Columbia County NY Homes for Sale

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  /61

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,056 Sq Ft

  72 Lamoree Rd, East Chatham, NY 12060

  Captivating and glorious Catskill views paired with lush rolling hills will mesmerize you from the moment you arrive. This stunning, custom-designed contemporary home with classic details is absolute perfection. Perched at the end of Lamoree Road--one of the most beautiful and undiscovered roads in Columbia County--this property offers a serene oasis in East Chatham. The 15.7 private acres ensure

  Peter Newman Beach & Bartolo Realtors

  72 Lamoree Rd, East Chatham, NY 12060
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  /50

  $625,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  306 Tunnel Hill Rd, Canaan, NY 12029

  Where old meets new in perfect harmony! The current owners have taken great care in renovating this classic eyebrow colonial on nearly 16 ACRES. From the outside, the house is as beautiful as when it was built over Two Hundred Years Ago. Inside, rooms have been reconfigured to accommodate modern living with a RENOVATED KITCHEN designed with a timeless appearance and including NEW APPLIANCES, a

  Jeffrey McKinney Beach & Bartolo Realtors

  306 Tunnel Hill Rd, Canaan, NY 12029
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  /40

  $1,295,000

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

  4 Bobolink Rd, Craryville, NY 12521

  Beautifully renovated circa-1900 lakefront cottage on Copake Lake, just over two hours from New York City and minutes from golf, dining, and year-round Hudson Valley and Berkshire attractions. Blending timeless charm with modern comforts, this four-bedroom, two-bath home offers the perfect waterfront retreat. Inside, exposed beams, hardwood floors, and an electric fireplace create a warm and

  Heather Cohen Compass, Hillsdale

  4 Bobolink Rd, Craryville, NY 12521
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  /53

  $279,900

  • 3 Beds
  • 1 Bath
  • 1,450 Sq Ft

  43 Frisbee St, East Chatham, NY 12060

  Freshly painted and full of country charm, this inviting East Chatham home offers breathtaking long-range views, peaceful surroundings, and a quaint setting perfect for enjoying the beauty of Columbia County. Relax and take in the scenic countryside while still being conveniently located near shopping, dining, and everyday amenities. Enjoy easy access to outdoor recreation and local attractions,

  Jerome Newkirk Revision Real Estate

  43 Frisbee St, East Chatham, NY 12060
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  /7

  $39,900

  • Land
  • 26,571 Sq Ft
  • $65,410 per Acre

  0 Prach Road Extension Unit 20263433, Claverack, NY 12513

  Take advantage of this opportunity to build your dream home on this cleared, flat, .61 acre parcel (with well on property). Conveniently located just minutes to Hudson's restaurants, shops, and Amtrak station, or if you prefer outdoor activities e.g. hiking, kayaking, skiing, and ariel adventure, it's all within a short drive to Bash Bish Falls State Park, Copake Lake, and Catamount Mountain

  Wendy Kenney Davala Real Estate, LLC

  0 Prach Road Extension Unit 20263433, Claverack, NY 12513
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  /24

  $215,000

  • 2 Beds
  • 1 Bath
  • 855 Sq Ft

  42 State Route 9h, Hudson, NY 12534

  Charming cottage-style home featuring original character and unique architectural details, ready for renovation and updating. A cozy foyer and staircase welcome you into the combined living and dining area. The living room is highlighted by a wall of built-in bookcases and three large windows that provide great natural light. The dining area features what appear to be French doors leading

  KIMBERLEY MILLER BHHS HUDSON VALLEY PROP-R

  42 State Route 9h, Hudson, NY 12534
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  /25

  $5,000

  • 3 Beds
  • 4 Baths

  77 Vandenburg Rd, Canaan, NY 12029

  Be Entralled this Summer.. Among this immaculate 2800sqft Hudson Valley home's features are living room w/ FIREPLACE - 3 bedrooms, 3.5 baths, wrap-deck, walls of windows and 15 acres of absolute serenity overlooking STUNNING VALLEY and LAKE VIEWS at Berkshire's foothills. Each BR features its own bathroom, including a bedroom suite with PRIVATE SAUNA over the attached 2-car garage. A five-minute

