Columbia County NY Multifamily Homes & Duplexes for Sale

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  /44

  $1,100,000

  • 6 Beds
  • 6 Baths
  • 5,660 Sq Ft

  77 N 5th St, Hudson, NY 12534

  Fantastic Investment opportunity in upper Hudson, NY! This 5 unit apt bldg has off street parking, and all units have separate utilities. Upgraded in the past 10 yrs include: new heating, a/c,electric, windows and more. Perfect opportunity for an owner occupant unit and have tenants help pay your mortgage, or keep as an investment. Building is centrally located to all that Hudson has to offer,

  

  Patricia Meyers

  Lake and Mountain Realty, LLC

  (518) 539-4775

  77 N 5th St, Hudson, NY 12534
• 

  

  

  /21

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft

  854 Columbia St, Hudson, NY 12534

  This charming Two-Unit Property in the Heart of Hudson is a versatile gem that awaits you!Welcome to your next investment opportunity or the perfect single-family home! Nestled in the vibrant city of Hudson, this delightful two-unit property offers a unique blend of comfort, convenience, and potential. With both units featuring a spacious living room, large dining room for entertaining,

  Barbara Robinson Red Apple Realty

  854 Columbia St, Hudson, NY 12534
• 

  

  

  /34

  $659,000

  • 6 Beds
  • 6 Baths
  • 11,088 Sq Ft

  1 Hudson Ave, Chatham, NY 12037

  Rich in history, 1 Hudson Ave was originally built in the late 1800s with many additions and modifications over time. For many years, the Capozzo family operated a fruit and confectionery store with an adjoining billiard parlor. The capozzo family took up residence on the second floor.In 1984 the iconic Video Visions opened it's doors. Beloved by many, the VHS rental store and ice cream parlor

  Linnea VanTassel Country Life Real Estate, LLC

  1 Hudson Ave, Chatham, NY 12037
• 

  

  

  /46

  $975,000

  • 5 Beds
  • 4 Baths
  • 2,622 Sq Ft

  823 Warren St, Hudson, NY 12534

  Exceptional opportunity to own a fully vacant, three-unit multi-family property in the heart of Hudson's vibrant Warren Street. This charming building offers a unique blend of investment potential and personal use, with a proven track record as a successful short-term rental and owner use property. Featuring three distinct units, this property is ideal for investors, or live in owners. Prime

  Austin Urban Copake Lake Realty Corp.

  823 Warren St, Hudson, NY 12534
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  /66

  $1,695,000

  • 5 Beds
  • 5 Baths
  • 7,290 Sq Ft

  45-49 8th St, Hudson, NY 12534

  This six-unit mixed-use building, located one block from Warren Street, is an absolute must see property for anyone interested in investing in Hudson, NY. Home of Cafe Mutton, twice recognized by the James Beard Awards, and by Bon Appetit magazine, this beautiful building boasts a yearly pro forma gross rent of 159,000 dollars, against yearly pro forma carrying charges (taxes, insurance, water &

  William Jackson Anderson Agency

  45-49 8th St, Hudson, NY 12534
• 

  

  /31

  $1,400,000

  • 14 Beds
  • 7 Baths
  • 6,490 Sq Ft

  6045 New York 9g, Hudson, NY 12534

  Incredible opportunity for serious investors! 7 residential units- all NEWLY RENOVATED! Totally vacant for the new buyer to bring on his or her own tenants. 3 bay detached garage, 4 storage units on site, plus a workshop that is rented by a local contractor. All units except for 1 building have in-house washer/dryer. Pro-forma gross rents are 174,600 with annual expenses of 26,741 leaves a

  Michael Castellano Gilcrest Properties

  6045 New York 9g, Hudson, NY 12534
• 

  

