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$1,250,000

Don't miss this exceptional value in the heart of the Village of Millbrook: a beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home (2,132 sq ft) complemented by a detached 1,750 sq ft two-car garage with an approximately 1,000 sq ft, 1-bedroom, 1-bath guest apartment above, currently generating rental income that pays for the taxes and maintenance for the entire property! Set on 0.21 acres just steps from Millbrook's boutiques, restaurants, galleries, and everyday conveniences, the property offers an increasingly rare combination of village living and income-producing potential. Originally built in 1910, the main residence was extensively renovated in 2002 with new windows, updated heating systems, a new oil tank, and two-zone central air conditioning, blending modern comfort with historic character. The guest apartment was constructedin 2018 and provides excellent flexibility for rental income, guests, or extended family. The private fenced backyard serves as a peaceful retreat, featuring two bluestone patios ideal for outdoor dining, entertaining, or relaxing. Ideally located near highly regarded public and private schools, summer camps, and premier sporting clubs, including the Millbrook Golf & Tennis Club, Tamarack Preserve, and Mashomack Preserve Club. The region is renowned for its equestrian lifestyle, with access to horse shows, fox hunting, riding trails, and top-tier equestrian facilities. Hiking, fly-fishing, polo, and skiing are all nearby. Millbrook's central location provides convenient access to Rhinebeck, Red Hook, Pine Plains, Millerton, Hudson, Litchfield County, and the Berkshires, home to Tanglewood and a wealth of cultural attractions. Just 1¾ hours from Manhattan by car or via Metro-North Railroad, this unique property offers the perfect blend of village convenience, country charm, and income-producing flexibility.

4 Beds ⋅ 3 Baths ⋅ 967644 MLS

Don't miss this exceptional value in the heart of the Village of Millbrook: a beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home (2,132 sq ft) complemented by a detached 1,750 sq ft two-car garage with an approximately 1,000 sq ft, 1-bedroom, 1-bath guest apartment above, currently generating rental income that pays for the taxes and maintenance for the entire property! Set on 0.21 acres just steps from Millbrook's boutiques, restaurants, galleries, and everyday conveniences, the property offers an increasingly rare combination of village living and income-producing potential. Originally built in 1910, the main residence was extensively renovated in 2002 with new windows, updated heating systems, a new oil tank, and two-zone central air conditioning, blending modern comfort with historic character. The guest apartment was constructedin 2018 and provides excellent flexibility for rental income, guests, or extended family. The private fenced backyard serves as a peaceful retreat, featuring two bluestone patios ideal for outdoor dining, entertaining, or relaxing. Ideally located near highly regarded public and private schools, summer camps, and premier sporting clubs, including the Millbrook Golf & Tennis Club, Tamarack Preserve, and Mashomack Preserve Club. The region is renowned for its equestrian lifestyle, with access to horse shows, fox hunting, riding trails, and top-tier equestrian facilities. Hiking, fly-fishing, polo, and skiing are all nearby. Millbrook's central location provides convenient access to Rhinebeck, Red Hook, Pine Plains, Millerton, Hudson, Litchfield County, and the Berkshires, home to Tanglewood and a wealth of cultural attractions. Just 1¾ hours from Manhattan by car or via Metro-North Railroad, this unique property offers the perfect blend of village convenience, country charm, and income-producing flexibility.

3311 Franklin Avenue, Millbrook

$3,895,000

Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry and powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, laundry, a workshop and a very large storage room which can easily be converting into more living space. Other buildings include another barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

10 Beds ⋅ 7 Baths ⋅ 953909 MLS

Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry and powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, laundry, a workshop and a very large storage room which can easily be converting into more living space. Other buildings include another barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

1515-1517 Route 83, Pine Plains

$795,000

Prime Investment Opportunity! Commercial Space + Income-Producing Home on High-Traffic Route 9G ?? LOCATION, LOCATION, LOCATION! This is a rare chance to acquire a powerful asset combining immediate commercial income and a valuable residential rental unit, all situated directly on a major state route in a rapidly expanding area.

