Columbia County NY Homes for Sale

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  /17

  $444,000

  • Land
  • 42.43 Acres
  • $10,464 per Acre

  0 Westfall Rd Unit KEY953146, Ancram, NY 12502

  42-plus acres in the heart of Ancram, New York. Farmland rich in history. With varying topography changes, this wooded parcel offers multiple home site possibilities that will afford buyers options in how they choose to live. Begin your journey by turning down the iconic dead-end dirt road. Savor the calm of a picturesque rural setting as you arrive at the entrance of your future home. Walk the

  Michael Tellerday Houlihan Lawrence Inc.

  0 Westfall Rd Unit KEY953146, Ancram, NY 12502
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  /27

  $519,000

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft

  51 Hay Press Rd, Craryville, NY 12521

  Tucked away on a quiet dead-end road, this beautifully updated 3-bedroom, 2-bath home offers the perfect balance of space, privacy, and modern comfort on 8.5 serene acres just 20 minutes south of Hudson. Thoughtfully renovated from top to bottom, the home features a brand new roof, siding, and septic system, along with a newly added split-unit heating and cooling system for year-round comfort.

  Marie Rodriguez Red Apple Realty

  51 Hay Press Rd, Craryville, NY 12521
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  /51

  $2,750,000 Open Sat 11AM - 1PM

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

  356 Slate Hill Rd, Chatham, NY 12037

  A rare opportunity to own a masterfully reimagined circa-1861 post-and-beam barn, transformedinto a one-of-a-kind luxury estate set on 89 pristine acres in the heart of Columbia County. Surrounded by sweeping pastoral views, open fields, and tranquil natural beauty, this exceptional property offers privacy, scale, and timeless craftsmanship. The residence spans approximately 6,000 square feet

  Anne Harrison Country Life Real Estate, LLC

  356 Slate Hill Rd, Chatham, NY 12037
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  /7

  $550,000

  • Land
  • 39.1 Acres
  • $14,066 per Acre

  Tbd W Hill Rd, Austerlitz, NY 12017

  If you've been dreaming of a private compound—or the flexibility of building your own home alongside an investment property—this rare 39-acre offering in Austerlitz opens the door to endless possibilities. The land is thoughtfully divided into two separate parcels of 19.55 acres each, set within a neighborhood known for its sweeping landscapes, privacy, and architecturally impressive

  Diana Polack Compass Greater NY, LLC

  Tbd W Hill Rd, Austerlitz, NY 12017
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  /29

  $489,000

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft

  20 8th St, Hudson, NY 12534

  Offered for the first time in many years, this Hudson 1890's Townhouse has much potential. Located on desirable Eighth Street in a quiet neighborhood of similar homes, yet within easy reach of the local amenities. Large back yard for entertaining, gardening, or your four legged friends. Bring your vision to take this charmer to its next chapter.

  Greg Kendall The Kinderhook Group, Inc.

  20 8th St, Hudson, NY 12534
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  /19

  $1,549,999

  • 3 Beds
  • 3.5 Baths
  • 2,108 Sq Ft

  181 Lockwood Rd, Craryville, NY 12521

  Set on a sprawling 6 acres, up a private driveway, off a quiet road, this sophisticated 2100 sq ft home ( 3 BR, 3.5 baths) was recently renovated for a turn key experience. Open floor plan on the first floor with natural light streaming through oversized windows. Vaulted ceilings. Chef's kitchen with island, quartz countertops, custom cabinetry, farmhouse sink, Bertozzoni stove, Miele dishwasher.

