Columbia County NY Homes for Sale

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  /31

  $995,000

  • 2 Beds
  • 2 Baths
  • 2,060 Sq Ft

  17 Memory Ln, Hillsdale, NY 12529

  Lakefront living in one of the most peaceful and serene locations on Copake Lake. An expansive 75 feet of private waterfront with an existing dock, this charming home offers beautiful eastern views across the lake, where sunrises and tranquil water vistas become part of everyday life.The home's inviting open-concept layout has a spacious kitchen, dining, and living area. A first-floor primary

  John Barbato Compass, Hillsdale

  17 Memory Ln, Hillsdale, NY 12529
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  /24

  $325,000

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  1135 New York 295, East Chatham, NY 12060

  1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High

  Natalia de Amorim Preferred Country Properties

  1135 New York 295, East Chatham, NY 12060
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  /30

  $440,000

  • 8 Beds
  • 4 Baths
  • 2,840 Sq Ft

  142 Main St, Hudson, NY 12534

  142 Main Street, Philmont, NY 12565 Fully Rented 4-Unit Investment Opportunity Turn-key multi-family property in the heart of Philmont featuring four fully rented units with strong rental income and diverse layouts. Ideal for investors seeking immediate cash flow in a centrally located village setting. This building offers: Unit 1 (1st Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 2 (2nd

  Heather Davala Davala Real Estate, LLC

  142 Main St, Hudson, NY 12534
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  /12

  $1,495,000

  $500K PRICE DROP

  • Land
  • 61.54 Acres
  • $24,293 per Acre

  0 High Meadow Rd, Copake, NY 12516

  Nestled on a serene 61.54-acre expanse in the heart of Copake, NY, this extraordinary property offers a rare opportunity to own a premier building site atop a private promontory. Accessed by a long, meandering driveway that winds gracefully through the landscape, the approach reveals a breathtaking flat homesite that commands expansive eastern views of rolling farmland and the majestic Taconic

  John Panzer Elyse Harney Real Estate

  0 High Meadow Rd, Copake, NY 12516
• 

  

  

  /28

  $274,999

  • 5 Beds
  • 2 Baths
  • 2,326 Sq Ft

  1640 County Route 13, New Lebanon, NY 12125

  Charming 5-bedroom, 2-bath country-style home on a cozy lot, featuring an oversized two-car garage with a dedicated workshop area. Inside, enjoy a spacious family room, an inviting living room, and an eat-in kitchen--plenty of room for everyone. Recent upgrades include a durable metal roof, a new split system for efficient heating and cooling, on-demand hot water, and newer carpeting upstairs.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  1640 County Route 13, New Lebanon, NY 12125
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  /28

  $1,175,000

  $100K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 1,700 Sq Ft

  401 Collins St Unit Stop 11, Hillsdale, NY 12529

  Discover a truly singular retreat: a 1,700-square-foot, octagonal contemporary barn residence designed and built by a noted architectural designer. Set deep within more than four acres of pristine woodlands on one of Columbia County's most coveted roads, this home offers the rare combination of modern architecture, privacy, and effortless living. Plans are available for a one or two bedroom

  Pamela King-Belfor Four Seasons Sotheby's Int.

  401 Collins St Unit Stop 11, Hillsdale, NY 12529
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  /28

  $500,000

  • 5 Beds
  • 2 Baths
  • 2,888 Sq Ft

  134 Willowbrook Rd, Hudson, NY 12534

  1980's ranch located in a picturesque country location. Nicely set back from a quiet road this home features a living room with wood burning fireplace, dining room with direct access to a screened-in porch, well equipped eat-in kitchen, 3 bedrooms and a full bath on the first floor. The lower level includes 2 additional rooms set-up as bedrooms, a family room, bath and utility room with laundry

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  134 Willowbrook Rd, Hudson, NY 12534
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  /50

  $1,995,000

  • 3 Beds
  • 3 Baths
  • 4,409 Sq Ft

  3243 County Route 9, East Chatham, NY 12060

  Welcome to Bear Paw Creek. Explore this captivating 24.68-acre retreat in East Chatham, New York, where a private drive leads to an idyllic blend of historic charm and contemporary elegance in an 1825 farmhouse. Featured in Domino Magazine this designer home is nestled amid rolling pastoral valleys, dense woods, and a gently flowing stream, the property unfolds with sublime gardens, a unique

