Columbia County NY Houses for Sale

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  /8

  $399,000

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  251 Overlook Dr, Hillsdale, NY 12529

  Location location. Picturesque Overlook Dr in Hillsdale. Surrounded by large estates. The perfect early 1900s cottage on a gorgeous parcel. Lightly wooded with the potential for bigger views. Seasonal Berkshire views and stream that runs year round. Massive stone fireplace newly lined perfect for fall and winter nights. New enameled wood stove perfect for apres ski enjoyment. Close to Catamount

  Tracy Tassinari Gabel Real Estate

  251 Overlook Dr, Hillsdale, NY 12529
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  /48

  $374,900

  • 4 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  33 Mountain View Dr, Valatie, NY 12184

  Meticulously well-maintained split-level ranch home is move in ready! Upon entering this home you'll be greeted with hardwood floors throughout, 3 nicely sized bedrooms upstairs with the primary boasting a full bath. Updated windows, new septic in 1990, 6 panel doors, an open kitchen, dining, living area with working. Downstairs boasts an additional bedroom, and family area w/ wood fireplace a

  Christie Cimmino Gabler Realty, LLC

  33 Mountain View Dr, Valatie, NY 12184
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  /32

  $518,000

  • 3 Beds
  • 2 Baths
  • 1,262 Sq Ft

  116 Tipple Rd, Hudson, NY 12534

  Just Listed in Ghent, NY - European-Inspired Ranch Welcome home to this beautifully redone 3-bedroom, 2-bath ranch set on 1.3 private acres in the heart of Ghent. With 1,262 sq ft of thoughtfully designed living space, this home blends modern updates with a chic European flair you won't find anywhere else.Welcome inside to a light-filled, open layout where every detail has been

  Heather Davala Davala Real Estate

  116 Tipple Rd, Hudson, NY 12534
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  /26

  $1,275,000

  • 3 Beds
  • 2 Baths
  • 2,606 Sq Ft

  10 Union St, Hudson, NY 12534

  A charming and playful Federal style c1830 townhouse on sought after Union Street, just a block from Hudson's main drag and the Amtrak station and just a 2h ride to NYC. The tall brick facade is accentuated with six-over-six windows in a beautiful creamy white. The back of the home is a stunning wall of glass, the house looks out into the private courtyard. The brick wall that originally served

  Annabel Taylor Four Seasons Sotheby's Int.

  10 Union St, Hudson, NY 12534
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  /18

  $245,000

  • 3 Beds
  • 1 Bath
  • 976 Sq Ft

  14599 State Route 22, New Lebanon, NY 12125

  14599 Route 22, New LebanonCharming renovated ranch with a spacious backyard, just a short walk to town.This three bedroom, one bath home features hardwood floors throughout and an eat-in kitchen with new flooring. Updates include a new roof (2021), newer siding and windows, and fresh paint.The large backyard is perfect for gardening, pets, or outdoor entertaining. A separate

  Julie Sylvia Columbia County RE Specialist

  14599 State Route 22, New Lebanon, NY 12125
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  /39

  $549,900

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

  49 Macintosh Dr, Hudson, NY 12534

  Welcome to this spacious and versatile home in Claverack, NY, just minutes from Hudson and all the attractions of the Hudson Valley. Built in 2003 and set on 1.4 acres, this property combines modern comfort with thoughtful spaces designed for both relaxation and entertaining. With almost 2,000 sq ft above grade and additional finished living space below, there's room for everyone.Inside,

  Michael Castellano Gilcrest Properties

  49 Macintosh Dr, Hudson, NY 12534
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  /25

  $525,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  90 N 2nd St, Hudson, NY 12534

  Welcome to one of the sweetest cottages sited on the top of a hill, just steps from Warren Street, The Amtrak Station & Hudson's waterfront promenade. This impeccably renovated 2 bed, 1 bath light filled home offers easy maintenance living, just blocks from all of Hudson's local favorite spots. The 1st floor features an updated galley kitchen with stainless steel appliances, an open floor plan

  Martin Salerno The Kinderhook Group, Inc.

