Refine Search
Sort by
199 Eichybush Road, Kinderhook
$10,995,000
4 Beds ⋅ 6 Baths ⋅ 202614668 MLS
DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling hayfields with formal gardens, offering unobstructed vistas to the Catskill Mountains, dramatic sunsets and a lifestyle rooted in beauty, craftmanship and serenity. A tree lined drive leads to the stately 4,900 SF Greek Revival manor home where classic architecture meets stately elegance. Adjacent sits a heated three-car garage complete with a 1.200 SF second floor office apartment and a spacious parking court. Entering the home, you will experience some of the finest craftmanship, curated lighting and architectural detailing. The entrance foyer, with a grand staircase to the second floor, is flanked by a Mahogany paneled library and a sunlit breakfast room. Further, is the formal salon and dining room which extend onto a deep ''southern-style'' covered sitting porch with views of the far-reaching meadows and Catskill range beyond. The chef's kitchen is designed for effortless entertaining while remaining intimate enough for everyday living. Just beyond the kitchen is a service entrance with access to a private one-bedroom apartment above. Upstairs, the primary en-suite is joined by two additional en-suite bedrooms and a richly paneled home office which connects to a third-floor studio with panoramic views. The finished lower level includes a gym, a fully appointed laundry, a second pantry, a cedar lined walk-in closet and the home's mechanical systems. Every floor is serviced by an in-home elevator.

199 Eichybush Road, Kinderhook

147 Rock City Road, Chatham
$3,595,000
6 Beds ⋅ 5 Baths ⋅ 202628091 MLS
A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms, including three full suites, five bathrooms, multiple fireplaces, a fully equipped eat-in kitchen, and a gracious formal dining room--an exceptional blend of timeless architecture and modern luxury. The grounds are equally compelling, featuring a spacious in-ground pool, a tranquil pond, and direct access to miles of hiking and snowshoeing trails, including those of the Old Chatham Hunt Club. Indoors, amenities rival those of a private resort, with a full gym, game and entertainment room, home theater, and a refined library creating an environment of comfort, recreation, and retreat. A finished attic and an impressive 4,500-square-foot barn with foosball and ping pong provide additional flexible space for leisure and gathering. Fiber-optic internet and a full-house generator ensure seamless modern living, while the estate's thoughtful infrastructure and meticulous maintenance support effortless year-round ownership. Bellavista stands as a premier private estate, offering a rare combination of total privacy, exceptional amenities, and enduring quality. Just minutes from Chatham, Hudson, and Kinderhook--and a short drive to Lenox, Stockbridge, and Great Barrington--the property is surrounded by acclaimed farm-to-table dining, art galleries, organic markets, and the historic Crandell Theater. Easily accessible via the Taconic Parkway or I-87 from New York City, I-90 from Boston, Amtrak to Penn Station, and Albany International Airport, Bellavista is as convenient as it is extraordinary.

147 Rock City Road, Chatham

192 Lakeview Road, Copake
$2,299,000
3 Beds ⋅ 3 Baths ⋅ 202619801 MLS
Dual waterfront dock rights, the only house that has it on Copake Lake and Zekys Pond! Welcome to The Barn of Copake Lake, a rare and striking blend of historic charm and modern luxury set in one of the Hudson Valley's most desirable lake communities. Originally constructed in the 1800s and thoughtfully reimagined in 2012, this 3,000-square-foot barn conversion preserves its authentic character while embracing a clean, contemporary design. The result is a one-of-a-kind residence featuring soaring ceilings, oversized windows that flood the space with natural light, and a seamless open-concept layout ideal for both entertaining and everyday living. Inside, the home offers 3 spacious bedrooms and 3 full bathrooms, anchored by an expansive kitchen, living, dining, and family room. Modern finishes such as concrete countertops, a statement fireplace, and wide-plank flooring complement the barn's original architectural elements. Large sliding barn doors open to a generous deck, creating a seamless indoor-outdoor experience, perfect for relaxing or hosting. A hot tub, outdoor shower, spacious yard, and additional basement storage complete the property's versatile lifestyle offering. What truly sets this property apart is its unmatched waterfront access. It is the only home to offer frontage on Zeky's Pond and dock rights on Copake Lake, a combination that simply does not exist elsewhere in the area. Ideally located, The Barn is just a short walk to Copake Country Club, minutes from local skiing, and under 30 minutes to the Amtrak station in Hudson, offering easy access to New York City. With a proven rental history and standout design, The Barn of Copake Lake presents a compelling opportunity as a primary residence, weekend retreat, or investment property.

