Columbia County NY Homes for Sale

• 

  

  

  /97

  $1,700,000

  • 9 Beds
  • 9.5 Baths
  • 5,195 Sq Ft

  632 Albany Turnpike, Old Chatham, NY 12136

  Own a piece of Old Chatham history with the distinguished Samuel Wilbor House. Built circa 1770 and listed on the National Register of Historic Places, the estate includes a beautifully updated main house, three stylishly renovated apartments, and a converted barn. The main house features white pine woodwork, four fireplaces, an original Palladian window, and a large kitchen with floor-to-ceiling

  Anthony D'Argenzio Houlihan Lawrence

  632 Albany Turnpike, Old Chatham, NY 12136
• 

  

  

  /39

  $649,900

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft

  2640 New York 203 Unit Stop 21, Valatie, NY 12184

  Welcome to Sheriff's Pasture—a rare and storied property nestled in the heart of Kinderhook, offering some of the most fertile and picturesque land in Columbia County. This historic 14.71-acre parcel sits far off the road for ultimate privacy, framed by mature trees, wide-open pasture, and the peaceful sound of Kinderhook Creek flowing at the property's edge. Once a thriving dairy farm, this land

  Michael Castellano Gilcrest Properties

  2640 New York 203 Unit Stop 21, Valatie, NY 12184
• 

  

  

  /22

  $1,695,000

  • Land
  • 127 Acres
  • $13,346 per Acre

  0 Mitchell St Unit 246335, Hillsdale, NY 12529

  Mitchell St is one of the most picturesque roads in Hillsdale and this property has a beautiful gentleness to it. Comprising of three separate contiguous lots (35.2 acres, 43.1 acres and 48.8 acres per assessor); access comes in off the southern most lot (43.10) and meanders through the property by a pond site, open meadows, old fruit trees and views of the hills around. The middle lot takes you

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  0 Mitchell St Unit 246335, Hillsdale, NY 12529
• 

  

  

  /34

  $545,000

  • 6 Beds
  • 6 Baths
  • 2,816 Sq Ft

  19 - 21 Moore, Chatham, NY 12037

  Chatham Village Income Gem! This tastefully updated Craftsman two-family offers substantial investment return and steady income. Situated on a quiet village street, this meticulously maintained property with two spacious, side-by-side units, each featuring 3 bedrooms, an office area, sunroom, and large enclosed entryway. Enjoy a large yard, four-car garage, and storage/workshop. Recent

  Rachel Haley Houlihan Lawrence Inc.

  19 - 21 Moore, Chatham, NY 12037
• 

  

  

  /23

  $619,000

  • 5 Beds
  • 3.5 Baths
  • 3,060 Sq Ft

  604 Columbia St, Hudson, NY 12534

  Welcome to the Hudson Market Townhouse — Where Historic Charm Meets Modern Possibilities OPEN HOUSE 05/24 10am!This grand 1863 townhouse has been the heart of one family for four generations — Nestled right across from the lively Hudson Farmers Market and just a short stroll to Warren Street's shops, cafes, and galleries, this four-level beauty offers both a rich past and endless potential

  Brittany Craig Houlihan Lawrence Inc.

  604 Columbia St, Hudson, NY 12534
• 

  

  /13

  $160,000

  • 2 Beds
  • 1.5 Baths
  • 984 Sq Ft

  1691 Jackson Corners Rd, Red Hook, NY 12571

  Unique Opportunity Knocks! Visionaries Wanted! Older manufactured home is serving as living quarters for the current family. A separate foundation, building permit and a fully approved set of stamped plans are included with the property which overlooks a lovely, wooded hillside. Replace the current home with newer model or build your dream home or studio. Infrastructure in place includes well,

  Catherine Mondello Mondello Upstate Properties

  1691 Jackson Corners Rd, Red Hook, NY 12571
• 

  

  /27

  $680,000

  • 3 Beds
  • 1 Bath
  • 1,847 Sq Ft

  55 Church Ave, Germantown, NY 12526

  Germantown 1840's Farmhouse on just under 3 acres of landscaped grounds. Located in the hamlet within easy reach of the town amenities, this three bedroom house features a living room with beautiful wood floors, beamed ceiling, woodstove and a window alcove, a spacious open dining room and updated kitchen with pantry, sitting room, library, first floor primary bedroom, full bath and mudroom.

