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$699,000

Welcome to 18 Bray Farm! Set on a manicured 1.44 acre lot in the desirable Bray Farm neighborhood, this attractive four-bedroom, two-and-a-half-bath colonial offers over 2600 square feet of living space with plenty of room to make it your own. The inviting floor plan provides generous living areas designed for both everyday living and entertaining. The home also features a full basement offering excellent storage and additional potential for future living or recreational space. Recent upgrades include a new roof, a new furnace and well pump. Outside, enjoy the privacy and flexibility that come with an expansive acreage lot, providing plenty of space for outdoor activities, gardening, entertaining, or simply relaxing in your own surroundings. An attached two-car garage adds everyday convenience. Ideally situated in award winning Arlington school district with easy access to shopping, dining, recreation, major roadways, and the many amenities of the Hudson Valley, 18 Bray Farm Lane presents an excellent opportunity to own a spacious home in a gorgeous neighborhood

4 Beds ⋅ 3 Baths ⋅ 1047464 MLS

Welcome to 18 Bray Farm! Set on a manicured 1.44 acre lot in the desirable Bray Farm neighborhood, this attractive four-bedroom, two-and-a-half-bath colonial offers over 2600 square feet of living space with plenty of room to make it your own. The inviting floor plan provides generous living areas designed for both everyday living and entertaining. The home also features a full basement offering excellent storage and additional potential for future living or recreational space. Recent upgrades include a new roof, a new furnace and well pump. Outside, enjoy the privacy and flexibility that come with an expansive acreage lot, providing plenty of space for outdoor activities, gardening, entertaining, or simply relaxing in your own surroundings. An attached two-car garage adds everyday convenience. Ideally situated in award winning Arlington school district with easy access to shopping, dining, recreation, major roadways, and the many amenities of the Hudson Valley, 18 Bray Farm Lane presents an excellent opportunity to own a spacious home in a gorgeous neighborhood

18 Bray Farm Lane, Wappingers Falls

$599,900

Pre-qualified buyers only please. This unique home is being offered for the first time in over ten years and it's a lot of house for the money. All large sized rooms on an oversized lot located at the end of a lovely street just minutes from everything. The entrance foyer has built in planters and an entire wall of custom stonework that opens up to an oversized living room with the same stonework and woodstove insert- even the wood is included for next winter's burning. There is a nice sized kitchen with a center island, and the laundry room is conveniently located right in the same room for your ease!! The dining room is there as well and has a bow window and even a built-in ironing board from the old days with a door out to the massive wrap around deck that overlooks the inground Gunite pool. There are two bonus rooms with parquet floors off of the dining area and the living room with pocket doors that are currently being used as an office and an exercise room. The home allows for anyone to choose how to use the different rooms for their individual needs and taste! The main floor has a large primary bedroom with a full bath, two additional bedrooms, and a bathroom in the hallway with double sinks. On the lower level, there is a massive fourth bedroom, a full bathroom that opens to the outside to facilitate easy access to the pool, and storage galore. There is also a large family room with a built-in bar, a non-working second wood burning fireplace insert, and a large pool table room that is not heated. There is also a large room for mechanicals and storage galore and a utility room as well. The space inside this custom home and its unique features will surprise you and the pictures don't do it justice. Outside there is a pool house, large decking overlooking the pool, and a few patios to choose from. One of the best features of this home is the detached garage with multiple doors and a full walk up to a second story. A car enthusiast or hobby person could spend years deciding on its best use or change their plans as the need arises!! The solar power is fully paid for and off sets the utility bills- we are currently looking into whether the current credit will be transferable to the new owners.

