Columbia County Homes with Other Exterior

Welcome to Columbia County, New York—a hidden gem nestled in the heart of the Hudson Valley. Known for its stunning landscapes, vibrant arts scene, and rich history, Columbia County offers an idyllic setting for those seeking a peaceful retreat or a vibrant community to call home. With its charming small towns, lush farmland, and picturesque views of the Catskill and Berkshire mountains, this county is a haven for nature lovers and outdoor enthusiasts alike.

Columbia County boasts a diverse range of homes, including unique properties with captivating exteriors that reflect the area’s rich architectural heritage. From historic farmhouses and modern retreats to quaint cottages and luxurious estates, the homes here are as varied as the landscapes they inhabit. Many properties feature beautiful outdoor spaces, perfect for entertaining or simply enjoying the serenity of the countryside. Whether you're drawn to a home with rustic charm or a contemporary design, Columbia County has something to suit every taste.

In addition to its breathtaking scenery, Columbia County is home to a thriving community. Residents enjoy access to farmers' markets, art galleries, and a plethora of outdoor activities, including hiking, fishing, and skiing in the nearby mountains. With its excellent schools, friendly neighborhoods, and an array of local events, Columbia County is not just a place to live; it’s a place to thrive.

Explore the possibilities that await you in Columbia County, where your dream home with a unique exterior is just waiting to be discovered!

Newest Columbia County Homes with Other Exterior

$399,000

3 Beds ⋅ 1 Baths ⋅ 202629099 MLS

Ask anyone who knows Hudson: land this close to Warren Street doesn't exist - except here. 5 Harry Howard Avenue sits on nearly half an acre, fully fenced and manicured, and it's still inside the city limits, a five-minute walk from downtown, and just a short walk the other way to Oakdale Lake and Park, with its swimming beach, wooded trails, and a welcome patch of nature you don't expect to find inside city limits. The house keeps up its end of the deal. The kitchen's been renovated, the bathroom, renovated as well - has a walk-in shower, and the finished lower level gives you flex space for an office, a gym, or a guest room. Outside, a covered gazebo and new private hot tub are waiting for you. The practical upgrades are already done: new roofs on the house and detached 2-car garage, new fencing, new concrete walkways, and 200-amp electrical with EV charging in place. The garage itself is oversized enough for a workshop, studio, or serious storage - far more than a place to park (buyer to verify use and any required approvals). Three bedrooms. One bath. A generous amount of land in exactly the right spot, with history, galleries, antiques, restaurants on one side and the lake on the other... combine that all with the privacy and respite of your own backyard - the combination is a rare Hudson Valley trifecta.

5 Harry Howard Avenue, Hudson

$695,000

3 Beds ⋅ 1 Baths ⋅ 202628649 MLS

Seven vehicle spaces, over five acres, and your own private retreat: Car enthusiasts, hobbyists, and anyone craving room to spread out, this unique property deserves a closer look! Set on approximately 5.3 picturesque acres, this one-of-a-kind property offers a rare combination of garage space, flexible living areas, and outdoor amenities that make everyday living feel like a getaway! The standout feature? Exceptional vehicle capacity, including an attached garage and a substantial detached, insulated garage with electricity, ideal for those who need space for vehicles, equipment, projects, or hobbies! And there's so much more... Enjoy summer days by the inground pool, entertain poolside, or simply unwind surrounded by beautiful, mature landscaping. The grounds feature a greenhouse, fruit trees, grape arbor, pool house, and basketball court, offering plenty of room to enjoy the outdoors. Inside, cathedral ceilings and flexible living spaces offer room to work, create, relax, and make the property your own. Whether you're searching for a country escape, a property that accommodates your automotive passions, or a place where you can spread out and enjoy a little more freedom, the possibilities here are worth exploring! If you've been searching for garage space that's hard to find, room for your hobbies, and a property that offers more than the ordinary, this could be the one- Come see the possibilities for yourself!

