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35 listings found
  • For Sale

    310 Carpenter Hill Road

    Pine Plains, New York 12567

    $5,600,000

    Nestled on top of Carpenter Hill, with unparalleled views of Stissing Mountain, the Catskills and the surrounding farmland, sits this country estate on 24.78 acres. The traditional, cedar shake 6,310 square foot home exudes elegance exhibited through the well proportioned rooms with 9’4” ceiling height, exceptional craftmanship and attention to detail found throughout the home. […]

    • Bed5
    • Bath5
    • Sqft6,310
    • Acres24.78
    • MLS842444
  • For Sale

    570 Pumpkin Lane

    Clinton Corners, New York 12514

    $4,945,000

    Sited on one of the most beautiful parcels in the Hudson Valley, this idyllic estate on a quiet country lane offers endless possibilities with the features of a mini-resort. Set on a knoll overlooking a gorgeous, spring-fed pond complete with gazebo, swing and swim-up dock, this historic country retreat includes the circa 1860 main house, […]

    • Bed6
    • Bath5
    • Sqft4,208
    • Acres85.83
    • MLSH6328965
  • For Sale

    250 A Island Dr

    Craryville, New York 12521

    $4,250,000

    New construction home on a private gated island with the possibility to customize further for 2026 completion.Exclusive location on a private island in the middle of the only water ski motor boat lake in Columbia County. A contemporary house on 1.1 acres with a large private dock and over 120ft of direct water frontage on […]

    • Bed5
    • Bath6
    • Sqft6,124
    • Acres1.10
    • MLS156136
  • For Sale
    Virtual Tour

    311 County Route 13

    Old Chatham, New York 12136

    $3,100,000

    Tucked into the heart of the Hudson Valley, where life slows and nature flourishes, lies Foxglove & Fern a breathtaking 101-acre sanctuary. As you follow the circular driveway, rolling meadows, ancient trees, and a shimmering private pond welcome you to a world of serenity.More than a home, this estate is a legacya place where generations […]

    • Bed7
    • Bath4
    • Sqft5,188
    • Acres101.00
    • MLS156207
  • For Sale

    470 Harrington Drive

    Austerlitz, New York 12017

    $2,999,000

    A Classic Modern Farmhouse with Incredible Views – This home has been thoughtfully updated to provide a seamless blend of style and comfort. The property features a resplendent in-ground pool, a spacious swim pond, and a three-car garage with an inviting guest suite above.The main residence welcomes you with a charming wrap-around porch and an […]

    • Bed4
    • Bath5
    • Sqft3,000
    • Acres31.33
    • MLS153203
  • For Sale

    53 Brooks Road

    Pine Plains, New York 12567

    $2,995,000

    Welcome to Library Valley Estate, a creative 3-home compound in Dutchess County, NY. This serene, terraced property features a lovingly restored 19th-century farmhouse, a spacious barn-style home with a vaulted ceiling and oversized sliding glass doors, and a cozy loft studio, each offering stunning views of the rolling meadows. Enjoy a heated gunite pool, mature […]

    • Bed6
    • Bath6
    • Sqft4,000
    • Acres67.70
    • MLSH6332000
  • For Sale

    35 Harlemville Road

    Claverack, New York 12529

    $2,995,000

    Where Norman charm meets Hudson Valley splendor, “Dragonfly” stands as a fine example of country living – a rare 130-acre estate that marries grand European sophistication with the pastoral beauty of Claverack. Just twenty minutes from the cultural centers of Hudson and the Berkshires, this property strikes a balance between secluded sanctuary and connected countryside […]

    • Bed5
    • Bath6
    • Sqft7,200
    • Acres129.50
    • MLS155308
  • For Sale

    “lift House” Bulls Head Road

    Clinton Corners, New York 12514

    $2,495,000

    “Lift House,” a soon-to-be-built residence, embodies modernism in its purest form, blending natural elements with contemporary design in perfect harmony. Set on 14 acres, the home appears to rise from the earth itself, its elevated floor plan enhancing its connection to the landscape. Warm Accoya wood siding spirals around the structure, supported by two muted […]

    • Bed4
    • Bath5
    • Sqft3,820
    • Acres13.84
    • MLS811877
  • For Sale

    250 Island Drive

    Craryville, New York 12521

    $2,495,000

    Rarely available private gated island property, offered below market value.Sought after and water-front home on a private island in the middle of the only high-speed motor boat lake in Columbia County. A modern lake cottage and carriage house on 1.1 acres with four-season hot tub, large private dock and over 100ft of direct water frontage.The […]

