Nyeastpads.com Search Results

$12,500,000

Ingadi, the Zulu word for garden, is a true legacy compound all set within 127 acres of pristine land with a total of 11 bedrooms across four distinct residential structures. A magical journey of the senses where the Roeliff Jansen Kill and the Shekomeko Creek merge, ensuring sustainability while creating one of the most spiritually powerful and visually stunning experiences in the Hudson Valley. Rich in wildlife with numerous farming components already established there is tremendous opportunity for expansion. The recently completed 7,500sf main residence features lime stucco walls and solid fieldstone masonry on the interior and exterior with a mix of hardwood and Jerusalem limestone flooring. With 4 en-suite bedrooms, the residence also includes a powder room, a private study, large laundry room, wine cellar, and a yoga studio. The living room with 26’ ceilings is bracketed by two fireplaces. While embracing traditional craftsmanship and materials, the house is equipped with every modern convenience including an infrared sauna, steam room, 3 fireplaces, motorized shades, insect screens and radiant heated floors. The terrace has a covered seating area with a fully equipped kitchen, radiant floor heating and overhead heaters. The open design kitchen features a large pantry and workspace, 3" thick limestone counters, solid 3" walnut island with AGA stove and bar cabinet, twin dishwashers and sinks, crisper drawers, fridge, freezer, and wine fridge. There is a dog wash, covered firewood storage and a climate controlled two-car garage. South of the house, with magical river views and a fieldstone patio, sits a 60ft heated pool with an auto-cover. There is also an outdoor shower. A renovated cottage delivers two separate living spaces: upstairs is a 3-bedroom cottage and downstairs is a 2-bedroom apartment. Several barns date from the 1700’s to the early 1900’s including an equestrian barn with 9 large stalls plus 6 outdoor summer stalls, heated wash stalls, tack room, office and feed room with a renovated 2 bedroom apartment above. There is an outdoor ring with show quality footing. Years of extensive effort has restored this sacred piece of land that inspires walking barefoot through the forest, basking in the river bends, and taking wild weed walks through the abundant forests that comprise a large portion of the property. Multiple outdoor living room vignettes with wooden decks inspire glamping and play in the natural beauty of this truly divine land. For sports enthusiasts; riding, hiking, biking, rafting, kayaking, and superb fly-fishing are in abundance. Located 5 minutes from Pine Plains, 25 minutes to Rhinebeck and Hudson. This rare offering epitomizes the Hudson Valley dream.

11 Beds ⋅ 8 Baths ⋅ 805419 MLS

Ingadi, the Zulu word for garden, is a true legacy compound all set within 127 acres of pristine land with a total of 11 bedrooms across four distinct residential structures. A magical journey of the senses where the Roeliff Jansen Kill and the Shekomeko Creek merge, ensuring sustainability while creating one of the most spiritually powerful and visually stunning experiences in the Hudson Valley. Rich in wildlife with numerous farming components already established there is tremendous opportunity for expansion. The recently completed 7,500sf main residence features lime stucco walls and solid fieldstone masonry on the interior and exterior with a mix of hardwood and Jerusalem limestone flooring. With 4 en-suite bedrooms, the residence also includes a powder room, a private study, large laundry room, wine cellar, and a yoga studio. The living room with 26’ ceilings is bracketed by two fireplaces. While embracing traditional craftsmanship and materials, the house is equipped with every modern convenience including an infrared sauna, steam room, 3 fireplaces, motorized shades, insect screens and radiant heated floors. The terrace has a covered seating area with a fully equipped kitchen, radiant floor heating and overhead heaters. The open design kitchen features a large pantry and workspace, 3" thick limestone counters, solid 3" walnut island with AGA stove and bar cabinet, twin dishwashers and sinks, crisper drawers, fridge, freezer, and wine fridge. There is a dog wash, covered firewood storage and a climate controlled two-car garage. South of the house, with magical river views and a fieldstone patio, sits a 60ft heated pool with an auto-cover. There is also an outdoor shower. A renovated cottage delivers two separate living spaces: upstairs is a 3-bedroom cottage and downstairs is a 2-bedroom apartment. Several barns date from the 1700’s to the early 1900’s including an equestrian barn with 9 large stalls plus 6 outdoor summer stalls, heated wash stalls, tack room, office and feed room with a renovated 2 bedroom apartment above. There is an outdoor ring with show quality footing. Years of extensive effort has restored this sacred piece of land that inspires walking barefoot through the forest, basking in the river bends, and taking wild weed walks through the abundant forests that comprise a large portion of the property. Multiple outdoor living room vignettes with wooden decks inspire glamping and play in the natural beauty of this truly divine land. For sports enthusiasts; riding, hiking, biking, rafting, kayaking, and superb fly-fishing are in abundance. Located 5 minutes from Pine Plains, 25 minutes to Rhinebeck and Hudson. This rare offering epitomizes the Hudson Valley dream.

