Columbia County NY Houses for Sale

• 

  

  

  /31

  $759,900

  • 4 Beds
  • 4 Baths
  • 3,858 Sq Ft

  37 Pine Ln, Tivoli, NY 12583

  Get ready to have the summer of your dreams in this impeccably cared for turnkey Center Hall Colonial style home in serene country setting. Tucked away at the end of a private road, you instantly feel welcomed as you enter a spacious and bright Living Room with a pellet stove. You will love to dine in the eat in Kitchen with brand new appliances and multitude of counter space. Formal Dining Room

  Angelina Lanzarone Mondello Upstate Properties

  37 Pine Ln, Tivoli, NY 12583
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  /43

  $899,000

  • 5 Beds
  • 3.5 Baths
  • 2,714 Sq Ft

  198 Sigler Rd, Pine Plains, NY 12567

  This architect designed and custom built passive solar home and guest house is sited privately on 17.90 acres with panoramic views of the of the eastern valley plains to Stissing Mountain and beyond. The tree lined driveway leads you to both houses that sit high on the land, facing south over looking the property fields & pond. Perfectly sited for the passive solar design and the solar panel

  Kimberly Baker BHHS Hudson Valley Properties

  198 Sigler Rd, Pine Plains, NY 12567
• 

  

  

  /39

  $2,875,000

  • 4 Beds
  • 6 Baths
  • 5,000 Sq Ft

  114 Best Ln, Germantown, NY 12526

  A notable jewelry designer and artist designed and infused her homestead on 13.5 acres in Germantown with the spirit of her upbringing among the Maasai in Africa. The two houses on the property embody an aesthetic that merges both utter simplicity with the luxury of texture and color. The pair of barns-turned-homes bracket the end of the driveway. Each is wrapped by porches and has soaring

  Byron Anderson Compass Greater NY, LLC

  114 Best Ln, Germantown, NY 12526
• 

  

  

  /19

  $347,000

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  81 SW Sw Colony Rd, Hillsdale, NY 12529

  Welcome to Copake Lake!! Sweet two-bedroom, one bath cottage, eat in kitchen, views of the lake from living room and one of the two bedrooms, nice big yard to enjoy outdoor fun. All appliances included. PLUS (As per Seller) water rights along that 20-foot stretch, a buyer may be able to agree with others in the area to extend the existing dock, which could be up to 60 feet into the lake!

  Margaret Bower Avenia Columbia County RE Specialist

  81 SW Sw Colony Rd, Hillsdale, NY 12529
• 

  

  

  /20

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,419 Sq Ft

  75 Upper Hollow Rd, Hillsdale, NY 12529

  Nestled along a picturesque, secluded country dirt road--surrounded by a serene pond, a flowing creek, and wooded acreage--this charming 2 bedroom log cabin offers the perfect escape. The expansive property spans 193 acres, with 18 acres located outside the Columbia Land Conservancy and Forestry Program, allowing for reduced taxes and enhanced privacy.An additional structure on the

  Janet Kain The Kinderhook Group, Inc.

  75 Upper Hollow Rd, Hillsdale, NY 12529
• 

  

  /30

  $1,895,000

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

  1049 County Route 19, Elizaville, NY 12523

  Hawkskill is a rare offering- a quintessential Hudson Valley country house set far back off a country road amidst 40 serene acres and accessed by a long private tree lined driveway. In the front of the home, which stands on a rise framed out by stately trees, a bubbling brook winds its way through a meadow and off towards the Roeliff Jansen Kill. At the back of the house a large flagstone

  Norah Burden Brown Harris Stevens HV LLC

  1049 County Route 19, Elizaville, NY 12523
• 

  

  /46

  $875,000

  • 4 Beds
  • 3 Baths
  • 4,092 Sq Ft

  204 Moore Rd, Germantown, NY 12526

  Nestled amidst the serenity of the Clermont countryside, this one-of-a-kind, custom-built luxury ranch home presents a perfect blend of sophistication and comfort, designed with the modern family in mind. Enveloped by three acres of lush landscape, this estate boasts a long, private driveway, setting the stage for an extraordinary living experience complemented by breathtaking mountain

  Mario Geissler Four Seasons Sotheby's Int'l R

  204 Moore Rd, Germantown, NY 12526
• 

  

  /10

  $1,880,000

  • 4 Beds
  • 1 Bath
  • 1,443 Sq Ft

  105 Norton Rd, Unknown Ny City, NY 12029

  Incredible opportunity to own 367 acres of privacy with your own 6-acre lake, trails, streams, and direct access to Beebe Hill State Forest and its 30 miles of hiking trails. The property includes a classic single-family home (ready for a full renovation), a 40' x 50' Morton shed, and a heated garden shed.An approved second homesite with septic, underground electric/data lines, and a transformer