  90 N 2nd St, Hudson, NY 12534
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  /12

  $369,999

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  7 James St, Hudson, NY 12534

  An absolute perfect starter , retirement or family home convenient to all amenities . One of the best features is a double lot completely fenced in for the safety of children or pets. This home was built to last with loving care. Another great feature is the large, enclosed back porch with all new windows and a view of the lovely back yard. The inside is extremely well cared for with custom

  Nancy Randall Val Kin Properties, LLC

  7 James St, Hudson, NY 12534
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  /28

  $250,000

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  3814 State Route 203, Valatie, NY 12184

  Perched on a hill, this cozy, walk-up hideaway has a western view of Kinderhook Lake, reminiscent of the Berkeley Hills or Cinque Terre. Enjoy the lake community and the year round lake views from the deck, enclosed porch or dining room. The home has a primary bedroom and one smaller bedroom, 1.5 BA, a central LR/DR, kitchen and an enclosed/heated front porch. Offers a nice degree of privacy

  Thomas Jan Van Alstyne Anderson Agency

  3814 State Route 203, Valatie, NY 12184
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  /64

  $12,500,000

  • 4 Beds
  • 6 Baths
  • 6,829 Sq Ft

  241 Cunningham Hill Rd, Canaan, NY 12029

  A Home like no other. You will simply not find a Property like PIERCE PEAK, anywhere. AIA Award Winning Architectural Design by Burr & Mc Callum, crested upon the summit of Cunningham Hill (site cleared for HELIPAD). Open plan living with Indoor and Outdoor Living Rooms. Gourmet Kitchen, 2 Primary and 2 connnected Loft spaces. 2 Bedroom Guest Quarters (that can sleep 8), and Infinity Pool with

  Steven Weisz William Pitt Sothebys Intn'l

  241 Cunningham Hill Rd, Canaan, NY 12029
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  /24

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  218 Decker Rd, Craryville, NY 12521

  Sited just 10 mins from Hudson's Warren St. historic district this modern open floor plan ranch home offers everything one could want! The house features 3 bedrooms, primary w/en-suite bath and walk-in closet, 2 full baths, living room (w/gas fireplace), dining room & modern gourmet kitchen with granite counter tops and stainless steel appliances. The house has central AC, a generator, alarm

  Martin Salerno The Kinderhook Group, Inc.

  218 Decker Rd, Craryville, NY 12521
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  /32

  $600,000

  • 3 Beds
  • 1 Bath
  • 1,303 Sq Ft

  16 Robin Rd, Craryville, NY 12521

  To say that the owner had vision when he purchased the home in 2018 is an understatement. The last listing said ''Bring your tools and fix this one up.'' The owner did just that. Removal of the interior walls, roof, exterior walls down to the frame & portions of the foundation occurred shortly after purchase. What occurred over the next two years was nothing short of miraculous. Brand new

  Mark Saxby Berkshire Hathaway HomeService

  16 Robin Rd, Craryville, NY 12521
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  /33

  $345,000

  • 4 Beds
  • 2 Baths
  • 2,612 Sq Ft

  45 Chatham St, Kinderhook, NY 12106

  Step into the charm of early American history with this 1830-built home, just a quarter-mile from the heart of the vibrant Village of Kinderhook. Set on a spacious 0.88-acre lot, this 5-bedroom, 2-bath residence showcases original wide plank floors, exposed beams, wood paneling, and remnants of historic brick ovens—ready to inspire your vision.Recent updates include newly redone walls,

  Janet Glaude Howard Hanna Capital Inc

  45 Chatham St, Kinderhook, NY 12106
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  /51

  $625,000

  • 5 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  61 Park Place N, Valatie, NY 12184

