Columbia County NY Homes for Sale with Pool

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  /28

  $789,000

  • 3 Beds
  • 4 Baths
  • 2,352 Sq Ft

  10 James Ln, Kinderhook, NY 12106

  Every once in awhile a house comes on the market that has everything. The treasure of James Lane is here and it's a dream. Three well appointed bedrooms are welcoming to family and friends. The primary suite is complete with a large en-suite bathroom. An open concept with a gas fireplace and plenty of windows overlooking your private oasis back yard. Beautifully landscaped with a saltwater heated

  

  William Laraway

  Val Kin Properties, LLC

  (518) 520-1068

  10 James Ln, Kinderhook, NY 12106
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  /12

  $3,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,880 Sq Ft

  1131 E Ancram Rd, Ancramdale, NY 12503

  Perched atop a secluded hill in the bucolic town of Ancram, this European-inspired farmhouse is currently under construction and set for completion later this year. Blending timeless charm with modern luxury, the home promises sweeping panoramic views of the contiguous 160 acre working farm, rolling fields and distant mountain ranges. The house is currently being framed and ready for a buyer to

  PAULA REDMOND Corcoran Country Living

  1131 E Ancram Rd, Ancramdale, NY 12503
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  /40

  $2,850,000

  • 4 Beds
  • 3 Baths
  • 2,150 Sq Ft

  26 Fox Ln, Tivoli, NY 12583

  Amidst the verdant rolling hills surrounding the town of Tivoli lies this exceptionally peaceful and impeccably designed country home. The Home Brought to life by the wonderfully talented Jenni Kayne Interiors team and nestled into a truly breathtaking natural landscape, Fox Lane is the perfect countryside retreat. Inside, tall windows orient each room towards the carefully landscaped

  Raj Kumar Four Seasons Sotheby's Int.

  26 Fox Ln, Tivoli, NY 12583
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  /35

  $1,575,000

  • 3 Beds
  • 3 Baths
  • 2,165 Sq Ft

  1246 Woods Rd, Germantown, NY 12526

  Sitting atop rolling green hills overlooking the Hudson River, The River House is a private 3-acre compound in the heart of Germantown— and a whole world unto itself. The anticipation when venturing uphill along the long curving driveway adds to the excitement one feels when this private oasis reveals itself: an expert's exercise in intentionality, executed with discerning taste and a deep

  Sarah Kardos Four Seasons Sotheby's Int.

  1246 Woods Rd, Germantown, NY 12526
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  /31

  $1,600,000

  • 3 Beds
  • 3.5 Baths
  • 2,108 Sq Ft

  181 Lockwood Rd, Craryville, NY 12521

  Set on a sprawling 6 acres, up a private driveway, off a quiet road, this sophisticated 2100 sq ft home ( 3 BR, 3.5 baths) was recently renovated for a turn key experience. Open floor plan on the first floor with natural light streaming through oversized windows. Vaulted ceilings. Chef's kitchen with island, quartz countertops, custom cabinetry, farmhouse sink, Bertozzoni stove, Miele

  Beth Cozzolino Gabel Real Estate

  181 Lockwood Rd, Craryville, NY 12521
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  /42

  $2,850,000

  • 3 Beds
  • 3.5 Baths
  • 4,247 Sq Ft

  3778 New York 82, Ancramdale, NY 12503

  An artist's delight, a gardener's dream and a naturalist's paradise. A thoughtfully designed and exceptionally well-built home set on 78 acres of woodlands and farmland with agricultural exemptions in place. This 4,250 SF architect designed home features multiple structures centered around a landscaped courtyard. Connected to the main home, by way of a covered portico, is a private guest suite

  Michael Stasi Corcoran Country Living

  3778 New York 82, Ancramdale, NY 12503
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  /64

  $4,500,000

  • 6 Beds
  • 4.5 Baths
  • 5,600 Sq Ft

  340 Northern Blvd, Germantown, NY 12526

  Nestled near the meeting point of the Hudson & Camp Creek on 3.5 splendidly landscaped acres, Peary Homestead is a well-preserved & abundantly charming example of the 19th-century Gothic Revival country manor. The current owners continued expanding the bountiful gardens, while also undertaking, with the help of architect Chip Bohl & interior designer Louise Copeland, a complete interior