  Rachel Haley Compass Greater NY, LLC

  3243 County Route 9, East Chatham, NY 12060
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  /59

  $1,200,000

  • 16 Beds
  • 8 Baths
  • 8,208 Sq Ft

  85-87 Nelson Ave, Ghent, NY 12075

  BEST INVESTMENT PRESENTLY LISTED - EXCELLENT NOI - FULLY OCCUPIED 2 buildings, total 8 identical units on 1.4 acres. 2 bedrooms each unit and full bath, spacious L shaped LR/ DA and kitchen w/stove/fridge/range hood. Common laundry area in hallway w/washer/dryer. Private, off-street, asphalt parking lot. Total 16 bedrooms, 8 full baths. Walk to Dairy Queen, free tennis courts, sport field w/

  Natalia de Amorim Preferred Country Properties

  85-87 Nelson Ave, Ghent, NY 12075
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  /28

  $795,000

  $787K PRICE INCREASE

  • 6 Beds
  • 2 Baths
  • 2,998 Sq Ft

  60 Anthony St, Hillsdale, NY 12529

  1800s farm house. Just waiting for some TLC. This property consists of the main farm house. one very large barn. Addtional 3 out building. One of the back building contains an attractive apartment.The property butts up to the Harlem Valley Rail Trail. Walking distant to the Hamlet of Hillsdale. Including the Roe Jan Brewing Co. IGA, The Hillsdale House, The town park. Less then 5 min ride to

  Gerard Meenagh The Meenagh Group Realty

  60 Anthony St, Hillsdale, NY 12529
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  /25

  $348,000

  • 3 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  11 Kinderhook Ln, New Lebanon, NY 12125

  Charming 1980s one-floor ranch set back from a quiet country road. This bright home features an oversized eat-in kitchen, 2-3 bedrooms, (one presently the laundry room) and a main bedroom with a convenient half-bath. The living room is filled with natural light from abundant windows. Vinyl plank flooring throughout most of the home and a huge heated basement provide comfort and flexible space.

  Sharon McArdle Berkshire Hathaway Home Services Blake

  11 Kinderhook Ln, New Lebanon, NY 12125
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  /8

  $750,000

  • Land
  • 60.9 Acres
  • $12,315 per Acre

  6580 Route 9, Hudson, NY 12534

  Prime Development or Investment Opportunity on Route 9 - Greenport/Stockport Line Discover approximately 61 acres of exceptional development potential along Route 9, perfectly positioned on the Greenport-Stockport town line. Property Highlights: Zoning: Hamlet and Residential with a partial Senior Citizen Overlay; rear portion zoned Rural Residential.Utilities: Access to municipal water,

  Melissa Stickles Coldwell Banker Advisor Realty

  6580 Route 9, Hudson, NY 12534
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  /55

  $1,450,000

  • 3 Beds
  • 3 Baths
  • 2,572 Sq Ft

  297 Wiltsie Bridge Rd, Ancramdale, NY 12503

  Classic eyebrow colonial along the Roeliff Jansen Kill w/ renovated barn and large tillable field across the road. The home has been completely redone from the studs out. Exposed beams, vaulted ceilings, radiant heat, central air, new plumbing, new electrical yet so many original details were preserved. Kitchen is open to dining with wood stove and seating area making this the center of the home.

  Jennifer Harvey Compass Greater NY LLC

  297 Wiltsie Bridge Rd, Ancramdale, NY 12503
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  /8

  $235,000

  $24K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  156 County Route 10, Germantown, NY 12526

  1900's bungalow in the historic hamlet of Linlithgo on just over a half acre with several sheds/outbuildings. House in need of renovation consists of a kitchen, living room, den, 2 bedrooms and a full bath.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  156 County Route 10, Germantown, NY 12526
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  /8

  $350,000

  $25K PRICE DROP

  • Land
  • 10.25 Acres
  • $34,146 per Acre

  207 Pleasantvale Rd, Tivoli, NY 12583

  A VERY SPECIAL slice of Heaven with an allowance for two homes. Over 10 PRIME acres with two building envelopes and BOHA preapproval. Site One is set up on a knoll with pastural vistas and distant mountain views. Site Two overlooks a Spring Fed pond, is lightly wooded and borders open farmland. Set back off a meandering private drive this is the perfect opportunity for a builder investor, private

  Catherine Mondello Mondello Upstate Properties

  207 Pleasantvale Rd, Tivoli, NY 12583
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  /29

  $430,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft

  3 Datus Ct, Kinderhook, NY 12106

  Experience modern luxury in this meticulously reimagined 3-bedroom, 2-bathroom ranch. Located on a quiet cul-de-sac, this home has undergone a professional gut renovation, offering the quality of new construction on an expansive 0.46-acre lot. The open-concept main level features a gourmet kitchen with white shaker cabinets, premium quartz countertops, a tile backsplash, and brand-new stainless

  Eric Li EAST COAST NEW YORK

  3 Datus Ct, Kinderhook, NY 12106
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  /36

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  152 Main St, Philmont, NY 12565

  Welcome to Hawthorne Cottage, a circa 1900 updated residence on Main Street in the heart of Philmont's historic district, set on a sloping lot with a stone wall and partial woodland in one of Columbia County's most authentic small villages. The home has been fully renovated. Open shelving and curated details create inviting living spaces full of warmth and character. The kitchen includes butcher

  Taylor Kurtz Houlihan Lawrence, Inc.

