Homes for Sale near Columbia Christian Academy

• 

  

  

  /41

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  307 Pratt Hill Rd, Chatham, NY 12037

  Fall in Love with This Private Saltbox Retreat on 21+ AcresWelcome to your own secluded paradise—this charming Saltbox-style home is perfectly nestled on 21.4 private acres, offering complete privacy and beautiful views of the Catskill Mountains and Hudson Valley.Thoughtfully positioned so that no neighbors are in sight, this home is tucked away in nature where the only sounds

  Jason Walch Coldwell Banker Advisor Realty

  307 Pratt Hill Rd, Chatham, NY 12037
• 

  Explore Columbia Christian Academy

• 

  

  

  /26

  $950,000

  • 5 Beds
  • 2.5 Baths
  • 3,894 Sq Ft

  291 Hennett Rd, Valatie, NY 12184

  Hilltop RefugeOpen, flowing, light filled 4 bedroom 3.5 bath home with en suite principal bedroom on the ground floor. In complete privacy this handsome residence with a beautiful flow offers generous size rooms with stunning views of rolling hills, woods and a big sky. The property was created for seamless entertaining and endless enjoyment. There is a run-in barn for animals and

  Miles Vidor Nicole Vidor Real Estate Inc.

  291 Hennett Rd, Valatie, NY 12184
• 

  

  

  /41

  $779,000

  • 5 Beds
  • 2.5 Baths
  • 2,860 Sq Ft

  1754 Harlemville Rd, Chatham, NY 12037

  5.79 acres in beautiful location w/privacy off secondary rd w/woods on all sides. Pond stocked w/lg mouth bass, landscaping, att one car garage, separate storage shed. Low maintenance Colonial style house w/brick & vinyl siding. Second floor en-suite primary on one end & three BRs + full bath on other end. Can be a five BR if needed. Revel in the tranquility of this 2,860 sq. ft. residence by the

  Frances Ingraham Heins Howard Hanna Capital Inc

  1754 Harlemville Rd, Chatham, NY 12037
• 

  

  

  /9

  $999,888

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  167 May Hill Rd, Ghent, NY 12075

  A totally unique property unlike any other in Columbia County. This premier hilltop location overlooks the Hawthorne Valley Farm & Waldorf School. Sweeping views of Harlemville and the Taconic mountain range from large picture windows and an expansive 600 sq ft deck. Short stroll on private path through woods to the oldest Waldorf school in the United States and the renowned Hawthorne Valley

  Allen Halstead Berkshire Hathaway HomeService

  167 May Hill Rd, Ghent, NY 12075
• 

  

  

  /43

  $1,120,000

  • 5 Beds
  • 2.5 Baths
  • 4,000 Sq Ft

  83 May Hill Road Stop 36, Ghent, NY 12075

  Ensconced in greenery, at the end of a quiet country road sits The Dome House: a mahogany-sided passive home that is equal parts function and form, on just over 5 acres. The home is sprawling and airy in nature, and contains a multitude of environments for living, creating, utility and play. Each carefully considered design decision was made in the pursuit of living in harmony with the natural

  Sarah Kardos Four Seasons Sotheby's Int.

  83 May Hill Road Stop 36, Ghent, NY 12075
• 

  

  /33

  $650,000

  • 4 Beds
  • 1.5 Baths
  • 1,968 Sq Ft

  9 Jones Ave, Chatham, NY 12037

  Welcome home!This thoughtfully restored 1880's village residence maintains its original integrity. The home has been meticulously renovated, featuring spacious rooms with lofty ceilings, abundant natural sunlight, and beautiful hardwood floors throughout.A beautiful front entryway opens to an elegantly curved staircase and parlor. Just beyond the French doors an inviting dining

  Lenore Packet Stone House Properties, LLC

  9 Jones Ave, Chatham, NY 12037
• 

  

  /17

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  33 Wild Flower Rd, Valatie, NY 12184

  Located on a lovely country road, near the towns of Kinderhook and Chatham, lies this spacious and sunny well-maintained homeon over 5 acres. There is a 1st floor primary ensuite bedroom, large eat-in kitchen and wonderful sun room looking out on the salt water swimming pool.Den/office, laundry plus 3 bedrooms upstairs and a full finished basement provide excellent living space in a gorgeous

  Janet Kain The Kinderhook Group, Inc.

