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:
Beautiful home features 4 Bedrooms and 2 bathrooms, encompassing 1,542 sq. ft. on a generous . 82 acre lot. This home presents exceptional potential, particularly for first-time homebuyers seeking move in ready property with opportunities for personal customization, though minor cosmetic renovations may be needed. Conveniently situated just 10 minutes from the vibrant Warren Street in Hudson NY, this property is a mere 10 minute drive to Amtrak station and 20 minute to both the New York Thruway and Taconic State Parkway.

$350,000

4 beds2 baths1,542 sq ft

44 Apple Meadow Rd, Hudson, NY 12534

0.82 acre lot • 2 garage spots • Pool

Listing by KW Platform

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Steeped in nearly two centuries of Columbia County heritage, The Sutherland House offers the rare chance to become the next steward of one of Kinderhook's earliest and most architecturally significant homes. Originally part of a sprawling 800-acre farm, this elegant 1838 Italianate manor stands along quiet Maple Lane on 1.4 acres of mature trees and perennials. Inside the 4100 square foot home, it reveals its integrity immediately: soaring ceilings, , deep mouldings, hand-tooled trim, period hardware, original radiators & floor-to-ceiling windows — details that speak to the craftsmanship of the era. Most of the first floor has been beautifully restored and updated, blending 19th

$675,000

4 beds2 baths4,100 sq ft

263 Maple Lane Ln, Valatie, NY 12184

Deep mouldings • 800 acre farm • Soaring ceilings

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
A Rare Opportunity in Chatham For the first time in 37 years, this unique multi-family home is on the market. Situated on a quiet street, it's just a short stroll from Chatham's vibrant main street, offering an unbeatable combination of lifestyle and investment. This property is a dream for a first-time home buyer. Live in the spacious 2,100 square foot main residence, which features four bedrooms and two bathrooms, and let the rental income from the separate apartment help cover your mortgage. The one-bedroom apartment has its own entrance and until recently was rented for 1,050 per month, with the tenant covering their own utilities. That immediate, substantial income makes homeownersh

$399,000

5 beds3 baths2,100 sq ft

47 Austerlitz St, Chatham, NY 12037

Quiet street • Municipal water • Separate apartment

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
An Historic, Solar-Powered home on 11 Private Acres in the Hudson Valley. Set on a quiet hilltop at the end of a long drive, this private property offers timeless craftsmanship, modern comfort, and a rare sense of seclusion — all within two hours of New York City. Originally an 1880s Pennsylvania barn, the main house was meticulously dismantled and reassembled beam by beam, blending centuries of architectural detail with thoughtful, contemporary updates. Inside there are 6 bedrooms, soaring ceilings in the great room, a striking double sided fireplace, and floors assemble from 5,000 reclaimed 18th-century bricks. The formal sitting room is a work of art, featuring 16th-century English

$999,000

6 beds4 baths3,930 sq ft

455 Post Hill Rds, Craryville, NY 12521

Private acres • Formal sitting room • Striking fireplace

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Classic Country Home with Pond, Pool & Barns Located just minutes from Catamount Ski Area, Hudson, NY, and Great Barrington, MA. Steeped in history and charm, this distinctive residence—believed to date back to the late 1800s—offers timeless character with thoughtful updates and plenty of space to enjoy country living. This 4 BR, 2.5 BA, 2,225± sq. ft. home is sited on 12+ acres. The rocking chair porch welcomes you. Featured are original hardwood and parquet flooring with a traditional layout. The main level offers an eat-in kitchen, formal dining room, office, and great room. The great room includes a fireplace, large picture window overlooking the pond, wet ba