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  55 Church Ave, Germantown, NY 12526
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  /36

  $409,900

  • 8 Beds
  • 2 Baths
  • 2,412 Sq Ft

  538 Prospect St, Hudson, NY 12534

  Amazing Opportunity to Own this two family house on Prospect Street in City of Hudson, the place to live! We have great music, Antiques, renowned art galleries and elegant restaurants. These key industries have made Hudson the third busiest train destination in the north east corridor for the Amtrak. In the heart of Hudson is 538 Prospect Street, a real charming two unit building where each unit

  Jahorul Liton Red Apple Realty

  538 Prospect St, Hudson, NY 12534
• 

  

  /38

  $650,000

  • 3 Beds
  • 1.5 Baths
  • 1,828 Sq Ft

  4522 New York 9g, Germantown, NY 12526

  HIGHLY MOTIVATED SELLER Welcome to a truly special slice of Hudson Valley charm. On the market for the first time since 1961, this lovingly cared for 1890 farmhouse sits amid mature gardens, open skies & Catskill Mountain views in desirable Germantown, offering warmth, character and space to grow.The home features 3 bedrooms and 1.5 baths across two stories. The first floor

  Patricia Macaluso Living Structures

  4522 New York 9g, Germantown, NY 12526
• 

  

  /20

  $598,000

  • Land
  • 13 Acres
  • $47,460 per Acre

  67 Taconic Creek Rd, Hillsdale, NY 12529

  Set down a secluded 1/8-mile driveway, this 12.6-acre property in the tranquil countryside of Hillsdale offers unmatched privacy and sweeping valley and mountain views. This beautiful home site includes plans for a stunning, modern-country 4,200sq ft main house and a separate 1,700sq ft 3 car garage with studio. Ready to build your dream home, this site provides an ideal canvas for creating your

  Peter Yates Four Seasons Sotheby's Int.

  67 Taconic Creek Rd, Hillsdale, NY 12529
• 

  

  /32

  $350,000

  • 3 Beds
  • 5 Baths
  • 4,848 Sq Ft

  435 U S 20, New Lebanon, NY 12125

  This unique property includes both a spacious 3,340 sq. ft. commercial building and a separate single-family home, offering the perfect chance to live and work in one location. The commercial space, which most recently operated as a thrift shop, features an open floor plan with flexibility for multiple uses. With potential to create at least three separate units, including a possible live-in

  Sonny Patel Empire Real Estate Firm LLC

  435 U S 20, New Lebanon, NY 12125
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  /24

  $845,000

  • 6 Beds
  • 2 Baths
  • 2,998 Sq Ft

  60 Anthony St, Hillsdale, NY 12529

  Price reduction.1800s farm house. Just waiting for some TLC. This property consists of the main farm house. one very large barn. Addtional 3 out building. One of the back building contains an attractive apartment.The property butts up to the Harlem Valley Rail Trail. Walking distant to the Hamlet of Hillsdale. Including the Roe Jan Brewing Co. IGA, The Hillsdale House, The town park. Less then 5

  Gerard Meenagh The Meenagh Group Realty

  60 Anthony St, Hillsdale, NY 12529
• 

  

  /39

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 2,834 Sq Ft

  11 Cold Water St, Hillsdale, NY 12529

  This stately Greek Revival sits proudly on a generous village lot in the historic Hamlet of Hillsdale. Dating back to c.1848, the home boasts beautiful architectural proportions and details. Pilasters accent the exterior corners of the house and a front- and side-gabled roof add additional grandeur. Arrive via a front porch — running the full width of the façade — framed with Doric columns. The

