Columbia County NY Homes for Sale with Parking

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  /37

  $689,365

  • 5 Beds
  • 3.5 Baths
  • 2,964 Sq Ft

  118 Old Shaker Rd, New Lebanon, NY 12125

  Historic eyebrow colonial with deep Shaker heritage. Stunning views, privacy, mature flowering trees, mountain and valley views, gazebo, all add to the special qualities of this one of a kind property. Built in the 1800's this gem boasts a quaint country kitchen, butcher block counters, original wood floors, views out every window. 3.5 baths, 5 bedrooms, oversize 2 car garage with work space.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  118 Old Shaker Rd, New Lebanon, NY 12125
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  /37

  $350,000

  • 4 Beds
  • 2 Baths
  • 1,542 Sq Ft

  44 Apple Meadow Rd, Hudson, NY 12534

  Beautiful home features 4 Bedrooms and 2 bathrooms, encompassing 1,542 sq. ft. on a generous .82 acre lot. This home presents exceptional potential, particularly for first-time homebuyers seeking move in ready property with opportunities for personal customization, though minor cosmetic renovations may be needed. Conveniently situated just 10 minutes from the vibrant Warren Street in Hudson NY,

  Robert Taylor KW Platform

  44 Apple Meadow Rd, Hudson, NY 12534
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  /32

  $550,000

  • 4 Beds
  • 2 Baths
  • 4,008 Sq Ft

  2948 County Route 9, East Chatham, NY 12060

  4,008+/- sqft 1850 Greek Revival in excellent condition w/large, open, bright rooms... first level incl wood-burning fireplace in large family rm off formal LR off spacious eat-in Cherry kitchen w/Shaker cabinetry. Updated/bright lighting throughout. 2nd incl 4 large BRS or offices if rented out. 2 full and 2 half baths. HW floors throughout. Private rear deck. POST & BEAM BARN off large parking

  Natalia de Amorim Preferred Country Properties

  2948 County Route 9, East Chatham, NY 12060
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  /33

  $409,000

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft

  4018 Chatham St, Valatie, NY 12184

  Solid brick bungalow with classic charm and modern upgrades. Enjoy your covered front porch that adds charm and extra space. Step into gleaming hardwood floors, a wood burning fireplace, large dining room open to the living room, and a bonus walk up attic with endless possibilities! Large 2 car garage. Conveniently located within walking distance to downtown Valatie with restaurants and shopping.

  Alvis Milligan Vera Cohen Realty, LLC

  4018 Chatham St, Valatie, NY 12184
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  /34

  $575,000

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

  297 Turkey Hill Rd, Red Hook, NY 12571

  Set on over an acre of private land at 297 Turkey Hill Rd in Red Hook, this inviting country retreat captures the relaxed rhythm and natural beauty of the Hudson Valley. Just minutes from the Taconic State Parkway for an easy ride to NYC, the property is surrounded by rolling countryside and close to hiking trails, state parks, and skiing, making it the perfect weekend escape or full-time

  Michael Castellano Gilcrest Properties

  297 Turkey Hill Rd, Red Hook, NY 12571
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  /37

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  263 Old Hudson Turnpike, Canaan, NY 12029

  PRICE CHANGE!!!Newly remodeled from top to bottom. Well known area top builder is the owner.Beautiful flat lot, protected on one side by a conservancy. Move in and live maintenance free for many years. 3 beds, 2 full baths. One bed and bath on the first floor. Light and bright in every room. Basement fully insulated, whole house is energy efficient. Semi private but close to everything.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  263 Old Hudson Turnpike, Canaan, NY 12029
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  /35

  $498,000

  • 4 Beds
  • 2.5 Baths
  • 1,496 Sq Ft

  59 New Forge Road 1, Ancram, NY 12502

  Lovingly cared for and cherished across multiple generations, this home is now ready to welcome its next owners. Surrounded by beautifully maintained grounds with lush perennial gardens and mature landscaping, this spacious 4 bedroom, 2.5 bath property offers a wonderful blend of privacy and accessibility, located just 3 miles from the Taconic State Parkway and a short drive to Lake Taghkanic

  Beth DeMatteo Berkshire Hathaway Home Services Blake

  59 New Forge Road 1, Ancram, NY 12502
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  /36

  $1,475,000

  • 2 Beds
  • 2.5 Baths
  • 3,044 Sq Ft

  314 Warren St, Hudson, NY 12534

  A jewel on one of Warren Street’s most coveted blocks, this rare Greek Revival live/work building offers just over 3,000 square feet across two beautifully composed levels, with refined retail below and a sun-filled home above. Adjacent to The Maker Hotel and just steps from the cultural hub of Hudson Hall, this address sits in the heart of Warren Street’s vibrant core. Morning coffee and

  OLIVER BROWN Houlihan Lawrence Inc.