  Beth Cozzolino Gabel Real Estate

  181 Lockwood Rd, Craryville, NY 12521
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  /9

  $575,000

  • Land
  • 25.99 Acres
  • $22,124 per Acre

  0 Valley View Rd, Copake, NY 12516

  Building your dream home on this wonderful parcel that has a building envelope in place! Nestled in the heart of the picturesque Taconic Valley, this expansive 25-acre property offers a rare opportunity to create a custom sanctuary surrounded by the majestic peaks of the Taconic Range. This sprawling 25-acre parcel is the ultimate canvas for your vision. With a pre-established building envelope,

  Tia Nielsen Beach & Bartolo Realtors

  0 Valley View Rd, Copake, NY 12516
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  /31

  $1,699,900

  • 16 Beds
  • 13 Baths
  • 8,476 Sq Ft

  94 Main St, Philmont, NY 12565

  Prime Investment Opportunity in the Heart of Philmont An exceptional opportunity to acquire a fully leased, mixed-use portfolio. This offering includes three buildings located at 94 Main Street, 95-97 Main Street, and 100-102 Main Street, all generating stable income with upside potential for future growth. Property Breakdown: 94 Main StreetA two-story, approximately 4,800 SF, three-unit

  Jason Walch Coldwell Banker Advisor Realty

  94 Main St, Philmont, NY 12565
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  /49

  $800,000

  • 8 Beds
  • 8 Baths
  • 6,915 Sq Ft

  163 County Route 14, Hudson, NY 12534

  Rare offering! Versatile multi-unit property. Perfect for investors seeking strong rental income and long-term growth. The main building features five spacious one-bedroom units, each offering a generous layout and excellent rental income potential. Also included is a charming and spacious single-family home featuring three bedrooms and one and a half baths, making this an ideal owner-occupant

  Nicole Polito Coldwell Banker Village Green

  163 County Route 14, Hudson, NY 12534
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  /35

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,832 Sq Ft

  10 Barrington Dr, Copake, NY 12516

  The perfect spacious ranch house built in 1988. Well cared for and maintained. Solid construction. Large primary bedroom with over-sized dressing closet and ensuite full bath. Two well-sized guest bedrooms and a 2nd full bath. Formal Living room and Dining room, large kitchen with attached recreation room/2nd informal living room. Separate laundry room, 2 car attached garage, a full basement, a

  John Barbato Compass, Hillsdale

  10 Barrington Dr, Copake, NY 12516
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  /5

  $140,000

  • Land
  • 1.5 Acres
  • $93,333 per Acre

  25 Five Roses E, Ancram, NY 12502

  Ready to build, this 1.5-acre parcel is located on a peaceful country road in the scenic town of Ancram, Columbia County, New York. Board of Health approval is already in place for a four-bedroom residence, saving valuable time in the building process. The property is well-prepared with an installed septic system, existing well, driveway, and underground electric service run from the road to a

  Richard Brenner RICH BRENNER REALTY LLC

  25 Five Roses E, Ancram, NY 12502
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  /32

  $3,995,000

  • 5 Beds
  • 4.5 Baths
  • 6,518 Sq Ft

  167 New Concord Rd, East Chatham, NY 12060

  Perched High on a Hill, A Modern Sanctuary of Timeless Elegance. Set atop 74 acres of extraordinary privacy in the historic hamlet of New Concord, this refined center hall colonial commands sweeping views of rolling meadows, wooded trails, hay fields, and distant Catskill horizons. Bathed in sunlight throughout the day, the property offers a rare sense of peace and expansiveness, where nature,

  

  Joseph Briggs

  William Pitt Sothebys Intn'l

  (518) 735-6773

  167 New Concord Rd, East Chatham, NY 12060
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  /25

  $995,000

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft

  402 Washington St, Hudson, NY 12534

  Overlooking ten acres of city-owned green space, this serene and quiet passive house is just two blocks from the best restaurants and shops that Hudson has to offer. The site is entirely unique within Hudson, the terraced yard is exceptionally private and overlooks pastoral fields, and a small waterfall out back can be heard from the house. The backyard is enveloped by trees, this is one of a few

  Annabel Taylor Four Seasons Sotheby's Int.

