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$725,000
5 Beds 3 Baths 202622277 MLS
RARE CROWN JEWEL IN 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 School District. Immaculately maintained and artfully upgraded, this 5 BR, 2.5 BA residence blends custom craftsmanship with a breathtaking outdoor sanctuary in one of the locals favorite walkable cul de sac neighborhoods! Step inside to pristine hardwood floors throughout, formal living & dining rms (1st flr bdrm potential), central AC, primary en suite & built-in water purifier. The showstopping family room features two separate exterior entrys, radiant-heated custom slate floors, a wood burning fireplace w/new exhaust liner 24' & storage closets, & 1st flr washer & dryer ~ a massive, expanded addition tailored for your cozy family gatherings. The remodeled gourmet eat-in kitchen showcases custom wood cabinetry, solid granite counters w/peninsula seating, tile flooring, & SS appliances. Upstairs, a 5th BR/flex room boasts efficient mini-splits & gorgeous wood accent walls--easily divisible into 2 bdrms w/eaves storage. A full dry basement adds more incredible storage plus a 2nd W/D & utility sink. Relax with your morning coffee & gorgeous views in the insulated glass 3-season sunroom or step out to several bluestone patios or a full-length covered front porch. The botanical paradise boasts a wildlife-proof vegetable garden (galvanized steel fence sunk 12'' deep) loaded w/ Korean chives, scallions, Solomon's seal, chamnamul, ssuk, & more. Rich perennial gardens bloom w/hibiscus, rhododendrons, forsythia, daffodils, black-eyed Susans, flowering peach, peonies, lilacs, irises & trumpet vine, surrounded by black walnut, oak, spruce, crabapple, & mulberry trees. Complete w/a 10-yr young roof, freshly painted exterior, 2-car garage, oversized paved driveway, and 2 newer sheds (20x12 & 4x8). A rare, high-end turn-key home that stands out from most everything else on the market!

74 Hawthorne Drive

$825,000
4 Beds 3 Baths 202622257 MLS
Set on 4.5 rolling acres, this stunning 1870s Ghent farmhouse is the kind of find you don't stumble on twice: 19th-century character paired with light, layout, and land that's nearly impossible to come by today. A front porch with hand-carved gingerbread brackets and delicate scrollwork announces the home's Second Empire pedigree before you've even reached the door, craftsmanship that's stood the test of 150-plus years. Step inside to wide-plank pine floors flowing through sun-drenched common rooms with soaring ceilings and original moldings. A library with a wood-burning fireplace and built-in shelving makes the perfect quiet escape. The sunny country kitchen, with open shelving and generous counters, spills into a vaulted dining room, ideal for entertaining. French doors lead out to a generous brick patio, tucked beneath a white pergola and bordered by garden beds bursting with color, an idyllic spot for long dinners outdoors, with open meadow and rolling hills unfolding just beyond. Outside is where this property truly sings: mature shade trees frame the expansive lawn, while the open meadow offers uninterrupted views across Hudson Valley hills, a backdrop that transforms with every season. A detached two-car garage adds storage and workspace without touching the property's historic footprint. Ideally located to enjoy all the Hudson Valley has to offer, with Hawthorne Valley Farm and The Campus nearby and Hudson's shops, restaurants, and Amtrak access just 15 minutes away, this home puts the best of the region within easy reach. It's a rare chance to own a piece of Hudson Valley history: move-in ready, brimming with character, and set on land that feels frozen in time.

333 County Road 9

$895,000
4 Beds 4 Baths 202621824 MLS
Welcome to Dogwood House, a brand new four bedroom, three and a half bath residence in downtown Hudson, designed in the silhouette of historic Hudson with a bracketed Italianate cornice and bevel wood siding. Behind the classic facade is fully new, high-end construction with designer finishes throughout: high ceilings, custom millwork, ample storage, and energy-efficient systems. A flexible walk-out lower level with its own entrance suits a guest suite or in-law arrangement. The oversized, light-filled kitchen opens onto a large deck overlooking a private, fenced yard for easy indoor-outdoor living. This warm and stately home looks like it has stood here for a century and lives like it was finished yesterday, just a few blocks from the hustle and bustle of Warren Street. Includes off street parking.

