Vintage homes for sale & real estate in Columbia County, NY

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ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Robinson Street is a tucked away haven in downtown Hudson and 214 Robinson is the big kid on the block. A unique, 3-story apartment building, 214 has 3 full-floor apartments. The first floor has a 2 bedroom, one bath unit with living room and an eat-in kitchen. The second floor was recently remodeled into a 2 bedroom, 3/4 bath unit with living room and eat-in kitchen. The top floor unit has 3 bedrooms, a 3/4 bath, living room and kitchen. The building has a coin-operated laundry room on the first floor and a full basement with the utilities. The property also has a backyard accessed from Strawberry Alley. Along with the recent apartment update, newer improvements include a new water heater

$549,000

7 beds3 baths2,684 sq ft

214 Robinson St, Hudson, NY 12534

Roof coating • Full basement • 2,178 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Welcome to Bezalel Gables, a Queen Anne Victorian built in 1873 for a State Senator and nestled on an expansive 21 acres. This home boasts an impressive layout, featuring spacious living areas perfect for both intimate gatherings and grand entertaining. Venture outside, and you'll discover your own private oasis. The lush 21 acres are adorned with mature trees, ample lawns and a serene brook that winds its way through the property, offering the perfect backdrop for nature walks, picnics, or simply enjoying a quiet moment of reflection. Imagine sipping your morning coffee on the porch, listening to the gentle sounds of the brook and savoring the tranquility that surrounds you. Catskill mount

$824,900

5 beds3 baths4,807 sq ft

1896 County Rte 9, Austerlitz, NY 12037

Serene brook • Finished basement • Private oasis

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Country cottage sitting on a 6 acre property with 3 ponds and a large yard surrounded by lilacs. This 3 bedroom, 2 bathroom home offers a country retreat on a quiet road. There are pine floors throughout the home with the washer and dryer hookup in the pantry, light filled sun room and built in pine bookcase. The kitchen is equipped with stainless steel refrigerator, dishwasher, gas range stove and deep cast iron sink. The main bedroom and upstairs bathroom offer ample closet space. Hot water baseboard heat with maintained boiler and new oil tank. An expansive wildflower field leads to fenced in garden, workshop/studio and additional building. The workshop/studio space has a one car garage,

$579,000

3 beds1.5 baths2,996 sq ft

861 Snydertown Rd, Craryville, NY 12521

Ample outdoor space • Community amenities • Spacious lot

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Village Charm Meets Modern Luxury: Historic Chatham Home for Sale An impeccably remodeled 3-bedroom, 2-bath home, originally built in 1863 is available now. Nestled on a semi-private lot in the heart of Chatham Village, this property offers an unparalleled blend of classic charm and contemporary living, all within walking distance of the area's vibrant amenities. Every system in the home has been completely upgraded, ensuring efficiency and peace of mind. Thoughtful renovations highlight the home's original character, with details that evoke its 19th-century charm, such as original timber framing, seamlessly integrated with modern finishes. The spacious and inviting living areas are perfect

$450,000

3 beds2 baths1,930 sq ft

2 Locust St, Chatham, NY 12037

Large deck • Semi-private lot • Cozy woodstove

Listing by Houlihan Lawrence, Inc

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Introducing The Kinderhook Guild, a beautifully restored circa 1787 Federal-style landmark in Kinderhook's vibrant village center offering 10 flexible units and a parking lot with room for 17 cars. Original wide-plank floors, hand-hewn beams, Rumford fireplaces, and wavy-glass windows have been preserved, with upgrades including a commercial-grade kitchen and ADA-compliant restroom. The ground floor is anchored by leased tenant Isola Wine & Tapas, a beloved wine bar designed by acclaimed Anthony D'Argenzio of Zio and Sons. Remaining suites are ideal for retail, gallery, office, wellness, studios, or short-term hospitality. With its prime location and versatile footprint, The Kinderhoo