192 Lakeview Road, Copake

116 Ridge Road, Canaan
$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

119 Fern Hill Road, Ghent
$1,650,000
3 Beds ⋅ 3 Baths ⋅ 202612013 MLS
Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pondfront residence overlooks Maiden Lake in the highly sought-after Fern Hill community. Designed for refined living with privacy and effortless indoor-outdoor flow, the home is clad in warm natural cedar siding that blends seamlessly with the surrounding landscape. Maiden Lake is a shared pond maintained by the Fern Hill HOA with private swimming access. Set on a quiet country road just outside the Hawthorne Valley hamlet, the property is minutes to Great Barrington, close to respected private schools, and offers easy access to the Taconic Parkway and Albany International Airport. The thoughtfully designed interior features multiple private bedroom suites, lofted ceilings, and expansive light-filled living spaces. High-quality natural materials and craftsmanship are showcased throughout, including white oak flooring, cherry cabinetry, soapstone kitchen countertops, French oak stairs, and a custom single-stringer staircase with black steel detailing. Bedrooms feature maple flooring, while the loft or studio offers wide-board pine floors. The open main living area centers on a chef's kitchen with an oversized island and premium appliances by Bosch, Thermador, Fisher & Paykel, KitchenAid, and Zephyr. Bathrooms feature classic subway tile, marble countertops, and rain and hand-shower fixtures. Comfort and efficiency include Marvin triple-pane windows, automated skylights, radiant heated floors, heat pump heating and cooling, gas fireplace, whole-house generator, 400-amp service, updated systems, and ethernet throughout. A cherry-appointed laundry room and sun-filled mudroom add function and charm. The landscaped grounds include perennial gardens, bluestone walkways, raised beds, selective fencing, a charming barn with luxury sauna, wraparound Brazilian walnut deck, gazebo, additional pond-facing deck, and private dock. Nearby are Hudson cultural destinations.

119 Fern Hill Road, Ghent

20 Stony Knoll, Chatham
$1,499,000
6 Beds ⋅ 5 Baths ⋅ 202617663 MLS
Tucked away on 10 private acres in the heart of Chatham, this stunning country estate offers over 5,700+square feet of beautifully designed living space with the perfect balance of luxury, comfort, and privacy. Set far back from the road, the property welcomes you with peaceful surroundings, a scenic pond, and room to truly spread out and enjoy country living. Inside, the home features 6 spacious bedrooms and 5 bathrooms, including an ideal in-law suite or private apartment setup for extended family, guests, or potential additional living space. The heart of the home is the incredible chef's kitchen--thoughtfully designed with generous work space, high-end finishes, and the kind of layout any chef or aspiring cook would absolutely love. Step outside to enjoy the wrap around deck overlooking the built-in saltwater pool and serene grounds, creating the perfect setting for entertaining or simply relaxing into total privacy. A 3-car garage plus an additional garage beneath the residence provide plenty of room for tractor, hobbies, and storage. This one-of-a-kind Chatham retreat combines elegant country living with modern convenience, all just a short drive to the charming villages, restaurants, and culture the Hudson Valley is known for.

