Dutchess County, New York Land For Sale (44 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
$3,699,000
118.03 ac.
ACTIVE
Dutchess County - 401 Woodmont Road, Hopewell Junction, NY
AO CTS 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.
05/13/2026
$66,999
16.61 ac.
ACTIVE
Dutchess County - Primrose Hill Rd, Rhinebeck, NY
Your Own Hudson Valley Escape
Looking for a private recreational property in the Hudson Valley where you can truly disconnect from the outside world?
This 16.6-acre parcel (Parcel ID 135089-6268-00-008681-0000) on Primrose Hill Rd in Rhinebeck offers peace, privacy, wildlife, and endless opportunities for outdoor enjoyment in one of the most desirable regions of New York. Surrounded by mature trees, natural scenery, and abundant wildlife, this property is ideal for anyone looking for a personal retreat away from crowded neighborhoods and city noise.
Perfect For:
Family recreation and outdoor gatherings
Camping and weekend getaways
Hiking, exploring nature and wildlife observation
ATV and outdoor adventure use
Birdwatching and photography
Creating private trails
A peaceful long-term recreational land investment
Whether you want a quiet escape for yourself, a place to spend weekends outdoors with family and friends, or simply a beautiful piece of Hudson Valley land to hold for the future, this property offers incredible value and versatility.
Why Buyers Love Properties Like This:
16.6 private acres in highly sought-after Rhinebeck
Excellent natural habitat and privacy
Large recreational parcels are becoming increasingly rare in the Hudson Valley
Quiet setting while still being close to restaurants, shops, and local attractions
Convenient access from NYC, Albany, Kingston, and Poughkeepsie
Location:
Rhinebeck 4 miles
Kingston 12 miles
Poughkeepsie 20 miles
Albany ~50 miles
NYC ~100 miles
To visit the property, enter these coordinates into Google Maps: 41.88505, -73.89170
The free LandGlide app can help you walk the parcel boundaries and explore the property in more detail.
The Rhinebeck Lifestyle:
Rhinebeck is known for its charming village atmosphere, outdoor recreation, scenic beauty, restaurants, local markets, and relaxed Hudson Valley lifestyle. Its one of the most desirable recreational destinations in Upstate New York.
Pricing:
Cash Price: $66,999
Owner Financing Available:
Financing Price: $68,999
Flexible Terms:
Down Payment: $15,450 (20%)
Approx. $719/month for 240 months
Approx. $683/month for 360 months
Approx. $674/month for 480 months
If you have been searching for a recreational property with privacy, nature, and long-term potential in Rhinebeck, this may be exactly what you have been waiting for.
05/04/2026
$170,000
1.5 ac.
ACTIVE
Dutchess County - 10 Westview Drive, Fishkill, NY
Nestled on Westcott Road just off Route 52, this 1.5-acre wooded parcel offers a rare and exceptional opportunity to build in the heart of Fishkill, New York. Delivering the ideal combination of mature natural privacy and urban convenience, this site is the premier choice for anyone looking to build a custom residential home. It stands as a highly competitive investment in one of the Hudson Valley’s most sought-after communities, ready to bring your residential vision to life.
LAND & TOPOGRAPHY
The property features a highly desirable, gently rolling topography that is typical of the scenic Hudson Valley landscape.
VEGETATION & SHADE: The expansive lot is beautifully blanketed by a dense, mature tree line of native hardwoods and softwoods common to Dutchess County. This thick foliage provides an incredibly serene, private, and shaded backdrop for a future home.
SITE DYNAMICS: The layout of the 1.5 acres offers multiple configurations for clearing a ideal building envelope while keeping the perimeter heavily wooded for maximum neighborhood seclusion.
UTILITIES & ACCESS
The crowning achievement of this vacant tract is its immediate access to municipal infrastructure, eliminating the high costs of rural development.
UTILITIES READY: Unlike most acreage, this property offers the significant, turn-key advantage of available public water and public sewer connections right at the street line.
