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.
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.
08/22/2025
$3,500,000
160 ac.
ACTIVE
Dutchess County - 2045 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. ***
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.
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.
09/20/2025
$675,000
2.4 ac.
ACTIVE
Dutchess County - 10 Stagecoach Lane, Amenia, NY
Charming Old-Style Farmhouse with 4+ Bedrooms on 2.4 Acres. This timeless colonial farmhouse blends historic charm with modern updates, offering 4+ bedrooms and 1.5 baths. A welcoming front porch leads into an inviting entrance hall with hardwood floors. The first floor boasts a formal dining room with original wide-plank pine floors, chandeliers, and crown molding, plus a formal living room(currently being used as a second dining room) with French doors, ceiling-to-floor windows, hardwood floors, and chandelier. The rear entry hall features a woodburning stove, cedar ceiling, recessed lighting, and French door to the outdoors, while a cozy sitting room offers hardwood floors and cedar ceiling. The spacious living room is filled with natural light, and the chef s kitchen is a true centerpiece with hardwood floors, cedar ceiling, large center island with Viking 6-burner stove and griddle, granite countertops, Sub-Zero refrigerator, Viking double oven, wine refrigerator, microwave, dishwasher, double sink, breakfast bar, glass-faced cabinetry, pantry, and floor-to-ceiling windows. Upstairs, the primary bedroom offers a cathedral ceiling, wide-plank floors, loft, recessed lighting, ceiling fan, walk-in closet, and an unfinished room ideal for a future en-suite bath. Additional bedrooms feature original wide-plank flooring, wall-to-wall carpet, built-in cabinetry, recessed lighting, ceiling fans, and crown molding. The full bath includes double sinks, linen closet, and a tub/shower. The outdoor spaces are equally impressive. Set on 2.4 landscaped acres, the backyard features a fenced-in inground pool, gazebo, and pergola with flagstone flooring ideal for entertaining or relaxing. A playground provides additional space for fun, making this property a perfect blend of charm, comfort, and recreation both inside and out.
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.
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.
05/20/2025
$100,000
2.14 ac.
ACTIVE
Dutchess County - 24 Beck Road, Poughkeepsie, NY
Build Your Dream Home in the Heart of Hudson Valley Close to NYC!Discover this exceptional 2.14-acre parcel located in a peaceful country setting within the highly sought-after Hyde Park school district. Just a short drive from New York City, this property offers the perfect opportunity to create your personal sanctuary amid scenic countryside. Key Features:Approved Infrastructure: BOHA-approved for a modern sewage disposal system and a dependable groundwater well, supporting a spacious 4-bedroom home. Design Inspiration: Example house plans are available to help visualize your future home options include a cozy house nestled in the woods with a detached garage or a charming meadow house with an attached garage. Privacy & Views: Both design options feature windows facing away from neighboring Claude s property, with strategic landscaping and garage placement to further enhance privacy and scenic views. Additional Opportunities:Ask about possible owner financing options to make your dream home a reality. Professional designer consultation may be available to tailor your new home to your vision. Imagine waking up to sweeping countryside views, all just minutes from NYC. Whether you envision a cozy retreat in the woods or a bright meadow residence, this property offers the flexibility to bring your dream home to life. Note: There is an easement on the current driveway, but we have a creative plan to ensure your scenic views remain unobstructed. See the two suggested renderings below. Don t miss this rare opportunity to build your Hudson Valley retreat!
01/10/2026
$2,000,000
136 ac.
ACTIVE
Dutchess County - 148 Creek Road, Staatsburg, NY
Welcome to 148 N creek, a stunning property boasting 136 acres of preserved farmland. The sale features a charming 5 bedroom 2 bath farmhouse from the 1800s, several restored and updated barns. The acreage is protected by the Winnakee Land Conservancy, with future upgrades in mind. Upgraded electric, septic, and well systems cater to the needs of the farm brewery and event space in the large barn. Additionally, the acreage includes 25+ acres of hay ground, 35+ acres of forestry, and 2 acres of hops. PROPERTY AS IS- NOT SUBDIVIDABLE
01/15/2026
$799,000
2.41 ac.