  /14

  $375,000

  • 4 Beds
  • 4 Baths
  • 1,976 Sq Ft

  36 Spring St, Chatham, NY 12037

  This well-maintained multi-unit building offers a strong investment opportunity, with numerous updates, upgrades, and consistent maintenance over the years. The perfect opportunity to live and invest simultaneously, with three units that cater to both owner-occupants and investors.As of July 1st, 2025, Apt #3 with 2 Bedrooms will be available, making it perfect for those looking to owner

  Melinda Barbanti Davala Real Estate, LLC

  36 Spring St, Chatham, NY 12037
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  /5

  $275,000

  • 4 Beds
  • 2 Baths
  • 3,500 Sq Ft

  27-29 Pulcher Ave, Hudson, NY 12534

  House has good bones but needs restoration which has begun on one side. Can be purchased with 2 additionak lots on either side 1 acre and .28 acres at discount price.. Asking on lots: $75,000 and $139,000. Make offer on total package. Access to public sewer and water, electric and gas. Close to Amtrak station. Permissible zoning and development friendly local officials. Great private location,

  David Birch Barns & Farms Realty

  27-29 Pulcher Ave, Hudson, NY 12534
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  /12

  $267,500

  • 1 Bed
  • 2 Baths
  • 1,100 Sq Ft

  2 Hudson Ave, Stuyvesant, NY 12173

  Calling all investors!! 2725/month in gross rents!!! Super low taxes 2,325/yr- 3 rental units in the heart of the historic mill town of Stuyvesant Falls! The lower level is occupied by the US Postal Service with a fully functional post office, whose lease just got re-upped to 1175/month. The top level is a fully occupied 1 bedroom, 1 bath apartment (1050/month) and a 500 2 car garage/storage

  Michael Castellano Gilcrest Properties

  2 Hudson Ave, Stuyvesant, NY 12173
• 

  

  /11

  $275,000

  • 5 Beds
  • 5 Baths
  • 2,185 Sq Ft

  3303 Williams St, Valatie, NY 12184

  Don't miss this spacious and bright 2-family home located just a few hundred feet from Main Street! The first-floor unit offers 3 bedrooms, while the second-floor unit features 2 bedrooms—each with a functional layout and great natural light.Situated on a corner lot with a fenced-in backyard, this property is ideal for investors or owner-occupants. Recent updates include plumbing,

  Beth DeMatteo Berkshire Hathaway HomeService

  3303 Williams St, Valatie, NY 12184
• 

  

  /23

  $1,250,000

  • 4 Beds
  • 2 Baths
  • 2,376 Sq Ft

  827 Union St, Hudson, NY 12534

  A creative's paradise:One block from Warren Street this unusual property with a sweet cottage and lovely frontgarden. It is airy and light with 3 bedrooms, bath, living room, side deck, kitchen, 3 seasonporch, charming one bedroom apartment upstairs, a lovely terrace and a spectacularwarehouse studio backing onto the state forest. The area is zoned

  Nicole Vidor Nicole Vidor Real Estate Inc.

  827 Union St, Hudson, NY 12534
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  /12

  $650,000

  • 2 Beds
  • 2 Baths
  • 2,994 Sq Ft

  66 Green, Hudson, NY 12534

  Located on a commercial street in downtown Hudson lies this extremely well-maintained mixed-use building. The ground floor currently houses a successful 6-patient room dental practice with a steady income; the upstairs houses 2 occupied rental apartments. All can be converted to apartments or single family building. The leases are month-to-month, which affords the investor good upside

  Janet Kain The Kinderhook Group, Inc.

  66 Green, Hudson, NY 12534
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  /18

  $399,900

  • 5 Beds
  • 3 Baths
  • 3,504 Sq Ft

  75-77 S 3rd St, Hudson, NY 12534

  Prime investment opportunity in the heart of Hudson NY! Just a short distance to Warren Street, the antique warehouse and the Amtrak station, this 3-unit property offers incredible potential! It includes two 2-BD, 1-BA units with an extra room that could be a 3rd bedroom with proper zoning. The first-floor unit is framed as a 1-BD, 1-BA and ready to be finished. A detached carriage house adds