  314 Warren St, Hudson, NY 12534
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  /69

  $2,995,000

  • 4 Beds
  • 3 Baths
  • 3,641 Sq Ft

  88 Mac Brown Rd, Claverack-Red Mills, NY 12513

  Welcome to Wolverton Creative Compound, a 119-acre estate in Claverack, NY, offering total privacy, wide southern light, integrated live-work studios, and a large swimmable pond with pebble beach. The 1830s farmhouse features four bedrooms, two baths, original moldings and Dutch doors, a whole-house water filter, and a bright layout for indoor-outdoor living. A fully insulated studio barn is

  Anthony D'Argenzio Houlihan Lawrence

  88 Mac Brown Rd, Claverack-Red Mills, NY 12513
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  /50

  $1,695,000 Open Sat 1PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,608 Sq Ft

  46 Collins St, Hillsdale, NY 12529

  Welcome to Nobletown Farmhouse, a circa 1850 home on 2+ peaceful acres in prime Hillsdale, on one of Columbia County's prettiest country roads. This beautifully updated four-bedroom, three-bath antique farmhouse showcases the elegant proportions and craftsmanship of mid-19th century architecture, with designer finishes, modern systems, and a full complement of additional structures that make it a

  Anthony D'Argenzio Houlihan Lawrence, Inc

  46 Collins St, Hillsdale, NY 12529
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  /49

  $2,000,000

  • 3 Beds
  • 4 Baths
  • 4,220 Sq Ft

  1202 Jackson Corners Rd, Red Hook, NY 12571

  Welcome to an exceptional waterfront retreat in the heart of Red Hook, where refined design meets effortless lifestyle. Nestled along the serene Roe Jan Kill as it winds through your backyard, this remarkable residence offers picturesque water views and a setting that feels both private and inspiring. Living like a three-bedroom home, the layout is thoughtfully designed with generous proportions,

  Christopher Ferraro RE/MAX Town & Country

  1202 Jackson Corners Rd, Red Hook, NY 12571
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  /30

  $440,000

  • 8 Beds
  • 4 Baths
  • 2,840 Sq Ft

  142 Main St, Hudson, NY 12534

  142 Main Street, Philmont, NY 12565 Fully Rented 4-Unit Investment Opportunity Turn-key multi-family property in the heart of Philmont featuring four fully rented units with strong rental income and diverse layouts. Ideal for investors seeking immediate cash flow in a centrally located village setting. This building offers: Unit 1 (1st Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 2 (2nd

  Heather Davala Davala Real Estate

  142 Main St, Hudson, NY 12534
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  /17

  $650,000

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

  233 Columbia St, Hudson, NY 12534

  Just moments from the energy and culture of Warren Street, this fully occupied four unit property offers both immediate income and long-term potential in the heart of Hudson. Each unit is currently month to month tenant occupied, creating a seamless turnkey opportunity for investors seeking stable cash flow in one of the Hudson Valley's most sought-after markets. Set within walking distance to

  Carrie Dandridge Find Advisors

  233 Columbia St, Hudson, NY 12534
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  /43

  $439,500

  • 3 Beds
  • 2 Baths
  • 1,786 Sq Ft

  26 Rapp Rd, Austerlitz, NY 12017

  Nestled on 3.6 acres on a private quiet road, this charming 3 bedroom, 2 bath rustic retreat offers the perfect blend of country living and modern convenience. As the second-to-last home on the road, you'll enjoy exceptional privacy with virtually no traffic, all within the Chatham School District. Extensively updated in 2023, this home is truly move-in ready. Major improvements include a new

  Tara Schubnel eXp Realty

  26 Rapp Rd, Austerlitz, NY 12017
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  /37

  $299,999

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  1941 State Route 66, Ghent, NY 12075

  Affordable country living with room to grow in the heart of Columbia County!Set on a scenic and private 1-acre lot, this well-maintained 3-bedroom, 2-bath home built in 2005 offers the perfect balance of comfort, space, and opportunity. Whether you're searching for a full-time residence, weekend retreat, or investment property, this home delivers the peaceful lifestyle today's buyers crave

  Angela Gonyo Wolf River Real Estate, LLC

  1941 State Route 66, Ghent, NY 12075
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  /35

  $375,000

  • 6 Beds
  • 2.5 Baths
  • 1,302 Sq Ft

  248 Maple Ln, Valatie, NY 12184

  This spacious home offers 6 bedrooms and 2.5 bathrooms, providing flexible living options for today's needs. The former attached garage has been thoughtfully converted into an in-law apartment, ideal for extended family, guests, or additional living space. A detached one-car garage adds convenience and extra storage. Conveniently located with easy access to local amenities, this property offers