20 Stony Knoll, Chatham

351 Dugway Road, Austerlitz
$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

35 Whitetail Trace, Canaan
$937,000
6 Beds ⋅ 6 Baths ⋅ 202621701 MLS
Spacious 3-Story Berkshire Mountain Retreat Sleeps 16 Fully Furnished Family Home/Turnkey Airbnb Investment. Panoramic views and exceptional space for large families, group getaways, or a turnkey short-term rental investment. Move-in ready. The light-filled main living area features a dramatic wall of windows showcasing the mountain views, a soaring stone fireplace, an open-concept floor plan perfect for entertaining. The kitchen is equipped with granite countertops, custom cherry cabinetry, newer appliances, & a large dining area where everyone can gather. The first-floor primary suite offers comfort and privacy with an oversized bathroom featuring a soaking tub, walk-in shower, bidet, and walk-in closets. An additional first-floor bedroom/office includes a closet, full bath, and sleeper couch. Upstairs you'll find two generous bedrooms with a shared bath, along with an open balcony overlooking the living and dining area below. The finished lower level boasts impressive 12-foot ceilings, two additional bedrooms, two full bathrooms, a large family room, and a recreation area-ideal for guests or extended family. Step outside onto the expansive trex deck and enjoy stunning Berkshire sunsets, entertain around the outdoor fire pit, or take advantage of the large cleared backyard with plenty of room for a future tennis court or in-ground pool. This home is being sold fully furnished and includes numerous extras: Backup generator Two game rooms with handcrafted checkers table, and backgammon, for the adults. And a second room for the kids with basketball shooting and a foosball table among other games. All with a private bathroom. Garage with extra refrigerator, mini refrigerator, air comp portable power tools, radial arm saw, and more. 220-volt outlet for convenient EV. Located just minutes from Queechy Lake, with lake access, excellent restaurants, Tanglewood, Lenox, Stockbridge, Chatham, Williamstown, Hudson & TSP, I90

35 Whitetail Trace, Canaan

437 E Allen Street, Hudson
$845,000
6 Beds ⋅ 2 Baths ⋅ 202622353 MLS
Welcome to The Chancery Building, an 1885 Queen Anne Victorian rising three stories behind a corner turret with conical roof and finial, its cross-gabled roofline and projecting bays adding to the architectural presence. Just a few blocks from Warren Street on a peaceful tree-lined street in Hudson's historic district, the property is fully leased and currently home to six commercial tenants generating steady income. Originally constructed for residential living, the building has transitioned to mixed-use while retaining many of its original historic details. Three separate street-level entrances, parking for six cars, and a flexible layout make it equally suited to continued leasing, an owner-operator's business, a live/work arrangement, or a return to full residential use. It's as adaptable as it is architecturally distinct.

437 E Allen Street, Hudson

308 Shaker Ridge Drive, Canaan
$840,000
4 Beds ⋅ 3 Baths ⋅ 202610083 MLS
Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. Fully furnished, move in ready. Relax or entertain on expansive multi-level decks that overlook the water, perfect for a weekend retreat or full-time lakeview living. The open floor plan and walls of windows flood the main living area with natural light and stunning views in every season. The home offers three comfortable bedrooms and a full bath on the lower level, plus a private main bedroom en-suite on the top floor, along with an additional office or reading room ideal for work or quiet relaxation. An outdoor shower on the deck adds a special touch, allowing you to rinse off while taking in the lake scenery. A one-car garage with an attached workout or yoga room provides even more flexible space for hobbies and wellness. This custom-built 1980s home sits in a wooded compound that includes access to a tennis court and is just a short drive to premier Berkshire skiing and the rich cultural attractions of the region, including theaters, music, and museums