25 Hawthorne Hill Road, New Lebanon

$519,000

3 Beds ⋅ 1 Baths ⋅ 202628567 MLS

Modest and unassuming from the front but bright and expansive in the rear, this old mill home dating back to 1878 offers a surprising amount of space across 1800 square feet. Like many old mill homes in the area, this one has been expanded several times over the past 150 years and is now a bright, light filled home with 3 bedrooms, 1 bath, hardwood floors, open kitchen, 1st floor den/office, and 2nd floor flex room. Although there is currently only 1 large bathroom, there is space to add a 2nd bath on the 2nd floor. This home has been meticulously cared for by the same family since 1974 and is ready for its next chapter. You'll enter thru the 3 season porch off the driveway and come into a large tiled foyer/mudroom before stepping down into the open kitchen, dining and living area. An entire corner of windows and skylights fill this space with light. Step out onto the large party deck right off the kitchen and dining room and enjoy the expanded living space in the summer months for dinner parties, BBQs, and stargazing at night. The back yard is private, spacious, mostly level, and gets lots of sun. Plenty of space for a garden and/or a pool. Across the yard, you'll see the large 2 bay garage and 2 story converted barn sitting at the rear of the 1 acre property. This building is insulated, has propane heat and power and was previously used as a workshop but could easily be finished for an office or art studio or even additional living space. An antique outhouse sits behind it. The rear of the property abuts the rail line, but don't let that deter you. There are no crossing nearby, so horns are rare and the trains have to move pretty slowly as they approach the bridge over Pond Hill Rd. Only 1.5 miles to Main Street Chatham with its charming shops, restaurants, Crandell Theatre, the future Shaker Museum and only a 3 minute drive to The Chatham Berry Farm and Greenhouse Cidery in the other direction. 27 minutes to Hudson Amtrak station and 30 minutes to Albany.

42 White Mills Road, Chatham

$257,000

6 Beds ⋅ 2 Baths ⋅ 202628378 MLS

Don't miss this bright and versatile two-family home! Filled with natural light and full of character, this well-maintained property offers endless possibilities. Each apartment features three bedrooms, a full bath, kitchen, living room, and dining room, along with a charming three-season room highlighted by a wall of glass that welcomes abundant sunlight. Original woodwork throughout adds warmth and timeless appeal, while two electric meters and two boilers provide convenience and flexibility. Both units are move-in ready and awaiting your personal touches and updates. Whether you're looking for an owner-occupied investment, a multi-generational living arrangement, or the opportunity to convert the property into a spacious single-family home, this property delivers. Ideally situated on a quiet country road just minutes from town, you'll enjoy easy access to the Berkshires, Chatham, Hudson, the Taconic State Parkway, and I-87. Albany is less than 30 minutes away, making this an excellent location for both convenience and country living.

32 Lovers Lane, New Lebanon

$259,500

3 Beds ⋅ 2 Baths ⋅ 202627397 MLS

Opportunity awaits as this super cozy year-round unique 3bedroom 1.5 bath traditional retreat with an awesome huge deck which overlooks the High Falls State Conservation Area and Ogowamuck creak hits the market! This home features a large cozy family with hardwood floors, large eat in kitchen, huge 3 season sun porch, living room with custom bar, laundry room, den! Centrally located to everything including the Conservation area features hiking trails, trout fishing and Waterfall! A must see!

57 Main Street, Philmont

$649,000

3 Beds ⋅ 2 Baths ⋅ 202626533 MLS

Nestled on 3.36 serene acres near the New York-Massachusetts line, this completely renovated ranch-style home is a stunning blend of modern elegance and rural charm. Spanning 1,600 square feet, the open floor plan invites you into a sleek kitchen that boasts contemporary cabinetry, a spacious center island, stainless steel appliances, and luxurious quartz countertops, making it a dream for any home chef. The bright and cheerful living room, adorned with an electric fireplace, offers a cozy atmosphere perfect for relaxation. This home features three well-appointed bedrooms, including a primary suite that boasts an ensuite three-quarter bath, ensuring both comfort and privacy. The full hall bath, alongside modern fixtures and cabinetry, showcases beautiful ceramic tile flooring, adding to the home's sophisticated appeal. A sunken family room/dining area provides an inviting space for gatherings, while luxury, easy-care flooring flows throughout the entire house. The full basement and attached two-car garage enhance practicality, while rolling countryside views create a picturesque backdrop. A charming babbling stream meanders through the back of the property, offering a tranquil escape. Additionally, the property includes a versatile barn, perfect for use as a workshop or extra garage, complete with a loft above for added storage or creative space. One of the standout features of this property is the preliminary approval obtained by the current owner for an additional dwelling unit, which can be placed privately and separate from the main house. This unique opportunity adds immense value and flexibility, making this ranch not just a home, but a lifestyle. Think guest house, Airbnb rental space, (with town approvals), or a home for extended family; preliminary information and plans available to interested parties. Don't miss your chance to embrace country living with modern amenities in this exquisite property!