  Raj Kumar Four Seasons Sotheby's International Realty

  340 Northern Blvd, Germantown, NY 12526
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  /35

  $1,650,000

  • 2 Beds
  • 3 Baths
  • 1,152 Sq Ft

  501 Birch St, Copake Lake, NY 12521

  Price Drop Alert: 145K decrease.Modern Country Living at Copake LakeWelcome to your dream getaway in the heart of Columbia County! Built in 2022, this beautifully crafted modern home offers comfort with a rustic touch perfectly nestled on 3.3 private acres just steps from stunning Copake Lake, a 410-acre freshwater gem.This thoughtfully designed home features an

  Gerard Meenagh The Meenagh Group Realty

  501 Birch St, Copake Lake, NY 12521
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  /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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  /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
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  /97

  $1,700,000

  • 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
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  /99

  $1,600,000

  • 7 Beds
  • 5.5 Baths
  • 7,316 Sq Ft

  126 Shaker Ridge Dr, Canaan, NY 12029

  Berkshire/New York Contemporary Estate CHECK OUT VIRTUAL TOURS # 1, & #2. 6005 sf Main Home (3100 + 1516 + storage) + 2700sf Guest Residence on 20 private acres (3 lots) in Shaker Ridge. Soaring spaces and beautiful stone fireplaces, master suite w. fireplace, plus junior suite and third BR or studio with sink. Large kitchen with informal dining area & lounge with fireplace, plus, great room with

  David Birch Barns & Farms Realty

  126 Shaker Ridge Dr, Canaan, NY 12029
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  /49

  $1,600,000

  • 20 Beds
  • 20 Baths

  7951 New York 22, Copake Falls, NY 12517

  Bring All Offers ~ Motivated Seller This might be one of the most exciting opportunities available in Columbia County right now! Zoned both Commercial and Residential, most recently run as Newman Residence Adult Camp &previously known as 'The Rockledge Motel' on just under 16 acres. Mature landscaping and unique stone walls with 1,130 feet of road frontage on Route 22. Original building Cira

  Margaret Avenia COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC

  7951 New York 22, Copake Falls, NY 12517
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  /33

  $345,000 Open House 8/09

  • 5 Beds
  • 1.5 Baths
  • 1,822 Sq Ft

  2971 Garden Place, Stottville, NY 12172

  Ahh, nothing says home, like a picket fence! First time on the market in 32 years, you'll find not only is this home welcoming and warm, it has a wonderful back yard 18' pool, pool shed and relaxing deck. Well loved and roomy, enter through the enclosed porch and go into either the living room or spacious kitchen. A first floor 1/2 bath/laundry room is next to a first floor

  Beth Harring Harring Properties, LLC

  2971 Garden Place, Stottville, NY 12172
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  /36

  $535,000

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  104 Eberle Rd, Valatie, NY 12184

  Are you dreaming of the perfect lakeside home? Look no further! This charming cottage sits on nearly an acre of land and has been carefully rebuilt and maintained by its current owner. Inside, you'll find three levels of cozy, functional living space. The main floor includes a lovely primary bedroom, a living room with a wood stove, dining area, a bright kitchen with vaulted ceilings and a

  Kari Van Buren Berkshire Hathaway HomeService

  104 Eberle Rd, Valatie, NY 12184
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  /44

  $679,000

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

  26 Eichybush Rd, Kinderhook, NY 12106

  Here is your chance to own a beautiful cape cod style home on a nice side road in the Village of Kinderhook. First floor offers a family room area with fireplace, new kitchen,formal dining and living rooms ,new bathroom, a first floor laundry room/office and a den. Primary bedroom is on the second floor plus two other bedrooms and another new bathroom. Very easily the primary bedroom can

