Dutchess County NY Multifamily Homes & Duplexes for Sale

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  /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.

  

  YOLANDA MENDOZA

  Century 21 Hudson Valley Rlty.

  (845) 576-9945

  57 Smith St, Poughkeepsie, NY 12601
• 

  

  

  /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

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 402-2134

  52 Catharine St, Poughkeepsie, NY 12601
• 

  

  

  /33

  $399,900 Open Sun 11AM - 1PM

  • 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
• 

  

  

  /17

  $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
• 

  

  

  /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
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  /8

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,405 Sq Ft

  45 Delafield St, Poughkeepsie, NY 12601

  Two family duplex located in the City of Poughkeepsie, separate utilities. This brick structure has a one car garage with a cute rear yard and plenty of parking which is a big deal in this area. Come see this multi-family home. Please be kind to the tenants.

  Kimberlee Markarian BHHS Hudson Valley Properties

  45 Delafield St, Poughkeepsie, NY 12601
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  /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
• 

  /2

  $385,000

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

  69 Delafield St, Poughkeepsie, NY 12601

  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
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  /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
• 

  

  /13

  $419,000

  • 4 Beds
  • 2 Baths
  • 2,085 Sq Ft

  11 Seaman Rd, Stormville, NY 12582

  Calling all astute investors and skilled contractors! Discover your next lucrative project in this tranquil Stormville location. This 2-family residence, while needing updates, presents an exceptional opportunity to build equity and generate strong returns. Its serene surroundings combined with ultra-convenient access to the Taconic make it a highly desirable candidate for a transformative

  Helen Schweitzer Helen Schweitzer Realty, LLC

  11 Seaman Rd, Stormville, NY 12582
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  /42

  $725,000

  • 4 Beds
  • 2 Baths

  7 Terra Nova Dr, Hopewell Junction, NY 12533

  Welcome to 7 Terra Nova Drive, a unique and versatile property offering the perfect blend of space, privacy, and flexibility. Located on a quiet cul-de-sac just minutes from the heart of Hopewell Junction, this well-maintained home features a 4-bedroom main residence plus a separately accessed 1-bedroom apartment—ideal for extended family, in-laws, or rental income.Main Home Highlights:

  Lisa Sgobbo Century 21 Alliance Rlty Group

  7 Terra Nova Dr, Hopewell Junction, NY 12533
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  /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
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  /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
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  /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
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  /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
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  /30

  $849,000

  • 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

  $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
• 

  

  /26

  $725,000

  • 5 Beds
  • 3 Baths
  • 2,808 Sq Ft

  47 Main St, Wappingers Falls, NY 12590

  This beautifully renovated two-unit apartment building is situated in the charming hamlet of New Hamburg, offering a prime investment opportunity in a highly desirable location. Just a short walk from the Metro-North train station, tenants enjoy an effortless commute while benefiting from the area’s peaceful, small-town atmosphere.Apartment 1: Is a charming 2-bedroom, 2-bathroom apartment

  Daniel Staley Staley Real Estate, LLC

  47 Main St, Wappingers Falls, NY 12590
• 

  

  /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
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  /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
• 

  

  /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
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  /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
• 

  

  /47

  $725,000

  • 5 Beds
  • 4 Baths
  • 3,334 Sq Ft

  8 Anna D Ct, Hopewell Junction, NY 12533

  Incredible and rare opportunity to own a lovingly maintained, multi-family property in Hopewell Junction. Located on a quiet, private cul-de-sac, this expansive home features a unique layout offering the option for either the top or bottom floor units to live as a 2 or 3-bedroom unit.The upper level features a spacious, light-filled living area, formal dining room and a charming

  Veronica Monz-Martell Coldwell Banker Choice Prop.

  8 Anna D Ct, Hopewell Junction, NY 12533
• 

  

  /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
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  /38

  $3,000,000

  • 9 Beds
  • 5 Baths
  • 7,500 Sq Ft

  3412 Route 52, Stormville, NY 12582

  Former Mount Storm Ski Area – 88 Acres with Stunning Views & Rich History This unique property, once the site of the iconic Mount Storm Ski Area, is now available for sale. A total of 5 parcels, spanning 88 acres, it offers breathtaking 180-degree panoramic views from the mountaintop, where you can see for miles and experience the natural beauty of the region. The property features a main

  Christopher Galli Century 21 Elite Realty

  3412 Route 52, Stormville, NY 12582
• 

  

  /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
• 

  

  /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
• 

  

  /34

  $474,000

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  141 South Ave, Beacon, NY 12508

  Welcome to 141 South Avenue, a charming and versatile two-family home located in the heart of Beacon. This property offers an excellent opportunity for investors, multi-generational living, or those seeking strong income-producing potential. Unit 1 boasts a sun-drenched living room, a well-appointed kitchen with a door leading to a private deck—perfect for entertaining—along with a den/office,

  John Gabriel Jr KW MidHudson

  141 South Ave, Beacon, NY 12508
• 

  

  /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
• 

  

  /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 eat-in

  Anthony Melella Vision Alliance Realty Inc.

  185 Creek Rd, Pleasant Valley, NY 12569
• 

  

  /27

  $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
• 

  

  /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

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