Old Chatham, NY Homes for Sale

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  /33

  $799,000

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

  75 Ej Ln, Ghent, NY 12075

  Welcome to 75 EJ Lane, a charming and sunny ranch home nestled in the picturesque hills of Columbia County. This captivating property offers breathtaking views of both the Taghkanic and Catskill Mountain ranges, and is set on 3.7 pastoral acres along a tranquil country road. With 2,900 square feet of thoughtfully designed living space, this home is a true gem.Upon entering off the front

  E. ELIZABETH PETERS Corcoran Country Living - Mill

  75 Ej Ln, Ghent, NY 12075
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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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  /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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  /24

  $499,000 Open Sun 12PM - 2:30PM

  • 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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  /31

  $679,000

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft

  62 Tipple Rd, Hudson, NY 12534

  Recently built and thoughtfully designed, this custom home blends the best of country style with a modern aesthetic. 10 minutes to downtown Hudson, the home is tucked away on a peaceful country lane and is framed by a living fence of evergreen Spruce trees for privacy.Expansive picture windows & sliders capture views across the road through the trees. Inside, 2 bedrooms and 2 baths

  Amy Krane The Kinderhook Group, Inc.

  62 Tipple Rd, 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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  /61

  $995,000

  • 3 Beds
  • 3.5 Baths
  • 2,850 Sq Ft

  83 Donnely Rd, Craryville, NY 12521

  Even the most discerning buyer will appreciate the elegance and perfection found in every detail of this exquisite home. No stone was left unturned when the original 1940's farmhouse was meticulously redesigned, expanded and updated with the finest materials and craftsmanship. Every room boasts luxurious finishes like crown moldings, coffered ceilings, Brazilian teak flooring and premium Marvin

  John Avenia Columbia County RE Specialist

  83 Donnely Rd, Craryville, NY 12521
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  /38

  $800,000

  • 4 Beds
  • 3.5 Baths
  • 2,492 Sq Ft

  4 Lower Post Rd, Ghent, NY 12075

  Modern Colonial Farmhouse Retreat on 18.9 Bucolic Acres with Catskill Mountain Views Escape the city and discover the perfect blend of historic charm and modern comfort in this stunning 1870 Colonial farmhouse, fully updated and move-in ready. Nestled on 18.9 private acres of gently rolling meadows and a serene wetland nature preserve, this 4-bedroom, 4-bath home offers 2,492 square feet

  Ann Ruecker Weichert Realtors Fontaine

  4 Lower Post Rd, Ghent, NY 12075
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  /18

  $540,000

  • 2 Beds
  • 2 Baths
  • 1,493 Sq Ft

  2253 County Route 21, Hillsdale, NY 12529

  Introducing the Kinderhook Cabin, a well cared-for home where every detail has been thoughtfully considered and hand-finished by a master carpenter. Built in 2021, this ranch-style residence offers easy one-level living, a rustic-modern aesthetic and plenty of privacy, set on 5 acres along a beautiful winding country road between Kinderhook and Ghent. Step inside to a large entry hall

  Jeffries Blackerby Houlihan Lawrence Inc.

  2253 County Route 21, Hillsdale, NY 12529
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  /36

  $870,000

  • 3 Beds
  • 2.5 Baths
  • 3,012 Sq Ft

  368 Gahbauer Rd, Hudson, NY 12534

  Welcome to your very own private retreat in the heart of Hudson, New York! Nestled on 8.5 sprawling acres of pristine land, this historic colonial home offers the perfect escape from the hustle and bustle of city life while keeping you just a short 10-minute drive from the vibrant town of Hudson. This home features over 3,000 sqft, 3 bedrooms, and 2.5 baths. Explore your very own wooded

  Dominick DiFilippo Keller Williams Realty Partner

  368 Gahbauer Rd, Hudson, NY 12534
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  /23

  $655,000

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

  422 County Route 9, Ghent, NY 12075

  Charming 3-bed, 2-bath craftsman-style farmhouse in Columbia County, fully renovated on 1.5 acres. Borders North Creek and vast open land. Features open-concept living, modern kitchen, primary bedroom with ensuite bath, large deck, and front porch. Bright, airy design with natural light. Minutes from Hudson, Chatham, and Kinderhook for dining, galleries, and outdoor activities. Perfect Hudson

