Dutchess Homes with Webutuck (Northeast Central) School district

Welcome to Dutchess County, NY, a picturesque gem nestled in the heart of the Hudson Valley. Known for its stunning landscapes, rich history, and vibrant communities, Dutchess County offers a unique blend of rural charm and urban convenience. With its rolling hills, scenic river views, and quaint towns, this area is perfect for those seeking a serene lifestyle while still being close to the excitement of nearby cities like Poughkeepsie and Beacon.

For families considering a move to this enchanting region, the Webutuck School District in Northeast Central Dutchess is an excellent choice. This district is committed to fostering a nurturing and inclusive environment where students thrive academically and socially. With a focus on personalized education and extracurricular opportunities, Webutuck schools ensure that children receive a well-rounded education that prepares them for future success.

Homes within the Webutuck School District offer a diverse range of options, from charming historic houses to modern family residences. Many properties boast spacious yards, perfect for outdoor activities and family gatherings, while others feature stunning views of the surrounding countryside. The friendly neighborhoods are ideal for families, providing a sense of community and belonging.

Living in Dutchess County means enjoying all the benefits of rural life while having access to a rich cultural scene, with local farmers' markets, art galleries, and hiking trails just a stone's throw away. Whether you're a first-time homebuyer or looking to relocate, Dutchess County and the Webutuck School District are ready to welcome you home. Discover the beauty and warmth of this remarkable area today!

Newest Dutchess Homes with Webutuck (Northeast Central) School district

$229,000

1050163 MLS

Nestled on a gently wooded hillside along a private road, this 5.54 acre parcel offers the perfect blend of privacy and accessibility in one of Eastern Dutchess County’s most unspoiled regions. Minutes from both the Wassaic and Ten Mile River Train Stations, and a short drive to Sharon and Kent, CT, this site provides effortless connection to everything you need. Underground conduit is already in place from the street to the building site; the well and septic will be installed by the purchaser. With State Parks, farm stands, and vibrant farm markets close by, this is a rare opportunity to build a home surrounded by nature, convenience, and country charm. Explore nearby Wassaic and Kent and Sharon CT. The parcel is not yet accessible. The photos are a few years old; the seller is making efforts to have the access opened up.

Jerry, Wassaic

$695,000

3 Beds ⋅ 2 Baths ⋅ 1047331 MLS

Set on 2.82 private acres in one of the Hudson Valley’s most beautiful areas, 60 Briarwood Lane is a completely reimagined three-bedroom, two-bath ranch offering easy one-level living in an exceptionally peaceful setting. A beautiful approach winds through a quiet residential community where homes are generously set back from the road. Residents enjoy exclusive access to the association’s private recreation area and lake. The approximately 1,680-square-foot home has been thoughtfully transformed with a warm, stylish and practical take on modern farmhouse living. The bright interior features newly refinished red oak hardwood floors and a spacious eat-in kitchen with new appliances, a large pantry, substantial custom hanging shelves and excellent storage. A handsome custom-built bookcase anchors the living room, while the newly created mudroom and first-floor laundry, complete with a new washer and dryer, add everyday practicality. Custom California Closets systems throughout provide exceptionally well-designed storage. The well-designed layout places the primary bedroom and private bath on one side of the home, with two additional bedrooms and a second full bath on the other. Both bathrooms have been newly renovated, continuing the home’s fresh, cohesive feel. New front and rear decks extend the living space outdoors and overlook the tranquil grounds. A massive walkout lower level provides tremendous storage, workshop and recreational potential, along with a wood-burning stove and direct access to the grounds. The attached two-car garage features an expansive workbench area. Additional amenities and improvements include a whole-house ventilation system, a portable-generator hookup, sanitary piping replaced approximately five years ago and a water softener less than five years old. Private and quiet, yet convenient to the Village of Millerton, The Moviehouse, Oblong Books and all that Millerton has to offer, with the Wassaic train station also within easy reach.

60 Briarwood Lane, Millerton

$94,999

2 Beds ⋅ 2 Baths ⋅ 1046005 MLS

1982 double-wide manufactured home at Castle Gate Park in Wassaic. Two bedrooms and two bathrooms, about 1,150 square feet. The kitchen is equipped with newer appliances, including a dishwasher. Washer and dryer are in an interior laundry space. Both bedrooms offer usable room sizes, and the primary bedroom has an attached half bath. A detached shed provides additional outdoor storage. Setting is rural Harlem Valley with access to Route 22 and the Metro-North Harlem Line. Amenia, Millbrook, northwestern Connecticut, and the Harlem Valley Rail Trail are all nearby. Sale includes the home only. The lot is leased from the park and is not part of the conveyance. A monthly lot fee is payable to park management. Ownership may transfer only after the park’s application is approved in writing. Lot fee, community rules, and all measurements should be confirmed independently.