ROAD ACCESS: The lot commands accessible road frontage along Westcott Road, ensuring an easy, cost-effective driveway installation. Grid power and high-speed fiber-optic internet connections are readily available, fully supporting a modern smart home or remote-work lifestyle.
RECREATIONAL & RESIDENTIAL USE
Zoned R-15 for single-family residential use, this choice parcel offers a blank canvas for an upscale suburban estate or a modern architectural retreat.
HOME DESIGN: The 1.5-acre footprint gives you ample space to design a spacious custom home, an expansive multi-car garage, and custom outdoor living areas like rear entertainment decks, fire pits, or manicured gardens.
NEIGHBORHOOD RECREATION: For outdoor enjoyment, the peaceful waters of Dutchess Park Lake are located just around the corner, offering convenient, neighborhood-level access to local fishing, relaxing waterside walks, and community recreation.
LOCATION CONTEXT
Perfectly positioned to blend suburban quietude with exceptional central convenience, this location places you at the center of everything Dutchess County has to offer.
COMMUTE & CONVENIENCE: You are situated just minutes from Fishkill’s historic main street, local schools, premier shopping centers, and diverse dining options. Commuters will appreciate the quick access to Interstate 84 and nearby Metro-North train stations.
REGIONAL HIGHLIGHTS: For outdoor enthusiasts, the property is a short drive from the majestic Hudson River, the scenic Hudson Highlands State Park, and the popular multi-use rail trails of the region.
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.
06/04/2026
$435,000
2 ac.
ACTIVE
Dutchess County - 175 Overocker Road, Poughkeepsie, NY
Welcome to 175 Overocker Road, a beautifully maintained ranch home set on 2 private acres in the Town of Poughkeepsie. Offering the convenience of one-level living with no interior stairs, this home is perfect for buyers seeking comfort, accessibility, and ease of maintenance. Inside, you'll find a bright and inviting layout featuring 3 bedrooms, 2 baths, updated flooring, fresh paint, and an open kitchen and dining area filled with natural light. The spacious kitchen offers ample cabinetry, stainless steel appliances, and direct access to the deck, creating the perfect space for entertaining or enjoying peaceful mornings overlooking the property. The expansive 2-acre lot provides a rare combination of privacy and usable outdoor space, ideal for gardening, recreation, pets, or simply enjoying the beauty of nature. Surrounded by mature trees, this property offers a tranquil setting while remaining conveniently located near shopping, restaurants, schools, Metro-North, and major commuter routes. Whether you're a first-time homebuyer, looking to downsize, or specifically searching for a ranch-style home with no steps and room to spread out, this move-in-ready property checks all the boxes. **One-level living, 2 private acres, and a convenient location don't miss this opportunity to make 175 Overocker Road your next home!**
06/06/2026
$700,000
2.3 ac.
ACTIVE
Dutchess County - 21 Straub Drive, Pleasant Valley, NY
Welcome to 21 Straub Drive in Pleasant Valley, a spacious and versatile home offering 4 bedrooms, 3.5 baths, and a flexible floor plan. Nestled on a private lot ,this property combines peaceful country living with convenient access to major commuting routes. The home features generous living spaces designed for both everyday comfort and entertaining. Multiple living and gathering areas provide flexibility for today's lifestyle, while the layout offers possibilities for multi-generational living or guest accommodations. A bright and inviting three-season sunroom with French doors provides the perfect place to enjoy morning coffee, relax with a book, or take in views of the beautifully landscaped grounds. Step outside to your own private backyard retreat featuring a custom man-made pond with a stunning waterfall feature, creating a tranquil setting to relax, entertain, or enjoy nature year-round. A charming gazebo overlooks the picturesque setting, offering an ideal spot for outdoor dining, gatherings, or simply enjoying the peaceful surroundings. The private grounds offer a rare combination of serenity and usability. Ideally located close to the Poughkeepsie Metro-North Train Station and the Taconic State Parkway, this home provides an excellent balance of privacy and accessibility for commuters and weekend travelers alike. Whether you're seeking room to grow, or a peaceful Hudson Valley setting close to amenities and transportation, 21 Straub Drive presents a unique opportunity to enjoy the best of Pleasant Valley living. A property that truly blends comfort, flexibility, and outdoor enjoyment on a private lot in a non-flood zone, all in one exceptional package.