$1,385,000

8 beds5 baths4,854 sq ft

16 Hudson St, Kinderhook, NY 12106

Hand-hewn beams • Rumford fireplaces • 0.38 acre lot

Listing by Houlihan Lawrence

Property at 2227 County Route 21, Kinderhook, NY 12106, 2 beds

$225,000

2 beds— baths794 sq ft

2227 County Route 21, Kinderhook, NY 12106

Property at 9 Prospect St, Claverack, NY, 3 beds, 1 bath

$159,000

3 beds1 bath1,200 sq ft

9 Prospect St, Claverack, NY

Property at 3243 County Route 9, East Chatham, NY 12060, 3 beds, 3 baths

$2,000,000

3 beds3 baths2 sq ft

3243 County Route 9, East Chatham, NY 12060

Property at 249 Bashford Rd, Valatie, NY 12184, 3 beds, 3.5 baths

$3,710,000

3 beds3.5 baths4,104 sq ft

249 Bashford Rd, Valatie, NY 12184

Listing by Julie & Co Realty LLC

Property at 4137 Route 9, Hudson, NY 12537, 4 beds, 2.5 baths

$998,000

4 beds2.5 baths1,746 sq ft

4137 Route 9, Hudson, NY 12537

Property at 12 Nelson Ave, Ghent, NY 12075, 3 beds, 1 bath

$399,999

3 beds1 bath1,750 sq ft

12 Nelson Ave, Ghent, NY 12075

Property at 23 Leggett Rd, Ghent, NY 12075, 3 beds, 2 baths

$475,000

3 beds2 baths2,236 sq ft

23 Leggett Rd, Ghent, NY 12075

Listing by Berkshire Hathaway HomeServices Blake, REALTORS

Property at 533 Shaker Museum Rd, Old Chatham, NY 12136, 3 beds, 1.5 baths

$545,000

3 beds1.5 baths1,442 sq ft

533 Shaker Museum Rd, Old Chatham, NY 12136

Property at 33 River Rd, Chatham, NY 12037, 2 beds, 1.5 baths

$499,000

2 beds1.5 baths1,200 sq ft

33 River Rd, Chatham, NY 12037

Property at 30 Austerlitz St, Chatham, NY 12037, 6 beds, 4 baths

$850,000

6 beds4 baths3,024 sq ft

30 Austerlitz St, Chatham, NY 12037

Listing by Howard Hanna Capital Inc

Property at 630 County Route 11, Ancram, NY 12502, 3 beds, 2 baths

$519,900

3 beds2 baths1,715 sq ft

630 County Route 11, Ancram, NY 12502

Listing by Clancy Real Estate

Property at 173 Hudson Ave, Ghent, NY 12075, 3 beds, 1 bath

$445,000

3 beds1 bath1,700 sq ft

173 Hudson Ave, Ghent, NY 12075

Property at 508 Warren St, Hudson, NY 12534, 3 beds, 2.5 baths

$1,575,000

3 beds2.5 baths5,084 sq ft

508 Warren St, Hudson, NY 12534

Listing by Four Seasons Sothebys Intl

Property at 9960 Route 22, Hillsdale, NY 12529, 4 beds, 3 baths

$1,295,000

4 beds3 baths3,282 sq ft

9960 Route 22, Hillsdale, NY 12529

Listing by Four Seasons Sothebys Intl

Property at 4108 State Route 9G, Germantown, NY 12526, 5 beds, 3 baths

$379,000

5 beds3 baths2,948 sq ft

4108 State Route 9G, Germantown, NY 12526

Listing by Real Broker NY LLC

Property at 4 Greeley Rd, Craryville, NY 12521, 3 beds, 2 baths

$525,000

3 beds2 baths1,400 sq ft

4 Greeley Rd, Craryville, NY 12521

Property at 33 Maple Ave, Claverack, NY 12513, 1 bed

$1,995,000

1 bed— baths10,352 sq ft

33 Maple Ave, Claverack, NY 12513

Property at 207 Stottville Rd, Hudson, NY 12534, 3 beds, 1 bath

$269,000

3 beds1 bath1,107 sq ft

207 Stottville Rd, Hudson, NY 12534

Listing by Century 21 New West Properties

Property at 604 Columbia Street St, Hudson, NY 12534, 5 beds, 3.5 baths

$619,000

5 beds3.5 baths3,060 sq ft

604 Columbia Street St, Hudson, NY 12534

Property at 226 County Route 17, Valatie, NY 12184, 5 beds, 4 baths

$1,500,000

5 beds4 baths4,512 sq ft

226 County Route 17, Valatie, NY 12184

Listing by Peggy Lampman

Property at 19 Fabiano Blvd, Hudson, NY 12534, 3 beds, 2 baths

