Columbia County, NY Homes

/41
$645,900
- 3 Beds
- 2 Baths
- 1,676 Sq Ft
539 County Route 5a, New Lebanon, NY 12125

This one of a kind property has it all. On one of the best streets in New Lebanon you'll find this gem. Quality craftmanship, easy one floor living, tastefully updated, gorgeous landscaping, views, views and more views.This 3 bed, 2 bath sits on a slight hill with a paved driveway, beautifully landscaped pool area, brand new front deck, patio, back porch, and upgraded baths and kitchen.

Sharon McArdle Berkshire Hathaway Home Services Blake

539 County Route 5a, New Lebanon, NY 12125
/14
$1,800 Per Month
- 2 Beds
- 1 Bath
- 1,200 Sq Ft
- Apartment for Rent
3191 New York 23 Unit 1, Hillsdale, NY 12529

Well-maintained 2-bedroom, 1-bath ground-floor apartment (with limited steps) offering comfortable living with a functional layout. The unit features a bright living area, an updated kitchen with ample cabinetry, and two well-sized bedrooms with good natural light. The bathroom is clean and modern, with a full tub/shower. Enjoy easy access with ground-level entry and sliding glass doors that open

Greg Berardi Berardi Realty

3191 New York 23 Unit 1, Hillsdale, NY 12529
/23
$320,000 Sold May 21, 2025

2 Jenkins Pkwy, Hudson, NY 12534
- 3 Beds
- 1.5 Baths
- 1,782 Sq Ft
- Built 1932
Last Sold Summary
- 20% Below List Price
- $180/SF
- 75 Days On Market
Last Listing Agent Paul Barrett Houlihan Lawrence Inc.

2 Jenkins Pkwy, Hudson, NY 12534

/34
Est $455,232 Not Listed For Sale

14 Cunningham Hill Rd, Canaan, NY 12029
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
- Built 2020
14 Cunningham Hill Rd, Canaan, NY 12029

Last Sold Summary
- 6% Above List Price
- $298/SF
- 6 Days On Market
- Last Sold Price $429,000
- Mar 28, 2025
Last Listing Agent Cole Cioffi Weichert Realtors-Reliable Properties

/17
$595,000
- 3 Beds
- 2 Baths
- 1,870 Sq Ft
335 Miller Rd, Hudson, NY 12534

CHARMING STONE COTTAGE IN THE COUNTRY... Delightful home in a quiet, rural, setting, is but a quick drive to Hudson. Originally built by weekenders as a stone cottage getaway in the late 1940s, it was expanded in the 60s, and tastefully added to again in the 90s. Enter through the inviting light-filled enclosed porch/dining area, overlooking the gardens. Adjoining kitchen has Viking range, brand

Peggy Lampman Peggy Lampman

335 Miller Rd, Hudson, NY 12534
/14
$1,450 Per Month
- 1 Bed
- 1.5 Baths
- 750 Sq Ft
- Apartment for Rent
17 Elm St Unit A, Philmont, NY 12565

Quiet Country Setting yet close to town. Pond & Stream fed by Summit Lake in your own backyard! Freshly Cleaned & Painted - ready to move in. Eat-in-Kitchen with plenty of cabinets. Large Living room and Bedroom have hardwood floors. Bedroom has 1/2 Bath, storage area and plenty of closet space. Landlord takes care of snow plowing and lawn maintenance. Tenant pays their own utilities. Heat & Hot

MICHELLE FRANCESE Corcoran Country Living

17 Elm St Unit A, Philmont, NY 12565
/2
$1,405,000 Sold Dec 05, 2025

8 Kittle Rd, Hudson, NY 12534
- 3 Beds
- 1.5 Baths
- 2,125 Sq Ft
- Built 1976
Last Sold Summary
- 3% Below List Price
- $661/SF
- 49 Days On Market
Current Estimated Value $1,386,296