933168 MLS

Prime Investment Opportunity! Commercial Space + Income-Producing Home on High-Traffic Route 9G ?? LOCATION, LOCATION, LOCATION! This is a rare chance to acquire a powerful asset combining immediate commercial income and a valuable residential rental unit, all situated directly on a major state route in a rapidly expanding area.

426 Violet Avenue, Poughkeepsie

$2,475,000

At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a spring-fed pond, orchard, and private hiking trails. The architecture balances tradition and innovation, with a glass breezeway linking the historic structure to a stone and glass master wing—winner of multiple 2025 design awards. Large windows, wide doorways, and a barrier-free layout reflect both aesthetic and practical considerations for modern living and aging in place. Period details like exposed beams, wide-plank floors, and a kitchen fireplace ground the home in its heritage, while updates like solar panels and geothermal temperature control bring it into the future. The kitchen, framed by dark soapstone counters and classic cabinetry, opens to a large screened porch overlooking the backyard and pond. A brick fireplace and custom inset pantry bring both warmth and functionality. The home also includes a temperature-controlled 1,000-bottle wine cellar, ideal for collectors. A two-story barn/garage offers additional workspace or storage. Outdoors, Stone Church Creek winds through the property on its way to the iconic Dover Stone Church Preserve, which directly abuts the rear boundary. This 175-acre protected park features over three miles of well-maintained trails and one of Dutchess County’s most photographed natural features: a dramatic waterfall spilling through a cave carved into ancient stone. With the preserve quite literally at the edge of the property, the connection to nature is immediate and immersive—offering an unmatched sense of privacy and place. Whether as a weekend escape or a full-time homestead, 56 Northrup is a rare blend of design, sustainability, and pastoral beauty—anchored by smart systems, architectural pedigree, and extraordinary surroundings.

4 Beds ⋅ 5 Baths ⋅ 929427 MLS

At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a spring-fed pond, orchard, and private hiking trails. The architecture balances tradition and innovation, with a glass breezeway linking the historic structure to a stone and glass master wing—winner of multiple 2025 design awards. Large windows, wide doorways, and a barrier-free layout reflect both aesthetic and practical considerations for modern living and aging in place. Period details like exposed beams, wide-plank floors, and a kitchen fireplace ground the home in its heritage, while updates like solar panels and geothermal temperature control bring it into the future. The kitchen, framed by dark soapstone counters and classic cabinetry, opens to a large screened porch overlooking the backyard and pond. A brick fireplace and custom inset pantry bring both warmth and functionality. The home also includes a temperature-controlled 1,000-bottle wine cellar, ideal for collectors. A two-story barn/garage offers additional workspace or storage. Outdoors, Stone Church Creek winds through the property on its way to the iconic Dover Stone Church Preserve, which directly abuts the rear boundary. This 175-acre protected park features over three miles of well-maintained trails and one of Dutchess County’s most photographed natural features: a dramatic waterfall spilling through a cave carved into ancient stone. With the preserve quite literally at the edge of the property, the connection to nature is immediate and immersive—offering an unmatched sense of privacy and place. Whether as a weekend escape or a full-time homestead, 56 Northrup is a rare blend of design, sustainability, and pastoral beauty—anchored by smart systems, architectural pedigree, and extraordinary surroundings.