  Natalia de Amorim PREFERRED COUNTRY PROPERTIES

  77 Vandenburg Rd, Canaan, NY 12029
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  /20

  $1,695,000

  • Land
  • 127 Acres
  • $13,346 per Acre

  0 Mitchell St Unit 249980, Hillsdale, NY 12529

  Mitchell St is one of the most picturesque roads in Hillsdale and this property has a beautiful gentleness to it. Comprising of three separate contiguous lots (35.2 acres, 43.1 acres and 48.8 acres per assessor); access comes in off the southern most lot (43.10) and meanders through the property by a pond site, open meadows, old fruit trees and views of the hills around. The middle lot takes you

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  0 Mitchell St Unit 249980, Hillsdale, NY 12529
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  /9

  $125,000

  • 3 Beds
  • 1.5 Baths

  1903 Route 203 Unit 76, Chatham, NY 12037

  NEW 3 bedroom, 1.5 bath manufactured home available for sale. $125,000 + tax. Edgewood Acres is a quiet neighborhood with an authentic country vibe. You can walk to Chatham Village and find one-of-a-kind retail stores, restaurants and galleries. This rural upstate New York community is open, friendly, and welcoming. Crellin Community Park is walking distance from downtown Chatham with

  Darice Joerman Garden Homes Management

  1903 Route 203 Unit 76, Chatham, NY 12037
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  /12

  $1,550,000

  • 6 Beds
  • 6 Baths
  • 7,257 Sq Ft

  356 Union St, Hudson, NY 12534

  A Second Empire Manse positioned one of Hudson's most desirable residential blocks of Union Street, this turn-key five-unit investment property is located across from the historic Courthouse Square, and sits just one block from the restaurants, galleries, and shops on Warren Street. Thoughtfully restored through a complete gut renovation in 2020, the property is offered in excellent condition and

  Sean Roland Compass Greater NY LLC

  356 Union St, Hudson, NY 12534
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  /52

  $585,000

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

  124 Footbridge Rd Extension, Hudson, NY 12534

  Homes for sale are routinely referred to as ''rare offerings,'' but more often than not, they fall short of that description. This is not the case with the Closson House, a true one-of-one piece of history, offered for sale for only the second time since 1840. Expertly restored by two artists, this remarkable home occupies a rare space between historic preservation and the lost art of creative

  Sarah Kardos Four Seasons Sotheby's Int'l R

  124 Footbridge Rd Extension, Hudson, NY 12534
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  /41

  $1,550,000

  • 4 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  4983 Crow Hill Rd, Austerlitz, NY 12017

  A true haven of tranquility and beauty in the hills of Austerlitz, located just minutes from the hamlet of Spencertown. Sweeping views of the rolling hills form a perfect backdrop to the stunning pond, all of which can be enjoyed from the ideally placed front porch of this delightful home. The 17 private acres feature a scenic mix of woodlands and open spaces, complete with quiet trails to

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  4983 Crow Hill Rd, Austerlitz, NY 12017
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  /28

  $349,000

  • 4 Beds
  • 1.5 Baths
  • 1,214 Sq Ft

  1976 State Route 203, Chatham, NY 12037

  Set along scenic Route 203, this four-bedroom home enjoys easy access to the vibrant Village of Chatham, where beloved restaurants, local shops, farmers markets, and cultural attractions create one of Columbia County's most sought-after communities. Inside, the home offers a practical floor plan with comfortable living spaces and abundant potential for updates and personalization. Whether you're

