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$85,000
202621732 MLS
If you're seeking privacy in the woods with stunning seasonal views, this property offers incredible potential. The proposed building site, sits halfway up the land and has already begun to be cleared, giving you a head start on creating your dream retreat. The beginnings of a roadway are in place, though a full driveway will need to be completed to access the site. With additional clearing, you can unlock breathtaking west-facing views--perfect for sunsets and long-range scenery. From this elevated vantage point, you'll enjoy complete seclusion, with no visible neighboring homes for miles. Ideally located just a short drive from the Berkshires, Albany, Chatham, and Hudson, this property combines peaceful rural living with convenient access to culture, dining, and outdoor recreation. An annual HOA fee of 850 covers road maintenance, snow plowing, and general upkeep. Bring your vision and transform this private woodland setting into something truly special.

189 Covenant Circle

$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

$549,000
2 Beds 1 Baths 202620692 MLS
Live right in the center of Hudson's vibrant arts scene, acclaimed restaurants, boutique shopping, historic architecture, farmers markets, and year-round cultural events become part of your everyday life. Perfectly situated at the top of Warren Street, this historic 1960's updated ranch places you within walking distance of everything that has made Hudson one of the most sought-after destinations, including a convenient 15-minute walk to Amtrak for easy access to New York City.This charming two-bedroom, one-bath home has been thoughtfully renovated while maintaining its classic character. Enjoy seasonal Catskill Mountain views from the inviting front porch, relax on the screened three-season porch, or unwind in the included hot tub overlooking the spacious backyard. Whether you're enjoying your morning coffee on the porch or entertaining family and friends outdoors, this home offers the perfect balance of vibrant city living and comfortable indoor-outdoor enjoyment.Inside, you'll find a beautifully remodeled kitchen, refinished original hardwood floors, a renovated full bath with radiant heated floors, and a cozy wood-burning fireplace. The finished lower level provides exceptional flexibility with a home office, game room, and additional space ideal for guests, hobbies, or a potential third bedroom.Extensive recent improvements include a new roof, newly paved driveway, attractive stone retaining wall with staircase, new concrete front sidewalk and steps, new rear concrete patio, repointed chimney, new garage door, and a security system. The attached garage is currently used as a workshop with storage for bicycles, e-bikes, and outdoor equipment.Complete with natural gas, public water and sewer, and an unbeatable walkable location, this turnkey home is ideal as a full-time residence, weekend retreat, or future investment in one of the Hudson Valley's most desirable communities.Only a few hrs to NYC

84 Worth Avenue

$694,000
3 Beds 2 Baths 202620622 MLS
Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

2439 County Route 5

$694,000
4 Beds 3 Baths 202620368 MLS
Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

2439 County Route 5

$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

$275,000
202613680 MLS
31.5± Acres on Old Gale Hill Road, New Lebanon, NY Discover the perfect blend of peace, privacy, and possibility on this 31.5± acre wooded parcel in the heart of Columbia County. Tucked away on a quiet country road, this exceptional property offers a serene setting ideal for building your dream home, enjoying weekend getaways, or exploring recreational and hunting opportunities. A portion of the land may offer distant views of surrounding mountains and open fields, adding to the property's charm and potential. Located just minutes from the Hand Hollow Conservation Area outdoor enthusiasts will find endless options to connect with nature. All of this, yet conveniently located near the cultural and recreational amenities of the Berkshires,

L30.4 Gale Hill Road

$440,000
8 Beds 4 Baths 202612282 MLS
142 Main Street, Philmont, NY 12565 Fully Rented 4-Unit Investment Opportunity Turn-key multi-family property in the heart of Philmont featuring four fully rented units with strong rental income and diverse layouts. Ideal for investors seeking immediate cash flow in a centrally located village setting. This building offers: Unit 1 (1st Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 2 (2nd Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 3 (Townhouse Style): Spanning first & second floors with private basement space and in-unit washer/dryer Approx. 900 sq ft. Unit 4 (2nd Floor Rear): 1 Bedroom, 1 Bath Approx. 500 sq ft. All units are currently leased, offering immediate income from day one. The mix of two-bedroom layouts and an efficient one-bedroom unit provides strong tenant appeal. Unit 3's multi-level design and private basement area add flexibility and value. Conveniently located near local shops, dining, and village amenities with easy access to major routes including the TSP. 15 minutes to Amtrak. A solid addition to any investment portfolio with established rental history and upside potential.

