Refine Search
Map
Sort by
$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
$540,000
3 Beds ⋅ 2 Baths ⋅ 993638 MLS
SET ON A NICELY LANDSCAPED AND PRIVATE YARD IDEAL FOR GARDENING WITH 1.37 ACRES TOTAL-(HOUSE ON .65 ACRE AND AN ADJACENT BUILDING PARCEL OF .72 ACRE). THIS INVITING WELL MAINTAINED 3-BEDROOM, 2-BATH RANCH OFFERS COMFORT AND HAS HANDICAP ACCESSIBLE INTERIOR. FEATURES INCLUDE A LIVINGROOM WITH A FIREPLACE, LOVELY WOOD FLOORS THROUGHOUT AND A LARGE BASEMENT PERFECT FOR A WORKSHOP, RECREATION ROOM OR ADDITIONAL STORAGE. THE ATTACHED GARAGE IS ACCESSED THROUGH A LARGE SUNROOM/BREEZEWAY FOR THREE SEASON USE. LOCATED WALKING DISTANCE ONLY MINUTES TO THE TOWN BEACH ON STISSING LAKE AND RECREATION AREA OFFERING SWIMMING, BOATING AND SUMMER CHILDREN'S CAMP. ALSO NEARBY IS STISSING MT. WITH HIKING TRAILS AND THOMPSON POND BIRD SANCTUARY. PINE PLAINS IS A QUAINT VILLAGE IN NORTHERN DUTCHESS COUNTY WHICH IS PRESENTLY KNOWN FOR THE STISSING CENTER FOR ARTS AND CULTURE AND THE STISSING HOUSE RESTAURANT. MOVE RIGHT IN WITH NO WORRIES WITH A NEW ROOF AND KICTCHEN APPLIANCES, AND CENTRAL A/C FOR THOSE HOT SUMMER DAYS.

60 Stissing Avenue, Pine Plains
$1,250,000
4 Beds ⋅ 5 Baths ⋅ 990579 MLS
Originally built in 1836, this beautifully restored Greek Revival Center Hall welcomes you with timeless charm and thoughtful updates. Set on over four acres with Willow Brook gently winding through the property, it offers a warm, peaceful retreat where historic character and modern comfort come together to create a truly special place to call home. Town historical records state it was used in the Underground Railroad, as well as a quarterly meeting place for the Quakers, who were Abolitionists during the American Civil War - all while being a vibrant and successful dairy farm in the heart of the Hudson Valley. Inside, original wide board floors, exposed hardwood beams, and intricate molding and trim work highlight the home's craftsmanship. The center hall layout leads to a stunning double parlor with two fireplaces and original pocket doors, as well as an open dining and living room boasting two additional fireplaces, perfect for gatherings both intimate and large.The heart of the home—a warm and inviting kitchen—features a wood-burning fireplace, gas stove, island, walk-in pantry, and laundry room. From here, step out to a screened porch —ideal for morning coffee, evening relaxation, or weekend entertaining. Upstairs you'll find 3 spacious bedrooms and 3 full bathrooms, as well as a room that could be used as a 4th bedroom, a custom walk-in closet/dressing room, or sitting room. The attic is a versatile space and can be reached by 2 separate staircases. The exterior boasts classic clapboard siding, metal roof, original 6-over-6 windows, raised garden beds, a fenced backyard, and several vintage outbuildings. In the basement you'll find updated mechanicals and the original milkroom with bluestone floor, echoing the home's agricultural past. Located just 3 miles from the Taconic State Parkway, this exceptional property is a beautiful blend of historic significance, and modern functionality.

36 Market Lane, Clinton Corners
$394,000
3 Beds ⋅ 2 Baths ⋅ 988822 MLS
Sweet and solid, one level Ranch home on a bucolic setting with rolling hills and farmland framing your homestead. Walk into your open living room with built ins and lovely bay window. Through to the dining room and eat in kitchen, perfect for hosting with ease. Sliders to the back covered porch off the dining room allows for al fresco living and enjoying your coffee while watching the sunrise. Laundry room off the kitchen for convenience. Back off the living room is your primary suite, room for all your furniture and has a massive ensuite bathroom with soaking tub and shower, skylights bathe the room in sunlight. Off the dining room is a large living room with room for all. Two guest bedrooms stretch off the living room. Full guest Bathroom with tub on this wing of the home. High efficiency Split Units keep the home cool and supplement heat. Outside there is a world of possibilities for the craftsman, car enthusiast, or artist or artisan for Studio space, with an oversized two car garage with lofted storage, heat and electric in here. Then enter the massive 1287 square foot Garage with space for all your needs, storage or uses. In there there is electric, heat, and water. Additional Shed outside for storage,. Yard is perfect for all your needs, and is already outfitted with an invisible fence for your Furry family members. In the heart of Pulvers Corner, 5 minutes to Pine Plains Village, 10 minutes to Stanfordville and Millerton this is a fabulous location.

