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

203 homes

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ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Mountain views, historic charm, hiking trails and 100 private acres, just minutes to everything Hudson. .. .what's not to love. Say hello to your new Hudson Valley venture. As you pull up the winding tree-lined drive its like entering another world; serene and welcoming. The grand estate slowly comes into view. A stately Manor house sits on a lush hilltop, a three bedroom cottage nestled along the way and a 5,600 sf multipurpose barn adds to the appeal. Originally built for the friend of famed Hudson River artist Frederic Church, this gracious Eastlake Victorian, illustrates the streamlined beauty of clean lines and good bones. Stroll through her light-filled rooms to discover this spacious

$5,900,000

7 beds7.5 baths5,165 sq ft

NY 23 --, Hudson, NY 12534

Private acres • Historic charm • Hiking trails

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Enchanting, affordable two-bedroom Carpenter Gothic cottage with distinctive vergeboards (decorative gable trim). Enter the living room through a long charming, enclosed porch, great for relaxing during three seasons overlooking the side/back yard with tall spruce trees and, across the street, a handsome craftsman style church. The wide living/dining room has an original fireplace mantel and freshly painted floors that connect with the striking black and white floor tiles of the bright stylish kitchen with dark walls and cupboards, 1930s white enameled drainboard sink, 2022 dishwasher and gas range, bright red retro countertop, and modern stainless ceiling fan. Around the corner is the newl

$269,000

2 beds1 bath1,460 sq ft

2884 Atlantic Ave, Stottville, NY 12172

Walkout lower level • Enclosed porch • 8,276 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
harming 1940s Arts and Crafts Home - Completely Renovated! Welcome to your dream home nestled in the heart of Hudson! This stunning 1940s Arts and Crafts style residence has been meticulously restored, blending timeless charm with modern conveniences. Step inside to find gleaming hardwood floors that create a warm and inviting atmosphere throughout. The brand new kitchen is a chef's delight, featuring sleek stainless steel appliances and elegant quartz countertops, perfect for culinary creations and entertaining guests. The spacious formal dining room is ideal for hosting gatherings, adorned with original wall sconces that offer a touch of vintage elegance. The large living room is a tru

$799,900

5 beds2 baths2,450 sq ft

16 Aitken Ave, Hudson, NY 12534

Brand new kitchen • Completely renovated • 5,662 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Historic Circa 1870 Italianate Brick Brownstone Step into history with this stately brick Brownstone, majestically positioned on one of Hudson's most prestigious tree-lined blocks. The historic home, built circa 1870, was formerly the residence of Joshua T Waterman, the four-term Mayor of Hudson in the 1850's, and exemplifies the grandeur of Italianate-era architecture while offering modern luxury throughout its thoughtfully restored interiors. This distinguished residence welcomes you with a grand front porch, perfect for enjoying views of the neighborhood's other magnificent homes. Inside, discover large rooms with soaring ceilings, exposed brick and beams, and exquisite period moldin

$1,795,000

5 beds3 baths3,280 sq ft

320 Allen St, Hudson, NY 12534

Large rooms • Soaring ceilings • Grand front porch

ABOUT THIS HOME
Vintage Home for sale in Columbia County, NY:
Spectacular location on Warren Street in the very center of Hudson! 434 Warren St is an Investor's ideal property. Home to the iconic Record Shoppe and four highly desirable one bedroom apartments. Three apartments and the commercial tenant are on yearly leases with less than 1 year remaining. One apartment is vacant. Rubber roof completed in 2024, Heat pump for commercial space 2023. Building exterior and common areas were painted in 2022. Apartment updates have been done as there were vacancies. Off street parking for 5 vehicles in the rear and a shared washer and dryer for all apartments. Net ROI at 8. Priced to sell! Property is owned by Listing Broker