261 Yonderview Road, Copake

$285,000

1 Beds ⋅ 202626069 MLS

A truly unique Upstate NY opportunity! Offered together, 27.14 total acres combine a 1,040 sq ft cabin (26x40, seller-confirmed) on 1.74 acres with an additional 25.40-acre parcel (153.-1.46), conveyed as one incredible package -- Set up game cameras, hang your tree stands, and gather your buddies for group hunting outings on land built for whitetail, turkey, and true four-season recreation. Well laid-out, easy-to-follow trails wind through the property to clearings, creeks, and beyond, with ATV and snowmobile access right out your back door. The cozy cabin offers an open-concept kitchen and living room plus a private sleeping quarters, full electric, and comes fully furnished -- including AC units and wood stove -- so it's ready to enjoy from day one. Several outbuildings provide ample storage for ATVs, snowmobiles, and all your gear. A portable toilet on-site keeps things simple; no other infrastructure needed. Just a short drive from Albany, Connecticut and within easy reach of New York City and New Jersey, this is a true wilderness destination for anyone craving an escape from the city without the long haul. Prefer to build instead? This sprawling acreage is also a fantastic new construction opportunity -- bring your builder and create the Upstate NY retreat or homestead you've always dreamed of. Properties combining this much acreage, bordering state land, with an existing cabin and power already in place don't come around often!

1711 County Route 27, Taghkanic

$549,000

2 Beds ⋅ 2 Baths ⋅ 202624945 MLS

Blacksmith House, once called The Town Ax, is a Ghent farmhouse rebuilt and renovated so its history comes with modern ease. Roughhewn beams from the original structure run through every room. A wood stove sits in the original stone hearth and anchors the living room. The eat-in kitchen mixes knotty pine, granite, and stainless steel. The main-floor bath keeps a clawfoot tub. Upstairs are two bedrooms and a bath, with a washer and dryer in the second-floor hallway closet. The primary suite has its own private balcony. A skylit third floor works as guest space, a studio, or an office. The property sits on two parcels totaling 2.06 acres of private, wooded land. From a full-width front porch, you look over a grand stone staircase, wildflower plantings, and a four-person barrel sauna. The home is currently operated as a short-term rental. Buyers should verify the Columbia County STR registration, occupancy tax obligations, and zoning before relying on this use. Art OMI and Ten Barn Farm are minutes away. New York City is two and a half hours by car, or take Amtrak to Hudson, a short drive from the door.

5 Link Road, Ghent

$675,000

2 Beds ⋅ 2 Baths ⋅ 202623466 MLS

Welcome to this absolutely adorable, fully renovated charmer nestled in the heart of Kinderhook! From the moment you arrive, you'll fall in love with the beautifully landscaped grounds and privacy this property has to offer, when just steps away from the village! This move-in-ready home has been thoughtfully updated from top to bottom. All new windows, hardwood floors, recess lighting, trim/paint, quartz countertops, doors, brand new central air unit, new siding & more! LOW taxes! Conveniently located just moments from Kinderhook's shops, restaurants, parks, and everything this picturesque village has to offer, this is a rare opportunity you won't want to miss. 5 minutes to Valatie, 15 minutes to Hudson & 25 minutes to Albany!