  Nikki Carchedi Stone House Properties, LLC

  1976 State Route 203, Chatham, NY 12037
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  /39

  $524,900

  • 3 Beds
  • 2 Baths
  • 1,384 Sq Ft

  4445 New York 66, Malden Bridge, NY 12115

  Offered for the very first time in 63 years, this exceptionally well-maintained ranch is a rare opportunity to own a beloved property that has been carefully cared for by its original owner. Set on an impressive 14.9 acres in the picturesque hamlet of Malden Bridge, this 3-bedroom, 2-bath home combines comfort, privacy, recreation, and future potential in one remarkable package.Inside, you'll

  Michael Castellano Gilcrest Properties

  4445 New York 66, Malden Bridge, NY 12115
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  /59

  $1,950,000

  • 5 Beds
  • 5 Baths
  • 6,049 Sq Ft

  747 Columbia St, Hudson, NY 12534

  These are two adjacent buildings on two parcels. One is the 3-story building that currently houses Li'l Deb's Oasis (747 Columbia Street).There is one fully renovated Studio apt on the second floor rear. The second floor above the restaurant currently serves as a private dining room and there is also a fantastic third floor attic space. Could make a deluxe duplex apartment. The second building is

  Victor Mendolia The Kinderhook Group, Inc.

  747 Columbia St, Hudson, NY 12534
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  /35

  $495,000

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  28 Covenant Cir, New Lebanon, NY 12125

  Welcome to your private retreat at 28 Covenant Circle in East Nassau. Nestled on 5 peaceful acres, this beautifully updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and country tranquility. The inside features many updates including: the entire home has been freshly painted, the gorgeous farmhouse wood floors have just been redone, the bathrooms have modern vanities and

  Irene Kulbida Vera Cohen Realty, LLC

  28 Covenant Cir, New Lebanon, NY 12125
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  /46

  $367,500

  • 2 Beds
  • 1 Bath
  • 1,496 Sq Ft

  336 State Farm Rd, Valatie, NY 12184

  Welcome to this charming single-level 1914 Craftsman Bungalow, lovingly maintained by the same family for three generations and privately situated on 2.5 secluded acres at the end of a long circular driveway. Rich in character and warmth, this well-cared-for home offers 1,496 square feet of living space, beautiful original chestnut woodwork, built-in bookcases, and beautifully refinished parquet

  Elizabeth Hendler Berkshire Hathaway HomeService

  336 State Farm Rd, Valatie, NY 12184
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  /33

  $389,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 1 Bath
  • 2,229 Sq Ft

  1953 County Road 11, Claverack, NY 12513

  Step into a home that feels like it has been quietly telling its story since the 1800's, where every beam and board carries the charm of a bygone era. This classic colonial residence preserves its original character with exposed beams stretching across the main floor and a layout that balances simplicity with purpose. The kitchen is modest yet functional, anchored by a traditional wood store that

  Karen Davala Davala Real Estate, LLC

  1953 County Road 11, Claverack, NY 12513
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  /7

  $536,350

  • Land
  • 63.1 Acres
  • $8,500 per Acre

  L8 Lower Cady Rd, Chatham, NY 12136

  Both of these tax parcels 102689 47-1-8 (43.1) & 102689 47-1-9 (20 acres ) are to be sold together. Buyers don''t miss out on this one. If looking to build your dream home or just a hunting enthusiast, you have found a private country property located near a quiet historic community. Just minutes to the N.Y.S. Thruway,I-90 & Taconic State Parkway and a short drive to the Berkshires for all

  Barry Shatney Bovair Real Estate

  L8 Lower Cady Rd, Chatham, NY 12136
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  /28

  $1,685,000

  • 3 Beds
  • 3 Baths
  • 2,549 Sq Ft

  236 Shaker Museum Rd, Old Chatham, NY 12136

  Set along one of the most beautiful roads in Columbia County, this extraordinary country property offers a rare convergence of architecture, design, and landscape. Surrounded by 13 gorgeous acres of rolling hillside and forest, the setting feels both cinematic and deeply peaceful. Just beyond, the road is famously home to the Chatham Sheepherding Company's iconic complex of vernacular barns and

  Annabel Taylor Four Seasons Sotheby's Int.

