Homes with Pools for Sale in Columbia County, NY

483 homes

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ABOUT THIS HOME
Home with a Pool for sale in Columbia County, NY:
Expansive 55+ Acre Multi-Home Compound. A rare opportunity to own a one-of-a-kind compound set on 57.44 private, picturesque acres—ideal for multi-generational living or a unique investment. The main residence offers 1,888 square feet of rustic charm and comfort, featuring 4 bedrooms and 2 full baths. Enjoy cozy evenings in the living room with pegged oak floors, pine paneling, and a classic brick wood-burning fireplace. The kitchen and dining area showcase more pegged oak flooring, a Vermont Castings woodstove, and seamless flow for everyday living or entertaining. A covered front porch invites you to relax and take in the peaceful surroundings. A second home on the property offers a

$1,225,000

4 beds2 baths1,888 sq ft

174 County Route 11, Pine Plains, NY 12567

Covered front porch • Heated barn • Pegged oak floors

Listing by Corcoran Country Living

ABOUT THIS HOME
Home with a Pool for sale in Columbia County, NY:
14599 Route 22, New Lebanon Charming renovated ranch with a spacious backyard, just a short walk to town. This three bedroom, one bath home features hardwood floors throughout and an eat-in kitchen with new flooring. Updates include a new roof (2021), newer siding and windows, and fresh paint. The large backyard is perfect for gardening, pets, or outdoor entertaining. A separate building is already roughed in with plumbing and offers endless possibilities: home business, studio, or even converting back to a garage. Walk to shops, restaurants, and all that New Lebanon has to offer. A move-in ready home with great potential!

$245,000

3 beds1 bath976 sq ft

14599 State Route 22, New Lebanon, NY 12125

Unfinished bathroom • Big backyard • Separate building

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Columbia County, NY:
Brand-New Homes in a Peaceful Columbia County Community Discover the joy of new construction in these spacious 3-bedroom, 2-bathroom homes offering nearly 1,000 sq ft of light-filled living space. Located within the ICC School District and set in a beautifully maintained, newly paved park, this is an inviting and affordable way to stay rooted in Columbia County. Inside, every detail is fresh and untouched—brand new electric appliances, propane heat, and washer/dryer hookups ensure comfort and efficiency. The primary suite offers a private bathroom and a generous walk-in closet, while thoughtful layouts create an easy flow for daily living. With lot rent of just 550/month, including

$142,000

3 beds2 baths938 sq ft

1154 Us-9 #17, Hudson, NY 12534

Blacktop driveway • New construction • Walk-in closet

ABOUT THIS HOME
Home with a Pool for sale in Columbia County, NY:
Steps to town, this Chatham Village multi family features three generous one bedroom apartments. The well maintained building spins off a strong positive cash flow and and has undergone significant renovations such as new high efficient heating units in each apartment and a new boiler. The roof was replaced in 2014.

$350,000

3 beds— baths1,800 sq ft

3 Maiden Lane Ln, Chatham, NY 12037

New boiler • Multi family • Roof replaced

ABOUT THIS HOME
Home with a Pool for sale in Columbia County, NY:
This spacious ranch-style home offers easy single-story living with room to spread out. 2+ acres featuring 3 bedrooms, 2 bathrooms, an office or spare room, and a second living room, the layout is both functional and inviting. Convenient laundry on primary floor tucked away. A cozy fireplace anchors the main living space, while the open kitchen flows seamlessly into the dining and family areas. The enclosed back porch offers a peaceful retreat year-round. Outside, enjoy a large above-ground pool for summer fun, plus plenty of open space for gardening, recreation, or entertaining. A run-in shed provides extra storage or workspace. Recent roof work, June 2025, mostly new. Surrounded by nature

