Columbia County NY Homes under $400,000

/23
$375,000

$44K PRICE DROP
- 3 Beds
- 1 Bath
- 1,303 Sq Ft
16 Robin Rd, Craryville, NY 12521

WOWZA!!! THIS IS AN AMAZING NEW PRICE AND JUST IN TIME FOR SUMMER AT COPAKE LAKE!This home has undergone a complete transformation. Much of the structure was taken down to the frame and rebuilt with precision, resulting in a modern, energy-efficient retreat designed for comfort, style, and long-term durability.Today, the home offers new interior and exterior walls, roof, plumbing,

Blanche Mackey Copake Lake Realty Corp.

16 Robin Rd, Craryville, NY 12521
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/26
$350,000

$25K PRICE INCREASE
- 2 Beds
- 2 Baths
- 1,170 Sq Ft
4 Delaware Ave, Hudson, NY 12534

Mixed-Zoned Property with Immense Potential Mixed zoning allows for the integration of residential, commercial, and recreational uses within a single development, creating walkable, integrated communities that promote efficiency and reduce vehicle reliance, significantly enhancing urban livability and sustainability. Hence the possibilities! Welcome to your next chapter in the versatile space of

Margaret Bower Avenia Columbia County RE Specialist

4 Delaware Ave, Hudson, NY 12534
/2
$199,900
- Land
- 14 Acres
- $14,279 per Acre
L34.111 County Route 9, New Lebanon, NY 12062

Land is partially cleared for a building lot and it percs. South-West exposure, with potential views. Nice homes all around. So come build your dream home on your own piece of paradise. Conveniently located within 30 minutes of Albany, Berkshires, Chathams, TSP, Thruway.

Sharon McArdle Berkshire Hathaway Home Services Blake

L34.111 County Route 9, New Lebanon, NY 12062
/6
$115,000

$24K PRICE DROP
- Land
- 4 Acres
- $28,750 per Acre
0 Giambalvo Unit 156097, Hudson, NY 12534

2 adjoining level wooded private lots (Tax id for additional lot: 139-1-34.2) with long frontage would support adjoining homes on quiet road only 15 minutes from Hudson. Very private with easy access to City of Hudson and Amtrak.

David Birch Barns & Farms Realty, LLC

0 Giambalvo Unit 156097, Hudson, NY 12534
/21
$215,000

$35K PRICE DROP
- 2 Beds
- 1 Bath
- 1,648 Sq Ft
280 Route 217, Hudson, NY 12534

Set on a generous parcel in a quiet Hudson setting, this property offers a compelling opportunity for those with vision. The surrounding landscape is defined by open lawn, mature trees, and a natural sense of privacy—creating a setting that feels both spacious and serene. The existing home is a single-level residence with a straightforward layout, ready for thoughtful renovation. While the

Erin Lee Keller Williams Realty Group

280 Route 217, Hudson, NY 12534
/6
$125,000

$35K PRICE DROP
- Land
- 4.35 Acres
- $28,736 per Acre
Lot 35 County Route 27, Copake, NY 12516

Wooded 4+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 4+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. If you

Allen Olmsted Listing by Canaan Realty

Lot 35 County Route 27, Copake, NY 12516
/14
$329,000
- 3 Beds
- 3 Baths
- 1,800 Sq Ft
3 Maiden Ln, Chatham, NY 12037

Steps to town, this Chatham Village multi family features three generous one bedroom apartments. The well maintained building spins off a strong positive cash flow and and has undergone significant renovations such as new high efficient heating units in each apartment and a new boiler and hot water heater. The roof was replaced in 2014.

Philip Feiner Country Life Real Estate, LLC

3 Maiden Ln, Chatham, NY 12037
/4
$195,000
- Land
- 2.54 Acres
- $76,772 per Acre
10 -Stonegate Off Birch Hill Rd, Copake, NY 12521

Build your dream home at Stonegate, an exclusive, tranquil subdivision with 425 acre Copake Lake access, an HOA private community dock and available boat slip. Lot 10 is BOHA approved and offers serene natural surroundings with utilities available. Perfect for nature enthusiasts seeking a peaceful retreat. Enjoy convenient access to amenities and nearby attractions. The Berkshires offer endless

