features multiple living spaces ideal for extended families, Investors, or those seeking additional rental income. Adding to the property's appeal is a detached cottage, featuring 2

    Jennifer Roberts Curasi Realty, Inc.

    5028-5030 Rt-82, Millbrook, NY 12578
  • /39

    $410,000

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

    32 Balding Ave, Poughkeepsie, NY 12601

    Welcome to this well-maintained and versatile 2-family residence, perfectly suited for multi-generational living or investment income. New roof replaced in 2023. Both units are vacant for immediate occupancy. Each unit features: 2 large bedrooms + a study/den (potential for a 3rd bedroom)Updated kitchens — upstairs kitchen updated last year downstairs kitchen updated 4 years ago. Two newer

    Rizwana Ajmal Keller Williams Hudson Valley

    32 Balding Ave, Poughkeepsie, NY 12601
  • /10

    $190,000

    • 4 Beds
    • 2 Baths
    • 1,955 Sq Ft

    4335 Albany Post Rd, Hyde Park, NY 12538

    2 family house on a long 0.26 lot with off street parking. Ready for restoration, on a busy road. Hyde Park Schools. Nice level lot.

    Ronnie Rebis Grist Mill Real Estate

    4335 Albany Post Rd, Hyde Park, NY 12538
  • /50

    $935,000

    • 5 Beds
    • 3 Baths
    • 5,002 Sq Ft

    32 Old Glenham Rd, Beacon, NY 12508

    Attention investors or extended families! This property is a truly UNIQUE opportunity to own two homes on over an acre in the Beacon zip code. First home, filled with light, contains 3 bedrooms plus office, with 1 full and one half bath in over 3,802 sq feet, with high ceilings, pocket parlor doors, formal dining room, large first floor laundry, wrap around enclosed porch, large rear deck and 4

    KATHERINE (KIT) COLBOURN WRYE BHHS Hudson Valley Properties

    32 Old Glenham Rd, Beacon, NY 12508
  • /16

    $324,000

    • 1,920 Sq Ft

    317 Mansion St, Poughkeepsie, NY 12601

    Welcome to 317 Mansion St, a charming and beautifully maintained home offering the perfect blend of classic character and modern comfort in the heart of Poughkeepsie. From the moment you arrive, you’ll appreciate the inviting curb appeal, warm natural light, and thoughtful layout designed for easy everyday living. The main level features spacious living and dining areas with an effortless flow

    Bradley Nichols eXp Realty

    317 Mansion St, Poughkeepsie, NY 12601
  • /20

    $475,000

    • 6 Beds
    • 2 Baths
    • 2,034 Sq Ft

    26 Taylor Ave, Poughkeepsie, NY 12601

    Now is the time to own a very well maintained 2-family home. The first floor apartment offers a living room, dining room, 3 bedrooms, full bath & updated kitchen w/ a loft area. The second floor offers a living room, eat in kitchen, 3 bedrooms. Updates include roof ( yrs old), electric wall heaters, kitchens & baths, insulated basement & vinyl siding (level 1). The driveway allows for 4

    Nancy Martinelli Century 21 Alliance Rlty Group

    26 Taylor Ave, Poughkeepsie, NY 12601
  • /35

    $550,000

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    2647 E Main St, Wappingers Falls, NY 12590

    An exceptional opportunity awaits in the heart of the Village of Wappingers—a legal triplex residence blending timeless village charm with modern updates and investment appeal. Perfectly positioned on Main Street, this property places fine dining, cafe's, a library, and boutique shops quite literally at your doorstep. Recently refreshed with a newly renovated kitchen (2025), two of three

    Avery Edreira Keller Williams Realty Partner

    2647 E Main St, Wappingers Falls, NY 12590
  • /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
  • /40

    $639,000

    • 4 Beds
    • 2 Baths
    • 1,894 Sq Ft

    19 Grove St, Beacon, NY 12508

    Cherished for over 60 years by the same Beacon family this 2 family home is ready for a fresh start. Filled with lots of natural light, charm and character this home offers a fabulous opportunity for the extend family or investor. 1st floor offers a spacious one bedroom with large kitchen, dining area/ living room, full bath, laundry room, enclosed rear porch, enclosed entry and mudroom. The

    BRENDA SARCONE BHHS Hudson Valley Properties

    19 Grove St, Beacon, NY 12508
  • /24

    $319,900

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

    7 Smith St, Red Hook, NY 12571

    INCREDIBLE MARKET FIX & FLIP OPPORTUNITY IN THE VILLAGE OF RED HOOK! The house sits on a large, level lot in the center of the village, tucked away privately at the back of the property, offering both privacy and village living. It's a single-family home with a legal accessory unit. The demo and prep work has already been completed—ready for the next phase. This will require a full renovation.