309 State Street

$650,000
3 Beds 3 Baths 202621523 MLS
Escape to your own private retreat where lake living, outdoor adventure, and timeless country charm come together! Just steps from scenic Copake Lake, this property offers access to one of Columbia County's premier recreational destinations. Copake Country Club features an 18-hole championship golf course and year-round dining. Conveniently located between Hudson and Great Barrington, and just a short drive to Catamount Mountain Resort, the area offers four-season recreation, with the tranquility of your own beautifully landscaped 4.66 acre setting. Inside, this home is rich with warmth and timeless character. The inviting eat-in kitchen features a breakfast bar, abundant cabinetry, and a pantry, creating a functional space that will delight any home chef. Just beyond, the dining area flows seamlessly into the spacious living room where a cozy wood-burning stove, custom built-in bookcases, and decorative wood trim create a welcoming atmosphere for everyday living and entertaining. The bright, glass enclosed sunroom provides the perfect spot for morning coffee, reading, or simply relaxing, while a handily located half bath completes the main level. Upstairs, you'll find three comfortable bedrooms and two full bathrooms. Gleaming hardwood floors span throughout both levels, and an abundance of natural light fills the home, enhancing the attractive appeal. Outside, the detached two-car garage includes ample room for a workshop, lawn equipment and recreational storage. The second floor of the garage offers endless possibilities as an artist's studio, home office, fitness room, or hobby space. . Unwind beneath the covered patio and enjoy the serenity of your surroundings. Whether you're searching for a full-time residence or the perfect weekend getaway, this exceptional property offers the ideal balance of privacy, recreation, and convenience--just minutes from the Taconic State Parkway and only 2.5 hours from New York City.

3493 County Road 7

$490,000
3 Beds 2 Baths 202621060 MLS
Welcome to lake living at its finest! Perfectly situated directly across from Kinderhook Lake, this lovingly maintained home offers breathtaking lake views from the living room and the lifestyle you've been dreaming of. Enjoy deeded lake access along with your own designated dock space, giving you the opportunity to install a dock and spend your days boating, fishing, kayaking, paddleboarding, or relaxing on the water. Cherished by the same family for 47 years, this 2,181 square foot home has been meticulously cared for and updated while maintaining its warmth and character. Situated on a generous lot with a detached two-car garage, there's plenty of room for vehicles, storage, hobbies, and outdoor entertaining. Major recent improvements provide peace of mind for years to come. In 2026, the home received new baseboard heaters, bathroom vent fans and six new light fixtures. In 2025, updates included a new electrical panel, resurfaced asphalt driveway, new front and rear exterior doors, upgraded upflush toilet system and a new garage door with opener. In 2024, the roof was replaced with new sheathing. Additional updates over the years include a professionally installed sump pump system, ThermalDry floating basement flooring, a beautifully updated kitchen featuring granite countertops, stainless steel appliances, and tile flooring, replacement windows, vinyl siding, a renovated lower level with recessed lighting, updated interior doors, and numerous other improvements that make this home truly move-in ready. Whether you're looking for a year-round residence, a weekend getaway, or the perfect place to create lasting memories, this property offers a rare combination of lake views, deeded lake access, private dock rights, extensive updates and decades of pride in ownership. Homes like this don't come along often. Don't miss your opportunity to own a special piece of Kinderhook Lake and start making memories that will last for generations.

