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

317 Skunks Misery Road, Millerton

$92,000
1012543 MLS
Build your vision at 38 Hoffman Street, Poughkeepsie, NY! This rare vacant and cleared lot offers an excellent opportunity for builders, investors, or homeowners looking to create something of their own in the heart of the City of Poughkeepsie. Conveniently located near Albany Street with easy access to major roadways and the Metro North train station, the property is within walking distance to local bakeries, restaurants, shopping, and other neighborhood amenities. Connected to municipal water and sewer, this parcel may offer the potential for a single family home, duplex, or other residential development subject to municipal approvals. With very little buildable land remaining in the city and limited new construction opportunities available, this is a unique chance to secure a ready to build lot in a growing area. The seller is motivated and looking to sell quickly, so please bring your highest and best offer the first time. Opportunities like this are becoming increasingly difficult to find.

38 Hoffman Street, Poughkeepsie

$24,875,000
994352 MLS
The Springs at Beekman is a fully approved, shovel-ready 199-lot single-family subdivision on 370 acres in the Town of Beekman, Dutchess County. All governmental approvals are in place (excluding building permits and a highway work permit), subdivision maps are recorded, easements are finalized, and HOA documents are complete. Construction can commence upon posting performance guarantees with the Town of Beekman. The site features approximately 104 acres of buildable land across 199 lots averaging 0.52 acres (ranging 0.3 to 1.5 acres), an 80-acre lake parcel with roughly 54 acres of water surface, 65 acres dedicated as town park and recreation field, and 91 acres of preserved passive open space. Numerous lots front open space, woods, or the lake. Seven approved model home plans range from 2,300 to 3,400 square feet. On-site public water and central sanitary sewer are approved and ready to install, a significant competitive advantage in the Town of Beekman and broader Dutchess County, where most new subdivisions rely on individual wells and septic. Full approval, permit, and entitlement documentation available upon execution of NDA. Located within the Arlington Central School District, with USPS-approved address service and school bus stop locations approved. Site access from Beekman Road (CR 9) and Green Haven Road (CR 8). Commuter access: 2.5 miles to the Taconic State Parkway, 3.3 miles to State Route 55, 7 miles to Interstate 84, 8.5 miles to the Pawling Metro-North station (Harlem Line), 20 miles to the Beacon Metro-North station (Hudson Line). The Town of Beekman is in a multi-year run of population and household growth while most of New York State has contracted. Local homeownership rates, household composition, and recent sales velocity all point to durable demand for new single-family products at this scale and price point. A third-party market and feasibility study completed in March 2026 supports the project fundamentals and is available as part of the diligence package.

213 Greenhaven Road, Poughquag

$125,000
1014554 MLS
Nestled in the heart of the Village of Fishkill, this rare half-acre residential building lot offers an exceptional opportunity to create your desired residence in one of Dutchess County’s southern towns. Situated on a quiet dead-end lane, the property provides a peaceful country setting yet is walkable to Main Street Fishkill’s Hudson Valley Magazine recognized restaurants, beer and coffee cafe’s, ice cream parlors, chocolate shops, parks, and everyday conveniences. Spanning 0.50 acres, the parcel offers a picturesque stream that is set low along one border side of the property, creating a peaceful natural setting. Environmental features and wetland setback requirements define the building envelope, making the lot well suited for a thoughtfully designed slab-above-grade home. Approval to connect to Fishkill water and sewer services has already been established but buyers agents/buyers should conduct their own due diligence regarding utility availability, connection requirements, approvals, building plans, and development considerations. Whether you’re a builder, investor, or future homeowner looking to bring your vision to life, this property presents a unique opportunity to secure a residential lot in an established neighborhood close to everything Fishkill and the Hudson Valley abroad has to offer.

30 Givens Lane, Fishkill

$1,680,000
1012819 MLS
Located on a splendid unpaved country road with tidy stone walls and tall trees in the heart of Milan NY, this particular 96 acre land offering comes with knockout views of the Catskill escarpment and a primo homesite located high on the parcel. Easy and enjoyable to walk to the crest due to a handy trail cut into the wild. The landscape features a quarter acre pond, undulating, forested hills, rock outcroppings, tangles of wild roses and native wildflowers, scenic meadows and vistas to the West while enveloped in it's rural character and charm just begging for a visit from your talented architect. Rowe Road is conveniently located in the least populated town in all of Duchess County and at the heart of Milan under 2 hours from the city via the nearby Taconic State Parkway.

