Columbia County, NY Homes

/27
$892,000
- 3 Beds
- 3.5 Baths
- 2,500 Sq Ft
14 Regans Way, Germantown, NY 12526

Welcome to ''Serendipity,'' a slice of serenity at 14 Regans Way, a charming and private retreat nestled in the highly sought-after area of Germantown, NY. This beautifully appointed 3-bedroom, 3.5-bathroom home offers the perfect blend of modern comfort and classic country charm.Step inside to an inviting open-concept living area, where natural light streams through large windows,

Jill Zarcone

Keller Williams Realty HV Nort

(518) 302-7592

14 Regans Way, Germantown, NY 12526
/32
$25,000 per month
- 6 Beds
- 5.5 Baths
- 5,400 Sq Ft
- House for Rent
61 Red Fox Ln, Craryville, NY 12521

SEASONAL RENTAL - book your 2026 visits now! Set amongst the bucolic Berkshire foothills surrounding Lake Copake, this newly built and beautifully appointed modern farmhouse style vacation home offers exceptional indoor and outdoor living with a covered porch, pergola, grill kitchen, and hot tub overlooking the links of the Copake Country Club and the lake beyond. Full of amenities and

Veronica Newton

Compass Greater NY, LLC

(518) 684-7165

61 Red Fox Ln, Craryville, NY 12521
/30
$360,000 Sold Sep 03, 2025
- 1,300 Sq Ft
- $277/SF
- 23 Days On Market
- 3 Beds
- 1 Bath
- Built 1927
9 Greenport Pkwy, Hudson, NY 12534

A vintage storybook house for modern living in a charming neighborhood just minutes from Warren Street.Step inside to beautiful oak floors throughout and a living room with divided Craftsman knee walls and columns to nicely set off the dining room space. Sliders frame the back yard nicely lead you out to the back deck. The spacious deck has room for three season grilling and dinner entertaining

Paul Barrett Houlihan Lawrence Inc.

9 Greenport Pkwy, Hudson, NY 12534

/35
Est $445,494 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,820 Sq Ft
45 James St, Hudson, NY 12534

45 James St, Hudson, NY 12534

/107
$850,000 Open Sat 3PM - 5PM
- 6 Beds
- 4 Baths
- 3,024 Sq Ft
2 High St, Chatham, NY 12037

Step into these two beautifully restored historic homes where timeless character blends seamlessly with today's modern conveniences. Every detail has been thoughtfully updated, from new heating/Central air systems and high-end finishes to spacious, light-filled living areas designed for comfort and style. Enjoy two inviting porches — perfect for morning coffee, evening relaxation, or entertaining

Joseph Cardinale

Howard Hanna Capital Inc

(518) 806-7476

2 High St, Chatham, NY 12037
/41
$8,000 per month
- 3 Beds
- 2 Baths
- 2,624 Sq Ft
- House for Rent
145 E Camp Rd, Germantown, NY 12526

Looking to escape the city to the Hudson Valley to a wonderful retreat for 6 weeks from August through September? This Germantown farm house with a commanding view of the mountains is just the ticket....beyond special. A fully furnished white farm house is styled with many beautiful Scandinavian pieces with real fashion flair. Art, plants and antique Swedish furniture throughout make this a very

Paul Barrett

Houlihan Lawrence Inc.

(518) 759-6015

145 E Camp Rd, Germantown, NY 12526
/36
$489,900 Sold Sep 03, 2025
- 1,908 Sq Ft
- $257/SF
- 10 Days On Market
- 3 Beds
- 2 Baths
- Built 1993
30 Overlook Ct, Hudson, NY 12534

Welcome to 30 Overlook Court, a turnkey three-bedroom, two-bath home with office, central air, propane fireplace, and multiple heating zones. Enjoy a pool, hot tub, mountain views, and oversized two-car garage.Entertain with ease in the spacious dining room, or relax on the rocking chair front porch. The primary suite features a private balcony, and the walkout basement offers extra

Daniel Mahar Mahar Real Estate, LLC

30 Overlook Ct, Hudson, NY 12534

/26
Est $475,058 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,482 Sq Ft
417 Carpenter Rd, Ghent, NY 12075

417 Carpenter Rd, Ghent, NY 12075

/25
$275,000 Pending
- 2 Beds
- 1 Bath
- 900 Sq Ft
472 Doodletown Raod, Elizaville, NY 12523

ADORABLE AND AFFORDABLE! This cozy cottage is a great country real estate starter home...set on a beautiful wooded acre with a stream in the back and room for gardening, The house has great bones and is ready for a cosmetic make over; ( Calling Benjamin Moore!) some paint and design touches will make this house into a sweet retreat, get away from the city or full time home in Columbia County.