Last Listing Agent Rochelle Bartolo Beach & Bartolo Realtors

8 Kittle Rd, Hudson, NY 12534

/13
Not Listed For Sale

0 County Route 32, Valatie, NY 12184
0 County Route 32, Valatie, NY 12184

Last Sold Summary
- 89 Days On Market
- Last Sold Price $120,000
- Jun 28, 2024
Last Listing Agent Alicia Everett Keyology

/30
$599,000
- 3 Beds
- 3.5 Baths
- 2,442 Sq Ft
322 Arcadia Dr, Ancramdale, NY 12503

Tucked along the lakefront within an exclusive private community designed for effortless country living, this exceptional contemporary retreat offers the rare combination of waterfront serenity and truly low-maintenance ownership. A full-service monthly association handles snow removal, landscaping, pool and tennis maintenance, and care of all the community grounds--allowing you to arrive, unwind

Martin Salerno The Kinderhook Group, Inc.

322 Arcadia Dr, Ancramdale, NY 12503
/18
$1,500 Per Month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Apartment for Rent
1204 County Route 9 Unit B, Chatham, NY 12037

Charming one bedroom apartment in Ghent is now available for annual lease. This cozy apartment sits on the second level of a converted barn in the rear of the property. It was renovated 2 years ago and is in excellent condition. Roll out of bed and onto your own private deck overlooking the garden and backyard which you are also free to enjoy. Off street parking, heat, hot water, electric, snow

Jennifer Sesma Beach & Bartolo Realtors

1204 County Route 9 Unit B, Chatham, NY 12037
/2
$175,000 Sold Nov 17, 2025

0 E Hand Hill Rd, New Lebanon, NY 12125
- Land
- 42.4 Acres
- $4,127 per Acre
Last Sold Summary
- 2% Below List Price
- 185 Days On Market
Last Listing Agent Rochelle Bartolo Beach & Bartolo Realtors

0 E Hand Hill Rd, New Lebanon, NY 12125

/28
Est $431,567 Not Listed For Sale

85 Merwin Rd, Valatie, NY 12184
85 Merwin Rd, Valatie, NY 12184

Last Sold Summary
- 14% Above List Price
- 54 Days On Market
- Last Sold Price $380,000
- Jul 10, 2024
Last Listing Agent David Birch Barns & Farms Realty, LLC

/17
$599,000
- 4 Beds
- 2.5 Baths
- 2,860 Sq Ft
521 White Mills Rd, Valatie, NY 12184

Meticulously maintained Colonial setback on five private acres with rolling farmland views. Open floor plan into the den with fireplace. Four oversized bedrooms with primary ensuite. Two car attached garage. Central location -Down the road from Chatham, 15 minutes to Hudson, 20 minutes to multiple ski mountains.

Emma French Gabel Real Estate

521 White Mills Rd, Valatie, NY 12184
/24
$10,000 Per Month
- 3 Beds
- 3.5 Baths
- 2,800 Sq Ft
- House for Rent
77 Vandenburg Rd, Canaan, NY 12029

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

Natalia de Amorim Preferred Country Properties

77 Vandenburg Rd, Canaan, NY 12029
/18
$500,000 Sold Jan 23, 2026

2253 County Route 21, Hillsdale, NY 12529
- 2 Beds
- 2 Baths
- 1,493 Sq Ft
- Built 2021
Last Sold Summary
- 7% Below List Price
- $335/SF
- 124 Days On Market
Last Listing Agent Jeffries Blackerby Houlihan Lawrence Inc.

2253 County Route 21, Hillsdale, NY 12529

/11
Est $236,988 Not Listed For Sale

692 County Route 28, Valatie, NY 12184
692 County Route 28, Valatie, NY 12184

Last Sold Summary
- 44% Above List Price
- 237 Days On Market
- Last Sold Price $165,000
- Apr 10, 2025
Last Listing Agent Michael Castellano Gilcrest Properties

/31
$550,000 Pending
- 4 Beds
- 4 Baths
- 4,008 Sq Ft
2948 County Route 9, East Chatham, NY 12060