  152 Main St, Philmont, NY 12565
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  /42

  $840,000

  $85K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,189 Sq Ft

  308 Shaker Ridge Dr, Canaan, NY 12029

  PRICE IMPROVEMENT!!! Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. Relax or entertain on expansive multi-level decks that overlook the water, perfect for a weekend retreat or full-time lakeview living. The open floor plan and walls of windows flood the main living area with natural light and stunning views in every

  Sharon McArdle Berkshire Hathaway Home Services Blake

  308 Shaker Ridge Dr, Canaan, NY 12029
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  /15

  $169,000

  • Land
  • 26.5 Acres
  • $6,377 per Acre

  0 County Route 9 Unit 20255066, New Lebanon, NY 12060

  26.5 acres of land to farm or build on . Fabulous views over surrounding farmland, valley and mountains.Great mix of open land & woods . Pond for fishing or irrigation for crops. Beautiful stream & rock walls. Perfect land to put in an agricultural program for lower taxes.Just 2.5 hours from NYC, 35 minutes to Hudson, 30 minutes to Albany, 15 minutes to Pittsfield & Jiminy Peak.

  Philip Feiner Country Life Real Estate, LLC

  0 County Route 9 Unit 20255066, New Lebanon, NY 12060
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  /15

  $1,999,000

  $491K PRICE DROP

  • Land
  • 27 Acres
  • $74,037 per Acre

  35 Pulcher Ave, Stottville, NY 12534

  Incredible opportunity for mixed residential and commercial development in the heart of the Hudson-Greenport commercial and residential area. Access to public sewer and water, electric and gas. Close to Amtrak station. Permissible zoning and development friendly local officials. Great private location, set back from the Fairview Avenue thoroughfare. The best of both worlds: convenience to

  David Birch Barns & Farms Realty

  35 Pulcher Ave, Stottville, NY 12534
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  /34

  $2,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,069 Sq Ft

  170 Greendale Rd, Hudson, NY 12534

  Greendale House is a rare Hudson River estate where historic character, graceful architecture, and breathtaking natural surroundings come together in one remarkable offering. Set within one of the Hudson Valley’s most iconic landscapes, the property carries the quiet elegance and enduring presence of a true legacy home. Walking distance from Frederic Church's Olana and across the river from

  Gina Fox William Pitt Sothebys Int Rlty

  170 Greendale Rd, Hudson, NY 12534
• 

  

  /17

  $1,100,000

  $99K PRICE DROP

  • Land
  • 147 Acres
  • $7,483 per Acre

  132 Lockwood Rd, Hudson, NY 12534

  Livingston NY Farm is a 147 acre parcel with full Catskill views open and wooded. Currently leased to local farmer. Ideal for estate or development, possible glamping site. Consists of 3 subdivided parcels each with its own access; 80 acres, 38 acres and 27 acres. Several (5) separated open fields bordered by woods.There are some delineated wetlands. Ideal for compound, development or

  David Birch Barns and Farms Realty LLC

  132 Lockwood Rd, Hudson, NY 12534
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  /40

  $529,000

  • 2 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  1564 New York 23, Craryville, NY 12521

  Escape to this quintessential 1850 eyebrow Colonial farmhouse, where 19th-century character is preserved in every detail. The home is anchored by three original wood-burning fireplaces and complemented by coveted original wide-plank floors, original windows, doors, moldings, and hardware. Every inch of this home has been curated to highlight its architectural heritage while providing contemporary

  Matthew Snyder Compass, Hillsdale

  1564 New York 23, Craryville, NY 12521
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  /27

  $399,900

  $30K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,632 Sq Ft

  2124 U S 9, Kinderhook, NY 12106

  Just outside the charming Kinderhook Village limits sits this spacious 5-bedroom, 2-bath home offering timeless character, solid construction, and endless potential. Priced at 429,900, this property is ideal for buyers looking for space, location, and the opportunity to add their own personal touches over time.Inside, you'll find a warm and inviting living room centered around a wonderful