  Emma Schaeffer Empire Real Estate Firm LLC

  75-77 S 3rd St, Hudson, NY 12534
• 

  

  /39

  $799,000

  • 3 Beds
  • 3 Baths
  • 2,304 Sq Ft

  82 Near Rd, Red Hook, NY 12571

  Sunlight streams through the many windows and the vaulted ceilings with exposed beams create an airy, open atmosphere in this 1924 Ranch which has been beautifully renovated. Your mornings begin in the primary suite, where French doors open to a private deck overlooking a tranquil yard. Imagine sipping coffee while listening to birdsong and watching the changing seasons across your peaceful

  Linda Lindsay Upstate Down

  82 Near Rd, Red Hook, NY 12571
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  /53

  $1,350,000

  • 7 Beds
  • 7 Baths
  • 3,896 Sq Ft

  91 & 95 Miller Rd, Canaan, NY 12029

  Income-Generating Historic Estate in Canaan, NY - Dual Homes, Proven Rental History, Prime LocationInvestor's Dream in the Berkshires Gateway: This exceptional two-home estate in Canaan, NY presents a rare opportunity to own income-producing property in a highly desirable location. This is the first time this meticulously maintained estate has been offered for sale (in over 40yrs). Live

  Jessie Bennett William Pitt Sothebys Intn'l

  91 & 95 Miller Rd, Canaan, NY 12029
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  /50

  $598,000

  • 4 Beds
  • 4 Baths
  • 3,050 Sq Ft

  635 Albany Turnpike, Old Chatham, NY 12136

  In the heart of Old Chatham, is this rare opportunity to purchase a historic, well maintained, 3 unit property with views of breathtaking, cascading waterfalls. The Old Chatham Post Office currently occupies one unit (3 years remain on the lease) and, there are 2 updated, currently vacant apartments to rent, live in or use as office space. The two level, 2 bedroom apartment and a 1 (could be 2)

  Peter Newman Beach & Bartolo Realtors

  635 Albany Turnpike, Old Chatham, NY 12136
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  /18

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 3,720 Sq Ft

  753 New York 217, Hudson, NY 12534

  For Sale: Speeds Garage - A Rare Commercial Opportunity in the Heart of Claverack. Unlock the potential of this unique property offering both commercial and residential possibilities! Located in a prime, high-visibility spot in Claverack, Speeds Garage has long served the community and continues to be a thriving business since opening in 1982. So whats included? Everything! Indoor and outdoor car

  Heather Davala Davala Real Estate, LLC

  753 New York 217, Hudson, NY 12534
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  /34

  $545,000

  • 6 Beds
  • 6 Baths
  • 2,816 Sq Ft

  19 - 21 Moore, Chatham, NY 12037

  Chatham Village Income Gem! This tastefully updated Craftsman two-family offers substantial investment return and steady income. Situated on a quiet village street, this meticulously maintained property with two spacious, side-by-side units, each featuring 3 bedrooms, an office area, sunroom, and large enclosed entryway. Enjoy a large yard, four-car garage, and storage/workshop. Recent

  Rachel Haley Houlihan Lawrence Inc.

  19 - 21 Moore, Chatham, NY 12037
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  /36

  $409,900

  • 8 Beds
  • 2 Baths
  • 2,412 Sq Ft

  538 Prospect St, Hudson, NY 12534

  Amazing Opportunity to Own this two family house on Prospect Street in City of Hudson, the place to live! We have great music, Antiques, renowned art galleries and elegant restaurants. These key industries have made Hudson the third busiest train destination in the north east corridor for the Amtrak. In the heart of Hudson is 538 Prospect Street, a real charming two unit building where each unit

  Jahorul Liton Red Apple Realty

  538 Prospect St, Hudson, NY 12534
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  /49

  $699,000

  • 7 Beds
  • 5 Baths

  80 County Route 7, Pine Plains, NY 12567

  This beautifully updated legal 2-family home seamlessly blends vintage charm with modern convenience, offering exceptional flexibility for multigenerational living, rental income, or guest accommodations. Located just 7 minutes from Pine Plains Village and set on a scenic lot with sweeping countryside views and a neighboring 200-acre farm, the property features meticulously maintained grounds,

