Columbia County Homes with Garden Exterior

Welcome to Columbia County, New York—a hidden gem nestled in the heart of the Hudson Valley. Known for its picturesque landscapes, charming small towns, and rich cultural heritage, Columbia County offers a unique blend of rural tranquility and vibrant community life. With its rolling hills, lush farmland, and stunning views of the Catskill and Berkshire Mountains, it’s no wonder that this area has become a sought-after destination for homebuyers seeking a serene escape from the hustle and bustle of city living.

One of the standout features of homes in Columbia County is their enchanting garden exteriors. Picture yourself stepping into your own private oasis, where vibrant blooms and lush greenery create a serene environment for relaxation and entertainment. Many homes in this region boast beautifully landscaped yards, complete with native plants, flowering shrubs, and even vegetable gardens that allow you to embrace a sustainable lifestyle. Imagine hosting summer barbecues under the shade of mature trees or enjoying quiet evenings surrounded by the sweet scents of blooming flowers.

Columbia County is not just about beautiful homes; it’s also rich in outdoor activities and cultural experiences. From hiking the scenic trails of the nearby Taconic State Park to exploring the charming shops and galleries in Hudson and Chatham, there’s always something to discover. Whether you’re looking for a quaint cottage or a spacious family home, Columbia County offers a diverse range of properties that cater to all lifestyles. Come and experience the beauty and charm of this remarkable region—you might just find your dream home with a garden exterior waiting for you!

Newest Columbia County Homes with Garden Exterior

$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

$735,000

3 Beds ⋅ 3 Baths ⋅ 202628565 MLS

Welcome to Wilbor Farmhouse, a circa 1875 Victorian on 1.4 acres in the historic hamlet of Old Chatham. A wraparound covered porch, decorative wood brackets, and custom shutters give the house its period charm, and original wide-plank pine floors carry that history inside. Fully restored from top to bottom, it offers three bedrooms, 2.5 baths, and a large yard. A wood stove warms the sitting room, and the all-new kitchen, with energy-efficient appliances and custom solid wood cabinetry, opens to a deck for summer dinners. Once a bed and breakfast, the house is a short walk from the Old Chatham Country Store, ten minutes from Chatham's thriving arts scene, and thirty minutes from vibrant Hudson, with Amtrak service to New York City.

23 Frog Alley, Chatham

$339,800

3 Beds ⋅ 2 Baths ⋅ 202628228 MLS

1st Open House Sunday October 18 1-3PM!! East Chatham (Canaan) Starter Home with all the I wants! Sop Close to the Berkshires Ski Resorts, Takonic PKWY Lee Ma, Remodeled 3 Bedrooms 1.5 Baths w/ Open Bright Spacious Living Space, Enclosed Heated Rear Porch w/Laundry Washer & Dryer All New Appliances, Beautiful Lighting, Full Basement New Roof Windows, Electrical Box, Septic System, Bathrooms & Kitchen, Come Home Relax on this Country Style Front Porch!!! Enjoy Life!! 22 Mins to Albany & 23 mins to Lee Mass 1st Exit Off Taconic in Canaan NY Enjoy this Country Charmer for many years.

1169 NY-295, Canaan

$495,000

6 Baths ⋅ 202628204 MLS

Welcome to the Taconic Wayside Inn, a roadside tavern and boarding house dating to 1856, set on 1.2 acres in Copake Falls at the edge of Taconic State Park. The 5,512-square-foot main building holds a commercial kitchen, a tavern with a wraparound bar, 3 dining rooms, 5 guest rooms, and 3 apartments, with a large pole barn and additional outbuildings. Babe Ruth was a regular here, and for more than fifty years, under one family's care, the inn played host to weddings, reunions, and local bands. Commercial, agricultural, and residential zoning supports a restaurant, boutique inn, mixed-use investment, or private residence. The Taconic Wayside Inn stands ready to become the gathering place of Copake Falls once again, and a destination for the whole region.