06/06/2026
$880,000
34.68 ac.
ACTIVE
Dutchess County - 7 Old Road, Tivoli, NY
Set amid the rolling farmland and quiet country roads of Northern Dutchess County, this extraordinary 34.284-acre property offers a rare opportunity to realize a deeply intentional vision of country living. Originally assembled and improved as the future site of a multi-generational residential compound rooted in the principles of permaculture and regenerative agriculture, the land has been thoughtfully prepared for its next steward. A long gravel drive winds through the landscape alongside an elegant Hamptons-style stone wall, creating a striking sense of arrival. Underground 400-amp electric service is already installed, and Board of Health approval is in place--significant and valuable infrastructure improvements that allow a purchaser to move directly into the planning and building phase. The property itself is both beautiful and functional: open meadows, mature trees, and a year-round stream create a dynamic natural setting ideal for farming, recreation, or a private estate. A versatile multi-use greenhouse remains on-site, supporting agricultural pursuits ranging from seed propagation and specialty growing to year-round cultivation experiments. Privately situated yet accessible to the cultural and culinary destinations of Tivoli, Rhinebeck, Hudson, and the greater Hudson Valley, this is land with both soul and substance--an increasingly rare combination of ecological potential, infrastructure readiness, and long-term vision.
04/25/2026
$775,000
5.34 ac.
ACTIVE
Dutchess County - 103 S Harmony Hill Road, Pawling, NY
Properties like this don't come along often! As you turn off the road, the world quiets. The driveway pulls you back through a canopy of mature trees, and by the time the house appears, you already feel the privacy with over five acres, buffered on all sides, thoughtfully expanded and upgraded far beyond its 1975 origins. Step inside to a living room anchored by a stone fireplace, original hardwood floors, and warm, inviting walls. As you keep going, the formal dining room opens up with vaulted ceilings and large exposed wooden beams built for long dinners and easy conversation. Then you reach the kitchen, and you stop. Cherry cabinetry, stone countertops, a center island and at the heart of it all, a professional Garland gas range with six burners, a 24" raised griddle, broiler, and two full ovens. A large walk-in pantry keeps everything within reach. This kitchen was built to match your food-inspired ambition. Down the hall, two bedrooms with sizeable closets and a full bathroom lead you to the primary suite. This space features soaring ceilings, hardwood floors, a primary bath with a freestanding copper soaking tub, a glass-enclosed tiled shower, and a custom walk-in closet with built-ins for two. The lower level offers a gym with shock-absorbing flooring and its own shower bath, a home office, an original wood stove, laundry, and finished flex space including a bar room ready for entertaining. Outside, 26 owned solar panels keep electricity costs between $0 $150/month. A three-car garage sits steps away, a whole-home generator has you covered, and a 2,400 SF steel barn on the southwest corner opens up possibilities as wide as the land itself. Minutes from the Village of Pawling and Metro-North, this is country living without compromise.
06/05/2026
$769,000
2.83 ac.