    • Bed3
    • Bath3
    • Sqft2,720
    • Acres1.10
    • MLS152626
  • For Sale
    Exclusive

    Opportunities At Beaver Mountain Farm

    Ancram, New York 12502

    $2,487,000

    Beaver Mountain Farms in Ancram, NY, presents a unique opportunity for those seeking a rural lifestyle with diverse possibilities. Spanning over 41 acres, this property boasts a comfortable 3-bedroom residence complete with 2.5 baths, a cozy living room, and a dining room, each with a propane fireplace. The gourmet kitchen, featuring a large island, offers […]

    • Bed3
    • Bath2/2
    • Sqft2,100
    • Acres41.20
    • EH#5446
    Listed by: Arleen Shepley
  • For Sale

    49 Sky Top Road

    Copake, New York 12516

    $2,475,000

    The Nine-Square House was born of a several-year-long collaboration between multi-disciplinary artist Zak Kitnick & esteemed architect Francesco Galetto. At its core, an authentic country house, it joins & (and is inspired by) the vernacular of brutalist mid-century villas peppered throughout German, Austrian, & Scandinavian rural landscapes. The home is minimalist in structure so that […]

    • Bed4
    • Bath3
    • Sqft3,886
    • Acres9.00
    • MLS155985
  • For Sale

    3598 Route 82

    Millbrook, New York 12545

    $2,450,000

    Nestled on a hill in Millbrook, with panoramic vistas of the surrounding farmland and rolling hills, this charming country house sits peacefully and privately on 5.43 acres at the end of a long tree-lined driveway. The architecturally distinctive home spans three floors of 4,548 finished square feet – plus a partially furnished basement – and […]

    • Bed3
    • Bath3
    • Sqft4,548
    • Acres5.43
    • MLS838070
  • For Sale

    129 Harrington Drive

    Austerlitz, New York 12017

    $1,850,000

    Immerse yourself in the epitome of elegance and seclusion in this immaculate estate, nestled on over 17 acres of untouched splendor. This resplendent home is surrounded by an enchanting outdoor haven, boasting a pristine swim pond and meticulously curated gardens that explode with diverse flora. Drift through this botanical paradise or repose on the chic […]

    • Bed4
    • Bath5
    • Sqft4,500
    • Acres17.18
    • MLS155076
  • For Sale

    1414 Ny-9h

    Ghent, New York 12075

    $1,700,000

    Colonial House Privately Set on 94 AcresWelcome to farm life in the heart of Columbia County.This farmland with a barn and fencing for livestock is in close proximity to Hudson, Kinderhook and Chatham.Beef, pork and chickens are currently raised here. Meat and eggs are sold at farm markets in the NYC region.The barn is 42′ […]

    • Bed4
    • Bath3
    • Sqft2,464
    • Acres94.80
    • MLS155792
  • For Sale

    150 Sawchuck Road

    Ancram, New York 12502

    $1,675,000

    A rare, pristine offering on the southern edge of Columbia County with sweeping mountainviews and intimate pastoral views of your pond and neighboring fields is not to be missed. Thesetting alone is worth the price. The loft like interior with expanses of glass is open, airy, andlight filled with handsome reclaimed hardwood floors giving the […]

    • Bed4
    • Bath3
    • Sqft2,000
    • Acres3.00
    • MLS156506
  • For Sale

    7951 State Route 22

    Copake, New York 12516

    $1,600,000

    This might be one of the most exciting opportunities available in Columbia County right now! Zoned both Commercial and Residential, most recently run as Newman Residence Adult Camp &previously known as ‘The Rockledge Motel’ on just under 16 acres. Mature landscaping and unique stone walls with 1,130 feet of road frontage on Route 22. Original […]

    • Bed18
    • Bath12
    • Sqft344,124
    • Acres15.78
    • MLS154750
  • For Sale
    Virtual Tour

    617 Bean River Road

    Millerton, New York 12567

    $1,575,000

    Major Update! Meticulously Maintained ELEVATED 3 BEDROOM/3 BATH Log Cabin-Style home and horse barns on 19+ acres with BREATHTAKING views. Set off a quiet country road, this stunning setting with impeccably manicured grounds captures one’s attention upon arrival. One is immediately drawn to the expansive wood deck complete with built-in grill and impressive screened-in gazebo […]

    • Bed3
    • Bath3
    • Sqft3,833
    • Acres19.28
    • MLS806818
  • For Sale

    57 Cedar Berry Lane

    Dover Plains, New York 12522

    $1,495,000

    Just 90 miles north of NYC, this stunning Hudson Valley property offers the ultimate live, work, play lifestyle. Nestled on 4.08 private acres, this custom-built log home captures the vibrant essence of the area, known for its booming art and music scene, farm-to-table eateries, outdoor adventures, and local wineries. Generating over $80,000 in VRBO rental […]

