Dutchess, NY Homes for Sale & Dutchess Real Estate | Douglas Elliman

159 Sawmill Rd Red Hook, NY 12571

$3,250,000

3 Bedrooms 4 Full Baths Sq. Ft. 3300.00:#

Single Family For Sale ML# H6324775

Sun-drenched, cedar contemporary merges architectural innovation and carefully curated period details. Sited on 82.5 acres that reflect Dutchess County’s storied farming history, it’s 90 easy miles from Manhattan and minutes to Rhinebeck and Red Hook. Has expansive views of rolling meadows and spring-fed ponds that attract all the area’s wildlife. There are open trails through the woods and orchard for long walks or cross-country skiing. Expansive main level offers open kitchen; great room with stone fpl. and vaulted wood ceiling; and, primary suite -- all enjoy views of the ponds and the Catskills. There is also a second bedroom and 2 baths. Wraparound deck and covered porch overlooks a heated swimming pool. The second floor has a guest suite, sitting office and full bath. The pristine acreage offers options as a small agricultural or equestrian farm. Minutes to Bard College’s Fisher Center, area farm markets, exceptional farm-to-table restaurants, and conv. to the TSP and Amtrak.

Presented By: Houlihan Lawrence Inc. 845-876-4443

Call Today: 212-531-7726, or Email: Brian Phillips

36

55 Daley Rd La Grange Ville, NY 12603

$3,000,000

4 Bedrooms 4 Full Baths 3 Half Baths Sq. Ft. 12000.00:#

Single Family For Sale ML# H6322312

You can feel you belong as you drive down the tree lined drive. On this farm you can create experiences that family friends and guests will cherish. This farm embodies peaceful luxury suitable for full time or holiday use. Explore the possibilities of developing a working farm with live stock or agriculture, venue use as well. The grounds include stamped plans the foundation is in for a 12, 000 sq. ft. home with gunite pool under construction. The iconic main barn built in 1911 tastefully renovated on the main level designed with a two bed one bath living eating area. While maintaining the character of the upper level. Craftsmanship old and new is seen throughout. Additional one bed one bath apt with living kitchen area includes private patio. Large storage garage with private room with viewing window above. Additional storage area with adjoining laundry room as well. Stories to be told, adventures to be had , this is your time come see & feel it for your self.

Presented By: Giner Real Estate Inc. 914-263-0345

Call Today: 212-531-7726, or Email: Brian Phillips

37

53 Brooks Rd Pine Plains, NY 12567

$2,995,000

6 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4000.00:#

Single Family For Sale ML# H6332000

Welcome to Library Valley Estate, a creative 3-home compound in Dutchess County, NY. This serene, terraced property features a lovingly restored 19th-century farmhouse, a spacious barn-style home with a vaulted ceiling and oversized sliding glass doors, and a cozy loft studio, each offering stunning views of the rolling meadows. Enjoy a heated gunite pool, mature gardens, a quaint pond, and nearby trails that invite exploration. Just two hours from NYC, this designer estate offers historic charm, modern comforts, and unique style. It’s a place where memories are made and stories unfold amid the scenic beauty of the Hudson Valley.