ACTIVE
Dutchess County - 2303 Salt Point Turnpike, Clinton Corners, NY
Some homes are simply meant to be found and this is one of them. Nestled on 2.83 park-like acres in the heart of Dutchess County, this stately c. 1800 Colonial has been cherished by the same family for years, and the moment you step inside, you'll understand why. With approximately 2,500 square feet of living space across two gracious floors, the home strikes that rare balance between historic character and modern comfort. Wide-board hardwood floors, three fireplaces, and a classic foyer set a warm, welcoming tone, while thoughtful updates including central air conditioning, a whole-house automatic generator, an electric range, and double wall ovens in the kitchen ensure you never have to choose between charm and convenience. The eat-in kitchen flows into a formal dining room perfect for entertaining, while the living room, den, and first floor bath and laundry. add everyday functionality. Upstairs, a bedroom is tucked away with its own private staircase a nod to the home's Federal-era roots joined by the primary and additional bedroom, and a full bath. A full walk-up attic offers extraordinary storage or the potential as an additional living space. Outside, a fenced rear yard provides privacy and room to roam, while the detached two-car garage with automatic opener with a walk-up second level storage, professional landscaping, and exterior lighting complete the picture. The full unfinished basement offers additional storage or workshop space. All of this just seconds from the Taconic State Parkway and within the sought-after Millbrook Central School District.
05/03/2026
$1,095,000
6.56 ac.
ACTIVE
Dutchess County - 33 Willow Brook Ridge, Clinton Corners, NY
Privately nestled on 6.5 wooded acres at the end of a quiet country lane, this beautifully updated Colonial captures the Hudson Valley lifestyle today s buyers are searching for! Peaceful, design-forward living surrounded by nature, yet just minutes to Rhinebeck, the Taconic Parkway, and the train to NYC. Designed for both laid-back everyday living and memorable weekends with family & friends, the home features soaring wood-beamed ceilings, abundant natural light, and warm, inviting gathering spaces throughout. The dramatic family room is the heart of the home, anchored by a stunning fireplace, vaulted wood-beamed ceilings, and oversized windows that bring the outdoors in creating the perfect setting for cozy winter weekends or relaxed entertaining year-round. The newly renovated kitchen flows seamlessly into the main living areas, blending modern updates with timeless Hudson Valley character. Upstairs, the spacious primary suite offers a peaceful retreat with room to truly unwind, featuring a spa-like feel and the comfort and privacy buyers crave after a day in the city or exploring the area. Three additional large guest bedrooms provide plenty of space for family, visitors, or flexible work-from-home living. Step outside to your own private upstate escape with a heated in-ground pool, expansive patio space, mature trees, and the kind of quiet that instantly makes you exhale. Perfect for summer days with the kids or unwinding with a swim after the hustle and bustle of the workweek, the outdoor space was made for enjoying life at a slower pace. Whether hosting dinners under the stars, working remotely surrounded by nature, or simply relaxing poolside, this property delivers the balance of comfort, style, and tranquility that makes the Hudson Valley so desirable. The flexible layout also includes updated baths, bonus space ideal for guests or a home office, and an attached two-car garage. Located within an established and desirable neighborhood, you ll enjoy easy access to Rhinebeck s celebrated restaurants, cafés, farmers markets, hiking trails, and Metro-North service to Manhattan. A rare opportunity to own a true Hudson Valley retreat - private, stylish, and designed for the way people want to live today.
05/07/2026
$2,995,000
19.07 ac.
ACTIVE
Dutchess County - 476 Carpenter Hill Road, Pine Plains, NY
Modern Minimalist Estate on 19 Bucolic Acres in Dutchess County, NY. A rare Hudson Valley offering where bold modern design meets pastoral beauty. Completed in late 2024, this 4,700+ sq ft single-level home sits on 19 acres of flat, fenced farmland along scenic Shekomeko Creek. The residence features a 3,057+/-sq ft main house, 1,046+/- sq ft greenhouse-conservatory, and 1,423 +/-sq ft heated garage/studio/guest apartment. Striking design includes yaki sugi siding, polished concrete floors, clerestory windows, and walls of glass framing untouched views. The chef's kitchen boasts concrete countertops, custom cabinetry from on-site milled trees, and a butler's pantry. Two primary suites feature wood-burning stoves, spa-like baths, and artisan finishes. Outdoors, enjoy a 1-acre pond, pastures, and white 4-board fencing- ideal for equestrians or hobby farmers. Zoned as a horse farm, this property offers serious potential. The oversized garage/studio suits collectors, creatives, or guests. Additional highlights: performance pool in greenhouse, passive solar design, future-ready rooftop, and a 3,000 +/-sq ft unfinished basement. Just 2 hours from NYC and near Mashomack Polo Club. A sophisticated retreat for those seeking nature, privacy, and modern luxury.