Maria DiSalvo Coldwell Banker Prime

10 -Stonegate Off Birch Hill Rd, Copake, NY 12521
/51
$365,000
- 2 Beds
- 1 Bath
- 917 Sq Ft
13 Pheasant Rd, Craryville, NY 12521

Warm, inviting, and oozing with charm, this 1940s cottage is the perfect getaway, boasting beautiful views of Copake Lake. Leading to the front door is a beautiful handmade archway with mature climbing hydrangeas that flower throughout the spring and summer. Some features include; a sunny enclosed porch entrance leading into a cozy living room with a wood stove, a bright & sunny dining room

Margaret Bower Avenia Columbia County RE Specialist

13 Pheasant Rd, Craryville, NY 12521
/7
$275,000

$15K PRICE DROP
- Land
- 31.75 Acres
- $8,661 per Acre
L30.4 Gale Hill Rd, New Lebanon, NY 12060

31.5± Acres on Old Gale Hill Road, New Lebanon, NYDiscover the perfect blend of peace, privacy, and possibility on this 31.5± acre wooded parcel in the heart of Columbia County. Tucked away on a quiet country road, this exceptional property offers a serene setting ideal for building your dream home, enjoying weekend getaways, or exploring recreational and hunting opportunities. A portion of

Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway Home Services Blake

L30.4 Gale Hill Rd, New Lebanon, NY 12060
/23
$305,000

$15K PRICE INCREASE
- 2 Beds
- 1 Bath
- 925 Sq Ft
9377 State Route 22, Hillsdale, NY 12529

BACK ON MARKET!! Welcome home to this charming and stylishly updated retreat situated on a spacious, level lot in beautiful Hillsdale, NY! Offering a perfect blend of modern character and country appeal, this home is ideal for those looking for a peaceful getaway with fantastic outdoor space. As you arrive, the striking dark grey exterior, crisp white accents, and charming fenced-in front yard

Scott Zobre KW MidHudson

9377 State Route 22, Hillsdale, NY 12529
/13
$395,000

$110K PRICE DROP
- Land
- 20.9 Acres
- $18,900 per Acre
Lot 7 Stickles Rd, Livingston, NY 12534

In the heart of the Rockefeller land holdings and at the foot of the newly imagined Klocke Estate, we have two primo, contiguous land parcels available on the market for Columbia County. Introducing Lot 6 Stickles Road at 10 acres and Lot 7 Stickles Road at 20 acres in the hamlet of Claverack and within a few miles of downtown Hudson. This agricultural district is fresh with newborn foils, baby

Parker Meyer Four Seasons Sotheby's Int.

Lot 7 Stickles Rd, Livingston, NY 12534
/29
$160,000

$65K PRICE DROP
- 5 Beds
- 1 Bath
- 2,236 Sq Ft
31 Albany Turnpike, Old Chatham, NY 12136

Fantastic colonial fixer upper with 5-bedrooms and one bath located in Chatham School District. Plenty of room for everyone. Light & bright kitchen with fir floors. Bedroom on first floor. Big back yard. Ready to make it your own.

Philip Feiner Country Life Real Estate, LLC

31 Albany Turnpike, Old Chatham, NY 12136
/7
$125,000
- Land
- 4.4 Acres
- $28,409 per Acre
L34 County Route 27, Craryville, NY 12521

Wooded 4+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 4+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. If you

Allen Olmsted Canaan Realty

L34 County Route 27, Craryville, NY 12521
/53
$349,000
- 2 Beds
- 1 Bath
- 1,342 Sq Ft
13247 State Route 22, Canaan, NY 12029

Welcome to ''The Meadow Lodge'' ... Authentic Upstate New York log home living begins here. Set among mature trees, open lawn, and beautifully improved grounds, this meticulously maintained Canaan retreat is a perfect balance of privacy, character, and convenience. Ideally situated between Hudson and the Berkshires, you'll enjoy easy access to the restaurants, galleries, boutiques, and cultural

Rebecca Sullivan KW Platform

13247 State Route 22, Canaan, NY 12029
/5
$259,000
- Land
- 15.47 Acres
- $16,742 per Acre
191 Berkshire Rd, Hillsdale, NY 12529

Discover the perfect opportunity to build your dream home on this expansive 15.47-acre parcel at 191 Berkshire Road, bordering Copake Country Club and just minutes from Copake Lake. This fully undeveloped property is part of the desirable Sam Hill Road community, offering shared waterfront access through the HOA. Ideally located just 25 minutes from Hudson and Great Barrington, MA, you'll enjoy

Austin Urban Venture Fox Realty Group

191 Berkshire Rd, Hillsdale, NY 12529
/9
$399,000
- Land
- 9 Acres
- $44,333 per Acre
Lot #6 Fairland Farm Rd, Kinderhook, NY 12106

Beautiful building lot with outstanding Catskill Mountain views, pond, stream, well, driveway, and underground electric in place. Lot has BOHA septic design. Private & Quiet. Ready to build your dream home.