4 Beds ⋅ 3 Baths ⋅ 1043586 MLS

Pre-qualified buyers only please. This unique home is being offered for the first time in over ten years and it's a lot of house for the money. All large sized rooms on an oversized lot located at the end of a lovely street just minutes from everything. The entrance foyer has built in planters and an entire wall of custom stonework that opens up to an oversized living room with the same stonework and woodstove insert- even the wood is included for next winter's burning. There is a nice sized kitchen with a center island, and the laundry room is conveniently located right in the same room for your ease!! The dining room is there as well and has a bow window and even a built-in ironing board from the old days with a door out to the massive wrap around deck that overlooks the inground Gunite pool. There are two bonus rooms with parquet floors off of the dining area and the living room with pocket doors that are currently being used as an office and an exercise room. The home allows for anyone to choose how to use the different rooms for their individual needs and taste! The main floor has a large primary bedroom with a full bath, two additional bedrooms, and a bathroom in the hallway with double sinks. On the lower level, there is a massive fourth bedroom, a full bathroom that opens to the outside to facilitate easy access to the pool, and storage galore. There is also a large family room with a built-in bar, a non-working second wood burning fireplace insert, and a large pool table room that is not heated. There is also a large room for mechanicals and storage galore and a utility room as well. The space inside this custom home and its unique features will surprise you and the pictures don't do it justice. Outside there is a pool house, large decking overlooking the pool, and a few patios to choose from. One of the best features of this home is the detached garage with multiple doors and a full walk up to a second story. A car enthusiast or hobby person could spend years deciding on its best use or change their plans as the need arises!! The solar power is fully paid for and off sets the utility bills- we are currently looking into whether the current credit will be transferable to the new owners.

58 Ireland Drive, Poughkeepsie

$895,000

Private Mountain-Top Equestrian Property Only 74 miles to NYC and 2 miles to Tymor Park for riding and recreation. This is the one you've been waiting for! Tucked behind a private, gated entrance, this fantastic horse property offers the ideal combination of privacy, convenience, horses/farm animals and country living. Offered for sale for the first time ever. Appealing 4-bedroom, 2 full bath home that is ADA-compliant, thoughtfully adding accessibility without sacrificing style. Main features include: a bright, updated kitchen with stainless steel appliances and Lifeproof oak wide-board floors highlighted by a 20 year commercial warranty. The heart of the home is a spectacular living room with cherry hardwood floors, exposed beams, cathedral ceilings and a dramatic floor-to-ceiling stone fireplace that adds to the character of the property and is fantastic for entertaining. The spacious primary en-suite flows from the living room with Pergo waterproof oak floors and features double closets and a primary bathroom. The main level continues with 3 additional bedrooms, a full bath and a bonus back porch with Pella windows, cherry hardwood floors and sliding glass doors overlooking your own private backyard - and what a backyard it is! A large, manicured yard where you can sit on the porch and enjoy all that living in the country has to offer. Relax in the hot tub, gather around one of three stone fire pits, or simply enjoy the peaceful mountain setting and freshwater creek. Professional Equestrian Property! This horse farm includes a large, bright indoor arena with LED lighting and dust-free silicone sand footing (which is suitable on its own or can be mixed with discipline specific synthetic footing like GGT), four oversized rubber-matted run-out stall barns with direct paddock access in five turnout paddocks, additional pasture, three frost-free water hydrants, a 2-story hay barn, grain/feed shed, outdoor kennel, and a groomed, private trail system with obstacles right on your own wooded acreage. There is even a spacious workshop with a stone fireplace adjacent to the oversized 2-car garage, paved driveway, and private gated entrance. This property is currently in the Agricultural District and only 2 miles from Tymor Park for additional off site trails and riding opportunities. A practical setup for horse owners looking for the convenience of having their horses at home, with the added benefit of an indoor arena for year-round riding and training. Located in the Arlington Central School District - Vail Farm Elementary and Union Vale Middle School - and only 5 minutes from shopping and restaurants. A private equestrian sanctuary. A weekend getaway. A mountain-top retreat. First time offered for sale. Properties like this are hard to replicate.