  Karen Van Buren Berkshire Hathaway HomeService

  26 Eichybush Rd, Kinderhook, NY 12106
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  /26

  $639,000

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

  297 Turkey Hill Rd, Red Hook, NY 12571

  First time on the market in a generation, this Turkey Hill Charmer has it all. When you pull in, a lovely rocking chair covered porch welcomes you; begging you to spend your summer evenings listening to the birds and enjoying the upstate air here. Walk in to a formal entry way to an open living room with 20 foot ceilings, primary bedroom with en-suite bath off living room and 2 great sized guest

  Chelsea Pollard-Seiler Mondello Upstate Properties

  297 Turkey Hill Rd, Red Hook, NY 12571
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  /18

  $540,000

  • 2 Beds
  • 2 Baths
  • 1,493 Sq Ft

  2253 County Route 21, Hillsdale, NY 12529

  Introducing the Kinderhook Cabin, a well cared-for home where every detail has been thoughtfully considered and hand-finished by a master carpenter. Built in 2021, this ranch-style residence offers easy one-level living, a rustic-modern aesthetic and plenty of privacy, set on 5 acres along a beautiful winding country road between Kinderhook and Ghent. Step inside to a large entry hall

  Jeffries Blackerby Houlihan Lawrence Inc.

  2253 County Route 21, Hillsdale, NY 12529
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  /7

  $525,000

  • Land
  • 6 Acres
  • $90,517 per Acre

  Lot 2 Fairview Ave, Hudson, 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, LLC

  Lot 2 Fairview Ave, Hudson, NY 12534
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  /16

  $2,499,000

  • Land
  • 27 Acres
  • $92,556 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, LLC

  35 Pulcher Ave, Stottville, NY 12534
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  /22

  $645,000

  • 2 Beds
  • 1 Bath
  • 1,512 Sq Ft

  563 County Route 34, East Chatham, NY 12060

  Modern Country Living with Room to Grow in East Chatham, NYWelcome to 563 County Route 34, a beautiful property set on over 20 serene and wooded acres in the picturesque foothills of the Berkshires. Surrounded by nature and complete privacy, this thoughtfully designed and beautifully finished home offers comfort, style, and flexibility for full-time living, weekend escapes, or rental

  Caroline McFadden LYF Homes

  563 County Route 34, East Chatham, NY 12060
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  /50

  $849,000

  • 4 Beds
  • 3.5 Baths
  • 2,345 Sq Ft

  172 Shields Rd, Red Hook, NY 12571

  Set along a quiet, picturesque dirt road, this private escape delivers the kind of peace you didn’t know you needed—until now. A wide, grassy yard flows to a meandering stream, while a heated saltwater pool turns every day into a vacation. Whether you're seeking a full-time sanctuary or a weekend retreat, this home strikes the perfect balance between comfort, privacy, and style.Inside,

  Michael Kahns Compass Greater NY, LLC

  172 Shields Rd, Red Hook, NY 12571
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  /54

  $14,500,000

  • 4 Beds
  • 5.5 Baths
  • 4,888 Sq Ft

  199 Eichybush Rd, Kinderhook, NY 12106

  DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property

  Michael Stasi Corcoran Country Living

  199 Eichybush Rd, Kinderhook, NY 12106
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  /50

  $2,350,000

  • 3 Beds
  • 4 Baths
  • 4,220 Sq Ft

  1202 Jackson Corners Rd, Red Hook, NY 12571

  Exquisite Mid-Century Home with scenic water views and luxury amenities. Nestled on the banks of the picturesque Roe Jansen Kill, this stunning three bedroom home offers an open, flowing floor plan perfect for modern living. The spacious great room features a custom kitchen with a Garland gas stove, double ovens, large pantry and s/s refrigerator. Relax by the stone wood burning fireplace or step

  Sharon Farley Corcoran Country Living

  1202 Jackson Corners Rd, Red Hook, NY 12571
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  /50

  $3,199,000

  • 4 Beds
  • 4.5 Baths
  • 4,635 Sq Ft

  211 Mitchell St, Hillsdale, NY 12529

  Elevate Your Lifestyle in Columbia CountyDiscover the pinnacle of modern luxury in this extraordinary Columbia County estate, set against the breathtaking backdrop of the Berkshire Hills and Catamount Mountains. Spanning over 10 meticulously landscaped acres, this architectural gem blends serene country living with sophisticated design.Step into a grand double-height foyer that