$895,000

4 beds2.5 baths2,225 sq ft

2999 Route 23, Hillsdale, NY 12529

12.5 acre lot • 2 garage spots • Pool

Property at 24 Van Wyck Ln, Hudson, NY 12534, 4 beds, 3 baths

$1,185,000

4 beds3 baths2,238 sq ft

24 Van Wyck Ln, Hudson, NY 12534

Listing by Four Seasons Sothebys Intl

Property at 207 Maple Ave, Germantown, NY 12526, 1 bed, 0.5 baths

$299,000

1 bed0.5 baths905 sq ft

207 Maple Ave, Germantown, NY 12526

Property at 498 Route 66, Hudson, NY 12534, 3 beds, 2 baths

$369,900

3 beds2 baths1,100 sq ft

498 Route 66, Hudson, NY 12534

Property at 351 County Route 19, Hudson, NY 12541, 2 beds, 1 bath

$258,000

2 beds1 bath1,340 sq ft

351 County Route 19, Hudson, NY 12541

Listing by Coldwell Banker Village Green

Property at 1600 County Route 7a, Copake, NY 12516, 3 beds, 1.5 baths

$720,000

3 beds1.5 baths2,220 sq ft

1600 County Route 7a, Copake, NY 12516

Property at 70 N 5th St, Hudson, NY 12534, 2 beds, 2.5 baths

$769,000

2 beds2.5 baths1,400 sq ft

70 N 5th St, Hudson, NY 12534

Property at 54 Ten Broeck Ave, Hudson, NY 12534, 2 beds, 1 bath

$325,000

2 beds1 bath1,164 sq ft

54 Ten Broeck Ave, Hudson, NY 12534

Listing by KW Platform

Property at 611 Martindale Rd, Craryville, NY 12521, 4 beds, 2.5 baths

$2,600,000

4 beds2.5 baths3,034 sq ft

611 Martindale Rd, Craryville, NY 12521

Listing by Four Seasons Sothebys Intl

Property at 9 E Marie St, Hudson, NY 12534, 3 beds, 1 bath

$375,000

3 beds1 bath1,421 sq ft

9 E Marie St, Hudson, NY 12534

Listing by Century 21 New West Properties

Property at 35 S Fifth St, Hudson, NY 12534, 3 beds, 2.5 baths

$1,295,000

3 beds2.5 baths2,800 sq ft

35 S Fifth St, Hudson, NY 12534

Property at 45 County Route 26a, Stuyvesant, NY 12173, 3 beds, 2 baths

$119,888

3 beds2 baths2,144 sq ft

45 County Route 26a, Stuyvesant, NY 12173

Listing by Newcomb Realty Group LLC

Property at 364 Yonderview Rd, Hillsdale, NY 12529, 4 beds, 5 baths

$535,000

4 beds5 baths3,425 sq ft

364 Yonderview Rd, Hillsdale, NY 12529

Property at 121 Main St St, Claverack, NY 12565, 5 beds, 3 baths

$345,000

5 beds3 baths2,119 sq ft

121 Main St St, Claverack, NY 12565

Property at 74 Habeck Road Rd, Ghent, NY 12075, 4 beds, 3 baths

$649,000

4 beds3 baths2,668 sq ft

74 Habeck Road Rd, Ghent, NY 12075

Property at 202 Buckwheat Brg, Germantown, NY 12526, 4 beds, 3 baths

$1,950,000

4 beds3 baths4,020 sq ft

202 Buckwheat Brg, Germantown, NY 12526

Listing by Patricia A. Hinkein Realty

Property at 72 N N 5th St, Hudson, NY 12534, 3 beds, 2.5 baths

$879,000

3 beds2.5 baths2,300 sq ft

72 N N 5th St, Hudson, NY 12534

Property at 250 Bashford Rd, Valatie, NY 12184, 2 beds, 2.5 baths

$1,150,000

2 beds2.5 baths2,068 sq ft

250 Bashford Rd, Valatie, NY 12184

Listing by Julie & Co Realty LLC

Property at 65 Feltner Rd, Stuyvesant, NY 12173, 2 beds, 1.5 baths

$345,000

2 beds1.5 baths1,175 sq ft

65 Feltner Rd, Stuyvesant, NY 12173

Listing by Corcoran Country Living

Property at 125 Joslen Blvd, Hudson, NY 12534, 3 beds, 2.5 baths