  Michael Castellano Gilcrest Properties

  2124 U S 9, Kinderhook, NY 12106
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  /21

  $344,000

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  168 County Route 27b, Hudson, NY 12534

  Wonderful Claverack ranch style country home sitting on 1 acre with meandering stream throughout the property. Updated eat-in kitchen with commercial Viking range, stainless appliances and French door to large Trex deck. Living room with beamed ceiling, primary bedroom with 1/2 bath. Porch has been used as 3rd bedroom. Furnace is 4 years old, windows replaced and roof is 10 years old. Outside is

  Karen Westman Berkshire Hathaway Home Services Blake

  168 County Route 27b, Hudson, NY 12534
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  /16

  $1,250,000

  $45K PRICE DROP

  • 8 Beds
  • 4 Baths
  • 5,635 Sq Ft

  358 Warren St, Hudson, NY 12534

  A mixed use building in the heart of historic Hudson. This c1860 Federal style brick building is a fabulous investment with four beautifully updated apartments. Gut renovated in 2021, the building is completely turn key and has retained much of its historic charm. You'll find a studio garden apartment in the lower level, a 2BR apartment on street level which could also be used as

  Annabel Taylor Four Seasons Sotheby's Int.

  358 Warren St, Hudson, NY 12534
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  /14

  $525,000

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

  284 Hall Hill Rd, Ancram, NY 12502

  Discover the Charm of Country Living Escape to this authentic 3-bedroom, 2-bath log home tucked away on a peaceful private road in Ancram. Set on 5 acres, the property also includes a separate 3-acre buildable lot across the lane—perfect for maintaining privacy, creating a guest house or studio, or simply preserving your view and open space. Start your day with coffee on the front porch, or soak

  Kelly Harrison Taconic Valley Real Estate

  284 Hall Hill Rd, Ancram, NY 12502
• 

  

  /20

  $59,000

  $16K PRICE DROP

  • Land
  • 4.74 Acres
  • $12,447 per Acre

  0 New York 22, Austerlitz, NY 12017

  Beautiful wooded lot on the Green River is a great spot to build your new home. The lot is 4.74 acres gently sloping upwards towards the east with the Green River running across the southwestern corner, so no bridge will be needed to access the land. Less than 5 mins to Beebe Hill State Forest, Harvey Mountain State Forest, Austerlitz Historical Society and Steepletop (the Edna St. Vincent Millay

  Jennifer Sesma Beach & Bartolo Realtors

  0 New York 22, Austerlitz, NY 12017
• 

  

  /11

  $1,000,000

  • Land
  • 55.38 Acres
  • $18,057 per Acre

  166 Fingar Rd, Hudson, NY 12534

  A unique property with a lot of potential ! Opportunity to acquire around 55 acres of versatile land with multiple existing structures and flexible land use, this property blends history, privacy, and opportunity just outside the heart of Hudson in Columbia County, in rural Greenport, just minutes from Hudson, NY. This property features open farmland, wooded areas, and frontage on both sides of

  Janet Bingham Keller Williams Realty Group

  166 Fingar Rd, Hudson, NY 12534
• 

  

  /15

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  153 Near Rd, Red Hook, NY 12571

  A 1949 original, 153 Near Road was fully reimagined in 2021. The house is sited on two acres off a county lane, yet is a short distance to Hudson, Red Hook, Pine Plains with easy access to the Taconic Parkway. The first floor features an open concept, the kitchen, dining and living spaces flow together without interruption, anchored by a kitchen island and warmed by a wood stove. Flooded with

  Jonathan Berry Upstate Down

  153 Near Rd, Red Hook, NY 12571
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  /54

  $1,100,000

  • 3 Beds
  • 4 Baths
  • 2,448 Sq Ft

  2666 New York 23, Hillsdale, NY 12529

  Unique investment opportunity in the hamlet of Hillsdale. This new-to-the-market commercial/residential property has been meticulously renovated by the current owner, a commercial builder, who over-engineered the project with high-end features throughout. The property consists of four distinct rental units:2666 Route 23, Main (Blue) Building- First-Floor Commercial Unit Right Side: 360

  Margaret Bower Avenia Columbia County RE Specialist

  2666 New York 23, Hillsdale, NY 12529
• 

  

  /17

  $324,000

  • Land
  • 5.79 Acres
  • $55,959 per Acre

  Lot 2 County Route 6, Clermont, NY 12526

  This exceptional parcel, with a private entrance off County Rt 6, offers breathtaking panoramic views of the Catskill Mountains. Fully BOH approved and perc tested, it provides an outstanding opportunity for those seeking a serene and scenic location to build a home or investment property. Enjoy the balance of seclusion and accessibility, making it an ideal choice in the heart of the Hudson

  Brock Anderson Four Seasons Sotheby's Int.

