Dutchess County, New York Land For Sale (47 results)
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AcreValue offers multiple types of land for sale in Dutchess County, so if you’re looking for a new ranch, farm, recreational property, hunting ground, developmental property, or land investment you’ve come to the right place. Regardless of what your needs or objectives are for your land, we have a large inventory of available parcels that are updated regularly. Therefore, it’s very likely that we have the perfect parcel that meets all the search criteria & specifications that you’ve been searching for. Additionally, because our land for sale listings are always being updated due to the frequency of land being sold or new land listings being put on the market, make sure that you are checking back with AcreValue regularly for updates. When you find the perfect land parcel and you are ready to take the next steps you can easily connect directly with the listing agent to help you facilitate your land purchase. Browse AcreValue's New York land for sale page to find more potential opportunities in New York that fit your needs. We wish you the best of luck in finding your next ranch, farm, recreational property, hunting ground, developmental property, or land investment.
09/09/2025
$3,995,000
118.03 ac.
ACTIVE
Dutchess County - 401 Woodmont Road, Hopewell Junction, NY
Welcome to Cloud Walk Estate, a once-in-a-lifetime opportunity to own the entire summit of a private mountain in East Fishkill, NY. Encompassing nearly 120 acres across three parcels, this extraordinary estate offers panoramic views stretching close to 150 miles - a setting that simply cannot be replicated. Perfectly positioned just 90 minutes from NYC, this legacy property features five distinct structures, miles of paved driveways, and extensive ATV trails - making it ideal as a family compound, luxury retreat, or creative enclave. Whether you're seeking a private oasis, an income-producing property, or a future generational estate, Cloud Walk is a canvas ready for your vision. Main House - The Historic Stone House Originally built in 1929 and once owned by Dr. Rushmore, personal physician to President Franklin D. Roosevelt, the Stone House blends timeless craftsmanship with notable provenance. Featuring 4 bedrooms, 3 full baths, 2 half baths, and over 2,600 sq ft of living space, the home is wrapped in stunning stonework and filled with historic character. Inside, you'll find 3 gas fireplaces and 2 wood-burning hearths, two staircases, and a sun-drenched stone patio with some of the most breathtaking views in the Hudson Valley. A large unfinished basement and attic invite further customization and expansion. The Guest House - Modern Luxury Meets Nature A newly constructed (2022) 816 sq ft one-bedroom residence complete with a sleek full kitchen, office/den, radiant floor heat, modern lighting, laundry, and a one-car garage with an EV charger. Ideal for hosting guests or offering complete privacy for creative endeavors or extended stays. The Country House - A Charming Renovated Escape Located at 7 Looking Rock Lane, this fully renovated 3-bedroom, 2.5-bath home is filled with rustic charm. Soaring wood beams, a beverage center, full kitchen, laundry, and your very own private pond with a fountain make it the ultimate getaway. A separate driveway and unique "Hobbit Hole" feature add to its storybook appeal. The Historic Barn - Endless Possibilities Formerly a horse barn, this structure is ready for restoration or reinvention. With strong bones, original stalls, and electricity already in place, it could become a dream event space, studio, or guest quarters. A generator is also hooked up for added peace of mind. Oversized 3-Car Garage with Loft A car lover's dream, this 3-bay garage includes an electric car charger, two carports, and a vaulted loft - perfect for a gym, guest suite, or creative studio. A separate electric meter provides independence and flexibility. The Grounds The estate boasts nearly 1.5 miles of private, paved roads, ideal for ATVs, bikes, or scenic strolls. A massive heated 18x38 in-ground pool with a diving board awaits you, framed by serene forest and never-ending sky. With multiple build sites and subdivision potential, the property offers both luxury and legacy. Additional Features: - Backup 22kW Generator (Stone House, Guest House, Barn) - Low Taxes for Acreage of This Scale (~$37,000 annually) - Two Driveways for Optimal Access - Zoned for Maximum Flexibility This is not just a property - it's a mountain-top kingdom with a presidential legacy. Whether you're looking to build a multi-generational compound, develop a creative or spiritual retreat, or simply own one of the Hudson Valley's most breathtaking private holdings, The Cloud Walk Compound is ready to welcome you. *Bedroom, Bathrooms, and Sqft Only reflect the Main & Guest House*
Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
08/22/2025
$2,600,000
167 ac.
ACTIVE
Dutchess County - 2039 Salt Point Turnpike, Salt Point, NY
Welcome to This Hudson Farm - a distinctive 157+ acre estate spanning 2039-2105 Salt Point Turnpike, where the beauty of the Hudson Valley meets the ultimate opportunity to enjoy as much--or as little--of the farming lifestyle as you desire. Positioned between Rhinebeck and Millbrook, and just minutes from the Taconic State Parkway, this remarkable offering blends historic charm with modern sophistication, creating an exceptional canvas for both purposeful living and long-term investment.
