Columbia County NY Homes for Sale

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  /32

  $395,000

  • 4 Beds
  • 1 Bath
  • 2,052 Sq Ft

  12 Mill St Unit 14, Chatham, NY 12037

  Charming and walkable 4BR home in the heart of Chatham village! Set on a spacious half-acre lot, this sun-filled home blends original character with modern updates—featuring hardwood floors, a flexible layout with home office/music room, and plumbing in place for a second bath. Enjoy golden hour on the front porch or entertain in the deep, private backyard with a stone patio. Steps to yoga,

  Joseph Briggs William Pitt Sotheby's

  12 Mill St Unit 14, Chatham, NY 12037
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  /11

  $1,250,000

  • Land
  • 12 Acres
  • $102,041 per Acre

  0 Roundtop Rd Unit 20252352, Germantown, NY 12526

  Serene and peaceful parcel of 12.24 acres is ready to build your passive home, off grid retreat, or Hudson Valley homestead. Cleared land buffered by trees on the east and west offers your homesite southern exposure with privacy and seclusion. Enough acreage to continue agricultural pursuits and apply for farm tax exemption. Come see this land, it feels like home. Year round Catskill Mountain

  Vernon Oehlke Patricia A. Hinkein Realty

  0 Roundtop Rd Unit 20252352, Germantown, NY 12526
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  /14

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  148 Lake Shore Dr, Copake, NY 12516

  A Home for All Seasons. The owners offer this beautiful renovated 3-bedroom 2 full bath home just in time for Summer 2025! Featuring 3 bedrooms (1 ensuite primary and 2 guest rooms), the home has been freshly painted and updated including brand new stainless steel appliances. The bathroom vanities and tiled showers with large glass doors are right out of the best HGTV shows. A corner lot

  Mark Saxby Berkshire Hathaway HomeService

  148 Lake Shore Dr, Copake, NY 12516
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  /70

  $650,000

  • 4 Beds
  • 5 Baths
  • 3,513 Sq Ft

  3121 High St, Valatie, NY 12184

  Step into timeless elegance with this charming 1870's home nestled in the Village of Valatie, Town of Kinderhook. Ideal for a full time residence, a weekend getaway or a turnkey Airbnb. Inside you'll find a rare piece of history offing you character, charm and tranquility. 4 bedrooms, 3 living rooms, 5 full baths, pine paneled study/office, Large kitchen with breakfast nook as well as 2

  Paul Fontane Coldwell Banker Prime Properties

  3121 High St, Valatie, NY 12184
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  /12

  $650,000

  • 2 Beds
  • 2 Baths
  • 2,994 Sq Ft

  66 Green, Hudson, NY 12534

  Located on a commercial street in downtown Hudson lies this extremely well-maintained mixed-use building. The ground floor currently houses a successful 6-patient room dental practice with a steady income; the upstairs houses 2 occupied rental apartments. All can be converted to apartments or single family building. The leases are month-to-month, which affords the investor good upside

  Janet Kain The Kinderhook Group, Inc.

  66 Green, 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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  /35

  $1,995,000

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft

  132 Decker Rd, Ancram, NY 12502

  Clockhouse | Ancram, Hudson Valley, NYPerched at one of Columbia County’s highest elevations, Clockhouse is a rare and storied escape—where history, design, and nature converge. Set on 5 landscaped acres and surrounded by over 100 acres of protected land, this 1820s gem offers 3,200 sq ft of exquisitely restored living space with sweeping views, privacy, and undeniable soul.Inside,

  Kathryn Johnson William Pitt Sothebys Int Rlty

  132 Decker Rd, Ancram, NY 12502
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  /18

  $399,900

  • 5 Beds
  • 3 Baths
  • 3,504 Sq Ft

  75-77 S 3rd St, Hudson, NY 12534

  Prime investment opportunity in the heart of Hudson NY! Just a short distance to Warren Street, the antique warehouse and the Amtrak station, this 3-unit property offers incredible potential! It includes two 2-BD, 1-BA units with an extra room that could be a 3rd bedroom with proper zoning. The first-floor unit is framed as a 1-BD, 1-BA and ready to be finished. A detached carriage house adds