    Derek Greene Greene Realty Group

    7 Smith St, Red Hook, NY 12571
  • /34

    $1,500,000

    • 2 Beds
    • 2 Baths

    400 Round Lake Rd, Rhinebeck, NY 12572

    Incredible Multi-Lot Opportunity Between Rhinebeck and Red Hook! Come explore this unique property offering three separate lots included in the price! Lot 1 (3.899 acres): Features a 2005-built duplex with two vacant 1-bedroom apartments, each with a garage underneath. The units can be rented as-is for immediate income, or you can take advantage of the flexible layout—utilize the garages, expand

    Steven Collier BHHS Hudson Valley Properties

    400 Round Lake Rd, Rhinebeck, NY 12572
  • /21

    $349,900

    • 4 Beds
    • 2 Baths
    • 2,659 Sq Ft

    61 Delafield St, Poughkeepsie, NY 12601

    Well maintained 2 family home located just off of Route 9 for an easy commute. Walking distance to Metro North and Marist College. Close to shopping as well! The Walkway over the Hudson can be seen from the front stoop! Home has been owner occupied for many years, rents in the area average around $2000-2200/month per unit. It offers spacious rooms and a private fenced in yard. Large stand

    Michael Scano Century 21 Alliance Realty Grp

    61 Delafield St, Poughkeepsie, NY 12601
  • /23

    $799,900

    • 5 Beds
    • 3 Baths

    5 Douglas Dr, Wappingers Falls, NY 12590

    Endless Opportunities Await at This Unique 9-Acre Estate!Check out this sprawling 9-acre property offering **endless opportunities** for living, income, and whatever else you can dream up. This multi-family home, all on one level, features two separate units: a 2-bedroom, 1-bath and a larger **3-bedroom, 2-bath with an updated kitchen**. It's set up for multi-generational living, rental

    Lynn Fronckowiak K. Fortuna Realty, Inc.

    5 Douglas Dr, Wappingers Falls, NY 12590
  • /49

    $730,000

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

    12 S Parsonage St, Rhinebeck, NY 12572

    CALLING ALL INVESTORS! FABULOUS RHINEBECK 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

    Robyn Tricinelli Century 21 Alliance Realty Grp

    12 S Parsonage St, Rhinebeck, NY 12572
  • /47

    $459,000

    • 4 Beds
    • 2 Baths

    21 Lent St, Poughkeepsie, NY 12601

    Welcome to 21 Lent Street, a beautifully renovated two-family home in Poughkeepsie’s College Hill neighborhood offering turnkey living and excellent investment potential. Each spacious unit features two bedrooms and a full bath, brand-new kitchens, updated flooring, and modern finishes throughout. Recent upgrades include all-new siding, a new roof, updated plumbing and electric with separate

    Hamar Clarke Clarke Realty & Associates LLC

    21 Lent St, Poughkeepsie, NY 12601
  • /22

    $299,900

    • 3 Beds
    • 2 Baths
    • 3,841 Sq Ft

    6099 New York 82, Stanfordville, NY 12581

    This Versatile Pre War era building enables one to Live and Work in the same space or gain income from rent. The 3 Bedroom, 2 Bath Duplex is flooded with natural light and has hardwood floors throughout the large Living room, a modern eat in Kitchen has plenty of cabinetry and good workspace. There is also a full bath and laundry on the main level. Upstairs you will find 3 good sized Bedrooms, a