05/21/2026
$1,000,000
6.8 ac.
ACTIVE
Dutchess County - 308 Hollow Road, Staatsburg, NY
This is the kind of property people leave the city for a fully realized Hudson Valley retreat where privacy, land, and lifestyle come together in a way that feels increasingly hard to find. Set across nearly 7 private acres on two separately deeded parcels, this move-in ready equestrian estate offers the freedom of country living without sacrificing convenience, with quick access to the Taconic State Parkway and an easy drive to Rhinebeck, Millbrook, Kingston, and Poughkeepsie. The home itself strikes a rare balance between warmth and sophistication. Thoughtfully updated and impeccably maintained, the interiors feel both elevated and comfortable, blending rustic textures with modern functionality. Reclaimed wood ceiling brings character and richness to the sunroom, while generous living spaces create an easy flow for everyday living and entertaining alike. The primary suite feels more boutique retreat than bedroom, anchored by a luxurious spa-inspired bath designed for slowing down and unplugging. A finished lower level adds flexibility for guests, recreation, fitness, or work-from-home space, while dual laundry areas on both the main level and basement make the home exceptionally functional for daily life. Beyond the home, the property opens into a true country compound designed for equestrian living, hobby farming, or anyone craving usable land and a deeper connection to the outdoors. The 9-stall barn, complete with its own private entrance, creates incredible flexibility for personal use, boarding opportunities, or income potential without disrupting the privacy of the main residence. Fenced paddocks, a riding arena, pond, gazebo, and multiple storage structures make the property as practical as it is beautiful. Efficiency and preparedness were clearly prioritized throughout, with split-unit heating and cooling systems, propane utilities, ample storage, and a whole-house generator supporting year-round comfort and peace of mind. Every inch of the property feels intentional, functional, and ready to enjoy from day one. Private, polished, and grounded in the kind of lifestyle buyers are actively searching for, 308 Hollow Road offers far more than a home it offers space to breathe, room to grow, and a version of Hudson Valley living that feels authentic, effortless, and increasingly rare.
03/25/2026
$599,900
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.
04/11/2026
$815,000
3 ac.
ACTIVE
Dutchess County - 360 Old State Route 22, Dover Plains, NY
Stunning Riverfront Retreat offers serene water views and the luxury of fishing and kayaking right in your own backyard. Beautifully renovated three-bedroom home is complemented by a one-bedroom pool house that works perfectly as a guest cottage - true resort-style living. Open-concept living and dining areas are filled with natural light, featuring two sets of French doors that lead to a spacious deck ideal for seamless indoor-outdoor entertaining. Expansive windows showcase picturesque views of the famous Duchess County Ten Mile River. Designer kitchen includes recessed lighting, stylish pendant accents, and stainless-steel appliances. Pamper yourself in a primary en-suite with vaulted ceilings, a generous closet and spa-like bathroom complete with Jacuzzi tub, separate tiled shower, double vanity and water closet. A second bedroom with its own en-suite bath provides comfort and privacy for guests. Walkout lower level offers exceptional versatility, featuring a large family room perfect for a home office, gym, or recreation space, along with a third bedroom and full bathroom. The pool house enhances the property with its own open living area, dining space, kitchenette, fourth bedroom and full bath plus additional 2nd floor loft storage. An enclosed sun porch overlooks the inviting in-ground heated pool to extend the swimming season. These three acres feel like a private park, with nearly 700 feet of direct river frontage. Enjoy leisurely afternoons with games like bocce or horseshoes, then gather around the firepit on cool evenings. This one-of-a-kind property blends natural beauty, tranquility, and modern comfort an exceptional place to call home.
05/13/2026
$899,000
10.7 ac.