$379,000

3 beds2.5 baths1,500 sq ft

125 Joslen Blvd, Hudson, NY 12534

Listing by eRealty Advisors, Inc

Property at 1 Warren St, Hudson, NY 12534, 8 beds, 9 baths

$2,250,000

8 beds9 baths8,000 sq ft

1 Warren St, Hudson, NY 12534

Property at 5628 Route 9G, Hudson, NY 12534, 3 beds, 2.5 baths

$850,000

3 beds2.5 baths1,450 sq ft

5628 Route 9G, Hudson, NY 12534

Listing by Swan Realty of the Hudson Vly

Property at 2970 Salisbury Pl, Hudson, NY 12534, 5 beds, 2 baths

$199,000

5 beds2 baths2,184 sq ft

2970 Salisbury Pl, Hudson, NY 12534

Listing by Gilcrest Properties

Property at 4 Lower Post Rd, Ghent, NY 12075, 4 beds, 3.5 baths

$700,000

4 beds3.5 baths2,492 sq ft

4 Lower Post Rd, Ghent, NY 12075

Property at 42 E Pond Lilly Rd, Ancram, NY 12502, 2 beds, 2 baths

$185,000

2 beds2 baths1,600 sq ft

42 E Pond Lilly Rd, Ancram, NY 12502

Listing by Coldwell Banker Village Green

Property at 48 Main St, New Lebanon, NY 12125, 6 beds, 4.5 baths

$1,245,000

6 beds4.5 baths4,656 sq ft

48 Main St, New Lebanon, NY 12125

Property at 16 Robin Rd, Craryville, NY 12521, 3 beds, 1 bath

$499,000

3 beds1 bath1,303 sq ft

16 Robin Rd, Craryville, NY 12521

Listing by Berkshire Hathaway HomeServices Blake, REALTORS

Property at 6 Catskill View Dr, Kinderhook, NY 12106, 3 beds, 3 baths

$550,000

3 beds3 baths1,600 sq ft

6 Catskill View Dr, Kinderhook, NY 12106

Listing by DiBlasi Real Estate

Property at 381 Northern Blvd, Germantown, NY 12526, 3 beds, 3 baths

$1,200,000

3 beds3 baths1,660 sq ft

381 Northern Blvd, Germantown, NY 12526

Listing by Patricia A. Hinkein Realty

Property at 1281 Woods Rd, Germantown, NY 12526, 4 beds, 4.5 baths

$2,400,000

4 beds4.5 baths4,320 sq ft

1281 Woods Rd, Germantown, NY 12526

Listing by Corcoran Country Living

Property at 225 1/2 Columbia St, Hudson, NY 12534, 5 beds, 2 baths

$299,900

5 beds2 baths2,350 sq ft

225 1/2 Columbia St, Hudson, NY 12534

Property at 1539 County Route 28, Valatie, NY 12184, 2 beds, 1 bath

$234,900

2 beds1 bath1,328 sq ft

1539 County Route 28, Valatie, NY 12184

Property at 131 Pleasantvale, Tivoli, NY 12583, 3 beds, 1 bath

$205,600

3 beds1 bath1,494 sq ft

131 Pleasantvale, Tivoli, NY 12583

Listing by Mondello Upstate Properties

Property at 134 Lower Post Rd, Ghent, NY 12075, 2 beds, 1 bath

$325,000

2 beds1 bath1,320 sq ft

134 Lower Post Rd, Ghent, NY 12075

Property at 15 Main St, Germantown, NY 12526, 3 beds, 2 baths

$530,000

3 beds2 baths2,044 sq ft

15 Main St, Germantown, NY 12526

Property at 135 Millbrook Rd, Hudson, NY 12534, 3 beds, 1 bath

$479,900

3 beds1 bath1,133 sq ft

135 Millbrook Rd, Hudson, NY 12534

Property at 6 Hawley Rd, Niverville, NY 12130, 2 beds, 1 bath

$329,000

2 beds1 bath7 sq ft

6 Hawley Rd, Niverville, NY 12130

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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 203 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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