Rowe Road, Red Hook

$199,000
1010921 MLS
Welcome to this historical location, formerly part of the Dewitt House property and recently subdivided. The neighboring property was home to a beloved mill that thrived in its day. The site is a short drive to Rhinebeck and Hyde Park and has easy access to Amtrak and the Taconic State Parkway. It contains three separate parcels (One tax ID number measuring 7.06 acres), one of which is a buildable parcel ( 3.20 acres +/-) that houses the 1.5-story barn built by the Dewitt family in 1773 and formally used for grain storage. The barn has four large barn bay doors. The potential home site overlooks a small pond and the vintage barn with easy access to all that this area offers. The two additional parcels that border Crum Elbow Creek offer recreational wildlife opportunities. Come and create your ideal home amid this historical site. Enjoy the many remarkable aspects of living in the Hudson Valley.

73 North Creek Road, Staatsburg

$260,000
1012082 MLS
Build Your Dream Estate in the Heart of the Hudson Valley-Lot 5 Set amidst the natural beauty of the Hudson Valley, this exceptional 11+ acre residential parcel offers a rare opportunity to create a private luxury retreat just 75 minutes from New York City. Ideally situated between the village of Pawling and Sherman, CT, the property combines peaceful country living with convenient access to Metro-North, boutique shopping, fine dining, farmers markets, hiking trails, historic attractions, major highways, and everyday conveniences. Recently cleared and approved by the Board of Health for a 5-bedroom residence, this expansive parcel provides an ideal setting for a custom-built home. Level land providing ample space for outdoor living, recreation, gardens, or a pool create endless possibilities for designing a truly exceptional estate. For those seeking a seamless building experience, the current owners—respected local builders known for their quality craftsmanship and attention to detail—are available to assist. They can customize a home tailored to your lifestyle while helping navigate local zoning, permitting, and approval processes. Whether you're ready to break ground today or planning for the future, this premier Hudson Valley property presents a unique opportunity to build the home you've always imagined in a most desirable location.

Lot 5 S White Rock Road, Holmes

$150,000
977843 MLS
Fully Approved 6-Acre Building Lot in LaGrange! Bring your vision to life and build your dream home on this beautiful, gently sloping 6-acre parcel. Fully approved for a 3 or 4 bedroom residence, this exceptional property offers the perfect blend of privacy, tranquility, and convenience. Surrounded by mature trees, the lot provides a peaceful, private setting with plenty of room to create your own retreat. With over 350 feet of road frontage, there is ample space for a thoughtfully designed home, driveway, and outdoor living areas. Enjoy the best of both worlds — a serene country feel while being just minutes from shopping, dining, golf, healthcare, Vassar College, Marist College, Metro-North Railroad Hudson Line, and the Taconic State Parkway. Most amenities are within a convenient 15-minute drive, making this an ideal location for commuters. A rare opportunity to build in a desirable LaGrange setting — private, spacious, and full of potential. Don’t miss the chance to create the home you’ve always imagined!

Smith Road, Poughkeepsie

$1,600,000
1011611 MLS
Stoneledge is a fully approved nine-lot subdivision nestled in the woodlands of Red Hook, New York — an exceptional opportunity for builders, developers and investors ready to move without the years of entitlement work already behind them. Set along Medwyn Lane at the intersection of Springlake Road in Dutchess County, the offering consists of nine residential lots ranging from 1.5 to 1.9 acres each, plus an additional 17 acres of contiguous land included in the package. One lot features a partially completed structure, giving the right buyer a head start on their first delivery. The remaining eight sites are raw, wooded and ready for ground-up development. The land carries everything the Hudson Valley does best — mature tree canopy, natural privacy between lots, rolling terrain and the kind of quiet that buyers at this price point are specifically chasing. Red Hook's village center, the Rhinebeck corridor, Amtrak service at Rhinecliff and the Taconic State Parkway are all within minutes. The full portfolio is offered at $1,825,000. Individual lot purchases will also be considered for the right buyer. Whether you're looking to take down the entire project or start with a single site, Stoneledge is positioned to deliver.