  Emma Schaeffer Empire Real Estate Firm LLC

  75-77 S 3rd St, Hudson, NY 12534
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  /12

  $390,000

  • Land
  • 10 Acres
  • $40,710 per Acre

  2094 County Route 8, Taghkanic, NY 12523

  Elizaville area 9.58 acre parcel of land with electric, well, 300 sq ft outbuilding/studio and Doove Kill Stream frontage. Cleared building site, privately located back from the road. Board of Health approved for an inground septic system. Easy to reach from the Taconic Parkway and 15 minutes from Hudson and the Amtrack Station.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  2094 County Route 8, Taghkanic, NY 12523
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  /20

  $599,000

  • Land
  • 29 Acres
  • $20,669 per Acre

  78-79 Fox Ln, Clermont, NY 12583

  This exceptional 29-acre property in Tivoli, NY, presents a rare opportunity to craft a private sanctuary amidst the natural beauty of the Hudson Valley. Set at the end of quiet Fox Lane, the approach is nothing short of enchanting, with a stone bridge crossing a gentle stream and leading to a world apart. Comprising two distinct tax lots, the land is fully Board of Health approved for the

  Angelica Ferguson Houlihan Lawrence-R

  78-79 Fox Ln, Clermont, NY 12583
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  /17

  $19,900

  • 2 Beds
  • 1 Bath
  • 688 Sq Ft

  414 Joslen Blvd Unit 19, Hudson, NY 12534

  This 2-bedroom, 1-bath mobile home in Hudson offers an affordable opportunity for ownership in a convenient location just minutes from downtown. The home features a newer high-efficiency natural gas furnace, updated vinyl replacement windows, newer skirting, and a vapor barrier. It was recently occupied and all major systems are in working order, making it a solid starting point for a renovation.

  Greg Berardi Berardi Realty

  414 Joslen Blvd Unit 19, Hudson, NY 12534
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  /25

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  161 Stagecoach Rd, Hillsdale, NY 12529

  Architecture meets nature in Hillsdale. A fully secluded getaway at the end of a private dead-end road on 7.3 pristine acres. This sunny 3-bedroom, 2-1/2 bath house is inspired by Scandinavian design and features 3 outdoor decks, with views of a spring-fed stream, a crystal clear pond, and deep green woodlands. Central AC for summer days and a wood stove for snowy nights. An ideal layout

  Owen Davidson Brown Harris Stevens HV LLC

  161 Stagecoach Rd, Hillsdale, NY 12529
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  /9

  $19,000

  • Land
  • 0.11 Acre
  • $172,727 per Acre

  0 Taft Rd, Copake, NY 12516

  Building lot on Taconic Shores Property Owners Association, a.k.a. TSPOA, on Robinson Pond, a private lake community. TSPOA is approximately 110 acres with a 10 hp maximum, perfect for pontoon boats, paddle boards, kayaks and of course swimming! Located just 2 hours from NYC, easy drive to Hudson, NY and Great Barrington, MA. Year-round fun in the area, including Catamount Ski Area/Adventure

  Margaret Bower Avenia Columbia County RE Specialist

  0 Taft Rd, Copake, NY 12516
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  /18

  $695,000

  • 5 Beds
  • 4 Baths
  • 2,731 Sq Ft

  20 Depot Ln, Old Chatham, NY 12136

  Depot LaneNestled at the end of a quiet country lane, this charming historic home in the hamlet of Old Chatham offers the perfect blend of rural tranquility and warm community connections. Surrounded by sprawling gardens and quiet woods, the first floor of this peaceful retreat offers a spacious living room, complete with a wood-burning fireplace, an inviting eat-in kitchen perfect for family

  Andrea Gabel Gabel Real Estate

  20 Depot Ln, Old Chatham, NY 12136
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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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  /27