4,008+/- sqft 1850 Greek Revival in excellent condition w/large, open, bright rooms on 1st level incl wood-burning F/P, eat-in Cherry kitchen w/Shaker cabinetry - updated/bright lighting thuout- 2nd flr w/4lg BRS. 1 full, 2 half baths, period hardwood floors throughout, private rear deck. POST & BEAM BARN. Lg parking area... in hamlet center moments to Old Chatham, Berkshires, Chatham Village and

Natalia de Amorim PREFERRED COUNTRY PROPERTIES

2948 County Route 9, East Chatham, NY 12060
/11
$3,500 Per Month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
240 Crest Ln, Ancramdale, NY 12503

This beautiful, fully furnished second-floor apartment is located on a peaceful 10-acre property on a quiet country road in Ancramdale, New York. The sunny two-bedroom, one-bath unit features an open floor plan with wood floors throughout. The eat-in kitchen includes a dishwasher and French doors that lead to a deck with long-distance views. Additional amenities include an in-unit washer and

Margaret Bower Avenia Columbia County RE Specialist

240 Crest Ln, Ancramdale, NY 12503
/34
$290,000 Sold Feb 26, 2026

238 County Route 10, Hudson, NY 12534
- 2 Beds
- 1 Bath
- 768 Sq Ft
- Built 1939
Last Sold Summary
- 6% Below List Price
- $378/SF
- 49 Days On Market
Last Listing Agent Brian Brosen eXp Realty

238 County Route 10, Hudson, NY 12534

/9
Not Listed For Sale

0 County Route 11, Pine Plains, NY 12567
0 County Route 11, Pine Plains, NY 12567

Last Sold Summary
- 69 Days On Market
- Last Sold Price $28,000
- Dec 29, 2023
Last Listing Agent Melissa Vooris Past Member

/18
$560,000
- 5 Beds
- 3 Baths
- 2,862 Sq Ft
139 Haddock Hill Rd, Old Chatham, NY 12136

A Grand Dame in Old Chatham. Discover the joy in bringing back a classic. All the bones are solid. Five bedrooms in that rambling feel that makes farmhouses so lovable. The great room fireplace combines stone and real wood panels with views of the pond out the windows. A formal dining with wainscoting leads to a kitchen that leads out back. A second living room that could be it's own apartment.

Andrea Gabel Gabel Real Estate

139 Haddock Hill Rd, Old Chatham, NY 12136
/37
$11,000 Per Month
- 4 Beds
- 3.5 Baths
- 2,800 Sq Ft
- House for Rent
188 Mount Merino Rd, Hudson, NY 12534

Available September 9th- October 5th 2026*1 Month Rental Stunning Hudson River Views/Pool Newly and stylishly renovated with gorgeous light in all the right places. The property gently slopes down to the Hudson River...open views to the endless changing natural landscape. An open floor plan flows with ease and privacy, a large deck off the kitchen and living room to enjoy al fresco dining and

Kathryn Johnson William Pitt Sotheby's Interna

188 Mount Merino Rd, Hudson, NY 12534
/7
$60,000 Sold Nov 06, 2025

2 U S 9, Hudson, NY 12534
- Land
- 3.67 Acres
- $16,349 per Acre
Last Sold Summary
- 8% Below List Price
- 411 Days On Market
Last Listing Agent Ryan Lane Gilcrest Properties

2 U S 9, Hudson, NY 12534

/8
Not Listed For Sale

0 Winslow Rd, East Nassau, NY 12062
0 Winslow Rd, East Nassau, NY 12062

Last Sold Summary
- 76 Days On Market
- Last Sold Price $104,000
- Jun 29, 2017
Last Listing Agent Gary Charlton The Kinderhook Group, Inc

/32
$550,000
- 2 Beds
- 2 Baths
- 1,606 Sq Ft
175 Nevis Rd, Tivoli, NY 12583

Tucked Behind a Picturesque Peastone Horseshoe Driveway sits a surprising one level Ranch with expansive Garden level with room for Inlaws, office, Bedroom and plumbed and ready for a Full Bathroom. Walk into your updated Kitchen with Dining Area and handsome pellet stove for cost efficient cozy days in your new home. Off the Dining is a fabulous back deck perfect for Al Fresco Dining and having

