Columbia County NY Homes under $500,000

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  /18

  $425,000

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

  3630 Mechanic St, Valatie, NY 12184

  Large farmhouse on one of Valatie's largest village lots of 1.11 A. 4000+ sq ft country home with 6 bedrooms and 2.5 baths. Large meandering rooms suitable for a large extended family or make apartments. There are two large enclosed porches (one with a woodstove) plus a covered outdoor summer patio. Also on the property is a 1000 square foot outbuilding suitable for a studio or workshop. Many

  

  William Laraway

  Val Kin Properties, LLC

  (518) 873-4404

  3630 Mechanic St, Valatie, NY 12184
• 

  

  

  /36

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,803 Sq Ft

  55-59 Fairview Ave, Hudson, NY 12534

  Welcome to this beautifully fully renovated 3-bedroom, 2-bath ranch in the heart of Hudson, NY! Just a short stroll to Warren Street, this home offers a tastefully updated aesthetic and one-floor living. Other key features include a timeless functional layout, LVP flooring throughout, a STUNNING modern kitchen, and freshly updated bathrooms. It is truly move-in ready! Step outside to a spacious

  Emma Schaeffer Empire Real Estate Firm LLC

  55-59 Fairview Ave, Hudson, NY 12534
• 

  

  

  /41

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,559 Sq Ft

  638 Fog Hill Rd, Austerlitz, NY 12017

  Mid-century vibe with large light filled spaces creates the perfect setting to let your creativity flow. The expansive multiple purpose room off of the main living area is perfectly suited as a dance, yoga, music, or art studio space. Let your imagination run wild. First floor also includes two bedrooms and a full bath. On the lower level you will find an additional large bedroom with a wood

  Jennifer Capala William Pitt Sothebys Intn'l

  638 Fog Hill Rd, Austerlitz, NY 12017
• 

  

  

  /36

  $489,900 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,908 Sq Ft

  30 Overlook Ct, Hudson, NY 12534

  Available due to buyer contingency not met. Call agent for full details. Open House Saturday July 26th 11AM-1PM. Welcome to 30 Overlook Court, a turnkey three-bedroom, two-bath home with office, central air, propane fireplace, and multiple heating zones. Enjoy a pool, hot tub, mountain views, and oversized two-car garage.Entertain with ease in the spacious dining room, or relax on

  Daniel Mahar Mahar Real Estate, LLC

  30 Overlook Ct, Hudson, NY 12534
• 

  

  

  /53

  $499,000

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  42 William St, Kinderhook, NY 12106

  Welcome to the most charming Bungalow nestled in the heart of Kinderhook! This beautifully redone home features 3bedrooms, first floor full bath, with the potential for an additional half bath upstairs to suit your needs. Already roughed in! Furnace and Kitchen appliances all less than 5 years old, New paint inside and out, new carpet & so much more. This property boasts a spacious 825 square

  Paige Ryan Coldwell Banker Prime Properti

  42 William St, Kinderhook, NY 12106
• 

  

  /33

  $479,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  4 Tanners Ln, Hudson, NY 12534

  A true hidden gem in downtown Hudson is available for the first time in over 40 years. This cozy 3 bed, 1 bath home is located at the end of a dead-end lane within walking distance of the Amtrak Station, Basilica, and the Hudson Riverfront. Enjoy your own little private oasis while being close to everything the city of Hudson has to offer. This property is a diamond in the rough with endless

  Savannah Delaney Weichert Realtors Fontaine

  4 Tanners Ln, Hudson, NY 12534
• 

  

  /20

  $479,000

  • 2 Beds
  • 1 Bath
  • 770 Sq Ft

  13 Tremper Property Assn Rd, Canaan, NY 12029

  Vintage 1920 Queechy Lake cottage with deeded right of way to the lake shore. Enjoy complete privacy here at your 4-season getaway. Magical tree-house setting on one full acre with cozy front porch. Turn-key property with hardwood floors, great room with cathedral ceiling, kitchen with dishwasher and washer & dryer, two bedrooms, one bath. Room to expand. A sweet shed for your kayak and bike. A