The land is the heart of this property. With prime agricultural soils, gently rolling pastures, and mature woodlands of oak, maple, and birch, the landscape is as productive as it is picturesque. The farm supports both crop cultivation and livestock, and is equipped with substantial infrastructure: a full-scale 200-cow dairy barn, a large cattle barn with new fencing, and a horse barn with 9 stalls (5-6 of which are thoughtfully built out). Five well-appointed run-in sheds, multiple fenced paddocks, and a network of internal farm roads provide efficiency and functionality across the property. An inviting outdoor riding rink enhances the usability for equestrian interests.
Natural features add to the property's exceptional character--four ponds, including one with its own island, are scattered across the acreage. A tributary to Wappingers Creek weaves through the land, enhancing its ecological value and year-round beauty. A high point on the property offers a spectacular site to build a custom home or retreat with panoramic views of your own rolling hills.
Currently, the farm includes two primary residences. The main house is a thoughtfully updated 1940s farmhouse with 4 bedrooms and 3.5 baths, filled with natural light, classic details, and a comfortable blend of heritage and ease. Just across the property, the guest house offers an additional 4 bedrooms and 2 full baths, bringing the combined total to 8 bedrooms and 5.5 bathrooms between the two homes. A 2-bedroom apartment attached to a commercial structure provides added flexibility--ideal for farm staff or supplemental rental income.
Income from three commercial and one residential tenant on-site currently generates monthly income, with potential for further growth if one chooses. Property taxes are just over $30,000 annually, with the option to grieve the guest house assessment for additional savings.
Whether you're seeking an income-producing working farm to retreat to on the weekends, every day, or a long-term land investment with flexibility built in, This Hudson Farm stands out as a rare offering in one of the region's largest and most sought-after corridors.
02/14/2026
$119,999
16.61 ac.
ACTIVE
Dutchess County - Primrose Hill Rd, Rhinebeck, NY
Own one of the last large parcels in Hudson Valley at nearly half its market value.
If youve been dreaming of your own quiet corner of the Hudson Valley, this 16.6-acre property on Primrose Hill Rd in Rhinebeck (Parcel ID 135089-6268-00-008681-0000) offers the perfect blend of nature, privacy, and possibility. Surrounded by rolling hills, mature trees, and untouched natural beauty, this land feels like a true retreat yet its only minutes from Rhinebecks vibrant village center and within easy reach of Albany and New York City.
Here, life slows down. The air is fresh. The surroundings are calm. And the opportunities are wide open.
Why this area feels so special
Rhinebeck is one of the most desirable towns in the Hudson Valley, loved for its charm, scenery, and lifestyle amenities. People come here for:
A lively village center with cafs, boutique shops, markets, and restaurants
Endless nature wooded trails, open fields, marshes, and lakes
Year-round events including the iconic Dutchess County Fairgrounds
Whether youre seeking a weekend escape, a private build site, or a long-term land investment, Rhinebeck offers timeless appeal.
Location & Directions
Rhinebeck 4 miles
Kingston 12 miles
Poughkeepsie 20 miles
Albany ~50 miles
New York City ~100 miles
To visit the property, enter the GPS coordinates 41.88505, -73.89170 into Google Maps.
Follow Route 9 north from Rhinebeck, turn onto Primrose Hill Rd, and continue until you reach the parcel on your right. Once there, the LandGlide app will help you easily identify the boundaries.
What makes this property truly unique
-A full 16.6 acres extremely rare for Rhinebeck
-Peaceful, private, and surrounded by nature
-A beautiful mix of wooded areas and natural wetlands, creating scenery, wildlife, and long-term privacy
-Despite the wetlands, the property is buildable buyers get the space of a large estate parcel at an incredible value
-In fact: Youre getting 16.6 acres for the price of what many 5-acre parcels sell for in Rhinebeck
-Road access + utilities available at the road
-Flexible options for building, investing, or holding long-term
This property gives you space, freedom, and the ability to shape a retreat that truly reflects your vision.
Pricing
Cash Price: $119,999
Owner Financing Price: $139,999
Down Payment: $40,000
Monthly Payments:
$1,263 240 months
$1,197 360 months
$1,180 480 months
Ready to experience it?
Take a drive out and walk the land at your own pace. If youd like more information, want to discuss financing, or are ready to reserve the property, just send me a quick message.
*** This beautiful stretch of Rhinebeck countryside might be exactly what youve been dreaming of. ***
06/13/2025
$5,500,000
10 ac.