ACTIVE
Dutchess County - 41 Diddell Road, Wappingers Falls, NY
The Ultimate Lifestyle Estate! From the remodeled chef s kitchen with granite counters to a massive 3,200 sq. ft. Pole Barn, this property is a fusion of modern luxury with serious utility. Set in a tax-saving Agricultural District, you ll find 2 stocked ponds (boats included!), a classic Red Barn with chickens and with horse-stall potential, a 10-acre landscape featuring investment-ready Christmas tree nurseries, hay farming, and a 20 ft deer stand. Inside, enjoy your primary bedroom with an ensuite bathroom, plus 2 additional bedrooms with easy single-level living. The house has many upgrades, too numerous to list here! Whether you re a hobbyist, farmer, or just looking for a private retreat, this home has it all! Ask for the Full Feature sheet today! Only 4 miles from the TPW, close to schools, shops, town, and the Dutchess Rail Trail.
03/19/2026
$835,000
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.
05/29/2026
$2,500,000
12.5 ac.
ACTIVE
Dutchess County - 34 Meeting House Road, Pawling, NY
Nestled in the heart of historic Quaker Hill, this bucolic property offers timeless charm just a stone s throw from the iconic Meeting House. Originally built in 1983, the home underwent a meticulous, top-to-bottom renovation in 2016, thoughtfully upgrading all major systems, finishes, and living spaces to modern standards while preserving its serene setting. The residence is exceptionally well-equipped with advanced infrastructure and comfort-driven features, including a state-of-the-art geothermal heating and cooling system, whole-house fresh air circulation, and spray foam insulation for optimal efficiency. Bathrooms are appointed with underfloor radiant heat, while a snow melt system beneath the front entry ensures year-round access. Additional highlights include a central vacuum system, laundry chute, fully finished basement, and a 60-amp EV charging station. Designed for both resilience and luxury, the property features a 100kW whole-house emergency generator powered by two buried propane tanks (1,000 and 500 gallons). Outdoors, a stunning infinity-edge in-ground pool overlooks the west-facing rear of the property, capturing breathtaking sunsets and enhancing the home s tranquil, pastoral setting. A rare opportunity to own a thoughtfully modernized home in one of the region s most storied and picturesque locations.
05/13/2026
$4,499,000
190.2 ac.
ACTIVE
Dutchess County - 1198 New York 82 1156, East Fishkill, NY
Historic Gem of a Family Farm situated within the urban neighborhoods of Hopewell Junction, just two miles off of the Taconic Parkway, this unique offering with rolling hills surround this family farm which has been owned by the same family for generations. The central hilltop peak elevation in the middle of property offers full panorama views of the nearby Dutchess Hills, Catskills, Shawngunks, and Berkshires. The classic pre-revolutionary War period original Farm House with a larger addition from the Civil War era with timber ceilings, three fireplaces, 6 bedrooms and several living rooms. The large sprawling 7,000+SF barn area has two three tier barns, three grain silos, one with a mechanical freight elevator and rambling connecting corridors of side barns with stalls and storage for stalls for 40 cows and a dozen horses. Agricultural Exemption applies to farm lands benefits the general property tax. 24+ acres of the Solar Lease will remain under control of the present owner. The Farmhouse lease will need to be negotiated. The Tenant House and Barns will be available upon closing.
05/20/2026
$990,000
10.65 ac.