  Sonny Patel Empire Real Estate Firm LLC

  248 Maple Ln, Valatie, NY 12184
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  /36

  $445,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  127 Queechy Shores, Canaan, NY 12029

  Welcome to Queechy Lake Cottage, a vintage Hudson Valley retreat on Queechy Lake in Northern Columbia County. Built in the 1930s on land that once served as a boys' camp, this charming cottage offers indoor-outdoor living with three bedrooms, a full bathroom, and peaceful lake access. The open living area has vaulted ceilings, warm wood paneling, and a lovely screened porch with mahogany wood

  Anthony D'Argenzio Houlihan Lawrence

  127 Queechy Shores, Canaan, NY 12029
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  /51

  $615,000

  • 3 Beds
  • 3 Baths
  • 2,744 Sq Ft

  698 Fischer Rd, Kinderhook, NY 12106

  Set on a private two-acre, private wooded parcel, this expansive 2,700+ sq ft home is located in highly desirable Columbia County and offers space, privacy, and exceptional entertaining potential. Ideal for large families or those who love to host, the home features a stunning 25x30 great room and a generous 25x18 eat-in kitchen, perfect for gatherings of any size. Hardwood floors flow throughout

  Jacob Van Patten Coldwell Banker Prime Properties

  698 Fischer Rd, Kinderhook, NY 12106
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  /32

  $499,999

  • 3 Beds
  • 1.5 Baths
  • 1,378 Sq Ft

  28 Hennett Rd, Valatie, NY 12184

  Builder-owned and meticulously maintained, this 3-bedroom, 2-bath home sits on 3.15 private acres on beautiful Hennett Road, just 5 minutes from the Village of Kinderhook.** Solid construction, excellent bones, and pride of ownership throughout—ready for cosmetic updates to make it your own. Offered for the first time in over 40 years. **Property Highlights:** * 3 bedrooms | 2 full baths*

  Elizabeth Hendler Berkshire Hathaway Home Services Blake

  28 Hennett Rd, Valatie, NY 12184
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  /63

  $1,950,000

  • 19 Beds
  • 7 Baths
  • 6,192 Sq Ft

  514 State St, Hudson, NY 12534

  Fully Renovated Apartment House with six three-bedroom apartments and one one-bedroom unit. The three-bedroom units have one larger bedroom with two smaller bedrooms or offices. The one-bedroom apartment in the basement level, which is above grade in the rear. The renovated barn, in the rear of the building is currently rented as art studio space, brings the total rentable units to eight. Classic

  Victor Mendolia The Kinderhook Group, Inc.

  514 State St, Hudson, NY 12534
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  /42

  $995,000

  • 3 Beds
  • 3 Baths
  • 1,725 Sq Ft

  315 State St, Hudson, NY 12534

  A Hudson Muse - Two structures, One Vision: a private compound of architecture and artistry just two blocks from Hudson’s vibrant Warren Street, where light, texture, and unexpected design create a home equally suited to full-time living, weekend escape, or effortless hosting. Filled with natural light, the two-bedroom, two-bath main house offers high ceilings, original exposed beams, and

  Nancy Felcetto Brown Harris Stevens HV LLC

  315 State St, Hudson, NY 12534
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  /19

  $2,279,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  1030 County Route 27a, Ancram, NY 12502

  Welcome to Beaver Mountain Farms, a premier Hudson Valley farm property set on over 41 acres in the highly desirable town of Ancram, Columbia County, NY. This exceptional offering blends timeless country charm with modern functionality and extraordinary versatility—ideal for a working farm, equestrian estate, agricultural venture, artist retreat, or private weekend escape just minutes from

  Arleen Shepley Elyse Harney Real Estate

  1030 County Route 27a, Ancram, NY 12502
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  /51

  $2,750,000

  • 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, thisexceptional property offers privacy, scale, and timeless craftsmanship.The residence spans approximately 6,000 square feet across

  Philip Feiner COUNTRY LIFE REAL ESTATE LLC

  356 Slate Hill Rd, Chatham, NY 12037
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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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  /28

  $5,950,000

  • 6 Beds
  • 6 Baths
  • 6,309 Sq Ft

  890 Bald Mountain Rd, Austerlitz, NY 12017

  Located in a private gated community of large acreage land holders, this exquisite enclave of 3 homes, on 84 acres, hasbeen listed in Interior Design magazine. The main house is a stunning post and beam contemporary home, combining steel, glass, wood and stone panels. It overlooks the gunite pool, surrounded by stone walls and the two additional designed and inviting cottages. Continuing past

  Janet Kain The Kinderhook Group, Inc.