$549,900

3 beds2 baths2,118 sq ft

803 County Route 27, Ancram, NY 12502

2.04 acre lot • Pool • Built 1987

Property at 2955 Route 23, Hillsdale, NY 12529, 3 beds, 2 baths

$1,295,000

3 beds2 baths2,400 sq ft

2955 Route 23, Hillsdale, NY 12529

Property at 8025 Route 22 Stop 84, Copake, NY 12516, 4 beds, 3 baths

$2,900,000

4 beds3 baths3,555 sq ft

8025 Route 22 Stop 84, Copake, NY 12516

Property at 1154 Us-9 #31, Hudson, NY 12534, 3 beds, 2 baths

$145,000

3 beds2 baths938 sq ft

1154 Us-9 #31, Hudson, NY 12534

Property at 823 Warren St, Hudson, NY 12534, 5 beds, 3.5 baths

$915,000

5 beds3.5 baths2,622 sq ft

823 Warren St, Hudson, NY 12534

Property at 1754 Harlemville Rd, Ghent, NY 12075, 5 beds, 2.5 baths

$669,000

5 beds2.5 baths2,860 sq ft

1754 Harlemville Rd, Ghent, NY 12075

Listing by Howard Hanna Capital Inc

Property at 788 White Mills Rd, Valatie, NY 12184, 4 beds, 4.5 baths

$1,500,000

4 beds4.5 baths2,658 sq ft

788 White Mills Rd, Valatie, NY 12184

Listing by RE/MAX Capital

Property at 282 Ridge Rd, Stuyvesant, NY 12173, 5 beds, 5 baths

$2,589,000

5 beds5 baths3,600 sq ft

282 Ridge Rd, Stuyvesant, NY 12173

Property at 1 Church St, Philmont, NY 12565, 5 beds, 5 baths

$450,000

5 beds5 baths2,392 sq ft

1 Church St, Philmont, NY 12565

Property at 18-20 S Sixth St, Hudson, NY 12534, 4 beds, 1.5 baths

$1,385,000

4 beds1.5 baths12,200 sq ft

18-20 S Sixth St, Hudson, NY 12534

Property at 1820 Co Rte 7, Ancram, NY 12502, 4 beds, 3 baths

$2,250,000

4 beds3 baths1,850 sq ft

1820 Co Rte 7, Ancram, NY 12502

Listing by Barns & Farms Realty

Property at 308 Shaker Ridge Dr, Canaan, NY 12029, 4 beds, 2.5 baths

$955,000

4 beds2.5 baths2,189 sq ft

308 Shaker Ridge Dr, Canaan, NY 12029

Listing by Berkshire Hathaway Home Services Blake

Property at 797 State Route 203, Spencertown, NY 12165, 3 beds, 2 baths

$524,999

3 beds2 baths1,430 sq ft

797 State Route 203, Spencertown, NY 12165

Property at 1131 E Ancram Rd, Ancramdale, NY 12503, 4 beds, 3.5 baths

$3,250,000

4 beds3.5 baths3,880 sq ft

1131 E Ancram Rd, Ancramdale, NY 12503

Listing by Corcoran Country Living

Property at 1154 Us-9 #23, Hudson, NY 12534, 3 beds, 2 baths

$140,000

3 beds2 baths938 sq ft

1154 Us-9 #23, Hudson, NY 12534

Property at 1977 State Route 295, Canaan, NY 12029, 3 beds, 2 baths

$949,000

3 beds2 baths4,377 sq ft

1977 State Route 295, Canaan, NY 12029

Listing by Country Life Real Estate

Property at 83 Schmeichel Rd, Hillsdale, NY 12529, 4 beds, 4.5 baths

$1,525,000

4 beds4.5 baths9,666 sq ft

83 Schmeichel Rd, Hillsdale, NY 12529

Property at E Kerley Corners Rd, Red Hook, NY 12571

$280,000

— beds— baths— sq ft

E Kerley Corners Rd, Red Hook, NY 12571

Listing by KW MidHudson

Property at 0 State Route 9h, Ghent, NY 12075

$224,900

— beds— baths— sq ft

0 State Route 9h, Ghent, NY 12075

Property at Lot 36.1 State Route 9H, Ghent, NY 12075

$224,900

— beds— baths— sq ft

Lot 36.1 State Route 9H, Ghent, NY 12075

Listing by Gilcrest Properties

Property at 12 Pioneert, Copake, NY 12516

$159,000

— beds— baths— sq ft

12 Pioneert, Copake, NY 12516

Listing by Barns and Farms Realty LLC

Property at 0 Middle Rd, Hudson, NY 12534

$549,900

— beds— baths— sq ft

0 Middle Rd, Hudson, NY 12534

Property at 411 Warren St, Hudson, NY 12534

$750,000

— beds— baths— sq ft

411 Warren St, Hudson, NY 12534

Listing by Houlihan Lawrence, Inc

Property at 86 Balleymount Dr, Ancram, NY 12502

$465,000

— beds— baths— sq ft

86 Balleymount Dr, Ancram, NY 12502

Property at 0 County Route 3, Ancram, NY 12503

$49,000

— beds— baths— sq ft

0 County Route 3, Ancram, NY 12503

Property at 255 Covenant Cir, New Lebanon, NY 12125

$49,999

— beds— baths— sq ft

255 Covenant Cir, New Lebanon, NY 12125

Property at 631 Rt-23, Claverack, NY 12513

$260,000

— beds— baths— sq ft

631 Rt-23, Claverack, NY 12513

Property at 0 Bate Rd, Claverack, NY 12513

$495,000

— beds— baths— sq ft

0 Bate Rd, Claverack, NY 12513

Property at 0 Frenchs Hill Rd, New Lebanon, NY 12125

$285,000

— beds— baths— sq ft

0 Frenchs Hill Rd, New Lebanon, NY 12125

Property at 78,79 Fox Ln, Tivoli, NY 12583

$599,000

— beds— baths— sq ft

78,79 Fox Ln, Tivoli, NY 12583

Listing by Houlihan Lawrence Inc.

Property at 0 County Route 9, New Lebanon, NY 12125

$169,000

— beds— baths— sq ft

0 County Route 9, New Lebanon, NY 12125

Property at 482 Church Ave Ave, Germantown, NY 12526

$299,000

— beds— baths— sq ft

482 Church Ave Ave, Germantown, NY 12526

Property at 631 Rt-23, Hollowville, NY 12530

$260,000

— beds— baths— sq ft

631 Rt-23, Hollowville, NY 12530

Listing by Houlihan Lawrence Inc.

Property at Lot #6 Fairland Farm Road Rd, Kinderhook, NY 12106

$399,000

— beds— baths— sq ft

Lot #6 Fairland Farm Road Rd, Kinderhook, NY 12106

Property at 0 Copake Lake Rd, Craryville, NY 12521

$465,000

— beds— baths— sq ft

0 Copake Lake Rd, Craryville, NY 12521

Property at 410 County Rt. 25, Hudson, NY 12434

$299,000

— beds— baths— sq ft

410 County Rt. 25, Hudson, NY 12434

Listing by Town and Village Real Estate

Property at 2 Merle Ave, Hudson, NY 12534

$639,000

— beds— baths— sq ft

2 Merle Ave, Hudson, NY 12534

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Based on information submitted to the MLS GRID as of Tue Dec 02 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.

Homes with Pools for Sale in Columbia County

There are currently 483 homes with pools 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, 7 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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