ACTIVE
Dutchess County - 3585 Route 82, Millbrook, NY
Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering - a perfect full-time residence or refined weekend retreat. Designed by an award winning luxury hotelier and designer, every element of this 2022-built home reflects an extraordinary level of vision, craftsmanship, and artistry. Tasteful finishes, custom millwork, and hand-crafted cabinetry enrich the home's generous proportions and stunning open floor plan. An elegant entrance welcomes you into a gracious foyer and a grand living room anchored by a wood-burning fireplace, overlooking sweeping westerly sunset views over the foothills of the Catskills. Slide open the oversized doors to the pool area for seamless indoor-outdoor living at its finest. The chef's kitchen is a work of art, featuring a four-door Samsung refrigerator, Bertazzoni free-standing vintage range, steam and multi-wall ovens, a microwave, warming drawer, and an integrated hood set against a hand-made Zellige tile backsplash. The adjacent dining area features custom deVOL cabinetry and a full bar, creating a natural separation to a cozy office/den and a fitness room at the rear of the home. The luxurious first-floor primary suite wing enjoys spectacular sunset views and features a fireplace, dual walk-in closets, and a spa-inspired bathroom with inlaid marble floors, a deep freestanding tub, an oversized walk-in shower, and a state-of-the-art Toto toilet. Also on the first floor are a stylish deVOL-designed laundry room, a jewel box powder room, a mudroom, a two-car garage, and additional bonus spaces. Upstairs, three generous ensuite bedrooms, including a second luxurious primary, each feature walk-in closets and perfectly framed vistas. A media room, which doubles as a fifth bedroom, offers even more flexibility, complete with an adjacent full bathroom. The outdoor spaces are nothing short of spectacular, including a built-in outdoor kitchen with a BBQ and gas line hook-up, a bluestone patio, and multiple entertaining and lounging areas framed by French lavender gardens. A separate studio building with a kitchenette and bath provides a home office or an artist's retreat. Rounding out the estate are a full, dry basement with a temperature-controlled wine room, and a spacious walk-up attic with soaring ceilings, offering ultimate recreation and storage opportunities. Protected by surrounding majestic farmland yet located just moments from the Village of Millbrook, this turn-key modern farmhouse delivers an unparalleled lifestyle of quiet luxury, beauty, and timeless sophistication in the heart of the Hudson Valley.
Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
04/04/2026
$530,000
2.87 ac.
ACTIVE
Dutchess County - 58 Pine Drive, Pawling, NY
Tucked away at the end of a quiet cul-de-sac, this beautifully maintained home sits on 2.87 acres of mostly level, private property offering the perfect blend of peaceful surroundings and everyday convenience. Step into a bright and welcoming main living area featuring a sun-filled living room with an oversized picture window framing peaceful views of the front lawn, and a dining room with sliding glass doors that open to a spacious Trex deck (2023) and tranquil backyard. The backyard is a completely private oasis where the only sounds are birdsong and the soft rustle of the trees perfect for quiet mornings, firepit evenings, and effortless entertaining. The completely updated kitchen (2024) with stainless steel appliances flows seamlessly to the attached 2-car garage and backyard access. A few steps down, the expansive family room offers the perfect gathering space with laundry, generous storage, and easy walkout access to the yard. Warm, welcoming, and wonderfully friendly home is the perfect setting for everyday living, celebrations, and lasting memories. Upstairs, you ll find three comfortable bedrooms, including a primary suite with a private half bath and its own charming deck ideal for morning coffee overlooking the peaceful property. A beautifully updated full bath completes the upper level. Recent upgrades include brand-new central air (July 2025), new luxury vinyl flooring, fresh paint, a new well pump (2022), and a full-house generator-ready hookup. The backyard also features a patio perfect for firepit nights, a propane hookup for grilling, serene landscaping, and a transferable invisible fence throughout the property. Located just minutes from the charming Village of Pawling, enjoy the rare combination of privacy and convenience with a quick walk into town for coffee, restaurants, shops, and community events, plus easy access to hiking trails, Metro-North, schools, and a fantastic commuter location.
04/04/2026
$900,000
1.6 ac.
ACTIVE
Dutchess County - 23 Creek Road, Staatsburg, NY
This extraordinary colonial is a rare Hudson Valley find, where over a century of craftsmanship forms the foundation for a lifestyle that has to be seen to be believed. This 4 bedroom, 3 bath home has bones that simply cannot be replicated, while an extensive list of upgrades throughout has transformed every inch of the property into something truly exceptional. Inside, original hardwood floors flow through light filled living spaces, a chef's kitchen, center island with cooktop, custom cabinetry, exposed brick, and a primary suite with soaking jetted tub, travertine tile, and frameless glass shower. Updates like radiant heat, tankless water heater, spray foam insulation, whole-house water filtration, and a whole-house generator transforms this piece of history into a modern marvel. Outside is a sanctuary with heated pool, fully equipped outdoor kitchen, gazebo, pool cabana lounge, fire pit, play structure, and a creek along the property edge. A two story 3 car garage with lower level pool bathroom and sauna as well as a gym area and an additional detached barn-style garage.
04/02/2026
$575,000
3.63 ac.