  Nancy Cuddihy STONE HOUSE PROPERTIES, LLC

  13 Tremper Property Assn Rd, Canaan, NY 12029
• 

  

  /41

  $499,900

  • 3 Beds
  • 1 Bath
  • 1,133 Sq Ft

  135 Millbrook Rd, Hudson, NY 12534

  Nestled on 6.67 secluded acres, this charming 1935 Cape Cod home offers a perfect blend of privacy and nature! Wake up to the stunning vistas of the Catskill Mountains, where nature's beauty surrounds you, creating a tranquil retreat away from the hustle and bustle of everyday life.As you step inside, you'll be greeted by a warm and inviting living room featuring a cozy fireplace with a

  Barbara Robinson Red Apple Realty

  135 Millbrook Rd, Hudson, NY 12534
• 

  

  /38

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft

  15 Mckinstry Place, Hudson, NY 12534

  Craftsman style 1920s cottage located on a quiet one-way street within walking distance to all that Hudson has to offer! Modern and updated with hardwood floors throughout. Interior features include: walk around main level with open dining & living spaces, updated kitchen, walk out deck with year round Catksill Mountain views, full first floor bath, 3 Bedrooms on the second level with a shared

  Paige Paluch LANCE VERMEULEN RE, INC

  15 Mckinstry Place, Hudson, NY 12534
• 

  

  /41

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft

  108 Glenwood Blvd, Hudson, NY 12534

  Welcome to 108 Glenwood Blvd - a gorgeous hillside ranch in the heart of Hudson. This one-owner home, lovingly constructed by the family and enjoyed for generations offers a rare combination of location, space, and potential. With three bedrooms, two full baths, and a flexible layout across two levels, there's plenty of room for your family.The main level features a spacious living room

  Christopher Broughton KW Platform

  108 Glenwood Blvd, Hudson, NY 12534
• 

  

  /22

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  15 Birch Rd, Copake, NY 12516

  Welcome to this 3 BR, 2 BA home sited on .45 acre at Taconic Shores. Near to Beach 3 on Robinson Pond (the natural part of the lake). With updated kitchen, bathrooms and a fresh coat of paint, this home is ready for its' next owner. These sellers have enjoyed campfires and BBQ's in the back yard, after a swim in the lake. Taconic Shores is a private lake community and surrounds

  Theresa Westlake Copake Lake Realty Corp.

  15 Birch Rd, Copake, NY 12516
• 

  

  /20

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,509 Sq Ft

  19 Fabiano Blvd, Hudson, NY 12534

  Welcome to a charming 3 bedroom, 2 bathroom home nestled in the heart of Greenport. Whether you are dreaming of a modern update or prefer the character of its current style, there's plenty of renovation potential to explore. Inside you will find well proportioned layouts just waiting for your personal touch. Just a short trip away to shopping. Nearby Empire State Trail. Come see what's possible,

  Joyce Vale Coldwell Banker Advisor Realty

  19 Fabiano Blvd, Hudson, NY 12534
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  /26

  $425,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  192 W Shore Dr, Valatie, NY 12184

  Watch sunrises from this log-style cabin overlooking a private cove on Kinderhook Lake. House is on two lots with 150' of waterfrontage totaling over half an acre! Partially wooded lot complete with a dock and shed to keep your water toys. Two BR, one BA with open floor plan. Enclosed porch offers a wall of glass to take in the expansive lake views. Newer roof, new gutters and soffits and

  Jennifer Wall Anderson Agency

  192 W Shore Dr, Valatie, NY 12184
• 

  

  /17

  $499,000

  • Land
  • 50 Acres
  • $9,980 per Acre

  00 Mambert Rd, Livingston, NY 12534

  Discover 50 acres of serene countryside, where open meadows, a tranquil pond, and two period barns create a picturesque and private retreat. With approximately 4,000 feet of road frontage, this expansive property is perfectly positioned just minutes from the vibrant towns of Hudson, Catskill, and Rhinebeck—offering easy access to fine dining, boutique shopping, and acclaimed art galleries. Ideal

  Michael Tellerday Houlihan Lawrence, Inc.