  MATTHEW CAREY Rouse + Co Real Estate, LLC

  11 Cold Water St, Hillsdale, NY 12529
• 

  

  /49

  $699,000

  • 7 Beds
  • 5 Baths

  80 County Route 7, Pine Plains, NY 12567

  This beautifully updated legal 2-family home seamlessly blends vintage charm with modern convenience, offering exceptional flexibility for multigenerational living, rental income, or guest accommodations. Located just 7 minutes from Pine Plains Village and set on a scenic lot with sweeping countryside views and a neighboring 200-acre farm, the property features meticulously maintained grounds,

  Margaret Niekrewicz Margaret Mondello Real Estate

  80 County Route 7, Pine Plains, NY 12567
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  /28

  $421,000

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  1108 New York 295, East Chatham, NY 12060

  Was on the market before as just a shell. You have to see it now that it is redone and almost finished. Only room not yet finished is the kitchen for you to add your personal touch. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom

  Karen Westman BERKSHIRE HATHAWAY HOME SERVICE BLAKE

  1108 New York 295, East Chatham, NY 12060
• 

  

  /27

  $5,500,000

  • Land
  • 173 Acres
  • $31,792 per Acre

  6881 Rod and Gun Rd, Stottville, NY 12534

  Where the road ends. This 173 acre parcel runs adjacent to the Hudson, with majestic views up and down the river and to the Catskill Mountains beyond. One of the largest available on the Hudson River, this rare, undeveloped slice of heaven is available for the first time in over twenty years. Watch the barges pass by on their way to New York, witness the storms blow over the mountain range, see

  Annabel Taylor Four Seasons Sotheby's Int.

  6881 Rod and Gun Rd, Stottville, NY 12534
• 

  

  /46

  $2,450,000

  • 2 Beds
  • 2 Baths
  • 2,755 Sq Ft

  292 White Hill Ln, Hillsdale, NY 12529

  Sited at the highest point in Hillsdale this modern home captures the world around while being incredibly private. Main house has tall ceilings tremendous natural light and doors bringing you outside from every space. Music room on the east side brings in the Berkshire hills with doors out to the breakfast patio. Office with en suite is off the entry. Second floor is the primary suite; everywhere

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  292 White Hill Ln, Hillsdale, NY 12529
• 

  

  /61

  $885,000

  • 5 Beds
  • 3.5 Baths
  • 2,964 Sq Ft

  118 Old Shaker Rd, New Lebanon, NY 12125

  An historic eyebrow colonial with deep Shaker heritage, stunning views, and modern updates perfect for anyone seeking peace, privacy, and charm. The combination of mature flowering trees, landscaping, mountain and valley views, and historic remnants like the stacked stone barn walls make it feel like a truly special retreat. The perfect place to relax, sitting in your screened in Gazebo offers a

  Karen Westman BERKSHIRE HATHAWAY HOME SERVICE BLAKE

  118 Old Shaker Rd, New Lebanon, NY 12125
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  /17

  $499,000

  • Land
  • 83 Acres
  • $5,996 per Acre

  50 - 61 Dugway Rd, Hillsdale, NY 12529

  Two Large Parcels Combine Offering Serenity & Great Potential. Located between the charming towns of Chatham, NY, and Great Barrington, MA, this 83 acre parcel offers you exceptional potential awaiting your vision, and ideal escape.Two adjoining proprieties come together to form this large property that is a unique blend of privacy and accessibility. Enjoy impressive road frontage on two roads

  Jeffrey McKinney Beach & Bartolo Realtors

  50 - 61 Dugway Rd, Hillsdale, NY 12529
• 

  

  /5

  $1,695,000

  • 6 Beds
  • 6 Baths
  • 8,000 Sq Ft

  356 Union St, Hudson, NY 12534

  A beautiful Second Empire Victorian, located on a great block of Union St just across from the stately Courthouse Square, and a block away from thriving Warren St. The building was completely gut-renovated in 2020, and is in excellent condition and truly a turn-key investment. This is a unique opportunity to invest in thriving downtown Hudson, where high-quality apartments are in high demand and