ACTIVE
Dutchess County - 25 Degarmo Road, Poughkeepsie, NY
Welcome to 25 Degarmo Road, nestled in the charming Arlington community of Poughkeepsie! A move-in ready gem with modern upgrades and unbeatable comfort! This beautifully maintained home features a brand new water heater and energy-saving solar panels, making it as efficient as it is inviting. The roof is only 4 years old, ensuring peace of mind for years to come, while the one-year-old dishwasher adds a touch of convenience to your daily routine. Step inside to discover spacious, sunlit living areas perfect for entertaining or relaxing. The kitchen is ready for your culinary creations, and furnishing is optional move right in or bring your own style! Unwind after a long day in your very own hot tub, or enjoy the generous backyard for gatherings and outdoor fun. Located in the desirable Arlington community, you re minutes from the Arlington Shopping Center, The Crafted Kup, and local favorites like Salsa Restaurant and Brasserie 292. Vassar College and the Walkway Over the Hudson are nearby for recreation and culture, and commuters will love the easy access to Route 55 and the Poughkeepsie Metro-North station. Don t miss this rare opportunity schedule your private tour today and experience the perfect blend of comfort, efficiency, and location at 25 Degarmo Road!
02/06/2026
$599,000
2.21 ac.
ACTIVE
Dutchess County - 168 Old Route 55, Pawling, NY
Step into the very year our nation was born and own a piece of American history! Originally constructed in 1776, this iconic stone residence later became the "Pawling Toll Gate and Toll House," serving as a vital gateway for travelers, a general store, a post office, and a legendary tavern. It is even whispered that George Washington himself once proved his strength within these walls, winning a bet by lifting a 400lb hogshead of beer. Inside, the home breathes character. Hand-hewn beams stretch across the ceilings, deep-set windows welcome the southern sun, and original fireplaces with wood stove inserts serve as the heart of the home. You ll walk on wide-plank "King s Wood" floors (massive boards harvested in colonial defiance of the British Crown) that have felt the footsteps of figures like Emilio "Dee" DaBramo. While the history is meticulously preserved, the convenience is modern, featuring a kitchen with custom wood cabinetry, granite countertops and sleek stainless-steel appliances. With 2 bedrooms and 2 full baths, the layout is both intimate and versatile. The lower level offers a private sanctuary perfect for an artist s studio, a quiet writer s retreat, or a distinctive guest suite. Outside, the 2.2 acre property is a nature lover s dream. Groomed trails wind through the land, passing dramatic natural stone features and leading directly to New York State land and the Appalachian Trail. Enjoy direct access to vast untouched nature while ensuring your backyard remains a private, wooded vista forever. Directly across the road, the Maybrook Trailway offers miles of adventure for cyclists and explorers. A two-story, two-car detached garage sits perched on the hill, offering even more potential for storage or creative conversion. Find yourself less than 10 minutes away from boutiques, restaurants, Pawling train station and the grocery store. This isnt just a house; it s a legacy in a great location. From storied stone walls to the premium modern finishes, every inch of this home has been meticulously maintained to honor it s 250-year legacy. From its revolutionary roots to its modern-day charm, this is a property without equal.
03/25/2026
$629,000
3.19 ac.
ACTIVE
Dutchess County - 1781 Bruzgul Road, Lagrangeville, NY
Unique Barndominium on 3+ beautiful acres in Dutchess County. 2 additional neighboring farm land parcels are also available to purchase (4+ acres and 20 acres) Set on gently rolling fields, this one-of-a-kind Barndominium offers an open, airy layout with abundant natural light - creating the perfect backdrop for country living, equestrians, art studio or a weekend getaway. Package deals available if interested in additional land, this would be an ideal horse property with attached 6-stall barn, wash stall and feed/tack room. Looking for a peaceful space for creativity? The barn would make a fabulous artist studio or contractor's warehouse - high ceiling, open floorplan and ready for your vision. The living space is attached to the barn (talk about easy access in any kind of weather!)! Enjoy wide-open views, peaceful country living, and a convenient location just minutes to shops, schools, and commuter routes. Brand new roof was installed in the Fall 2025. Gorgeous farm acreage is subdivided into 3 lots including 3+ acres with the barndominium, 4+ acres fully engineered new home site and an additional fully engineered ridgeline new home site on 20+ acres with stunning mountain views abutting million dollar homes. Whether you re dreaming of horses in the pasture, fresh eggs in the morning, or simply a place to spread out and enjoy nature, this Lagrangeville Barndominium offers the lifestyle you ve been looking for. If you are looking for a large creative space, artist studio or contractor's warehouse, the barn is a functional workshop space with its own half bath. The barn-side dimensions are approximately 36 x 40 (total structure including living space is 36 x 60), this property is suitable for many different purposes. Seller is finalizing the subdivision.
03/19/2026
$850,000
1.8 ac.