ACTIVE
Dutchess County - 26 Rodina Drive, Pawling, NY
Be the first to live in this stunning four bedroom, two and a half bath home nestled on a beautiful two and a half acre lot. This home is located on the border of Putnam and Duchess counties. Step onto the full length front porch and inside to a light, bright and airy interior boasting a modern open floor plan. Spacious entrance foyer with double coat closets and sleek iron railing staircase with motion sensor lighting. Formal living and dining rooms. Family room with built in electric fireplace and niche to install your flat screen tv. Enjoy the Chefs kitchen with quartz countertops, stainless steel appliances, induction cook top, built in wall oven and microwave, farmhouse sink, hidden backsplash outlets, pantry cabinets and large center island perfect for entertaining. Step outside from the oversized 12 ft wide European slider to the large patio ideal for relaxing while enjoy the gorgeous views and yard. First floor lavatory. The spacious primary bedroom is your personal retreat with a tray ceiling, walk in closet and primary bath with a custom tile shower, soaking tub, double sinks and vanity with smart mirrors, toilet and radiant heated bathroom floor. The three additional bedrooms offer plenty of space with large closets and natural light. Center hall full bath with double sinks, smart mirrors, tiled tub and heated flooring. The convenience of a second floor laundry room makes daily chores a breeze. The second story offers a five hundred square foot bonus room perfect for playroom, home office or gym. Hardwood floors throughout. The full basement and attic has endless storage or expansion possibilities. Built to last with a high-efficiency HVAC system, smart programable wifi thermostats and spray foam insulation for year round comfort. Still time to customize the hardwood floor stain color, closets and shower doors. This home is a rare gem that checks every box. Just minutes from major highways and train. Small town charm complete with a farmers market. The property offers the ideal combination of seclusion and accessibility. Don't miss your chance to own this private oasis. Schedule your private showing today!
02/06/2026
$899,000
2.15 ac.
ACTIVE
Dutchess County - 5 Madonna Drive, Lagrangeville, NY
Experience the pinnacle of refined living in this one-of-a-kind sanctuary, where architectural brilliance meets the enduring aesthetics of carefully selected premium finishes by Restoration Hardware. While officially a 3-bedroom, this sprawling estate lives comfortably like a 5-bedroom, with 4 of the rooms on the second level AND a private in-law suite or separate guest quarters in the finished walk-out basement. The culinary heart of the home features "Plain & Fancy" cabinetry, designer appointments, including a professional-grade pot filler and integrated dual refrigerator drawers. The grounds are an invitation to your leisure lifestyle, with lush gardening in peaceful privacy. It is perfectly designed for the ultimate entertainer patio by the pool with many resort-style features. From the high-end materials to the serene atmosphere, every detail of this custom build exudes luxury. Full Feature Sheet Available Upon Request. Schedule your private showing today to experience all this home has to offer.
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!
11/03/2025
$825,000
3 ac.
ACTIVE
Dutchess County - 360 Old State Route 22, Dover Plains, NY
A rare offering in today s market - gorgeous River Front Home with calming water views and fishing every day right in your own back yard. Renovated and updated 3 bedroom home with a one bedroom pool house that doubles as a guest cottage. All the amenities you would expect in the best resort style property. Open concept Living and Dining area with 2 sets of French doors opening to an expansive deck for outdoor enjoyment. Multiple windows for great lighting and a direct view of Dutchess County s famous Ten Mile River. Well planned kitchen with built in island, recessed lighting, pendant accents and stainless steel appliances. Main Bedroom Suite with vaulted ceiling, spacious closet and Main Bathroom featuring a Jacuzzi jetted tub, separate ceramic tiled shower, double sinks and water closet. Second Bedroom with en suite bathroom for potential guests. Lower Level walkout with Family Room for workout, office space, gaming or play area. 3rd bedroom on lower level with separate full Bathroom. Pool house with open Living, Dining and Kitchenette, 4th bedroom and bathroom with shower. Additional storage in 2nd floor loft area. Enclosed sun porch overlooking inviting built in pool, heated to extend the summer season. Challenge your friends to a game of bocce or horseshoes. Enjoy the firepit on those cold fall nights and don t forget the S mores. Beautiful 3 acre rolling, park like property with almost 700 feet of direct waterfront on the river. Schedule a showing to really appreciate the beauty, serenity and amenities of this one-of-a-kind home.
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.
08/26/2025
$2,379,000
206.14 ac.
