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:
OPEN HOUSE 10/31, 11-1 Charming cape with loads of curb appeal! Located in a lovely, established neighborhood, just a short walk from downtown Hudson. Filled with natural light, this home offers three generously sized bedrooms, a formal dining room, living room, and den, providing plenty of space to spread out and feel at home. Full of timeless appeal, this home is ready for its next chapter. Good bones, just awaiting your personal touch. Leased solar panels help keep electric bills remarkably low, offering an added perk for everyday living. Enjoy a convenient location just minutes from the train station, downtown dining, shopping, and everything Hudson has to offer.

$299,000

3 beds1.5 baths1,779 sq ft

1 Becraft Ave, Hudson, NY 12534

Formal dining room • Leased solar panels • Convenient location

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
OPEN HOUSE (Saturday 2-4 pm) HALLOWEEN! NO TRICKS JUST LOTS OF TREATS!! :-) A Beautiful Hudson Contemporary -- Completely Reimagined! Welcome to this beautifully renovated 4-bedroom, 3.5-bath Colonial Contemporary in the heart of Hudson! Featuring a completely renovated first floor and newly constructed second floor, this move-in-ready home offers quality craftsmanship, thoughtful design, and modern conveniences throughout. The spacious, open-concept main level features an impressive custom living room accent wall with a marble-look TV surround, built-in electric fireplace, integrated speakers, decorative wood-slat detailing, and black cabinetry with gold accents. The inviting dining

$795,000

4 beds3.5 baths1,812 sq ft

35 Harry Howard Ave, Hudson, NY 12534

0.25 acre lot • Garage • Built 1950

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Let us put you in this amazing home with a 6.5% interest rate, a beautifully maintained 4-bedroom, 4-bath farmhouse in the Town of Stockport. Expanded in 2006, the home nearly doubled in size while preserving its timeless character, featuring rich wood floors, wide moldings, and inviting light-filled spaces throughout. Ideally suited for someone needing a handicap-accommodating home, the property offers a first-floor bedroom, a handicap-accommodating full bathroom, and ramp access at the rear entrance, providing convenience for multi-generational living or those seeking single-level accessibility. The handicap-accommodating bathroom is noted to include a lowered sink, a shower with a seat,

$650,000

3 beds1 bath2,600 sq ft

6550 Hill St, Hudson, NY 12534

Lowered sink • Shower with a seat • Ramp access

Listing by Howard Hanna Capital Inc

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Welcome to Sigler Estate, nearly 40 acres of meadow, woodland, and stone-terraced gardens in Pine Plains. Four residences and a collection of historic outbuildings, including the original Silvernails railroad depot, share the land. Three of the houses have been renovated with a designer's eye: the restored vintage Post & Beam pairs hand-built oak beams with a floor-to-ceiling stone hearth, and the clapboard Cottage and Studio welcome family and guests. The circa 1930 Main House, with six fireplaces, awaits a new owner's vision. A heated 50-foot saltwater pool sits at the heart of the grounds. With the Post & Beam already earning income as a vacation rental, the estate is an exce

$3,495,000

10 beds7 baths6,860 sq ft

38 Sigler Rd, Pine Plains, NY 12567

40 acres • 37.88 acre lot • 3 garage spots

Listing by Houlihan Lawrence Inc

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
This 3-story building formerly housed Li'l Deb's Oasis (747 Columbia Street). There is one fully renovated Studio apt on the second floor rear. The second floor above the restaurant currently serves as a private dining room and there is also a fantastic unfinished third floor attic space. Could make a deluxe duplex apartment (with City approval). 747 Columbia St = Parcel # 110.53-2-31.21

$850,000

5 beds5 baths6,049 sq ft

747 Columbia St Unit Bet Green St and 8th St, Hudson, NY 12534

Private dining room • Huge skylight • 6,098 sq ft lot

Property at 81 Black Grocery Rd, Hillsdale, NY 12529, 4 beds, 3 baths

$525,000

4 beds3 baths1,475 sq ft

81 Black Grocery Rd, Hillsdale, NY 12529

Property at 47 Old Post Rd, Ghent, NY 12075, 2.5 baths

$1,650,000

— beds2.5 baths5,232 sq ft

47 Old Post Rd, Ghent, NY 12075

Listing by Houlihan Lawrence Inc

Property at 619 Old Route 82, Craryville, NY 12521, 4 beds, 2 baths

$275,000

4 beds2 baths2,144 sq ft

619 Old Route 82, Craryville, NY 12521

Listing by River Realty Services, 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 2943 Sunset Blvd, Hudson, NY 12534, 2 beds, 1 bath