28 Lakeview Drive

$799,000
3 Beds 1 Baths 202620821 MLS
Discover the perfect blend of privacy, space, and versatility with this custom-built 2,400 sq. ft. home nestled on 5.5 scenic acres. Featuring 3 bedrooms, 1 bath, and soaring cathedral ceilings, this one-of-a-kind property offers comfortable living with exceptional indoor and outdoor amenities. Step outside to your own private retreat, complete with an inground pool, pool house, greenhouse with a newer metal roof, basketball court, and beautifully landscaped grounds. Enjoy the beauty of mature plum, apple, pear, and mimosa trees, stunning Japanese maples, and a charming grape arbor that creates a peaceful setting for relaxing or entertaining. Ideal for car enthusiasts, hobbyists, or small business owners, the property includes an attached 4-car garage plus a separate insulated building with electric that accommodates up to three additional vehicles. The upper level offers a dedicated home office and a second finished room perfect for a gym, art studio, guest space, hobby room, or private retreat. Whether you're dreaming of a hobby farm, home-based business, workshop, studio, or simply a peaceful country escape with room to grow, this exceptional property offers endless possibilities. The combination of acreage, multiple outbuildings, abundant storage, recreation, and mature landscaping makes this a rare opportunity. Conveniently located while offering the privacy and tranquility of country living, this is more than a home--it's a lifestyle. Schedule your private showing today and experience everything this remarkable property has to offer. Virtual tour https://walkthruphoto.info/Public/25-Hawthorne-Hill-Rd-6-29-26/25-Hawthorne-Hill-Rd-6-29-26.mp4 3D tour https://youriguide.com/25-Hawthorne-Hill-Rd-6-29-26/

25 Hawthorne Hill Road

$499,999
3 Beds 1 Baths 202620533 MLS
Welcome to your own private Hudson Valley retreat with breathtaking Hudson River and Catskill Mountain views. Exceptionally clean, well-maintained, and move-in ready, this home offers the perfect balance of comfort, scenery, and lifestyle. Enjoy peaceful mornings overlooking the river and relaxing evenings from the deck and hot tub surrounded by nature. Inside, the home features thoughtful updates, sun filled living spaces, and a warm, inviting layout designed for everyday living or weekend escapes. The walk-out basement is already plumbed and offers outstanding potential for additional finished living space, guest quarters, a home office, gym, recreation area, or possible in-law setup. A detached garage provides added storage, workshop possibilities, or future expansion opportunities. Perfectly positioned near the Stuyvesant Boat Launch, this property offers convenient access to kayaking, boating, fishing, and everything the Hudson Valley lifestyle has to offer. Whether you're searching for a full-time residence or a peaceful getaway, this property delivers privacy, views, and lasting value in one exceptional setting.

1169 NY-9J

$314,900
2 Beds 1 Baths 202619811 MLS
Welcome to ''The Meadow Lodge'' ... Authentic Upstate New York log home living begins here. Set among mature trees, open lawn, andbeautifully improved grounds, this meticulously maintained Canaan retreat is a perfect balance of privacy, character, and convenience. Ideally situated between Hudson and the Berkshires, you'll enjoy easy access to the restaurants, galleries, boutiques, and cultural destinations that have made this region one of the Northeast's most sought-after escapes. Spend the day exploring Hudson's vibrant Warren Street, attending performances in Lenox, strolling the charming streets of Stockbridge, or enjoying the lakes, trails, farm stands, and hidden gems that define Columbia County living. Lovingly cared for and extensively updated, the property has benefited from substantial improvements including a newer metal roof, driveway, drainage and foundation work, exterior re-staining, re-caulking of all log joints, replacement windows, refinished lower-level space, and numerous structural upgrades throughout. A detached barn-style garage with a poured concrete foundation adds tremendous versatility, while the spacious loft above offers exciting potential for an artist's studio, home office, wellness space, workshop, or future expansion. Approximately one acre of overgrowth was cleared to create a more open and inviting landscape, complemented by a handsome stone wall and thoughtfully maintained outdoor spaces. A future outdoor shower hookup is already in place, perfect after a day spent at nearby Queechy Lake. Rich in character and thoughtfully improved, this is the kind of property buyers envision when searching for a refined country retreat. A place where log home charm, natural beauty, and the best of the Hudson Valley and Berkshires come together in one exceptional offering.