Paul Barrett

Houlihan Lawrence, Inc

(845) 957-7636

472 Doodletown Raod, Elizaville, NY 12523
/28
$8,000 per month
- 3 Beds
- 3 Baths
- 1,800 Sq Ft
- House for Rent
437 State St, Hudson, NY 12534

This 1830s Federal style house was recently renovated with the latest green technology. The kitchen has a 6 Burner Viking cooktop, strong vent above, pot filler, 2 dishwashers, 2 Electric Miele Wall Ovens, an Espresso Machine, Drip Coffee Machine, a Conical Burr Grinder, the largest Stack Washer and Dryer, and ever high end pot, pan, and gadget.There are 2 EV Chargers, gas base ray

437 State St, Hudson, NY 12534
/28
$400,000 Sold Sep 02, 2025
- 1,728 Sq Ft
- $231/SF
- 27 Days On Market
- 4 Beds
- 2 Baths
- Built 1900
840 Pumpkin Hollow Rd S Unit 1, Hillsdale, NY 12529

FINAL AND BEST OFFERS DUE 7/22/25 AT 12:00 NOON. As the original farmhouse on this road, this is the epitome of a charming south-facing Upstate home with an abundance of natural light and privacy. Cool in the summer and cozy in the winter, this home is a peaceful retreat all year long.Seated between the Hudson Valley and the Berkshires, the home is just two short miles from Copake Lake. A

Theresa Westlake Copake Lake Realty Corp.

840 Pumpkin Hollow Rd S Unit 1, Hillsdale, NY 12529

/29
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,475 Sq Ft
28 Summit St, Hudson, NY 12534

28 Summit St, Hudson, NY 12534

/23
$275,000 Pending
- 2 Beds
- 1 Bath
- 900 Sq Ft
472 Doodletown Rd, Elizaville, NY 12523

ADORABLE AND AFFORDABLE! This cozy cottage is a great country real estate starter home...set on a beautiful wooded acre with a stream in the back and room for gardening, The house has great bones and is ready for a cosmetic make over; ( Calling Benjamin Moore!) some paint and design touches will make this house into a sweet retreat, get away from the city or full time home in Columbia County.

Paul Barrett

Houlihan Lawrence Inc.

(845) 415-4734

472 Doodletown Rd, Elizaville, NY 12523
/31
$2,500 per month
- 4 Beds
- 2 Baths
- 1,700 Sq Ft
- House for Rent
627 County Route 24, East Chatham, NY 12060

1800s colonial on lovely parcel in Historic Red Rock. Privately tucked on 8 acres. Open kitchen and living room with fireplace and woodstove. Doors to large screened porch for summer dining. Dining room or den off kitchen. Two bedrooms on the first floor, or bedroom and office. Full bath newly renovated with shower and separate tub. Original wood floors. Two bedrooms up and full bath.

Tracy Tassinari Gabel Real Estate

627 County Route 24, East Chatham, NY 12060
$400,000 Sold Aug 29, 2025
- 2,052 Sq Ft
- $195/SF
- 51 Days On Market
- 4 Beds
- 1 Bath
- Built 1900
12 Mill St Unit 14, Chatham, NY 12037

Charming Village Home in the Heart of Chatham - Walk to Everything Set on a generous half-acre in the vibrant village of Chatham, NY, this beautifully updated 4-bedroom, 1-bath home blends timeless charm with modern convenience. Featuring gleaming hardwood floors throughout and a sun-filled interior, the home offers character, flexibility, and an unbeatable location just steps from everything.

Joseph Briggs William Pitt Sothebys Int Rlty

12 Mill St Unit 14, Chatham, NY 12037

/2
Not Listed For Sale
- 7 Beds
- 6 Baths
- 5,448 Sq Ft
206 Thomas St, Chatham, NY 12037

206 Thomas St, Chatham, NY 12037

/24
$925,000 Pending
- Land
- 123 Acres
- $7,508 per Acre
0 Riders Mills Rd, Old Chatham, NY 12136

In the heart of Chatham, this 123-acre pristine wooded paradise is a rare gem. With a serene pond and enchanting old stone walls that meander throughout the property it is a harmonious blend of natural beauty and timeless character. The property is a stunning canvas of mature trees, stone outcroppings, and picturesque landscape. Two road access points offers the choice of entry and development

Christine Hinz

Coldwell Banker Village Green

(518) 990-2600

0 Riders Mills Rd, Old Chatham, NY 12136
/64
$1,975 per month
- 1 - 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
388 Eichybush Rd Unit .11, Kinderhook, NY 12106

Amazing sunset views in an idyllic, private setting make this property special. Wonderful indoor / outdoor living concept for those who appreciate the beauty and magic of nature and the exceptional light the Hudson Valley is famous for.