308 Shaker Ridge Drive, Canaan

14 Depot Lane, Chatham
$770,000
3 Beds ⋅ 2 Baths ⋅ 202627794 MLS
Tucked away on 5 acres in the heart of Old Chatham, 14 Depot Lane is a one-of-a-kind private retreat shaped by stone, water and the character of an old house that has evolved over time. Set along a wooded ridgeline, the home is surrounded by rock outcroppings, mature trees and natural landscaping, with a creek and waterfall forming a natural border of the property. It all feels wonderfully secluded yet connected to the community around it. Inside, 2,600+ sq ft is filled with warmth, texture and unique architectural details. The eat-in kitchen is a standout with wood cabinetry, tiled countertops, terracotta floors, exposed beams and a wood-burning fireplace hearth. An oversized picture window frames the rock garden, bringing the natural setting in. The dining room has its own fireplace and barrel-shaped ceiling, with doors from both the kitchen and dining room opening to a large rear deck nestled among the treetops. A spacious living room with vaulted ceiling flows into an open study, while built-ins and stucco walls add character throughout. The flexible first-floor layout includes a bedroom with direct access to a full bath and sunroom. A second room can serve as a third bedroom or den, with a wood-burning fireplace, brick floor, painted terracotta tile and door to a private patio with an outdoor fireplace. Upstairs, a bedroom and full bath create a separate retreat. Recent improvements include a high-efficiency oil furnace, central air, upgraded baths, water filtration system, Andersen picture window and rear door, and custom cedar entry. The barn has electric, cobblestone floor, newer roof and storage loft, offering space for storage, a workshop or future studio. A special full-time home or Hudson Valley escape in Columbia County, close to Chatham's shops/cafes & Crandell Theatre, Art Omi, Hudson & Amtrak, with the Berkshires nearby for Tanglewood, shopping, dining, museums, theater & skiing. Less than 2.5 hours from NYC.

14 Depot Lane, Chatham

823 Warren Street, Hudson
$739,000
5 Beds ⋅ 4 Baths ⋅ 202627562 MLS
Exceptional opportunity to own a three-unit multi-family property in the heart of Hudson's vibrant Warren Street, the city's premier destination for shopping, dining, galleries, and entertainment. This versatile property offers a rare combination of investment potential, income-producing possibilities, and prime downtown location. The property has an established history as a successful short-term rental, providing an attractive opportunity for an investor looking to continue its existing rental model. Alternatively, the three-unit configuration lends itself well to traditional long-term tenancy, offering the potential for consistent full-time rental income. If desired, the main floor also presents an exciting opportunity for conversion into a mixed-use space, ideal for a combination of residential and commercial use along one of Hudson's most desirable and walkable commercial corridors. With three distinct units and a location just steps from some of Hudson's top restaurants, galleries, boutiques, and shops, the possibilities are extensive. Whether continuing as a short-term rental, transitioning to full-time tenants, or creating a mixed-use property on Warren Street, this is a compelling opportunity to own a versatile asset in one of the Hudson Valley's most sought-after destinations.

823 Warren Street, Hudson

225 Robinson Street, Hudson
$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

417 Overlook Drive, Hillsdale
$729,900
3 Beds ⋅ 3 Baths ⋅ 202625294 MLS
Discover Your Dream Cape-Style Home: A Serene Escape on 2.1 Acres Nestled in a tranquil setting, this stunning Cape-style home offers the perfect blend of comfort and luxury, with 2.1 acres of nature at your doorstep. Imagine sipping your morning coffee on the spacious front porch while listening to the gentle rustle of leaves around you. Step inside to an inviting and dramatic living room, where vaulted ceilings and a cozy fireplace with a wood stove insert create a warm ambiance. The rich hardwood floors lead you seamlessly into an elegant dining room, also featuring vaulted ceilings and an abundance of natural light, enhanced by gorgeous cherry floors. The heart of the home is a Cook's kitchen, equipped with double wall ovens, a cooktop, a wine cooler, and a center island with a breakfast bar--perfect for family gatherings or entertaining friends. A convenient laundry room on the main level adds to the home's functional design. Retreat to the primary bedroom, complete with a walk-in closet and a freshly remodeled primary bath that boasts a luxurious soaking tub and a spacious walk-in shower, while the first floor also features a stylish half bath for guests. Upstairs discover two large bedrooms and a versatile room ideal for a storage area, home office, or playroom, along with a second full bath for added convenience. Step outside to a huge rear deck that wraps around the side of the house, offering a perfect space for entertaining against a backdrop of serene, wooded views, ensuring maximum privacy. Additional amenities include a generator, a three-car detached garage, and central air conditioning for year-round comfort. The full basement provides ample storage space and a dedicated area for a home gym, complete with a rubber floor for your workouts. Don't miss the opportunity to make this remarkable property your forever home. Schedule a viewing today and experience the tranquility and elegance it has to offer!