    • Bed6
    • Bath5
    • Sqft4,110
    • Acres4.08
    • MLSH6306530
  • For Sale
    Virtual Tour

    455 Post Hill Road

    Taghkanic, New York 12521

    $1,399,000

    Price ImprovementSellers are Motivated and Summer is coming!!!!Blue Sky Barn – An Historic Masterpiece with Modern Luxury. Searching for a property with charm, privacy, and versatility?Blue Sky Barn, is an 1880’s structure that has been meticulously reassembled and transformed into a masterpiece of history, charm, and modern convenience. Situated on an 11 acre site, this […]

    • Bed6
    • Bath4
    • Sqft3,930
    • Acres11.21
    • MLS155660
  • For Sale

    998 Willow Brook Road

    Clinton Corners, New York 12514

    $1,345,000

    Scandinavian-inspired living in upstate New York! Welcome to Hopwood House, a naturalist contemporary new build offering sustainable living in Dutchess County. Designed to harmonize with its scenic surroundings, this home showcases exceptional craftsmanship with high-end building materials including cedar siding, a durable metal standing-seam roof, and natural stone accents. The house is energy-efficient with a […]

    • Bed3
    • Bath3
    • Sqft2,312
    • Acres5.10
    • MLS836669
  • For Sale
    Virtual Tour

    401 Collins Street, Stop 11

    Hillsdale, New York 12529

    $1,335,000

    Now You Can See Around Corners: Discover this extraordinary one-of-a-kind 1,700-sf octagonal contemporary barn home, conceived and built by its visionary owner, architectural designer Angela Patterson, and tucked away on more than four acres of woodlands on one of the most desirable streets in Columbia County. Boasting huge, pivoting picture windows that invite a flood […]

    • Bed2
    • Sqft1,700
    • Acres4.13
    • MLS155055
  • For Sale

    23 Raccoon Forks Road

    Old Chatham, New York 12136

    $1,299,000

    A post and beam barn on a dead end road in Old Chatham. Cathedral ceilings, walls wrapped in windows, bring in light and views from every angle. In the great room a brick fireplace with a chestnut mantle. Open floor plan makes it easy for entertaining. Shaker cabinets, soapstone counters, and hand crafted lighting. First […]

    • Bed3
    • Bath4
    • Sqft2,600
    • Acres8.64
    • MLS155488
  • For Sale

    17 White Hill Road

    Hillsdale, New York 12529

    $1,295,000

    Secluded Hillsdale Contemporary on 27.7 acres with incredible far reaching views. Located off a scenic country road, the long private driveway leads to this 2200 square foot home. Originally built in 1970, the house has been upgraded with new windows and sliding doors which create walls of glass for enjoying the natural beauty of the […]

    • Bed3
    • Bath3
    • Sqft2,194
    • Acres27.70
    • MLS156563
  • For Sale

    25 Nobletown Road

    Hillsdale, New York 12529

    $1,270,000

    Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The […]

    • Bed4
    • Bath2
    • Sqft1,344
    • Acres300.80
    • MLS154621
  • For Sale

    167 May Hill Rd

    Ghent, New York 12075

    $1,200,000

    Please do not attempt a drive-by. Private road. Appointments only. A totally unique property unlike any other in Columbia County. This premier hilltop location overlooks the Hawthorne Valley Farm & Waldorf School. Sweeping views of Harlemville and the Taconic mountain range from large picture windows and an expansive 600 sq ft deck. Short stroll on […]

    • Bed3
    • Bath3
    • Acres9.30
    • MLS155970
  • For Sale

    523 Breezy Hill Road

    Hillsdale, New York 12529

    $1,195,000

    Exceptional Setting – Mountain Views- Well maintained RanchWell maintained ranch set on 8.3 open acres with beautiful views of the Taconic Range. The home with 3 bedrooms and 2.5 baths is lovely as is, and offers excellent possibilities for future additions and upgrades.. Enjoy expansive mountain views from both the open living space and the […]

    • Bed3
    • Bath3
    • Sqft1,931
    • Acres8.30
    • MLS156702
  • For Sale

    41 Snydertown Rd

    Craryville, New York 12521

    $1,195,000

    An exceptional, meticulously renovated property, this hilltop retreat blends a modern aesthetic in a natural, private setting for the perfect location to unwind. Escape to this 2,600 sq ft home nestled on your own secluded 4.58 acres minutes to downtown Hudson. This home provides 3 large bedrooms, 2 designer bathrooms, a spacious wrap-around deck and […]