Linnea VanTassel Country Life Real Estate, LLC

Lot #6 Fairland Farm Rd, Kinderhook, NY 12106
/5
$250,000
- Land
- 5.45 Acres
- $45,872 per Acre
12 Stonegate Off Birch Hill Rd, Copake, NY 12521

Build your dream home at Stonegate, an exclusive, tranquil subdivision with 425 acre Copake Lake access, an HOA private community dock and available boat slip. This 5+ acre prime vacant lot (Lot 12) is BOHA approved and offers serene natural surroundings with utilities available. Perfect for nature enthusiasts seeking a peaceful retreat. Lot 12 is wooded with pond views and a separate driveway

Maria DiSalvo Coldwell Banker Prime

12 Stonegate Off Birch Hill Rd, Copake, NY 12521
/7
$257,000

$2K PRICE DROP
- 3 Beds
- 3 Baths
- 2,304 Sq Ft
9249 Route 22 Rd, Hillsdale, NY 12516

Mixed Residential/Commercial building, with 3 rentable spaces. Current RR 30,540. One side of building has commercial reception area down and 1BR apartment above. Rental 1395/m. Other side is studio apartment up and storefront down. Can be rented to same party for commercial downstairs. Current rental is 795 + 550. Ideal for live/work. Building in excellent condition, roof less than 5 years old.

David Birch Barns & Farms Realty, LLC

9249 Route 22 Rd, Hillsdale, NY 12516
/33
$355,000

$14K PRICE DROP
- 3 Beds
- 2 Baths
- 2,104 Sq Ft
779 New York 217, Hudson, NY 12534

The perfect blend of historic character meets modern comfort at 779 Route 217 in Claverack. This thoughtfully updated 3-bedroom, 2-bath home offers the charm of its 1880 roots paired seamlessly with today's most desirable improvements. Original details add warmth and personality, while tasteful, modern updates enhance everyday living.The flexible layout includes an ideal in-law suite or home

Heather Davala Davala Real Estate, LLC

779 New York 217, Hudson, NY 12534
/8
$250,000

$70K PRICE DROP
- Land
- 8.8 Acres
- $28,409 per Acre
Lot34&35 County Route 27, Copake, NY 12516

Wooded 8+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 8+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. Land is

Allen Olmsted Listing by Canaan Realty

Lot34&35 County Route 27, Copake, NY 12516
/22
$369,000
- 4 Beds
- 1 Bath
- 1,488 Sq Ft
131 New York 82, Hudson, NY 12534

Livingston Ranch | 1.4 Acres | Western Views to the CatskillsThoughtfully updated four-bedroom ranch in Livingston, owned by the same family for three generations this is the first time on the market in over 50 years. Conveniently located near the Taconic State Parkway, just minutes to Hudson, with an easy commute to Albany or Dutchess County. Set on 1.4 acres with open views over neighboring

Kelly Harrison Taconic Valley Real Estate

131 New York 82, Hudson, NY 12534
/44
$239,000

$26K PRICE DROP
- 3 Beds
- 2 Baths
- 952 Sq Ft
129 Birch Ln, Millerton, NY 12546

Situated high on a hillside in the Ancram countryside is where you will find this freshly updated 1997 manufactured home. Recent updates and improvements include new stainless-steel appliances. new flooring throughout, fresh paint, new lighting and a new front entrance porch.Inside there are two bedrooms and a third office or hobby room, two full bathrooms and an open kitchen-living room. The

John Avenia Columbia County RE Specialist

129 Birch Ln, Millerton, NY 12546
/16
$375,000

$474K PRICE DROP
- 3 Beds
- 1 Bath
- 950 Sq Ft
6 Church Ave, Germantown, NY 12526