Chelsea Pollard-Seiler Mondello Upstate Properties

175 Nevis Rd, Tivoli, NY 12583
/31
$4,500 Per Month
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
- Property for Rent
5 Fairview Ave, Chatham, NY 12037

Wonderful, warm Victorian on quiet road in the village of Chatham. Large lemonade Porch graces the front of the home, with a lovely Patio in the back. Stately Livingroom, Parlor and Music Room provide space to entertain or just relax. Sunny gourmet eat-in Kitchen with island has a glass wall that overlooks gardens and planting beds. Upstairs there are 4 Bedrooms, 2 Full Baths and plenty of

Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

5 Fairview Ave, Chatham, NY 12037
/16
$150,000 Sold Jan 22, 2026

703 U S 20, New Lebanon, NY 12125
- 2 Beds
- 1 Bath
- 918 Sq Ft
- Built 1920
Last Sold Summary
- 21% Below List Price
- $163/SF
- 71 Days On Market
Last Listing Agent Sharon McArdle Berkshire Hathaway Home Services Blake

703 U S 20, New Lebanon, NY 12125

/5
Not Listed For Sale

0 Barnegat Rd, East Chatham, NY 12060
0 Barnegat Rd, East Chatham, NY 12060

Last Sold Summary
- 28 Days On Market
- Last Sold Price $70,000
- May 19, 2023
Last Listing Agent Chuck Bartolo Beach & Bartolo Realtors

/15
$995,000 Under Contract
- 3 Beds
- 3 Baths
- 2,520 Sq Ft
4 Union St, Hudson, NY 12534

4 Union St offers a fabulous location, incredible views and comfortable living just steps from the Amtrak station. The c1830 townhouse on desirable lower Union Street is an early example of the federal style in a town renowned for its architecture. Inside, the home has been wonderfully modernized while still remaining true to its historic roots. Walls have been opened on the ground floor to

Annabel Taylor Four Seasons Sotheby's Int.

4 Union St, Hudson, NY 12534
/30
$5,000 Per Month
- 4 Beds
- 3 Baths
- 2,349 Sq Ft
- House for Rent
125 Taconic Creek Rd, Hillsdale, NY 12529

Experience the quintessential Hudson Valley retreat in this private, 4-bedroom, 3-bathroom country home. Located just minutes from the slopes of Catamount Mountain Resort, this residence offers a seamless blend of rustic charm and modern convenience. The interior features a well-appointed kitchen and a living area anchored by a cozy wood stove--all complemented by tasteful, high-quality

Rochelle Bartolo Beach & Bartolo Realtors

125 Taconic Creek Rd, Hillsdale, NY 12529
/42
$1,350,000 Sold Jun 27, 2025

864 W End Rd, Hillsdale, NY 12529
- 4 Beds
- 3.5 Baths
- 3,540 Sq Ft
- Built 2003
Last Sold Summary
- 4% Above List Price
- $381/SF
- 15 Days On Market
Current Estimated Value $1,378,168

Last Listing Agent John Barbato Compass, Hillsdale

864 W End Rd, Hillsdale, NY 12529

/39
Not Listed For Sale

79 West St, New Lebanon, NY 12125
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1947
79 West St, New Lebanon, NY 12125

Last Sold Summary
- $150/SF
- 7 Days On Market
- Last Sold Price $210,000
- Dec 11, 2024
Last Listing Agent Jack Zheng Brokers Network

/46
$599,900 Pending
- 3 Beds
- 1.5 Baths
- 1,776 Sq Ft
1413 Albany Ave, Valatie, NY 12184

This 3-bedroom, 1.5-bath home in the heart of Valatie carries with it one of the Hudson Valley's most fascinating stories. The home was built using salvaged timbers from the legendary steamboat The Swallow, which met its dramatic end on a winter's night in 1845.The Swallow was considered one of the fastest vessels on the Hudson River, capable of reaching speeds near 17 miles per hour. On a