    • Bed3
    • Bath2
    • Sqft2,645
    • Acres4.58
    • MLS155856
  • For Sale

    994 Albany Turnpike

    Old Chatham, New York 12136

    $1,100,000

    Historic Elijah Hudson Homestead & FarmWelcome to the Elijah Hudson homestead and farm in the hamlet of Malden Bridge, NY. Steeped in rich history dating back to the mid-1700s, this property boasts a captivating past as a colonial-era inn, a meeting place for traveling preachers, and the farm of the Federal Stores mercantile co-founder (Old […]

    • Bed5
    • Bath2
    • Sqft3,040
    • Acres43.72
    • MLS152387
  • For Sale

    390 Carpenter Hill Road

    Pine Plains, New York 12567

    $995,000

    With magnificent Catskill Mountain views, this 28 acre estate property is the perfect site to build the home of your dreams. The land features exceptional privacy among gentle rolling fields and stunning sunsets over the valley and the Catskills. There is already a gravel driveway in place plus plans for building, landscaping and septic. Much […]

    • Acres28.40
    • MLSH6313692
  • For Sale

    2727 County Route 8

    Elizaville, New York 12523

    $899,000

    Quarry Stone and Brown Sable Shakes encompass this pristine country cape surrounded by well established planting beds, mature trees and panoramic vista of rolling hills, Mts and woods. Situated at the end of a long private driveway and virtually in the middle of the 19+ ac parcel, you have ample buffer to afford total seclusion […]

    • Bed4
    • Bath2
    • Sqft1,748
    • Acres19.78
    • MLS154142
  • For Sale
    Exclusive

    40 Acres Of Possibility: Copake Mountain View Property

    Copake, New York 12516

    $545,000

    Discover 40 pristine acres of prime Columbia County building land with spectacular Berkshire and Catskill Mountain views along Route 7 in Copake, NY. This exceptional property offers 330′ of accessible road frontage and multiple elevated building sites ideal for a private estate, family compound, or potential subdivision opportunity. The diverse landscape features a perfect combination […]

    • Acres40.00
    • EH#5513
    Listed by: Jonathan Scarinzi
  • Accepted Offer
    Exclusive

    Westfall Road Land With Views

    Ancram, New York 12501

    New Price! $485,000

    This 18.24-acre parcel offers an open and elevated setting, ideally located just off Route 7 in the serene Ancram Valley. With sweeping views of the Taconic Range, the land gently rises from Westfall Road to over 700 feet, providing a perfect spot for a premier home site. This property has been used for hay production […]

    • Acres18.24
    • EH#5337
    Listed by: John Panzer & Elyse Harney Morris
  • For Rent
    Exclusive

    Summer Rental With Pool And Views

    Ancram, New York 12546

    $12,000 /month

    Minutes from the village of Millerton, charming 3 bed 2 bath summer rental with pool. There is a lovely patio, gardens, and pool area. Recently renovated kitchen and baths. Ready for summer enjoyment.

    • Bed3
    • Bath2
    • Sqft2,124
    • Acres3.08
    • EH#5364
    Listed by: John Panzer & Bill Melnick
  • For Rent
    Exclusive

    Renovated Vintage Estate With Charming Guest House

    Ancram, New York 12502

    New Price! $11,000 /month

    Experience the privacy and charm of this 1850 Greek Revival home, gracefully set on a spacious lot with scenic pond views. This elegant property offers a primary suite with an ensuite bath, two additional bedrooms, a main-floor bath with a vintage clawfoot tub, a gourmet kitchen that opens into a cozy dining room with a […]

    • Bed3
    • Bath2/1
    • Sqft3,350
    • Acres7.00
    • EH#5454
    Listed by: Arleen Shepley
  • For Rent
    Exclusive

    Renovated Duplex In Copake Ny

    Copake, New York 12516

    New Price! $1,825 /month

    Discover the charm of small-town living with this newly renovated one-level 2-bedroom, 1-bath apartment on a cul de sac in Copake, NY. This home is perfect for those seeking comfort and ease and offers modern conveniences such as an in-unit washer and dryer and the security of an attached 1-car garage. The deck and level […]

    • Bed2
    • Bath1
    • Sqft1,130
    • Acres1.18
    • EH#5432
    Listed by: Arleen Shepley
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Last Updated: 29/04/2025 1:51:59 am

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Last Updated: 29/04/2025 3:35:45 am

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