  33 Wild Flower Rd, Valatie, NY 12184
• 

  

  /50

  $775,000

  • 5 Beds
  • 4 Baths
  • 4,052 Sq Ft

  100 Schnackenberg Rd, Ghent, NY 12075

  Beautifully renovated home on 8 private acres in Taconic Hills SD. Offers 5 bedrooms, 4 baths, and a sunlit great room with vaulted ceilings and dual stone fireplaces. The updated kitchen features new cabinets, butcher block counters, and a walk-in pantry. The finished lower level includes 2 bedrooms, full bath, family room, and walkout—perfect for guests or in-laws. Includes an oversized 2-car

  Dominique Wasilewski EXP Realty

  100 Schnackenberg Rd, Ghent, NY 12075
• 

  

  /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
• 

  

  /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
• 

  

  /31

  $719,000

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  326 Pratt Hill Rd, Chatham, NY 12037

  Nestled in a serene, wooded setting, 326 Pratt Hill Road is a thoughtfully designed Cape-style home that blends rustic charm with modern comforts. Originally a quaint cabin, it has been carefully expanded over the years and now offers three bedrooms, two full bathrooms, and 8.1 private acres – perfect for a weekend escape or year-round living. The oversized living area features hardwood floors, a

  Callan Bergmann Compass Greater NY, LLC

  326 Pratt Hill Rd, Chatham, NY 12037
• 

  

  /22

  $480,000

  • 3 Beds
  • 2 Baths
  • 1,930 Sq Ft

  2 Locust St, Chatham, NY 12037

  Village Charm Meets Modern Luxury: Historic Chatham Home for SaleAn impeccably remodeled 3-bedroom, 2-bath home, originally built in 1863 is available now. Nestled on a semi-private lot in the heart of Chatham Village, this property offers an unparalleled blend of classic charm and contemporary living, all within walking distance of the area's vibrant amenities.Every system in the home

  Rachel Haley Houlihan Lawrence Inc.

  2 Locust St, Chatham, NY 12037
• 

  

  /34

  $659,000

  • 6 Beds
  • 6 Baths
  • 11,088 Sq Ft

  1 Hudson Ave, Chatham, NY 12037

  Rich in history, 1 Hudson Ave was originally built in the late 1800s with many additions and modifications over time. For many years, the Capozzo family operated a fruit and confectionery store with an adjoining billiard parlor. The capozzo family took up residence on the second floor.In 1984 the iconic Video Visions opened it's doors. Beloved by many, the VHS rental store and ice cream parlor

  Linnea VanTassel Country Life Real Estate, LLC

  1 Hudson Ave, Chatham, NY 12037
• 

  

  /36

  $525,000

  • 2 Beds
  • 1.5 Baths
  • 1,212 Sq Ft

  3041 State Route 66, Chatham, NY 12037

  On 12.5 acres in the hills of Chatham, this gem is equal parts peaceful escape & creative opportunity. The 2BR, 1 & half BA home is full of charm, w/ HW floors, a creek stone wood-burning FP, & 2 light-filled 3SR. A screened-in porch overlooks a stocked pond-perfect for morning coffee or quiet evenings. The land is a highlight in itself: a seasonal stream runs along the back edge, groomed trails

  Rebecca Sullivan Miranda Real Estate Group Inc

  3041 State Route 66, Chatham, NY 12037
• 

  

  /14

  $375,000

  • 4 Beds
  • 4 Baths
  • 1,976 Sq Ft

  36 Spring St, Chatham, NY 12037

  This well-maintained multi-unit building offers a strong investment opportunity, with numerous updates, upgrades, and consistent maintenance over the years. The perfect opportunity to live and invest simultaneously, with three units that cater to both owner-occupants and investors.As of July 1st, 2025, Apt #3 with 2 Bedrooms will be available, making it perfect for those looking to owner

  Melinda Barbanti Davala Real Estate, LLC

  36 Spring St, Chatham, NY 12037
• 

  

  /18

  $540,000

  • 2 Beds
  • 2 Baths
  • 1,493 Sq Ft

  2253 County Route 21, Hillsdale, NY 12529

  Introducing the Kinderhook Cabin, a well cared-for home where every detail has been thoughtfully considered and hand-finished by a master carpenter. Built in 2021, this ranch-style residence offers easy one-level living, a rustic-modern aesthetic and plenty of privacy, set on 5 acres along a beautiful winding country road between Kinderhook and Ghent. Step inside to a large entry hall

  Jeffries Blackerby Houlihan Lawrence Inc.

