4,431

Old Chatham, NY Homes

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  • /31

    $679,000 Under Contract

    • 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
  • /3

    $47,000 Sold Jul 01, 2025

    • Land
    • 0.33 Acre
    • $142,424 per Acre
    • 5 Days On Market

    0 Hover Rd, Claverack-Red Mills, NY 12513

    Level lot of land in well-established neighborhood is ready for your dream home on an easy lot to care for. This .33 Acre lot is ready to build upon as long as you meet the current zoning setbacks and BOHA requirements for well and septic. Set just moments from conveniences including the City of Hudson, with its shops and restaurants, this lot would make the ideal place for your next home!

    Barbara Robinson Red Apple Realty

    0 Hover Rd, Claverack-Red Mills, NY 12513
  • /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
  • /18

    $586,000 Sold Jun 30, 2025

    • 1,296 Sq Ft
    • $452/SF
    • 38 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1988

    676 County Route 21, Ghent, NY 12075

    Private and Quiet 19+ Acres Surround this Hidden Contemporary Single-level Home. Built with pride and love by the skillful carpenter owner with a soothing stream included. Two bedrooms with large windows allowing one to take in the beauty of the setting and offering seasonal Catskill Mountain views to the west. Sunny and bright kitchen with skylights and glass sliding doors leading to a

    Terry Cozzolino Cozzolino Real Estate Inc

    676 County Route 21, Ghent, NY 12075
    • /24

      Est $286,377 Not Listed For Sale

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

      141 Soller Heights Rd, Ghent, NY 12075

      141 Soller Heights Rd, Ghent, NY 12075
  • /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
  • /15

    $460,000 Sold Jun 30, 2025

    • 2,104 Sq Ft
    • $219/SF
    • 40 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1870

    32 Prospect St, Philmont, NY 12565

    Tucked away on a quiet street in the heart of Philmont village, 32 Prospect Street is full of possibility. Bright and welcoming, the home offers a comfortable, easy layout, with windows that frame soft mountain light and long views of the Catskills beyond. The partially finished basement hints at further potentialalready framed and wired, it's easily imagined as a guest apartment, studio, or cozy

    Miles Vidor Nicole Vidor Real Estate Inc.

    32 Prospect St, Philmont, NY 12565
    • /20

      Est $796,639 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,536 Sq Ft

      171 Tipple Rd, Ghent, NY 12075

      171 Tipple Rd, Ghent, NY 12075
  • /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
  • /42

    $1,350,000 Sold Jun 27, 2025

    • 3,540 Sq Ft
    • $381/SF
    • 15 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2003

    864 W End Rd, Hillsdale, NY 12529

    Tucked away on one of Hillsdale's most picturesque and coveted country roads, this extraordinary property is a celebration of nature, craftsmanship, and connection—blending serene seclusion with easy access to the vibrant Hudson Valley lifestyle.Set on a park-like expanse of rolling lawns, mature woodlands, and a dreamy lilypad-covered pond, this one-of-a-kind home offers the welcome sense of

    John Barbato Compass, Hillsdale

    864 W End Rd, Hillsdale, NY 12529
  • /33

    $445,000

    • 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
  • /27

    $405,000 Sold Jun 27, 2025

    • 1,496 Sq Ft
    • $271/SF
    • 5 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1870

    82 County Route 9, Ghent, NY 12075

    Welcome to your storybook farmhouse, nestled just on the edge of a quaint hamlet.This charming home retains its original character with wood floors, exposed beams and timeless details throughout. Sunlight fills every room, creating a warm and inviting atmosphere.Upstairs you'll find bright and private quarters, including a full bath and a versatile space perfect for a third bedroom,

    Karen Davala Davala Real Estate

    82 County Route 9, Ghent, NY 12075
    • /26

      Est $475,058 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,482 Sq Ft

      417 Carpenter Rd, Ghent, NY 12075

      417 Carpenter Rd, Ghent, NY 12075
  • /47

    $1,250,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    306 County Route 21c, Ghent, NY 12075

    This picturesque four-bedroom, three-bath 1800's farmhouse has been lovingly restored and thoughtfully updated, blending timeless historic farmhouse charm with modern comfort, including fiber-optic internet. Set on 18.5 acres of pure serenity, it offers a storybook setting with two meandering streams, an enchanting spring-fed pond,and a rolling lawn that opens to forests and trails.

    Nancy Felcetto Brown Harris Stevens Hudson

    306 County Route 21c, Ghent, NY 12075
  • /56

    $310,000 Sold Jun 26, 2025

    • 1,400 Sq Ft
    • $221/SF
    • 247 Days On Market
    • 3 Beds
    • 0.5 Baths
    • Built 1915

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

    Charming 1915 Two-Story Arts & Crafts style home and the Sellers say SELL! Buyers, this is your chance to own a great home in move-in condition at this amazing price; the sellers have another home and this one must be SOLD!Welcome to your dream home! Nestled in a serene neighborhood, this delightful two-story residence from 1915 combines classic charm with modern convenience. Step inside to

    Barbara Robinson Red Apple Realty

    161 New York 23, Claverack-Red Mills, NY 12513
    • /28

      Est $767,687 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,980 Sq Ft

      857 State Route 23, Craryville, NY 12521

      857 State Route 23, Craryville, NY 12521
  • /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
  • /22

    $70,000 Sold Jun 25, 2025

    • 1,944 Sq Ft
    • $36/SF
    • 190 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1910