  $134,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  296 New York 295 Unit Lot 19, Chatham, NY 12037

  Charming 2-Bed, 2-Bath Single-Wide Mobile Home in Sought-After Chatham - No Age Restrictions!Don't miss this rare opportunity to own a beautifully maintained 2-bedroom, 2-full-bath single-wide mobile home in the highly desirable area of Chatham—and best of all, it's located in a non-55+ community!This home offers a bright, open-concept layout with a spacious living area, a

  Margaret Guerra Gilcrest Properties

  296 New York 295 Unit Lot 19, Chatham, NY 12037
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  /11

  $1,000,000

  • Land
  • 55 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
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  /9

  $449,000

  • Land
  • 12 Acres
  • $38,541 per Acre

  0 County Route 7 Unit 20252252, Ancram, NY 12502

  Build your dream estate on 11.65 private acres in the heart of Ancram, NY—one of Columbia County's most sought-after locations. This prime Hudson Valley homesite sits at the end of a quiet, shared drive and includes a professionally installed driveway and Board of Health approval, offering a seamless start to your vision.Enjoy sweeping views of rolling farmland and the distant Taconic

  John Panzer Elyse Harney Real Estate

  0 County Route 7 Unit 20252252, Ancram, NY 12502
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  /9

  $449,000

  • Land
  • 11 Acres
  • $40,269 per Acre

  0 County Route 7 Unit 20252251, Ancram, NY 12502

  Build your dream estate on 11.15 private acres in the heart of Ancram, NY—one of Columbia County's most sought-after locations. This prime Hudson Valley homesite sits at the end of a quiet, shared drive and includes a professionally installed driveway and Board of Health approval, offering a seamless start to your vision.Enjoy sweeping views of rolling farmland and the distant Taconic

  John Panzer Elyse Harney Real Estate

  0 County Route 7 Unit 20252251, Ancram, NY 12502
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  /10

  $349,000

  • Land
  • 32 Acres
  • $11,051 per Acre

  0 White Barn Rd, Copake, NY 12516

  Tucked away at the end of a quiet, unpaved private road in scenic Copake, this 31.58-acre parcel offers unmatched privacy, natural beauty, and readiness for your dream home or retreat. Enjoy expansive, panoramic views of the Taconic Range and the iconic Bash Bish Gap—an ever-changing landscape of light and color across the seasons. With the groundwork already in place, this property is primed for

  John Panzer Elyse Harney Real Estate

  0 White Barn Rd, Copake, NY 12516
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  /7

  $595,000

  • Land
  • 30 Acres
  • $19,833 per Acre

  0 Labranch Unit 20252234, Hillsdale, NY 12529

  Wonderful southern exposure on one of the most scenic byways in Columbia County. Large parcels and restrictive covenants on abutting land. High fields and ancient tree lines dotted with maples and old stone walls. Nice mix of open and wooded to tuck your home into the hedge row without another home in site. Distant views of Catamount Mountain. Close to Hawthorne Valley School and the Berkshires.

  Tracy Tassinari Gabel Real Estate

  0 Labranch Unit 20252234, Hillsdale, NY 12529
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  /15

  $170,000

  • 1 Bath
  • 272 Sq Ft

  40 N Mountain Rd, Copake Falls, NY 12517

  The Thomas Speed Cottage is a one room cabin in the desirable town of Copake Falls. With 2nd cottage as kitchen/bath. Good well. Located on a quiet, picturesque road that borders the rail trail, ideal for nature enthusiasts who enjoy biking and taking walks. Sliding doors open onto a deck overlooking the beautiful gardens. Behind the property is a path to the Ore Pit Pond, a fantastic swimming

  Paul Crayton Coldwell Banker Advisor Realty

  40 N Mountain Rd, Copake Falls, NY 12517
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  /10

  $399,000

  • Land
  • 10 Acres
  • $39,272 per Acre

  0 Pleasantvale Rd, Tivoli, NY 12583

  Your Hudson Valley dream enclave awaits. Set at the end of a quiet road lined with hard woods framing your drive to paradise, this 10-acre parcel is something out of a story book. Bucolic and majestic views unroll on every acre of this parcel. The perfect home site has already been chosen, with dreamy views of rolling greens and the tops of the Catskill mountains perched behind it. This prime