  Margaret Niekrewicz Margaret Mondello Real Estate

  80 County Route 7, Pine Plains, NY 12567
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  /5

  $1,695,000

  • 6 Beds
  • 6 Baths
  • 8,000 Sq Ft

  356 Union St, Hudson, NY 12534

  A beautiful Second Empire Victorian, located on a great block of Union St just across from the stately Courthouse Square, and a block away from thriving Warren St. The building was completely gut-renovated in 2020, and is in excellent condition and truly a turn-key investment. This is a unique opportunity to invest in thriving downtown Hudson, where high-quality apartments are in high demand and

  Sean Roland Compass Greater NY LLC

  356 Union St, Hudson, NY 12534
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  /15

  $399,000

  • 4 Beds
  • 4 Baths
  • 2,952 Sq Ft

  2457 State Route 82, Ancram, NY 12502

  Charming Historic Duplex. A Smart Country InvestmentJust two hours north of NYC, this well situated 0.8 acre duplex in Ancram's Historic District offers both immediate rental income and upside through tasteful renovations. Nestled on the Roeliff Jansen Kill, stocked by DEC with trout. This property includes a detached garage, and barn, property combines rustic appeal with strong investment

  Libby McKee Berkshire Hathaway HomeService

  2457 State Route 82, Ancram, NY 12502
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  /50

  $2,250,000

  • 12 Beds
  • 6 Baths
  • 3,006,511 Sq Ft

  274 Fingar Rd, Hudson, NY 12534

  Experience quiet country living with this beautiful mixed-use farm & investment property! This unique property has so much to offer, including FOUR rental units (3 single family homes + a 3-bedroom apartment), a scenic creek that runs along the entire edge of the property (perfect for summer swims!) , stunning woodland trails with views of the mountains and farmland, along with multiple large

  Dana Luke Keller Williams Hudson Valley

  274 Fingar Rd, Hudson, NY 12534
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  /35

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,634 Sq Ft

  2262 Rt 66, Ghent, NY 12075

  Clean, updated, turnkey and the location....directly next to The Bartlett House. This property is zoned Hamlet Business so you have options! Live and earn rental income or add this property to your investment portfolio. Each light filled unit consists of one BR, located in the rear of the house, a full bath, laundry, two ample sized closets, an open kitchen with plenty of room for a dining area,

  Melissa Dimassimo Stone House Properties, LLC

  2262 Rt 66, Ghent, NY 12075
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  /43

  $985,000

  • 2,906 Sq Ft

  550-552 Columbia St, Hudson, NY 12534

  Welcome to Ellanora Townhouse, a rare four-unit investment opportunity in downtown Hudson, just one block from vibrant Warren Street. Set on a spacious double lot with a charming antique barn and off-street parking, this beautifully preserved 19th-century building is a stone’s throw from the town’s best shopping, dining, and attractions.Inside, you'll find one spacious two-bedroom apartment and

  Anthony D'Argenzio Houlihan Lawrence, Inc

  550-552 Columbia St, Hudson, NY 12534
• 

  

  /34

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,634 Sq Ft

  2262 Rt 66 --, Ghent, NY 12075

  Clean, updated, turnkey and the location...directly next to The Bartlett House. This property is zoned Hamlet Business so you have options! Live and earn rental income or add this property to your investment portfolio. Each light filled unit consists of one BR, located in the rear of the house, a full bath, laundry, two ample sized closets, an open kitchen with plenty of room for a dining area,

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  2262 Rt 66 --, Ghent, NY 12075
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  /21

  $1,395,000

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

  524 County Route 17, North Chatham, NY 12132

  Introducing Hickory Hollow Farm to our roster of high value listings in Columbia County and located in the much sought after Kinderhook to Chatham corridor, this 1997 quality built full colonial Adam with a 3 car garage and sweeping front porch is available for our Spring market inventory. The 4000 square foot residence has 4 bedrooms, 4 bathrooms and is situated on 10 acres including its post

  Parker Meyer Four Seasons Sotheby's Int.