Presented By: Houlihan Lawrence, Inc

Call Today: 212-531-7726, or Email: Brian Phillips

30

644 Tower Hill Rd Millbrook, NY 12545

$3,495,000

$2,995,000

6 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 6118.00:#

Single Family For Sale PRICE REDUCED ML# H6309612

Experience the charm of country living in Millbrook with this 110-acre estate. As you wind your way along the quaint country road and up the circular driveway, you’re greeted by manicured lawns, lush pastures, and majestic oak trees, setting the stage for the grandeur that awaits. The main residence, a masterpiece of architectural design, boasts over 6, 000 sqft of traditional elegance blended with modern amenities. Step inside and be enveloped in timeless sophistication. High ceilings, wide plank floors, hand-hewn wood beams, and custom millwork adorn the interior, while expansive windows and French doors flood the space with natural light, framing sweeping views of the surrounding landscape. Entertain guests in the formal dining room with its cathedral ceilings, or gather in the spacious living room, library, or dining room, each featuring its own wood-burning fireplace. With 6+ bedrooms between the main house and the additional 1, 056 sqft c.1872 caretaker’s cottage (featuring 2 bedrooms and 1.5 baths), the property offers ample accommodations for family and guests. The outdoor spaces are a sanctuary of serenity, with rolling hills, tranquil ponds, meandering trails, and a heated in-ground pool perfect for warm summer days. A sprawling bluestone patio with handcrafted stone accents provides the ideal setting for alfresco dining or evening gatherings. The expansive grounds hold immense potential to be transformed into a magnificent equestrian estate, with a large barn and ample space for paddocks, stables, tack rooms, and pastures. Located on one of the most beautiful roads in Millbrook and just minutes from the charming village, this estate offers the perfect blend of privacy and convenience. Whether you’re a seasoned equestrian enthusiast or seeking a serene retreat from city life, this is an opportunity to experience country living at its finest in one of the most coveted destinations in the Hudson Valley. Photos have been virtually staged Additional Information: HeatingFuel:Oil Above Ground, ParkingFeatures:3 Car Detached,

Presented By: Houlihan Lawrence Inc. OBrown@houlihanlawrence.com

Call Today: 212-531-7726, or Email: Brian Phillips

Perched on a hill in Rhinebeck with breathtaking views of the Hudson River and Catskill Mountains, this stucco architectural gem has been meticulously transformed over the past two years into a stunning riverfront retreat. Set on 11 secluded acres, this 4, 600 sq ft home provides the ultimate in privacy and tranquility, with daily access to some of the most spectacular sunsets imaginable. Inside, this 3-bedroom, 4.5-bath masterpiece showcases the highest level of craftsmanship and design. Expansive floor-to-ceiling Andersen windows flood the home with natural light while perfectly framing the picturesque river views. The main floor boasts an open floor plan encompassing a gourmet kitchen, dining area, living room with a cozy fireplace, and an additional sitting area designed to take in the views. The primary suite, with radiant heat for added coziness, is also conveniently situated on the main floor. The kitchen is a chef’s dream, featuring Miele appliances, Sub-Zero undercounter wine fridge, and a 42 side-by-side refrigerator/freezer both panel-ready for a sleek, integrated look. Wolf appliances, including a 30 oven and 36 gas cooktop with 5 burners, elevate the cooking experience. Timeless quartz countertops and white oak floors add warmth and sophistication throughout the home. The lower level offers two additional ensuite bedrooms, another spacious living area, laundry facilities, and a full bathroom. This home also includes state-of-the-art features like a Savaria luxury elevator, a new septic system (2024), a new boiler (2024), and is prepped for a generator everything you need for peace of mind and modern convenience. Outside, the beauty continues with a pool set against the stunning backdrop of the Hudson River, surrounded by 11 acres of lush landscaping and natural beauty. This property is truly a private oasis, combining peaceful seclusion with close proximity to the vibrant Village of Rhinebeck, known for its charming shops, restaurants, and cultural attractions. Grab the Amtrak in Rhinecliff or Rhinebeck is just 95 miles north of the George Washington Bridge. We are proud to share that the proceeds from this sale will benefit The Susan Ferris Foundation (SFF). SFF is dedicated to helping lower-income families build wealth by offering financial coaching, estate planning, and closing cost assistance to first-time homebuyers. This initiative strives to close the wealth gap, one family at a time.

