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

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NEW 25 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Welcome to 247 Union Street, a distinguished Queen Anne Victorian built circa 1899, where historic Hudson architecture meets contemporary luxury. Extensively restored while preserving its original character, this five-bedroom, three-bath residence offers 2,815 sq ft of living space with exceptional craftsmanship and carefully selected finishes throughout. Inside, a graceful curved staircase, stained and leaded glass, intricate millwork, high ceilings, decorative ceiling medallions, hardwood floors and two fireplaces create an atmosphere rarely found in today's homes. The designer kitchen features custom cabinetry, marble countertops, premium appliances and Waterworks fixtures; all three ful

$1,695,000

5 beds3 baths2,815 sq ft

247 Union St, Hudson, NY 12534

Queen anne victorian • Curved staircase • Intricate millwork

NEW 18 HRS AGO

$2,550,000

4 beds4 baths3,125 sq ft

433 Rapp Rd, Kinderhook, NY 12106

8.1 acre lot • Built 1740

NEW 20 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
A turn of the century two-family house with gorgeous original woodwork intact, an in-ground gunite plaster salt pool, and the outbuildings to go with it. Five bedrooms, three full baths, and 3,627 square feet including the attic, on . 13 acres. The home has been meticulously restored as a labor of love that respects historic preservation while creating a design-forward, four-season spa compound with deluxe pool, cedar hot tub, and cedar sauna amenities including curated hangouts across the property. Windows and light are a driving factor in the home. They emphasize the amazing views through historic glass, and showcase the 180-degree views of Hudson, the Valley, and the Catskill Mountains.

$1,695,000

5 beds3 baths3,627 sq ft

910 Columbia St, Hudson, NY 12534

Historic glass • Columned archways • Cedar sauna

Listing by Rouse + Co Real Estate LLC

OPEN OCT 24, 11AM TO 1:30PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Smith Hill Farm, set on over 112 acres, and surrounded by conserved land in Ancramdale is tucked away at the end of a peaceful country road with expansive views of the Taconic Range. This 19th century farmhouse, the home for two artists for over 50 years, is in a quiet and idyllic location with three ponds, a guest cottage and a massive, heated barn with numerous workspaces. The three bedroom, three full bath house has a primary bedroom on the first floor with a bath ensuite. Beautiful wood and tiled floors are throughout the house. The living room has a vaulted ceiling, an impressive wood burning fireplace and lovely views of the swimming pond. French doors open to a sunroom off the living

$2,200,000

3 beds3 baths2,636 sq ft

220 Woods Dr, Ancramdale, NY 12503

Heated barn • Three ponds • Vaulted ceiling

Listing by William Pitt Sothebys Int Rlty

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
There's something instantly comforting about this 1900 colonial. It sits right in the village yet feels tucked away, with a private backyard that opens up to farm views you wouldn't expect so close to town. Inside you'll find 3 bedrooms, 1.5 baths, and 1,344 square feet that just feel right. Hardwood floors mix with soft carpeting, the light is good, and the rooms have that easy flow you only get in older homes. The kitchen has been updated with new counters and appliances, the upstairs bathroom has been renovated, and they've put new flooring in the backroom and mudroom. The front porch has been refreshed too -- it's the kind of spot where you actually want to sit for a while. Out back is