ACTIVE
Dutchess County - 159 Rombout Road, Poughkeepsie, NY
Experience refined living in this stunning Great Hall Colonial, offering 3,225 sq ft of thoughtfully designed luxury. A dramatic Great Hall with open-air overlook creates an impressive architectural centerpiece, seamlessly connecting both levels. This elegant home features 4 bedrooms and 3.5 baths, including a luxurious primary suite with a spa-like bath and dual walk-in closets, plus a private en-suite guest bedroom. The gourmet kitchen is designed to impress, anchored by an oversized quartz island and upscale finishes perfect for entertaining. 9-foot ceilings on every level, and superior 2x6 construction showcase quality craftsmanship throughout. The expansive walkout basement, already plumbed for an additional bath, offers endless possibilities for a custom retreat, guest suite, or extended living space. Enjoy outdoor living on the large deck overlooking a beautifully landscaped, private backyard, while a charming bay window highlights the front grounds. Complete with first-floor laundry and a two-car attached garage, this home blends elegance, comfort, and future potential.
05/09/2025
$598,500
5 ac.
ACTIVE
Dutchess County - 126 Old Route 55, Pawling, NY
Back on the market, the deal fell through from the buyer side. 9/17/2025 This house is owned by a church and in New York a sale has to be approved by the Attorney Generals office which can take up to six months. This can work to your benefit depending on your own timeline. This can also be set up a s a short term rental as well while waiting for the approvals WITH PORTION OF RENT GOING TOWARDS THE COST OF THE SALE. . This charming, expansive ranch home is thoughtfully designed to suit a variety of living arrangements, whether for a large family, extended family, or a mother-daughter setup. With 4-5 bedrooms and 4 full bathrooms (3 of which are en suite), this home offers both space and privacy for everyone. The kitchen,featuring elegant soapstone countertops, a copper sink, and distressed cabinetry, along with a breakfast island that invites casual dining. The central dining area flows seamlessly into the cozy living room, where tongue-and-groove cedar walls and a brick wall create a warm, inviting atmosphere. Two additional bedrooms on this side complete the main living space along with a smaller room which can host a variety of needs. The home's flexibility shines through with a unique door separating one wing that offers an entirely self-contained living area. This includes two bedrooms, each with its own full bathroom, as well as a private living room, laundry, and dining area perfect for extended family, guests, or even rental potential. Multiple sliding doors lead to small, private decks around the home, offering easy access to the outdoors. The basement, accessible through a Bilco door, houses the mechanical systems, electrical panel, oil tank, and offers additional storage space. A standout feature of the property is the separate, two-level building originally built as a one-car garage with an attic for storage. This structure has been beautifully converted into a studio ( was a professional recording studio ) on the second floor, with the finished first floor providing a versatile space with a half bath ideal for a home office, gym room, workshop, or guest suite. Renovated and designed in 2022 along with heat and A/C system . Adding much value to this property . Recent updates include a new $40K septic system installed in 2021, adding peace of mind for years to come. All of this is nestled on 6 acres of private, serene land, offering plenty of space and privacy. This home is truly a versatile gem, ready to adapt to your lifestyle.
08/26/2025
$36,000,000
1946 ac.
ACTIVE
Dutchess County - Woodward Hill,stissng Mount, Hicks Hill, Route 199, Pine Plains, NY
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.
12/05/2025
$1,200,000
24.53 ac.
ACTIVE
Dutchess County - 64 S Quaker Hill Road, Pawling, NY
Welcome to Country Living at Its Finest!Nestled on 24.5 scenic acres, this classic 1910 farmhouse offers endless potential for those looking to restore a piece of history. A long, tree-lined driveway leads to this charming 4-bedroom, 4-bath home surrounded by open fields, mature trees, and peaceful country views. The property features a spacious 4-car garage with finished living space with Full bathroom bathroom above. Inside, the home retains much of its original character, with hardwood floors throughout, crown molding, and hidden staircases adding to its timeless charm. The inviting entry opens to a quiet library or office with a fireplace, a sunroom with two walls of windows overlooking the yard and patio, and a spacious living room anchored by a second fireplace. The large dining room, wrapped in glass and hardwood floors, is perfect for gatherings, while the kitchen awaits your personal touch. Upstairs, three bedrooms each offer unique character, while the large primary suite features hardwood floors, its own private staircase, a generous bath, and ample closet space. With room for horses, gardens, or simply relaxing in the peace and beauty of nature, this property offers the perfect blend of privacy, potential, and old-world charm.
08/26/2025
$3,600,000
228.91 ac.
ACTIVE
Dutchess County - 0 Skunks Misery Road KEY860535, Pine Plains, NY
Sensational vistas of the stunning and unspoiled countryside extending to the Taconic's to the East and from a hidden knoll with an elevation of 1,250' there is a magnificent private setting with incredible Catskill views. The main parcel of 157 acres is offered for the first time in generations and that parcel adjoins a 71.5-acre parcel, this was a family owned and operated farm. Both properties have been tilled and pastured for many years have proven to be highly productive. These rolling fields are ideal for a multitude of agricultural endeavors: Horse farm, Cattle farm, Tree farm, Vegetable farm, and whatever requires contact with the soil. There are no restrictions on this property. Possible homesites and there are several ensure privacy and breathtaking panoramic views. If there are grander plans? It is worth noting that there is an adjacent 207 acres available too.