  402 Washington St, Hudson, NY 12534
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  /5

  $650,000

  • Land
  • 2 Acres
  • $325,000 per Acre

  191 - C Columbia Turnpike, Greenport, NY 12534

  This 2.0-acre commercial tract is currently revenue-generating and operating as a Parking Area accommodating tractor-trailers and oversized vehicles for a neighboring business concernpotential to build. Additional land is available, including a 7200-square-foot warehouse garage building with 4.12 acres and a 12-acre lake on 24 plus adjoining acres. A month-to-month lease arrangement is currently

  

  Paul Barrett

  Houlihan Lawrence Inc.

  (518) 851-1739

  191 - C Columbia Turnpike, Greenport, NY 12534
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  /26

  $799,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,876 Sq Ft

  57 Wildflower Hill, Ancram, NY 12502

  Welcome to 57 Wildflower Hill, a stylish 3-bedroom, 2.5-bath retreat set on 3.34 secluded acres. Offering 1,876 square feet of refined country living, this beautifully updated home is ideal as a weekend escape or full-time residence. The reimagined lower level features hardwood floors, beamed ceilings, and an open living, dining, and kitchen layout. The modern kitchen showcases blue cabinetry,

  Dominick DiFilippo Keller Williams Realty Partner

  57 Wildflower Hill, Ancram, NY 12502
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  /28

  $1,275,000

  • 1 Bed
  • 2 Baths
  • 1,700 Sq Ft

  401 Collins St Unit Stop 11, Hillsdale, NY 12529

  Discover a truly singular retreat: a 1,700-square-foot, octagonal contemporary barn residence designed and built by a noted architectural designer. Set deep within more than four acres of pristine woodlands on one of Columbia County's most coveted roads, this home offers the rare combination of modern architecture, privacy, and effortless living. Expansive pivoting picture windows invite a

  Pamela King-Belfor Four Seasons Sotheby's Int.

  401 Collins St Unit Stop 11, Hillsdale, NY 12529
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  /10

  $1,590,000

  • Land
  • 1.83 Acres
  • $868,852 per Acre

  469 Fairview Ave, Hudson, NY 12534

  Seller will entertain a 99 yr ground lease or will hold paper. Prime Commercial Property in Hudson, NY with frontage on 2 roads plus traffic light, Fairview Ave and Joslen Blvd, with high visibility. Flat, 1.83 acres zoned for commercial use and is ready to build. 2 curb cuts for easy access. Ideal for gas station, convenience store, or any other retail business that LOVES high traffic counts!

  Michael Castellano Gilcrest Properties

  469 Fairview Ave, Hudson, NY 12534
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  /28

  $1,275,000

  • 1 Bed
  • 2 Baths
  • 1,700 Sq Ft

  401 Collins St, Hillsdale, NY 12529

  Discover a truly singular retreat: a 1,700-square-foot, octagonal contemporary barn residence designed and built by a noted architectural designer. Set deep within more than four acres of pristine woodlands on one of Columbia County’s most coveted roads, this home offers the rare combination of modern architecture, privacy, and effortless living. Expansive pivoting picture windows invite a

  Pamela King-Belfor Four Seasons Sothebys Intl

  401 Collins St, Hillsdale, NY 12529
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  /3

  $45,000

  • Land
  • 1.95 Acres
  • $23,077 per Acre

  L4 County Route 5, Canaan, NY 12029

  Almost 2 acres on scenic County 5 populated with nicer homes and properties. This is a wooded lot on an incline with a nice setting for a future home. Route 5 is close to the Berkshires, not far from Albany, the TSP and Thruway. Tennessee Pipeline borders property.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  L4 County Route 5, Canaan, NY 12029
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  /30

  $126,500

  • 3 Beds
  • 1.5 Baths
  • 884 Sq Ft

  75 Winslow Rd Unit 40, East Nassau, NY 12062

  Almost new 2024 single-wide manufactured home offering 3 bedrooms and 1.5 baths in pristine, move-in-ready condition. Tucked away at the end of a quiet dead-end street, this home provides added privacy and a peaceful setting, backing to wooded surroundings and the scenic Kinderhook Creek. The thoughtfully designed floor plan offers comfortable, open living space, modern finishes, and abundant