  Chelsea Pollard-Seiler Mondello Upstate Properties

  0 Pleasantvale Rd, Tivoli, NY 12583
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  /37

  $899,000

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

  28 Riverview St, Stuyvesant, NY 12173

  Set amongst the other historic homes in the Hudson River hamlet of Stuyvesant, NY on Riverview Street, named after the 1st director-general of New Netherlands' Dutch Colony in 1647, where it seems time has stood still, this residence offers the perfect country setting and panoramic river views anyone could possibly want. This exquisite 1880 farmhouse features 1,600 sq. ft. of impeccably restored

  Martin Salerno The Kinderhook Group, Inc.

  28 Riverview St, Stuyvesant, NY 12173
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  /17

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft

  1900 New York 203, Chatham, NY 12037

  Contractor Special: Office building ready for transformation to many possibilities. Common areas can accommodate open living/dining/kitchen concepts. Wideboard floors throughout. Attached shed serves as ample storage. A detached three bay garage is also on this 1.5 acre lot. Bring your vision for single-floor living to this blank slate just outside of Chatham Village.

  Jennifer Wall Anderson Agency

  1900 New York 203, Chatham, NY 12037
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  /17

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  321 Lincoln Blvd, Hudson, NY 12534

  Cape Cod in Greenport - First Time on the Market in 31 Years!Located in the Lorenz Park neighborhood, this well-maintained 3-bedroom, 2-bath Cape features a cozy living room with fireplace/pellet stove, a flexible den or office, and a practical mudroom entry.The kitchen and bathrooms have been updated in recent years. Central A/C and forced air heat provide year-round

  Ryan Wexler Coldwell Banker Advisor Realty

  321 Lincoln Blvd, Hudson, NY 12534
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  /38

  $1,100,000

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

  110 Meadow Ln, Hillsdale, NY 12529

  Ultra-private dead-end lot overlooking Hillsdale, this extraordinary home offers some of the most breathtaking panoramic views in the entire Hudson Valley. Set on 11.9 totally private acres, the property is a rare combination of refined living and natural serenity, with a gentle stream meandering below and a charming footbridge crossing over—straight out of a storybook. There is even a pond with

  Michael Castellano Gilcrest Properties

  110 Meadow Ln, Hillsdale, NY 12529
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  /30

  $535,000

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

  50 Payn Ave, Chatham, NY 12037

  Welcome to Dogwood Cottage! Tucked along one of the most darling streets in the Village of Chatham, Dogwood Cottage is a storybook gem framed by the blooms of its namesake tree. Set on a sweet quarter-acre lot, this 3 bedroom, 2 bath 1945 ''Victory Cottage'' offers the perfect blend of charm, privacy, and village convenience.Inside, natural light pours through every room, highlighting the warmth

  Brittany Craig Houlihan Lawrence Inc.

  50 Payn Ave, Chatham, NY 12037
• 

  

  /27

  $423,999

  • 3 Beds
  • 3 Baths
  • 1,460 Sq Ft

  33 Dermody Rd, Canaan, NY 12029

  How about some privacy! This three bedroom, three bath home has lots of privacy and elbow room to play and relax. There is a cathedral ceiling flooding light into the kitchen. A country setting tucked away yet close the Berkshires, Tanglewood, skiing and all the culture this area has to offer. A Finished lower level adds great space for movie watching or quiet contemplation as well as a 12ft by

  Ryan Lane Gilcrest Properties

  33 Dermody Rd, Canaan, NY 12029
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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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  /56

