Columbia County, NY Homes

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  /50

  $825,000 Pending

  • 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, the

  

  Michael Kahns

  Compass Greater NY, LLC

  (845) 640-5219

  172 Shields Rd, Red Hook, NY 12571
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  /9

  $1,875 Per Month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Apartment for Rent

  720 Warren St Unit 2, Hudson, NY 12534

  Charming 2nd floor 1bdrm overlooking 7th street Park and Warren St. South and West facing windows provide generous light to the apartment. hot water radiant Heat keeps this apartment cozy during the coldest upstate months. upon entering the building you will be greeted with a warm blast of pastry aromas from Hudson Depot Roasters on the ground floor..Pets OK with a fee. Water included. Renters

  Christopher McElroy Tri Hudson Realty, LLC

  720 Warren St Unit 2, Hudson, NY 12534
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  /16

  $425,000 Sold Mar 04, 2026

  86 Ballymount Dr, Ancram, NY 12546

  • Land
  • 39.8 Acres
  • $10,678 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 80 Days On Market

  Last Listing Agent Paige Backhaus William Raveis Real Estate

  86 Ballymount Dr, Ancram, NY 12546
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  /2

  Not Listed For Sale

  25 Old Farm Rd, Ghent, NY 12075

  • 3 Beds
  • 2 Baths
  • 1,967 Sq Ft
  • Built 2024

  25 Old Farm Rd, Ghent, NY 12075

  Last Sold Summary

  • $426/SF
  • 99 Days On Market

  • Last Sold Price $838,000
  • May 23, 2024

  Last Listing Agent Michael Castellano Gilcrest Properties
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  /6

  $399,000

  • Land
  • 2 Acres
  • $199,500 per Acre

  0 Route 9 Unit 20260419, Stockport, NY 12534

  Location! This 2 acre parcel is level, cleared and has 220 feet of road frontage on State Route 9. Located in Livingston near the busy and developing crossroads of Route9/9H/23 and Routs 82. Site has had prior approval for a national merchandising chain. Neighbors include Hannaford Supermarket, Troop K, AllTown and the former Bell's Pond Diner site now remodeled into a handsome retail space.

  

  Paul Barrett

  Houlihan Lawrence Inc.

  (518) 823-7757

  0 Route 9 Unit 20260419, Stockport, NY 12534
• 

  

  /13

  $2,150 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  208 Warren St Unit 5, Hudson, NY 12534

  Brand-new boutique luxury rental building at 208 Warren Street offering thoughtfully designed 1-bedroom apartments. Fully updated with all-new systems, each residence features modern kitchens with premium stainless steel appliances, sleek bathrooms with high-end finishes, hardwood floors, split-unit heat and A/C, and large windows providing abundant natural light, with select architectural

  Liana De La Rosa Hudson Modern

  208 Warren St Unit 5, Hudson, NY 12534
• 

  $880,000 Sold Feb 02, 2026

  1727 Route 9, Germantown, NY 12526

  • 4 Beds
  • 3 Baths
  • 2,032 Sq Ft
  • Built 1820

  Last Sold Summary

  • 20% Below List Price
  • $433/SF
  • 446 Days On Market

  Current Estimated Value $882,465

  Last Listing Agent TRACY DOBER Rouse + Co Real Estate LLC

  1727 Route 9, Germantown, NY 12526
• 

  

  /39

  Est $3,035,954 Not Listed For Sale

  247 Reed Rd, Chatham, NY 12037

  • 4 Beds
  • 3.5 Baths
  • 5,367 Sq Ft
  • Built 2016

  247 Reed Rd, Chatham, NY 12037

  Last Sold Summary

  • 6% Above List Price
  • $536/SF
  • 22 Days On Market

  • Last Sold Price $2,875,000
  • Jan 10, 2025

  Last Listing Agent Annabel Taylor Four Seasons Sotheby's Int.
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  /11

  $929,000

  • Land
  • 13.2 Acres
  • $70,379 per Acre

  0 Route 9 Unit KEY958784, Stockport, NY 12534

  It's always Location! This 13.2 acre parcel is level, cleared and has 280 feet of road frontage on State Route 9. Located in Livingston near the busy and developing crossroads of Route9/9H/23 and Routs 82. Site has had prior approvals for a 24-room Memory Care facility and a national merchandising chain. Neighbors include Hannaford Supermarket, Troop K, AllTown and the former Bell's Pond Diner

