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Explore Similar Apartments Within 2 Miles of Milton, NY

  • /40

    $424,000

    • 6 Beds
    • 2 Baths

    52 Catharine St, Poughkeepsie, NY 12601

    Two Family Home Consisting Of Three Bedroom, One Bath Apartments With Separate Utilities (Gas And Electric.). Each Unit Has A Combination Of Ceramic Tiled And Laminate Floors. Updates Include New Electric, New Furnaces, New Plumbing, New Roof And Updated Windows Throughout. There Is A Walkup Attic, Basement With Interior And Exterior Access Plus A Driveway Allowing Off The Street Parking. There

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 402-2134

    52 Catharine St, Poughkeepsie, NY 12601
  • /29

    $465,000

    • 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.

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    YOLANDA MENDOZA

    Century 21 Hudson Valley Rlty.

    (845) 576-9945

    57 Smith St, Poughkeepsie, NY 12601
  • /13

    $390,000

    • 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

    $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

    Mark Raphael River Realty Services, Inc.

    61 Franklin 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
  • /13

    $849,000

    • 7 Beds
    • 5 Baths
    • 3,848 Sq Ft

    22 Forbus St, Poughkeepsie, NY 12601

    Fully updated and ready to go, this 4-unit multifamily property at 22 Forbus Street is a great opportunity for investors looking for strong rental potential in a growing market. Each unit has been thoughtfully renovated, offering modern finishes, from a ground-up rebuild in 2023.Tenants will appreciate access to laundry in the basement and the convenience of both on-street and off-street

    Stefania Riccitelli KW MidHudson

    22 Forbus St, Poughkeepsie, NY 12601
  • /12

    $399,900

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    34 High St, Poughkeepsie, NY 12601

    This beautiful 2 family home is located on a quiet street in the heart of Poughkeepsie. Both units have been very nicely updated. Stainless steel appliances, granite countertops, freshly painted, lots of recessed lighting, new roof, new flooring, too many updates to list. Tenants pay the seperated utilities. Both apartments are 2 bedrooms but the upstairs apartment has a bonus, office/nursery off

    JEFFREY COLTON Jeff S. Colton

    34 High St, Poughkeepsie, NY 12601
  • /7

    $379,000

    • 4 Beds
    • 2 Baths
    • 1,716 Sq Ft

    44 Church St, Marlboro, NY 12542

    Marlboro well maintained 2 family offering a 2 bedroom first floor unit with open kitchen/livingroom, basement and laundry access. Second floor 2 bedroom unit also offers open floor plan, new countertops, backsplash and flooring. Other recent updates include Roof 2024; gutters 2023; Thermal tilt-in windows and new electric main and electric box for each unit. This home sits on over a half

    Lisa Maraday eXp Realty

    44 Church St, Marlboro, NY 12542
  • /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
  • /11

    $399,900

    • 6 Beds
    • 2 Baths
    • 2,308 Sq Ft

    306 Church St, Poughkeepsie, NY 12601

    Investor Alert or Live-In Opportunity! Welcome to 306 Church Street. This fully rented 2-unit property features a total of 6 bedrooms and 2 full bathrooms. This property has a covered front porch which opens to a beautiful foyer with access to both units. Each unit is well-maintained, and there is opportunity to add your personal touch or increase rents. Each unit has separate utilities (heat and

    Amanda Culleton Real Broker NY LLC

    306 Church 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
  • /22

    $490,000

    • 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

    $560,000

    • 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. All tenants would like to stay. 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

    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
  • /22

    $635,000

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

    27 Mill St, Wappingers Falls, NY 12590

    Prime Multi-Family Investment in the Heart of the Village of Wappingers Falls!Don’t miss this exceptional opportunity to own a well-maintained and income-generating three-family home in the vibrant Village of Wappingers Falls. Ideal for investors or savvy owner-occupants, this versatile property features three fully independent units—each with private entrances, separate utilities, and

    Virginia Corbett eXp Realty

    27 Mill St, Wappingers Falls, NY 12590
  • /18

    $380,000

    • 7 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 5-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
  • /40

    $415,000

    • 4 Beds
    • 2 Baths
    • 1,672 Sq Ft

    125 South Ave, Poughkeepsie, NY 12601

    AO-7/1/2025. Welcome to this well-maintained 2-family townhome style, side by side offering exceptional space, comfort, and convenience. Each unit features 2 generously sized bedrooms and 1 full bath, with a bright and airy layout perfect for modern living. Enjoy the convenience of separate utilities and private laundry setups, ensuring maximum privacy and flexibility for owners and tenants

    CHRISTOPHER HARDISTY Sams Realty

    125 South Ave, Poughkeepsie, NY 12601
  • /13

    $449,900

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

    10 Fox Terrace, Poughkeepsie, NY 12603

    Excellent investment! Back on Market! Reduced and Turn key! Legal 2 Family home. Many Possibilities-Live in and rent 2nd unit for monthly income- Perfect for In-law living, Or rent out both units as full investment property and have double the monthly income! Excellent condition and mechanicals, totally renovated interior and exterior, top to bottom. Nice back yard. Large covered front porch.

    Lynn Simmons Dixon Smith Realty

    10 Fox Terrace, Poughkeepsie, NY 12603
  • /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
  • /25

    $1,115,000

    • 6 Beds
    • 6 Baths
    • 2,910 Sq Ft

    14 Plattekill Rd, Marlboro, NY 12542

    This is a New Construction 2-family upscale designed home that is fully complete and is not your everyday multi-family home. The unique design will inspire a more contemporary buyer for this property. Both units have the same equipment and design. This home offers a master bedroom and master bath on the first floor with a nice walk-in closet. There is a beautiful quartz kitchen with a center

    Patricia Cannizzaro CENTURY 21 ALLIANCE REALTY GROUP

    14 Plattekill Rd, Marlboro, NY 12542
  • /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
  • /4

    $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
  • /25

    $1,150,000

    • 6 Beds
    • 6 Baths
    • 2,910 Sq Ft

    14 Plattekill Rd Unit Lot 3, Marlboro, NY 12542

    This is a New Construction 2-family upscale designed home that is fully complete and is not your everyday multi-family home. The unique design will inspire a more contemporary buyer for this property. Both units have the same equipment and design. This home offers a master bedroom and master bath on the first floor with a nice walk-in closet. There is a beautiful quartz kitchen with a center

    Patricia Cannizzaro Century 21 Alliance Rlty Group

    14 Plattekill Rd Unit Lot 3, Marlboro, NY 12542
  • /33

    $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

    Susan Todd BHHS Hudson Valley Properties

    25 Dwight St, Poughkeepsie, NY 12601
  • /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
  • /36

    $3,200,000

    • 7 Beds
    • 6.5 Baths
    • 7,300 Sq Ft

    151 Plattekill Rd, Marlboro, NY 12542

    Elegance meets rustic charm on this stunning 21-acre estate, just 1.5 hours from New York City. Recently transformed by a $2 million renovation, no detail was overlooked. Whether you’re seeking a serene weekend and summer escape or envisioning a lucrative high-end vacation rental, this property offers endless possibilities.Immerse yourself in nature’s beauty. Wander through the garden, pick

    John DeMarco Century 21 Alliance Rlty Group

    151 Plattekill Rd, Marlboro, NY 12542
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