4 Beds ⋅ 2 Baths ⋅ 1039201 MLS

Private Mountain-Top Equestrian Property Only 74 miles to NYC and 2 miles to Tymor Park for riding and recreation. This is the one you've been waiting for! Tucked behind a private, gated entrance, this fantastic horse property offers the ideal combination of privacy, convenience, horses/farm animals and country living. Offered for sale for the first time ever. Appealing 4-bedroom, 2 full bath home that is ADA-compliant, thoughtfully adding accessibility without sacrificing style. Main features include: a bright, updated kitchen with stainless steel appliances and Lifeproof oak wide-board floors highlighted by a 20 year commercial warranty. The heart of the home is a spectacular living room with cherry hardwood floors, exposed beams, cathedral ceilings and a dramatic floor-to-ceiling stone fireplace that adds to the character of the property and is fantastic for entertaining. The spacious primary en-suite flows from the living room with Pergo waterproof oak floors and features double closets and a primary bathroom. The main level continues with 3 additional bedrooms, a full bath and a bonus back porch with Pella windows, cherry hardwood floors and sliding glass doors overlooking your own private backyard - and what a backyard it is! A large, manicured yard where you can sit on the porch and enjoy all that living in the country has to offer. Relax in the hot tub, gather around one of three stone fire pits, or simply enjoy the peaceful mountain setting and freshwater creek. Professional Equestrian Property! This horse farm includes a large, bright indoor arena with LED lighting and dust-free silicone sand footing (which is suitable on its own or can be mixed with discipline specific synthetic footing like GGT), four oversized rubber-matted run-out stall barns with direct paddock access in five turnout paddocks, additional pasture, three frost-free water hydrants, a 2-story hay barn, grain/feed shed, outdoor kennel, and a groomed, private trail system with obstacles right on your own wooded acreage. There is even a spacious workshop with a stone fireplace adjacent to the oversized 2-car garage, paved driveway, and private gated entrance. This property is currently in the Agricultural District and only 2 miles from Tymor Park for additional off site trails and riding opportunities. A practical setup for horse owners looking for the convenience of having their horses at home, with the added benefit of an indoor arena for year-round riding and training. Located in the Arlington Central School District - Vail Farm Elementary and Union Vale Middle School - and only 5 minutes from shopping and restaurants. A private equestrian sanctuary. A weekend getaway. A mountain-top retreat. First time offered for sale. Properties like this are hard to replicate.

2536 Wingdale Mtn Road, Poughquag

$624,900

Tucked away on 2.7 private acres on a cul-de-sac in the Town of East Fishkill, within the Arlington School District, this Contemporary home offers the perfect blend of architectural character, flexible living space, and peaceful surroundings. With 3 bedrooms that lives like 4, 3 full bathrooms, and almost 2,600 SQFT of living space, this home is designed to accommodate a variety of lifestyles. Step inside the welcoming foyer to soaring cathedral ceilings, exposed wood beams, and an open floor plan filled with natural light. The dramatic two-story living and dining rooms create an inviting space for entertaining, while oversized windows and sliding glass doors showcase the beautiful wooded setting. A sun-filled sunroom overlooks the private courtyard, bringing the outdoors in year-round. The spacious eat-in kitchen offers abundant cabinetry, pantry storage, stainless steel appliances, and a breakfast nook with views of the backyard. Just off the kitchen, the family room features vaulted ceilings, exposed beams, a fireplace, and direct access to the patio, creating the perfect gathering space for everyday living. A highly desirable first-floor bedroom and full bathroom provide an ideal setup for guests, extended family, or a home office. Upstairs, the generous primary suite features a walk-in closet and private ensuite full bath, while an additional oversized bedroom, full bathroom, and open loft area overlooking the main living space offer exceptional flexibility. The expansive loft can easily function as a fourth bedroom, office, playroom, or media room. Outside, enjoy the privacy of your own wooded retreat with beautifully landscaped grounds, an expansive patio for outdoor entertaining, mature trees, and plenty of open lawn space to relax or play. Additional highlights include central air, an oversized attached 2-car garage, whole house generator, a long private driveway and ample storage throughout. Conveniently located just minutes from the Taconic State Parkway, shopping, restaurants, schools, and the Metro-North Railroad, this one-of-a-kind contemporary offers the perfect balance of privacy, space, and accessibility. A rare opportunity to own a distinctive home in one of East Fishkill's most desirable locations. **SOME INTERIOR PHOTOS ARE VIRTUALLY STAGED WITH FURNITURE**

