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$1,125,000
1050593 MLS
Privacy and stunning views from this very productive parcel of farmland, ideally situated in the Town of Ancram. The land is very attractive, featuring a fine mixture of fields and some woodlands. Several beautiful house sites offering panoramic views of the hillsides and pristine farmland. Enjoy stunning views of the Catskill Mountains. Approximately 94 miles north of NYC, or 50 miles south of Albany, in the southeastern portion of Columbia County, this area is remarkable and picturesque and known for rolling hills and lush forests. A great opportunity to own 94+ acres in the scenic Hudson Valley!

ROUTE 82, Ancramdale
$539,000
1043805 MLS
60-plus sun-filled acres of land in the heart of Columbia County, Elizaville is a quiet, rural hamlet split between the towns of Clermont and Gallatin. It is known for its peaceful country charm, scenic rolling hills, proximity to Lake Taghkanic State Park, and local agrarian roots, including orchards, craft beverage spots, art galleries, farm markets, and endless outdoor adventure opportunities. The terrain is wooded with old and new growth combined; it consists of three parcels: 42, 17, and 3.5 acres, and has potential for multiple homesites, excellent hunting, possibilities of clearing for pasture or panoramic high views to the east, and borders other large parcels. There is a vintage barn and the shell of a hunting cabin and stone walls throughout. This is a prime location, central to Rhinebeck, Millbrook, and Hudson, with a convenient commute to NYC via the Taconic State Parkway or aboard Amtrak in Rhinecliff, 14 miles away.

150 Weaver Road, Elizaville
$125,000
1045982 MLS
Hudson Valley living awaits! Tucked in at the end of lovely Cedar Drive lies the private and picturesque; over 4 acre parcel waiting for you to make it your dream home. On a private road, only 5 minutes from the Taconic State Parkway for easy travel.10 minutes to Red Hook village for farm to table dining and boutique shopping, you are going to love living here! 2 minutes to Twin Lakes for summer fun, or make your own summer compound on this sprawling piece of heaven. Quiet and serene, this is the piece that you will want to explore! Survey available.

Cedar Drive, Elizaville
$125,000
1043549 MLS
Discover the opportunity to create your own Hudson Valley retreat on this 4-acre parcel in the Town of Milan. Located along an established residential stretch of Fitzsimmons Road, this property offers a peaceful country setting with convenient access to Red Hook, Rhinebeck, Route 199 and the Taconic State Parkway. The parcel is located in Milan’s A3A Agricultural District, where residential and agricultural uses are permitted subject to applicable Town and County approvals. With approximately 4 acres, the property exceeds the district’s basic 3-acre minimum lot-size requirement and may offer potential for a future homesite. Enjoy the privacy and natural surroundings of rural Dutchess County while remaining within easy reach of shopping, dining, recreation and the charming Hudson Valley communities of Red Hook and Rhinebeck. Buyer and buyer’s agent to independently verify zoning, road frontage, survey, septic/BOHA requirements, driveway approval, wetlands, utilities and all intended uses with the appropriate municipal agencies.

Fitzsimmons Road, Red Hook
$675,000
1042877 MLS
A newly subdivided 20 + acre wooded lot 10 minutes from Red Hook Village 15 to Rhinebeck village and 5 miles from Taconic Parkway . Privacy plus driveway in house location staked BOHA in progress and will deliver at closing. NEWLY SUBDIVIDED SO TAX NUMBER AND TAXES ARE NOT AVILABLE YET .This is a world class lot offering privacy , a wonderful forest and a prime location 5 minutes from Taconic , 10 minutes from Red Hook and 15 minutes to Rhinebeck and Amtrac service at Rhinecliff . NONE NICER BOHA is for a 4 bedroom home with NO fill . A woderful forest on the property with a mix of hardwood and evergreens ,No nicer land available

775 Academy Hill Road, Red Hook
$650,000
1034674 MLS
Discover the potential of this well-equipped 11.3-acre horse farm, offering an ideal setup for equestrian enthusiasts, trainers, or those looking to create their own private country retreat. The property features a spacious 10-stall barn complete with running water, a convenient half bath, septic system, 200-amp electric service, and ample space to support a variety of agricultural or equestrian uses. With open acreage and room to expand, this property provides endless opportunities for boarding, training, recreation, or simply enjoying the rural lifestyle. Whether you're starting a new venture or bringing your horses home, this versatile property is ready for your vision. All details to be verified by buyer's agent.