Located in the charming Hudson River Hamlet of Germantown, this perfect little three-bedroom house is now available for the first time in fifty years. Built in the late nineteenth-century, this sweet cottage is set behind a white picket fence and features a covered front porch spanning the full width of the house. Enter through the stair hall and then into the bright ground floor rooms; a living

Susan Lyne HOUSE Hudson Valley Realty

6 Church Ave, Germantown, NY 12526
/14
$130,000

$30K PRICE DROP
- Land
- 7.68 Acres
- $16,927 per Acre
400 Mercer Mountain Rd, East Chatham, NY 12060

Welcome to Mercer Mountain—an exclusive enclave of million-dollar-plus homes nestled in the rolling Taconic Mountains of Columbia County. Perfectly situated between the world-class cultural offerings of the Berkshires and the awe-inspiring Catskill Mountains, this remarkable 7.68-acre parcel offers a rare opportunity to build your dream estate toward the very end of the road in one of the Hudson

Callan Bergmann Compass Greater NY, LLC

400 Mercer Mountain Rd, East Chatham, NY 12060
/21
$346,900

$53K PRICE DROP
- 3 Beds
- 1 Bath
- 1,381 Sq Ft
9659 New York 22, Hillsdale, NY 12529

Come see the new me!. I've had a face lift and you are sure to enjoy the gleaming hardwood floors and the updated kitchen with granite counters and new appliances. It's one level of easy living, and offers many wonderful features. Enjoy the spacious living room framed by a fireplace, or the cozy den which has one as well..The middle bedroom features sliders that open onto a deck, great to enjoy

Tammy Molinski Coldwell Banker Advisor Realty

9659 New York 22, Hillsdale, NY 12529
/6
$125,000
- Land
- 4.4 Acres
- $28,409 per Acre
L35 County Route 27, Copake, NY 12516

Wooded 4+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 4+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. If you

Allen Olmsted Canaan Realty

L35 County Route 27, Copake, NY 12516
/32
$375,000

$40K PRICE DROP
- 3 Beds
- 1 Bath
- 988 Sq Ft
4018 Chatham St, Valatie, NY 12184

Solid brick bungalow with classic charm and modern upgrades. Enjoy your covered front porch that adds charm and extra space. Step into gleaming hardwood floors, a wood burning fireplace, large dining room open to the living room, and a bonus walk up attic with endless possibilities! Large 2 car garage. Conveniently located within walking distance to downtown Valatie with restaurants and shopping.

Alvis Milligan Vera Cohen Realty, LLC

4018 Chatham St, Valatie, NY 12184
/15
$169,000

$11K PRICE DROP
- Land
- 5.22 Acres
- $32,400 per Acre
Tbd Avery Hand Ln, New Lebanon, NY 12062

5.2 acres of improved land off a quiet country road. It is in a world of it's own. Totally private , secluded & encompassed by woods with an open clearing to ready to build your dream home. Driveway and underground electric in place . Also has a 200 foot deep drilled well that gets 10 gallons per minute. Lots of Southern exposure & natural light. A great spot to live & enjoy.

Morgan Klima Country Life Real Estate, LLC

Tbd Avery Hand Ln, New Lebanon, NY 12062
/36
$215,000
- 2 Beds
- 1 Bath
- 736 Sq Ft
26 Houseman Ave, Chatham, NY 12037

Looking for a starter home and willing to put in some sweat equity? Or looking to downsize and have the resources to throw at a renovation? This 2 bedroom, 1 bath, 736 square foot, bungalow built in 1945 may just be what you've been waiting for. It's a project no doubt but one that is manageable. It's being sold as is, but it has strong bones and working mechanical systems. There are hardwood

Jennifer Sesma Beach & Bartolo Realtors Inc

26 Houseman Ave, Chatham, NY 12037
/3
$214,000
- Land
- 12.5 Acres
- $17,120 per Acre
O Mercer Mountain Rd, Canaan, NY 12029

Perched atop Mercer Mountain in Columbia County's coveted Hudson Valley, this 12.5-acre offering combines privacy, prestige, and possibility. The property includes a 6.5-acre primary homesite along with an additional 6-acre parcel across the road—ideal for a guest house, pool, or barn. From its elevated setting, enjoy western views of the Catskill Mountains, capturing sunsets and seasonal

Nikki Carchedi Stone House Properties, LLC

O Mercer Mountain Rd, Canaan, NY 12029
/22
$319,900
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
2 Taft Rd, Copake, NY 12516

Welcome to this inviting Raised Ranch set in the private Taconic Shores community. Offering 2 bedrooms, 2 full bathrooms, living room with vaulted ceilings and an open-concept kitchen and dining area that create a bright, airy feel ideal for everyday living and entertaining. The additional office space leads directly to the deck, offering the perfect spot to work from home or a place to unwind.