  Tucked away on 2.5 wooded acres, this spacious tri-level chalet offers 5 bedrooms, 2.5 baths, and sweeping views of the surrounding pines. Beautifully updated and move-in ready, the home features a brand new kitchen, finished lower level, newer windows, newer doors, and fresh interior paint. The contemporary design with a modern, airy feel opens to a generous family/media room on the lower

  Kathryn Kole Coldwell Banker Prime Properti

  61 Park Place N, Valatie, NY 12184
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  /36

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  11 Washington Ave, Chatham, NY 12037

  This charming Chatham home has it all, whether you're looking for a weekend retreat or a convenient year-round residence. Pride of ownership featuring three bedrooms, two full bathrooms with a full basement for extra storage and workspace. You'll love the screened in front porch, perfect for relaxing while enjoying your morning coffee. This bright and sunny home has an updated kitchen,

  Ann Marie Silvani Howard Hanna Rand Realty

  11 Washington Ave, Chatham, NY 12037
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  /14

  $310,000

  • 3 Beds
  • 1 Bath
  • 1,504 Sq Ft

  176 Main St, Philmont, NY 12565

  Charming three bedroom, one bath farm house featuring wood flooring and timeless character. The rooms on the main floor are spacious and bright, always warm and welcoming. There is a home office for those working from home or use for a small library. Private quarters are upstairs featuring three bedrooms with wood floors and a room at the end of the hall for a second bath or closet. Outside, a

  Karen Davala DAVALA REAL ESTATE LLC

  176 Main St, Philmont, NY 12565
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  /32

  $648,000

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

  59 New Forge Road II Unit 1, Ancram, NY 12502

  Surrounded by beautifully maintained grounds with lush perennial gardens and mature landscaping, this spacious 4-bedroom, 2.5-bath home offers the perfect balance of privacy and accessibility—just 3 miles from the Taconic State Parkway and a short drive to Lake Taghkanic State Park. Inside, enjoy two updated bathrooms, a warm and inviting living area with a wood-burning fireplace insert, and a

  Beth DeMatteo Berkshire Hathaway HomeService

  59 New Forge Road II Unit 1, Ancram, NY 12502
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  /59

  $2,500,000

  • 5 Beds
  • 5.5 Baths
  • 4,645 Sq Ft

  42 Golf Course Rd, Craryville, NY 12521

  A striking modern lake home offering the perfect blend of privacy and community, designed by acclaimed New York architect Gray Davis. Tucked away on a beautifully landscaped, fully fenced property, this home is a hidden sanctuary—yet just beyond the gates, you'll find the region's only high-speed motorboat lake and an award-winning golf course. A study in indoor/outdoor living, the walls of

  John Barbato Compass, Hillsdale

  42 Golf Course Rd, Craryville, NY 12521
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  /45

  $1,350,000

  • 3 Beds
  • 1.5 Baths
  • 2,125 Sq Ft

  8 Kittle Rd, Hudson, NY 12534

  Discover This exquisite Private Contemporary with it's Gourmet KitchenPerfectly situated on 12.68 private and secluded acres, this contemporary home renovated by Neil Pelone Architects offers an unparalleled blend of gourmet living and serene country retreat. Just a few minutes from the vibrant city of Hudson, as well as skiing and the cultural attractions of the Berkshires, convenience meets

  Rochelle Bartolo Beach & Bartolo Realtors

  8 Kittle Rd, Hudson, NY 12534
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  /14

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft

  763 New York 217, Hudson, NY 12534

  Discover the charm and potential of this 2-bedroom, 2-bath farmhouse in the heart of Philmont, NY. A true fixer-upper, yet perfectly livable, this home retains much of its original character, including wide-plank floors, detailed banister and railing trim, and vintage windows that bring warmth and history to each room. The spacious layout offers a rear porch for relaxing and enjoying the quiet

  Michael Castellano Gilcrest Properties

  763 New York 217, Hudson, NY 12534
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  /49

  $3,995,000

  • 5 Beds
  • 3.5 Baths
  • 4,100 Sq Ft

  2705 County Route 9, East Chatham, NY 12060

  Welcome to The Anson Pratt House, a masterfully restored Federal Adams-style residence located in the historic hamlet of New Concord in East Chatham, NY. Built in 1793 atop a marble clad foundation, this architectural jewel is honored in the Library of Congress as part of the Historic American Buildings Survey. Featured in numerous architectural and design publications, The Anson Pratt House is

  Rachel Haley Houlihan Lawrence Inc.