13247 NY-22

$785,000
3 Beds 3 Baths 202618692 MLS
Welcome to Hastings House, a circa 1880s residence set high on the eastern hill of Worth Avenue in the heart of Hudson. This sophisticated 3-bedroom, 2.5-bath home features wide plank original hardwood floors, abundant natural light, and well-proportioned interiors that combine warmth with understated elegance. The galley kitchen opens both to the dining room and to a bright sunroom, creating an inviting flow for everyday living and entertaining. Updated Anderson windows bring light deep into the principal rooms, and mini split systems provide heating and cooling throughout. Mature trees and established plantings surround the property, offering privacy and a serene setting just steps from Hudson's vibrant center. The fully refurbished two-story carriage house adds 750 square feet of flexible living space, complete with a newly installed wood burning stove and air conditioning. Whether used as a studio, guest retreat, office, or creative workspace, it is among the property's most distinctive and versatile features, carrying its own history as a former schoolhouse. A covered front porch frames rooftop views of Hudson and the Catskill Mountains beyond, and a private fenced backyard with patio and fire pit offers a quiet outdoor retreat. Private off-street parking for two vehicles is accessed via the rear alley, with additional parking available out front. Located just steps from Warren Street, Hastings House offers the best of Hudson living, with easy access to Rivertown Lodge, Hudson Roastery, Union Street Brewing, Lil' Debs Oasis, and Cafe Mutton. Amtrak service to New York City is within easy walking distance.

16 Worth Avenue

$1,585,000
3 Beds 2 Baths 202617064 MLS
Welcome to Chicory Hill House, a unique designer home set at the end of a long private driveway on 20 beautiful acres located in Columbia County, prime Hudson Valley. The property features pastoral views, a year-round creek, and a small waterfall woven into the landscape. Following an extensive high-end renovation and infrastructure overhaul, the original 1985 contemporary has been transformed with remarkable craftsmanship and modern systems. The home features wide plank white oak floors, a floor-to-ceiling fluted marble wood-burning fireplace, stone countertops, handcrafted Zellige tile, and spa-like baths. An expansive cedar deck, hot tub, outdoor shower, solar panels, and a flexible lower level with a wood-burning stove and room for additional bedrooms complete the property. Just five minutes to Chatham, under twenty to Hudson's Warren Street, and a little over two hours to New York City.

41 Chicory Lane

$365,000
3 Beds 2 Baths 202616964 MLS
Welcome to Hawthorne Cottage, a circa 1900 updated residence on Main Street in the heart of Philmont's historic district, set on a sloping lot with a stone wall and partial woodland in one of Columbia County's most authentic small villages. The home has been fully renovated. Open shelving and curated details create inviting living spaces full of warmth and character. The kitchen includes butcher block counters, a herringbone tile backsplash, stainless steel appliances, and striking navy cabinetry accented by brushed brass hardware. New laminate floors run through every room and bathrooms have been updated. The cozy layout spans 1,392 square feet, with a half bath on the first floor and three bedrooms and a full bath above. The unfinished walk-out basement adds approximately 360 square feet of flexible additional space, and is ready to be finished to your own specifications. Ideal as a home office, guest quarters, home gym, or creative studio. A brand new heating system completes a renovation that leaves little to do but move in. Philmont is a small Columbia County village with a growing creative community and a genuine historic fabric. Hawthorne Valley School and its beloved farm store are nearby, as is the High Falls Conservation Area, where trails wind through hemlock ravines to Columbia County's highest waterfall. Local 111 and other village favorites are close at hand for dining. Hudson's Warren Street galleries, restaurants, and Amtrak station are eighteen minutes away, Chatham is fifteen minutes, and New York City is two and a half hours by car. The farm stands, hiking trails, and country roads that define life in this part of the valley are all within easy reach.