31

45 Primrose Hill Rd Rhinebeck NY, 12572

$2,950,000

3 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4600.00:#

Single Family Under Contract ML# H6329215

Perched on a hill in Rhinebeck with breathtaking views of the Hudson River and Catskill Mountains, this stucco architectural gem has been meticulously transformed over the past two years into a stunning riverfront retreat. Set on 11 secluded acres, this 4, 600 sq ft home provides the ultimate in privacy and tranquility, with daily access to some of the most spectacular sunsets imaginable. Inside, this 3-bedroom, 4.5-bath masterpiece showcases the highest level of craftsmanship and design. Expansive floor-to-ceiling Andersen windows flood the home with natural light while perfectly framing the picturesque river views. The main floor boasts an open floor plan encompassing a gourmet kitchen, dining area, living room with a cozy fireplace, and an additional sitting area designed to take in the views. The primary suite, with radiant heat for added coziness, is also conveniently situated on the main floor. The kitchen is a chef’s dream, featuring Miele appliances, Sub-Zero undercounter wine fridge, and a 42 side-by-side refrigerator/freezer both panel-ready for a sleek, integrated look. Wolf appliances, including a 30 oven and 36 gas cooktop with 5 burners, elevate the cooking experience. Timeless quartz countertops and white oak floors add warmth and sophistication throughout the home. The lower level offers two additional ensuite bedrooms, another spacious living area, laundry facilities, and a full bathroom. This home also includes state-of-the-art features like a Savaria luxury elevator, a new septic system (2024), a new boiler (2024), and is prepped for a generator everything you need for peace of mind and modern convenience. Outside, the beauty continues with a pool set against the stunning backdrop of the Hudson River, surrounded by 11 acres of lush landscaping and natural beauty. This property is truly a private oasis, combining peaceful seclusion with close proximity to the vibrant Village of Rhinebeck, known for its charming shops, restaurants, and cultural attractions. Grab the Amtrak in Rhinecliff or Rhinebeck is just 95 miles north of the George Washington Bridge. We are proud to share that the proceeds from this sale will benefit The Susan Ferris Foundation (SFF). SFF is dedicated to helping lower-income families build wealth by offering financial coaching, estate planning, and closing cost assistance to first-time homebuyers. This initiative strives to close the wealth gap, one family at a time.

Call Today: 212-531-7726, or Email: Brian Phillips

16

Lift House Bulls Head Rd Clinton Corners, NY 12514

$2,950,000

4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3954.00:#

Single Family For Sale ML# H6318097

Lift House, a to-be-built residence, embodies the essence of modernism, seamlessly blending natural elements with contemporary design principles. Situated on a sprawling 14-acre plot, the home appears to emerge organically from the earth, its elevated floor plan enhancing its connection to the surrounding landscape. Approaching the residence, one is immediately struck by the interplay of materials. The living spaces are clad in a warm-toned Accoya wood siding. This wood spiral is supported by two brick volumes wrapped in a complementary muted-burgundy tone and a grid of bronze columns. The warm hues of the wood, terracotta, and metal accents both blend and stand-apart from the site’s natural color palette. A reflecting koi pond in the courtyard and the large in ground pool reflect the colors of the site and the architecture. The entry sequence is a carefully choreographed experience, beginning with a pathway that winds through an interior garden courtyard and culminates at a dramatic entryway. A hardwood pivot door with sidelight glazing serves as a focal point, inviting guests to step inside. Once within, the interior unfolds with an effortless flow, characterized by clean lines, open spaces, and a restrained palette of materials. The heart of the home is a spacious great room, where high ceilings and full-height glazing create an airy, light-filled ambiance. A stone-clad fireplace wall anchors the space creating some separation between the living space and the kitchen and dining room. The gourmet kitchen is a study in contemporary elegance, featuring walnut and lacquered wood cabinetry, high-end appliances, and an expansive marble island. Adjacent to the kitchen, a dining area overlooks the grounds and swimming pool, offering an idyllic setting for intimate gatherings or lavish entertaining. The main residence boasts four generously proportioned bedrooms and four and 1/2 bathrooms. The master suite is a sanctuary of luxury, with a spa-like bath, custom walk-in closet, and a private outdoor terrace with southern exposure. Outside, the allure of the natural surroundings is further enhanced by an in-ground pool, where shimmering waters reflect the ever-changing sky. There are several covered and open patio areas designated for exterior cooking and eating, lounging, and pool activities. An attached pool house provides a seamless transition between indoor and outdoor living with glass walls that reveal a lounge area, wet bar, and additional full bathroom. Throughout the home, sustainable design principles are seamlessly integrated, with extensive insulation, triple-pane windows, passive solar strategies, and energy-efficient mechanical systems, appliances and materials. The result is a harmonious fusion of form and function, where luxury, nature, and the human experience can coexist in perfect balance.