  Rachel Haley Houlihan Lawrence, Inc

  422 County Route 9, Ghent, NY 12075
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  /45

  $2,550,000

  • 5 Beds
  • 4.5 Baths
  • 3,750 Sq Ft

  0 Schnackenberg Rd, Ghent, NY 12075

  An incredible compound on 47 acres on rolling green hillsides on a beautiful road just minutes to Hudson. Spectacular west facing views make for incredible sunsets over the Catskill Mountains, and a fabulous swimming pond to cool off on a hot summer’s day. The early Dutch farmhouse is set nicely back from the quiet road, a row of privet has been planted for complete privacy. The 2,400 square foot

  Annabel Taylor Four Seasons Sothebys Intl

  0 Schnackenberg Rd, Ghent, NY 12075
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  /25

  $254,900

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  24 Highland Ave, Philmont, NY 12565

  Charming Cottage in the Village of Philmont.Welcome to 24 Highland Ave, where country charm meets Village convenience. This 2-bedroom, 1-bath cottage offers 920 sq ft of cozy living space on a manageable .29 acre lot in the heart of Columbia County.Welcome inside to a full size kitchen with custom wood countertops, large windows over the kitchen sink that lets natural light pour

  Heather Davala Davala Real Estate, LLC

  24 Highland Ave, Philmont, NY 12565
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  /36

  $259,000

  • 6 Beds
  • 2.5 Baths
  • 2,664 Sq Ft

  41 Prospect St, Philmont, NY 12565

  Welcome into possibility with this 1900 duplex in the Village of Philmont — a property with history, updates, and so much potential. Spanning 2,664 sq ft, both apartments offer 3 bedrooms each, with Apartment B featuring 1.5 baths.While it invites your creative touch, key improvements are already in place:All brand-new windows throughout the building bring in light and

  Heather Davala Davala Real Estate

  41 Prospect St, Philmont, NY 12565
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  /4

  $99,999

  • Land
  • 11 Acres
  • $8,810 per Acre

  L26 Green Acres, Claverack, NY 12521

  Set on a dead end street, this property is conveniently located close to the Taconic State Parkway. This property abutes state land.

  Cindy Taylor Howard Hanna Capital Inc

  L26 Green Acres, Claverack, NY 12521
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  /9

  $159,000

  • Land
  • 4.70 Acres
  • $33,830 per Acre

  0 Thomas Rd, Claverack, NY 12521

  This 4.7 acre parcel is conveniently located in the town of Claverack, not far from the Taconic State Parkway, with a Craryville mailing address. The land sits on the corner of Bate Rd and Thomas Rd-which is a dead end road and is partially cleared for a building site and septic system. The land slopes gently up from the road and has many mature trees for privacy. About 15 minutes from Hudson and

  Alan Weaver Alan Weaver, Lic. RE Broker

  0 Thomas Rd, Claverack, NY 12521
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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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  /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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  /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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  /15

  $210,000

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  445 New York 23, Hollowville, NY 12513

  Set on 1.5 peaceful rural acres, this cozy 2-bedroom, 1-bath ranch offers easy single-level living and a solid opportunity to make it your own. An attached one-car garage is connected by a bright three-season entry room, perfect for extra storage, a mudroom, or quiet mornings with coffee.Conveniently located adjacent to 426 Acres of land accessible to the public with 7 miles of nature

  Ryan Wexler Coldwell Banker Advisor Realty

  445 New York 23, Hollowville, NY 12513
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  /48

  $1,600,000

  • 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

  Beth Cozzolino Gabel Real Estate

  181 Lockwood Rd, Craryville, NY 12521
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  /19

  $355,000

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

  438 Route 217, Hudson, NY 12534

  Originally built circa 1960, the updated and expanded four-bedroom rambling farmhouse, provides a blend of charm and modern convenience with a top-tier Mitsubishi Mini-Split system for AC, heat, and dehumidification backed by state-of-the-art Buderus hot water baseboard heating system. The ground floor includes the kitchen and breakfast area, open living/dining area, den (with glass sliding doors

  Peggy Lampman Peggy Lampman

  438 Route 217, Hudson, NY 12534
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  /50

  $3,300,000

  • 4 Beds
  • 3 Baths
  • 2,825 Sq Ft

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

  Welcome to Mac Brown Waterhouse, a storied 119-acre estate set within a hidden valley offering complete seclusion and timeless beauty. The original 1830s farmhouse is tucked away at the end of a private lane in Claverack, NY, where the road terminates in a round gravel driveway anchored by the property’s original stone well. Two large ponds grace the land, one directly in front of the house that

  Anthony D'Argenzio Houlihan Lawrence, Inc

  88 Mac Brown Rd, Claverack-Red Mills, NY 12513
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  /61

  $2,995,000

  • 5 Beds
  • 4.5 Baths
  • 2,400 Sq Ft

  361 Schnackenberg Rd, Ghent, NY 12075

  An incredible 188 acre property on a highly desirable rural road in the heart of the rolling farmlands of Columbia County. Spectacular west facing views make for incredible sunsets over the Catskill Mountains, the Hudson Valley spreads out beneath them. The acreage includes pastoral farm fields, largely maintained by the neighboring biodynamic farm, forest, and a beautiful swimming pond to cool

  Annabel Taylor Four Seasons Sotheby's Int.