  

  Paul Barrett

  Houlihan Lawrence, Inc

  (518) 797-1933

  0 Route 9 Unit KEY958784, Stockport, NY 12534
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  /13

  $2,500 Per Month

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft
  • House for Rent

  9 Washington Dr Unit 17, Hillsdale, NY 12529

  9 Washington Drive, Copake Lake. Partially Furnished Cottage for rent. Offered both seasonally for 3,000/month or yearly for 2,500/month. Beautiful views of the lake from almost every room due to the OPEN FLOOR plan. The lake is literally steps away. (3rd house in on Washington Drive) 2 Bedrooms, galley kitchen, efficient gas heating, large deck overlooking the lake. Great yard for having summer

  Margaret Bower Avenia Columbia County RE Specialist

  9 Washington Dr Unit 17, Hillsdale, NY 12529
• 

  $999,999 Sold Dec 12, 2025

  1236 County Route 6, Germantown, NY 12526

  • 4 Beds
  • 3 Baths
  • 2,231 Sq Ft
  • Built 1900

  Last Sold Summary

  • 16% Below List Price
  • $448/SF
  • 94 Days On Market

  Current Estimated Value $946,221

  Last Listing Agent Jared Vengrin Corcoran Country Living

  1236 County Route 6, Germantown, NY 12526
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  /5

  Est $366,391 Not Listed For Sale

  275 Westfall Rd, Ancram, NY 12502

  • Built 1979

  275 Westfall Rd, Ancram, NY 12502

  Last Sold Summary

  • 98% Above List Price
  • $462/SF
  • 356 Days On Market

  • Last Sold Price $185,000
  • Jan 30, 2024

  Last Listing Agent Helen Cagney Morrison William Pitt Sotheby's
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  /42

  $995,000

  • 3 Beds
  • 2.5 Baths
  • 2,591 Sq Ft

  28 Hudson St, Kinderhook, NY 12106

  Fall in love with 28 Hudson Street, a fully renovated ~2,000-square-foot side-hall Colonial just steps from the Village Square in the heart of Kinderhook. Bright, sun-filled, and thoughtfully updated, the home blends modern comfort with deep respect for its historic character, offering a peaceful retreat at the center of vibrant village life. Complimenting the main residence is an exceptional

  

  Joseph Briggs

  William Pitt Sothebys Int Rlty

  (518) 628-2819

  28 Hudson St, Kinderhook, NY 12106
• 

  

  /35

  $5,200 Per Month

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • House for Rent

  1325 County Route 27, Craryville, NY 12521

  Seasonal Rental available July only. Contemporary home with 3 bedrooms, 2 baths, separate laundry room, in excellent condition. Porch, decks pool and hot tub. Private and beautifully landscaped. New stainless steel appliances in kitchen with granite countertops. Pets OK with owners permission.Possibly first 2 weeks of August included.About 10 mins to Hudson also near Taghkanic State Park with

  Rochelle Bartolo Beach & Bartolo Realtors

  1325 County Route 27, Craryville, NY 12521
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  /33

  $475,000 Sold Aug 27, 2025

  141 Beacon Hill Rd, East Chatham, NY 12060

  • 3 Beds
  • 3 Baths
  • 2,569 Sq Ft
  • Built 1988

  Last Sold Summary

  • 8% Below List Price
  • $185/SF
  • 17 Days On Market

  Current Estimated Value $495,409

  Last Listing Agent Jody Childrose Coldwell Banker Prime Properties

  141 Beacon Hill Rd, East Chatham, NY 12060
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  /8

  Not Listed For Sale

  0 Woodland Rd, Craryville, NY 12521

  0 Woodland Rd, Craryville, NY 12521

  Last Sold Summary

  • 212 Days On Market

  • Last Sold Price $125,000
  • Apr 25, 2025

  Last Listing Agent John Barbato Compass, Hillsdale
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  /20