  2705 County Route 9, East Chatham, NY 12060
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  /54

  $560,000

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  19 Aitken Ave, Hudson, NY 12534

  Charming Arts & Crafts Bungalow - A Perfect Retreat on the Outskirts of Hudson! Discover the perfect blend of vintage charm and modern convenience in this stunning 1927 Arts and Crafts bungalow, ideally located just a stroll away from Greenport's convenience shops and the vibrant downtown Hudson, known for its antique shops, art galleries, and delightful restaurants. Set on a lush 0.14-acre lot,

  Barbara Robinson Red Apple Realty

  19 Aitken Ave, Hudson, NY 12534
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  /41

  $219,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  3535 New York 203, Valatie, NY 12184

  Cute 2 Bedroom Home with Rail Trail Access! Welcome to this delightful 2 bedroom, 1 bath home, perfectly situated on a generous .36 acre lot. Featuring a 1 car garage & a nicely maintained yard, this property offers the perfect blend of comfort and convenience. Step outside & enjoy direct access to the nearby rail trail, making it easy to walk, bike, or simply enjoy the outdoors right from your

  Kathryn Kole Coldwell Banker Prime Properties

  3535 New York 203, Valatie, NY 12184
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  /37

  $1,225,000

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft

  174 County Route 11, Pine Plains, NY 12567

  Expansive 55+ Acre Multi-Home Compound. A rare opportunity to own a one-of-a-kind compound set on 57.44 private, picturesque acres—ideal for multi-generational living or a unique investment. The main residence offers 1,888 square feet of rustic charm and comfort, featuring 4 bedrooms and 2 full baths. Enjoy cozy evenings in the living room with pegged oak floors, pine paneling, and a classic

  Paula Redmond Corcoran Country Living - Mill

  174 County Route 11, Pine Plains, NY 12567
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  /20

  $310,000

  • 2 Beds
  • 2 Baths
  • 1,318 Sq Ft

  10 County Route 9, Hudson, NY 12534

  This charming Greek Revival offers the perfect blend of historic character and modern comfort. Set beside a tranquil creek, the home is filled with natural light and features a spacious living room that opens to a beautiful three-season screened porch with serene views of the water and lush green trees.Inside, you'll find two bedrooms, two full baths, and original wide-plank floors dating

  Dana Matthews Rouse + Co Real Estate, LLC

  10 County Route 9, Hudson, NY 12534
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  /76

  $549,900

  • 3 Beds
  • 1 Bath
  • 1,596 Sq Ft

  660 Oak Hill Rd, Hudson, NY 12534

  A 3 Bedroom, 1 Bath Home on 12 Acres with a Pond in Claverack/Hudson! The home has a beautiful country setting on 12.1 acres nestled among the trees overlooking a pond. The 1st floor features a living room with a woodstove, a sunroom, a dining room with a charming stone fireplace, a kitchen, a bedroom, and a bathroom. The 2nd floor has 2 bedrooms. The basement has a 1 car garage, a laundry area,

  Ted Banta RVW Select Properties

  660 Oak Hill Rd, Hudson, NY 12534
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  /24

  $499,000

  • 4 Beds
  • 3 Baths
  • 1,804 Sq Ft

  198 County Route 10, Germantown, NY 12526

  Location - Land - Multiple Bedrooms - ADU - Storage! This home has it all and is just waiting for you to shine it up!Located on a beautiful county road, where the Catskills peek at you on your way home, you'll find this 1952 split level Ranch with an ADU.The main floor the home has a rear facing kitchen/dinette with real wood cabinets that overlooks the back yard, 2 car garage