  361 Schnackenberg Rd, Ghent, NY 12075
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  /36

  $250,000

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  57 Main St, Philmont, NY 12565

  Charming Reverse Salt Box Colonial - A Timeless Treasure!Step into history with this unique Reverse Salt Box Colonial, gracefully built in 1883 and brimming with character. Nestled nearby to the serene Agawamuck Creek, this enchanting home offers a rare blend of classic architecture and modern comfort, perfect for those seeking a tranquil getaway or a vibrant community lifestyle.As you

  Barbara Robinson Red Apple Realty

  57 Main St, Philmont, NY 12565
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  /22

  $395,000

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  85 Summit St, Philmont, NY 12565

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

  Andrew Edwards Tri Hudson Realty, LLC

  85 Summit St, Philmont, NY 12565
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  /24

  $255,000

  • 3 Beds
  • 1 Bath
  • 976 Sq Ft

  24 New York 217, Hudson, NY 12534

  Welcome to this inviting 3-bedroom, 1-bath single-family home set on a beautiful, private 1-acre lot in the heart of Hudson.. Nestled on a quiet country road just minutes from downtown Hudson and the Taconic Parkway, this property offers a perfect blend of rural tranquility and accessibility. Step inside to find a bright, functional layout featuring a spacious living room, and a cozy eat-in

  Karen Chung Keller Williams Realty HV Nort

  24 New York 217, Hudson, NY 12534
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  /26

  $255,000

  • 3 Beds
  • 1 Bath
  • 976 Sq Ft

  24 Route 217, Hudson, NY 12534

  Welcome to this inviting 3-bedroom, 1-bath single-family home set on a beautiful, private 1-acre lot in the heart of Hudson.. Nestled on a quiet country road just minutes from downtown Hudson and the Taconic Parkway, this property offers a perfect blend of rural tranquility and accessibility.Step inside to find a bright, functional layout featuring a spacious living room, and a cozy eat-in

  Karen Chung Keller Williams Hudson Valley

  24 Route 217, Hudson, NY 12534
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  /19

  $950,000

  • 3 Beds
  • 2 Baths
  • 3,720 Sq Ft

  753 New York 217, Hudson, NY 12534

  For Sale: Speeds Garage - A Rare Commercial Opportunity in the Heart of Claverack. Unlock the potential of this unique property offering both commercial and residential possibilities! Located in a prime, high-visibility spot in Claverack, Speeds Garage has long served the community and continues to be a thriving business since opening in 1982. So whats included? Indoor and outdoor car lifts, NYS

  Heather Davala Davala Real Estate, LLC

  753 New York 217, Hudson, NY 12534
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  /50

  $775,000

  • 5 Beds
  • 4 Baths
  • 4,052 Sq Ft

  100 Schnackenberg Rd, Ghent, NY 12075

  Welcome to your private retreat in the Taconic Hills School District!Set on 8 serene acres, this beautifully renovated home offers the perfect balance of comfort, style, and versatility. With 5 bedrooms and 4 full baths, there’s plenty of space for family, friends, or guests. The sun-drenched great room is the heart of the home, featuring vaulted ceilings and dual stone fireplaces that create

  Dominique Wasilewski EXP Realty

  100 Schnackenberg Rd, Ghent, NY 12075
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  /20

  $598,000

  • Land
  • 13 Acres
  • $47,460 per Acre

  67 Taconic Creek Rd, Hillsdale, NY 12529

  Set down a secluded 1/8-mile driveway, this 12.6-acre property in the tranquil countryside of Hillsdale offers unmatched privacy and sweeping valley and mountain views. This beautiful home site includes plans for a stunning, modern-country 4,200sq ft main house and a separate 1,700sq ft 3 car garage with studio. Ready to build your dream home, this site provides an ideal canvas for creating your

  Peter Yates Four Seasons Sotheby's Int.