ACTIVE
Dutchess County - 126 Old Hopewell Road, Wappingers Falls, NY
Welcome to this extraordinary 4-bedroom, 7,693-square-foot contemporary estate, offering an additional 1,444 square feet dedicated to a spectacular indoor pool and entertaining area, all privately situated on 10.65 scenic acres. A tree-lined driveway with a beautiful circular fountain entrance sets the tone as you arrive at this one-of-a-kind luxury retreat. Step inside and immediately be impressed by the dramatic open-concept design highlighted by soaring 21-foot cathedral ceilings throughout the formal living and dining areas. A stunning wall of windows fills the home with natural light while providing breathtaking views of the indoor resort-style pool area. Relax beside the gas fireplace, enjoy music through the surround sound system, or entertain effortlessly in the expansive gathering spaces. The chef s kitchen seamlessly flows into the main living area and is thoughtfully designed with granite countertops, a center island, double ovens, two built-in microwave ovens, a locking natural gas cooktop with hood, extra-quiet dishwasher, trash compactor, walk-in pantry, and custom soft-close cabinetry. The luxurious primary suite offers a private sitting area, walk-in closet, spa-like bathroom with dual shower heads, and a jacuzzi tub for the ultimate retreat. A remarkable replica Oval Office with direct exterior access creates the perfect work-from-home environment. Year-round enjoyment awaits in the temperature-controlled saltwater indoor pool and jacuzzi area, featuring a striking see-through glass pool wall, radiant heated floors, audio sound system, hibachi grill/table, and access to an adjacent outdoor patio. The advanced filtration system and dual tankless water heaters continuously circulate fresh water throughout the pool and spa. Additional highlights include a fully functioning soundproof recording studio with separate control room and bonus performance space with removable stage, as well as an indoor/outdoor heated and air-conditioned dog kennel. The home also offers excellent flexibility with potential for an accessory apartment or mother/daughter setup complete with a full kitchen and bathroom. Zoned for potential bed and breakfast, home occupation, professional office, and professional studio use, the possibilities are endless. Conveniently located just 1.8 miles from the Metro-North New Hamburg station and within close proximity to I-84, the NYS Thruway, Taconic State Parkway, and Route 9, this exceptional property combines luxury, privacy, and convenience in one unforgettable offering.
05/16/2026
$499,900
1.84 ac.
ACTIVE
Dutchess County - 79 Wendy Drive, Poughquag, NY
Welcome to 79 Wendy Drive, privately sited on 1.84 beautifully landscaped acres offering a peaceful oasis with mature landscaping, while still enjoying the charm of cul-de-sac living perfect for neighborhood walks and bike rides. This is a unique opportunity to own this versatile property offering endless potential ideal for single-family living, multi-generational living, or the opportunity for live-in income generation. The main level offers open-concept living filled with natural light. The spacious living room features a large picture window and flows seamlessly into the dining area with sliding glass doors leading to the expansive two-tiered deck perfect for indoor/outdoor entertaining. The updated eat-in kitchen is beautifully appointed with quartz countertops, soft-close cabinetry, and stainless steel appliances. The main level offers two bedrooms, including an oversized bedroom that could be converted back into a den or home office, providing additional flexibility and separation of space. A full hall bath and convenient laundry complete the main level. The lower level with an independent entrance or access from the main level offers a full kitchen, family room, full bath, laundry and 3rd bedroom with sliding glass doors to the patio and fenced in area... perfect in-law, au pair suite, or opportunity to generate rental income while you live upstairs. The serene setting of this home offers the peace and privacy so many are seeking, surrounded by mature trees and lush landscaping that create a picturesque natural backdrop. Enjoy relaxing evenings around the outdoor firepit while the gentle stream flowing through the front yard adds to the tranquil, retreat-like atmosphere of this special property.
05/12/2026
$505,000
1.69 ac.
ACTIVE
Dutchess County - 10 Edwin Road, Poughkeepsie, NY
Charming Sears Westly Home on 1.69 Acres with Artist Loft & Modern UpdatesWelcome to a beautifully preserved Sears Westly model part of the iconic Sears, Roebuck and Company Modern Homes collection offering timeless character paired with thoughtful modern updates. Originally designed as part of the early 20th-century mail-order home movement, these homes were known for their quality craftsmanship, efficient design, and enduring appeal. Set on a peaceful and private 1.69-acre property, this 3-bedroom, 2 full bath home delivers both charm and functionality. Inside, you ll find a remodeled kitchen with stainless steel appliances, updated cabinetry, and a layout that flows seamlessly into the main living spaces. A wood burning fireplace adds warmth and character, while the renovated bathrooms bring a fresh, modern touch. Each bedroom features its own large walk-in closet plus additional storage throughout providing space that today s buyers truly appreciate. The East facing bedroom offers a private outdoor balcony, creating a quiet retreat overlooking the natural surroundings. Enjoy outdoor living from the welcoming front porch or entertain on the spacious back patio. A standout feature is the detached oversized 2-car garage with an expansive loft above perfect for an artist studio, home office, creative space, or play area. Blending historic charm with modern-day living, this rare Sears home offers a unique opportunity to own a piece of American architectural history while enjoying the comfort and flexibility today s lifestyle demands.