  Faith Adamec RE MAX CAPITAL

  75 Winslow Rd Unit 40, East Nassau, NY 12062
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  /13

  $219,000

  • 7 Beds
  • 3 Baths
  • 1,530 Sq Ft

  14598 New York 22 Unit 1, New Lebanon, NY 12125

  Nice investment property in this two family home. Live in one side and rent out the other, or rent out both sides. One apartment is presently rented. There is a garage. Large back yard. House needs some upgrades. Walking distance to downtown New Lebanon. Right in the heart of town. Minutes to the Berkshires and skiing, close to TSP, I-90, Thruway, Albany, Hudson.

  Leonard Brown Berkshire Hathaway HomeService

  14598 New York 22 Unit 1, New Lebanon, NY 12125
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  /12

  $219,000

  • 3 Beds
  • 1 Bath
  • 3,060 Sq Ft

  14598 State Route 22 Unit 1, New Lebanon, NY 12125

  Nice investment property in this two family home. Live in one side and rent out the other, or rent out both sides. One apartment is presently rented. There is a garage. Large back yard. House needs some upgrades. Walking distance to downtown New Lebanon. Right in the heart of town. Minutes to the Berkshires and skiing, close to TSP, I-90, Thruway, Albany, Hudson.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  14598 State Route 22 Unit 1, New Lebanon, NY 12125
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  /47

  $278,000

  • 2 Beds
  • 1 Bath
  • 598 Sq Ft

  26 Rose St, Niverville, NY 12130

  Lakefront Handyman special. Rare opportunity to own direct lakefront property on beautiful Lake Kinderhook. This .21 acre lot features private lake frontage, your own dock, an unbeatable view across the water. The existing 600 sq-ft cottage has well & septic system in place & being sold as is. This home is owned by listing agent. Sold AS IS

  Margaret Guerra Trevett Group LLC

  26 Rose St, Niverville, NY 12130
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  /38

  $925,000

  • 4 Beds
  • 2.5 Baths
  • 2,189 Sq Ft

  308 Shaker Ridge Dr, Canaan, NY 12029

  Significant price reduction. Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. Relax or entertain on expansive multi‑level decks that overlook the water, perfect for a weekend retreat or full‑time lakeview living. The open floor plan and walls of windows flood the main living area with natural light and

  Sharon McArdle Berkshire Hathaway Home Services Blake

  308 Shaker Ridge Dr, Canaan, NY 12029
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  /31

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  797 State Route 203, Spencertown, NY 12165

  Charming 1923 Sears Arts & Crafts Bungalow - A rare and beautifully preserved home that radiates character, craftsmanship, and warmth. Nestled in the peaceful Spencertown hamlet this sears and roebuck home holds historic charm with thoughtful updates for today's lifestyle. Step inside through the inviting front porch(enclosed for year-round enjoyment) and experience the glow of original woodwork,

  

  Jack Yao

  Realmart Realty, LLC

  (518) 665-3184

  797 State Route 203, Spencertown, NY 12165
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  /34

  $589,900

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

  66 Anthony St, Hillsdale, NY 12529

  This home on almost 4 acres with a private pond and scenic mountain and sunset views year-round, also abuts the Harlem Valley Rail Trail. It is withinwalking distance to the village of Hillsdale. Including the Roe Jan Brewing Co. IGA, the Hillsdale House, and the town park. Less then 5-min driveto Catamount; 25 min to Hudson NY, and 20 min to Great Barrington MA.