108 NY-344, Copake

$445,000

3 Beds ⋅ 3 Baths ⋅ 202627553 MLS

Welcome to 88 County Route 26A, a timeless Stuyvesant retreat where classic charm meets comfortable country living. This beautifully maintained home is in mint condition and truly move in ready, offering a peaceful sense of space and privacy while remaining conveniently connected to the surrounding area. Ideally located just 10 minutes from Kinderhook Shopping Center and within easy reach of Schodack Island State Park, you can enjoy the best of both convenience and nature. Featuring new appliances and three additional bonus rooms, this home offers endless possibilities to create spaces tailored to your lifestyle. Whether you envision a home office, studio, gym, guest space, hobby room, or something entirely your own, these versatile rooms give you the freedom to make the home uniquely yours. With its timeless appeal, flexible layout, and tranquil setting, 88 County Route 26A is a rare opportunity to enjoy comfortable country living in a home that is ready for you to move in and make your own.

88 County Route 26A, Stuyvesant

$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

$409,900

3 Beds ⋅ 2 Baths ⋅ 202626028 MLS

Enjoy living on a quiet side road in Kinderhook Village. Lived in by the current owners for fifty years. There is a four season sun room across the back of the house which leads to a deck and fenced in yard. Many extras come with this house , whole house generator, four split systems for cooling and hardwood floors under the carpets. The lower floor in the house has a nice size den and a home office . The laundry room shares space with a half bath. Hop on the rail trail and explore the great outdoors.

4 Orchard Drive, Kinderhook

$1,300,000

4 Beds ⋅ 4 Baths ⋅ 202625723 MLS

Welcome to Bons Reves House, a beautifully designed escape on nearly seven acres in the Austerlitz hills. Built in 1985 and meticulously renovated and expanded in 2012 and 2025, this 4-bedroom, 3.5-bath contemporary feels like a luxury treehouse hidden among mature hardwoods. Custom millwork, natural stone and wood surfaces, bespoke plaster treatments, and a true country kitchen give the gracious, flowing layout real character. A four-season sunroom, wraparound Trex deck, and professionally landscaped grounds extend living outdoors. Just 15 minutes from Chatham, 20 to Great Barrington, MA, and 35 minutes to Hudson, this is a home built as much for weekend entertaining as it is for quiet days spent resting and recharging.

351 Dugway Road, Austerlitz

$499,000

3 Beds ⋅ 2 Baths ⋅ 202625134 MLS

Move-In Ready Colonial style home on 1.6 private acres in one of Valatie's most desirable neighborhoods! This is a must see property with plenty of space. 1889 sq. feet plus a full basement. Two car attached garage with additional overhead storage. The spacious eat in kitchen opens up to a step down family room with gas stove and sliding glass doors that open to the deck & overlook the private back yard. There is a large living & formal dining room that can be used for extra space to entertain or possible office. Outside there is plenty of room for gatherings, gardening, or just enjoy the peace and quiet while sitting on your deck. The spacious two story outbuilding with electrical gives you multiple options: Workshop, studio, home business or just an abundance of extra storage for outdoor equipment or recreational toys. You will love the location of this tree lined cul-de-sac neighborhood. Explore the vast history & activities surrounding this area. Access to the Albany-Hudson Electric Trail is right around the corner. Super convenient location for traveling to the Capital Region, NYC or Massachusetts. Pride in ownership shines through. If you need a home that is spotless, private and move-in condition, here it is....You're Welcome! Some room photos are virtually staged.

40 Knollwood Drive, Valatie

$735,000

3 Beds ⋅ 2 Baths ⋅ 202624817 MLS

Welcome to Carlin Cottage, a turn-of-the-century residence in the heart of Historic Hudson, pairing original charm with designer updates. This three-bedroom, two-bath home offers all-new systems, premium finishes, a private, fenced backyard, and off-street parking, with the option to purchase fully furnished. Custom soapstone countertops, a striking AGA range, and Moroccan Zellige tilework reflect the high-end materials throughout, all restored by renowned designer Christina Salway. Set on a quiet one-way street, Carlin Cottage puts Warren Street's galleries, restaurants, and shops just a short walk away. Grab coffee or a cocktail at The Maker, catch a show at Basilica Hudson, or take in river views from Promenade Hill Park. Carlin Cottage offers a sweet opportunity to put down roots in vibrant Hudson.