3838 Route 199, Pine Plains
$1,575,000
3 Beds ⋅ 3 Baths ⋅ 987176 MLS
Experience this stunning sanctuary where rustic charm meets modern luxury on over 19 meticulously manicured acres of pure magic! This elevated 3-bedroom, 3-bath masterpiece captures your heart the moment you arrive, drawing you toward an expansive wood deck and a stunning screened-in gazebo with a built-in fire-pit - the ultimate "entertainment perch" for soaking in breathtaking, panoramic valley views. Inside, the home glows with natural light, featuring soaring vaulted ceilings, a gourmet chef’s kitchen with high-end appliances, and a primary suite that serves as a true retreat with its own stone fireplace and oversized closet. A newly reconfigured second bedroom with an adjacent study provides the perfect versatile workspace. The lower level adds even more flair with a sleek kitchenette, media room, a full bath and a new third bedroom. The equestrian facilities includes a 4-stall barn, arena, hay barn, and fabulous riding trails, catering to every horse lover's dream. 3-car heated garage and a powerful 45KW generator. This impeccably maintained estate isn't just a home, it is a move-in-ready lifestyle that is utterly magical. Minutes to the villages of Millerton and Pine Plains. 2 hours to NYC.

617 BEAN RIVER Road, Pine Plains
$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
$389,000
2 Beds ⋅ 2 Baths ⋅ 986400 MLS
Secluded 2BR/2BA RANCH w/2 large decks, all wood floors and wood siding + detached 2 car garage on 7+acres in Hamlet zone Easy subdivision into 4 and 3 acre lots. Also available as Compound with adjoining 8 acre parcel for $565.000 and additional 4 acre boha parcel for $689,000. Adjoining parcels can be purchased separately for . Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Easy to show unoccupied.

618 Bean River Road, Millerton
$2,895,000
4 Beds ⋅ 5 Baths ⋅ 982890 MLS
A study in proportion, light, and restraint, this under-construction residence, designed by Incorporated Architecture and Design and developed by ROAM Properties, is set back across seven acres within a private community in Red Hook, New York, where meadow and woodland converge at the edge of the Hudson Valley. Two wood-clad volumes anchor the composition, their silhouettes inspired by vernacular forms yet rendered with precision and clarity. The architecture is quiet but deliberate, designed to recede into the landscape while opening fully to it. At the center of the home, a dramatic 30-foot vaulted living and dining room rises in a single uninterrupted gesture. Natural light moves across pale plaster walls and wide-plank European oak floors, shifting the atmosphere throughout the day. A wood-burning stove grounds the space, bringing warmth and intimacy to the soaring volume. The kitchen is integrated rather than announced, wrapped in custom oak cabinetry and stone, with Thermador appliances discreetly concealed within. Just beyond, a wet bar allows the home to move effortlessly from daily living to evening entertaining. The residence offers four bedrooms and four-and-a-half baths, arranged with a strong sense of rhythm, privacy, and ease. A first-floor primary suite is complemented by a separate guest suite with its own kitchenette, creating comfort and autonomy for visitors. A den, reading nook, and office introduce quieter moments throughout the home and provide ample flexibility for working remotely. Bathrooms are finished in porcelain and stone surfaces with radiant heat underfoot. The primary suite is intentionally pared back, featuring a walk-in rain shower and a freestanding tub positioned to capture filtered light from the surrounding forest. Outside, terraces extend from the main living spaces into the meadow, where a 20-by-40 heated saltwater pool sits just beyond. The transition between architecture and landscape feels seamless, less a boundary than a gradient. Built with a high-performance envelope and thoughtfully selected materials throughout, the home balances architectural clarity with long-term livability. Quietly confident and deeply considered, 60 Stone Wall Path offers a rare opportunity just minutes from the villages of Red Hook and Rhinebeck, approximately 90 minutes from New York City, and moments from the Taconic State Parkway, an ideally situated home base from which to explore the very best of the Hudson Valley. Expected completion: December 2026.