  00 Mambert Rd, Livingston, NY 12534
• 

  

  /9

  $449,000

  • Land
  • 12 Acres
  • $38,541 per Acre

  0 County Route 7 Unit 20252252, Ancram, NY 12502

  Build your dream estate on 11.65 private acres in the heart of Ancram, NY—one of Columbia County's most sought-after locations. This prime Hudson Valley homesite sits at the end of a quiet, shared drive and includes a professionally installed driveway and Board of Health approval, offering a seamless start to your vision.Enjoy sweeping views of rolling farmland and the distant Taconic

  John Panzer Elyse Harney Real Estate

  0 County Route 7 Unit 20252252, Ancram, NY 12502
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  /9

  $449,000

  • Land
  • 11 Acres
  • $40,269 per Acre

  0 County Route 7 Unit 20252251, Ancram, NY 12502

  Build your dream estate on 11.15 private acres in the heart of Ancram, NY—one of Columbia County's most sought-after locations. This prime Hudson Valley homesite sits at the end of a quiet, shared drive and includes a professionally installed driveway and Board of Health approval, offering a seamless start to your vision.Enjoy sweeping views of rolling farmland and the distant Taconic

  John Panzer Elyse Harney Real Estate

  0 County Route 7 Unit 20252251, Ancram, NY 12502
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  /27

  $423,999

  • 3 Beds
  • 3 Baths
  • 1,460 Sq Ft

  33 Dermody Rd, Canaan, NY 12029

  How about some privacy! This three bedroom, three bath home has lots of privacy and elbow room to play and relax. There is a cathedral ceiling flooding light into the kitchen. A country setting tucked away yet close the Berkshires, Tanglewood, skiing and all the culture this area has to offer. A Finished lower level adds great space for movie watching or quiet contemplation as well as a 12ft by

  Ryan Lane Gilcrest Properties

  33 Dermody Rd, Canaan, NY 12029
• 

  

  /50

  $450,000

  • 5 Beds
  • 3 Baths
  • 2,496 Sq Ft

  20 Shore Dr, Elizaville, NY 12523

  Imagine waking up to the gentle sounds of lake life, stepping out onto your expansive corner lot where morning coffee tastes better surrounded by the promise of mature gardens waiting to bloom again. This 5-bedroom, 3-bathroom ranch estate sits on TWO SEPARATE PARCELS in the coveted Twin Lakes community, offering savvy investors and visionary developers a rare opportunity to resurrect a

  Michele Marina Atlantica East Associates LLC

  20 Shore Dr, Elizaville, NY 12523
• 

  

  /22

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  85 Summit St, Philmont, NY 12565

  Hilltop living in Philmont! Welcome to 85 Summit Street, a three bedroom ranch located off of a private driveway just outside the village of Philmont. The property is 12 minutes to Hudson. You're greeted by a stone facade as you arrive by the well-landscaped driveway. Park in back and enter the house through a skylit, floor-heated gallery suitable for studio, workshop or just hanging out. The

  Andrew Edwards Tri Hudson Realty, LLC

  85 Summit St, Philmont, NY 12565
• 

  

  /19

  $485,000

  • Land
  • 60 Acres
  • $8,066 per Acre

  0 County Route 5 & I90 Unit 202517807, Canaan, NY 12060

  Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60 acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

  Jessica Coutsonikas KW Platform

  0 County Route 5 & I90 Unit 202517807, Canaan, NY 12060
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  /16

  $485,000

  • Land
  • 60 Acres
  • $8,066 per Acre

  0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029

  Nestled in the coveted Taconic Mountains, known for their rugged beauty, rich wildlife, clear streams, and hidden ponds, this double parcel boasts over 60-acres in Canaan, NY offering both accessibility and seclusion. The Taconics create a tranquil, less-traveled alternative to the busier Berkshires, offering privacy, natural beauty, and easy access to state forests and rural charm. The front 15+

  Jessica Coutsonikas KW Platform

  0 County Rte 5 & I90 Unit 20251524, Canaan, NY 12029
• 

  

  /39

  $435,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  107 Near Rd, Red Hook, NY 12571