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  105 Norton Rd, Unknown Ny City, NY 12029
• 

  

  /50

  $400,000

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

  20 Shore Dr, Elizaville, NY 12523

  Imagine waking up to the gentle sounds of lake life, stepping out onto your expansive corner lot where morning coffee tastes better surrounded by the promise of mature gardens waiting to bloom again. This 5-bedroom, 3-bathroom ranch estate sits on TWO SEPARATE PARCELS in the coveted Twin Lakes community, offering savvy investors and visionary developers a rare opportunity to resurrect a

  Michele Marina Atlantica East Associates LLC

  20 Shore Dr, Elizaville, NY 12523
• 

  

  /23

  $2,850,000

  • 4 Beds
  • 5 Baths
  • 5,000 Sq Ft

  230 Warren St, Hudson, NY 12534

  This exemplary commercial or residential building is prominently located on lower Warren Street in the heart of Hudson's historic district and is for sale for the first time in many years. Built in 1866 as a bank, this solid brick building with three stories is standout with an impressive facade featuring iconic cast iron columns. Currently a popular restaurant on the main and second floors with

  James Male HOUSE Hudson Valley Realty

  230 Warren St, Hudson, NY 12534
• 

  

  /66

  $1,475,000

  • 4 Beds
  • 4 Baths
  • 2,904 Sq Ft

  1 E Court St, Hudson, NY 12534

  Welcome to Winslowe Townhouse, a stately 1842 brick beauty overlooking one of Hudson's most picturesque parks. Set on a coveted corner beside the courthouse and two landmark churches, this turn-key home offers four thoughtfully updated, light-filled stories with original details like crown molding, exposed brick, and wood floors. A chef's kitchen features AGA appliances and custom cabinetry, with

  Anthony D'Argenzio Houlihan Lawrence

  1 E Court St, Hudson, NY 12534
• 

  

  /20

  $869,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  472 & 526 Taghkanic Rd, Elizaville, NY 12523

  Whispering pines. Welcome to a private oasis tucked on 21 acres of bucolic rolling fields. Pristine woods with trails throughout. Meticulously maintained country retreat designed to just enjoy. Open dining to living with cathedral ceilings. Kitchen thoughtfully designed with entertainment in mind. Plenty of storage. Three bedrooms and two full baths. Media room and office. New

  Tracy Tassinari Gabel Real Estate

  472 & 526 Taghkanic Rd, Elizaville, NY 12523
• 

  

  /21

  $780,000

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft

  511 County Route 10, Germantown, NY 12526

  Built on a scenic ridge between the historic hamlets of Livingston and Linlithgo, this classic1880s Columbia County farmhouse has been completely renovated and lovingly maintained byits current owners, who added a primary bedroom suite and a light-filled sitting and dining area in addition to upgrading all the appliances and mechanical systems. Set back from the road behind a row of

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  511 County Route 10, Germantown, NY 12526
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  /18

  $375,000

  • 4 Beds
  • 1.5 Baths
  • 1,570 Sq Ft

  16 Oakwood Blvd, Hudson, NY 12534

  Classic Hudson Home with Big Potential!!Priced below appraisal, this 4BR, 1.5BA 1925 home sits on a 0.33-acre lot in a quiet neighborhood. Features include a large eat-in kitchen, original wood floors (under carpet), vintage details, and a layout ready for your updates. Spacious yard, detached garage, and room to garden or expand. Walk to downtown shops, restaurants, and galleries.

  Elizabeth Hendler Berkshire Hathaway HomeServices Blake, REALTORS

  16 Oakwood Blvd, Hudson, NY 12534
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  /37

  $625,000

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

  184 Sawchuck Rd, Millerton, NY 12546

  This delightful country house is privately set on 2.75 beautifully landscaped acres in the Town of Ancram, Columbia County. It will make a wonderful full-time residence or weekend country retreat! Meticulously maintained by the current owners, this home is move-in ready. Within, you will find a light-filled kitchen that opens to a lovely dining room with French doors to a cozy sunroom. The first

  Susan Whalen George T Whalen Real Estate

  184 Sawchuck Rd, Millerton, NY 12546
• 

  

  /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
• 

  