Erin Shepherd Mahar Real Estate, LLC

2 Taft Rd, Copake, NY 12516
/22
$350,000
- 2 Beds
- 1.5 Baths
- 1,326 Sq Ft
2177 New York 66, Ghent, NY 12075

Set on 1.3 lovely acres in the Town of Ghent, this inviting ranch offers an easy blend of comfort, style, and outdoor living. The open floor plan creates a natural flow between the updated kitchen, dining area, and living spaces, with hardwood floors and a stone fireplace adding warmth and character throughout.The finished lower level provides additional living space with a family room and

Jill Rose Houlihan Lawrence, Inc.

2177 New York 66, Ghent, NY 12075
/7
$399,000

$398K PRICE INCREASE
- Land
- 5.8 Acres
- $68,793 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
/17
$175,000
- 10 Beds
- 4 Baths
- 5,000 Sq Ft
170 County Route 7a, Copake, NY 12516

The Historic Copake Inn presents an amazing investment opportunity. The original bar, adorned with hardwood beams, stand as a testament to its rich history. Imagine transforming this charming inn into a modern retreat, catering to the needs of visitors seeking a unique experience. Located in the heart of Copake, just a 10-minute drive to Catamount, 25 minutes to Metro North, the inn offers

Nicholas Legname Mahar Real Estate, LLC

170 County Route 7a, Copake, NY 12516
/37
$278,000

$1K PRICE DROP
- 2 Beds
- 1 Bath
- 598 Sq Ft
26 Rose St, Niverville, NY 12130

Lakefront Handyman special. Rare opportunity to own direct lakefront property on beautiful Lake Kinderhook. This .21 acre lot features private lake frontage, your own dock, an unbeatable view across the water. The existing 600 sq-ft cottage has well & septic system in place & being sold as is. This home is owned by listing agent. Sold AS IS

Margaret Guerra Trevett Group LLC

26 Rose St, Niverville, NY 12130
/6
$109,000

$30K PRICE DROP
- Land
- 1.04 Acres
- $104,808 per Acre
25 Pulcher Ave, Stottville, NY 12534

One acre parcel adjoins House on .34 acres needing renovation and .28 acre lot. Can all be purchase together at discounted price. House for $275,000 and additional lot for $75,000. Make offer on total package. 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

David Birch Barns & Farms Realty

25 Pulcher Ave, Stottville, NY 12534
/9
$250,000
- Land
- 8.8 Acres
- $28,409 per Acre
Lot 34&35 County Route 27, Copake, NY 12516

Wooded 8+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 8+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. Land is

Allen Olmsted Canaan Realty

Lot 34&35 County Route 27, Copake, NY 12516
/27
$325,000

$74K PRICE DROP
- 3 Beds
- 1 Bath
- 1,332 Sq Ft
1291 New York 23, Craryville, NY 12521

*Some photos have been AI rendered* Location-Convenience-Opportunity Welcome to 1291 route 23, a rare live/work opportunity with character, creativity, and presence. Set on 1.94 acres along US-23 this mixed-use property offers a 2 bedroom; 1 bathroom home ready for thoughtful updates and transformation, with the one-of-a-kind commercial space, the beloved ''Purple Barn''. More than just

Carrie Dandridge Find Advisors

1291 New York 23, Craryville, NY 12521
/23
$265,000
- 3 Beds
- 1.5 Baths
- 1,363 Sq Ft
321 Co Rte 27b, Hollowville, NY 12530

Charming 1820s Farmhouse with modern touches in a serene country setting. Nestled on a picturesque corner lot, this enchanting home beautifully marries classic charm with modern convenience. Step inside to discover period woodwork that tells a story of timeless craftsmanship. As you approach the white picket fence, you'll be greeted by a sense of warmth and nostalgia, beckoning you to explore

Tammy Molinski Coldwell Banker Advisor Realty

321 Co Rte 27b, Hollowville, NY 12530

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