151 Homan Road, Stanfordville
$119,000
1026274 MLS
Rare Land offering 1.3 Acre(s) parcel located off Rt-199 in desirable Red Hook. Lot No. 885401 offers a peaceful, wooded setting with strong potential for a future homesite. Property is accessed via an established easement, providing convenient entry from Rt-199. Close to Red Hook Village, Rhinebeck, farms, markets, and major routes. Buyers should verify all building possibilities with the town. A great opportunity to secure land in the Hudson Valley.

Lot: 885401 Route 199 Rear, Red Hook
$140,000
1010757 MLS
Ready to build your Hudson Valley dream home? Save numerous months of engineering expense and time with this fully Board of Health Approved 3.45-acre parcel, pre-tested and permitted for a 4-bedroom residence! (Please note: the image of the home in the listing pictures is a POSSIBLE concept created by AI using the land photos.) A rough-cut driveway leads up to a secluded, elevated building site nestled at the top of the hill, offering exceptional privacy, natural breezes, and seasonal Stissing Mountain views. The heavy lifting with county health board approval is already done—making this an ideal canvas for a custom build, country getaway, or spec construction. Located just a short distance from Twin Lakes and the Thompson Pond Preserve, your days can be filled with hiking, kayaking, and taking in the iconic Hudson Valley vistas. Enjoy the local community charm of Pine Plains while staying just a short drive from the cultural hubs of Red Hook and Rhinebeck. From winter skiing to summer river excursions, this property delivers the quintessential upscale country lifestyle. Easy to show—just log and go through showing service.

66 Ryan Road, Pine Plains
$3,495,000
1014454 MLS
Rarely does a property of this caliber become available. Spanning approximately 234 acres across two contiguous parcels (162 acres and 71.5 acres), this exceptional offering features productive hay and corn fields, rolling farmland, mature woodlands, and breathtaking long-range views of the Taconic Mountains and Catskills. Multiple elevated building sites provide the opportunity to create a private estate, compound, or working farm with spectacular panoramic views. Lovingly stewarded by the same family for generations, the land has been actively farmed and maintained, offering fertile soils and endless possibilities for agriculture, equestrian pursuits, recreation, or development. Private, scenic, and remarkably versatile, this is a rare opportunity to own a significant piece of Hudson Valley countryside.

317 Skunks Misery Road, Millerton
$219,000
1009852 MLS
High on the hillside, this untouched 12.78 acre haven presents peace, privacy, and room to dream. The future home site is tucked within mature forest, creating a quiet refuge with the possibility of beautiful seasonal vistas throughout the year. Minutes from downtown Pine Plains and close to the Taconic State Parkway, it strikes the perfect balance between retreat and convenience. A deeded right of way over an existing driveway ensures easy access to this secluded private land parcel.