    Catherine Mondello Mondello Upstate Properties

    6099 New York 82, Stanfordville, NY 12581
  • /36

    $699,000

    • 7 Beds
    • 5 Baths
    • 4,353 Sq Ft

    2 Hunns Lake Rd, Stanfordville, NY 12581

    Calling all investors! A great opportunity to acquire an income-producing asset with value-add potential, featuring two buildings on one parcel in the heart of Standfordville. The site is over an acre with great frontage on NYS Rt 82. This property has four units consisting of one vacant space that was used as a commercial office in years past (with potential for residential conversion), and

    Ryan Arket Compass Greater NY, LLC

    2 Hunns Lake Rd, Stanfordville, NY 12581
  • /22

    $599,000

    • 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
  • /36

    $650,000

    • 5 Beds
    • 4 Baths
    • 3,384 Sq Ft

    83-85 Old Post Rd, Staatsburg, NY 12580

    A great 3-family property in the heart of Staatsburg offering strong rental income and versatile living options. The main home features over 2,000 sqft with 3 bedrooms and 2 bathrooms. A detached second home features two private 1-bedroom, 1-bath units, ideal for maximizing rental income or accommodating extended family with ease. Each unit has its own entrance, creating privacy and flexibility

    STEVEN WROBEL JR. Serhant LLC

    83-85 Old Post Rd, Staatsburg, NY 12580
  • /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
  • /40

    $685,000

    • 7 Beds
    • 3 Baths
    • 2,520 Sq Ft

    12 Parker Ave, Poughkeepsie, NY 12601

    Excellent 3 family investment opportunity with 4 family option in progress . Per City of Poughkeepsie building department basement can be finished into an additional apartment. This well maintained house currently offers 3- 2 bedroom apartments with CO in place along with updates that include high efficiency natural gas boilers, water heaters , electric service, fireproof entry doors and gutters

    John Costanzo BHHS Hudson Valley Properties

    12 Parker Ave, 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
  • /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
  • /22

    $460,000

    • 4 Beds
    • 4 Baths

    18 Blue Heron Ln Unit 18,20,21,26, Staatsburg, NY 12580

    AO- Show for backups!! Unique Offering Package! 4 Bungalow Homes on 1.3 acres in Town of Clinton. Situated along Wappingers Creek with separate homes, parcels, and utilities. Great opportunity for extended family, friends, or community living. Year-round or recreational escape and fishing. Close to everything the Hudson Valley has to offer. All 4 units are rented lower then market value with no

    Diane Spiak-Pisanelli BHHS Hudson Valley Properties

    18 Blue Heron Ln Unit 18,20,21,26, Staatsburg, NY 12580
  • /11

    $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 9 Door Package deal with this property. Investors, take advantage of this prime multi-family opportunity at 58 Lincoln Avenue, Poughkeepsie, NY 12601. This 3-unit property features three spacious 3-bedroom apartments, currently generating $57,000 in gross annual income with a 7.53% cap

    Curtis Darragh Legacy Land & Homes LLC

    58 Lincoln Ave, Poughkeepsie, NY 12601
  • /36

    $875,000

    • 3 Beds
    • 2 Baths
    • 6,468 Sq Ft

    553 Hosner Mountain Rd, Stormville, NY 12582

    AMAZING OWNER OCCUPIED OR INVESTMENT OPPORTUNITY! In the heart of Stormville is a 2-story mixed-use Ranch style building-(ground floor warehouse, 2nd floor office and 1BR apartment) and an updated 2 BR cottage on four acres total spread over 2 parcels. Amazing location just off NY-52, less than 5mi to I-84. Currently all units are below-market rents, with Pro Forma NOI greater than $75,000.

    Justin LaFalce KW MidHudson

    553 Hosner Mountain Rd, Stormville, NY 12582
  • /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
  • /24

    $450,000

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

    175 Washington St, Poughkeepsie, NY 12601

    Welcome to 175 Washington Street – A Prime Two-Family Investment Opportunity in the Heart of Poughkeepsie! Whether you're seeking a high-yield rental property, an owner-occupied setup, or student housing near major local colleges, 175 Washington Street checks all the boxes. This recently renovated two-family home offers versatility, convenience, and strong income potential in one of

    Rugesh Shah KW MidHudson

    175 Washington St, Poughkeepsie, NY 12601

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