  236 Shaker Museum Rd, Old Chatham, NY 12136
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  /30

  $465,000

  • 3 Beds
  • 1 Bath
  • 1,323 Sq Ft

  19 James St, Hudson, NY 12534

  Welcome to a perfectly maintained mid-century home on .26 acres in the town of Greenport, located minutes from the historic Hudson district. Set in the middle of a block of lovely homes, this sun-filled 3 bedroom ranch has a front raised garden and a lush backyard, screened-in porch and patio!The kitchen has been updated with new appliances, but maintains the charm of the 1960's.The

  Janet Kain The Kinderhook Group, Inc.

  19 James St, Hudson, NY 12534
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  /43

  $725,000

  • 4 Beds
  • 4 Baths
  • 3,244 Sq Ft

  578 Fischer Rd, Kinderhook, NY 12106

  Tucked away on a quiet country road in the desirable Town of Kinderhook, this extraordinary turnkey retreat offers the perfect blend of privacy, recreation, and investment potential. Set on just over 12 acres spanning two separate parcels, this fully furnished 4-bedroom, 2 full and 2 half bath property is being sold completely equipped--simply bring your toothbrush and start enjoying the Hudson

  Michael Castellano Gilcrest Properties

  578 Fischer Rd, Kinderhook, NY 12106
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  /42

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  682 New York 203, Spencertown, NY 12165

  Looking for a country home without large acreage to maintain and manage? Or looking to downsize but still have space for guests? This 3 bed, 2 bath, 1496 Sq ft ranch in Spencertown checks all those boxes. Built in 1965, the home sits back from the road in a park like setting on just 0.77 acres. With a beautiful view out back overlooking the neighbor's pasture it feels like you have much more

  Jennifer Sesma Beach & Bartolo Realtors

  682 New York 203, Spencertown, NY 12165
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  /28

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  1100 Harlemville Rd, Ghent, NY 12075

  Welcome to 1100 Harlemville Road, a c.1850 farmhouse set on more than nine bucolic acres with sweeping views across the Taconic Hills. Perched above the road, the property enjoys a sense of privacy and a setting that feels quintessentially upstate. The drive approaches the rear of the home, where a covered porch offers the perfect vantage point to enjoy the landscape. Enter through a mudroom clad

  MATTHEW CAREY Rouse + Co Real Estate

  1100 Harlemville Rd, Ghent, NY 12075
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  /64

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 3,190 Sq Ft

  76 Bowman Rd, Chatham, NY 12037

  A truly magical property tucked away at the end of a quiet country road, yet just minutes from the Village of Chatham. Set amid 10 lush and exceptionally private acres, the centerpiece of this enchanting retreat is a light-filled barn conversion featuring a soaring stone fireplace, wide-plank floors, a lofted primary suite, and a separate guest level with living room, two bedrooms, a full bath,

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  76 Bowman Rd, Chatham, NY 12037
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  /28

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  3620 County Route 9, East Chatham, NY 12060

  Acreage | Fun Architecture | Absolute Privacy. A refined 3BR/2BA residence on over 2 acres, anchored by a soaring cathedral-ceiling great room opening to wraparound deck .. add'l family room, updated kitchen, den, plus CENTRAL AIR and numerous other amenities. Family Rm fireplace is propane; laundry/utility woodstove is wood-burning. Central propane, hot air heating system and propane hot water.