388 Eichybush Rd Unit .11, Kinderhook, NY 12106
/62
$799,000 Sold Aug 29, 2025
- 2,200 Sq Ft
- $363/SF
- 62 Days On Market
- 3 Beds
- 2 Baths
- Built 1900
84 Old Route 82, Hudson, NY 12534

Historic Elegance with Modern Refinement — Just Minutes from HudsonSet on five private acres—spread across three separate parcels—this exquisitely restored residence offers timeless character with the opportunity for future expansion or development. Whether you envision building a guest house, studio, or investment property, the flexibility of multiple parcels enhances both value and

Marie Wolpert Keller Williams Realty HV Nort

84 Old Route 82, Hudson, NY 12534

Est $424,000 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,500 Sq Ft
279 E Klein Rd, Ancram, NY 12502

279 E Klein Rd, Ancram, NY 12502

/24
$284,900 Pending
- 2 Beds
- 1 Bath
- 1,494 Sq Ft
9 Imperial Ln, Stuyvesant, NY 12173

*Best & Final Due Tues 7/8 at 12noon* This one level charmer on a generous lot in popular King's Acres has a surprise in store - an expanded floor plan that feels so much larger than you'd expect. You'll love driving down the tree lined street to your sweet ranch home with a white picket fence. Whip up delicious meals in the eat in kitchen w/granite counters & custom backsplash. Gather in the

Jenn Baniak-Hollands

KW Platform

(518) 594-6818

9 Imperial Ln, Stuyvesant, NY 12173
/4
$1,750 per month
- 2 Beds
- 1.5 Baths
- 1,200 Sq Ft
- Apartment for Rent
9249 New York 22, Hillsdale, NY 12529

Great duplex on Route 22 near intersection with Route 23. opposite Stewarts Convenience/Gas. 2 levels, 600sf each. Upstairs is living space, kitchen, bath, shower. Downstairs is 2nd BR or office or retail space. Building has mixed commerical/residential zoning. 6 month lease, pay own utilities. Walk to convenience store, restaurant, supermarket, other stores. 1 mile to Ski Catamount. Great

David Birch Barns & Farms Realty, LLC

9249 New York 22, Hillsdale, NY 12529
/22
$250,000 Sold Aug 29, 2025
- 1,645 Sq Ft
- $152/SF
- 8 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1850
319 County Route 26a, Stuyvesant, NY 12173

Nice farmhouse with 4 bedrooms, large eat in kitchen, laundry on 1st floor. Country setting with level yard good for gardening and children play.

Kim Voltz Anderson Agency

319 County Route 26a, Stuyvesant, NY 12173

Est $377,207 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,200 Sq Ft
121 Parker Rd, Elizaville, NY 12523

121 Parker Rd, Elizaville, NY 12523

/26
$410,000 Pending
- 4 Beds
- 2 Baths
- 1,521 Sq Ft
15 Charles St, Hudson, NY 12534

Charming and spacious 4 bedroom, 2 bath Cape w ground floor bed and bath! Great details throughout; moldings, crystal door knobs, 9 foot ceilings, all natural wood and stone flooring, custom built in bookcases in living room and primary bedroom. spacious mudroom with built-in storage/seating, custom chef's kitchen with restaurant stove, full freezer/full refrigerator, and butcher block island;

Paul Barrett

Houlihan Lawrence, Inc

(518) 519-8155

15 Charles St, Hudson, NY 12534
/14

$1,595 - $1,995 per month

Joslen Commons Apartments

1 - 2 Beds

540 Joslen Blvd, Hudson, NY 12534

Live, Relax, Play at Joslen: a luxurious apartment complex nestled in beautiful Hudson, New York. Reserve your dream apartment today!Joslen Commons is nestled near the tranquil Hudson river and within minutes of historic Hudson, NY. We are a thriving community that provides exceptional amenities for our residents.We are located just minutes from the Hudson Train Station, Columbia County

540 Joslen Blvd, Hudson, NY 12534
/23
$420,500 Sold Aug 28, 2025
- 1,779 Sq Ft
- $236/SF
- 3 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1853
66 River St, Chatham, NY 12037

Nestled on a knoll, River Song is a charming 1853 cottage that blends timeless character with the comforts of modern living. This enchanting home boasts rich period details creating a warm, nostalgic ambiance throughout. A separate 16 X 10 studio with electric and heat, provides a creative space for a multiple of uses for artists, writers, yoga enthusiasts and musicians alike. Tucked away amid

Karen Volino Houlihan Lawrence, Inc.