$179,900

2 beds1 bath768 sq ft

2943 Sunset Blvd, Hudson, NY 12534

Property at 1001 State Route 9J, Stuyvesant, NY 12173, 2 beds, 1.5 baths

$650,000

2 beds1.5 baths1,600 sq ft

1001 State Route 9J, Stuyvesant, NY 12173

Listing by Four Seasons Sothebys Intl

Property at 23 Frog Aly, Old Chatham, NY 12136, 3 beds, 2.5 baths

$735,000

3 beds2.5 baths2,267 sq ft

23 Frog Aly, Old Chatham, NY 12136

Listing by Houlihan Lawrence Inc

Property at 102-104 N Fifth St, Hudson, NY 12534, 3 beds, 3 baths

$1,385,000

3 beds3 baths2,654 sq ft

102-104 N Fifth St, Hudson, NY 12534

Property at 1432 Rte 295, East Chatham, NY 12060, 2 beds, 1 bath

$249,000

2 beds1 bath1,464 sq ft

1432 Rte 295, East Chatham, NY 12060

Listing by Coldwell Banker Prime Properties

Property at 870 Columbia St, Hudson, NY 12534, 4 beds, 4 baths

$1,595,000

4 beds4 baths3,150 sq ft

870 Columbia St, Hudson, NY 12534

Listing by Houlihan Lawrence, Inc

Property at 42 White Mills Rd, Chatham, NY 12037, 3 beds, 1 bath

$519,000

3 beds1 bath1,806 sq ft

42 White Mills Rd, Chatham, NY 12037

Listing by Beach & Bartolo Realtors Inc

Property at 247 Union St, Hudson, NY 12534, 5 beds, 3 baths

$1,695,000

5 beds3 baths2,815 sq ft

247 Union St, Hudson, NY 12534

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

$175,000

5 beds2 baths2,350 sq ft

225 1/2 Columbia St, Hudson, NY 12534

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 910 Columbia St, Hudson, NY 12534, 5 beds, 3 baths

$1,695,000

5 beds3 baths3,627 sq ft

910 Columbia St, Hudson, NY 12534

Listing by Rouse + Co Real Estate LLC

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 32 Chatham St, Kinderhook, NY 12106, 3 beds, 1.5 baths

$450,000

3 beds1.5 baths1,344 sq ft

32 Chatham St, Kinderhook, NY 12106

Listing by Compass Greater NY, LLC

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 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 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 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 274 Fingar Rd, Hudson, NY 12534, 10 beds, 6.5 baths

$1,980,000

10 beds6.5 baths5,620 sq ft

274 Fingar Rd, Hudson, NY 12534

Listing by Copake Lake Realty Corp.

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

$1,100,000

4 beds2 baths2,596 sq ft

377 County Road 15, Elizaville, NY 12523

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

$259,500

3 beds1.5 baths1,536 sq ft

57 Main St, Philmont, NY 12565

Listing by Newcomb Realty Group LLC

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 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 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 511 Warren St, Hudson, NY 12534, 3 beds, 2.5 baths

$1,795,000

3 beds2.5 baths5,404 sq ft

511 Warren St, Hudson, NY 12534

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

$525,000

3 beds2 baths2,118 sq ft

4241 Ny-203, North Chatham, NY 12132

Listing by Coldwell Banker Prime Properties

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 46 Fairview Ave, Hudson, NY 12534, 3 beds, 1.5 baths

$409,000

3 beds1.5 baths1,287 sq ft

46 Fairview Ave, Hudson, NY 12534

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Based on information submitted to the MLS GRID as of Mon Nov 02 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 205 vintage homes for sale in Columbia County at a median listing price of $597K. 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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