198 Sinpatch Road Unit #16, Wassaic

$315,000

3 Beds ⋅ 2 Baths ⋅ 1044571 MLS

Situated just minutes from the town of Amenia, this three-bedroom, two-bath home offers fresh opportunity and convenient access to local amenities. The kitchen features cabinetry and connects to the dining area, while the adjoining living and dining rooms create a flexible layout. A bright, heated sunroom with sliding doors provides additional living space and abundant natural light. The primary bedroom includes a walk-in closet and an en-suite bath with a walk-in tub. Additional features include a full basement for storage and an attached garage. Located minutes from the Metro-North train station and within walking distance of the Harlem Valley Rail Trail, this property offers a convenient setting for enjoying the surrounding area.

90 Lake Amenia Road, Amenia

$339,000

2 Beds ⋅ 1 Baths ⋅ 1042548 MLS

Set on 7.07 peaceful acres along private Bella Vista Road, this property offers a rare blend of seclusion and convenience. The 2-bedroom home features a spacious eat in kitchen and a cozy living room anchored by a fireplace with a pellet stove insert. The residence and outbuildings—including a 2 car garage, one room cottage, and two sheds—will require updating, but the setting is extraordinary. Mature trees create a natural sanctuary, and thoughtful clearing could open space for gardens, recreation, or a future pool. This is a location that can easily support a more substantial home. Moments from Amenia, Millerton, Millbrook, and the Wassaic Train Station, it’s a promising canvas in a coveted valley. There is not an association, there is a driveway maintenance agreement. The contractor bills the individual homeowners

85 Bella Vista Road, Amenia

$8,900,000

1038787 MLS

Bull Farm is an extraordinary 422.42-acre assemblage of farmland, woodlands, wetlands, and working agricultural property offering a rare opportunity to create a private estate, equestrian property, working farm, recreational retreat, or multi-generational compound in the heart of Amenia’s scenic Harlem Valley. Comprised of two adjoining parcels, the property includes 389.21 acres with access and road frontage along Sharon Station Road, one of Amenia’s most picturesque country byways, together with a 33.22-acre working horse farm with access and frontage on Route 22. Combined, the parcels offer approximately 3,789 feet of Route 22 frontage. The expansive 389.21-acre parcel includes approximately 100 acres of cleared, productive farmland. The fields are currently cultivated with corn, alternating with soybeans each year. Ponds, streams, wetlands, and wooded areas create a diverse landscape that is particularly attractive for waterfowl hunting and other recreational pursuits. Gentle rolling hills rise throughout the property, revealing astounding panoramic views across the pastoral Harlem Valley. Multiple potential building sites offer privacy, solitude, and breathtaking vistas from sunrise to sunset, while the combination of open fields and mature woodlands creates endless possibilities for farming, livestock, equestrian use, recreation, hunting, or the creation of a remarkable private estate. The 33.22-acre parcel is an established working horse farm featuring a barn, approximately 14 cleared acres, pastures, several run-ins, outbuildings, two small ponds, and streams. The barn includes four horse stalls, two additional stalls currently used for mechanicals, feed and tack, plus four exterior stalls, with two on each side of the barn. A caretaker apartment above the barn provides additional living space. Trails weave through the woods between the two parcels, creating a natural connection throughout this remarkable expanse. Both properties currently benefit from an agricultural exemption, while the 389.21-acre parcel also has a forestry exemption. Current combined taxes with the exemptions are approximately $16,360, compared with approximately $32,628 without the exemptions. Located amid the charming hamlets and villages of the Harlem Valley, Bull Farm offers an exceptional balance of seclusion and convenience. Enjoy easy access to Wassaic, Millbrook, and Millerton, with the Connecticut border and the towns of Sharon and Kent just minutes away. The surrounding area is rich with farmers’ markets, fine dining, charming eateries, vineyards, cultural attractions, and outdoor recreation. The Harlem Valley Rail Trail abuts the property, while nearby destinations include Dover Stone Church, Innisfree Garden, Trevor Zoo, and local shooting preserves. Route 22 provides an easy connection throughout the region, and the Wassaic Metro-North station is approximately 10 minutes away, offering access to New York City in approximately two hours. A truly exceptional opportunity to own a substantial and versatile piece of the Hudson Valley, where productive farmland, natural beauty, sweeping views, and remarkable recreational potential come together in one extraordinary property. Be sure to click on the virtual tour icon to experience the stunning views from multiple locations throughout this incredible property.

5246 Route 22, Amenia

$339,000

3 Beds ⋅ 2 Baths ⋅ 1039832 MLS

Welcome to 5112 Route 22 in Amenia, a classic Cape Cod-I’m style single-family home set on approximately 1.2 acres in Dutchess County. Built in 1954, this charming 3-bedroom, 2-bath residence offers about 1,298 square feet of living space, a comfortable 1.5-story layout, and timeless character with practical updates throughout. The home features a fireplace, hot water/steam heat, a partial basement, and a large sunporch that provides inviting additional space to relax, gather, or enjoy views of the property. In addition to the home, there’s an oversized detached 2-car garage, and a large garden shed. There are new roofs on both the house and garage that add convenience and peace of mind. Conveniently located along Route 22, the property offers easy access to local amenities, nearby schools, and the broader Harlem Valley region. A great opportunity for buyers seeking a manageable home, usable acreage, and the charm of Amenia living. Locals love the close access to the Harlem Valley Rail Trail and the Metro-North rail station, both just minutes away.