    19 Main St, Hudson, NY 12534

    Very large 5 bedroom 2 Bath house with a 2 car detached garage that backs up to the Agawamuck Creek and High Falls Conservation area in Philmont NY on 0.24 acres, some repairs needed. Taconic Hills Schools

    Ronnie Rebis Grist Mill Real Estate

    19 Main St, Hudson, NY 12534
    • /2

      Est $328,102 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 884 Sq Ft

      189 Prach Rd, Hillsdale, NY 12529

      189 Prach Rd, Hillsdale, NY 12529
  • /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
  • /25

    $440,000 Sold Jun 11, 2025

    • 1,080 Sq Ft
    • $407/SF
    • 203 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1950

    4510 Crow Hill Rd, Ghent, NY 12075

    This adorable home is being sold together with a contiguous 5 acre lot behind the house which is under separate tax map 94.-1-30.120. Together it totals 5.87 acres.Pastoral views are yours from just about every window! This home has updates such as the roof, windows, siding, kitchen, newly painted front porch, and side entrance.Beautiful hardwood floors are throughout the first floor and pine

    Beth Harring Harring Properties, LLC

    4510 Crow Hill Rd, Ghent, NY 12075
    • /37

      Est $700,675 Not Listed For Sale

      • 3 Beds
      • 0.5 Baths
      • 2,893 Sq Ft

      167 Dunbar Rd, Hudson, NY 12534

      167 Dunbar Rd, Hudson, NY 12534
  • /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
  • /5

    $162,000 Sold Jun 02, 2025

    • Land
    • 13.06 Acres
    • $12,404 per Acre
    • 304 Days On Market

    705 Gahbauer Rd, Claverack, NY 12534

    13 acres of land with wonderful views of the Catskill Mountains and acres of apple orchard to the west from the potential building site. To the east, overlook beautiful woods and wetlands filled with birds and wildlife. Enjoy vibrant sunsets in the evening. Plenty of space for walking trails & areas that can be cleared for gardens. Only ten minutes to Hudson shops, restaurants, Farmer's Market &

    Sarah Lipsky William Pitt Sothebys Intn'l

    705 Gahbauer Rd, Claverack, NY 12534
    • /18

      Est $293,784 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,176 Sq Ft

      217 State Route 23, Claverack, NY 12513

      217 State Route 23, Claverack, NY 12513
  • /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
  • /26

    $330,000 Sold May 28, 2025

    • 1,836 Sq Ft
    • $180/SF
    • 184 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1953

    70 Tipple Rd, Hudson, NY 12534

    Perfect location in the heart of Columbia County close to Chatham, Kinderhook, the Berkshires and only two hours from NYC lies this three bedroom one bath home with lots of elbow room and a walkout unfinished lower level, including a garage. New Roof, New Septic Leach field and many new windows have already been done! A full acre of land with mature trees on a quiet country road is the perfect

    Ryan Lane Gilcrest Properties

    70 Tipple Rd, Hudson, NY 12534
    • /31

      Est $705,000 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,768 Sq Ft

      92 Patroon St, Claverack, NY 12513

      92 Patroon St, Claverack, NY 12513
  • /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
  • /29

    $717,500 Sold May 23, 2025

    • 2,400 Sq Ft
    • $299/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1815

    169 Main St, Philmont, NY 12565

    As one of the oldest houses on record in the village of Philmont, this stunning c1815 eyebrow Colonial sits on a beautiful acre of land. Greek keys, a unique architectural detail, frame the eyebrow windows on the second floor. Inside, the house has been beautifully restored. The original wideboard plank floors, twelve-over-six windows, and three fireplaces all remain in tact. The two public rooms

    Annabel Taylor Four Seasons Sotheby's International Realty

    169 Main St, Philmont, NY 12565
    • /35

      Est $958,865 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,790 Sq Ft

      230 Route 217, Hudson, NY 12534

      230 Route 217, Hudson, NY 12534
  • /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
  • /53

    $730,000 Sold May 16, 2025

    • 3,679 Sq Ft
    • $198/SF
    • 59 Days On Market
    • 7 Beds
    • 4 Baths
    • Built 1957

    84 Swiss Farm Rd, Hudson, NY 12534

    Set on a peaceful 8.23-acre lot, this property combines space, practicality, and rustic charm. The main house offers 4 large bedrooms and 3 bathrooms, with an in-law apartment that boasts an additional 2 bedrooms and full bath.The Amish-built horse barn is built to last whether you need a setup for horses or a versatile space for storage or hobbies, this barn has you covered.With over 8 acres of

    Trevon Williams Greenwood Realty Group of NY

    84 Swiss Farm Rd, Hudson, NY 12534
    • /64

      Est $316,251 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,100 Sq Ft

      7 Coons Rd, Hudson, NY 12534

      7 Coons Rd, Hudson, NY 12534
  • /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
  • /49

    $1,900,000 Sold May 13, 2025

    • 6,800 Sq Ft
    • $279/SF
    • 257 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    176 Bartel Rd, Ghent, NY 12075

    Welcome to your private oasis nestled between Hudson and Chatham, offering the perfect home or family compound on expansive, picturesque land featuring rolling hills and serene large ponds teeming with wildlife, including heron, duck, and kingfishers. The long private driveway leads up to the spacious house, surrounded by nature's beauty. Hosting gatherings is effortless in this large home, ample

    Joseph Briggs William Pitt Sotheby's Int'l

    176 Bartel Rd, Ghent, NY 12075
    • /12

      Est $359,090 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,691 Sq Ft

      328 Route 217, Hudson, NY 12534

      328 Route 217, Hudson, NY 12534
  • /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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