417 Overlook Drive, Hillsdale

2640 New York 203 Stop 1, Kinderhook
$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

100 Schnackenberg Road, Ghent
$699,000
5 Beds ⋅ 4 Baths ⋅ 202518112 MLS
Welcome to your private retreat in the Taconic Hills School District! Set on 8 serene acres, this beautifully renovated home offers the perfect balance of comfort, style, and versatility. With 5 bedrooms and 4 full baths, there's plenty of space for family, friends, or guests. The sun-drenched great room is the heart of the home, featuring vaulted ceilings and dual stone fireplaces that create a warm, inviting atmosphere. The updated kitchen is both functional and stylish, complete with new cabinetry, butcher block countertops, and a spacious walk-in pantry. The finished lower level offers 2 additional bedrooms, a full bath, a family room, and a walkout, making it an ideal setup for guests, in-laws, or even rental potential. An oversized 2-car garage provides ample storage, while the open, peaceful grounds invite you to enjoy nature and outdoor living. Perfectly located—just 20 minutes to Catamount Ski Resort, Hudson, and Lake Taghkanic, and only an hour to Hunter and Windham—this property is ideal as a primary residence, weekend escape, or a high-potential short-term rental. Don't miss the chance to make this versatile and beautifully updated property yours!

100 Schnackenberg Road, Ghent

25 Hawthorne Hill Road, New Lebanon
$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

15 Rothermel Lane Extension, Kinderhook
$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

74 Hawthorne Drive, Valatie
$659,000
5 Beds ⋅ 3 Baths ⋅ 202622277 MLS
Open House Saturday 9/10 11-1:00 pm. New Lower Price! BONNIE LEA ESTATES! Welcome to an unrivaled 3,000+ sq ft Colonial masterpiece set on 1.27 acres with jaw-dropping pastoral views in the highly desired Ichabod Crane S.D. Immaculately maintained and artfully upgraded, this 5+ Bedroom and 2.5 bathroom residence blends custom craftsmanship and a breathtaking outdoor sanctuary in one of the locals' favorite walkable neighborhoods! Step inside to pristine hardwood floors throughout, central AC, livingroom, office space and a showstopping family room featuring radiant-heated custom slate floors, a wood burning fireplace w/newer exhaust liner, storage closets & a 1st flr washer & dryer ~ a massive, expanded addition tailored for your cozy family gatherings. A perfect space for your holiday dining table seating 24+ guests! The remodeled eat-in kitchen showcases custom wood cabinetry, solid granite counters & stainless steel appliances. Upstairs a large primary bedroom & bathroom share in the spectacular views. A refinshed bonus room boasts efficient mini-splits, LVP flooring & gorgeous wood accent walls--and includes abundant eaves storage. A dry basement adds more incredible storage plus a 2nd washer & dryer & utility sink. There's more...relax with your morning coffee or evening wine with the gorgeous views in the glass-enclosed 3-season sunroom or step outside to several bluestone patios and a full-length covered front porch. The botanical paradise boasts a wildlife-proof vegetable garden (galvanized steel fence dug 12'' deep), rich perennial gardens w/hibiscus, rhododendrons, forsythia, daffodils, black-eyed Susans, flowering peach, peonies, lilacs, & irises and surrounded by black walnut, oak, spruce, apple & mulberry trees. Complete w/a 10-yr young roof, 2-car garage, oversized paved driveway, 2 newer sheds (20x12 & 4x8), and tiled bathrooms. A rare, high-end home in a top-notch community that any family would definitely love and enjoy for years to come.

74 Hawthorne Drive, Valatie

261 Yonderview Road, Copake
$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

2439 County Route 5, New Lebanon
$645,000
3 Beds ⋅ 2 Baths ⋅ 202620622 MLS
Explore the possibilities with this 22 acre property featuring a 2,000-square-foot Cape with 3 bedrooms, 2 full baths, hardwood floors, and an attached 2-car garage. A separate 28′ x 36′ heated garage provides generous space for vehicles, hobbies, or a workshop, plus a 960-square-foot, 1-bedroom apartment above with its own septic system. Live in one residence and rent the other, accommodate guests, or explore potential Airbnb use, subject to local requirements. Enjoy country living within approximately 3 hours of NYC and just 20 minutes from skiing at Jiminy Peak. Explore nearby Chatham and the Berkshires, with the Catskills offering additional options for day trips and outdoor adventures. Whether you're seeking a full-time home or a weekend escape, this property offers space, privacy, and the flexibility to live in one residence while renting the other.