$450,000

3 beds1.5 baths1,344 sq ft

32 Chatham St, Kinderhook, NY 12106

Renovated bathroom • Private backyard • New flooring

Listing by Compass Greater NY, LLC

Property at 514-516 Union St, Hudson, NY 12534, 5 beds, 2 baths

$899,000

5 beds2 baths2,800 sq ft

514-516 Union St, Hudson, NY 12534

Property at 32 Lovers Ln, New Lebanon, NY 12125, 6 beds, 2 baths

$257,000

6 beds2 baths2,230 sq ft

32 Lovers Ln, New Lebanon, NY 12125

Listing by Berkshire Hathaway Home Services Blake

Property at 285 Main St, Germantown, NY 12526, 4 beds, 2.5 baths

$1,750,000

4 beds2.5 baths2,938 sq ft

285 Main St, Germantown, NY 12526

Listing by Patricia A. Hinkein Realty

Property at 1169 Ny-295, East Chatham, NY 12060, 3 beds, 1.5 baths

$339,800

3 beds1.5 baths1,372 sq ft

1169 Ny-295, East Chatham, NY 12060

Listing by Coldwell Banker Prime Properties

Property at 2934 County Route 7, Copake, NY 12516, 5 beds, 3 baths

$275,000

5 beds3 baths2,124 sq ft

2934 County Route 7, Copake, NY 12516

Property at 108 New York 344, Copake Falls, NY 12517, 9 beds, 6 baths

$495,000

9 beds6 baths5,512 sq ft

108 New York 344, Copake Falls, NY 12517

Property at 1482 County Route 5, Canaan, NY 12029, 3 beds, 2 baths

$399,000

3 beds2 baths2,087 sq ft

1482 County Route 5, Canaan, NY 12029

Property at 148 Hudson Ave #1, Chatham, NY 12037, 6 beds, 4 baths

$590,000

6 beds4 baths3,200 sq ft

148 Hudson Ave #1, Chatham, NY 12037

Property at 108 Route 344, Copakefalls, NY 12516

$495,000

Studio— baths5,512 sq ft

108 Route 344, Copakefalls, NY 12516

Listing by Houlihan Lawrence, Inc

Property at 37 New York 9H, Hudson, NY 12534, 3 beds, 1.5 baths

$595,000

3 beds1.5 baths1,693 sq ft

37 New York 9H, Hudson, NY 12534

Listing by Four Seasons Sothebys Intl

Property at 101 Snyderville Rd, Elizaville, NY 12523, 2 beds, 1.5 baths

$425,000

2 beds1.5 baths1,712 sq ft

101 Snyderville Rd, Elizaville, NY 12523

Listing by Rouse + Co Real Estate

Property at 144 Underhill Rd, Hillsdale, NY 12529, 3 beds, 2 baths

$725,000

3 beds2 baths1,800 sq ft

144 Underhill Rd, Hillsdale, NY 12529

Property at 14 Depot Ln, Old Chatham, NY 12136, 3 beds, 2 baths

$770,000

3 beds2 baths2,624 sq ft

14 Depot Ln, Old Chatham, NY 12136

Listing by Gabler Realty LLC

Property at 1840 State Route 9, Stuyvesant, NY 12173, 3 beds, 1.5 baths

$495,000

3 beds1.5 baths1,527 sq ft

1840 State Route 9, Stuyvesant, NY 12173

Property at 11 Riverledge Rd, Hudson, NY 12534, 2 beds, 1 bath

$375,000

2 beds1 bath900 sq ft

11 Riverledge Rd, Hudson, NY 12534

Property at 1391 County Route 7, Ancram, NY 12502, 5 beds, 5 baths

$269,900

5 beds5 baths3,192 sq ft

1391 County Route 7, Ancram, NY 12502

Listing by REO Edge LLC

Property at 525-527 Union St, Hudson, NY 12534, 3 beds, 3 baths

$1,750,000

3 beds3 baths2,084 sq ft

525-527 Union St, Hudson, NY 12534

Listing by The Kinderhook Group, Inc.