Mount Ross Road, Pine Plains
$170,000
1006768 MLS
Build Your Waterfront Forever Home: 5.10 Picturesque Acres along the Jan Kill River. Close your eyes and listen to the gentle, rhythmic sound of rushing water. Imagine stepping out onto your future back deck with a warm cup of coffee, watching the morning mist rise over the river as the sun filters through the trees. This isn't just a piece of land—it is the canvas for your dreams and the sanctuary where you can finally build your waterfront forever home. A Rare 5.10-Acre Connected Estate - Tucked away in the beautiful, serene town of Milan, NY, this exceptional offering combines two connected parcels to give you the ultimate layout of privacy, space, and flexibility. The Residential Foundation: A 1.30-acre residential lot (in Gallatin) serves as your perfect building cornerstone. The Natural Oasis: An adjoining 3.8-acre lot (in Milan) seamlessly expands your estate, culminating in direct, private frontage right along the banks of the Jan Kill river. Together, these parcels create a generous 5.10-acre riverfront retreat where you can hike your own woods, listen to the water flow, and let the stresses of the world completely melt away. Secluded Peace Meets Modern Convenience - While this property feels like a private forest world entirely your own, it balances deep natural peace with effortless accessibility to the very best of the Hudson Valley. Effortless Commute: Located just 3 minutes from the Taconic State Parkway, making travel a breeze. Minutes to Culture & Dining: A brief 10-minute drive brings you directly into the historic, vibrant centers of Red Hook and Rhinebeck. Spend your afternoons and evenings exploring renowned farmers markets, enjoying fine dining, and taking in local entertainment. Opportunities to own a multi-acre riverfront parcel this close to the Hudson Valley's most coveted towns are incredibly rare. Bring your architect, bring your vision, and break ground on a lifetime of beautiful memories!

Jackson Corners Road, Red Hook
$975,000
1006565 MLS
The Ultimate Hudson Valley Lakefront Package: Waterfront Mainland Barn, Private Island Glamping Airbnb, Ease Side Lake Access Land & Endless Views! Welcome to a truly unprecedented real estate opportunity on the pristine waters of Twin Island Lake in beautiful Pine Plains, NY. This isn’t just a land listing; it is an extraordinary three-parcel package deal that blends rustic charm, income potential, and the kind of absolute tranquility that is rare to find. The Mainland Sanctuary (0.85 Acres) Step onto nearly an acre of gorgeous lakefront property, beautifully cleared all the way down to the water's edge. The centerpiece of the mainland is a solid, character-filled barn featuring a spacious loft that is just waiting for your vision. With electric already available, this loft could easily be transformed into a charming, creative living space, a writer's retreat, or the ultimate lakeside clubhouse. Outside, your private waterfront oasis is already set up for perfect summer days and cozy autumn nights. Launch a kayak from your floating dock, host a lakeside lunch at the picnic table, or unwind by the fire pit. The panoramic views across the water to the majestic Stissing Mountain rising in the background will quite literally take your breath away. Your Own Private Island Retreat As if the mainland weren't enough, this sale includes a literal dream feature: ownership of one of only two private islands on Twin Island Lake! Currently operating as a highly successful Airbnb, this island defines "glamping at its finest." It offers the ultimate off-grid luxury experience, fully equipped with: A cozy setup featuring a warming gas fireplace Covered kitchen area Raised Platform with Safari tent and bed An outdoor fire pit for star-gazing On-site toilet and a refreshing solar shower Whether you choose to keep running it as a lucrative short-term rental or reserve it entirely as your own secret hideaway, this island is a showstopper. Versatility & Nature at Your Doorstep To round out this incredible package, an additional 0.01-acre lake access property is included, offering even more versatility for layout and usage. This property is a haven for local wildlife. Spend your mornings sipping coffee while watching elegant swans, geese, and ducks glide across the glassy water, and spot turtles sunning themselves on the logs. It is a peaceful world entirely your own. The Location While you will feel a million miles away from the hustle and bustle, you are never isolated. This slice of paradise is located just 15 minutes from the vibrant, historic towns of Red Hook and Rhinebeck, giving you effortless access to fine dining, boutique shopping, farmers markets, and the Amtrak station. A short ride up the Taconic, this is a fast trip to escape the hectic pace of the NYC for the weekend or a summer of relaxation. Property Highlights: Total Package: 0.85-acre lakefront parcel + .25-acre Private Glamping Island + 0.01-acre lake access parcel. Structures: Barn with loft (electric available), floating dock, fire pit. Island Amenities: Turn-key Airbnb Glamping setup with gas fireplace, solar shower, and toilet. Views: Unobstructed lakefront and Stissing Mountain views. Don't miss out on one of the most unique waterfront offerings the Hudson Valley has to offer. Bring your dreams, your boat, and your sense of adventure!