  /49

  $598,000

  • 4 Beds
  • 2 Baths
  • 3,050 Sq Ft

  635 Albany Turnpike, Old Chatham, NY 12136

  In the heart of Old Chatham, is this rare opportunity to purchase a historic, well maintained, 3 unit property with views of breathtaking, cascading waterfalls. The Old Chatham Post Office currently occupies one unit (3 years remain on the lease) and, there are 2 updated, currently vacant apartments to rent, live in or use as office space. The two level, 2 bedroom apartment and a 1 (could be 2)

  Peter Newman Beach & Bartolo Realtors

  635 Albany Turnpike, Old Chatham, NY 12136
• 

  

  /40

  $3,975,000

  • 2 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  49 Sunset Cir, Germantown, NY 12526

  The interiors at Riversmeet complement the exceptional landscape surrounding it and were carefully envisioned by the brilliant designer Louise Copeland. The first floor contains the main living space is lined with windows to Hudson River views. Mudroom with laundry, powder room, and a finished garage/gym/studio complete the first floor. The second floor homes two large bedroom suites, each with

  Raj Kumar Four Seasons Sotheby's International Realty

  49 Sunset Cir, Germantown, NY 12526
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  /47

  $2,499,000

  • 4 Beds
  • 3 Baths
  • 4,020 Sq Ft

  202 Buckwheat Bridge Rd, Germantown, NY 12526

  This historic house is a timeless beauty. Ice skate on the pond, garden in the greenhouse, and fish and swim in the creek, which borders the property on its south side. Looking for a meditative practice? Stroll the orchard, practice your art in one of the many outbuildings perfect for a studio, or read a book in your very own library. The kitchen, with its huge picture window, is always sunny,

  CYNTHIA FENNELL Patricia A. Hinkein Realty

  202 Buckwheat Bridge Rd, Germantown, NY 12526
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  /58

  $995,000

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

  218 Ridge Rd, Schodack Landing, NY 12156

  Luxurious modern farmhouse set on over 5 acres of pristine farmland. Enjoy breath-taking mountain views out the floor-to-ceiling windows, flooding the home with natural light or one of many large terraces off the livingroom or a bedroom. The expansive primary wing offers a private retreat w/ an oversized walk-in closet, lavish open-concept shower, & a private patio with a fireplace. Feat. a

  Vera Cohen Vera Cohen Realty, LLC

  218 Ridge Rd, Schodack Landing, NY 12156
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  /82

  $2,750,000

  • 4 Beds
  • 5.5 Baths
  • 3,946 Sq Ft

  150 Harrington Dr, Austerlitz, NY 12017

  It begins with a turn off the quiet country road, where a private driveway winds through the canopy of woods. The trees part slowly, like curtains rising on a stage, revealing a home that feels less like a structure and more like a sanctuary, perched at the top overlooking nearly 72 acres of untouched landscape. This is 150 Harrington Drive - where modern architecture meets the timeless rhythm of

  Angela Lanuto Coldwell Banker Village Green

  150 Harrington Dr, Austerlitz, NY 12017
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  /45

  $650,000

  • 3 Beds
  • 3 Baths
  • 1,450 Sq Ft

  95 Miller Rd, Canaan, NY 12029

  This fully renovated 1890 farmhouse on 7.9 acres offers the perfect blend of historic charm and modern convenience. Located on a quiet country road in Canaan, NY, the home features original exposed beams, wide plank floors, and a thoughtfully updated kitchen and dining area (2023). The layout includes 3 bedrooms and 2 full baths--two bedrooms and a bath on the main floor, including a primary with

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  95 Miller Rd, Canaan, NY 12029
• 

  

  /39

  $799,000

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

  91 Miller Rd, Canaan, NY 12029

  Knoll Rock - Restored 1700s Farmhouse in Canaan, NY Knoll Rock is a beautifully restored post-and-beam farmhouse dating back to the 1700s, set on 2.79 serene acres in Canaan, New York. This distinctive property seamlessly blends historic charm with modern comforts, offering a rare opportunity to own a piece of early American architecture in a location convenient to both the Berkshires and Hudson

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  91 Miller Rd, Canaan, NY 12029
• 

  

  /29

  $899,000

  • 4 Beds
  • 2 Baths
  • 1,748 Sq Ft

  2727 County Route 8, Elizaville, NY 12523

  Perched on a scenic rise with sweeping views of surrounding rolling hills, this 4-bedroom, 2-bath home offers 1,748 square feet of comfortable living in a truly park-like setting. At the end of a long driveway this house sits on almost 20 private acres. It is a rare blend of open meadows, mature trees, and fabulous vistas in every direction. Inside, the home is warm and welcoming, with

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  2727 County Route 8, Elizaville, NY 12523
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  /50

  $749,999

  • 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
• 

  

  /24

  $3,000,000

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

  164 Mount Merino Rd, Hudson, NY 12534

  With drop dead gorgeous, close range views of the Hudson River, this 3BD 2.5BA modernist home was designed by award-winning architect Barry Price. On 6 acres amongst fields of wildflowers, the house sits notched into the hillside above the river, thoughtfully sited to take full advantage of stunning southerly views. The scenery is right out of a Frederic Church painting, the sun setting over the

  Annabel Taylor Four Seasons Sotheby's Int.