$995,000

4 beds4.5 baths4,500 sq ft

434 Warren St, Hudson, NY 12534

Off street parking • Common areas painted • Built 1880

Property at 543 State St #2, Hudson, NY 12534, 6 beds, 2 baths

$575,000

6 beds2 baths2,135 sq ft

543 State St #2, Hudson, NY 12534

Property at 116 Tipple Rd, Ghent, NY 12075, 3 beds, 2 baths

$459,000

3 beds2 baths1,262 sq ft

116 Tipple Rd, Ghent, NY 12075

Listing by Davala Real Estate

Property at 125 Warren St, Hudson, NY 12534, 3 beds, 4 baths

$1,995,000

3 beds4 baths3,650 sq ft

125 Warren St, Hudson, NY 12534

Listing by Brown Harris Stevens HV LLC

Property at 2657 Route 23, Hillsdale, NY 12529, 3 beds, 2 baths

$650,000

3 beds2 baths2,057 sq ft

2657 Route 23, Hillsdale, NY 12529

Property at 1154 County Route 25, Kinderhook, NY 12106, 3 beds, 1 bath

$260,000

3 beds1 bath1,008 sq ft

1154 County Route 25, Kinderhook, NY 12106

Listing by Berkshire Hathaway HomeServices Blake, REALTORS

Property at 251 Overlook Dr, Hillsdale, NY 12529, 1 bed, 1 bath

$399,000

1 bed1 bath684 sq ft

251 Overlook Dr, Hillsdale, NY 12529

Listing by DynamicEdge Realty LLC

Property at 59 Buckwheat Bridge Rd, Germantown, NY 12526, 4 beds, 1.5 baths

$879,000

4 beds1.5 baths1,833 sq ft

59 Buckwheat Bridge Rd, Germantown, NY 12526

Listing by Davala Real Estate

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

$250,000

3 beds1.5 baths1,536 sq ft

57 Main St, Claverack, NY 12565

Property at 59 Allen St, Hudson, NY 12534, 4 beds, 4 baths

$1,700,000

4 beds4 baths3,766 sq ft

59 Allen St, Hudson, NY 12534

Property at 2970 Salisbury Pl, Stottville, NY 12172, 5 beds, 2 baths

$199,000

5 beds2 baths2,714 sq ft

2970 Salisbury Pl, Stottville, NY 12172

Property at 379 County Rte 28b, Valatie, NY 12184, 6 beds, 3 baths

$985,000

6 beds3 baths2,605 sq ft

379 County Rte 28b, Valatie, NY 12184

Property at 26 Rose St, Niverville, NY 12130, 2 beds, 1 bath

$279,000

2 beds1 bath598 sq ft

26 Rose St, Niverville, NY 12130

Property at 609 State St, Hudson, NY 12534, 2 beds, 2 baths

$740,000

2 beds2 baths1,540 sq ft

609 State St, Hudson, NY 12534

Listing by Houlihan Lawrence

Property at 116 Tipple Rd Rd, Ghent, NY 12075, 3 beds, 2 baths

$459,000

3 beds2 baths1,262 sq ft

116 Tipple Rd Rd, Ghent, NY 12075

Property at 3630 Mechanic St, Valatie, NY 12184, 7 beds, 3 baths

$369,900

7 beds3 baths4,014 sq ft

3630 Mechanic St, Valatie, NY 12184

Listing by Clancy Real Estate

Property at 763 Route 217, Hudson, NY 12534, 2 beds, 2 baths

$199,000

2 beds2 baths1,426 sq ft

763 Route 217, Hudson, NY 12534

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

$2,000,000

5 beds3 baths2,124 sq ft

2934 County Route 7, Copake, NY 12516

Listing by O Kane Realty

Property at 199 Eichybush Rd, Kinderhook, NY 12106, 4 beds, 5.5 baths

$14,500,000

4 beds5.5 baths5,888 sq ft

199 Eichybush Rd, Kinderhook, NY 12106