461 Silvernails Road, Pine Plains

$8,850,000

A rare offering of enduring beauty and thoughtful design, this extraordinary modern farmhouse—built in 2019—stands as a true masterpiece set on 52.32 acres of rolling landscape, with sweeping views of mountains, open hills, and the Roeliff Jansen Kill. Spanning 6,875 square feet, the residence blends refined craftsmanship with a warm, livable elegance. Reclaimed 19th-century pine floors with rose head nails run throughout, grounding the home in history while soaring ceilings—including 10’7” in the kitchen and a dramatic 24’6” vaulted, beamed living room—create a sense of scale and light. Walls of windows frame the house and look out onto the established English gardens and beyond to the surrounding hills and orchards. The heart of the home is a remarkable kitchen, complete with its own fireplace, a Lacanche range, and a full wall of glass overlooking the landscape. A separate pantry is equally well-appointed with marble countertops, SubZero refrigerator, and a Miele dishwasher. Every space reflects an uncompromising attention to detail. The main living room is both grand and inviting, featuring exposed beams, a fireplace, built-in library, and French doors that open seamlessly to the outdoors. The primary suite offers a private retreat with a 17’6” vaulted, beamed ceiling, its own fireplace, and a wall of glass capturing the Berkshire Mountains. The spa-like bath includes marble double vanities, a clawfoot tub, and an open shower, complemented by custom-designed closets. A thoughtfully designed greenhouse breezeway connects the main house to a beautifully appointed guest wing. This unique space features soapstone sinks, plaster walls, and French doors leading to a charming courtyard with a fountain made from a 300 year old limestone trough. The guest wing includes a vaulted great room with kitchenette, bedroom, and bath, along with a separate studio or office with woodstove and an additional powder room—ideal for guests, extended stays, or creative pursuits. Additional features include an expansive laundry room with double washers, a dedicated yoga or fitness room, and a mudroom designed for both function and style. Outdoors, the property is equally compelling. There is a heated, saline 18’ x 50’ gunite pool and pergola for dining al fresco. The formal gardens are planted with heirloom roses, towering delphiniums and other classic cottage flowers that bloom the whole season long, and include a white garden that glows in the moonlight. This is a truly bucolic property with dry stonewalls, antique blue stone terraces and a walled vegetable garden just waiting to be planted in the spring. The land itself is rich and vibrant, with an organic orchard featuring multiple varieties of pear, apple, plum and peach, along with blackberry, blueberry, and raspberry bushes. A classic 24’ x 38’ barn with wood sided walls and a separate workspace offers further versatility and space for storing wood and tools. Bordering the property, the Roeliff Jansen Kill provides a peaceful natural edge with trout fishing, complemented by a tributary stream that meets the Roe Jan and picturesque waterfalls. Designed with sustainability in mind, the property incorporates solar energy and electric car charging while seamlessly blending efficiency with luxury living. An exceptional Hudson Valley estate where timeless materials, modern efficiency, and breathtaking natural surroundings come together in perfect harmony.