$380,000

3 beds2 baths3,018 sq ft

19 Fabiano Blvd, Hudson, NY 12534

Property at 11549 State Route 22, Austerlitz, NY 12017, 3 beds, 2 baths

$749,000

3 beds2 baths1,700 sq ft

11549 State Route 22, Austerlitz, NY 12017

Property at 6045 Route 9g, Hudson, NY 12534, 14 beds, 7 baths

$1,200,000

14 beds7 baths6,490 sq ft

6045 Route 9g, Hudson, NY 12534

Property at 222 Main St, Germantown, NY 12526, 2 beds, 1.5 baths

$995,000

2 beds1.5 baths2,112 sq ft

222 Main St, Germantown, NY 12526

Property at 362 Warren St, Hudson, NY 12534, 3 beds, 2.5 baths

$1,195,000

3 beds2.5 baths2,760 sq ft

362 Warren St, Hudson, NY 12534

Property at 2 High St, Chatham, NY 12037, 6 beds, 4 baths

$850,000

6 beds4 baths3,024 sq ft

2 High St, Chatham, NY 12037

Listing by Howard Hanna Capital Inc

Property at 59 Dodge St, Hudson, NY 12534, 12 beds, 4 baths

$699,900

12 beds4 baths4,032 sq ft

59 Dodge St, Hudson, NY 12534

Property at 237 Warren St, Hudson, NY 12534, 2 beds, 2.5 baths

$985,000

2 beds2.5 baths2,272 sq ft

237 Warren St, Hudson, NY 12534

Listing by Four Seasons Sothebys Intl

Property at 81 SW Sw Colony Rd, Hillsdale, NY 12529, 2 beds, 1 bath

$347,000

2 beds1 bath736 sq ft

81 SW Sw Colony Rd, Hillsdale, NY 12529

Property at 230 Warren St, Hudson, NY 12534, 4 beds, 4 baths

$2,850,000

4 beds4 baths5,500 sq ft

230 Warren St, Hudson, NY 12534

Property at 422 County Route 9, Ghent, NY 12075, 3 beds, 2 baths

$579,900

3 beds2 baths2,100 sq ft

422 County Route 9, Ghent, NY 12075

Listing by Houlihan Lawrence, Inc

Property at 274 Fingar Rd, Hudson, NY 12534, 12 beds, 6 baths

$2,250,000

12 beds6 baths3,006,511 sq ft

274 Fingar Rd, Hudson, NY 12534

Listing by Keller Williams Hudson Valley

Property at 1900 Ny-203, Chatham, NY 12037, 3 beds, 1 bath

$265,000

3 beds1 bath1,594 sq ft

1900 Ny-203, Chatham, NY 12037

Property at 1306 River St, Valatie, NY 12184

$149,900

— beds— baths26,900 sq ft

1306 River St, Valatie, NY 12184

Property at 632 Albany Tpke, Old Chatham, NY 12136, 9 beds, 9.5 baths

$1,650,000

9 beds9.5 baths5,195 sq ft

632 Albany Tpke, Old Chatham, NY 12136

Listing by Houlihan Lawrence, Inc

Property at 2322 Us Route 9, Hudson, NY 12534, 3 beds, 1 bath

$575,000

3 beds1 bath2,154 sq ft

2322 Us Route 9, Hudson, NY 12534

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Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Columbia County

There are currently 201 vintage homes for sale in Columbia County at a median listing price of $599K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Columbia County stay on the market for 81 days and receive 1 offers. This map is refreshed with the newest listings in Columbia County every 15 minutes.

In the past month, 57 homes have been sold in Columbia County. In addition to houses in Columbia County, there were also 6 condos, 8 townhouses, and 25 multi-family units for sale in Columbia County last month. Find your dream home in Columbia County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Columbia County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Columbia County. If you're looking to sell your home in the Columbia County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Columbia County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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