60 Stone Wall Path, Red Hook
$5,400,000
3 Beds ⋅ 4 Baths ⋅ 956925 MLS
Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless craftsmanship with modern luxury, this hilltop retreat embodies refined living in a breathtaking natural setting. Inside, antique teak flooring flows throughout the home, adding warmth and character to every space. The open floor plan features a gracious living room that opens to a library with a fireplace and a full bath, creating an inviting centerpiece for both relaxation and entertaining. At the heart of the home, the eat-in kitchen is both functional and striking, featuring a scullery and a distinctive modern Rumson fireplace. The kitchen opens effortlessly onto a stone terrace and pergola, offering a breathtaking setting for alfresco dining while overlooking beautifully landscaped gardens that evolve with the changing seasons. Adjacent, the formal dining room provides a refined space for hosting memorable gatherings. The lower level includes three bedrooms and four full baths, along with a music salon featuring expansive glass doors that open to a stone terrace with breathtaking panoramic views. Additional amenities include a wet bar, laundry room, and wine cellar, offering both convenience and luxury. A detached two-car garage complements the home’s timeless architecture while adding everyday practicality. Experience the epitome of serenity, artistry, and mountain living in this extraordinary hilltop estate—where every sunset paints a masterpiece across the western sky.

1135 Duell Road, Stanfordville
$4,250,000
6 Beds ⋅ 5 Baths ⋅ 978953 MLS
We welcome this 1834 restored farm into our Luxury Collection of Hudson Valley properties. This magnificent property makes the perfect country compound. Completely updated, restored and improved to also include a new addition on the main house. This 200 acre farm has all the privacy and beauty of a true country retreat. With such amenities as a converted dairy barn to an indoor tennis court overlooking a formal garden and continuing to a willow lined swimming pond. A guest house, just a stones throw away from the main house. To a beautiful high hilltop picnic meadow over looking the Catskills and Hudson Valley. Come see one of Dutchess County's gems with easy access to MIllbrook, Millerton, Pine Plains, and Sharon.,Level 2 Desc:OWNERS SUIT W/ BATH, BD2, BD3,InteriorFeatures:Electric Stove Connection,Walk-In Closets,Washer Connection,Electric Dryer Connection,French Doors,Heating:Zoned,Central Heat,FLOORING:Wood,Basement:Interior Access,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,OTHERROOMS:Foyer,Library/Study,Office/Computer Room,Workshop,Breakfast Nook,Formal Dining Room,Laundry/Util. Room,Other School:IMS, DUTCH. DAY,Below Grnd Sq Feet:600,Level 1 Desc:MUD, FOY, LIV FPL, DEN FPL,LARGE LIV ON TO PORCH, KITCH FPL,FOUNDATION:Brick,Stone,Concrete,ExteriorFeatures:Outside Lighting,Landscaped,Cooling:Attic Fan,ROOF:Wood Shingles,Asphalt Shingles,AboveGrade:5546 Additional Information: Amenities:Guest Quarters,

468 TRIPP Road, Pine Plains
$249,900
964936 MLS
Build your dream home on this Board of Health approved 6+ acre parcel, privately set on a quiet country road. Elevated and wooded, the property offers natural beauty, privacy, and a peaceful setting surrounded by mature trees. The topography lends itself perfectly to a thoughtfully designed home that takes advantage of the elevation and landscape. Whether you envision a modern retreat or a custom country residence, this property provides a stunning canvas. Conveniently located just minutes from the Taconic State Parkway, it offers the ideal balance of seclusion and accessibility — perfect for a full-time residence or weekend escape.