  Beth Harring Harring Properties, LLC

  198 County Route 10, Germantown, NY 12526
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  /17

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  16 Middlebrook Ln, Chatham, NY 12037

  Set privately high on a hill in Chatham Center. Long driveway to a perfect country retreat with gorgeous stonewalls. Huge random bluestone patio with stone fireplace and built in BBQ perfect for outside entertaining. Gorgeous in-ground pool with perfect stonewalls leading to a stone courtyard area perfect for lounge chairs and summer picnics. Meticulously maintained home with open kitchen to

  Tracy Tassinari Gabel Real Estate

  16 Middlebrook Ln, Chatham, NY 12037
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  /72

  $1,395,000

  • 4 Beds
  • 2.5 Baths
  • 3,118 Sq Ft

  1185 County Route 22, Ghent, NY 12075

  Whispering Acres. An absolute Eden. A piece of land that grabs your heart. Usable land and undulating fields, a bridge over the Fitting Creek and past the springfed pond. 1790s colonial with all the original features. Wide pine floors with a gleaming patina of centuries past. Huge country kitchen leading to a large enclosed porch overlooking the grounds and flowering trees. Large center

  Tracy Tassinari Gabel Real Estate

  1185 County Route 22, Ghent, NY 12075
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  /24

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  40 Stonewall Ridge Rd, Copake, NY 12516

  Are you or your clients searching for a private, picturesque property with endless potential?This three-bedroom, two-bath contemporary home is ready to be reimagined into a modern retreat. Sited at the end of a quiet cul-de-sac on a tranquil 3-acre lot, the setting offers exceptional privacy and natural beauty.Inside, you'll find hardwood floors, abundant natural light, and an open layout

  Allison Rada Stone House Properties, LLC

  40 Stonewall Ridge Rd, Copake, NY 12516
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  /37

  $525,000

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

  4 Greely Rd, Craryville, NY 12521

  Fine finishes and custom details can be found throughout this beautiful new listing. This inspiring three bedroom, two bath home has been completely updated by the current owners over their 30 years of ownership. On the main level, the kitchen boasts stainless appliances, new cabinets and stone counters. The bathroom has been stylishly updated and contains a full sized stackable

  Margaret Bower Avenia Columbia County RE Specialist

  4 Greely Rd, Craryville, NY 12521
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  /18

  $239,999

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  7 Fairview Dr, Copake, NY 12516

  7 Fairview Ave, Copake - Investment OpportunityAssignment of contract. Sold as-is. Cash only - 10% deposit due at signing. Solid value-add potential for investors, flippers, or weekend retreat renovators. Located in Copake near lakes and outdoor recreation. Agent has partial ownership.

  Jeremey VanWormer Wolf River Real Estate, LLC

  7 Fairview Dr, Copake, NY 12516
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  /32

  $418,000

  • 3 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  18 McGrath Hill Rd, East Chatham, NY 12060

  OPEN HOUSE SUNDAY AUGUST 31, 11 AM TO 1 PM Easy country living in a private setting and all on one level. Move in and enjoy on day one this 2003 built home with 3 bedrooms, 2 and 1/2 baths. The sun filled 2.3 acres provides privacy and room for the garden enthusiast, animals and a the front porch is perfect for relaxing and viewing the picturesque country property. (Currently, there are

  Peter Newman Beach & Bartolo Realtors

  18 McGrath Hill Rd, East Chatham, NY 12060
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  /11

  $499,000

  • 3 Beds
  • 3 Baths
  • 2,264 Sq Ft

  7 Railroad Ave, Chatham, NY 12037

  MIXED USE POTENTIAL IN CHATHAM'S HISTORIC DISTRICT This striking Greek Revival, circa 1850 sits proudly in the historic district of Chatham Village. It was lovingly renovated in 2004, with special attention to preserving the building's period details and historic charm.A boxwood-lined walkway leads to the welcoming interior. The front door opens to a side hall with a graceful