225 Robinson Street, Hudson

$699,000

3 Beds ⋅ 3 Baths ⋅ 202623239 MLS

Tucked away at the end of a long approach and surrounded by 13.24 acres of pure Hudson Valley beauty, this exceptional A-frame retreat offers the ultimate escape for those seeking peace, privacy, and a connection to nature. Whether you're searching for a full-time residence or a weekend sanctuary, this property delivers the perfect blend of rustic charm and modern comfort. The dramatic great room is the heart of the home, featuring soaring cathedral ceilings, walls of glass that frame the changing seasons, and a stunning stone fireplace with a wood stove insert that creates the perfect gathering place after a day outdoors. The chef's kitchen is thoughtfully designed with a gas cooktop, built-in double ovens, Hi-Mac solid surface countertops, and generous workspace for entertaining. The adjoining dining area is surrounded by oversized picture windows, bringing the outdoors in with breathtaking woodland views. Convenient first-floor living includes a spacious bedroom, full bath, and laundry/mudroom--ideal after hiking your own trails or tending the property. Upstairs, a loft overlooking the great room makes an inspiring home office, reading retreat, or cozy TV lounge. The private primary suite features an en suite bath and a charming Romeo & Juliet balcony where your morning coffee comes with birdsong and uninterrupted views of nature. The finished walk-out lower level expands the living space with room for guests, recreation, or movie nights, complete with a built-in bar ready for serving craft cocktails after a day of exploring the countryside. Step outside to the expansive wrap-around deck and experience the true magic of this property. Watch deer wander through the trees, listen to the breeze rustle the leaves, and enjoy complete seclusion in every season. A whole-house generator provides peace of mind year-round, while the detached metal garage offers abundant space for vehicles, tractors, outdoor equipment, and hobbies. A must see!

2640 New York 203 Stop 1, Kinderhook

$1,950,000

4 Beds ⋅ 3 Baths ⋅ 202623153 MLS

Commanding one of the highest residential elevations in the Hudson Valley, this extraordinary custom home captures breathtaking, uninterrupted views of the Catskill Mountains and Hudson Valley, with spectacular sunsets, endless skies, and exceptional stargazing. Designed for luxurious everyday living and effortless entertaining, the home features a chef's kitchen with premium Bosch, Sub-Zero, and other high-end stainless steel appliances, a gas cooktop, butler's bar, and custom cabinetry by renowned Vormer Cabinetry of Hillsdale. High-performance Pella windows frame the panoramic views, while a dramatic stone fireplace with a reclaimed wood mantel anchors the great room. A marble gas fireplace adds warmth to the den. The primary suite enjoys stunning views and includes a spa-inspired bath, laundry, and generous closet space. A spacious two-car garage offers abundant storage for outdoor gear, perfectly complementing the property's proximity to Queechy Lake, Stockbridge Bowl, and year-round recreation. Smart home features include app-controlled security cameras and HVAC. Expansive decks and patios overlook the mountains, complemented by multiple fire pit and grilling areas, a heated saltwater pool, and a charming pool house with its own outdoor kitchen patio. The walkout lower level opens to an additional stone patio and fire pit. Raised garden beds, ornamental gardens, and fenced vegetable gardens with programmable drip irrigation complete the landscape. Flexible living space provides additional guest accommodations, and a whole-house generator offers year-round peace of mind. An additional five-acre parcel is included, offering the opportunity to build a guest house, studio, or office (subject to approvals). Located on privately maintained roads, this exceptional retreat offers privacy just minutes from Chatham, Hudson, and the Berkshires, with easy access to acclaimed dining, shopping, cultural destinations including Tanglewood and Jacob's Pillow, the TSP and NYC.

116 Ridge Road, Canaan

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Columbia County Homes with Garden Exterior

Newest Columbia County Homes with Garden Exterior

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