  Sean Roland Compass Greater NY LLC

  356 Union St, Hudson, NY 12534
• 

  

  /31

  $679,000

  • 3 Beds
  • 3.5 Baths
  • 2,050 Sq Ft

  1582 State Route 203, Chatham, NY 12037

  A Chatham farm property with endless possibilities. Anchoring this 7-acre parcel is a 3BR, 3-1/2 BA home surrounded by fields, paddocks and woodlands. Set off from the home is an amazing barn complex and spring-fed pond. All less than a minute to downtown Chatham and equally close to the Taconic Pkwy. The property abuts the 65-acre Borden Pond conservation land - a hiker's paradise. The barn

  Jason Karadus Corcoran Country Living

  1582 State Route 203, Chatham, NY 12037
• 

  

  /18

  $274,900

  • 2 Beds
  • 2 Baths
  • 794 Sq Ft

  2227 County Route 21, Hillsdale, NY 12529

  Tucked away on over 17 serene, subdividable acres in the Town of Kinderhook, this rare offering includes a half-finished 2-bedroom home (a shell awaiting your vision) with a brand-new raised-bed septic system and drilled well (newer pump) & new pressure tank already in place. With frontage on two quiet country roads; County Route 21 and Fowler Lake Rd. this land is a mix of old stone walls,

  Michael Castellano Gilcrest Properties

  2227 County Route 21, Hillsdale, NY 12529
• 

  

  /49

  $3,995,000

  • 5 Beds
  • 3.5 Baths
  • 4,100 Sq Ft

  2705 County Route 9, East Chatham, NY 12060

  Welcome to The Anson Pratt House, a masterfully restored Federal Adams-style residence located in the historic hamlet of New Concord in East Chatham, NY. Built in 1793 atop a marble clad foundation, this architectural jewel is honored in the Library of Congress as part of the Historic American Buildings Survey. Featured in numerous architectural and design publications, The Anson Pratt House is

  Rachel Haley Houlihan Lawrence Inc.

  2705 County Route 9, East Chatham, NY 12060
• 

  

  /27

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  606 Church Ave, Germantown, NY 12526

  This little 1920s nugget (Cryder Hollow as known by the family) has undergone several metamorphoses over the years. The surrounding area has not changed much, the country road remains a country road, Germantown is still only 5 minutes away by car, and the country views unobstructed. During the most recent renovation, with the help of an architect the main floor, except for entrance and kitchen,

  Adelia Geiger Patricia A. Hinkein Realty

  606 Church Ave, Germantown, NY 12526
• 

  

  /15

  $399,000

  • 4 Beds
  • 4 Baths
  • 2,952 Sq Ft

  2457 State Route 82, Ancram, NY 12502

  Charming Historic Duplex. A Smart Country InvestmentJust two hours north of NYC, this well situated 0.8 acre duplex in Ancram's Historic District offers both immediate rental income and upside through tasteful renovations. Nestled on the Roeliff Jansen Kill, stocked by DEC with trout. This property includes a detached garage, and barn, property combines rustic appeal with strong investment

  Libby McKee Berkshire Hathaway HomeService

  2457 State Route 82, Ancram, NY 12502
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  /41

  $739,000

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  292 County Route 27b, Hudson, NY 12534

  Unleash Your Creativity: A Unique Columbia County Retreat with Custom Built Art StudioDiscover an unparalleled opportunity for artists, writers, and creative professionals in the heart of Columbia County, New York. This unique one-acre property offers an extraordinary modern art studio that truly takes center stage, complemented by a beautifully renovated home with income potential.The Studio:

  Reta Meisner Beach & Bartolo Realtors

  292 County Route 27b, Hudson, NY 12534
• 

  

  /30

  $421,000

  • 4 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  1108 State Rt 295, East Chatham, NY 12037