  Lot 2 County Route 6, Clermont, NY 12526
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  /43

  $470,250

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,968 Sq Ft

  1742 State Route 82, Ancram, NY 12502

  New to the market with numerous recent updates and enough space foreveryone to stretch out. This classic split-level ranch offers privacy andpeaceful seclusion, just moments from the shores of Lake Taghkanic StatePark. The four-bedroom, two-bath home perfectly balances modern updates withthe serenity of 2.5 quiet acres. Step inside to an updated kitchen, where askylight pours

  Julie Sylvia Columbia County RE Specialist

  1742 State Route 82, Ancram, NY 12502
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  /41

  $259,000

  $36K PRICE INCREASE

  • 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
• 

  

  /39

  $925,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,114 Sq Ft

  6 Wang Dr, Copake Lake, NY 12521

  This is a full renovation inside and out. Beautiful lake views, a dock, great neighborhood and location The main floor begins with a formal entry foyer, an open-plan kitchen, and a living room featuring preserved original wide-plank wood floors and a dramatic double-height wood-paneled ceiling that opens to an expansive great room. A main-level primary suite allows for easy single-floor living.

  John Barbato Compass, Hillsdale

  6 Wang Dr, Copake Lake, NY 12521
• 

  

  /30

  $489,000

  • 3 Beds
  • 1.5 Baths
  • 1,910 Sq Ft

  15 Jones Ave, Chatham, NY 12037

  Home Sweet HomeLocated on a quiet side street, this wonderful village property has so much to offer. The bright and welcoming interior includes a living room, dining room, spacious kitchen, and a sunroom that leads to the backyard patio and garden. The first floor also features a convenient mudroom and a half bath. Upstairs you will find three bedrooms and a nicely appointed full bath.

  Lenore Packet Stone House Properties, LLC

  15 Jones Ave, Chatham, NY 12037
• 

  

  /25

  $625,000

  • 5 Beds
  • 3.5 Baths
  • 2,982 Sq Ft

  158 Hudson Ave, Chatham, NY 12037

  Experience the perfect blend of 1900s farmhouse charm and contemporary comfort in the heart of Chatham. This thoughtfully updated farmhouse features an expansive open-concept kitchen and great room designed for seamless entertaining. Filled with natural light, the great room includes a wood burning stove and cozy window seat. Relax in the light-drenched enclosed front porch or enjoy dining on the

  Beth Cozzolino Gabel Real Estate

  158 Hudson Ave, Chatham, NY 12037
• 

  

  /50

  $9,500,000

  • 5 Beds
  • 7 Baths
  • 6,875 Sq Ft

  506 Silvernail Rd, Pine Plains, NY 12567

  A rare offering of enduring beauty and thoughtful design, this extraordinary modern farmhouse--built in 2019--stands as a true masterpiece set on 52.32 acres of rolling landscape, with sweeping views of mountains, open hills, and the Roeliff Jansen Kill. Spanning 6,875 square feet, the residence blends refined craftsmanship with a warm, livable elegance. Reclaimed 19th-century pine floors with

  Paula Redmond Corcoran Country Living - Mill

  506 Silvernail Rd, Pine Plains, NY 12567
• 

  

  /21

  $599,000

  $51K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  896 County Route 13, Old Chatham, NY 12136

  Nestled within the serene hamlet of Old Chatham, this exceptional country home offers 43 private acres with stream frontage and abundant wildlife. Thoughtfully renovated and impeccably maintained, the residence seamlessly blends timeless rural character with modern comfort. Recent enhancements include a beautifully redesigned kitchen and bath, upgraded sound attenuation for enhanced privacy, a

  Mary Turoci Keyology

  896 County Route 13, Old Chatham, NY 12136
• 

  

  /22

  $1,749,000

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft

  251 Viewmont Rd, Germantown, NY 12526

  In a bucolic setting in Germantown, this stunning modern farmhouse sits amongst rolling hills on a quiet country road. The five acre parcel has a beautiful pond and is made up of open green fields and forest, and there is a barn with a new standing seam metal roof, water and sewer. The 3BD 3BA main house was built in 2020 and looks and feels brand new. You'll find vaulted ceilings and white oak

  Annabel Taylor Four Seasons Sotheby's Int.

  251 Viewmont Rd, Germantown, NY 12526

Showing Results 361 - 400, Page 10 of 13