Presented By: BHHS Hudson Valley Properties 845-876-8600

Call Today: 212-531-7726, or Email: Brian Phillips

29

41 Flanagan HIll Rd Amenia NY, 12501

$2,895,000

3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 4091.00:#

Single Family Under Contract ML# H6332237

Ecstatic views from every window give Flanagan Hill its undeniable wow factor. A beautifully updated traditional home, Flanagan Hill enchants with its interior details and beautiful setting on 49 acres. At the end of a long, curving driveway, the property is perfectly private. The warmth of wide board floors, air and light from many windows, and the convenience of extensive storage on three floors are just some of the perks of Flanagan Hill. To the left of the wide entry hallâ€”a kitchen with butlerâ€™s pantry, deep country sink, marble countertops and backsplash tiles, a five-burner stove, and a cozy sitting area with fireplace. To the right, a mud room with its own entrance and dog shower. This room, along with the library next door, are new additions to the home, less than 8 years old. In the firelit library, French doors offer an invitation to the sprawling lawn. The living room faces east through a large square bay window and two doors that open to a terrace rimmed with stone walls, which doubles the size of the living room for the purposes of warm weather entertainment. The living roomâ€™s fireplace, bar with a spot for wine fridge, and spacious dimensions make it as perfect for gatherings as for quiet evenings. The soaring, two story dining room opens to a gently sloping lawn and views for miles to the north and east. French doors and floor to ceiling windows, and a fan light over windows that reach into the cathedral ceiling guarantee great light as well as views of the stars as evening falls. Upstairs, a broad landing opens to two guest rooms with a shared hall bath and the primary suite with balcony, large closet/dressing room, and a clawfoot soaking tub as well as a marble-lined walk-in shower. On the third floor, there are three rooms. Most significant is an enormous room ideal for an office, yoga/meditation studio, or playroom that features two walls lined with window seats, skylights, and a triangular picture window with long views to the east. A second room on the third floor has a similar window facing west, and another small room between them with a large dormer skylight. On the property are exquisitely curated perennial gardens behind winding stone walls, a pond with dock, and two-car garage. Also, a big, red, recently built barn with loft offers many possibilities, from housing livestock to creating guest housing or entertainment space. 24 hour advance notice required for accompanied showings. Additional Information: Amenities:Guest Quarters, Storage, HeatingFuel:Oil Above Ground, ParkingFeatures:2 Car Detached,

Call Today: 212-531-7726, or Email: Brian Phillips

26

216 Barmore Rd Lagrangeville, NY 12540

$2,650,000

4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 5650.00:#

Single Family For Sale ML# H6334394

An extraordinary Union Vale estate brings together the craftsmanship of a master carpenter and the refined vision of a renowned NYC designer. Designed as a retirement masterpiece, the carpenter milled trees from the land, creating a barn with post-and-beam construction and intricate, nail-free joints. Over four years, the current owner has meticulously refined this home and barn, elevating it to over 9, 000 square feet of luxurious living space.Upon entry, guests are greeted by a two-story foyer, leading to a great room with soaring beamed ceilings, a gourmet kitchen, and a primary suite with a spa-like bathroom and private terrace. A finished basement adds functional elegance with designer tiling, a gym, and woodworking space. Outdoors, a 20 x 50 heated saltwater pool, an 8-person hot tub, and a cedar barrel sauna provide year-round relaxation.The Adirondack-inspired barn, fully insulated for year-round comfort, includes a rock climbing wall and adds 3, 500 square feet to the livable area. Set on nearly 10 acres, the estate is adorned with cherry blossoms, flower beds, and raised gardens, creating a serene natural retreat.Equipped with geothermal heating, radiant floors, and copper gutters, this sanctuary balances luxury and wellness in a private, exclusive community. Located just minutes from Millbrook Village, this estate offers a rare opportunity to own a residence where elegance and craftsmanship are seamlessly intertwined, creating a one-of-a-kind legacy for its fortunate next owners. Additional Information: Amenities:Dressing Area, Guest Quarters, Pedestal Sink, Soaking Tub, Storage, ParkingFeatures:2 Car Attached,