Medwyn Lane, Red Hook

$85,000
977656 MLS
Discover the perfect canvas for your dream home. This BOHA-approved lot offers rare, highly sought-after "select-fill" soil- making it truly build-ready from day one. Just 1 hour and 40 minutes from New York City, this property gives you the best of both worlds: peaceful country living with effortless access to the city. Wake up each morning to breathtaking seasonal views and a sweeping open meadow right outside your window. The location is exceptional- just minutes from the Connecticut border, close to Massachusetts, and less than 5 minutes to the Wassaic train station for easy commuting. If you love recreation, wellness, or simply enjoying life, you’re in the perfect spot. Silo Ridge Field Club is less than 5 minutes away, offering world-class golf, dining, and activities. The Harlem Valley Rail Trail is also moments from your doorstep for biking, walking, and exploring nature. Medical care is conveniently nearby, with facilities within 5 minutes and Sharon Hospital less than15 minutes away. For leisure, you’re only a short drive from the local drive-in theater or the iconic Troutbeck Hotel- where you can dine, relax, or even spot a few Hudson Valley celebrities. This isn’t just a lot. It’s a lifestyle. A rare opportunity to build your future in one of the most beautiful, accessible, and desirable pockets of the Hudson Valley.

Old State Route 22, Amenia

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

Jackson Corners Road, Red Hook

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

71 Lake Shore Road, Pine Plains

$599,000
1004198 MLS
Approximately 82.83-acre vacant residential land parcel in desirable East Fishkill. Family owned for over 100 years, this undeveloped property offers a rare opportunity for a private estate, estate-style homesite, long-term land holding, or possible limited residential subdivision, subject to municipal and agency approvals. Location Highlights: • Close to the Taconic State Parkway and Route 376 • Near Gayhead Elementary School and Emmadine Pond Town Park • Convenient to local shops, services, and area amenities • Surrounded by established residential neighborhoods PROPERTY NOTES: (1) Prior feasibility information indicated potential for multiple residential lots; however, wetlands, NYSDEC requirements, engineering, and agency approvals may affect final lot count, layout, and development potential (2) Buyer to verify zoning, subdivision potential, approvals, access, utilities, wetlands, NYSDEC requirements, engineering, and intended use with the Town of East Fishkill and appropriate professionals (3) Access points are located between 87 & 89 Saddle Ridge Road and 4 & 6 Darcy Drive A unique opportunity to acquire a large residential land holding in a desirable Dutchess County location with privacy, scale, and future potential.

Saddle Ridge Road, Hopewell Junction

$1,999,999
1002311 MLS
Nestled in the heart of the historic Hyde Park area, this exceptional offering represents one of the last remaining large, accessible tracts of land in a highly sought-after corridor. Spanning a total of nearly 140 pristine acres, the property comprises two distinct parcels that perfectly balance expansive privacy with unparalleled convenience. The primary parcel at 1790 Route 9G boasts 100.88 acres featuring extensive road frontage for effortless accessibility, while the adjoining 39-acre parcel offers a secondary, private access point from Fallkill Road. Located just moments from the vibrant, sought-after villages of Rhinebeck and Red Hook, this land places you at the gateway to the very best of the Hudson Valley's cultural, dining, and scenic destinations. The true beauty of this land lies in its extraordinary versatility and diverse topography. For those envisioning a singular, private estate, the property boasts four distinct elevations carefully identified to capture optimal views, flatter terrain, and total immersion in the surrounding natural landscape. Alternatively, the acreage offers a remarkable canvas for a sophisticated residential development, with the scale and layout to seamlessly accommodate multiple premium homesites. Whether you are looking to build a sweeping compound rooted in natural tranquility or execute a premier development project, this rare parcel offers an unmatched foundation for a lasting legacy.

1790 Route 9G, Staatsburg

$1,470,000
1003510 MLS
Tucked away off the well-traveled path and largely unnoticed, this remarkable 76± acre private parcel offers breathtaking distant and valley views in the heart of the Hudson Valley, just a short drive from sought-after destinations such as Rhinebeck and Millbrook. Currently operating as a successful apple orchard, the property features approximately 50 acres planted with 5 varieties of mature apple trees, supported by years of proven production. This versatile offering presents an exceptional opportunity to continue the orchard operation or explore alternative agricultural uses such as Christmas trees, nursery stock, or additional fruit varieties. Multiple potential homesites throughout the property capture stunning panoramic views of the surrounding countryside and valleys. A large scenic pond, stocked with bass and utilized for irrigation, enhances both the beauty and functionality of the land. Additional improvements include an extensive irrigation system servicing the orchard, two wind machines for frost protection, a substantial metal equipment barn, and a ranch-style camp building used seasonally during harvest. Combining productive farmland, natural beauty, privacy, and extraordinary views, this property offers unparalleled peace and quiet in one of the Hudson Valley’s most desirable regions.

