Old Chatham, NY Homes for Sale

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  /28

  $739,000

  • 3 Beds
  • 3 Baths
  • 1,508 Sq Ft

  221 Tice Hill Rd, Ghent, NY 12075

  Location, Setting, Location!!Tucked back from a quiet country road, this spacious 3 bed, 3 bath home is privately nestled on almost 14 acres with lovely gardens, majestic trees, rock outcroppings, woods to explore and plenty of rolling lawn to kick the soccer ball , raise some chickens, have a horse or Plant some fruit trees. With many updates, this home and property has been

  Linnea VanTassel Country Life Real Estate, LLC

  221 Tice Hill Rd, Ghent, NY 12075
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  /38

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,729 Sq Ft

  26 Woodland Rd, Craryville, NY 12521

  Nestled on a peaceful dead end country road, this warm and inviting 3 bedroom, 2 bath custom log cabin sits on a scenic 2 acre lot. Step inside to find a classic cabin feel with exposed wood beams, natural woodwork, and a spacious open concept kitchen. The main level features a cozy living area, full bath, and a generously sized bedroom.Upstairs, you'll find two spacious bedrooms, a second

  Erin Shepherd Mahar Real Estate, LLC

  26 Woodland Rd, Craryville, NY 12521
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  /36

  $579,000

  • 3 Beds
  • 1.5 Baths
  • 1,498 Sq Ft

  861 Snydertown Rd, Craryville, NY 12521

  Country cottage sitting on a 6 acre property with 3 ponds and a large yard surrounded by lilacs. This 3 bedroom, 2 bathroom home offers a country retreat on a quiet road. There are pine floors throughout the home with the washer and dryer hookup in the pantry, light filled sun room and built in pine bookcase. The kitchen is equipped with stainless steel refrigerator, dishwasher, gas range stove

  Joyce Vale Coldwell Banker Advisor Realty

  861 Snydertown Rd, Craryville, NY 12521
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  /32

  $485,000

  • 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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  /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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  /38

  $720,000

  • 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

  $520,000

  • 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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  /50

  $735,000

  • 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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  /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

  $579,900

  • 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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  /24

  $799,900 New Construction

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

  801 Rodman Rd, Hillsdale, NY 12529

  New listing in Hillsdale, set high on a quiet dirt road where privacy, peace, and panoramic views define your backdrop. Why wait a year and a half for a new build when you could be in by Christmas? This brand-new construction is underway and ready for you to make it your own. The structure is in place with a brand-new drilled well, septic system, and 200-amp electrical service already set.

  Michael Castellano Gilcrest Properties

  801 Rodman Rd, Hillsdale, NY 12529
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  /30

  $949,000

  • Land
  • 52.06 Acres
  • $18,229 per Acre

  114 Old Barrington Rd, Hollowville, NY 12530

  Views, Views, Views! Spectacular Catskill Mountain views surround this exceptional property. A gravel driveway and buried electric lead to the prominent homesite, which also features a drilled well already in place. Once part of a working farm, this sun-filled land offers endless potential — ideal for a Small estate (property consists of three tax ID parcels): horses, cattle, or crop production.

  Michael Tellerday Houlihan Lawrence Inc.

  114 Old Barrington Rd, Hollowville, NY 12530
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  /7

  $199,000

  • Land
  • 10 Acres
  • $19,900 per Acre

  631 New York 23, Hollowville, NY 12530

  Views, Views, Views! Breathtaking Catskill Mountain views surround this exceptional property — a rare blend of beauty, sunlight, and open space. Once part of a working farm, this sun-filled land offers endless opportunity. Create your dream home with room for horses, cattle, or small-scale agriculture. Wide, open fields stretch toward the horizon, bathed in sunlight from dawn to dusk, where every

  Michael Tellerday Houlihan Lawrence Inc.

  631 New York 23, Hollowville, NY 12530
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  /30

  $949,000

  • Land
  • 52.06 Acres
  • $18,229 per Acre

  114 Old Barrington Rd, Hudson, NY 12534

  Views, Views, Views!Spectacular Catskill Mountain views surround this exceptional property. A gravel driveway and buried electric lead to the prominent homesite, which also features a drilled well already in place.Once part of a working farm, this sun-filled land offers endless potential — ideal for a Small estate (property consists of three tax ID parcels): horses, cattle, or

  Michael Tellerday Houlihan Lawrence, Inc.

  114 Old Barrington Rd, Hudson, NY 12534
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  /8

  $199,000

  • Land
  • 10 Acres
  • $19,900 per Acre

  631 New York 23, Claverack-Red Mills, NY 12513

  Views, Views, Views! Breathtaking Catskill Mountain views surround this exceptional property — a rare blend of beauty, sunlight, and open space. Once part of a working farm, this sun-filled land offers endless opportunity. Create your dream home with room for horses, cattle, or small-scale agriculture. Wide, open fields stretch toward the horizon, bathed in sunlight from dawn to dusk, where every

  Michael Tellerday Houlihan Lawrence, Inc.