56 Northrup Road, Dover Plains

$375,000

Welcome home to this charming Cape style home at 106 Skidmore Rd, La Grangeville, NY 12540 on Spout Creek with the Arlington School District. This delightful residence boasts an expansive floor plan, offering over 1,900 square feet of versatile living space, perfectly designed for you to add your personal touches and truly make it your own. As you enter the main living level, the home offers a foyer, living room, dining room, galley kitchen, 2 full bathrooms, 1 bedroom, laundry/utility room, storage room, and mud room.  2nd living level offers 3 large bedrooms and an office/den. All is situated on almost an acre of land with a detached 2-car garage.  Location is everything, and this home is ideally situated just under five minutes from the Taconic State Parkway, providing easy access to nearby areas. The Metro North Railway is a mere 20 minutes away, making commuting a breeze. You'll find yourself conveniently close to the myriad of amenities that the picturesque Hudson Valley has to offer. Explore the charm of nearby towns, indulge in local dining experiences, and sample the delightful offerings from wineries, cafes, and farm-to-fork eateries. For those who love the outdoors, the region is abundant with recreational activities, including hiking, biking, walking trails, and water sports, ensuring that adventure is always just around the corner. Embrace the Hudson Valley lifestyle that so many have come to cherish and make this beautiful home your own. Whether you're looking for a place to call home or an investment opportunity, this home has endless possibilities. Come and discover the life that awaits you in this wonderful Hudson Valley!

4 Beds ⋅ 2 Baths ⋅ 917532 MLS

Welcome home to this charming Cape style home at 106 Skidmore Rd, La Grangeville, NY 12540 on Spout Creek with the Arlington School District. This delightful residence boasts an expansive floor plan, offering over 1,900 square feet of versatile living space, perfectly designed for you to add your personal touches and truly make it your own. As you enter the main living level, the home offers a foyer, living room, dining room, galley kitchen, 2 full bathrooms, 1 bedroom, laundry/utility room, storage room, and mud room.  2nd living level offers 3 large bedrooms and an office/den. All is situated on almost an acre of land with a detached 2-car garage.  Location is everything, and this home is ideally situated just under five minutes from the Taconic State Parkway, providing easy access to nearby areas. The Metro North Railway is a mere 20 minutes away, making commuting a breeze. You'll find yourself conveniently close to the myriad of amenities that the picturesque Hudson Valley has to offer. Explore the charm of nearby towns, indulge in local dining experiences, and sample the delightful offerings from wineries, cafes, and farm-to-fork eateries. For those who love the outdoors, the region is abundant with recreational activities, including hiking, biking, walking trails, and water sports, ensuring that adventure is always just around the corner. Embrace the Hudson Valley lifestyle that so many have come to cherish and make this beautiful home your own. Whether you're looking for a place to call home or an investment opportunity, this home has endless possibilities. Come and discover the life that awaits you in this wonderful Hudson Valley!

106 Skidmore Road, Lagrangeville

$449,900

A Rare Find! 24 hour notice, tenants, need confirmation. This large brick home needs work and is being sold "as-is"! Overlooking Wappingers Creek this wonderful brick cape has over 3100 sq ft of living space. Wonderful floor plan with large rooms, two kitchens, 2 living rooms one with fireplace, 3 baths plus family room. Possible accessory apartment, tax records include the apartment. Price reflects that it does need work, and is being sold "as-is". Cash preferred. Great find for the investor, handy homebuyer etc. Almost level, park-like property. Separate cabana (no pool includedJacuzzi does not stay ) detached garage. Upstairs is electric heat and no central air conditioning. The reminiscents of beautiful gardens surrounded by rhododendrons and some older perennials are peeping through the overgrowth. This home has so much potential, almost level property, High above the waterway with seasonal water views and the sound of the flowing creek from the deck! Private yet close to stores, restaurants, sports, hospitals, transportation, Walkway over the Hudson, etc! Great location near Vassar Rd and Rte 376. Large unfinished basement. Audio in use. Old Mill is a town road and the town plows. SQ ft, taxes, year built approximate.

4 Beds ⋅ 3 Baths ⋅ 904495 MLS

A Rare Find! 24 hour notice, tenants, need confirmation. This large brick home needs work and is being sold "as-is"! Overlooking Wappingers Creek this wonderful brick cape has over 3100 sq ft of living space. Wonderful floor plan with large rooms, two kitchens, 2 living rooms one with fireplace, 3 baths plus family room. Possible accessory apartment, tax records include the apartment. Price reflects that it does need work, and is being sold "as-is". Cash preferred. Great find for the investor, handy homebuyer etc. Almost level, park-like property. Separate cabana (no pool includedJacuzzi does not stay ) detached garage. Upstairs is electric heat and no central air conditioning. The reminiscents of beautiful gardens surrounded by rhododendrons and some older perennials are peeping through the overgrowth. This home has so much potential, almost level property, High above the waterway with seasonal water views and the sound of the flowing creek from the deck! Private yet close to stores, restaurants, sports, hospitals, transportation, Walkway over the Hudson, etc! Great location near Vassar Rd and Rte 376. Large unfinished basement. Audio in use. Old Mill is a town road and the town plows. SQ ft, taxes, year built approximate.