3 Beds ⋅ 3 Baths ⋅ 1025328 MLS

Tucked away on 2.7 private acres on a cul-de-sac in the Town of East Fishkill, within the Arlington School District, this Contemporary home offers the perfect blend of architectural character, flexible living space, and peaceful surroundings. With 3 bedrooms that lives like 4, 3 full bathrooms, and almost 2,600 SQFT of living space, this home is designed to accommodate a variety of lifestyles. Step inside the welcoming foyer to soaring cathedral ceilings, exposed wood beams, and an open floor plan filled with natural light. The dramatic two-story living and dining rooms create an inviting space for entertaining, while oversized windows and sliding glass doors showcase the beautiful wooded setting. A sun-filled sunroom overlooks the private courtyard, bringing the outdoors in year-round. The spacious eat-in kitchen offers abundant cabinetry, pantry storage, stainless steel appliances, and a breakfast nook with views of the backyard. Just off the kitchen, the family room features vaulted ceilings, exposed beams, a fireplace, and direct access to the patio, creating the perfect gathering space for everyday living. A highly desirable first-floor bedroom and full bathroom provide an ideal setup for guests, extended family, or a home office. Upstairs, the generous primary suite features a walk-in closet and private ensuite full bath, while an additional oversized bedroom, full bathroom, and open loft area overlooking the main living space offer exceptional flexibility. The expansive loft can easily function as a fourth bedroom, office, playroom, or media room. Outside, enjoy the privacy of your own wooded retreat with beautifully landscaped grounds, an expansive patio for outdoor entertaining, mature trees, and plenty of open lawn space to relax or play. Additional highlights include central air, an oversized attached 2-car garage, whole house generator, a long private driveway and ample storage throughout. Conveniently located just minutes from the Taconic State Parkway, shopping, restaurants, schools, and the Metro-North Railroad, this one-of-a-kind contemporary offers the perfect balance of privacy, space, and accessibility. A rare opportunity to own a distinctive home in one of East Fishkill's most desirable locations. **SOME INTERIOR PHOTOS ARE VIRTUALLY STAGED WITH FURNITURE**

12 Denim Drive, Wappingers Falls

$180,000

Escape to your own private retreat with this custom-built cabin, completed in 2020 and offering exclusive lake rights to beautiful Sylvan Lake. Available seasonally from April through November, this charming getaway is ideal for weekend escapes, summer living, or snowbirds seeking a peaceful New York residence. Step inside to an inviting great room featuring soaring cathedral ceilings, rich tongue-and-groove walls and ceilings, and gleaming wood floors throughout. The thoughtfully designed kitchen boasts hand-chiseled granite countertops, a center island, and a striking reclaimed NYC brick backsplash, seamlessly flowing into the spacious living and entertaining area. The main level offers two generously sized bedrooms and a full bath complete with a relaxing soaking tub. Upstairs, the versatile loft serves as additional living space or a third bedroom, featuring two queen-size sleeping alcoves and ample room for guests. The home has comfortably accommodated up to 14 people. Additional interior highlights include Andersen windows, custom rough-sawn wood railings with rebar spindles, designer lighting, and efficient mini-split heating and cooling systems throughout. Outside, unwind on the expansive wraparound Trex deck with PVC railings—the perfect spot for morning coffee, outdoor dining, or simply taking in the serene surroundings. Enjoy private access to Sylvan Lake, where you can swim, fish, kayak, launch an electric motorboat, gather around the beachfront barbecue areas, or relax while watching breathtaking sunsets over the water.