  $255,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  1512 U S 9, Stockport, NY 12173

  Solid Brick home with nice flat yard. Private setting. Walk into basement with half bath from outside patio area. Hardwood under carpets in Bedrooms. Hallway overlooks living area with pellet stove. Close to all shopping North and South in Hudson and Kinderhook -- Good Condition

  

  William Laraway

  Val Kin Properties, LLC

  (518) 896-8431

  1512 U S 9, Stockport, NY 12173
• 

  

  /13

  $1,850 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  707 Warren St Unit 2, Hudson, NY 12534

  Located on Warren Street between 7th and Park. This apartment is super convenient to many restaurants, coffee shops, boutiques, antiques, and Amtrak Station! Sweet 1 Bedroom Apartment on the second floor with original Hardwood Floors throughout, Exposed Brick Fireplace, and Windows Facing the Park. Hot water heat, new refrigerator, new range, clawfoot tub. Bathroom and Bedroom have South facing

  Christopher McElroy Tri Hudson Realty, LLC

  707 Warren St Unit 2, Hudson, NY 12534
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  /33

  $550,000 Sold Jul 19, 2025

  9 Fairview Ave, Chatham, NY 12037

  • 4 Beds
  • 2 Baths
  • 2,173 Sq Ft
  • Built 1865

  Last Sold Summary

  • 15% Above List Price
  • $253/SF
  • 11 Days On Market

  Current Estimated Value $558,386

  Last Listing Agent Joseph Briggs William Pitt Sothebys Intn'l

  9 Fairview Ave, Chatham, NY 12037
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  /38

  Est $2,021,307 Not Listed For Sale

  88 Friar Tuck Rd, Ancramdale, NY 12503

  • 6 Beds
  • 3.5 Baths
  • 3,804 Sq Ft
  • Built 1880

  88 Friar Tuck Rd, Ancramdale, NY 12503

  Last Sold Summary

  • 1% Above List Price
  • $526/SF
  • 202 Days On Market

  • Last Sold Price $2,000,000
  • Dec 19, 2024

  Last Listing Agent Ann Simmons Compass Greater NY, LLC d/b/a
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  /7

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  7 James St, Hudson, NY 12534

  A 1960's ranch on a double lot just outside of Hudson. The lot is completely fenced in for youngsters or pets. The large enclosed back porch with all new windows looks out at a lovely back yard. The inside is extremely well cared for with customer kitchen cabinets, roomy dining room and living room with lots of light. Perfect for a starter home or retirement one floor living is in demand. Come

  

  William Laraway

  Val Kin Properties, LLC

  (518) 806-2638

  7 James St, Hudson, NY 12534
• 

  

  /21

  $4,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • House for Rent

  56 Willowdale Farm Rd Unit Carriage House, Hollowville, NY 12513

  Willowdale Farm Carriage House sits on some of the most beautiful land Columbia County has to offer. Tucked into 450 acres of rolling fields and woodland, this is a rental that feels like something else entirely.Tenants enjoy shared use of the property -- hiking trails, cross-country skiing, a pristine 5-acre swimming pond, and a fenced garden plot ready for whatever you want to grow. Every

  Shaina Marron Houlihan Lawrence Inc.

  56 Willowdale Farm Rd Unit Carriage House, Hollowville, NY 12513
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  /28

  $275,000 Sold Dec 12, 2025

  11 Falls Rd, Hudson, NY 12534

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $286/SF
  • 23 Days On Market

  Current Estimated Value $277,943

  Last Listing Agent Carrie Dandridge Find Advisors

  11 Falls Rd, Hudson, NY 12534
• 

  

  /25

  Not Listed For Sale

  2234 County Route 27, Hudson, NY 12534

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1945

  2234 County Route 27, Hudson, NY 12534

  Last Sold Summary

  • $199/SF
  • 70 Days On Market

  • Last Sold Price $299,000
  • Jun 21, 2024

  Last Listing Agent Tammy Molinski Coldwell Banker Advisor Realty
• 

  