  A true Hudson Valley treasure! Step into this enchanting 1934 Hudson Valley home, where vintage charm meets modern sophistication. Set on nearly 2 peaceful acres, this 2-bedroom, 2-bath retreat features a cozy open floor plan with an inviting fireplace/woodstove, multiple skylights, exposed beams, incredible architectural lines, and beautiful Doug fir wood floors. Offering a perfect blend of

  Margaret Niekrewicz Margaret Mondello Real Estate

  107 Near Rd, Red Hook, NY 12571
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  /30

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  11351 New York 22, Austerlitz, NY 12017

  Timeless Charm Meets Thoughtful Modernity on the Banks of the Green RiverNestled in the storybook hills of Austerlitz, NY—just 15 minutes from the heart of Chatham and 20 minutes to the cultural riches of Great Barrington—this fully renovated Cape Cod offers a rare blend of historic character and contemporary comfort. Set on 2.4 private acres with lush lawns, expansive planting beds, and

  John Barbato Compass, Hillsdale

  11351 New York 22, Austerlitz, NY 12017
• 

  

  /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
• 

  

  /28

  $421,000

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  1108 New York 295, East Chatham, NY 12060

  Was on the market before as just a shell. You have to see it now that it is redone and almost finished. Only room not yet finished is the kitchen for you to add your personal touch. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom

  Karen Westman BERKSHIRE HATHAWAY HOME SERVICE BLAKE

  1108 New York 295, East Chatham, NY 12060
• 

  

  /30

  $421,000

  • 4 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  1108 State Rt 295, East Chatham, NY 12037

  Granite counter top going in this week rest of the kitchen is in.Was on the market before as just a shell. You have to see it now that it is redone and almost finished. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom ensuite

  Leonard Brown Berkshire Hathaway HomeService

  1108 State Rt 295, East Chatham, NY 12037
• 

  

  /30

  $421,000

  • 4 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  1108 State Route 295 St, East Chatham, NY 12060

  Granite counter top going in this week rest of the kitchen is in.Was on the market before as just a shell. You have to see it now that it is redone and almost finished. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom ensuite

  Sharon McArdle Berkshire Hathaway Home Services Blake

  1108 State Route 295 St, East Chatham, NY 12060
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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
• 

  

  /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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  /36

  $479,500

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  56 Knollwood Dr, Valatie, NY 12184

  Nestled on 1.36 peaceful acres in a charming, established neighborhood, this Contemporary home is designed to bring the outdoors in. Expansive windows fill the living spaces with natural light, highlighting the rich wood floors, soaring vaulted ceilings and cozy wood burning fireplace.The first-floor primary suite offers convenience and comfort with a spacious full bath featuring a large walk-in

  Karen Sheffer Berkshire Hathaway HomeService

  56 Knollwood Dr, Valatie, NY 12184
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  /58

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,594 Sq Ft

  32 Harvey Mountain Rd, Austerlitz, NY 12017

  Welcome to Harvey Mountain Hideaway, a 2 acre secluded oasis in Austerlitz, bordering the Berkshires. It doesn't look like much from the road, but on the other side of the privacy fence you'll find yourself in a private compound. It's the perfect spot for creative types that need flexible space for living and creating. Unassuming with no formal entrance, you'll most likely enter the house thru

  Jennifer Sesma Beach & Bartolo Realtors

  32 Harvey Mountain Rd, Austerlitz, NY 12017
• 

  

  /19

  $499,000

  • 4 Beds
  • 1.5 Baths
  • 1,990 Sq Ft

  2 W Marie St, Hudson, NY 12534

  Welcome to your dream home. This delightful four-bedroom residence is designed to cater to every aspect of family living. Spanning a generous 1,990 square feet, this house charms with its inviting living room and elegant dining area, perfect for dinner parties and family gatherings. The spacious family room is a versatile space ideal for relaxation and entertainment, while the sun-soaked sunroom

  Denise Virgo-Cole The Kinderhook Group, Inc.