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  66 Anthony St, Hillsdale, NY 12529
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  /87

  $529,000

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  349 Gahbauer Rd Unit 45, Hudson, NY 12534

  A Beautiful 3 to 4 Bedroom Home with a 2 Story Guest House on 2.38 Acres with a Pond! The home features a bright and cozy living room that walks out to the patio, an eat-in kitchen with an island, a family room or a 4th bedroom, a laundry room, and a utility room. The guest house features a a living room and a kitchen on the 1st floor and a bedroom and a bath on the 2nd floor. The guest house has

  Ted Banta RVW Select Properties

  349 Gahbauer Rd Unit 45, Hudson, NY 12534
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  /35

  $799,000

  • 6 Beds
  • 2 Baths
  • 2,416 Sq Ft

  843 Union St, Hudson, NY 12534

  Immaculate, income-producing townhouse, plus a separate lot with a barn on Hudson's Union Street...now available! Walkable to everything Hudson offers, this two-family residence is in excellent condition and ready for your further refinements. The upstairs unit is unoccupied and freshly renovated, featuring hardwood floors throughout and a deck in back. The downstairs unit is in similar condition

  Andrew Edwards Tri Hudson Realty, LLC

  843 Union St, Hudson, NY 12534
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  /29

  $750,000

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

  11 Dunbar Rd, Hudson, NY 12534

  Tucked away in the heart of Columbia County, 11 Dunbar Rd offers a truly rare opportunity to own a legacy property with space, views, and remarkable development potential. Set on 31.5 private acres, this 4-bedroom, 2 bath farmhouse colonial home is gracefully positioned off the road, creating a peaceful retreat with Catskill and Berkshire Mountain views. The home has remained in the same family

  Heather Davala Davala Real Estate, LLC

  11 Dunbar Rd, Hudson, NY 12534
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  /32

  $705,000 Open Sun 12:30PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,800 Sq Ft

  16 Lucas Ln, Claverack, NY 12534

  A quiet study in balance and beauty, this newly built home offers a refined interpretation of modern country living—where thoughtful design meets effortless comfort. Conceived for those who appreciate restraint as much as detail, the home unfolds as a serene, retreat grounded in light, proportion, and materiality. On the main level, an open-plan layout flows beneath lofty ceilings, creating a

  Pamela King-Belfor Four Seasons Sotheby's Int.

  16 Lucas Ln, Claverack, NY 12534
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  /8

  $549,000

  • Land
  • 79 Acres
  • $6,949 per Acre

  Greeley Road Rte 27, Craryville, NY 12521

  RARE FIND! R-3 Zoning! Build your dream home on this beautiful 79-acre land with views of the Catskills & Berkshire Mountains! Can be subdivided for residential development with proper permits. Enjoy amazing sunsets, biking, hiking, rock walls, and trails for quadding or hunting. Minutes from the town of Hudson, Lake Taconic State Park, resorts, and an easy commute to Albany! Tons of potential to

  Gina Coletti, Ph.D., CBR GC Advisory Group Inc

  Greeley Road Rte 27, Craryville, NY 12521
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  /2

  $70,000

  • Land
  • 2.2 Acres
  • $31,818 per Acre

  1300 Route 9, Hudson, NY 12534

  Offered at $2.3 million, this over 2-acre vacant residential parcel is located along Route 9 in Hudson, New York. Set in a quiet neighborhood, the property offers an excellent opportunity for residential development with easy access to major travel routes. Ideal for buyers seeking spacious land in a peaceful Hudson Valley setting.

  Jay Batra Batra Real Estate

  1300 Route 9, Hudson, NY 12534
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  /39

  $5,950,000

  • 5 Beds
  • 4.5 Baths
  • 6,438 Sq Ft

  890 Bald Mountain Rd, Austerlitz, NY 12017

  Welcome to Bald Mountain Estate, an extraordinary private compound spanning 85 breathtaking acres overlooking the Hudson Valley and the Berkshire Hills. This four-building, ultra-contemporary estate epitomizes modern country luxury, featuring floor-to-ceiling glass walls and a steel infrastructure that creates a distinctive blend of rustic elegance and architectural sophistication. The

  Janet Kain The Kinderhook Group, Inc.