2 Beds ⋅ 1 Baths ⋅ 1016530 MLS

Escape to your own private retreat with this custom-built cabin, completed in 2020 and offering exclusive lake rights to beautiful Sylvan Lake. Available seasonally from April through November, this charming getaway is ideal for weekend escapes, summer living, or snowbirds seeking a peaceful New York residence. Step inside to an inviting great room featuring soaring cathedral ceilings, rich tongue-and-groove walls and ceilings, and gleaming wood floors throughout. The thoughtfully designed kitchen boasts hand-chiseled granite countertops, a center island, and a striking reclaimed NYC brick backsplash, seamlessly flowing into the spacious living and entertaining area. The main level offers two generously sized bedrooms and a full bath complete with a relaxing soaking tub. Upstairs, the versatile loft serves as additional living space or a third bedroom, featuring two queen-size sleeping alcoves and ample room for guests. The home has comfortably accommodated up to 14 people. Additional interior highlights include Andersen windows, custom rough-sawn wood railings with rebar spindles, designer lighting, and efficient mini-split heating and cooling systems throughout. Outside, unwind on the expansive wraparound Trex deck with PVC railings—the perfect spot for morning coffee, outdoor dining, or simply taking in the serene surroundings. Enjoy private access to Sylvan Lake, where you can swim, fish, kayak, launch an electric motorboat, gather around the beachfront barbecue areas, or relax while watching breathtaking sunsets over the water.

266 Sylvan Lake Rd Unit #B-19, Hopewell Junction

$395,000

APPROVED SHORT SALE - Custom built A southern design home with a gable European roof. Features a two-story with open loft & sunlight throughout the entire 1st floor. The open floorplan with fireplace Designed with an open kitchen with stainless steel appliances and granite countertops. First floor offers the primary bedroom suite w/windows overlooking the backyard. Upstairs loft. 2nd level offers 2 beds/1 bath with attic access for room to grow! Two attics. Dual pump septic system. New septic gold pump & system pumped, needs one more gold septic pump. Heating upgraded with many new parts, but needs replacement on many items. A must see! Needs TLC. photos do not reflect current moving state. Moving 3 generations of stuff. Please note photos may not reflect current condition now. Landscaping has not been addressed.

3 Beds ⋅ 3 Baths ⋅ 1008740 MLS

APPROVED SHORT SALE - Custom built A southern design home with a gable European roof. Features a two-story with open loft & sunlight throughout the entire 1st floor. The open floorplan with fireplace Designed with an open kitchen with stainless steel appliances and granite countertops. First floor offers the primary bedroom suite w/windows overlooking the backyard. Upstairs loft. 2nd level offers 2 beds/1 bath with attic access for room to grow! Two attics. Dual pump septic system. New septic gold pump & system pumped, needs one more gold septic pump. Heating upgraded with many new parts, but needs replacement on many items. A must see! Needs TLC. photos do not reflect current moving state. Moving 3 generations of stuff. Please note photos may not reflect current condition now. Landscaping has not been addressed.