02/26/2026
$1,779,000
2.87 ac.
ACTIVE
Dutchess County - 6 Conifer Court, Poughkeepsie, NY
Welcome to 6 Conifer Court A Modern Farmhouse Masterpiece in Tamarack Heights! Experience luxury living at its finest at the end of a peaceful cul-de-sac in one of Poughkeepsie s most sought-after neighborhoods. Built in 2023, this spectacular 5,250 sq ft home sits on nearly 3 acres of beautifully landscaped grounds, offering privacy and tranquility just minutes from Eastdale Village, Adams Fairacre Farms, and Starbucks. Step inside to soaring high ceilings with stunning exposed wood beams and a dramatic two-story stone fireplace that anchors the sun-filled open-concept living space. The chef s kitchen is a true showpiece, featuring a full Thor Kitchen appliance suite, a spacious island, walk-in pantry, and a dedicated chef s pantry with prep sink. The butler s pantry includes an additional Thor wall oven, and the wine refrigerator is also Thor creating a seamless, high-end culinary experience perfect for entertaining or everyday gourmet cooking. A dry bar adds even more convenience and style. The first-floor suite provides comfort and flexibility, while the luxurious owner s retreat upstairs boasts a spa-like bath and walk-in closet. The massive basement with 14-foot ceilings is a blank canvas ready to become your dream gym, home theater, studio, or provide endless storage. Enjoy outdoor living on expansive decks, a screened porch, and a patio, all surrounded by lush greenery. Additional highlights include a state-of-the-art surveillance security system, a 3-car garage, central air, propane heating, and abundant storage throughout. Schedule your private showing today and experience the lifestyle you ve been dreaming of at 6 Conifer Court.
03/23/2026
$270,000
12 ac.
ACTIVE
Dutchess County - 3 Mountain Edge Lane, Millerton, NY
Set in a broad, open meadow beneath the beautiful Berkshire foothills, called the Taconics offering a rare blend of privacy and panoramic scenery. The land has matured naturally, dotted with shrubs and trees yet still wonderfully expansive. With State Land at its back and stunning western vistas, the property delivers unforgettable sunrises and sunsets. Situated in the Town of North East, it's only minutes to Millerton and nearby Sharon, CT, with skiing, golf, hiking, and adventure parks all close at hand. The Harlem Valley Rail Trail is around the corner.
10/17/2025
$469,000
2.88 ac.
ACTIVE
Dutchess County - 120 South Road, Holmes, NY
Welcome to 120 South Rd/40 Great Bear Rd, a charming home at the end of a quiet cul-de-sac, offering peace, privacy, and a stunning lake view from the deck. Set on just under 3 acres, this property features a spacious front yard shaded by mature trees, perfect for outdoor gatherings, gardening, or simply relaxing in your own private oasis. Enjoy the comfort and efficiency of new windows throughout the home, along with a driveway that s just two years old. Upstairs, classic refinished oak floors add warmth and character, while newer flooring downstairs provides a fresh touch. Extra exterior insulation helps keep the home comfortable year-round, and a Generac whole-house generator with twin electrical panels ensures you re always prepared. Step out onto the deck to take in beautiful lake views, ideal for morning coffee or evening sunsets. While the backyard is cozy, the expansive front yard offers plenty of space for recreation and enjoying the natural surroundings. These are all great features for the bones, from there bring you imagination to make this fixer upper shine. Located minutes from Whaley Lake and Wonder Lake State Park, this home is a haven for nature lovers and outdoor enthusiasts. Nearby, you ll find Holmes Country Market, Red Rooster Drive-In, and McKinney & Doyle Fine Foods Cafe in Pawling, providing local flavor and convenience. If you re looking for a home with character, mature trees, lake views, and a spacious lot at the end of a cul-de-sac in Holmes, this property is ready for your personal touch. Schedule a visit today and imagine the possibilities!
07/15/2025
$3,495,000
19.07 ac.