  524 County Route 17, North Chatham, NY 12132
• 

  

  /14

  $715,000

  • 6 Beds
  • 6 Baths
  • 3,193 Sq Ft

  235 Columbia St, Hudson, NY 12534

  **Prime Investment & Development Opportunity - Hudson, NY**Attention investors, builders, and developers! Don't miss this rare chance to own a value-packed *two-lot package* in one of Hudson's fastest-growing neighborhoods. 233 & 235 Columbia Street includes a fully rented 4-unit multifamily building **plus** an adjacent **vacant buildable lot**—one of the few remaining in Hudson (buyer

  Elizabeth Hendler Berkshire Hathaway HomeService

  235 Columbia St, Hudson, NY 12534
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  /74

  $2,495,000

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

  705 Warren St, Hudson, NY 12534

  Live, Work, and Invest in the Heart of HudsonWelcome to 705 Warren Street an extraordinary opportunity to own a piece of Hudson's history and modern luxury in one of its most desirable locations. Set on the only stretch of Warren Street with park views, this rare mixed-use property offers sweeping vistas of Public Square Park and the Catskills. Here, the energy of the city meets the tranquility

  Steven DiLorenzo Compass Greater NY LLC

  705 Warren St, Hudson, NY 12534
• 

  

  /85

  $2,250,000

  • 9,000 Sq Ft

  90 Green St, Hudson, NY 12534

  Exciting Mixed-Use/Development Site in Downtown Hudson!Located in the heart of Hudson, this unique and versatile property offers an exceptional opportunity with 158 feet of prime road frontage and three separate buildings, all situated on a 0.71-acre lot. Fully occupied with a diverse mix of tenants, this complex is a solid investment. Whether you're seeking commercial space, an artistic haven,

  Steven DiLorenzo Compass Greater NY LLC

  90 Green St, Hudson, NY 12534
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  /88

  $975,000

  • 4 Beds
  • 4 Baths
  • 3,414 Sq Ft

  825 Union St, Hudson, NY 12534

  A Beautiful 4-Unit Multi-Family in the Heart of Hudson! The property features 4 - 1 bedroom apartments. Each apartment has a living room, a dining area or a dining room, a kitchen, a full bath, and washer/dryer hookups. Unit 1 (the 1st floor left side apartment) offers an additional room off of the bedroom for an office or a reading area and walks out to the back patio. The utilities are

  Theodore Banta III RVW Select Properties

  825 Union St, Hudson, NY 12534
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  /11

  $315,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  2206 Route 7a, Copake, NY 12516

  Sweet 1965 Cottage near Upper Rhoda Lake in the hamlet of West Copake. This quaint country home offers one story living, two bedrooms, full bath, kitchen w/dining area. Totally redone in 2024 with new wood floors, new insulation through-out, all new windows & doors, new kitchen cabinets & newer appliances, 2 new deck/porches, new ceiling fans, updated bathroom w/walk-in shower. Detached one car

  Margaret Avenia COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC

  2206 Route 7a, Copake, NY 12516
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  /55

  $595,000

  • 3 Beds
  • 3 Baths
  • 2,184 Sq Ft

  1301 County Route 7, Ancram, NY 12502

  Welcome to VonGal House, a beautifully maintained Victorian perched atop a gentle rise, with picturesque views of the bucolic countryside. Built in 1901, this home exudes historic charm with original details, including a rocking-chair porch, gleaming hardwood floors, intricate moldings, porcelain door knobs, and an ornamental fireplace that anchors the living space. The property offers

  Anthony D'Argenzio Houlihan Lawrence Inc.