2439 County Route 5, New Lebanon

2439 County Route 5, New Lebanon
$645,000
4 Beds ⋅ 3 Baths ⋅ 202620368 MLS
Explore the possibilities with this 22 acre property featuring a 2,000-square-foot Cape with 3 bedrooms, 2 full baths, hardwood floors, 4 Season Room, and an attached 2-car garage. A separate 28′ x 36′ heated garage provides generous space for vehicles, hobbies, or a workshop, plus a 960-square-foot, 1-bedroom apartment above with its own septic system. Live in one residence and rent the other, accommodate guests, or explore potential Airbnb use, subject to local requirements. Enjoy country living within approximately 3 hours of NYC and just 20 minutes from skiing at Jiminy Peak. Explore nearby Chatham and the Berkshires, with the Catskills offering additional options for day trips and outdoor adventures. Whether you're seeking a full-time home or a weekend escape, this property offers space, privacy, and the flexibility to live in one residence while renting the other.

2439 County Route 5, New Lebanon

10 Oakwood Boulevard, Hudson
$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

156 Gabriel Road Road, Hudson
$599,000
3 Beds ⋅ 3 Baths ⋅ 202626913 MLS
The sun sets over the majestic Hudson River and distant Catskill Mountains, you sit back on your deck after a fun day of boating on the Stockport Creek and Hudson River, and you watch the fireflies dance as they create a magical atmosphere and symphony of light just as the calm of night falls. This is your piece of paradise and your chance at waterfront living... everything that you'll enjoy from this truly unique property that offers 200' of frontage on the Creek, your own private dock for your pontoon boat, and even a small boathouse for your kayaks, paddleboards or canoe. The comfortable one story home offers easy and relaxed living and boasts hardwood floors that flow throughout the spaces. The living room is bright and cheerful, and the dining area is set just to the side of the kitchen, offering plenty of workspace and storage. The two guest bedrooms are serviced by the hall bath while the primary bedroom offers its own bath for convenience. The walk-out, lower level of the home offers unlimited potential for finishing into more living space, ideally a family room, and the 3/4 bath on this level is perfect for refreshing after a day on the water. They'll never be a worry about power to the home as this property offers a whole house Generator for peace of mind. Outside you'll find almost an acre of ground with views of the water below, and you'll tuck your vehicles inside the recently built 2 car detached garage. Need a workshop or artist studio? This structure could also double for any number of uses and even offers views of the water as well! The 200' of Stockport Creek frontage offers enough depth at the dock to easily accommodate your pontoon boat or personal watercraft with approximately 5-6 feet of depth in low tide. Navigate the waters of the creek with your smaller boats and then head out to the Hudson River for some real adventures on the water. Here you'll take a break from life's hectic pace, so sit back, relax, listen for the distant soulful train w Here you'll take a break from life's hectic pace, so sit back, relax, listen for the distant soulful train whistle, and enjoy the wonderful and natural surroundings of this waterfront oasis that is set privately at the very dead-end of the dirt road; truly, this property is a one-of-a kind gift and opportunity! Please, no drive-bys, this is a private road with a gated entrance; showings by appointment only.