Listing by Corcoran Country Living

Property at 4317 NY 23, Hudson, NY 12534, 7 beds, 7.5 baths

$5,900,000

7 beds7.5 baths5,165 sq ft

4317 NY 23, Hudson, NY 12534

Listing by William Pitt Sothebys Int Rlty

Property at 525 Winchell Mountain Rd, Ancram, NY 12502, 3 beds, 1 bath

$424,000

3 beds1 bath1,056 sq ft

525 Winchell Mountain Rd, Ancram, NY 12502

Property at 19 Lovers Ln, New Lebanon, NY 12125, 5 beds, 3 baths

$635,000

5 beds3 baths3,248 sq ft

19 Lovers Ln, New Lebanon, NY 12125

Property at 356 Warren St, Hudson, NY 12534, 3 beds, 4 baths

$1,250,000

3 beds4 baths3,752 sq ft

356 Warren St, Hudson, NY 12534

Property at 2971 Garden Pl, Stottville, NY 12172, 5 beds, 1.5 baths

$305,000

5 beds1.5 baths1,822 sq ft

2971 Garden Pl, Stottville, NY 12172

Property at 525 Winchell Mountain Rd, Ancramdale, NY 12503, 3 beds, 1 bath

$424,000

3 beds1 bath1,056 sq ft

525 Winchell Mountain Rd, Ancramdale, NY 12503

Property at - Ny-23, Hudson, NY 12534, 7 beds, 7.5 baths

$5,900,000

7 beds7.5 baths7,165 sq ft

- Ny-23, Hudson, NY 12534

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

$595,000

3 beds2 baths2,300 sq ft

1476 County Route 5, Canaan, NY 12029

Property at 623 Route 9j, Stuyvesant, NY 12173, 3 beds, 2 baths

$375,000

3 beds2 baths1,288 sq ft

623 Route 9j, Stuyvesant, NY 12173

Property at 114 Best Ln, Germantown, NY 12526, 4 beds, 5 baths

$2,875,000

4 beds5 baths5,000 sq ft

114 Best Ln, Germantown, NY 12526

Listing by Compass Greater NY, LLC

Property at 158 Greendale Rd, Hudson, NY 12534, 6 beds, 4 baths

$2,250,000

6 beds4 baths4,157 sq ft

158 Greendale Rd, Hudson, NY 12534

Listing by William Pitt Sothebys Int Rlty

Property at 7-9 S 7th St, Hudson, NY 12534, 8 beds, 4 baths

$424,150

8 beds4 baths2,700 sq ft

7-9 S 7th St, Hudson, NY 12534

Property at 3 Church St, Philmont, NY 12565, 3 beds, 3 baths

$350,000

3 beds3 baths2,365 sq ft

3 Church St, Philmont, NY 12565

Property at 847 County Route 32, Malden Bridge, NY 12115, 2 beds, 2 baths

$648,000

2 beds2 baths2,208 sq ft

847 County Route 32, Malden Bridge, NY 12115

Property at 3814 State Route 203, Valatie, NY 12184, 2 beds, 1.5 baths

$235,000

2 beds1.5 baths900 sq ft

3814 State Route 203, Valatie, NY 12184

Property at 18 Gaffney Ln, Kinderhook, NY 12106, 3 beds, 2.5 baths

$689,000

3 beds2.5 baths2,386 sq ft

18 Gaffney Ln, Kinderhook, NY 12106

Listing by Howard Hanna Capital Inc

Property at 214 Robinson St, Hudson, NY 12534, 7 beds, 3 baths

$549,000

7 beds3 baths2,684 sq ft

214 Robinson St, Hudson, NY 12534

Property at 7 Mckinstry Pl, Hudson, NY 12534, 4 beds, 2 baths

$560,000

4 beds2 baths1,973 sq ft

7 Mckinstry Pl, Hudson, NY 12534

Listing by Brown Harris Stevens HV LLC

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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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