  /13

  $485,000

  • Land
  • 30.8 Acres
  • $15,747 per Acre

  0 Manor Rock Rd Unit KEY961928, Craryville, NY 12521

  A Bucolic 30.8 acres with views! Beautiful buildable parcel. Create your own private compound here on this peaceful corner parcel with breathtaking Catskill Mountain views. Combination of open meadows and cleared trails. Very accessible to view and assess. Would make the perfect compound or, if you don't need all 30.8 acres, than it can be subdivided. Plenty of frontage on both Manor Rock (approx

  

  Paul Barrett

  Houlihan Lawrence, Inc

  (518) 732-9331

  0 Manor Rock Rd Unit KEY961928, Craryville, NY 12521
• 

  

  /24

  $3,200 Per Month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  817 Columbia St Unit 2, Hudson, NY 12534

  817 Columbia is a lovely 2-bedroom, 1-bath Hudson apartment - less than two blocks from Warren Street. This second floor apartment was thoughtfully renovated in 2024. Enter this beautiful, old 2-family through your own private foyer with a stained-glass window and the original staircase. At the top of the stairs is the spacious living room with a wall of windows facing the front of the home. Down

  Chris Getman Houlihan Lawrence Inc.

  817 Columbia St Unit 2, Hudson, NY 12534
• 

  $385,000 Sold Jun 06, 2025

  15 Janis St, Hudson, NY 12534

  • 4 Beds
  • 2 Baths
  • 2,600 Sq Ft
  • Built 1980

  Last Sold Summary

  • 16% Below List Price
  • $148/SF
  • 330 Days On Market

  Current Estimated Value $415,746

  Last Listing Agent Dana Duncan Houlihan Lawrence Inc.

  15 Janis St, Hudson, NY 12534
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  /6

  Not Listed For Sale

  96 Parker Rd, Elizaville, NY 12523

  96 Parker Rd, Elizaville, NY 12523

  Last Sold Summary

  • 158 Days On Market

  • Last Sold Price $106,000
  • Nov 22, 2024

  Last Listing Agent David Birch Barns & Farms Realty, LLC
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  /43

  $2,650,000 New Construction

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

  5988 New York 9h, Hudson, NY 12534

  Set way back from the road is this spacious, 5-Bedroom, 4.5 Bath Contemporary farmhouse which embodies timeless craftsmanship and country charm. This carefully curated home is a blend of natural stone, hand-hewn repurposed Hemlock timber beams, honey colored wide board Pine flooring, fine finishes and efficient systems throughout. Inside the front door lies a Great Room with a 25' high cathedral

  

  Paul Barrett

  Houlihan Lawrence Inc.

  (518) 634-9174

  5988 New York 9h, Hudson, NY 12534
• 

  

  /22

  $3,800 Per Month

  • 1 Bed
  • 1 Bath
  • 780 Sq Ft
  • Apartment for Rent

  238 Kelly Rd, East Chatham, NY 12060

  Looking for the perfect short-term getaway? It doesn't get much better than this. This stunning chalet-style apartment is bright, sun-filled, and offers spectacular views of the Catskill Mountains. Situated above a detached garage, the space provides both privacy and charm in a peaceful country setting. The apartment features one bedroom with a queen bed, plus a sleeper sofa in the living

  Leonard Brown Berkshire Hathaway HomeService

  238 Kelly Rd, East Chatham, NY 12060
• 

  

  /37

  $305,000 Sold Aug 28, 2025

  1179 New York 66, Ghent, NY 12075

  • 3 Beds
  • 1 Bath
  • 2,010 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Above List Price
  • $152/SF
  • 5 Days On Market

  Last Listing Agent Angela Lanuto Coldwell Banker Village Green

  1179 New York 66, Ghent, NY 12075
• 

  

  /25

  Est $432,981 Not Listed For Sale

  77 Shore Dr, Elizaville, NY 12523

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1955

  77 Shore Dr, Elizaville, NY 12523

  Last Sold Summary

  • 31% Below List Price
  • $729/SF
  • 78 Days On Market

  • Last Sold Price $630,000
  • Jul 29, 2024

  Last Listing Agent SHERI SCEROLER Four Seasons Sotheby's Int.
• 

  