  2253 County Route 21, Hillsdale, NY 12529
• 

  

  /19

  $185,000

  • Land
  • 0.42 Acre
  • $440,476 per Acre

  0 Murray St, Chatham, NY 12037

  RARE buildable lot available in the Village of Chatham on just under .5 acre set up and off of private dead-end road with seasonal views of the Catskill Mountains and the Clock Tower in Chatham. Easy, short walk into the village or to Borden's Pond Conservation Area. Loads of space to build within village setbacks. Property has a bit of a grade allowing building site to be up and back with a

  Amber McPhail Illustrated Properties Group

  0 Murray St, Chatham, NY 12037
• 

  

  /31

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  797 State Route 203, Spencertown, NY 12165

  Charming 1923 Sears Arts & Crafts Bungalow - Timeless Elegance Meets Modern Comfort a rare and beautifully preserved home that radiates character, craftsmanship, and warmth. Nestled in the peaceful Spencertown hamlet this Sears home holds historic charm with thoughtful updates for today's lifestyle. Step inside through the inviting front porch(enclosed for year-round enjoyment) and experience the

  Qizhan Yao Realmart Realty, LLC

  797 State Route 203, Spencertown, NY 12165
• 

  

  /30

  $1,295,000

  • 4 Beds
  • 2 Baths
  • 2,505 Sq Ft

  54 Fowler Lake Rd, Ghent, NY 12075

  Tucked away on a quiet country road, this peaceful farmhouse sits on fifteen acres of native gardens, expansive lawns, wildflower meadows, blue stone patio and porches, and private forest with trails leading to the second spring-fed pond. Enter the house through an airy mudroom, then the Great Room lays out before you. The patio and pond draw you to the far end of the room, where French doors

  Annabel Taylor Four Seasons Sothebys Intl

  54 Fowler Lake Rd, Ghent, NY 12075
• 

  

  /61

  $2,995,000

  • 5 Beds
  • 4.5 Baths
  • 2,400 Sq Ft

  361 Schnackenberg Rd, Ghent, NY 12075

  An incredible 188 acre property on a highly desirable rural road in the heart of the rolling farmlands of Columbia County. Spectacular west facing views make for incredible sunsets over the Catskill Mountains, the Hudson Valley spreads out beneath them. The acreage includes pastoral farm fields, largely maintained by the neighboring biodynamic farm, forest, and a beautiful swimming pond to cool

  Annabel Taylor Four Seasons Sotheby's Int.

  361 Schnackenberg Rd, Ghent, NY 12075
• 

  

  /32

  $395,000

  • 4 Beds
  • 1 Bath
  • 2,052 Sq Ft

  12 Mill St Unit 14, Chatham, NY 12037

  Charming and walkable 4BR home in the heart of Chatham village! Set on a spacious half-acre lot, this sun-filled home blends original character with modern updates—featuring hardwood floors, a flexible layout with home office/music room, and plumbing in place for a second bath. Enjoy golden hour on the front porch or entertain in the deep, private backyard with a stone patio. Steps to yoga,

  Joseph Briggs William Pitt Sotheby's

  12 Mill St Unit 14, Chatham, NY 12037
• 

  

  /28

  $133,900

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  296 New York 295 Unit Lot 19, Chatham, NY 12037

  Charming 2-Bed, 2-Bath Single-Wide Mobile Home in Sought-After Chatham - No Age Restrictions!Don't miss this rare opportunity to own a beautifully maintained 2-bedroom, 2-full-bath single-wide mobile home in the highly desirable area of Chatham—and best of all, it's located in a non-55+ community!This home offers a bright, open-concept layout with a spacious living area, a

  Margaret Guerra Gilcrest Properties

  296 New York 295 Unit Lot 19, Chatham, NY 12037
• 

  

  /17

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft

  1900 New York 203, Chatham, NY 12037

  Contractor Special: Office building ready for transformation to many possibilities. Common areas can accommodate open living/dining/kitchen concepts. Wideboard floors throughout. Attached shed serves as ample storage. A detached three bay garage is also on this 1.5 acre lot. Bring your vision for single-floor living to this blank slate just outside of Chatham Village.