5 Beds ⋅ 7 Baths ⋅ 996948 MLS

A rare offering of enduring beauty and thoughtful design, this extraordinary modern farmhouse—built in 2019—stands as a true masterpiece set on 52.32 acres of rolling landscape, with sweeping views of mountains, open hills, and the Roeliff Jansen Kill. Spanning 6,875 square feet, the residence blends refined craftsmanship with a warm, livable elegance. Reclaimed 19th-century pine floors with rose head nails run throughout, grounding the home in history while soaring ceilings—including 10’7” in the kitchen and a dramatic 24’6” vaulted, beamed living room—create a sense of scale and light. Walls of windows frame the house and look out onto the established English gardens and beyond to the surrounding hills and orchards. The heart of the home is a remarkable kitchen, complete with its own fireplace, a Lacanche range, and a full wall of glass overlooking the landscape. A separate pantry is equally well-appointed with marble countertops, SubZero refrigerator, and a Miele dishwasher. Every space reflects an uncompromising attention to detail. The main living room is both grand and inviting, featuring exposed beams, a fireplace, built-in library, and French doors that open seamlessly to the outdoors. The primary suite offers a private retreat with a 17’6” vaulted, beamed ceiling, its own fireplace, and a wall of glass capturing the Berkshire Mountains. The spa-like bath includes marble double vanities, a clawfoot tub, and an open shower, complemented by custom-designed closets. A thoughtfully designed greenhouse breezeway connects the main house to a beautifully appointed guest wing. This unique space features soapstone sinks, plaster walls, and French doors leading to a charming courtyard with a fountain made from a 300 year old limestone trough. The guest wing includes a vaulted great room with kitchenette, bedroom, and bath, along with a separate studio or office with woodstove and an additional powder room—ideal for guests, extended stays, or creative pursuits. Additional features include an expansive laundry room with double washers, a dedicated yoga or fitness room, and a mudroom designed for both function and style. Outdoors, the property is equally compelling. There is a heated, saline 18’ x 50’ gunite pool and pergola for dining al fresco. The formal gardens are planted with heirloom roses, towering delphiniums and other classic cottage flowers that bloom the whole season long, and include a white garden that glows in the moonlight. This is a truly bucolic property with dry stonewalls, antique blue stone terraces and a walled vegetable garden just waiting to be planted in the spring. The land itself is rich and vibrant, with an organic orchard featuring multiple varieties of pear, apple, plum and peach, along with blackberry, blueberry, and raspberry bushes. A classic 24’ x 38’ barn with wood sided walls and a separate workspace offers further versatility and space for storing wood and tools. Bordering the property, the Roeliff Jansen Kill provides a peaceful natural edge with trout fishing, complemented by a tributary stream that meets the Roe Jan and picturesque waterfalls. Designed with sustainability in mind, the property incorporates solar energy and electric car charging while seamlessly blending efficiency with luxury living. An exceptional Hudson Valley estate where timeless materials, modern efficiency, and breathtaking natural surroundings come together in perfect harmony.

506 Silvernails Road, Pine Plains

$4,970,000

Nestled on top of Carpenter Hill, with unparalleled views of Stissing Mountain, the Catskills and the surrounding farmland, sits this country estate on 24.78 acres. The traditional, cedar shake 6,310 square foot home exudes elegance exhibited through the well proportioned rooms with 9’4” ceiling height, exceptional craftmanship and attention to detail found throughout the home. A dramatic double height foyer leads to the gracious living room which features a wood burning fireplace, built-ins, a cozy window seat and French doors that open to a covered porch. Lots of natural light floods into the family room through the walls of windows with western views. The chef’s kitchen boasts custom finishes, top of the line appliances, an impressive river stone matte finish granite island, pantry and opens to the spacious dining area. Three sets of French doors open to two covered porches, added in 2021, seamlessly blending indoor-outdoor living. The second floor provides the primary ensuite, two bedrooms and a full bath. Connecting the main house to the guest wing is an attractive, yet functional, mudroom with bluestone floors. The guest wing was added in 2001 and includes a foyer, kitchenette, first floor ensuite bedroom, and a second floor bedroom and bath. In 2015, a two car garage with studio above was added, creating a beautiful space for working from home, the possibilities are endless. The manicured property offers perennial gardens that bloom throughout the season. There is a gunite pool that is seamlessly blended into the landscape to embrace the surrounding vistas. Truly a remarkable property offering peace and privacy with spectacular views.

5 Beds ⋅ 6 Baths ⋅ 842444 MLS

Nestled on top of Carpenter Hill, with unparalleled views of Stissing Mountain, the Catskills and the surrounding farmland, sits this country estate on 24.78 acres. The traditional, cedar shake 6,310 square foot home exudes elegance exhibited through the well proportioned rooms with 9’4” ceiling height, exceptional craftmanship and attention to detail found throughout the home. A dramatic double height foyer leads to the gracious living room which features a wood burning fireplace, built-ins, a cozy window seat and French doors that open to a covered porch. Lots of natural light floods into the family room through the walls of windows with western views. The chef’s kitchen boasts custom finishes, top of the line appliances, an impressive river stone matte finish granite island, pantry and opens to the spacious dining area. Three sets of French doors open to two covered porches, added in 2021, seamlessly blending indoor-outdoor living. The second floor provides the primary ensuite, two bedrooms and a full bath. Connecting the main house to the guest wing is an attractive, yet functional, mudroom with bluestone floors. The guest wing was added in 2001 and includes a foyer, kitchenette, first floor ensuite bedroom, and a second floor bedroom and bath. In 2015, a two car garage with studio above was added, creating a beautiful space for working from home, the possibilities are endless. The manicured property offers perennial gardens that bloom throughout the season. There is a gunite pool that is seamlessly blended into the landscape to embrace the surrounding vistas. Truly a remarkable property offering peace and privacy with spectacular views.