  /21

  $269,900 Pending

  • 4 Beds
  • 1 Bath
  • 1,080 Sq Ft

  299 Lincoln Blvd, Hudson, NY 12534

  Charming 4-bedroom home conveniently located just minutes from Hudson's vibrant Warren Street district. Offering a functional layout with generous living space, inside and out, this home provides flexibility for a variety of living arrangements. A new roof installed in 2021 adds peace of mind for years to come. Close to the Hudson Amtrak station with convenient access to New York City, and

  Kevin Clancy Clancy Real Estate

  299 Lincoln Blvd, Hudson, NY 12534
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  /27

  $23,000 Per Month

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft
  • House for Rent

  Abc Two Town Rd, Craryville, NY 12521

  Two Town Road, Hillsdale - Summer 2026 Retreat Memorial Day through Labor Day for 23,000. Includes utilities and cleaning every other week! Work out room, sauna and hot tub. Breathtaking Scenic Nature Paradise! Enjoy the luxurious comfort of a reconstructed and modernized vintage dairy barn from days gone by. Nestled on over 50 pastoral acres in Hillsdale, this ~3,000 sq. ft. post-and-beam

  Lindsay Lebrecht Copake Lake Realty Corp.

  Abc Two Town Rd, Craryville, NY 12521
• 

  

  /30

  $449,000 Sold Jul 10, 2025

  28 Old Ln, Hudson, NY 12534

  • 4 Beds
  • 2 Baths
  • 1,987 Sq Ft
  • Built 1925

  Last Sold Summary

  • 12% Below List Price
  • $226/SF
  • 35 Days On Market

  Current Estimated Value $487,049

  Last Listing Agent R. James Skoda Anderson Agency

  28 Old Ln, Hudson, NY 12534
• 

  

  /18

  Not Listed For Sale

  201 Northern Blvd, Germantown, NY 12526

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1972

  201 Northern Blvd, Germantown, NY 12526

  Last Sold Summary

  • $293/SF
  • 211 Days On Market

  • Last Sold Price $352,000
  • Aug 26, 2024

  Last Listing Agent PATRICIA HINKEIN Patricia A. Hinkein Realty
• 

  

  /34

  $1,299,999

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

  150 Sawchuck Rd, Millerton, NY 12546

  Enjoy the best of country life gazing across the rolling hills toward the Taconic Mountains through oversized windows that frame the landscape like artwork. This light-filled home offers an open living layout designed for both relaxation and entertaining. Inside, you'll find warm character and thoughtful details, including reclaimed vintage oak floors that add richness and authenticity

  Joel Craig Coldwell Banker Village Green

  150 Sawchuck Rd, Millerton, NY 12546
• 

  

  /37

  $14,000 Per Month

  • 3 Beds
  • 2 Baths
  • 2,624 Sq Ft
  • House for Rent

  145 E Camp Rd, Germantown, NY 12526

  Escape to a serene white Germantown farmhouse retreat with sweeping Catskill mountain views on 12 private acres. A farmhouse on the outside but up the stone path and behind the antique double doors it's a beautifully curated, all white fashion forward interior with antique Scandinavian furnishings, textures and objects taking the stage for luxury country living. Art, armoires, grand mirrors and

  Christine Jones Houlihan Lawrence Inc.

  145 E Camp Rd, Germantown, NY 12526
• 

  

  /43

  $600,000 Sold Oct 30, 2025

  32 Damita Dr Unit 16, Hudson, NY 12534

  • 3 Beds
  • 2 Baths
  • 1,962 Sq Ft
  • Built 1986

  Last Sold Summary

  • 21% Above List Price
  • $306/SF
  • 11 Days On Market

  Current Estimated Value $604,842

  Last Listing Agent Jessica Coutsonikas KW Platform

  32 Damita Dr Unit 16, Hudson, NY 12534
• 

  Not Listed For Sale

  722 County Route 2, Elizaville, NY 12523

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 1920

  722 County Route 2, Elizaville, NY 12523

  Last Sold Summary

  • $252/SF
  • 15 Days On Market

  • Last Sold Price $808,000
  • May 30, 2024

  Last Listing Agent E. ELIZABETH PETERS Corcoran Country Living

Showing Results 121 - 160, Page 4 of 18