  1301 County Route 7, Ancram, NY 12502
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  /37

  $995,000

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

  222 Main St, Germantown, NY 12526

  A chic, mixed use commercial/residential building in the center of Germantown, a small and darling Hudson Valley town. A sought after location due to its proximity to both Rhinebeck and Hudson, Germantown is known for its pastoral landscape of rolling hillsides and bucolic farmland and a notable collection of shops and restaurants. Built as a carriage house c1860, the building has retained the

  Annabel Taylor Four Seasons Sotheby's Int.

  222 Main St, Germantown, NY 12526
• 

  

  /11

  $699,000

  • 5 Beds
  • 5 Baths
  • 3,201 Sq Ft

  6631 Chester Ave, Hudson, NY 12534

  The Retro Modern Design of this building makes it ideal for renovation and upgrades. Mid-century modern style has ruled the design world for all of this century, and shows no sign of waining. Modernize it to maximize income and appeal to the many who want to make their homes in Columbia County. Potential for major success on your hands-this building has solid income. All of the 5 units in this

  Victor Mendolia The Kinderhook Group, Inc.

  6631 Chester Ave, Hudson, NY 12534
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  /8

  $63,000

  • 3,506 Sq Ft

  4 Ellsworth St, Philmont, NY 12565

  Unlock the potential of this 3,500 sq. ft. handyman special in the heart of Philmont Village! Whether you're an investor, contractor, or visionary, this multi-family zoned property offers endless opportunities. Nestled on a compact .10-acre lot, it's a prime location just seconds from local shops, restaurants, and parks.Bring your tools and creativitythis building is ready for a full

  Heather Davala Davala Real Estate, LLC

  4 Ellsworth St, Philmont, NY 12565
• 

  

  /33

  $395,000

  • 5 Beds
  • 3 Baths
  • 2,948 Sq Ft

  4108 State Route 9g, Germantown, NY 12526

  This sale consists of two homes and sits on over 2.5 acres of private land and includes a 4-bedroom main house, a legal 1-bedroom cottage, and a separate structure with a hot tub, offering the perfect blend of comfort, relaxation, and income potential. Property has its own driveway the neighbor has installed their own. At one point in the past, it was a shard driveway.The main home was completely

  Peter Sisca Real Broker NY LLC

  4108 State Route 9g, Germantown, NY 12526
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  /28

  $459,000

  • 4 Beds
  • 4 Baths
  • 3,182 Sq Ft

  826 Route 203, Austerlitz, NY 12165

  This fully occupied money maker is located in the heart of Spencertown. Convenient to Chatham and the Berkshires, the building features (4) one bedroom units with a large parking area in the rear. The building is meticulously maintiaind and the tenants pay utilities. Please allow 24 hours notice - accompanied showings.

  Philip Feiner Country Life Real Estate, LLC

  826 Route 203, Austerlitz, NY 12165
• 

  

  /12

  $200,000

  • 26,900 Sq Ft

  1306 River St, Valatie, NY 12184

  2.29 acres commercially zoned and approved for a 29 unit senior housing. This property is READY to GO! Close and start construction! Municipal water and sewer. Directly adjacent to the new Electric Trail (a bike/running trail) and just steps away from a nature preserve where you can fly fish for trout. Built in 1860 the Gimp Mill, the last knitting mill to be built in Valatie (1896) and also the

  Michael Castellano Gilcrest Properties

  1306 River St, Valatie, NY 12184
• 

  

  /99

  $950,000

  • 8 Beds
  • 3 Baths
  • 3,939 Sq Ft

  51 Worth Ave, Hudson, NY 12534

  An Impressive 3 Family Grand Victorian with Style & Charm in Hudson! The property is walking distance to Warren St and features 3 units, a 1 car garage or a workshop, a driveway for off-street parking, and a beautiful backyard that serves as an oasis in the city of Hudson. The main units are large and spacious. The 1st floor features 1 apartment with 3 bedrooms, 1 bathroom with laundry, an eat-in

  Theodore Banta III RVW Select Properties

  51 Worth Ave, Hudson, NY 12534

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