ACTIVE
Dutchess County - 476 Carpenter Hill Road, Pine Plains, NY
Modern Minimalist Masterpiece on 19 Bucolic Acres in Dutchess County. Welcome to a rare offering in the heart of the Hudson Valley, where striking modern architecture meets timeless pastoral beauty. Completed in late 2024, this extraordinary estate sits on over 19 acres of flat, fenced farmland at the picturesque intersection of Bethel Cross and Carpenter Hill Road. Perfectly sited on a south-facing rise along the Shekomeko Creek, this newly constructed home is a serene, sophisticated sanctuary just two hours from New York City. A bold fusion of modern, industrial, and eclectic design, the residence offers over 4,700 square feet of light-filled, open-concept living on one level, including 3,057+/- sq ft main house, a stunning 1,046+/- sq ft attached greenhouse-conservatory that brings year-round indoor-outdoor living to life and a 1,423 sq ft +/- heated garage/studio/guest apartment. Every detail was curated with intention; from yaki sugi siding and a metal Kemper roof to polished concrete floors and walls of glass that frame unspoiled views of nature. The heart of the home features a bespoke chef's kitchen with live-edge shelving, custom cabinetry milled from trees on the property, concrete countertops, a butler's pantry, and a beverage bar. Double primary suites offer en suite wood burning stoves, spa-like baths with cast iron tubs, Italian tile, and handcrafted metal vanities. Both are complimented by airy bathrooms with natural light and industrial fixtures. A gas fireplace in the ample living room, vaulted ceilings, clerestory windows, and art lighting throughout create a harmonious blend of warmth and style. This is a home designed not just to live in, but to live fully. Outside, the entire 19-acre estate is bordered by classic white 4-board oak fencing, ensuring both privacy and visual continuity. A one-acre, 10-foot-deep pond and expansive flat pastures make this a dream property for equestrians, polo enthusiasts, hobby farmers, or anyone seeking a deep connection with the land. Zoned as a horse farm within an agricultural district, it offers rare potential for animal lovers and breeders alike. Car collectors and creatives will appreciate the oversized, fully heated garage and studio space outfitted with track lighting, storage, and the flexibility to serve as an art gallery, workshop, or one-bedroom apartment. With a 3,000 sq ft unfinished basement, covered porches, multiple patios, and estate management partners already in place, the property is as functional as it is inspiring. Additional features include an Endless Pools heated performance pool in greenhouse. The home has a sustainable, passive solar design and was constructed to allow for a future living roof/rooftop deck. New well, septic, and underground utilities. Energy-efficient systems throughout. Surrounded by horse farms and wildlife. Just minutes from the town center and Mashomack Polo Club. Whether you're an artist, gardener, equestrian, or collector, this unique Hudson Valley estate delivers a modern lifestyle without compromise. Offered for the discerning buyer seeking privacy, sophistication, and natural beauty in equal measure.
06/10/2025
$584,500
2.3 ac.
ACTIVE
Dutchess County - 89 Birch Drive, Pleasant Valley, NY
Back on the Market Buyer had personal changes . Ready for Immediate Move-In! The sellers are relocating out of state, and the home is packed and ready for its next owner. Please use your imagination to envision your own d cor and personal touches. This spacious and meticulously maintained oversized raised ranch offers comfort, flexibility, and pride of ownership throughout. The thoughtfully designed layout features two bedrooms on the lower level, along with a primary suite with a private bath on the main level and an additional bedroom, making it perfect for guests, extended family, or a home office. At the heart of the home is the expansive eat-in kitchen, complete with a cozy breakfast nook overlooking the front yard perfect for morning coffee or casual meals. Adjacent to the kitchen is a generous dining room with a bay window and charming seating area overlooking the peaceful backyard. The adjoining living room features a fireplace with a wood stove insert, creating a warm and inviting space ideal for entertaining or relaxing evenings at home. Connected to the kitchen is a versatile bonus room, currently used for laundry, which could easily serve as a craft room, office, or workshop. A secondary staircase from this space leads directly to the oversized two-car garage, which includes a rare third overhead door opening to the backyard a highly convenient feature. Above the garage, you ll find an unfinished bonus area full of potential, perfect for creating a future primary suite, home gym, or private office. The walk-up attic is spacious, clean, and ideal for storage or future finishing. Two additional flexible rooms offer excellent opportunities for an indoor she-shed, hobby room, or workshop. The home features efficient radiant ceiling heat for consistent warmth, while the wood stove and lower-level pellet stove provide additional comfort and charm. Enjoy outdoor living on the covered front porch, perfect for relaxing weekends, or host gatherings on the rear deck, ideal for summer barbecues and evening cocktails. A rustic firepit area offers the perfect spot to enjoy cool evenings surrounded by nature. Situated in a quiet and private neighborhood, the home is just minutes from the Taconic State Parkway, making commuting easy. Outdoor enthusiasts will love the nearby Taconic Hereford State Park, offering walking and biking trails, horseback riding, and snowmobiling. Recent Updates & Improvements: Block foundation insulated with poured foam pellets for extra warmth Exterior door locks keyed alike for convenience Individual thermostats in most rooms for better temperature control Hot water heater and water pressure tank installed within the past year Fireplace upgraded with a stainless steel liner, reducing chimney maintenance All of this is located within the highly desirable Arlington School District.
12/08/2025
$1,175,000
24.53 ac.