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,492 Sq Ft

  21 Presidential Dr, Kinderhook, NY 12106

  Beautiful Brick colonial situated on 1.2 acres at the end of a cul-de-sac in the desirable Village of Kinderhook! First floor offers a large eat-in-kitchen with plenty of room for entertaining. Gleaming hardwood floors throughout the two living rooms, formal dining room and office/den. Second floor consists of a large Master Ensuite, 2 Bedrooms and a full bath. The full basement has tons of

  Paige Ryan Coldwell Banker Prime Properti

  21 Presidential Dr, Kinderhook, NY 12106
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  /8

  $175,000

  • Land
  • 0.71 Acre
  • $246,479 per Acre

  25 Chatham St, Kinderhook, NY 12106

  The only vacant lot for sale in this quintessential Hudson Valley village. Only steps to Kinderhook square where you'll find restaurants, galleries, farmer's market and all the cultural and community events hosted at the Kinderhook Library, Historical Society, Van Buren Hall and The School (Jack Shaiman Art Gallery.) Bring your vision for village living to this .71 acre lot with municipal water.

  Jennifer Wall Anderson Agency

  25 Chatham St, Kinderhook, NY 12106
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  /12

  $65,000

  • Land
  • 1.10 Acres
  • $59,091 per Acre

  0 County Route 8, Elizaville, NY

  Accepted offer: Nestled on a serene one-acre parcel, this property is beautifully wooded with mature hardwoods and bordered by the picturesque Doove Kill. Imagine building your dream home overlooking a pristine trout stream, where the peaceful sound of rushing waterfalls becomes your daily soundtrack. Perfectly situated near the Taconic Parkway, the location offers easy access and is ideally

  Joel Craig Coldwell Banker Village Green

  0 County Route 8, Elizaville, NY
• 

  

  /27

  $585,000

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  79-81 S 3rd St, Hudson, NY 12534

  A beautiful example of a classic 1870s Hudson home, renovated and restored by the current owner, awaiting your finishing touches! The owner has opened up the original floorplate on the 1st floor, with the living room boasting original wide-plank pickled pine, and the attached great room with new wide-plank oak floors-stunning open space. The well-appointed kitchen boasts Samsung stainless steel

  Robert Huston Tri Hudson Realty, LLC

  79-81 S 3rd St, Hudson, NY 12534
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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
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  /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
• 

  

  /49

  $685,000

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft

  225 Robinson St, Hudson, NY 12534

  On a quiet one-way street with private parking, Carlin Cottage is a turn-of-the-century gem that perfectly marries historic charm with design-forward updates. Fully restored by designer Christina Salway, this three-bedroom, two-bath home showcases original details—such as wide-plank floors and decorative mantles—alongside all-new systems and elevated finishes. The sun-filled living room flows

  Anthony D'Argenzio Houlihan Lawrence

  225 Robinson St, Hudson, NY 12534
• 

  

  /38

  $649,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  47 Cherokee Dr, Hillsdale, NY 12529

  Kick off your flip flops and enjoy lake life. Tucked above Copake Lake in Hillsdale, NY, Lakelight is a freshly renovated chalet with deeded lake access, two sunny decks, and something most lake houses don't offer: privacy. This isn't a shoulder-to-shoulder shoreline setup. You've got space, trees, light, and breathing room—with the water just two minutes away down a quiet private road.Set on a

  Arlena Armstrong Anatole House LLC

  47 Cherokee Dr, Hillsdale, NY 12529
• 

  

  /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
• 

  

  /16

  $695,000

  • Land
  • 34 Acres
  • $20,245 per Acre

  10 Thomas Rd, Valatie, NY 12184

  Magnificent opportunity to own a large barn in great condition on 34+ acres with a two-bedroom apartment and a massive office space. Views of the Catskill mountains with two ponds and 20 acres of pasture. Direct access to the property from Thomas Rd, Boice Rd. and Route 66. The barn has 15 stalls, concrete floors, and water spigots. The smaller of the two horse stall wings would make a great

  Patrick Lilly Patrick Lilly Team, LLC

  10 Thomas Rd, Valatie, NY 12184

Showing Results 161 - 200, Page 5 of 14