15 Rothermel Lane Extension, Kinderhook

$529,988

2 Beds ⋅ 2 Baths ⋅ 202622433 MLS

NOW PRICED TO SELL! REBUILT IN 2026. TWO BEDROOM SUITES. WALK TO HUDSON. Your full-time home, Hudson Valley weekend escape, or potential vacation rental—with the work already done! Located in Greenport with a Hudson mailing address, minutes from Warren Street's shops, restaurants, galleries, and Amtrak. • TWO BEDROOM SUITES—First-floor suite with a walk-in closet and private bath with walk-in shower. Upstairs suite features white shiplap walls and ceilings, custom closet shelving, and a stylish full bath. • BEAUTIFUL KITCHEN & OPEN LIVING—White shaker cabinetry, granite countertops, stainless steel appliances, red oak hardwood floors, recessed lighting, and inviting spaces to gather. • EXTENSIVE 2026 UPDATES—New roof, Pella windows and doors, plumbing, electrical, flooring, fixtures, and appliances. Energy-efficient heat pumps provide heating and air conditioning. • ROOM TO EXPAND—Unfinished basement offers potential for additional finished space, subject to permits and approvals. • INVITING OUTDOOR SPACE—Rear deck with modern pergola overlooks the landscaped backyard. Add a fire pit and barbecue for outdoor entertaining. Newly planted trees will provide greater screening and privacy as they mature. • QUALITY FINISHES—Custom trim, Hardie® shingle siding, welcoming front porch, and newly paved driveway. • VACATION RENTAL POTENTIAL—Two private suites, updated systems, and proximity to Hudson offer appeal for a potential Airbnb or weekend rental. Buyers must verify Town of Greenport short-term rental regulations, permits, and property eligibility. Rental approval and income are not guaranteed. Move right in and start enjoying the Hudson Valley!

3 Milo Street, Greenport

$629,999

4 Beds ⋅ 2 Baths ⋅ 202621074 MLS

Welcome to this beautifully maintained 1910 American Foursquare, one of Hudson's historic Boulevard homes. Lovingly cared for by the same owner for more than 30 years, this legal two-family residence is currently enjoyed as a spacious single-family home w/ an in-law apt. on the second floor - features that make it an outstanding owner-occupied multigenerational residence or income-producing property.Offering approximately 1,912 square feet of living space on the first and second floors, and appx. 400 sq ft. on 3rd floor. This classic home showcases beautifully refinished original hardwood floors, high ceilings, rich original woodwork, and timeless architectural character throughout. The main level features spacious living and gathering rooms, two generous bedrooms, a remodeled handicap-accessible full bathroom, and an updated kitchen complete with new appliances, a center island, abundant cabinetry, new luxury vinyl flooring, and direct access to the laundry room which includes pantry storage, new washer and dryer, and a rear entrance.The second floor offers two additional bedrooms, an updated full bathroom, a large kitchen, and a cozy den with a private entrance, providing exceptional flexibility for owner occupancy, extended family, or rental use. The partially finished third floor features separate electrical service, beautiful original wide-plank wood floors, full insulation, and an egress window, offering excellent potential for additional living space, a home office, studio, or guest suite.Recent improvements include a new roof , Buderus Boiler, updated windows, plumbing, recent interior painting and masonry and much more.

10 Oakwood Boulevard, Hudson

$529,000

2 Beds ⋅ 1 Baths ⋅ 202620692 MLS

MLS Public Remarks: ''Our Little Oasis'' is how the owners describe this thoughtfully updated 1960s ranch in the heart of Hudson. Set back from Worth Avenue, the home offers a private backyard with subtle outdoor lighting, Catskill Mountain sunsets, and plenty of space for gardening and entertaining. Relax at the end of the day with a glass of wine in the hot tub and enjoy the peaceful surroundings. The interior features two bedrooms, a beautifully remodeled kitchen with granite countertops and new appliances, a renovated full bathroom with radiant heated flooring, refinished original hardwood floors, and a cozy wood-burning fireplace. The finished lower level offers flexible space for a home office, game room, guests, hobbies, or a potential third bedroom. EXTENSIVE RECENT IMPROVEMENTS INCLUDE: New roof; newly paved driveway; new stone retaining wall with staircase; new concrete front sidewalk and steps; new rear concrete patio; repointed chimney; new garage door; remodeled kitchen; renovated bathroom with radiant heated flooring; refinished hardwood floors; and a security system. Additional amenities include a three-season porch, hot tub, attached garage currently used as a workshop and storage area, natural gas, and public water and sewer. Located near the top of Warren Street, the home is within walking distance of Hudson's restaurants, galleries, shops, farmers markets, and cultural attractions. Approximately five minutes by car to the Hudson Amtrak station.

84 Worth Avenue, Hudson

Start Your Search

©2019 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. Data last updated

Columbia County Homes with Other Exterior

Newest Columbia County Homes with Other Exterior

How much is your home worth?

How much is your home worth?