Property at 6 Janis St, Hudson, NY 12534, 3 beds, 3 baths

$880,000

3 beds3 baths2,881 sq ft

6 Janis St, Hudson, NY 12534

Property at 1476 County Route 5, Canaan, NY 12029, 3 beds, 2 baths

$419,000

3 beds2 baths2,324 sq ft

1476 County Route 5, Canaan, NY 12029

Property at 725 New York 66, Hudson, NY 12534, 4 beds, 2 baths

$680,000

4 beds2 baths1,600 sq ft

725 New York 66, Hudson, NY 12534

Listing by Houlihan Lawrence Inc

Property at 377 County Road 15, Elizaville, NY 12523, 4 beds, 2 baths

$1,200,000

4 beds2 baths2,596 sq ft

377 County Road 15, Elizaville, NY 12523

Property at 367 Viewmont Rd, Germantown, NY 12526, 4 beds, 2.5 baths

$2,250,000

4 beds2.5 baths3,152 sq ft

367 Viewmont Rd, Germantown, NY 12526

Listing by Corcoran Country Living

Property at 9 Church Ave, Germantown, NY 12526, 5 beds, 3.5 baths

$350,000

5 beds3.5 baths2,359 sq ft

9 Church Ave, Germantown, NY 12526

Property at 615 State St, Hudson, NY 12534, 4 beds, 3 baths

$225,000

4 beds3 baths2,610 sq ft

615 State St, Hudson, NY 12534

Property at 90 Prospect Ave, Hudson, NY 12534, 4 beds, 1.5 baths

$699,000

4 beds1.5 baths1,768 sq ft

90 Prospect Ave, Hudson, NY 12534

Listing by Margaret Mondello Real Estate

Property at 510 Clinton St, Hudson, NY 12534, 4 beds, 2 baths

$549,000

4 beds2 baths1,624 sq ft

510 Clinton St, Hudson, NY 12534

Property at 1166 Woods Rd, Germantown, NY 12526, 3 beds, 2.5 baths

$2,250,000

3 beds2.5 baths4,514 sq ft

1166 Woods Rd, Germantown, NY 12526

Listing by The Kinderhook Group, Inc.

Property at 4241 Ny-203, North Chatham, NY 12132, 3 beds, 2 baths

$560,000

3 beds2 baths2,118 sq ft

4241 Ny-203, North Chatham, NY 12132

Listing by Coldwell Banker Prime Properties

Property at 390 Water Street Rd, Hudson, NY 12534, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,219 sq ft

390 Water Street Rd, Hudson, NY 12534

Listing by The Kinderhook Group, Inc.

Property at 72 Urubeck Rd, Tivoli, NY 12583, 5 beds, 4 baths

$2,790,000

5 beds4 baths3,370 sq ft

72 Urubeck Rd, Tivoli, NY 12583

Listing by Houlihan Lawrence, Inc

Property at 57 Main St, Philmont, NY 12565, 3 beds, 1.5 baths

$250,000

3 beds1.5 baths1,536 sq ft

57 Main St, Philmont, NY 12565

Listing by Newcomb Realty Group LLC

Property at 8 Hartwell Ave, Hudson, NY 12534, 4 beds, 2.5 baths

$1,495,000

4 beds2.5 baths2,290 sq ft

8 Hartwell Ave, Hudson, NY 12534

Property at 1100 Harlemville Rd, Ghent, NY 12075, 3 beds, 2 baths

$1,300,000

3 beds2 baths1,858 sq ft

1100 Harlemville Rd, Ghent, NY 12075

Listing by Rouse + Co Real Estate LLC

Property at 2884 Atlantic Ave, Hudson, NY 12172, 2 beds, 1 bath

$250,000

2 beds1 bath1,260 sq ft

2884 Atlantic Ave, Hudson, NY 12172

Listing by Peggy Lampman

Property at 1961 County Route 27, Craryville, NY 12521, 4 beds, 2 baths

$170,000

4 beds2 baths1,260 sq ft

1961 County Route 27, Craryville, NY 12521

Listing by LW 21 LLC

Property at 188 Mount Merino Rd, Hudson, NY 12534, 3 beds, 3.5 baths

$2,975,000

3 beds3.5 baths2,520 sq ft

188 Mount Merino Rd, Hudson, NY 12534

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Based on information submitted to the MLS GRID as of Sat Oct 17 2026. 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 220 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 85 days and receive 1 offers. This map is refreshed with the newest listings in Columbia County every 15 minutes.

In the past month, 61 homes have been sold in Columbia County. In addition to houses in Columbia County, there were also 0 condos, 8 townhouses, and 33 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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