641 North Avenue, Pleasant Valley

$225,000
1003271 MLS
AWESOME LOCATION with EXCEPTIONAL VIEWS!!! Build an amazing, secluded Dream Home on this unique property!!! This 12.86 acre property has had the majority of the driveway cut in following Town of Wappinger specs. The building site is anywhere on the property, however, the highest point has a view of 3 counties. It has almost a 360 degree view with the exception of a sliver to the Northwest. This property boasts the highest point in Wappingers at 525 feet. Owner has aerial maps, survey with all 11 corners pinned. and recent permit closure for driveway excavation per required town grades. Owner intended to build but recent job changes and scheduled relocation puts this property on the market. This is definitely one you will want to see. The view is phenomenal. While there is easy access to Route 52 and Route 9 businesses, I84, Beacon Metro North, the location is peaceful and serene. Owner will consider financing with sufficient down payment and good credit.

382 CEDAR HILL Road, Fishkill

$5,000,000
995039 MLS
Nestled in the heart of the Town of Washington’s breathtaking countryside, this extraordinary 332+ acre property offers a rare opportunity to own an expansive and remarkably diverse landscape in the scenic Harlem Valley. A stunning blend of rolling hay fields, open pastures, mature hardwood forests, three peaceful ponds, and a meandering stream, the land unfolds with incredible natural beauty in every direction. Rising steadily from east to west, the property reaches elevations of approximately 1,175 feet, where vast level areas capture commanding panoramic views stretching across the Harlem Valley. With numerous potential homesites positioned throughout the acreage, each offering its own spectacular vantage point, the possibilities are endless for creating a private estate, compound, working farm, equestrian retreat, or recreational paradise. The combination of open meadows and wooded terrain, along with an extensive network of trails, provides exceptional opportunities for hiking, horseback riding, ATV use, hunting, wildlife observation, and year-round outdoor enjoyment, all with a remarkable sense of privacy and seclusion. The land is exceptionally well suited for organic farming, livestock, and horses, with fertile fields and varied topography that make the property both functional and picturesque. An existing agricultural tax exemption adds tremendous value, currently reducing taxes from $91,728 to $54,001 annually, a savings of $37,727 per year. For those seeking an even larger landholding, an adjacent 109.69 acre parcel is also available, bringing the combined acreage to an impressive 441.99 acres. This neighboring former dairy farm includes four separate lots consisting of an 88.46 acre parcel previously used for cattle, a 10.37 acre parcel featuring two homes, iconic red barns, and a silo, a 9.82 acre hayfield, and an additional 1.04 acre parcel. A property of this scale, beauty, and versatility is truly a once-in-a-generation offering. Don’t miss the opportunity to own this remarkable piece of countryside paradise with unmatched views, endless potential, and extraordinary natural surroundings. Be sure to click on the virtual tour icon to experience the stunning 360-degree panoramic views from multiple locations throughout this incredible property.

1297 Route 343, Dover Plains

$1,600,000
997646 MLS
Set high above the surrounding landscape, this remarkable 40-acre property offers sweeping views of the sought-after Catskill Mountain Range and unforgettable sunset skies in every season. A rare opportunity to own a substantial piece of Hudson Valley land, the setting combines natural beauty, open space, and a true sense of tranquility. A beautiful mix of mature hardwoods, evergreens, historic stone walls, and open meadows creates a peaceful environment with exceptional privacy and scenic character. Once productive farmland, the rich soil and gently varied terrain provide endless possibilities for farming, gardening, equestrian use, recreation, or the creation of your ideal country retreat. Whether you envision a full-time residence, weekend escape, or future estate compound, the property offers an inspiring backdrop for a wide range of possibilities. The elevated setting captures expansive western views and dramatic evening light, while the surrounding landscape reflects the timeless beauty of the Hudson Valley countryside. Located just minutes from the Village of Rhinebeck, the property offers convenient access to celebrated restaurants, farmers markets, shopping, arts and culture, and outdoor recreation. Enjoy the best of both worlds — a secluded natural setting with easy access to all the amenities that have made Rhinebeck one of the Hudson Valley’s most beloved destinations. Pending final subdivision approval.

000 Stone Church, Rhinebeck

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