05/27/2026
$349,000
3 ac.
ACTIVE
Dutchess County - 1889 New York 22, Wingdale, NY
Move right into this beautifully maintained 3-bedroom, 2-bath home in Dover, NY featuring cathedral ceilings, an open-concept layout, and comfortable everyday living. Conveniently located along Route 22, the property offers easy access to outdoor recreation, local dining, shopping, and Metro-North commuting options. Nearby attractions and amenities include: Scenic hiking, waterfalls, and nature trails throughout the Dover Plains and Wingdale area, popular for outdoor enthusiasts and weekend adventures. Close proximity to the Appalachian Trail, Ten Mile River Preserve, and several scenic overlooks with beautiful Hudson Valley views. Convenient access to local restaurants, cafés, antique shops, and community events in Dover Plains, Pawling, and nearby Route 22 corridor towns. Nearby historic landmarks and recreational destinations make this an ideal full-time residence or weekend retreat. Enjoy peaceful country living with commuter convenience in the heart of Dutchess County.
05/25/2026
$100,000
2.14 ac.
ACTIVE
Dutchess County - 24 Beck Road, Poughkeepsie, NY
2.14-Acre Build-Ready Parcel - Design Your Dream Country Retreat Discover a rare opportunity to own a beautifully situated 2.14-acre parcel in a scenic country setting within the highly sought-after Hyde Park school district. Conveniently located just a short drive from New York City, this property offers the perfect balance of rural tranquility and urban accessibility. Property Highlights: Build-Ready InfrastructureThis parcel is BOHA-approved for a modern sewage disposal system and a reliable groundwater well, supporting the construction of a spacious 4-bedroom home--saving you time and simplifying the path to building. A private road accesses the original farmstead and the building site, providing ready access of building a new driveway. Flexible Design VisionBring your dream home to life with inspiring possibilities. Example plans are available, including: A cozy woodland retreat with a detached garage, tucked into nature; or a home set in the open meadow with an attached garage, ideal for open views and easy living. Both design concepts are carefully oriented to maximize privacy, with primary windows facing away from neighboring properties. Strategic garage placement and landscaping further enhance seclusion while framing peaceful countryside views. Additional Opportunities Owner financing options & professional design consultation may be available--ask for details. The LifestyleImagine waking each morning to sweeping natural views, enjoying quiet surroundings, and still being within easy reach of NYC. Whether you're envisioning a secluded woodland escape or a bright, open meadow residence, this property offers the flexibility and foundation to make it happen.
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.
03/05/2026
$79,000
0.46 ac.
ACTIVE
Dutchess County - 0 Lakeview Drive KEY962482, Pawling, NY
Build your ideal home on this prime .46-acre lot perfectly situated within the sought-after Pawling Lake Estates community. Offering a rare blend of beauty and value, this property boasts picturesque views of Jones Pond and benefits from the lower property taxes of the Dover Union Free School District. Nature enthusiasts will love being surrounded by the sprawling West Mountain State Forest, providing a peaceful, wooded backdrop for year-round tranquility. The location is ideal for an active lifestyle, sitting just minutes away from the private community beach, complete with a swimming dock, playground, and clubhouse. Whether you re looking to escape the city for a weekend retreat or build a permanent residence in a friendly, scenic neighborhood, this lot offers the perfect foundation.
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