  Granite counter top going in this week rest of the kitchen is in.Was on the market before as just a shell. You have to see it now that it is redone and almost finished. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom ensuite

  Leonard Brown Berkshire Hathaway HomeService

  1108 State Rt 295, East Chatham, NY 12037
• 

  

  /3

  $110,000

  • Land
  • 5 Acres
  • $21,611 per Acre

  0 Catskill View Rd Unit 157004, Claverack, NY 12513

  A fantastic opportunity! A 5.09-acre lot just outside Claverack, NY, offering a mix of open and wooded land with scenic farmland views. With housing inventory low, this could be the perfect chance to build a home tailored to your vision, rather than settling for someone else's design.The property is conveniently located near the Taconic State Parkway, making travel easy. It does require Board of

  Arleen Shepley Elyse Harney Real Estate

  0 Catskill View Rd Unit 157004, Claverack, NY 12513
• 

  

  /59

  $549,000

  • 3 Beds
  • 2 Baths
  • 2,328 Sq Ft

  187 West St, New Lebanon, NY 12125

  The Gillet farmhouse, built in 1878 by Charles Gillet, sits proud on the hill above West Street, one of the prettiest roads in New Lebanon. This house was part of the larger Gillet family farm that specialized in Gladiolus from 1935 - 1953, selling the bulbs nationally and internationally. There is a scrapbook with the history that conveys with the house. Fast forward, the home has been lovingly

  Jennifer Sesma Beach & Bartolo Realtors

  187 West St, New Lebanon, NY 12125
• 

  

  /30

  $421,000

  • 4 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  1108 State Route 295 St, East Chatham, NY 12060

  Granite counter top going in this week rest of the kitchen is in.Was on the market before as just a shell. You have to see it now that it is redone and almost finished. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom ensuite

  Sharon McArdle Berkshire Hathaway Home Services Blake

  1108 State Route 295 St, East Chatham, NY 12060
• 

  

  /23

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  2456 New York 82, Ancram, NY 12502

  This quintessential classic Greek Revival/Eyebrow home, circa 1850, is located in a historic quiet country Hamlet. Ready to move in, it is in great condition, meticulously maintained, and has much to offer with lots of natural light and charming layout. Entrance hall leads to the living room on the right, bedroom to the left, and straight ahead, the original Greek Revival stair to the second

  Peggy Lampman Peggy Lampman

  2456 New York 82, Ancram, NY 12502
• 

  

  /31

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,770 Sq Ft

  43 Klibar Rd Unit 1, Hudson, NY 12534

  Welcome to this beautifully renovated, sprawling ranch nestled on 1.2 scenic acres. Situated in a distinctive countryside neighborhood, the home is surrounded by apple orchards, hay fields, and ponds, offering the perfect blend of modern upgrades and country charm. Enjoy the outdoor oasis with a saltwater in-ground pool, featuring a new liner, pump, and railings, as well as a relaxing hot tub

  Ryan Wexler Coldwell Banker Advisor Realty

  43 Klibar Rd Unit 1, Hudson, NY 12534
• 

  

  /21

  $179,000

  • 2 Beds
  • 1.5 Baths
  • 672 Sq Ft

  6620 Bickle Ln, Hudson, NY 12534

  Here's your chance to own your own home! This well-loved and cared for 2013 Single Wide Mobile Home is ready to move in. All the work has been done for you.The listing offers (2) parcels (90.3-2-53 & 90.4-2-54) for a combined .52 acres. Each lot is contiguous to one another, and the mobile home sits on one parcel (.26 acres each). The other lot is vacant with plenty of space for your camper or

  Beth Harring Harring Properties, LLC

  6620 Bickle Ln, Hudson, NY 12534
• 

  

  /24

  $560,000

  • 4 Beds
  • 2 Baths
  • 1,973 Sq Ft

  7 Mckinstry Place, Hudson, NY 12534

  McKINSTRY HILL If Brooklyn and Kingston had a child, it would be McKinstry Hill, and it would live in Hudson. Situated near the highest point of the City of Hudson, with a seasonal view of the Catskill Mountains, this semi-detached house is within walking distance of Warren Street, with its numerous independent shops, restaurants and galleries. Built during a period of solid craftsmanship,