  2 W Marie St, Hudson, NY 12534
• 

  

  /9

  $495,000

  • Land
  • 73 Acres
  • $6,781 per Acre

  327 Scudderhook Rd, Hudson, NY 12534

  This is a unique opportunity to build your dream country home in Columbia County. Set on a seldom traveled one lane road in the town of Livingston, there are two parcels on each side of the road. This land truly has all one needs - peace and quiet, privacy, rolling fields, a hilltop with Catskill mountain views, a lovely stream, and mature woods. The North parcel has a gently sloped 10 acre

  Sean Roland Compass Greater NY LLC

  327 Scudderhook Rd, Hudson, NY 12534
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  /8

  $449,000

  • Land
  • 54 Acres
  • $8,286 per Acre

  0 County Route 10, Ancram, NY 12502

  Welcome to your 54.19-acre parcel, situated less than one mile from the Taconic State Parkway. With electric and telephone services readily available, this property is primed for development. Zoned for approximately 18 parcels (minus wetlands, buffer zones, etc) with 3 acres per parcel, it offers a versatile opportunity for subdivision into a residential community, strategic investment or your

  Lisa Williams Steger Exit Realty Connections

  0 County Route 10, Ancram, NY 12502
• 

  

  /42

  $485,000

  • 3 Beds
  • 2 Baths
  • 2,236 Sq Ft

  23 Leggett Rd, Ghent, NY 12075

  Welcome to this spacious ranch-style home, nestled on 1.5 acres of picturesque countryside. Offering three bedrooms and two and a quarter baths, this home is designed for comfort and versatility. The expansive primary suite includes a private en-suite bath, making it an excellent option for an in-law suite or a luxurious retreat. The heart of the home is the open-concept dining and family room,

  Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway HomeService

  23 Leggett Rd, Ghent, NY 12075
• 

  

  /13

  $500,000

  • Land
  • 23 Acres
  • $21,368 per Acre

  191 - B Columbia Turnpike, Greenport, NY 12534

  Unusual opportunity to own your own 23.4 acres with a 12+ acre lake! Clay Pond Farms is a centrally located, easily accessible property that blends endless business and recreation opportunities. Just minutes from downtown HUDSON, NY, this unusual property offers a prime opportunity for investors, developers, recreational and sports enthusiasts, or anyone with an outdoorsy vision. Perhaps an In

  Paul Barrett Houlihan Lawrence Inc.

  191 - B Columbia Turnpike, Greenport, NY 12534
• 

  

  /17

  $425,000

  • Land
  • 20 Acres
  • $21,357 per Acre

  0 Bells Pond Rd, Livingston, NY 12534

  Welcome to Livingston Manor: 20 Beautiful acres nestled on a historic road just outside the city of Hudson, NY. This untouched & breathtaking wooded land w pond sites is ready for your family estate on one of the most graceful and historic roads in Columbia County.Where the famous Livingston family once called home, near the crystal waters of Bells Pond, this newly listed acreage is surrounded by

  Brittany Craig Houlihan Lawrence Inc.

  0 Bells Pond Rd, Livingston, NY 12534
• 

  

  /36

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  135 N Mountain Rd Unit 3, Copake Falls, NY 12517

  New to the market and cute as a button! This 1,300 sq.ft. single-story home was built in 1988. It boasts many recent upgrades while featuring one of the most beautiful fireplaces we've ever seen. Sited on a generous 6-acre parcel, the house is surrounded by an open yard and there is an old post and beam barn on the property. Distant western views should be possible with selective tree cutting.

  Margaret Avenia COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC

  135 N Mountain Rd Unit 3, Copake Falls, NY 12517
• 

  

  /18

  $500,000

  • Land
  • 31 Acres
  • $16,234 per Acre

  0 Manor Rock Rd Unit KEY824115, Craryville, NY 12521

  Wow!! What an amazing opportunity to own one of the iconic great buildable lots in Columbia County! This AMAZING bucolic escape is on a corner lot, at the intersection of Manor Rock Road and Maiers Road, with over 30 acres of peaceful land with STUNNING views of the Catskill Mountains that has great potential to be developed into an amazing private compound for generations to love or be

  Ronald Green KW MidHudson

  0 Manor Rock Rd Unit KEY824115, Craryville, NY 12521
• 

  

  /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

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