152 Main Street

$379,000
3 Beds 3 Baths 202616606 MLS
Welcome to 2961 Cottage Place, a smart entry into the Hudson market that checks the boxes first time buyers are actually looking for. Three bedrooms, two and a half bathrooms, and approximately 1,176 square feet on a 0.15 acre lot, this is the kind of home that makes the jump from renting to owning feel real. Location is the story. Minutes to Hudson and everything that has put it on the map. You are close to Amtrak for a clean shot to NYC, and right near Warren Street with its shops, restaurants, and energy. Spend weekends at the Basilica or around the Pocketsbook Factory, and understand why buyers keep coming here. Inside, the layout is flexible and practical. There is a first floor bedroom option, updated living space, and a kitchen that works without needing a full overhaul. Outside, you have room to breathe with a deck, yard, and the sounds of the Claverack Creek. This is not just a house, it is a foothold in one of the most in demand markets in the Hudson Valley. Clean, approachable, and positioned where buyers want to be.

2961 Cottage Place

$2,285,000
3 Beds 3 Baths 202616466 MLS
Situated at the top of a private lane just outside the hamlet of Spencertown, sits a 14-acre sanctuary offering breathtaking views of the surrounding landscape with the majestic Catskill peaks in the distance. Wildflower meadows and lush gardens provide three seasons of color while an ecologically designed swimming pond, frame the home, complete with stone patios and porches - all to take in the beautiful Catskills. Stepping through the front door of a wide covered front porch, you'll find an open plan kitchen, dining & living room - the heart of the home, made cozy in winter by an efficient wood stove. The first floor also includes a mud room, office, powder room, laundry room and den. However, it is the 600 sq ft ''Great Room'', with windows on 3 sides that immerse you in the ever-shifting displays of nature and the Catskill range. Upstairs you'll find 3 generous sized bedrooms and 2 full baths including a primary suite with walk-in closet room. The pond, designed by famed UK pool master Anthony Archer-Wills, provides an unparalleled natural swimming experience, set among a chorus of frogs and dragonfly's dancing across the water. A variety of colorful waterlilies and other pond plantings keep to keep the water fresh and inviting. Renovated throughout in 2024-2025, this solar powered home offers you privacy, comfort and jaw dropping sunsets. Conveniently located 10 minutes from Chatham, 30 minutes to the train in Hudson, 40 minutes to the Albany Airport and 25 minutes to Great Barrington & all the culture and fun that our neighboring Berkshires offer. Broker Owned.

53 May Lane

$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

$895,000
3 Beds 3 Baths 202615928 MLS
Welcome to 323 Warren Street, a circa 1850 three-story commercial building on one of Hudson's busiest blocks, with a proven track record as a launchpad for beloved businesses: Talbott and Arding and Bodhi Spa both got their start here before expanding elsewhere in the city. The ground floor offers a large picture window, stone floors, subway tile, wainscotting, and back room prep space, ready for a restaurant, shop, studio, gallery, or spa. The second floor functions as owner's residence or additional commercial space, and the third floor offers three bedrooms with wide plank floors and a clawfoot tub bath. A fenced yard and garage with commercial refrigeration complete the picture. Hudson Hall is two doors away. New York City is two hours by train or car.

323 Warren Street

$12,750,000
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

$1,750,000
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

$109,888
3 Beds 2 Baths 202526860 MLS
Step back in time with this historic colonial home built in 1857, a rare opportunity to own a true piece of American history predating the Civil War. Rich with character and original charm, this property offers the perfect canvas for someone who appreciates historic homes and their timeless craftsmanship With thoughtful rehabilitation, this property presents significant upside potential, with an estimated after-repair value much, much higher. Conveniently located just minutes from the rail station, it combines historic charm with modern accessibility for commuters. Inside, you'll find three bedrooms and two baths, along with beautiful wood floors and two classic fireplaces that evoke the warmth and elegance of another era. The home also features a traditional summer kitchen, a charming reminder of 19th-century living that adds both historical significance and unique character.

45 County Route 26A

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