  67 Taconic Creek Rd, Hillsdale, NY 12529
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  /19

  $249,900

  • 2 Beds
  • 2 Baths
  • 794 Sq Ft

  2227 County Route 21, Hillsdale, NY 12529

  Tucked away on over 17 serene, subdividable acres in the Town of Kinderhook, this rare offering includes a half-finished 2-bedroom home (a shell awaiting your vision) with a brand-new raised-bed septic system and drilled well (newer pump) & new pressure tank already in place. With frontage on two quiet country roads; County Route 21 and Fowler Lake Rd. this land is a mix of old stone walls,

  Michael Castellano Gilcrest Properties

  2227 County Route 21, Hillsdale, NY 12529
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  /3

  $110,000

  • Land
  • 5 Acres
  • $21,611 per Acre

  0 Catskill View Rd Unit 157004, Claverack, NY 12513

  A fantastic opportunity! A 5.09-acre lot just outside Claverack, NY, offering a mix of open and wooded land with scenic farmland views. With housing inventory low, this could be the perfect chance to build a home tailored to your vision, rather than settling for someone else's design.The property is conveniently located near the Taconic State Parkway, making travel easy. It does require Board of

  Arleen Shepley Elyse Harney Real Estate

  0 Catskill View Rd Unit 157004, Claverack, NY 12513
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  /10

  $159,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  9 Prospect St, Hudson, NY 12534

  This 3-bedroom, 1 bath row house in the village of Philmont has been updated with new windows, modernized electrical systems, and a substantial amount of plaster and lathe replaced with sheetrock. The home includes a 3-season porch, offering a great space to enjoy the outdoors most of the year, and a small outdoor space with a work or storage shed.Located just minutes from both Hudson and

  Scott Paladino Chatham Properties

  9 Prospect St, Hudson, NY 12534
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  /39

  $797,850

  • 3 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  627 State Route 23, Craryville, NY 12521

  Catskill Views, Colonial Charm and Endless Tranquility. Enjoy breathtaking Catskill Mountain views from nearly every room of this meticulously maintained 3-bedroom, 2.5-bathroom colonial-style home set on 13.9 private acres. With 2,456 square feet of living space, this home offers a perfect balance of comfort, style and natural beauty.The sun-filled interior features an open-concept, eat-in

  DeWayne A. Powell William Pitt Sotheby's Int'l

  627 State Route 23, Craryville, NY 12521
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  /4

  $227,525

  • Land
  • 1.88 Acres
  • $121,024 per Acre

  0 Chestnut Ct, Philmont, NY 12534

  Chestnut Court offers an exceptional development opportunity currently with 8 lots adjacent to a 20-acre conservation area.Located just minutes from the village's amenities, this property is ideally positioned for a residential project.The area boasts a variety of outdoor activities making it highly attractive to potential buyers.Developers can purchase and design a unique subdivision

  Karen Davala Davala Real Estate

  0 Chestnut Ct, Philmont, NY 12534
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  /9

  $32,775

  • Land
  • 0.22 Acre
  • $148,977 per Acre

  66 Chestnut Ct, Claverack, NY 12565

  Chestnut Court offers an exceptional development opportunity with EIGHT individual lots available adjacent to a 20-acre conservation area OR someone can purchase the entire property. Located just minutes from the village's amenities, the area boasts a variety of outdoor activities including the City of Hudson, a sport park, conservation areas, hiking, nearby lakes and quaint boutique shopping.

  Karen Davala Davala Real Estate, LLC

  66 Chestnut Ct, Claverack, NY 12565
• 

  

  /4

  $227,525

  • Land
  • 1.88 Acres
  • $121,024 per Acre

  0 Chestnut Ct Unit 156459, Claverack, NY 12565

  Chestnut Court offers an exceptional development opportunity with lots adjacent to a 20-acre conservation area, featuring trails leading to Summit Lake. Located just minutes from the village's amenities including a co-op, deli, pizzeria, and fine dining restaurants. This property is ideally positioned for a residential project.The area boasts a variety of outdoor activities, including the City of

  Karen Davala Davala Real Estate, LLC

  0 Chestnut Ct Unit 156459, Claverack, NY 12565
• 

  

  /8

  $48,000

  • 3,506 Sq Ft

  4 Ellsworth St, Philmont, NY 12565

  Unlock the potential of this 3,500 sq. ft. handyman special in the heart of Philmont Village! Whether you're an investor, contractor, or visionary, this multi-family zoned property offers endless opportunities. Nestled on a compact .10-acre lot, it's a prime location just seconds from local shops, restaurants, and parks.Bring your tools and creativitythis building is ready for a full

  Heather Davala Davala Real Estate, LLC

  4 Ellsworth St, Philmont, NY 12565

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