22 Old Mill Road, Poughkeepsie

$1,750,000

Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British and American flags, bearing witness to centuries of change. Set on approximately 18 serene acres with subdivision potential for three 3.5-acre lots, the estate includes a beautifully restored 6-bedroom, 4-bathroom residence. Carefully updated to preserve its character, the home features original wide-plank hardwood floors, massive Dutch doors with original hardware, six corner Rumford fireplaces, designer lighting, crown molding, and a fully renovated chef’s kitchen with an eat-in area. Enjoy formal and casual living spaces, including a dining room, living room, and family room. Modern upgrades include new central air, central vacuum, and oil heating with an above-ground tank. Additional amenities include a soaking tub, stall shower, and dedicated dressing area. Property taxes have been lowered for the 2025 tax season, offering immediate financial relief—and there is further potential for tax breaks should the new owner choose to start a small farm operation. Outdoors, unwind on the 50-foot veranda overlooking a tranquil pond and rolling pastures. A charming tiny house by a seasonal brook offers extra retreat space, while two large barns serve various purposes—one equipped with horse stalls and a commercial woodworking shop, the other perfect for additional stabling or storage. An outdoor cabana adds another space for relaxation or entertaining. This estate is being sold as-is by motivated sellers who have poured love and care into its restoration. Whether you're an equestrian, a history enthusiast, or a visionary investor, this property offers endless potential—from farming (which may bring additional tax benefits) to development or simply enjoying the luxury of rural elegance.

6 Beds ⋅ 4 Baths ⋅ 886347 MLS

Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British and American flags, bearing witness to centuries of change. Set on approximately 18 serene acres with subdivision potential for three 3.5-acre lots, the estate includes a beautifully restored 6-bedroom, 4-bathroom residence. Carefully updated to preserve its character, the home features original wide-plank hardwood floors, massive Dutch doors with original hardware, six corner Rumford fireplaces, designer lighting, crown molding, and a fully renovated chef’s kitchen with an eat-in area. Enjoy formal and casual living spaces, including a dining room, living room, and family room. Modern upgrades include new central air, central vacuum, and oil heating with an above-ground tank. Additional amenities include a soaking tub, stall shower, and dedicated dressing area. Property taxes have been lowered for the 2025 tax season, offering immediate financial relief—and there is further potential for tax breaks should the new owner choose to start a small farm operation. Outdoors, unwind on the 50-foot veranda overlooking a tranquil pond and rolling pastures. A charming tiny house by a seasonal brook offers extra retreat space, while two large barns serve various purposes—one equipped with horse stalls and a commercial woodworking shop, the other perfect for additional stabling or storage. An outdoor cabana adds another space for relaxation or entertaining. This estate is being sold as-is by motivated sellers who have poured love and care into its restoration. Whether you're an equestrian, a history enthusiast, or a visionary investor, this property offers endless potential—from farming (which may bring additional tax benefits) to development or simply enjoying the luxury of rural elegance.

11 Brown Road, Pleasant Valley

$1,500,000

AO - Contracts Out -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 8,000 sq. ft. home with basement. 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. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Detached, Renderings of plans for the home as well as additional structures design usage options have been included.

4 Beds ⋅ 7 Baths ⋅ H6322312 MLS

AO - Contracts Out -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 8,000 sq. ft. home with basement. 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. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Detached, Renderings of plans for the home as well as additional structures design usage options have been included.

55 Daley Road, Lagrangeville