ACTIVE
Dutchess County - 64 S Quaker Hill Road, Pawling, NY
Welcome to Country Living at Its Finest!Nestled on 24.5 scenic acres, this classic 1910 farmhouse offers endless potential for those looking to restore a piece of history. A long, tree-lined driveway leads to this charming 4-bedroom, 4-bath home surrounded by open fields, mature trees, and peaceful country views. The property features a spacious 4-car garage with finished living space with Full bathroom bathroom above. Inside, the home retains much of its original character, with hardwood floors throughout, crown molding, and hidden staircases adding to its timeless charm. The inviting entry opens to a quiet library or office with a fireplace, a sunroom with two walls of windows overlooking the yard and patio, and a spacious living room anchored by a second fireplace. The large dining room, wrapped in glass and hardwood floors, is perfect for gatherings, while the kitchen awaits your personal touch. Upstairs, three bedrooms each offer unique character, while the large primary suite features hardwood floors, its own private staircase, a generous bath, and ample closet space. With room for horses, gardens, or simply relaxing in the peace and beauty of nature, this property offers the perfect blend of privacy, potential, and old-world charm.
08/26/2025
$1,900,000
156.51 ac.
ACTIVE
Dutchess County - 0 Perrys Corners Road KEYM419993, Amenia, NY
Indulge in breathtaking privacy, featuring a couple of extraordinary homesites harmoniously integrated into the enchanting landscape of meadows and woodlands. This premium land offering maintains a commitment to organic farming, ensuring a connection to nature. Tucked away from the road, this is an optimal setting for those desiring a distinguished location with ample space for exploration, cultivation, animal husbandry, and children's playful adventures. A pristine canvas ready for your dreams to blossom and thrive. Enjoy proximity to the Wassaic Train Station, as well as the charming villages of Millerton, Sharon, Salisbury CT, and the Hamlet of Amenia, just minutes away. Taxes shown w Ag Exemption
09/17/2025
$175,000
19.54 ac.
ACTIVE
Dutchess County - 22 Old State Route, Amenia, NY
A rare Amenia opportunity 20 acres of scenic land with sweeping mountain views and full approvals for your future build. Tucked just 90 minutes from the city or an easy ride to the last stop on Metro North, this collection of three contiguous parcels offers flexibility for a dream estate, family compound, or investment. The property includes three separate tax lots: Parcel 1 which is 1.93 acres, parcel 2, a 6.73 acre parcel, and parcel 3 which is the largest of the 3 being 10.88 acres. Accessed via ''Vicky's Way'', a shared drive with an existing residence, the wooded lots open to expansive views across the valley and mountains. Parcels 3 and 4 have already been leveled and cleared for development, with a survey and topographic survey completed in April 2022, plus a driveway plotted for ease of build. Even better, board of health approvals are already in place for septic and wells on all three lots, recently renewed so you can move straight from vision to execution. Amenia is beloved for its access to nature, culture, and incredible food. Spend your weekends fishing at Orvis, skiing nearby slopes, or exploring the Hudson Valley's network of bike paths and greenways right from your doorstep. Indulge in farm-to-table dining and iconic hospitality at Troutbeck, or make your Saturday ritual a stop at Vitsky Bakery for fresh bread and pastries. With the CIA (Culinary Institute of America) and other food destinations nearby, Amenia delivers the perfect balance of outdoor adventure and refined living, all within easy reach of NYC.
03/18/2026
$325,000
5.82 ac.
ACTIVE
Dutchess County - 2413 Route 44, Salt Point, NY
Buildable, has annual 15k billboard cashflow with a potential for additional billboards, that won't even be visible from where the proposed house could be built. There is an old well system on the property and has a direct access to Route 44 for a driveway. This property should be positioned as a desirable, spacious residential parcel, with commercial rezoning potential, given that the surrounding neighbors are commercial businesses. It has just as good frontage as the gas station across the street. No wetlands, level ground. All you need to do is cut down some trees, and you have a nice, private 5-acre spread. Build imagery of either a simple, cut-and-dried, zoning-compliant parcel, just waiting for an investor to make it their own, or a land banking/equity add play that a flipper would want or a blank canvas for a commercial business to buy and benefit from grade A frontage at the crossroads of 44 and the Taconic.
11/20/2025
$1,350,000
3.9 ac.
ACTIVE
Dutchess County - 178 Charles Colman Boulevard, Pawling, NY
Exclusive Mixed-Use Property in Pawling N. Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery. This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial accessibilityDon't miss this Rare Opportunity to Invest In this Tranquil Vibrant BusinessA Must See!
06/21/2025
$225,000
23.89 ac.
ACTIVE
Dutchess County - 710 Smithfield Road, Millerton, NY
Expansive 23.89 Parcel in Millerton, NY! Prime Location with Endless Potential. Discover a rare opportunity to own 23.89 acres of raw, wooded land nestled in the scenic hills of Millerton, NY. This private and peaceful property offers a true escape with a mix of mature trees, rolling terrain, and the potential for a long-range view from the upper elevations. Perfect for building your dream home, creating a secluded weekend getaway, or simply investing in prime upstate New York land. The location is ideal, just minutes from the charming village centers of Millerton and Amenia, and only 12 minutes to the Wassaic train station for easy access to NYC. Whether you're seeking tranquility, natural beauty, or development potential, this property offers it all. A unique chance to own a significant slice of the Hudson Valley.
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