Michael Castellano Gilcrest Properties

1413 Albany Ave, Valatie, NY 12184
/42
$3,000 Per Month
- 2 Beds
- 2.5 Baths
- 1,700 Sq Ft
- Apartment for Rent
549 New York 23b Unit 1, Hudson, NY 12534

Welcome to your Dream Rental! A home to enjoy where you can live in a historic building originally built as a Court House where Alexander Hamilton and Aaron Burr once tried cases. ''Don't throw away your shot'' to enjoy this unique space that is set just 3 miles from the City of Hudson, offering gracious, elegant living that is perfect for those who like to entertain! Grand living room with

Barbara Robinson Red Apple Realty

549 New York 23b Unit 1, Hudson, NY 12534
/13
$84,000 Sold Jul 29, 2025

3459 Route 9 Unit 36, Hudson, NY 12534
- 2 Beds
- 2 Baths
- 924 Sq Ft
- Built 2015
Last Sold Summary
- 5% Above List Price
- $91/SF
- 10 Days On Market
Last Listing Agent Angela Somma Coldwell Banker Advisor Realty

3459 Route 9 Unit 36, Hudson, NY 12534

Not Listed For Sale

90 Miller Brook Ln, Copake Falls, NY 12517
- 4 Beds
- 5 Baths
- 2,654 Sq Ft
- Built 2007
90 Miller Brook Ln, Copake Falls, NY 12517

Last Sold Summary
- $697/SF
- 39 Days On Market
- Last Sold Price $1,850,000
- Jan 29, 2024
Last Listing Agent Elyse Morris Elyse Harney Real Estate

/34
$549,900
- 3 Beds
- 3 Baths
- 2,300 Sq Ft
297 Turkey Hill Rd, Red Hook, NY 12571

Set on over an acre of private land at 297 Turkey Hill Rd in Red Hook, this inviting country retreat captures the relaxed rhythm and natural beauty of the Hudson Valley. Just minutes from the Taconic State Parkway for an easy ride to NYC, the property is surrounded by rolling countryside and close to hiking trails, state parks, and skiing, making it the perfect weekend escape or full-time

Michael Castellano Gilcrest Properties

297 Turkey Hill Rd, Red Hook, NY 12571
/10
$2,250 Per Month
- 3 Beds
- 1 Bath
- 878 Sq Ft
- House for Rent
151 Valley View Rd, Copake Falls, NY 12517

1865 Copake Falls home with so much charm of the era PLUS those incredible sunset views! On the main level is the open eat-in kitchen area, bathroom with shower and living room. Off the living room is another room. Upstairs are two bedrooms and an alcove area. The Harlem Valley Rail Trails and Taconic State Park are very close. So is Bash Bish Falls. Massachusetts is just behind you on the other

Lindsay Lebrecht Copake Lake Realty Corp.

151 Valley View Rd, Copake Falls, NY 12517
/33
$407,500 Sold Aug 28, 2025

135 New York 23b, Hudson, NY 12534
- 3 Beds
- 1.5 Baths
- 1,520 Sq Ft
- Built 1940
Last Sold Summary
- 2% Below List Price
- $268/SF
- 40 Days On Market
Last Listing Agent Leigh Bokser Compass Greater NY, LLC

135 New York 23b, Hudson, NY 12534

Not Listed For Sale

104 Black Bridge Rd, East Chatham, NY 12060
- 5 Beds
- 3.5 Baths
- 5,537 Sq Ft
- Built 1905
104 Black Bridge Rd, East Chatham, NY 12060

Last Sold Summary
- $66/SF
- 36 Days On Market
- Last Sold Price $365,000
- Jul 12, 2023
Last Listing Agent ERINA O''NEILL BHHS Hudson Valley Properties

Showing Results 201 - 240, Page 6 of 18

New York Columbia County

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Columbia County, NY Homes

Real Estate & Homes