  631 New York 23, Claverack-Red Mills, NY 12513
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  /20

  $310,000

  • 2 Beds
  • 1 Bath
  • 1,036 Sq Ft

  441 New York 23, Hollowville, NY 12513

  This well maintained house on three acres in Claverack, surrounded by hundreds of acres of conserved land, is just ten minutes from Hudson. Enjoy single story living in a two bedroom 1950's house with numerous upgrades including a new boiler, new roof, new siding, floors and windows. Original wood cabinets from the 1950's in the kitchen, a swinging door into the dining room and then into the

  Sarah Lipsky William Pitt Sothebys Intn'l

  441 New York 23, Hollowville, NY 12513
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  /19

  $1,600,000

  • 4 Beds
  • 2.5 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

  Andrea Gabel Gabel Real Estate

  181 Lockwood Rd, Craryville, NY 12521
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  /40

  $1,075,000

  • 5 Beds
  • 3.5 Baths
  • 3,390 Sq Ft

  23 Petty Rd, Ghent, NY 12075

  Nestled down a private road, this spacious home has designer updates for a turn key experience. Set on over 5 acres, this home has 5 bedrooms, 3.5 baths. Open kitchen to dining room and living room for natural light. Perfect for entertaining, the kitchen has an oversized quartz island with prep sink, 36'' gas range, marble tile backsplash and solid wood cabinets. Mud room off kitchen with

  Andrea Gabel Gabel Real Estate

  23 Petty Rd, Ghent, NY 12075
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  /9

  $795,000

  • 8 Beds
  • 4 Baths
  • 3,620 Sq Ft

  20 Church St, Philmont, NY 12565

  Don't miss this investment opportunity in the Village of Philmont! With four well-kept, occupied units, this house is conveniently in the center of town & generates a solid income. Unlike many local multifamilies, this property was built to be an apartment house--so that all the apartments enjoy a superior, uncompromised layout. All apartments have minisplits for heating and cooling. The kitchens

  Andrew Edwards Tri Hudson Realty, LLC

  20 Church St, Philmont, NY 12565
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  /21

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,161 Sq Ft

  240 Stevers Crossing Rd, Hudson, NY 12534

  Welcome to 240 Stevers Crossing in Hudson. This warm and inviting home features a new roof (2023), gutters (2024), electrical upgrade (2025), oil tank (2025), and new bedroom carpets (2025). Enjoy cozy winters by the fireplace and a spacious yard that’s perfect for kids and outdoor gatherings. The location is ideal for nature lovers, with High Falls Park less than a mile away, Olana and Bash Bish

  Robert Dellaero Julia B Fee Sothebys Int. Rlty

  240 Stevers Crossing Rd, Hudson, NY 12534
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  /37

  $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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  /11

  $350,000

  • 3 Beds
  • 3 Baths
  • 2,365 Sq Ft

  3 Church St, Philmont, NY 12565

  Investment opportunity in the Village of Philmont, Columbia County NY! Philmont is emerging as the new Hudson, which is just ten quick minutes away. With three well-kept, occupied units, this house is in the center of town & generates a solid income. Philmont is attracting a diverse population as its amenities increase; including the Hawthorne Valley Farm store and School just minutes away; the

  Andrew Edwards Tri Hudson Realty, LLC

  3 Church St, Philmont, NY 12565
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  /10

  $450,000

  • 5 Beds
  • 5 Baths
  • 2,392 Sq Ft

  1 Church St, Philmont, NY 12565

  Fantastic Investment opportunity in the Village of Philmont! Philmont is emerging as the new Hudson, which is just ten quick minutes away. With three well-kept, occupied units, this house is conveniently in the center of town & generates a solid income. Philmont is attracting a diverse population as its amenities grow; including the Hawthorne Valley Farm store and School just minutes away; the

  Andrew Edwards Tri Hudson Realty, LLC

  1 Church St, Philmont, NY 12565
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  /33

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,258 Sq Ft

  8 Hover Rd, Claverack, NY 12513

  Welcome home to this beautifully renovated mid-century ranch, perfectly situated on a generous 0.35-acre corner lot. This stunning residence seamlessly blends classic charm with modern comfort, providing an idyllic retreat for today's lifestyle.Step inside to discover a completely transformed interior featuring brand new siding, stylish flooring, and a state-of-the-art heating and air

  Barbara Robinson Red Apple Realty

  8 Hover Rd, Claverack, NY 12513
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  /8

  $375,000

  • Land
  • 90 Acres
  • $4,167 per Acre

  0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529

  On a bucolic country by-way you will find this very private wooded hilltop parcel with Catskill Mountain views. Gorgeous mature timber and beautiful rocky outcrops dot this parcel. Access is via a brief right-of-way and along a pretty private lane. Note reduced taxes due to a power line easement to the rear of the property. Suitable for a single main residence.

  James Male HOUSE Hudson Valley Realty

  0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529
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  /33

  $1,185,000

  • 4 Beds
  • 3 Baths
  • 2,238 Sq Ft

  24 van Wyck Ln, Hudson, NY 12534

  A fabulous example of early Hudson Valley architecture, this c1840 Greek Revival farmhouse sits on three rolling green acres of meadow and gardens. Old growth maples dot the landscape, the property is just 5m from the vibrant city of Hudson but a world away. Its stacked covered porches are framed by classic columns, and gorgeous six-over-six windows are lined with the home's original shutters.

  Annabel Taylor Four Seasons Sotheby's Int.

  24 van Wyck Ln, Hudson, NY 12534
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  /4

  $99,999

  • Land
  • 11.35 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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  /24

  $449,000

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

  218 Decker Rd, Craryville, NY 12521

  Whether you're looking for a full-time residence or a weekend retreat, this home delivers comfort, style, and low-maintenance living in one of Columbia County's most convenient and desirable locations. A modern ranch with Turnkey Ease. Located just 10 minutes from the vibrant shops and restaurants of Hudson's Warren Street historic district, this modern ranch offers effortless living in a

  Martin Salerno The Kinderhook Group, Inc.

  218 Decker Rd, Craryville, NY 12521
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  /9

  $159,000

  • Land
  • 4.7 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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  /17

  $295,000

  • 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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  /14

  $199,000

  • 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

  $2,995,000

  • 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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  /26

  $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

  Karen Chung Keller Williams Hudson Valley

  24 New York 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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  /20

  $598,000

  • Land
  • 12.6 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

  $225,000

  • 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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  /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
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  /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
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  /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

  4 Ellsworth St, Philmont, NY 12565

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