  164 Mount Merino Rd, Hudson, NY 12534
• 

  

  /65

  $4,580,000

  • 5 Beds
  • 3.5 Baths
  • 5,440 Sq Ft

  315 Weed Mine Rd Unit 2B, Copake, NY 12516

  Exceptional Hudson Valley Estate where peaceful modern living meets mountain majesty. This architecturally refined 5-bedroom, 5,540 sf home sits on 19 acres of total privacy, nestled within NY State conserved land of the Taconic mountains to the east, and panoramic views of the Catskills to the west. Outside, the home commands unparalleled distant views of the valley and mountains beyond,

  John Barbato Compass, Hillsdale

  315 Weed Mine Rd Unit 2B, Copake, NY 12516
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  /42

  $840,000

  • 3 Beds
  • 2.5 Baths
  • 2,623 Sq Ft

  25 Ridge Rd, East Chatham, NY 12060

  Exceptional Views & Elevated ComfortPerched high above Mercer Road at the top of Ridge, this stunning 2,600+ sq ft contemporary home offers panoramic views that stretch across the valley to the Catskills—some of the best in the region. Set on 10 private acres, the home pairs modern ease with total tranquility.The vaulted great room, anchored by a floor-to-ceiling wood-burning

  Baris Demirel Serhant LLC

  25 Ridge Rd, East Chatham, NY 12060
• 

  

  /20

  $235,000

  • 3 Beds
  • 1 Bath
  • 1,418 Sq Ft

  147 Route 26a, Stuyvesant, NY 12173

  Cash offers only for this charming simple Victorian farmhouse located in the farming hamlet of Stuyvesant within a short walk to the Hudson riverfront. Home is in need of renovation including plumbing and electric. The almost half acre of land is filled with perennials, that when cultivated will provide seasons of color. The first floor has a formal living room, dining room, kitchen, first

  Michael Stasi Corcoran Country Living

  147 Route 26a, Stuyvesant, NY 12173
• 

  

  /49

  $1,200,000

  • 3 Baths
  • 4,000 Sq Ft

  573 E Kerley Corners Rd, Elizaville, NY 12523

  Welcome to the Elizaville Diner & Deli, a Hudson Valley roadside treasure with a lakeside backdrop. Set on just over two picturesque acres, this mixed-use commercial property includes a restored vintage diner, a renovated deli, ample parking, and grassy fields overlooking a spring-fed quarry.Originally built in 1956, the Elizaville Diner is the last surviving example of a Kullman Dutchess

  Shaina Marron Houlihan Lawrence Inc.

  573 E Kerley Corners Rd, Elizaville, NY 12523
• 

  

  /13

  $385,000

  • 5 Beds
  • 2 Baths
  • 1,248 Sq Ft

  355 Maple Avenue Extension, Germantown, NY 12526

  1977 Ranch nicely sited on a knoll located at the end of a quiet dead end road less than a half mile from the historic hamlet of Germantown. House features a nice size kitchen with dining area, livingroom overlooking the seasonal mountain views, 3 bedrooms and a full bath on the first floor. The lower level includes a familyroom, 2 additional bedrooms and a full bath as well as workshop/garage

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  355 Maple Avenue Extension, Germantown, NY 12526
• 

  

  /25

  $525,000

  • 4 Beds
  • 3 Baths
  • 2,320 Sq Ft

  237 Main St, Copake, NY 12516

  This stunning Carpenter Gothic Revival home in the historic hamlet of Copake, NY has been masterfully renovated from top to bottom, blending timeless architectural character with contemporary comfort. Every inch of this 4-bedroom, 3 full bath home has been thoughtfully updated, preserving its original wide-plank pine floors, wood-burning fireplace, and intricate period details—while incorporating

  John Barbato Compass, Hillsdale

  237 Main St, Copake, NY 12516
• 

  

  /39

  $399,000

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

  107 Near Rd, Red Hook, NY 12571

  A true Hudson Valley treasure! Step into this enchanting 1934 Hudson Valley home, where vintage charm meets modern sophistication. Set on nearly 2 peaceful acres, this 2-bedroom, 2-bath retreat features a cozy open floor plan with an inviting fireplace/woodstove, multiple skylights, exposed beams, incredible architectural lines, and beautiful Doug fir wood floors. Offering a perfect blend of