310 Carpenter Hill Road, Pine Plains

$1,142,500

Expansive 55+ Acre Multi-Home Compound. A rare opportunity to own a one-of-a-kind compound set on 57.44 private, picturesque acres—ideal for multi-generational living or a unique investment. The main residence offers 1,888 square feet of rustic charm and comfort, featuring 4 bedrooms and 2 full baths. Enjoy cozy evenings in the living room with pegged oak floors, pine paneling, and a classic brick wood-burning fireplace. The kitchen and dining area showcase more pegged oak flooring, a Vermont Castings woodstove, and seamless flow for everyday living or entertaining. A covered front porch invites you to relax and take in the peaceful surroundings. A second home on the property offers added flexibility with 4 bedrooms, 2.5 bathrooms, and a living room with its own fireplace—perfect for guests or rental income. For hobbyists or entrepreneurs, the 120’ x 60’ heated barn is a standout feature. Additional structures include a generator building, a charming red saltbox 2-car garage with high ceilings, insulation, and dual automatic door openers, plus a 3-car garage with a gambrel roof and spacious second-floor storage. This versatile compound offers a rare blend of privacy, infrastructure, and acreage —ready to support your lifestyle, business ventures, or creative vision.

4 Beds ⋅ 2 Baths ⋅ 896461 MLS

Expansive 55+ Acre Multi-Home Compound. A rare opportunity to own a one-of-a-kind compound set on 57.44 private, picturesque acres—ideal for multi-generational living or a unique investment. The main residence offers 1,888 square feet of rustic charm and comfort, featuring 4 bedrooms and 2 full baths. Enjoy cozy evenings in the living room with pegged oak floors, pine paneling, and a classic brick wood-burning fireplace. The kitchen and dining area showcase more pegged oak flooring, a Vermont Castings woodstove, and seamless flow for everyday living or entertaining. A covered front porch invites you to relax and take in the peaceful surroundings. A second home on the property offers added flexibility with 4 bedrooms, 2.5 bathrooms, and a living room with its own fireplace—perfect for guests or rental income. For hobbyists or entrepreneurs, the 120’ x 60’ heated barn is a standout feature. Additional structures include a generator building, a charming red saltbox 2-car garage with high ceilings, insulation, and dual automatic door openers, plus a 3-car garage with a gambrel roof and spacious second-floor storage. This versatile compound offers a rare blend of privacy, infrastructure, and acreage —ready to support your lifestyle, business ventures, or creative vision.

174 County Route 11, Pine Plains

$1,100,000

Travel to the end of this quiet country road to find this custom home privately situated on a beautiful 9 acre parcel. Perfectly sited, with stunning views of the Berkshires and Stissing Mountain, this unique offering will surely impress. This oasis is ideal for relaxation or entertaining complete with gunite pool, bluestone patio and lush landscaping. Enter into the home to be greeted by a stunning great room with soaring ceiling, impressive stone fireplace, wide plank flooring and a wall of windows with fully integrated blinds to either provide total privacy or an abundance of natural light. Kitchen with stainless appliances & Subzero refrigerator flows seamlessly to formal dining room, creating an exceptional venue for dinner parties with family & friends. Extremely versatile floor plan includes three first floor bedrooms, ideal for guest quarters or office space, serviced by a tastefully renovated bathroom complete with tile shower. Head upstairs to find a large den/office for peaceful relaxation or uninterrupted desk work. Second floor also includes a massive primary suite with sitting area, large walk-in closet & ensuite bathroom. The primary suite overlooks the yard, pool & valley with mountain views, creating the most inviting environment to awake to each morning. Conveniently located second floor laundry room complete with dog wash station. Recent improvements include driveway, ductless units for heating & cooling, new water heater, new pool pump & filter, flooring & fresh paint throughout. Heated two car garage for abundant storage. Incredibly private and secluded yet just minutes from Pine Plains for exceptional dining & shopping and an easy commute via Taconic State Parkway in close proximity. Ideal as a primary residence or weekend retreat.