  Christopher Halliburton Beach & Bartolo Realtors

  211 Mitchell St, Hillsdale, NY 12529
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  /22

  $825,000

  • 3 Beds
  • 2.5 Baths
  • 1,980 Sq Ft

  590 New York 23b, Hudson, NY 12534

  Nestled in the heart of Claverack, Absolem House stands gracefully among some of the hamlet's most historic and picturesque properties, perfectly blending timeless architecture with thoughtful modern updates.A covered front veranda frames the entry and welcomes you into a light-filled interior with 9-foot ceilings, an open, flowing layout, and southern exposure that fills every room with

  James Male HOUSE Hudson Valley Realty

  590 New York 23b, Hudson, NY 12534
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  /34

  $4,935,000

  • 6 Beds
  • 4.5 Baths
  • 5,029 Sq Ft

  33 Ford Rd, Old Chatham, NY 12136

  CEDAR HILL - A HOUSE for all SEASONSBathed in sunlight, this graceful architectural masterwork is perfectly sited on ten private acres with awe-inspiring panoramic southern mountain views stretching endlessly, offering an ever-changing magical canvas of light and landscape. A home for all seasons, this newly re-built and expanded cedar house stands as if it rose from the

  Nancy Felcetto Brown Harris Stevens HV LLC

  33 Ford Rd, Old Chatham, NY 12136
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  /37

  $575,000

  • 3 Beds
  • 2 Baths
  • 2,118 Sq Ft

  803 County Route 27, Ancram, NY 12502

  All offers considered, sellers want to sell! This spacious ranch-style home offers easy single-story living with room to spread out. 2+ acres featuring 3 bedrooms, 2 bathrooms, an office or spare room, and a second living room, the layout is both functional and inviting. Convenient laundry on primary floor tucked away. A cozy fireplace anchors the main living space, while the open kitchen flows

  Daniel Mahar Mahar Real Estate, LLC

  803 County Route 27, Ancram, NY 12502
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  /37

  $595,900

  • 4 Beds
  • 4 Baths
  • 3,344 Sq Ft

  2323 Us Route 9, Hudson, NY 12534

  Burroughs-Foland Farm - A Timeless Treasure in Livingston - Prime Commercial Opportunity - 2 Houses -Discover a unique opportunity with this historic property, proudly listed on the National Register of Historic Places. Built-in 1908, this mission-style home combines Old World charm with modern potential, featuring a stucco facade and classic clay tile roof. On the market for the first time in

  Laurel Jurkowski Coldwell Banker Advisor Realty

  2323 Us Route 9, Hudson, NY 12534
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  /103

  $2,295,000

  • 5 Beds
  • 4.5 Baths
  • 4,484 Sq Ft

  1114 County Route 3, Ancram, NY 12502

  Welcome to Iris Valley Estatea€''a palatial, contemporary estate set on 24 acres with sweeping views of the Berkshire Mountains, thoughtfully designed for year-round living, gathering, and creative pursuits. At its center is a spacious three-level main house featuring an open-concept kitchen, breezeway-connected bedroom wings, a heated gunite pool, and outdoor entertaining areas. A modern guest

  Anthony D'Argenzio Houlihan Lawrence

  1114 County Route 3, Ancram, NY 12502
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  /28

  $515,000

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft

  50 Payn Ave, Chatham, NY 12037

  A True Chatham Charmer: DIVE INTO SUMMER! Welcome to Dogwood Cottage, a village retreat with a backyard to swoon over. Built in 1945 with the strength and character of a Victory Cottage, this storybook home has been lovingly cared for with so much potential to update exactly as you would likeInside, gorgeous original hardwood floors and a custom-designed kitchen anchors the heart of the home,

  Brittany Craig Houlihan Lawrence Inc.