  Natalia de Amorim PREFERRED COUNTRY PROPERTIES

  3620 County Route 9, East Chatham, NY 12060
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  /33

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft

  133 Grandview Dr, Valatie, NY 12184

  Lovely 4-bedroom Cape on just under an acre, tucked on a quiet cul-de-sac. This one-owner home has been lovingly maintained and offers plenty of room to spread out. The updated kitchen opens to the family room, plus a formal living room for additional space. Spacious first-floor primary bedroom with sitting area, currently used as a basket-weaving room, and full bath. Unique,Wide plank, pine

  Jolene Morris Howard Hanna Capital Inc

  133 Grandview Dr, Valatie, NY 12184
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  /30

  $1,489,000

  • 4 Beds
  • 4.5 Baths
  • 3,875 Sq Ft

  654 Route 217, Hudson, NY 12534

  Set on 4 picturesque acres, this remarkable 1700s Dutch Colonial offers a rare opportunity to own a piece of the Hudson Valley's history. Rich with original character the residence is filled with authentic period details, including wide-board floors, hand-hewn beams, multiple fireplaces, and an original bread oven that speaks to its storied heritage.While preserving its historic charm, the

  Kylah Campeta-Perez LYF Homes

  654 Route 217, Hudson, NY 12534
• 

  

  /41

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft

  286 Manor Rock Rd, Craryville, NY 12521

  Down a quiet country road is this 1860 farmhouse sits on thirty acres of mature woodland and open rolling lawns leading to a clear swim pond. The property feels deeply rooted in its setting--an authentic country homestead that has evolved thoughtfully over time. A three-building country compound features a farmhouse, a detached 2-car garage, and a purpose-built barn/studio, creating a rare

  

  Paul Barrett

  Houlihan Lawrence Inc.

  (518) 617-4645

  286 Manor Rock Rd, Craryville, NY 12521
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  /60

  $429,000

  • 3 Beds
  • 1.5 Baths
  • 1,328 Sq Ft

  63 Rossman Cir, Hudson, NY 12534

  Welcome to 63 Rossman Circle, a beautifully maintained 3-bedroom, 1 and half bath home set on over a half acre in the highly regarded Ichabod Crane School District. Thoughtfully updated over the years, this property offers the peace of mind that comes from consistent care and investment. Major improvements include a newer roof, HVAC system, hot water heater, water softener, seamless gutters with

  Rebecca Sullivan KW Platform

  63 Rossman Cir, Hudson, NY 12534
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  /44

  $349,900

  • 2 Beds
  • 1 Bath
  • 942 Sq Ft

  13247 State Route 22, Canaan, NY 12029

  Welcome to ''The Meadow Lodge'' ... Authentic Upstate New York log home living begins here. Set among mature trees, open lawn, andbeautifully improved grounds, this meticulously maintained Canaan retreat is a perfect balance of privacy, character, and convenience. Ideally situated between Hudson and the Berkshires, you'll enjoy easy access to the restaurants, galleries, boutiques, and cultural

  Rebecca Sullivan KW Platform

  13247 State Route 22, Canaan, NY 12029
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  /28

  $825,000

  • 3 Beds
  • 3 Baths
  • 2,304 Sq Ft

  82 Near Rd, Red Hook, NY 12571

  Beautifully reimagined 1924 home blends character with modern comfort and thoughtful design. Completely renovated in 2020 the residence offers 2,304 finished square feet with 3 bedrooms and 3 full baths. Vaulted ceilings, exposed beams abundant windows and an open-concept floor plan create a sense of beauty and spaciousness. The main level features warm wood floors, radiant heat throughout, and

  Linda Lindsay Upstate Down

  82 Near Rd, Red Hook, NY 12571
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  /11

  $1,395,000

  0 Lockwood Rd, Livingston, NY 12534

  Sweeping Catskill Mountain views define this exceptional 123-acre property in the heart of Livingston. Currently operated as a hay farm, the land features a diverse landscape of open fields, mature woodlands and three ponds. Approximately half of the acreage is open and actively utilized for agricultural purposes, while the balance is wooded, offering privacy, wildlife habitat, and recreational

  Ryan Wexler Corcoran Country Living

  0 Lockwood Rd, Livingston, NY 12534
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  /33

  $394,999

  • 4 Beds
  • 2 Baths
  • 1,891 Sq Ft

  29 Smith Rd, Nassau, NY 12123

  Located at the end of a town-maintained gravel road, this private raised ranch sits on 2.83 acres accented by a classic stone wall, offering views of the surrounding fields and woods.The first floor includes a family room, one bedroom, and a full bathroom. Upstairs, the second floor features the living room, dining area, kitchen, two additional bedrooms, a full bathroom, and a laundry room. Front