4 Beds ⋅ 3 Baths ⋅ 916436 MLS

Travel to the end of this quiet country road to find this custom home privately situated on a beautiful 9 acre parcel. Perfectly sited, with stunning views of the Berkshires and Stissing Mountain, this unique offering will surely impress. This oasis is ideal for relaxation or entertaining complete with gunite pool, bluestone patio and lush landscaping. Enter into the home to be greeted by a stunning great room with soaring ceiling, impressive stone fireplace, wide plank flooring and a wall of windows with fully integrated blinds to either provide total privacy or an abundance of natural light. Kitchen with stainless appliances & Subzero refrigerator flows seamlessly to formal dining room, creating an exceptional venue for dinner parties with family & friends. Extremely versatile floor plan includes three first floor bedrooms, ideal for guest quarters or office space, serviced by a tastefully renovated bathroom complete with tile shower. Head upstairs to find a large den/office for peaceful relaxation or uninterrupted desk work. Second floor also includes a massive primary suite with sitting area, large walk-in closet & ensuite bathroom. The primary suite overlooks the yard, pool & valley with mountain views, creating the most inviting environment to awake to each morning. Conveniently located second floor laundry room complete with dog wash station. Recent improvements include driveway, ductless units for heating & cooling, new water heater, new pool pump & filter, flooring & fresh paint throughout. Heated two car garage for abundant storage. Incredibly private and secluded yet just minutes from Pine Plains for exceptional dining & shopping and an easy commute via Taconic State Parkway in close proximity. Ideal as a primary residence or weekend retreat.

84 Green Hill Road, Pine Plains

$1,100,000

The Gallatin House-Small but perfect, this jewel-box home is rich with charm and thoughtful detail. Originally built in the 1850s as a workman’s cottage, this iconic 2-bedroom, 1.5-bath home has been masterfully reimagined by the acclaimed design studio Workstead. Perched high above the Roeliff Jansen Kill and set on over 4 private acres, the property is a refined blend of early American architecture and modern craftsmanship. Every element of the home reflects the highest level of restoration and detail: Restored wide-plank floorboards, Radiant-heated herringbone brick mudroom, Workstead lighting and hardware throughout, Period mantel on the fireplace, Chef’s kitchen with Lacanche Cluny range, Center island topped with Rojo Alicante marble from Spain. The Roe Jan runs along the eastern edge of the property, enhancing the sense of privacy and connection to nature. And for those with vision, architectural drawings for a thoughtful expansion are available and included with the sale. Featured in The New York Times, Architectural Digest, Brownstoner, and T Magazine, the Workstead Cottage is more than a home — it’s a celebrated piece of the Hudson Valley’s design legacy.

2 Beds ⋅ 2 Baths ⋅ 882678 MLS

The Gallatin House-Small but perfect, this jewel-box home is rich with charm and thoughtful detail. Originally built in the 1850s as a workman’s cottage, this iconic 2-bedroom, 1.5-bath home has been masterfully reimagined by the acclaimed design studio Workstead. Perched high above the Roeliff Jansen Kill and set on over 4 private acres, the property is a refined blend of early American architecture and modern craftsmanship. Every element of the home reflects the highest level of restoration and detail: Restored wide-plank floorboards, Radiant-heated herringbone brick mudroom, Workstead lighting and hardware throughout, Period mantel on the fireplace, Chef’s kitchen with Lacanche Cluny range, Center island topped with Rojo Alicante marble from Spain. The Roe Jan runs along the eastern edge of the property, enhancing the sense of privacy and connection to nature. And for those with vision, architectural drawings for a thoughtful expansion are available and included with the sale. Featured in The New York Times, Architectural Digest, Brownstoner, and T Magazine, the Workstead Cottage is more than a home — it’s a celebrated piece of the Hudson Valley’s design legacy.

660 County Route 7, Pine Plains

$850,000

Discover the charm and possibilities of this private lakefront property set on 5.9 picturesque acres. This updated 1950's cottage features three plus bedrooms and two baths, with a bright, inviting interior that immediately feels like home. As soon as you step inside, you're welcomed by a direct view of Twin Island Lake, creating a stunning first impression. Relax on the decks and take in the beauty of the changing seasons and sunsets over the water or spend time kayaking around the lake. Beyond the property itself, outdoor recreation is right nearby with convenient walking access to Stissing Lake, the Thompson Pond Conservation Area, and hiking trails on Stissing Mountain. Added amenities are A/C, generator and pellet stove. Located minutes to the Village of Pine Plains, where you can enjoy live entertainment and cultural events at the Stissing Center for Arts and Culture.