  Lenore Packet Stone House Properties, LLC

  7 Railroad Ave, Chatham, NY 12037
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  /50

  $1,200,000

  • 4 Beds
  • 2.5 Baths
  • 3,350 Sq Ft

  2073 County Route 5, Canaan, NY 12029

  Welcome to Tilden Crossing House, a distinctive country home with old-world charm. Privately sited down a long, gravel, wildflower-lined drive on over seven acres of pastoral Columbia County landscape, the property offers a unique approach to architectural storytelling through its carefully selected vintage elements.The 3,350-square-foot center-hall residence captures the essence of

  Anthony D'Argenzio Houlihan Lawrence, Inc

  2073 County Route 5, Canaan, NY 12029
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  /46

  $1,250,000

  • 8 Beds
  • 3.5 Baths
  • 3,325 Sq Ft

  2659 County Route 9, East Chatham, NY 12060

  Situated on 19.5 serene acres in the historic hamlet of New Concord, Knollcroft is an exceptional and rare offering of historical significance. Listed on the National Register of Historic Places, Knollcroft is a showcase of late-Victorian craftsmanship and rural estate planning. Thoughtfully designed for both durability and grace, the home offers approximately 3,325 finished square feet, with 8

  Kelcey Otten Compass Greater NY, LLC d/b/a

  2659 County Route 9, East Chatham, NY 12060
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  /31

  $495,000

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

  117 Spring St, Craryville, NY 12521

  A Modern Retreat with Rustic Charm at the End of a Quiet Road.Nestled at the very end of a peaceful country road, this contemporary home with rustic flair offers the perfect blend of modern comfort and natural warmth. Privately set and surrounded by nature, this home is a tranquil haven ideal for year-round living or a weekend getaway.Step inside to discover thoughtfully crafted

  Maria DiSalvo Coldwell Banker Prime

  117 Spring St, Craryville, NY 12521
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  /38

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2955 New York 23, Hillsdale, NY 12529

  Historic Upstate NY Sanctuary - 8.7 Magical Acres in Hillsdale, NY - known for its scenic beauty and small-town charmEscape to your own private paradise on this enchanting 8.7-acre property featuring a charming 1820's cottage, pristine swimming pond with waterfall, and endless outdoor adventures. This secluded sanctuary offers the perfect blend of historic character and natural beauty, just

  Chris Getman Houlihan Lawrence Inc.

  2955 New York 23, Hillsdale, NY 12529
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  /63

  $1,700,000

  • 4 Beds
  • 5 Baths
  • 3,788 Sq Ft

  59 Allen St, Hudson, NY 12534

  This impressive Italianate residence, dating back to 1880, has been meticulously restored for modern, turn-key living. This coveted locationa"with a private backyard and off-street parkinga"neighboring Talbot & Arding - offers a rare sense of quiet just a few blocks from the restaurants, galleries, and shops of the exciting city. Spanning three thoughtfully renovated stories, the turn-key

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  59 Allen St, Hudson, NY 12534
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  /16

  $169,000

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  703 U S 20, New Lebanon, NY 12125

  PRICE REDUCES!! Great Starter Home. Cozy little cottage right on route 20, close to everything. Completely upgraded with new appliances. Sweet, light filled, one floor living, with two bedrooms and 1 bath. Front porch and back porch that overlooks the back yard. 20 minutes to the Berkshires, Parkway, I-90, Chathams and Hudson. Cash or Conventional ONLY!!

  Sharon McArdle Berkshire Hathaway Home Services Blake

  703 U S 20, New Lebanon, NY 12125

Showing Results 81 - 120, Page 3 of 9