142 Main Street

$599,000
202611347 MLS
Rare opportunity to acquire 144+ acres of exceptional countryside spanning the Columbia-Rensselaer County border within the Townships of Stuyvesant and Schodack Landing. Offered as a combined purchase of the Ridge Road (93+ acres) and River Road (50+ acres) listings, this expansive property features extensive road frontage, mountain views, open farmland, wooded privacy, and a scenic meandering stream—creating a truly versatile land offering. The Ridge Road parcels include approximately 93+ acres across four parcels, with about 62 acres of actively cultivated hay fields benefiting from an agricultural tax exemption, along with wooded areas and a stream ideal for recreation and wildlife. The River Road parcels comprise approximately 50+ acres across two parcels, highlighted by a 2.2-acre building lot with 816 feet of road frontage and access to municipal sewer, plus an 80-foot private right-of-way over the rail tracks leading to the remaining acreage. Approximately 20 acres are currently farmed for hay, with a mix of open and wooded land beyond. Whether envisioned as a private estate, multi-home development, working farm, equestrian or livestock property, recreational or hunting retreat, or long-term investment, this combined offering provides rare scale, flexibility, and infrastructure in a peaceful rural setting. Ideally located just 15 minutes to downtown Albany, 40 minutes to Hudson, and approximately 2.5 hours from NYC, this is a unique opportunity to secure a large contiguous acreage with both privacy and accessibility.

L29A Ridge Road

$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

$325,000
3 Beds 1 Baths 202530043 MLS
Set on nearly 7 picturesque acres, this spacious ranch offers the perfect blend of country living and endless potential. With an oversized kitchen and expansive living room, there's plenty of space for entertaining family and friends. Much of the home's original hardwood flooring remains, adding warmth and character throughout. The home features three bedrooms and one full bathroom, providing comfortable one-level living. A spacious finished attic offers flexible space for a home office, fitness room, playroom, or even a fourth bedroom. The full walk-out basement and oversized garage with a dedicated work area provide abundant storage and workspace. Outside, you'll find a large barn that's ideal for storage, livestock, or hobby farming. The property also boasts a beautiful pond that's perfect for fishing in the warmer months and skating in the winter. A newer chicken coop makes it easy to enjoy fresh eggs right from your own backyard. This property is ready for your personal touches to make it truly your own and is an excellent opportunity to create the gentleman's farm you've always envisioned. Conveniently located with easy access to the Berkshires, Hudson, Albany, the Taconic State Parkway, and I-87, you'll enjoy peaceful country living without sacrificing convenience.

4649 County Route 9

$179,000
202513766 MLS
WHAT A FIND - OK GO! Build your Hudson Valley dream home in Kinderhook on this private 8 acre wooded parcel with a pond view (some deer too!). Location just off 9H; less than 10 minutes from the Historic Village area of Kinderhook (historic properties, restaurants, theatres, art galleries, orchards, farms, etc.), 10 minutes to Columbia County Airport, 20 minutes to Hudson/Amtrak to NYC, 30 minutes to Albany/Airport; Ichabod Crane School District. Many large mature oak, pockets of pine, also hemlock trees (some oak may hold value for selling/lumbering). USDA mortgage eligible location, zoned 02 for single family, most of pond is off property. Please do not trespass, scheduled appts only. Walk the property showing where you are in real time using a free app/parcel file provided. Flagging/Maps are approximate. SE corner monument that is a stone pile with Rebar was flagged along with a stake . A stake w/flagging was placed at the approximate SW and NW corners. Old low stone wall remnants were found along the south and east property boundaries. The west boundary shares the ROW with Fischer Road. LA has flagged along Fischer Rd to show approx. west side boundaries. See documents for details. Best place to park is beyond 505 Fischer Rd on right off Rd. Easiest to walk in near the FOR SALE sign. PROPERTY ON LEFT between 562 and 505 Fischer Rd Homes. Electric at road. Property has been in family for years. No perc or well tests have been done. Homes in the area have well and septic systems. Highest point of property is at the tip of the triangle. The mid-lower end of the triangle affords many opportunities for home placement and driveway options. DON'T MISS WEBSITE!

L25 Fischer Road

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