181 David Drive, Pleasant Valley

$950,000

Welcome to Rombout Retreat! A spacious four bedroom, three bath home offering over 3,000 square feet of beautifully maintained living space on two private acres surrounded by protected agricultural land. This thoughtfully designed home offers multiple living spaces, each with its own warm and inviting atmosphere, with fireplaces in every sitting room as well as an additional fireplace in the primary suite. Blending traditional charm with a contemporary feel, the home offers an easy, comfortable flow throughout that feels both timeless and move-in ready. The first floor opens to a spacious deck perfect for entertaining and enjoying the peaceful surroundings, overlooking lush gardens, a tranquil water feature, and a heated in-ground pool that creates a true retreat- like setting. The outdoor space is equipped with a pool house that provides convenient storage for pool equipment and additional outdoor essentials, while a large front yard further enhances the property's expansive and private setting. The oversized primary suite boasts two walk-in closets and ample space, along with a bright en suite bathroom filled with natural light. Three additional upstairs bedrooms are serviced by a full shared hallway bathroom, while a conveniently located half bath is situated on the first floor. A finished basement provides additional flexible space ideal for a gym, rec room, or playroom. Additional highlights include an attached garage, central air, a water softener system, and meticulously maintained mechanicals throughout. Conveniently located just minutes from Millbrook, Eastdale Village, the Taconic State Parkway, Millbrook Vineyards & Winery, and Adams Fairacre Farms, this truly unique property offers the perfect balance of privacy, convenience, and lifestyle.

4 Beds ⋅ 3 Baths ⋅ 1000852 MLS

Welcome to Rombout Retreat! A spacious four bedroom, three bath home offering over 3,000 square feet of beautifully maintained living space on two private acres surrounded by protected agricultural land. This thoughtfully designed home offers multiple living spaces, each with its own warm and inviting atmosphere, with fireplaces in every sitting room as well as an additional fireplace in the primary suite. Blending traditional charm with a contemporary feel, the home offers an easy, comfortable flow throughout that feels both timeless and move-in ready. The first floor opens to a spacious deck perfect for entertaining and enjoying the peaceful surroundings, overlooking lush gardens, a tranquil water feature, and a heated in-ground pool that creates a true retreat- like setting. The outdoor space is equipped with a pool house that provides convenient storage for pool equipment and additional outdoor essentials, while a large front yard further enhances the property's expansive and private setting. The oversized primary suite boasts two walk-in closets and ample space, along with a bright en suite bathroom filled with natural light. Three additional upstairs bedrooms are serviced by a full shared hallway bathroom, while a conveniently located half bath is situated on the first floor. A finished basement provides additional flexible space ideal for a gym, rec room, or playroom. Additional highlights include an attached garage, central air, a water softener system, and meticulously maintained mechanicals throughout. Conveniently located just minutes from Millbrook, Eastdale Village, the Taconic State Parkway, Millbrook Vineyards & Winery, and Adams Fairacre Farms, this truly unique property offers the perfect balance of privacy, convenience, and lifestyle.

136 Rombout Road, Pleasant Valley

$780,000

Set on 22.9 picturesque acres, this exceptional Tudor-style traditional gem offers a rare blend of character and modern refinement. This 3-bedroom, 3.5-bath home is filled with natural light, with expansive windows that bathe each room in warmth and create an inviting, airy atmosphere throughout. Generously sized living spaces, including an office on the first floor and a full basement provide both comfort and flexibility for today's lifestyle. The property itself is a true private sanctuary- rolling grounds, mature trees and open space invite you to create your own walking trails, gardens, or outdoor retreat. Whether you envision peaceful mornings surrounded by nature or entertaining on a grand scale lounging by your in-ground pool, the setting offers unmatched privacy and possibilities to own a serene estate where elegance meets the beauty of the Hudson Valley landscape.

3 Beds ⋅ 4 Baths ⋅ 977212 MLS

Set on 22.9 picturesque acres, this exceptional Tudor-style traditional gem offers a rare blend of character and modern refinement. This 3-bedroom, 3.5-bath home is filled with natural light, with expansive windows that bathe each room in warmth and create an inviting, airy atmosphere throughout. Generously sized living spaces, including an office on the first floor and a full basement provide both comfort and flexibility for today's lifestyle. The property itself is a true private sanctuary- rolling grounds, mature trees and open space invite you to create your own walking trails, gardens, or outdoor retreat. Whether you envision peaceful mornings surrounded by nature or entertaining on a grand scale lounging by your in-ground pool, the setting offers unmatched privacy and possibilities to own a serene estate where elegance meets the beauty of the Hudson Valley landscape.