Quarfelt Road, Clinton Corners
$895,000
4 Beds ⋅ 4 Baths ⋅ 961487 MLS
If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings consisted of the main passenger station, the coal shed and the freight shed each of which have been artfully transformed into three warm and welcoming residences that must be seen to be appreciated. The original Depot features a well-thought-out cook's kitchen complete with soapstone counters, granite sink, and full six burner Capital brand gas range featuring a wok ring, rotisserie and convection oven. Owner's Suite includes a landing area reading nook. The primary bedroom is huge and light filled and finished with a wall of closets with a hidden office nook tucked away at the far end. The massive full bathroom holds a walk-in shower, soaking tub, yards of counter space and storage and a truly impressive vaulted ceiling. The stunning tiles featured throughout the bath were handmade by the master potters who previously owned the property. The the single bedroom Creekside Cottage is accessed via the small deck surrounding the koi pond. As you enter, one half flight of stairs takes you to the full bath in the second story, and the other half flight leads down to the kitchen, living, dining and one large bedroom with a wall of closets. There you will also enjoy a beautiful deck view with stairs leading to the creek where you can enjoy the fire pit. The Warehouse building features a large living area and one large bedroom, referred to as the Bunk Room, on the first floor, and on the second floor bonus room living space. A large storage area on the second floor holds potential to become an additional bedroom, or a full kitchen. This warehouse also has a traditional one car garage as well as a porch greenhouse. The two guest buildings have been offered for rental and has an annual income of $60,000. Centrally located in Northern Dutchess County just 90 miles from New York City with easy access to Metro North, Amtrak, and the Taconic State Parkway. 11 Miles to Rhinebeck, 6 miles to MIllbrook.

5-15 OLD DEPOT, Stanfordville
$4,495,000
7 Beds ⋅ 4 Baths ⋅ 947632 MLS
Cedar Ridge Farm is a premier 246-acre equestrian estate set in the heart of Dutchess County, offering exceptional land quality, extensive infrastructure, and the rare scale required for a top tier equestrian operation or private country estate. The farm encompasses approximately 110 acres of fenced paddocks supported by thoughtfully designed facilities that ensure efficiency, functionality, and year-round usability. The property features a total of 33 stalls across three well-equipped barns. The Morton barn includes 12 stalls along with a wash stall, tack room, bath, and a large one-bedroom apartment. The main barn provides 15 stalls, including box stalls, and is complemented by a feed room, office, workshop, and medical room. The tractor barn offers six additional stalls, and automatic waterers are positioned throughout the fields to support daily operations. Residential accommodations include a main house and two three-bedroom cottages, offering flexible living arrangements for owners, staff, or guests. The property is supported by four wells, multiple septic systems, oil fired forced hot air heating, and generator hookups with gas generators, ensuring reliable service throughout the farm. One of the most distinguishing features of Cedar Ridge Farm is its exceptionally flat topography—an uncommon asset in this region that makes the land ideal for a variety of equestrian uses, including the potential development of regulation size polo fields. While the property is not eligible for subdivision, it does include a designated homesite for future construction. Cedar Ridge Farm presents a rare opportunity to own a fully equipped, largescale equestrian property in one of the Hudson Valley’s most established and desirable horse communities. It combines functionality, beauty, and long-term potential, making it an outstanding offering at the highest level of the market.

8032-8060 Rt-82, Pine Plains
$3,995,000
10 Beds ⋅ 7 Baths ⋅ 953909 MLS
Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry and powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, laundry, a workshop and a very large storage room which can easily be converting into more living space. Other buildings include another barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

1515-1517 Route 83, Pine Plains
$164,900
4 Beds ⋅ 3 Baths ⋅ 951903 MLS
Attention investors & contractors! 4 Bedroom, 2.5 Bathroom Two Family Ranch on 2.4 acres in T/Pine Plains! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

245 Hicks Hill Road, Pine Plains
$250,000
949677 MLS
BOHA approved with driveway and septic pad in place, beautiful northern views from this 21+ acre parcel in the Hudson Valley. On a private road close to Millbrook, Clinton, Rhinebeck, Stanfordville and Pine Plains. The setting is perfect for a secluded retreat, featuring a mix of approximately 20% open, tillable ground and 80% mature, wooded areas. The property is surrounded by other large parcels.

Rocky Top Way, Clinton Corners
$164,900
932119 MLS
Attention investors & contractors! 4 Bedroom, 2.5 Bathroom Two Family Ranch on 2.4 acres in T/Pine Plains! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