  Daisy Blair Howard Hanna Capital Inc

  29 Smith Rd, Nassau, NY 12123
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  /10

  $32,000

  • Land
  • 1.25 Acres
  • $25,600 per Acre

  209 County Route 27, Ancram, NY 12502

  Spectacular Waterfront Opportunity on Chrysler Pond. Rare waterfront building lots like this don't come along often! Discover this serene, 1.25-acre parcel nestled along the peaceful shores of 46-acre Chrysler Pond in the charming town of Copake, NY. With 210 feet of combined water and road frontage, these two adjacent lots are being sold together to offer an incredible canvas for your dream

  Julie Sylvia Columbia County RE Specialist

  209 County Route 27, Ancram, NY 12502
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  /23

  $265,000

  • 3 Beds
  • 1.5 Baths
  • 1,363 Sq Ft

  321 Co Rte 27b, Hollowville, NY 12530

  Charming 1820s Farmhouse with modern touches in a serene country setting. Nestled on a picturesque corner lot, this enchanting home beautifully marries classic charm with modern convenience. Step inside to discover period woodwork that tells a story of timeless craftsmanship. As you approach the white picket fence, you'll be greeted by a sense of warmth and nostalgia, beckoning you to explore

  Tammy Molinski Coldwell Banker Advisor Realty

  321 Co Rte 27b, Hollowville, NY 12530
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  /40

  $449,000

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

  186 W Hand Hill Rd, New Lebanon, NY 12125

  OPEN HOUSE Saturday June 20 from 10am-12pm 186 Hand Hill Rd W offers a rare level of privacy and refinement at the end of a quiet, town-maintained road. A private drive leads to a bluestone walkway and understated entry. This Colonial-style residence is thoughtfully sited to capture uninterrupted views of a private pond, with expansive front-facing windows that draw in natural light throughout

  Rebecca Sullivan KW Platform

  186 W Hand Hill Rd, New Lebanon, NY 12125
• 

  

  /15

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  424 Macedonia Rd, Austerlitz, NY 12165

  Manufactured home at the end of a quiet lane. Nearly 5 acres of tranquility. Close to State Forest and Beebe Hill for hiking. Two bedrooms with two full baths. Open floor plan. Easy maintenance. Enclosed porch and nice deck.Two hundred square foot enclosed. Doesn't get any more private than this. Shed for storage. Woodstove for the fall and winter nights. Cleared spot perfect for gardening or

  Tracy Tassinari Gabel Real Estate

  424 Macedonia Rd, Austerlitz, NY 12165
• 

  

  /24

  $299,000

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  60 Milo St, Hudson, NY 12534

  Welcome to 60 Milo Street, a charming two-bedroom, one-bath home situated on a rare double-width lot in the City of Hudson. Featuring an oversized detached garage and plenty of outdoor space, this property offers endless potential. Whether you're looking for a move-in ready home to enjoy as-is or envision bringing your own updates and renovations to create something truly special, this is an

  Austin Urban Venture Fox Realty Group LLC

  60 Milo St, Hudson, NY 12534
• 

  

  /10

  $450,000

  • Land
  • 33.48 Acres
  • $13,441 per Acre

  0 Bate Rd Unit 20263268, Claverack, NY 12521

  Far-reaching views from this private, 33 acre, hilltop site make this the perfect location to build your country hideaway. Centrally located in the beautiful Columbia Co town of Claverack, these heavily-wooded, parcels offer easy access to the Taconic State Parkway and 2 hrs to NYC. The hilltop acreage has a cleared house site. Both parcels have BOHA for septic and the electric runs through the

  Alan Weaver Alan Weaver, Lic. RE Broker

  0 Bate Rd Unit 20263268, Claverack, NY 12521

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