250 Maloney Road, Wappingers Falls

$1,195,000

Historic Barn Conversion Meets Modern Luxury in the Hudson Valley Tucked away along a quiet country road in Pleasant Valley, this extraordinary estate offers a rare opportunity to own a meticulously restored 19th-century barn conversion that seamlessly blends historic character with modern luxury. Originally two separate barns, the property has been thoughtfully reimagined into a one-of-a-kind residence and companion pool house, creating a private retreat unlike anything else available in the Hudson Valley. From the moment you arrive, the home’s timeless architecture tells a story. Inside, soaring vaulted ceilings, original hand-hewn beams, wide-plank floors, and authentic post-and-beam construction showcase the craftsmanship of a bygone era while providing the comfort and functionality today’s buyers expect. Expansive walls of glass flood the interior with natural light and frame views of the surrounding countryside, creating a seamless connection between indoor and outdoor living. The main residence offers warm, inviting living spaces designed for both everyday living and entertaining. Rich architectural details, exposed timber framing, and carefully preserved historic elements create a sense of authenticity rarely found in modern construction. Every room balances rustic elegance with refined finishes, resulting in a home that feels both sophisticated and welcoming. Complementing the main residence is a beautifully converted barn pool house, providing exceptional flexibility for guests, entertaining, creative pursuits, or a private wellness retreat. The outdoor spaces are equally impressive, offering a peaceful setting to relax, gather, and enjoy the natural beauty of Dutchess County. Located just minutes from Millbrook, Rhinebeck, Poughkeepsie, and the region’s renowned farms, wineries, restaurants, and outdoor recreation, this property delivers the best of Hudson Valley living while remaining easily accessible to New York City. Whether you’re searching for a luxury barn conversion, a post-and-beam home, a historic country estate, or a weekend retreat in the Hudson Valley, 101 Drake Road represents a truly rare offering where history, architecture, and modern comfort come together in perfect balance.

3 Beds ⋅ 3 Baths ⋅ 951502 MLS

Historic Barn Conversion Meets Modern Luxury in the Hudson Valley Tucked away along a quiet country road in Pleasant Valley, this extraordinary estate offers a rare opportunity to own a meticulously restored 19th-century barn conversion that seamlessly blends historic character with modern luxury. Originally two separate barns, the property has been thoughtfully reimagined into a one-of-a-kind residence and companion pool house, creating a private retreat unlike anything else available in the Hudson Valley. From the moment you arrive, the home’s timeless architecture tells a story. Inside, soaring vaulted ceilings, original hand-hewn beams, wide-plank floors, and authentic post-and-beam construction showcase the craftsmanship of a bygone era while providing the comfort and functionality today’s buyers expect. Expansive walls of glass flood the interior with natural light and frame views of the surrounding countryside, creating a seamless connection between indoor and outdoor living. The main residence offers warm, inviting living spaces designed for both everyday living and entertaining. Rich architectural details, exposed timber framing, and carefully preserved historic elements create a sense of authenticity rarely found in modern construction. Every room balances rustic elegance with refined finishes, resulting in a home that feels both sophisticated and welcoming. Complementing the main residence is a beautifully converted barn pool house, providing exceptional flexibility for guests, entertaining, creative pursuits, or a private wellness retreat. The outdoor spaces are equally impressive, offering a peaceful setting to relax, gather, and enjoy the natural beauty of Dutchess County. Located just minutes from Millbrook, Rhinebeck, Poughkeepsie, and the region’s renowned farms, wineries, restaurants, and outdoor recreation, this property delivers the best of Hudson Valley living while remaining easily accessible to New York City. Whether you’re searching for a luxury barn conversion, a post-and-beam home, a historic country estate, or a weekend retreat in the Hudson Valley, 101 Drake Road represents a truly rare offering where history, architecture, and modern comfort come together in perfect balance.

101 Drake Road, Pleasant Valley