  890 Bald Mountain Rd, Austerlitz, NY 12017
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  /14

  $409,000

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

  2262 New York 66, Ghent, NY 12075

  The possibilities are endless with this well maintained 1890's property; live on the first floor, rent out the 2nd floor apartment. The barn would make a beautiful artist studio or the perfect workspace. New kitchens, new baths, new floors, fresh paint and a great feel to the place. Located in the Hamlet of Ghent, steps away from the Bartlett House, The Ghent Playhouse, minutes from Art Omi and

  Andrea Gabel Gabel Real Estate

  2262 New York 66, Ghent, NY 12075
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  /17

  $540,000

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  85 Eastern Pkwy, Germantown, NY 12526

  Full of charm and possibility, this converted schoolhouse offers a rare chance to bring your vision to a truly special property. With 3 beds, 2 baths, an open kitchen with vaulted ceilings, cozy wood stove, and pastoral views across 2 acres, the setting is serene. Tiered landscaping, an in-ground pool, barn, and artist studio provide incredible potential. Located in the charming hamlet of

  Dxina Mannello Patricia A. Hinkein Realty

  85 Eastern Pkwy, Germantown, NY 12526
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  /29

  $189,000

  • 5 Beds
  • 1 Bath
  • 2,236 Sq Ft

  31 Albany Turnpike, Old Chatham, NY 12136

  Fantastic colonial fixer upper with 5-bedrooms and one bath located in Chatham School District. Plenty of room for everyone. Light & bright kitchen with fir floors. Bedroom on first floor. Big back yard. Ready to make it your own.

  Anne Harrison Country Life Real Estate, LLC

  31 Albany Turnpike, Old Chatham, NY 12136
• 

  

  /21

  $439,000

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  13149 New York 22, Canaan, NY 12029

  Welcome to 13149 NY 22, Canaan, NY 12029—a beautifully updated 3-bedroom, 1.5-bath ranch set on two open, usable acres. This home has been thoughtfully refreshed from top to bottom, offering true ease of living in a peaceful countryside setting. Step inside to find gleaming wood floors throughout, freshly painted interiors, and renovated bathrooms with crisp, modern finishes. The efficient

  Jessie Bennett William Pitt Sothebys Intn'l

  13149 New York 22, Canaan, NY 12029
• 

  

  /65

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  315 Lower Cady Rd, Old Chatham, NY 12136

  Enjoy serene country living in this well-maintained 3-bedroom, 2.5-bath raised ranch on 1.5 acres with a picturesque front pond. Built in 1978, the home offers 1,476 sq ft with pristine hardwood floors, a bright open layout, and a spacious kitchen with ample counters and a breakfast bar. The finished lower level provides added living space with a wood-burning fireplace, entertainment bar, half

  Joanne Bongalo KW Platform

  315 Lower Cady Rd, Old Chatham, NY 12136
• 

  

  /10

  $3,600,000

  • 4 Beds
  • 2 Baths
  • 3,200 Sq Ft

  90 W End Rd, Hillsdale, NY 12529

  For the first time on the market in 50 years, Underwood Farm, with its late 18th century cedar shake 3200 square foot salt box house, is 281 acres of primo hilltop exposure. Driving the property, the entire expanse is the high ground between West End Road and Rockledge Road with its equal parts woods, open meadows and fields with the rolling Taconics to the East. Below, the neighborhood is

  Parker Meyer Four Seasons Sotheby's Int.

  90 W End Rd, Hillsdale, NY 12529
• 

  

  /41

  $1,895,000

  • 6 Baths
  • 9,064 Sq Ft

  78-90 Green St, Hudson, NY 12534

  Fabulous 9,300 sf of flexible mixed-use space with ample parking and 158 feet of prime frontage in the heart of bustling Hudson. This income-generating complex is centered around a modern 5,000 sf warehouse/studio unique to Hudson, along with 6 office suites, a gallery and a popular new restaurant. Moreover, the property enjoys mixed-use zoning, giving full flexibility for additional commercial

  Peter Darrell Tri Hudson Realty, LLC

  78-90 Green St, Hudson, NY 12534

Showing Results 161 - 200, Page 5 of 11