5112 Route 22, Amenia

$595,000

1 Beds ⋅ 2 Baths ⋅ 1037710 MLS

Opportunity awaits with this unique one-bedroom, two-bath container home project set on approximately 5 private acres along a private road near the Village of Millerton. The structure has been partially completed and features electrical and plumbing already installed, along with new triple-pane windows throughout. This property offers the opportunity to complete the remaining work and create a residence tailored to your vision. The project requires additional improvements, including a septic system, water source, roof, decks, and completion of the electrical connection from the existing service at the property to the house. BOHA approvals are in place for the septic system. Two additional storage units are located on the property and offer flexible space for storage, equipment, materials, or other uses. The private acreage provides a peaceful setting while offering convenient access to the Village of Millerton and its shops, restaurants, markets, and amenities. A unique opportunity for a buyer seeking a private setting and a project with potential. Additional Information: Property is being offered in its current unfinished condition and as-is. Buyer to conduct independent due diligence regarding zoning, permits, BOHA approvals, septic, water, electric service, building requirements, and completion of the residence.

23 Reservoir Road, Millerton

$425,000

4 Beds ⋅ 2 Baths ⋅ 1037440 MLS

Step back in time without sacrificing modern comfort in this authentic 1890 Farmhouse nestled in the heart of Wassaic. From the moment you arrive, the magnificent wraparound porch welcomes you to kick back, relax, and take in the Hudson Valley surroundings. Inside, warmth and character abound with numerous built-ins and old world accents. The charming eat-in kitchen features a cozy built-in corner table and bench—the ultimate spot for morning coffee or casual meals. A dedicated home office with en-suite full bath offers a quiet space for remote work, while four spacious bedrooms provide ample room for guests. Upstairs, unwind in a beautifully appointed full bath complete with a classic oversized vintage tub. Major mechanical updates—including a brand-new furnace and oil tank—offer key peace of mind. Unbeatably located just minutes to the Wassaic Metro-North train station, local eateries, and the Harlem Valley Rail Trail. Ideal as a full-time residence or country escape!

232 Old Route 22, Wassaic

$3,000,000

1037367 MLS

Immerse yourself in the allure of 207.73 acres of picturesque land, thoughtfully combined from two lots to form an exceptional estate expanse. This captivating property, nestled within an esteemed estate area, offers a harmonious blend of lush woodlands, inviting meadows, tranquil ponds, babbling streams, and captivating vistas. The location is truly unparalleled, presenting an outstanding opportunity to build your dreams. Positioned at the pinnacle of desirability, this prime location boasts convenience and connectivity. A mere 10-minute drive brings you to the Metro-North train station, ensuring effortless access to the city. Additionally, the trendy village of Millerton is a mere 5-minute drive away, providing a delightful array of amenities and cultural attractions. Embrace the pinnacle of estate living with this remarkable offering.

SKUNKS MISERY Lot 3 Road, Millerton

$1,550,000

1037363 MLS

An Extraordinary Estate Opportunity Set within an exclusive and highly coveted estate enclave, this remarkable property offers a rare opportunity to create a truly exceptional country estate. Encompassing an exquisite blend of rolling meadows, mature woodlands, tranquil ponds, meandering streams, and breathtaking pastoral vistas, the land possesses the natural beauty, privacy, and scale rarely found in such a convenient location. The property evokes the timeless elegance of a private country estate, offering an unparalleled setting for a magnificent residence, compound, or distinguished weekend retreat. Expansive open land and picturesque natural features provide endless possibilities for gardens, equestrian pursuits, recreational amenities, or simply enjoying the extraordinary beauty and tranquility of the surroundings. Yet this secluded setting is remarkably well connected. The Metro-North train station is approximately 10 minutes away, providing convenient access to New York City, while the sophisticated and charming village of Millerton is just 5 minutes away, offering exceptional dining, boutique shopping, galleries, and a vibrant cultural scene.

SKUNKS MISERY Lot 1 Road, Millerton

$1,450,000

1037317 MLS

A Picturesque Private Retreat in the Heart of the Country Set along a quiet country lane, this picturesque property offers an exceptional sense of privacy and seclusion, surrounded by the natural beauty of the countryside. Expansive meadows and verdant pastures flow into mature woodlands, creating a diverse and beautiful landscape centered around a generously sized pond. Sweeping views further enhance the property’s peaceful and scenic character. A true haven for outdoor enthusiasts, the property offers an extraordinary setting for hunting, fishing, hiking, and enjoying the outdoors. Whether envisioned as a private country retreat, a sportsman’s paradise, or a potential estate, this remarkable parcel provides the space, privacy, and natural beauty to create something truly special. Yet despite its secluded setting, the property is conveniently located just minutes from the fashionable village of Millerton, with its restaurants, shops, galleries, and other amenities. The Metro-North train station is approximately 10 minutes away, providing easy access for commuting or weekend escapes. Private, picturesque, and rich in recreational possibilities, this is a rare opportunity to own a substantial country property in one of the Hudson Valley’s most desirable areas.

SKUNKS MISERY Lot 2 Road, Millerton

Start Your Search

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

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