Presented By: Houlihan Lawrence Inc. mmaclean@houlihanlawrence.com

Call Today: 212-531-7726, or Email: Brian Phillips

20

570 Bean River Rd Pine Plains NY, 12567

$2,550,000

3 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 4207.00:# Square Feet

Single Family Under Contract ML# HM419101

The approach to this spectacular contemporary barn-style home takes you up a long, winding private driveway past open fields & woods that are part of this special 22+ acre property. At the top of the hill, sits this incredibly private, recently completed, custom, stick built, 3-bedroom, 3.5-bath, contemporary home boasting approximately 4, 000 sf of total square footage. This stunning home is designed to take advantage of its exquisite surroundings and to be one with nature with lots of windows, an open floor plan, and soaring high ceilings. Features include a standing seam roof, a lovely in-ground gunite pool, 9’ engineered European oak flooring, a fabulous loft office/den, custom cabinetry and vanities, bedrooms with baths en suite, beautiful tiling, a contemporary propane fireplace, high-end appliances and a full basement, the perfect place for a gym/media room/family room/ playroom. Through the trees that surround the home, you can see glimpses of the mountains and pastoral farmland, and with some clearing, the views would be truly unparalleled. Conveniently located in New York’s scenic Hudson Valley, just 6 minutes to Millerton & Pine Plains, 20 minutes to Rhinebeck, Red Hook & Millbrook and under 2 hours to NYC. Additional options at additional cost include bluestone patio, decking, garage and much more. Agricultural exemption ensures ongoing tax advantages!! A truly stunning and unique, must-see private property (not in a development).

Call Today: 212-531-7726, or Email: Brian Phillips

COMING SOON Welcome to Woodlands. This incredible, four-bedroom custom home is centered on nearly 13 acres off Hollow Road in Clinton Corners is nearing completion. Entered down a long, private drive, the home consists of almost 5, 000 square feet and offers two massive primary suites (one on the main level and one on the upper level) as well as a large library/den, home office, family room with gas fireplace and a dramatic living room with 20’ ceilings and a floor-to-ceiling stone wood-burning fireplace. There is a separate dining room and huge open kitchen with a separate butler’s pantry. There are five, luxurious bathroom, including 2 incomparable spa-like primary bathrooms. Exterior features include vintage wide-plank wood cladding (from Silo-Ridge), two over-sized terraces off the living space and a three-car garage with grocery pass-through. This is an extraordinary opportunity to be involved in the decision process of the final finishes and be home by Autumn. Located in highly-desirable Clinton Corners, Woodlands is only 10 minutes to Millbrook Village, 15 minutes to Rhinebeck Village, and less than 5 minutes to the Taconic Parkway. Call for more information.

4

75 Woodlands Trail Clinton Corners NY, 12514

$2,500,000

4 Bedrooms 5 Full Baths Sq. Ft. 4900.00:#

Single Family Under Contract ML# H6319735

COMING SOON Welcome to Woodlands. This incredible, four-bedroom custom home is centered on nearly 13 acres off Hollow Road in Clinton Corners is nearing completion. Entered down a long, private drive, the home consists of almost 5, 000 square feet and offers two massive primary suites (one on the main level and one on the upper level) as well as a large library/den, home office, family room with gas fireplace and a dramatic living room with 20’ ceilings and a floor-to-ceiling stone wood-burning fireplace. There is a separate dining room and huge open kitchen with a separate butler’s pantry. There are five, luxurious bathroom, including 2 incomparable spa-like primary bathrooms. Exterior features include vintage wide-plank wood cladding (from Silo-Ridge), two over-sized terraces off the living space and a three-car garage with grocery pass-through. This is an extraordinary opportunity to be involved in the decision process of the final finishes and be home by Autumn. Located in highly-desirable Clinton Corners, Woodlands is only 10 minutes to Millbrook Village, 15 minutes to Rhinebeck Village, and less than 5 minutes to the Taconic Parkway. Call for more information.

Call Today: 212-531-7726, or Email: Brian Phillips

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