245 Hicks Hill Road, Pine Plains
$485,000
4 Beds ⋅ 3 Baths ⋅ 924504 MLS
A Home with a view of Stissing Mountain! Enjoy gorgeous sunsets all year long from your front door. Spacious raised ranch on a level lot is move-in ready. Main floor has an open floorplan and wood floors throughout. The light filled kitchen with a nice sized island has new granite countertops. The storage room next to the kitchen could easily become a walk-in pantry. Primary bedroom has en-suite bath. A second hallway full bath is conveniently located for use by the other two bedrooms. First floor also has guest quarters that include a bedroom, half bath and sitting room or office. Finished basement with a gas fireplace for those chilly winter nights at home with family. An additional room that could be for gaming, office or den. Completing the lower level is a separate room for laundry. There is also a one car garage and an unfinished bonus room waiting for you to make it special to you. Plenty of yard space for outdoor activities and BBQs. Driveway has room for plenty of off-street parking. Quiet road conveniently located near the town park – beach, kayaking, playground, large pavilion, picnic area, etc. A short distance to Thompson Pond Nature Preserve, plenty of hiking trails including a trail up to the Stissing Fire Tower. Less than a mile from village center with its quaint shops and eateries – dine at The Stissing House or get pizza or burgers and don’t forget to visit the Stissing Cultural Center for a concert or a play. Come take a look!

82 Lake Road, Pine Plains
$325,000
909519 MLS
Beautiful 3.4 Acre Lot in Red Hook, NY – Ready for Your Dream Home! Located off Jackson Corners Rd, just minutes from both Red Hook and Pine Plains, this stunning 3.4 acre property is the perfect spot to build your dream home. Septic installed for a 3 bed approved home. Nestled in a private, cleared area off Church Road, the land features a level building pad, pond, a cleared patio adding character to the space. The property has been surveyed, and BOH approval for septic and well. With a little tree clearing or topping, you can enjoy beautiful views from your new home. This is a rare opportunity to own a prime piece of land in a desirable location. Don't miss out on this great buy – contact us today for more details! Will be updating pics as things are completed.

Lot #2 Church Rd, Red Hook
$875,000
4 Beds ⋅ 2 Baths ⋅ 880499 MLS
Looking for a property that offers an opportunity for a homestead lifestyle in the Hudson Valley? Situated in the Town of Pine Plains, this early colonial farmhouse is now offered for sale on 15+ acres. Appointed with wide-plank floors, the main level features sun-lit, well-proportioned rooms. On the second floor, there is a primary bedroom with a dressing room, 3 additional bedrooms, an office, and a full bathroom off the hallway. There is also a walk up attic. Off the rear of the house, there is a workshop and several period barns. The property consists of two parcels; the house and barns on 10 acres plus an additional contiguous 5 acre vacant parcel. The land is lovely, with rolling hills and views of Stissing Mountain. This farm is less than two hours from New York City, convenient to Mashomack Preserve and minutes to the Pine Plains town center where you will find shops and restaurants, including the Stissing House Restaurant as well as the Stissing Center for Arts & Culture. For outdoor adventuring, nearby Stissing Lake and Stissing Mountain Hiking Trails are sure to please. A wonderful property for a new owner to bring back to life.

7668 Route 82, Pine Plains
$3,495,000
4 Beds ⋅ 4 Baths ⋅ 868978 MLS
(To Be Built) A one of a kind property, Fieldhouse is sited on a gently rolling 10 acre property with quintessential Hudson Valley views. Open skies abound in this picturesque pastoral setting. Inspiration for the architectural form of the residence comes from the property’s stunning pasture views, complete with distant Catskills peaks, in counterpoint to the surrounding woodland backdrop. Previously an equestrian paddock, the property interiors with natural textures and a luxurious modern simplicity. The architectural form is comprised of two intersecting wings, each with dramatic gabled glass end wall positioned to enjoy the views of the site. The intersection creates spacious open plan living with a large entertaining kitchen with scullery and dining area continuing to a dramatic living room with wood burning fireplace. Three guest bedrooms complete the wing. The counterpoint wing is the owners’ domain with a spacious primary bedroom suite and home gym. Adjacent the entry and mud room is an attached two car garage and convenient utility entrance accessing the pantry, perfect after a day at the markets. The exterior living spaces include a covered porch, outdoor kitchen and entertaining patio with dining area. The residence’s interior design features luxury materials including oak hardwood floors, limewash wall accents, designer finishes, Danish cabinetry, Miele appliances and high efficiency geothermal HVAC. Includes septic, private water well, underground utilities and driveway. Upgrade options include heated pool, pool house, gardens, solar and more. NOTE: Interior layout customization options include a finished basement for additional living spaces and features. To be built by the Upstate Modernist team. Additional Information: Amenities:Dressing Area,Storage,ParkingFeatures:2 Car Attached,

505-1 Pumpkin Lane, Clinton Corners
$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
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.