  Owen Davidson Brown Harris Stevens

  7 Mckinstry Place, Hudson, NY 12534
• 

  

  /43

  $985,000

  • 5 Beds
  • 5 Baths
  • 2,906 Sq Ft

  552 Columbia St, Hudson, NY 12534

  Welcome to Ellanora Townhouse, a rare four-unit investment opportunity in downtown Hudson, just one block from vibrant Warren Street. Set on a spacious double lot with a charming antique barn and off-street parking, this beautifully preserved 19th-century building is a stone's throw from the town's best shopping, dining, and attractions.Inside, you'll find one spacious two-bedroom apartment and

  Anthony D'Argenzio Houlihan Lawrence Inc.

  552 Columbia St, Hudson, NY 12534
• 

  

  /14

  $145,000

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  701 U S 20, New Lebanon, NY 12125

  PRICE DROP!! Completely redone one of a kind, manufactured home on one flat, cleared acre of land. Great backyard. Walk in to this spacious, open, bright home, with special, custom woodwork and T & G wood ceilings and paneled bedrooms and hall. Brand new windows, siding, fridge, sink, newer stove. Septic just put in, electric and plumbing all new, privacy fence, and water pump too. Two bedrooms

  Leonard Brown Berkshire Hathaway HomeService

  701 U S 20, New Lebanon, NY 12125
• 

  

  /35

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,634 Sq Ft

  2262 Rt 66, Ghent, NY 12075

  Clean, updated, turnkey and the location....directly next to The Bartlett House. This property is zoned Hamlet Business so you have options! Live and earn rental income or add this property to your investment portfolio. Each light filled unit consists of one BR, located in the rear of the house, a full bath, laundry, two ample sized closets, an open kitchen with plenty of room for a dining area,

  Melissa Dimassimo Stone House Properties, LLC

  2262 Rt 66, Ghent, NY 12075
• 

  

  /23

  $655,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  422 County Route 9, Ghent, NY 12075

  Charming 3-bed, 2-bath craftsman-style farmhouse in Columbia County, fully renovated on 1.5 acres. Borders North Creek and vast open land. Features open-concept living, modern kitchen, primary bedroom with ensuite bath, large deck, and front porch. Bright, airy design with natural light. Minutes from Hudson, Chatham, and Kinderhook for dining, galleries, and outdoor activities. Perfect Hudson

  Rachel Haley Houlihan Lawrence, Inc

  422 County Route 9, Ghent, NY 12075
• 

  

  /43

  $985,000

  • 2,906 Sq Ft

  550-552 Columbia St, Hudson, NY 12534

  Welcome to Ellanora Townhouse, a rare four-unit investment opportunity in downtown Hudson, just one block from vibrant Warren Street. Set on a spacious double lot with a charming antique barn and off-street parking, this beautifully preserved 19th-century building is a stone’s throw from the town’s best shopping, dining, and attractions.Inside, you'll find one spacious two-bedroom apartment and

  Anthony D'Argenzio Houlihan Lawrence, Inc

  550-552 Columbia St, Hudson, NY 12534
• 

  

  /26

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  3859 County Route 9, East Chatham, NY 12060

  PRICE IMPROVEMENT!! Remodeled sprawling ranch with huge front yard. 3 bedrooms, 2.75 baths. Brand new siding, windows, fridge and stove, flooring, bath fixtures. Freshly painted, spacious and bright. Open concept, set on 35 acres. Heated full basement with a 3/4 bath giving you the opportunity to finish it as you wish. Surround yourself with mature trees and enjoy serene outside living on

  Sharon McArdle Berkshire Hathaway Home Services Blake

  3859 County Route 9, East Chatham, NY 12060

Showing Results 281 - 320, Page 8 of 14