  Margaret Niekrewicz Margaret Mondello Real Estate

  107 Near Rd, Red Hook, NY 12571
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  /33

  $269,000

  • 3 Beds
  • 1 Bath
  • 1,107 Sq Ft

  207 Stottville Rd, Hudson, NY 12534

  Great home for someone transitioning from a larger house who is in downsize mode or for the first time homeowner upgrading from an apartment. Newer mechanicals from a recent renovation are a big plus. Room for expansion if so desired. There is a nice basement walk out feature through the garage at the rear of the house. Nicely kept property. Close to Greenport shopping district. Priced to sell.

  Brian Kozloski Century 21 New West

  207 Stottville Rd, Hudson, NY 12534
• 

  

  /30

  $499,000

  • 2 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  11351 New York 22, Austerlitz, NY 12017

  Timeless Charm Meets Thoughtful Modernity on the Banks of the Green RiverNestled in the storybook hills of Austerlitz, NY—just 15 minutes from the heart of Chatham and 20 minutes to the cultural riches of Great Barrington—this fully renovated Cape Cod offers a rare blend of historic character and contemporary comfort. Set on 2.4 private acres with lush lawns, expansive planting beds, and

  John Barbato Compass, Hillsdale

  11351 New York 22, Austerlitz, NY 12017
• 

  

  /24

  $2,279,000

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

  1030 County Route 27a, Ancram, NY 12502

  This Ancram, NY farm for sale offers the perfect mix of residential comfort and agricultural potential on over 41 picturesque acres in Columbia County, New York. The 3-bedroom, 2.5-bath farmhouse features a bright, eat-in kitchen with center island, propane fireplace, rich wood floors, and a primary suite with ensuite bath. A dedicated home office, upstairs laundry, and partially finished

  Arleen Shepley Elyse Harney Real Estate

  1030 County Route 27a, Ancram, NY 12502
• 

  

  /97

  $1,700,000 Open Sun 12PM - 2PM

  • 9 Beds
  • 9.5 Baths
  • 5,195 Sq Ft

  632 Albany Turnpike, Old Chatham, NY 12136

  Own a piece of Old Chatham history with the distinguished Samuel Wilbor House. Built circa 1770 and listed on the National Register of Historic Places, the estate includes a beautifully updated main house, three stylishly renovated apartments, and a converted barn. The main house features white pine woodwork, four fireplaces, an original Palladian window, and a large kitchen with floor-to-ceiling

  Anthony D'Argenzio Houlihan Lawrence

  632 Albany Turnpike, Old Chatham, NY 12136
• 

  

  /23

  $619,000

  • 5 Beds
  • 3.5 Baths
  • 3,060 Sq Ft

  604 Columbia St, Hudson, NY 12534

  Welcome to the Hudson Market Townhouse — Where Historic Charm Meets Modern Possibilities OPEN HOUSE 05/24 10am!This grand 1863 townhouse has been the heart of one family for four generations — Nestled right across from the lively Hudson Farmers Market and just a short stroll to Warren Street's shops, cafes, and galleries, this four-level beauty offers both a rich past and endless potential

  Brittany Craig Houlihan Lawrence Inc.

  604 Columbia St, Hudson, NY 12534
• 

  

  /27

  $680,000

  • 3 Beds
  • 1 Bath
  • 1,847 Sq Ft

  55 Church Ave, Germantown, NY 12526

  Germantown 1840's Farmhouse on just under 3 acres of landscaped grounds. Located in the hamlet within easy reach of the town amenities, this three bedroom house features a living room with beautiful wood floors, beamed ceiling, woodstove and a window alcove, a spacious open dining room and updated kitchen with pantry, sitting room, library, first floor primary bedroom, full bath and mudroom.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  55 Church Ave, Germantown, NY 12526
• 

  

  /38

  $650,000

  • 3 Beds
  • 1.5 Baths
  • 1,828 Sq Ft

  4522 New York 9g, Germantown, NY 12526

  HIGHLY MOTIVATED SELLER Welcome to a truly special slice of Hudson Valley charm. On the market for the first time since 1961, this lovingly cared for 1890 farmhouse sits amid mature gardens, open skies & Catskill Mountain views in desirable Germantown, offering warmth, character and space to grow.The home features 3 bedrooms and 1.5 baths across two stories. The first floor

  Patricia Macaluso Living Structures

  4522 New York 9g, Germantown, NY 12526

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