71 Lake Shore Road, Pine Plains
$225,000
995573 MLS
Quietly tucked along a country road in the heart of Milan, this 13.66-acre parcel offers the kind of opportunity that’s increasingly rare in the Hudson Valley. Elevated terrain with rolling hills and rocky outcroppings provides the bones for a private retreat — with potential long-range views achievable with selective clearing. Zoned A5A, the property supports residential, agricultural, and hobby farm uses. With a 5-acre minimum lot size, the parcel also lends itself to subdivision into two conforming lots — a straightforward value-add opportunity for the right buyer. Rockwalls mark off the upper border. Electric is available on Cold Spring Road. Plenty of road frontage for a driveway in. Minutes from the Taconic State Parkway and close to the villages of Rhinebeck and Red Hook, yet completely private and unspoiled. Soft rolling hills on beautiful and quiet Cold Spring Road dotted with farmhouses and horse pastures just 90 miles to NYC. Whether you’re envisioning a custom home, a homestead, a small farm, or a smart land investment, this is a compelling canvas.

Cold Spring Road, Clinton Corners
$575,000
987031 MLS
A newly subdivided 16+ acre wooded lot 10 minutes from Red Hook Village 15 to Rhinebeck village and 5 miles from Taconic Parkway . Privacy plus driveway in house location staked BOHA in progress and will deliver at closing. Owner will install fill pad for septic. NEWLY SUBDIVIDED SO TAX NUMBER AND TAXES ARE NOT AVILABLE YET .This is a world class lot offering privacy , a wonderful forest and a prime location 5 minutes from Taconic , 10 minutes from Red Hook and 15 minutes to Rhinebeck and Amtrac service at Rhinecliff . NONE NICER

765 Academy Hill Road, Red Hook
$1,650,000
M373078 MLS
Green Pastures Farm 196 acres privacy plus about 80 acres is cleared and in agriculture . Stream goes through property and there is a nice pond also .Soil is sand and gravel and current owner had purchased it for a mining operation before the zoning changed . Remainder proerty that is not cleared can be cleared easily it is all small scrub . Soil is well drained great for crops or animals . Property is subdivable and in a nice quiet area yet only 10 minutes or so from town .This is a gem of a property and it is getting hard to find this large a parcel in one piece . Call Tom for a look The western portion has wonderful CATSKILL VIEWS - you will need an SUV to drive the land . WOnderful property for horses , cattle etc. ALso prime for subdivision ample road frontage gravel soil , views,Wooded Acres:90.00,IMPROVMNTS:Drive Additional Information: SoilType:Gravel,

COUNTY ROAD 19, Germantown
$36,000,000
H6332462 MLS
A once-in-a-lifetime opportunity to own 1,945 acres of pristine land, with expansive road frontage and multiple contiguous parcels. This estate includes 4 single-family homes, a two-family residence, a large commercial building, and a secluded storage or workshop. The diverse landscape features woodlands, rolling meadows, ponds, streams, and striking homesites surrounded by hedgerows, offering a perfect canvas for development or personal retreat. Located across both the Town of Milan and Town of Pine Plains, this property truly captures the essence of rural luxury. From its sweeping western views of the Catskills, where the sunsets are nothing short of spectacular, to the tranquil northern vistas and the stunning Taconic range to the northeast, the scenery here is simply unparalleled. Stissing Mountain graces the horizon at every turn, creating a sense of belonging. With a subdivision already in place, the groundwork for future development has been laid, while hundreds of untouched acres await your imagination. Nestled in the tranquil countryside of Dutchess County, this magnificent property offers easy access to charming towns like Red Hook, Rhinebeck, Millbrook, Pine Plains, Millerton, and Amenia.

Woodward Hill,Stissng Mount, Hicks Hill, Route 199, Pine Plains
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