  50 Payn Ave, Chatham, NY 12037
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  /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 POLLARD Mondello Upstate Properties

  37 Pine Ln, Tivoli, NY 12583
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  /46

  $899,500

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

  204 Moore Rd, Germantown, NY 12526

  Motivated Seller! 85,500 Price Reduction! 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

  Mario Geissler Four Seasons Sotheby's Int'l R

  204 Moore Rd, Germantown, NY 12526
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  /17

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  33 Wild Flower Rd, Valatie, NY 12184

  Located on a lovely country road, near the towns of Kinderhook and Chatham, lies this spacious and sunny well-maintained homeon over 5 acres. There is a 1st floor primary ensuite bedroom, large eat-in kitchen and wonderful sun room looking out on the salt water swimming pool.Den/office, laundry plus 3 bedrooms upstairs and a full finished basement provide excellent living space in a gorgeous

  Janet Kain The Kinderhook Group, Inc.

  33 Wild Flower Rd, Valatie, NY 12184
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  /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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  /42

  $3,450,000

  • 5 Beds
  • 4 Baths
  • 3,420 Sq Ft

  433 Rapp Rd, Valatie, NY 12184

  A Rare Sanctuary in the Heart of the Hudson ValleyWelcome to “Querencia” — A Masterpiece of Heritage and Modern DesignNestled down a peaceful country lane, in the heart of the Town of Kinderhook, is a one-of-a-kind retreat where architectural legacy and contemporary vision meet in perfect harmony. Privately sited on eight acres and bordered by 600 acres of protected farmland, this

  Kathryn Johnson William Pitt Sothebys Int Rlty

  433 Rapp Rd, Valatie, NY 12184
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  /39

  $649,900

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

  2640 New York 203 Unit Stop 21, Valatie, NY 12184

  Welcome to Sheriff's Pasture—a rare and storied property nestled in the heart of Kinderhook, offering some of the most fertile and picturesque land in Columbia County. This historic 14.71-acre parcel sits far off the road for ultimate privacy, framed by mature trees, wide-open pasture, and the peaceful sound of Kinderhook Creek flowing at the property's edge. Once a thriving dairy farm, this land

  Michael Castellano Gilcrest Properties

  2640 New York 203 Unit Stop 21, Valatie, NY 12184
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  /46

  $2,450,000

  • 2 Beds
  • 2 Baths
  • 2,755 Sq Ft

  292 White Hill Ln, Hillsdale, NY 12529

  Sited at the highest point in Hillsdale this modern home captures the world around while being incredibly private. Main house has tall ceilings tremendous natural light and doors bringing you outside from every space. Music room on the east side brings in the Berkshire hills with doors out to the breakfast patio. Office with en suite is off the entry. Second floor is the primary suite; everywhere

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  292 White Hill Ln, Hillsdale, NY 12529
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  /49

  $3,995,000

  • 5 Beds
  • 3.5 Baths
  • 4,100 Sq Ft

  2705 County Route 9, East Chatham, NY 12060

  Welcome to The Anson Pratt House, a masterfully restored Federal Adams-style residence located in the historic hamlet of New Concord in East Chatham, NY. Built in 1793 atop a marble clad foundation, this architectural jewel is honored in the Library of Congress as part of the Historic American Buildings Survey. Featured in numerous architectural and design publications, The Anson Pratt House is

  Rachel Haley Houlihan Lawrence Inc.

  2705 County Route 9, East Chatham, NY 12060
• 

  

  /31

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,770 Sq Ft

  43 Klibar Rd Unit 1, Hudson, NY 12534

  Welcome to this beautifully renovated, sprawling ranch nestled on 1.2 scenic acres. Situated in a distinctive countryside neighborhood, the home is surrounded by apple orchards, hay fields, and ponds, offering the perfect blend of modern upgrades and country charm. Enjoy the outdoor oasis with a saltwater in-ground pool, featuring a new liner, pump, and railings, as well as a relaxing hot tub

  Ryan Wexler Coldwell Banker Advisor Realty

  43 Klibar Rd Unit 1, Hudson, NY 12534

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