  890 Bald Mountain Rd, Austerlitz, NY 12017
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  /50

  $589,900

  • 3 Beds
  • 2.5 Baths
  • 2,506 Sq Ft

  66 Anthony St, Hillsdale, NY 12529

  This home on almost 4 acres with a private pond and scenic mountain views year-round, also abuts the Harlem Valley Rail Trail. It is within walking distance to the village of Hillsdale. Including the Roe Jan Brewing Co. IGA, the Hillsdale House, and the town park. Less then 5-min drive to 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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  /46

  $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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  /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

  • 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 Sothebys Intl

  16 Lucas Ln, Claverack, NY 12534
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  /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
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  /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
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  /30

  $600,000

  • 3 Beds
  • 3.5 Baths
  • 2,442 Sq Ft

  322 Arcadia Dr, Ancramdale, NY 12503

  Waterfront living at it's finest at desirable Long Lake. The main reason owners love Long Lake is because it is truly the only waterfront community in Columbia County which offers maintenance free living. The HOA takes care of all exterior maintenance such as snow plowing, landscaping, pool and amenities upkeep which leaves you with the job of enjoying your free time on the screen porch,

  Jennifer Capala William Pitt Sothebys Int Rlty

  322 Arcadia Dr, Ancramdale, NY 12503
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  /25

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,914 Sq Ft

  4649 County Route 9, East Nassau, NY 12062

  NEW LOWER PRICE!! Easy one floor living in this sprawling ranch. On nearly 7 acres with an oversized kitchen and living room there is plenty of space for large gatherings. Mostly original hardwood floors. Three bedrooms, one full bath. This is a handyman's dream. It includes a spacious finished attic to make into an office, work out room, or another bedroom. Large garage with work area. Barn and

  Sharon McArdle Berkshire Hathaway Home Services Blake

  4649 County Route 9, East Nassau, NY 12062
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  /59

  $2,795,000

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

  433 Rapp Rd, Valatie, NY 12184

  Welcome to Hardwicke Farmhouse, an exceptional Greek Revival farmhouse on more than eight acres, with origins dating back to the 1740s. A striking mid-century modern addition by renowned architect John Messick, a contemporary visionary with I. M. Pei, introduces bold architectural lines and a silo-inspired great room filled with natural light and sweeping views. Historic rooms feature hand-hewn

  Anthony D'Argenzio Houlihan Lawrence

  433 Rapp Rd, Valatie, NY 12184
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  /19

  $359,000

  • 4 Beds
  • 2 Baths
  • 1,434 Sq Ft

  3264 County Route 7, Ancram, NY 12502

  Welcome to Copake Lake Cottage, stylishly renovated Circa 1965 mid-century modern cottage fully renovated in 2025, and just a 5-minute walk to Copake Lake! 4 bedrooms, 2 bathrooms, new furnace, new roof etc. detached 1+ car garage. This 1,434-square-foot turnkey home is ready for the next owner. First floor layout is 1,182 square feet with a good sized eat-in kitchen, large living room with

  Margaret Bower Avenia Columbia County RE Specialist

  3264 County Route 7, Ancram, NY 12502
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  /30

  $574,900

  • 5 Beds
  • 2 Baths
  • 2,156 Sq Ft

  544 State St, Hudson, NY 12534

  Prime Hudson location. Steps from Warren Street and close to riverfront parks, dining, art, and shopping. 544 State St offers a two family with one unit over another, built with early 1900s charm and solid scale. Classic gable lines brim the exterior, along with scalloped detail, and a welcoming front porch. Each unit holds tall ceilings, natural light, and a smart layout. Upstairs, a bright

  Rebecca Sullivan KW Platform

  544 State St, Hudson, NY 12534
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  /46

  $1,450,000

  • 7 Beds
  • 5.5 Baths
  • 6,005 Sq Ft

  126 Shaker Ridge Dr, Canaan, NY 12029

  Welcome to Cannondale Compound. Set on 20 private acres with far-reaching mountain views, this 7,300-square-foot architectural retreat is ideally suited for large gatherings. Designed with soaring modernist lines and exceptional craftsmanship, the home offers multiple living and dining areas, seven bedrooms across two connected wings, expansive porches and balconies, and both indoor and outdoor

  Anthony D'Argenzio Houlihan Lawrence, Inc

  126 Shaker Ridge Dr, Canaan, NY 12029
• 

  

  /21

  $1,475,000

  • 4 Beds
  • 3 Baths
  • 2,204 Sq Ft

  48 Konig Rd, Ghent, NY 12075

  Days by streams are days well spent. Designed and built by a local master craftsman, this farmhouse fulfills your country dream. Lofty exquisite kitchen. Oversized windows. Deck over looking the stream. Upstairs, large bedrooms and beautifully tiled baths. A guest space over the garage gives anyone a place of their own. Incredible attention to detail. Centrally located, 15 minutes to Hudson, 5

  Andrea Gabel Gabel Real Estate

  48 Konig Rd, Ghent, NY 12075

Showing Results 41 - 80, Page 2 of 3