156 Gabriel Road Road, Hudson

313 Pine Circle, Claverack
$599,000
3 Beds ⋅ 2 Baths ⋅ 202626588 MLS
Beautifully Renovated Home on 1.56 Private Acres in Claverack, NY Welcome to your new home in beautiful Columbia County! Nestled on a peaceful cul-de-sac in Claverack, this beautifully renovated property offers the perfect blend of modern updates, comfortable living, and tranquil country surroundings. Step inside and discover a newly renovated kitchen featuring custom-made Shaker-style cabinetry, granite countertops, and new stainless-steel appliances. The adjoining dinette area flows naturally into a charming three-season sunroom, the perfect place to enjoy your morning coffee, unwind with a good book, or simply take in the serenity and quiet of the private backyard. The upper level features three bedrooms and a full bathroom, while the lower level offers additional living space with a welcoming family room centered around a stone, wood-burning fireplace -- a wonderful gathering spot on chilly evenings. An updated shower and second bathroom on the lower level add convenience and functionality. Throughout the home, you'll find hardwood floors, crown molding, and ceramic tile in both bathrooms, creating a warm and thoughtfully finished interior. Outside, the property sits on 1.56 acres with plenty of privacy and room to enjoy the outdoors. A one-car heated garage provides comfortable parking and additional storage, while two outdoor sheds offer even more space for tools, equipment, hobbies, or gardening. Additional features include a 1,000-gallon septic tank and a 141-foot-deep well. The home is located within the Taconic Hills School District. If you're looking for a renovated home with privacy, character, and peaceful Columbia County surroundings, this Claverack property is one to see!

313 Pine Circle, Claverack

212 Route 9h, Claverack
$599,000
3 Beds ⋅ 3 Baths ⋅ 202625325 MLS
NEW PRICE -- The sellers of Hudson Haven have thoughtfully adjusted the price as they prepare for an out-of-state job relocation, creating an exciting opportunity to step into a turnkey retreat in the Town of Claverack. This isn't a rushed sale -- it's your moment to claim a beautifully transformed Hudson Valley home. There's a certain feeling you get the moment you arrive at Hudson Haven -- a sense that life here moves with more ease, more intention, and a deeper connection to Columbia County. Under 10 minutes to Hudson's vibrant Warren Street and the Amtrak station, and less than 20 minutes to Catamount Mountain Resort, the location offers exceptional convenience for full-time living, weekend escapes, or high-demand Airbnb potential. The lower level has been completely reimagined into a warm, inviting extension of the home. Natural light fills the entertainment room, highlighting a custom bar and open living area perfect for gatherings, movie nights, or quiet mornings with coffee. A guest bedroom, full bath, and windowed office nook create flexible spaces for hosting or remote work. A custom mudroom connecting to the attached two-car garage supports the Upstate lifestyle in every season. Spray-foam insulation, hydronic heating, upgraded electrical, new flooring, custom cabinetry, and a newly installed steel beam bring comfort and longevity. Upstairs, the home opens into a bright, airy living space with a semi-open kitchen, new appliances, a large dining area, and a living room overlooking lush landscaping. Three bedrooms with fresh paint and built-out closets round out the level. Outside, a new Trex deck overlooks the sparkling inground pool -- a summer centerpiece framed by new pavers, a refinished pool deck, and a brand-new safety cover and pump. Long afternoons floating under the sun or evenings dining alfresco make the backyard feel like a private haven.

212 Route 9h, Claverack

22 Van Winkle Road, Hudson
$599,000
4 Beds ⋅ 3 Baths ⋅ 202615994 MLS
Move right in! Enjoy the best of both worlds at 22 Van Winkle Road -- a sophisticated retreat tucked away in the serene ''Silent Zone'' of Hudson's sought-after Academy Hill community. This spacious 4-bedroom plus den, 3 full bath townhome offers stunning Hudson River and mountain views, blending peaceful suburban privacy with convenient access to the vibrant energy of nearby Warren Street's acclaimed dining, breweries, art galleries, and boutiques. Bring your own vision and personal touches to this generously sized home featuring two fireplaces, a relaxing jet bath, finished basement and two private balconies and deck overlooking the Catskill and Berkshire mountains. A scenic walking path with breathtaking views adds to the tranquil setting. Whether you are seeking a stylish primary residence, weekend escape, or investment opportunity, the low-maintenance lifestyle allows more time to enjoy the nearby Greenport Conservation area or hop on Amtrak for an easy trip to NYC. Discover modern convenience, natural beauty, and Hudson Valley charm in a community that truly offers it all.

22 Van Winkle Road, Hudson

©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

How much is your home worth?

Get instant property value now!