  Jennifer Wall Anderson Agency

  1900 New York 203, Chatham, NY 12037
• 

  

  /28

  $515,000

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft

  50 Payn Ave, Chatham, NY 12037

  A True Chatham Charmer: DIVE INTO SUMMER! Welcome to Dogwood Cottage, a village retreat with a backyard to swoon over. Built in 1945 with the strength and character of a Victory Cottage, this storybook home has been lovingly cared for with so much potential to update exactly as you would likeInside, gorgeous original hardwood floors and a custom-designed kitchen anchors the heart of the home,

  Brittany Craig Houlihan Lawrence Inc.

  50 Payn Ave, Chatham, NY 12037
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /34

  $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
• 

  

  /7

  $139,000

  • Land
  • 13 Acres
  • $10,358 per Acre

  0 Route 9h Oldpost Rd Unit 156889, Ghent, NY 12075

  Great 13 parcel for mixed commercial, agricultural and residential uses. Long Frontage on 9H (main road) and shorter frontage on Old Post Road ( Quiet side Road.) Ideal for subdivision. Property could be subdivided for residential lot on back road. Pond on property. Broker owned

  David Birch Barns & Farms Realty, LLC

  0 Route 9h Oldpost Rd Unit 156889, Ghent, NY 12075
• 

  

  /39

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 4,590 Sq Ft

  23 Lovers Ln, Chatham, NY 12037

  At the heart of this timeless hamlet sits The Chatham House, offering a poetic blend of early American architecture and modern ease. Thoughtfully evolved over centuries, the home preserves its soul while embracing the comforts of today.Inside, light spills through elegant original windows and into the sweeping central hall and formal sitting rooms on either side of the house. A library

  Alexandra Demetrakis Upstate Down

  23 Lovers Ln, Chatham, NY 12037
• 

  

  /64

  $2,500,000

  • 4 Beds
  • 2.5 Baths
  • 4,243 Sq Ft

  5015 Crow Hill Rd, Chatham, NY 12037

  The Waterfall House is a modernist masterpiece, uniquely defined by its own cascading waterfall--a view you can enjoy from every room. Wade in the serene swimming hole below or wander through the exquisitely landscaped gardens that surround the home. Cozy up by the living room fire and admire the waterfall through a dramatic wall of glass.Designed to exist in perfect harmony with its natural

  Lisa Bouchard Hoe The Kinderhook Group, Inc.

  5015 Crow Hill Rd, Chatham, NY 12037
• 

  

  /28

  $308,000

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  20 Water St, Ghent, NY 12075

  Conveniently situated to all all amenities...Hudson, Chatham, Berkshires, Taconic Parkway, I90 are all just moments away. Yet this property is located on a very quiet street in Ghent, just across the road from the Ghent Village playgrounds and ball field. Wide board floors, fenced in yard with some raised gardens, full sized kitchen, and a meandering stream rolls through back yard.. Needs some

  Allen Halstead Berkshire Hathaway Home Services Blake

  20 Water St, Ghent, NY 12075
• 

  

  /42

  $485,000

  • 3 Beds
  • 2 Baths
  • 2,236 Sq Ft

  23 Leggett Rd, Ghent, NY 12075

  Welcome to this spacious ranch-style home, nestled on 1.5 acres of picturesque countryside. Offering three bedrooms and two and a quarter baths, this home is designed for comfort and versatility. The expansive primary suite includes a private en-suite bath, making it an excellent option for an in-law suite or a luxurious retreat. The heart of the home is the open-concept dining and family room,

  Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway HomeService

  23 Leggett Rd, Ghent, NY 12075
• 

  

  /26

  $189,000

  • Land
  • 8 Acres
  • $23,625 per Acre

  L25 Fischer Rd, Kinderhook, NY 12106

  OK GO! Build your Hudson Valley dream home in Kinderhook on this private 8 acre wooded parcel with a pond view (some deer too!). Location just off 9H; less than 10 mins from the Historic Village area of Kinderhook (historic properties, restaurants, theatres, art galleries, orchards, farms, etc.), 10 mins to Columbia County Airport, 20 mins to Hudson/Amtrak to NYC, 30 mins to Albany/Airport;

  Lisa Wloch Brokers Network

  L25 Fischer Rd, Kinderhook, NY 12106
• 

  

  /3

  $299,000

  • Land
  • 23 Acres
  • $13,091 per Acre

  0 County Route 21, Hillsdale, NY 12529

  Peaceful Easy Feeling in Hillsdale, New York, near the Massachusetts boarder. This 22+ acre parcel is a blend of an open field, stone walls, mature hardwoods and new growth. There is an identified building location at the back of the open field (left), where there is BOHA (on the survey map).A portion of the field is protected from building, however there is still a generous area for your home --

  Lindsay Lebrecht Copake Lake Realty Corp.

  0 County Route 21, Hillsdale, NY 12529
• 

  

  /23

  $2,500,000

  • Land
  • 101 Acres
  • $24,752 per Acre

  0 Iron Hill Rd, Austerlitz, NY 12037

  A perfect mix of rolling hills, open fields, tranquil woodland and stunning Catskill views. Centrally located, five minutes from the Chatham exit off the Taconic Parkway, 20 min to Hudson, Lenox, and Great Barrington.

  Tyler Bervy Stone House Properties, LLC

  0 Iron Hill Rd, Austerlitz, NY 12037
• 

  

  /28

  $459,000

  • 4 Beds
  • 4 Baths
  • 3,182 Sq Ft

  826 Route 203, Austerlitz, NY 12165

  This fully occupied money maker is located in the heart of Spencertown. Convenient to Chatham and the Berkshires, the building features (4) one bedroom units with a large parking area in the rear. The building is meticulously maintiaind and the tenants pay utilities. Please allow 24 hours notice - accompanied showings.

  Philip Feiner Country Life Real Estate, LLC

  826 Route 203, Austerlitz, NY 12165
• 

  

  /31

  $1,551,544

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  1414 Ny-9h None, Ghent, NY 12075

  Colonial House Privately Set on 94 Acres.Welcome to farm life in the heart of Columbia County. This farmland with a barn and fencing for livestock is in close proximity to Hudson, Kinderhook and Chatham. The barn is 42' x 70'. Cows, pigs and chickens are currently raised here. Meat and eggs are sold at farm markets in the NYC region. Pastures are hayed. The Colonial

  Sharyn Richards Marks The Kinderhook Group, Inc.

  1414 Ny-9h None, Ghent, NY 12075
• 

  

  /31

  $1,551,544

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  1414 New York 9h, Ghent, NY 12075

  Colonial House Privately Set on 94 Acres.Welcome to farm life in the heart of Columbia County. This farmland with a barn and fencing for livestock is in close proximity to Hudson, Kinderhook and Chatham. The barn is 42' x 70'. Cows, pigs and chickens are currently raised here. Meat and eggs are sold at farm markets in the NYC region. Pastures are hayed. The Colonial

  Sharyn Richards Marks The Kinderhook Group, Inc.

  1414 New York 9h, Ghent, NY 12075
• 

  

  /27

  $545,000

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

  21 Moore Ave, Chatham, NY 12037

  Chatham Village two-family with substantial investment return and steady income producer available. The tastefully updated craftsman is set on a quiet village street with a large yard, two car garage, and storage/workshop area. The side by side two-level units both have 3 bedrooms, office area, sunroom, and large enclosed entryway. Recent improvements include; chimney rebuild and cap,

  Rachel Haley Houlihan Lawrence, Inc

  21 Moore Ave, Chatham, NY 12037

Showing Results 1 - 40, Page 1 of 2