ACTIVE
Dutchess County - 0 Cascade Mt Perrys Corners Road KEYH6310518, Amenia, NY
An opportunity to own a magnificent combination of two rural properties. Explore this enchanting yet tranquil 206.14 acres of rolling hills, mature forests and ample meadow that is currently in organic crop production. There are a couple of steep slopes that contribute to buffering a few captivating and extremely private home sites. The terrain is ideal for a retreat and multiple dwellings. Maybe this becomes the getaway from the getaway. This property fronts both Cascade Mountain Rd as well as Perrys Corners Rd. There are no covenants and restrictions. Located a few miles outside of the Hamlet of Amenia and the Wassaic Train Station is minutes away. Pine Plains, Millerton, Millbrook and Salisbury, Sharon and Kent, CT are scenic drives away.
04/03/2025
$9,750,000
558.35 ac.
ACTIVE
Dutchess County - 225 Route 22, Pawling, NY
Unparalleled Opportunity Awaits! Discover this breathtaking 558+ acre parcel, just 90 minutes from Manhattan, offering a canvas of endless possibilities for personal and commercial endeavors. Whether you envision a sprawling family compound or a premier commercial facility, this land is primed for your dreams. Featuring level terrain, extensive trails, and vibrant pastures, this property is perfect for equestrian pursuits, ATV adventures, hiking, or establishing a vineyard or farm. Currently a private hunting sanctuary, it boasts diverse wildlife, including deer, bear, and duck, with strategically placed hunting spots across varied landscapes and food plots tailored for each season. Nestled adjacent to the Great Swamp, this parcel offers exceptional natural habitat, enhancing your outdoor experience. An innovative water impoundment system has created nine picturesque ponds, attracting abundant wildlife and providing an ideal setting for hunting enthusiasts. This system is powered by a fresh water well that produces approximately one million gallons per day an incredible asset that adds remarkable value and versatility. Enjoy the flexibility of maintaining ponds during hunting season or easily transitioning back to arable land for agricultural use. Located in the heart of Dutchess County, this property is perfectly positioned for a world-class hunting lodge, agricultural ventures, livestock farming, or a luxurious residential enclave. With easy access to Connecticut and Westchester, this rare gem offers virtually limitless potential. Seize this unique chance to own a piece of paradise. Schedule your private showing today! Located just off Route 22 in Pawling, NY. Don t miss out on this exceptional opportunity!
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.
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.
12/08/2025
$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.
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.
12/31/2025
$3,600,000
228.91 ac.
ACTIVE
Dutchess County - 317 Skunks Misery Road, Millerton, NY
Public Remarks: One of the most breathtaking vistas in the region, this 157-acre parcel crowns a private site at 1,250 feet, with commanding views to the Catskills. Offered for the first time in generations, this legacy property is paired with an adjacent 71.5-acre parcel, once a distinguished family farm. The panoramic vista from every knoll enjoys the unspoiled countryside extending to the Taconic's that are considered the foothills to the Berkshires. Rolling, fertile fields stretch across the landscape, perfectly suited for refined agricultural pursuits or the creation of a grand equestrian or country estate. With no restrictions and multiple premier homesites, this rare offering promises total privacy, dramatic panoramas, and endless opportunity. There is a home that will be separated from the available land subject to planning board approval. For those seeking even more, an additional 207 acres are available to expand your vision. ___
05/09/2025
$590,000
63.9 ac.
ACTIVE
Dutchess County - 489 Grape Hollow Road, East Fishkill, NY
Calling out for BUILDERS, HUNTERS, MULTI FAMILY HOMES OR LUXURY home owner desiring total privacy!! 63.9 acres of woodland in the Hudson Valley, undeveloped parcel. Prior approval ( needs to be updated by the buyer and engineer ) by the town for a 4 parcel to a 10 plot subdivision and has 3 wells drilled on parcels already, build less homes as desired with larger land parcels. OR Build a dream estate and consider a hunting/fishing lodge with a group of men to get involved with investing in a members lodge! enjoy the land and tranquility The land has level areas, sloping areas, valley, and a stream, with mountain views atop the property. A stream crosses near Deverly Lane, on its way The hilltop would be a spot for that dreamhouse, views reaching to the Poconos & Catskills. Close to town of Hopewell Junction, Pawling & 10 minutes to the Taconic Parkway and I-84.
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.
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!
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