66 River St, Chatham, NY 12037

/2
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,967 Sq Ft
25 Old Farm Rd, Ghent, NY 12075

25 Old Farm Rd, Ghent, NY 12075

/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
/27
$3,400 per month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
68 Orinsekwa Rd, Valatie, NY 12184

This newly renovated 3 bedroom, 2 bath cottage is situated on a private road within a spacious 50+ acre property shared with only 5 other homes. This 1.5 story cottage features an open renovated kitchen, brand new appliances, renovated bathrooms, in unit laundry, 1st floor bedroom, and a mud room. Two bedrooms and a full bath make up the second floor. This home is tucked away from the others and

Jennifer Sesma Beach & Bartolo Realtors

68 Orinsekwa Rd, Valatie, NY 12184
/22
$240,000 Sold Aug 28, 2025
- 1,348 Sq Ft
- $178/SF
- 21 Days On Market
- 3 Beds
- 1 Bath
- Built 1940
418 W Ghent Rd, Hudson, NY 12534

Nestled beyond the city limits of vibrant Hudson, this 3-bd, 1-bth farmhouse offers a perfect blend of rustic charm and modern convenience. Just along the Fitting Creek, this home invites you to escape while still being minutes away from dining, shopping, and cultural attractions. Inside, you'll discover a cozy ambiance that captures the essence of country living. The kitchen provides room for

Rebecca Sullivan Miranda Real Estate Group Inc

418 W Ghent Rd, Hudson, NY 12534

Est $946,935 Not Listed For Sale
74 Langridge Rd, Tivoli, NY 12583

74 Langridge Rd, Tivoli, NY 12583

/18
$255,000 Pending
- 3 Beds
- 1.5 Baths
- 1,900 Sq Ft
1512 Us Route 9 Unit U, Stuyvesant, NY 12173

solid brick home with nice flat back 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. Ichabod Crane Schools. Basement walls are studded and ready for sheetrock to make office, gym or more living space.

William Laraway

Val Kin Properties, LLC

(518) 757-0959

1512 Us Route 9 Unit U, Stuyvesant, NY 12173
/2

$800 - $1,100 per month

Palatine Manor

1 - 2 Beds

32 Church Ave, Germantown, NY 12526

MUST BE 62 AND OLDER AND INCOME ELIGIBLE! Subsidized Housing Please Call for Rent Cost/Availability!

32 Church Ave, Germantown, NY 12526
/37
$305,000 Sold Aug 28, 2025
- 2,010 Sq Ft
- $152/SF
- 5 Days On Market
- 3 Beds
- 1 Bath
- Built 1965
1179 New York 66, Ghent, NY 12075

Situated in Columbia County, 1179 Route 66 is a charming ranch home that offers a fantastic opportunity for a DIY enthusiast or hobby farmer to bring their vision to life. Set on 2 acres of land, this property is ideal for horses, small livestock, or a personal hobby farm, featuring a small pond, two barns, and a semi-circular driveway that makes access easy.Inside, the home boasts a sunken

Angela Lanuto Coldwell Banker Village Green

1179 New York 66, Ghent, NY 12075

/5
Est $208,677 Not Listed For Sale
275 Westfall Rd, Ancram, NY 12502

275 Westfall Rd, Ancram, NY 12502

/12
$152,200
- 654 Sq Ft
9 U S 9, Livingston, NY 12534

Cozy Country Cottage Ready for FinishingThis open concept cottage is the perfect country getaway, just waiting for your finishing touches. Recent updates include new roof, deck, siding along with new plumbing & heating ( to be hooked up ) and new electric panel box (needs completion) A great opportunity to make it your own retreat in the country!! The perfect weekend getaway, Airbnb

Patricia Meyers

Lake and Mountain Realty, LLC

(518) 896-8257

9 U S 9, Livingston, NY 12534
/25
$8,000 per month
- 3 Beds
- 1.5 Baths
- 1,800 Sq Ft
- House for Rent
314 Schoolhouse Rd, Ghent, NY 12075

Charming farmhouse, built in 1860, thoughtfully modernized for comfortable indoor–outdoor living. Set on 5 picturesque acres, the property features an original barn and a natural spring-fed pond, creating a serene country setting.The first floor offers a light-filled, open-plan kitchen and living room anchored by a large wood-burning fireplace. French doors open to a stone terrace and

PATRICIA McNAMEE William Pitt Sothebys Int Rlty

314 Schoolhouse Rd, Ghent, NY 12075
/33
$407,500 Sold Aug 28, 2025
- 1,520 Sq Ft
- $268/SF
- 40 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1940
135 New York 23b, Hudson, NY 12534

1940s Charmer on 2 Acres Just Outside HudsonSet on a 2-acre lot just minutes from the heart of Hudson, this 3-bedroom, 1.5-bath home is full of warmth, character, and vintage charm. Built in 1940, it features gorgeous original hardwood floors, colorful stained glass windows, and classic wood trim that gives the home a timeless feel.The main level features a cozy living room with a

Leigh Bokser Compass Greater NY, LLC

135 New York 23b, Hudson, NY 12534

/25
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,500 Sq Ft
2234 County Route 27, Hudson, NY 12534

2234 County Route 27, Hudson, NY 12534

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