3 Beds ⋅ 2 Baths ⋅ 1005311 MLS

Discover the charm and possibilities of this private lakefront property set on 5.9 picturesque acres. This updated 1950's cottage features three plus bedrooms and two baths, with a bright, inviting interior that immediately feels like home. As soon as you step inside, you're welcomed by a direct view of Twin Island Lake, creating a stunning first impression. Relax on the decks and take in the beauty of the changing seasons and sunsets over the water or spend time kayaking around the lake. Beyond the property itself, outdoor recreation is right nearby with convenient walking access to Stissing Lake, the Thompson Pond Conservation Area, and hiking trails on Stissing Mountain. Added amenities are A/C, generator and pellet stove. Located minutes to the Village of Pine Plains, where you can enjoy live entertainment and cultural events at the Stissing Center for Arts and Culture.

608 Lake Road, Pine Plains

$850,000

Rare opportunity to own 160 breathtaking acres in the heart of Pine Plains, featuring rolling fields, wooded terrain, and scenic wetlands. Anchoring the property is an antique farmhouse awaiting restoration, set within a 7 plus acre residential area offering privacy and pastoral charm. Most of the property is protected under a conservation easement, preserving the natural landscape while allowing for agricultural use, trails, and recreational enjoyment. In addition to the farmhouse site, a second designated building envelope along Route 82 provides future development potential. Ideal for conservation-minded buyers, equestrian estates, or those seeking a generational compound in a sought-after Hudson Valley location. Convenient to Pine Plains center, Stissing Mountain trails, and within easy reach of Rhinebeck, Millerton, and the Wassaic train to NYC.

5 Beds ⋅ 3 Baths ⋅ 883841 MLS

Rare opportunity to own 160 breathtaking acres in the heart of Pine Plains, featuring rolling fields, wooded terrain, and scenic wetlands. Anchoring the property is an antique farmhouse awaiting restoration, set within a 7 plus acre residential area offering privacy and pastoral charm. Most of the property is protected under a conservation easement, preserving the natural landscape while allowing for agricultural use, trails, and recreational enjoyment. In addition to the farmhouse site, a second designated building envelope along Route 82 provides future development potential. Ideal for conservation-minded buyers, equestrian estates, or those seeking a generational compound in a sought-after Hudson Valley location. Convenient to Pine Plains center, Stissing Mountain trails, and within easy reach of Rhinebeck, Millerton, and the Wassaic train to NYC.

2365 Route 83, Pine Plains

$850,000

With magnificent Catskill Mountain views, this 28 acre estate property is the perfect site to build the home of your dreams. The land features exceptional privacy among gentle rolling fields and stunning sunsets over the valley and the Catskills. There is already a gravel driveway in place plus plans for building, landscaping and septic. Much of the surrounding land is forever protected through DLC conservation easements. Just minutes from Pine Plains and Millerton, and 15 minutes from the Metro North Train.

H6313692 MLS

With magnificent Catskill Mountain views, this 28 acre estate property is the perfect site to build the home of your dreams. The land features exceptional privacy among gentle rolling fields and stunning sunsets over the valley and the Catskills. There is already a gravel driveway in place plus plans for building, landscaping and septic. Much of the surrounding land is forever protected through DLC conservation easements. Just minutes from Pine Plains and Millerton, and 15 minutes from the Metro North Train.

390 Carpenter Hill Road, Pine Plains

$825,000

This architect designed and custom built passive solar home and guest house is sited privately on 17.90 acres with panoramic views of the of the eastern valley plains to Stissing Mountain and beyond. The tree lined driveway leads you to both houses that sit high on the land, facing south over looking the property fields & pond. Perfectly sited for the passive solar design and the solar panel system. The property is surrounded by large properties hence the views of the valley, farms and mountains from this property have not changed in 50 years! This octagon shaped home was designed to capture the views with windows on all the walls to capture the light and views. The main house has 2008 sq ft all above ground. The upper living level features open floor plan with vaulted ceilings, walls of windows, skylights and a center floor to ceiling Jotul wood burning stove fireplace. The living room, kitchen (granite counter tops, wood cabinets, stainless steel appliances, pantry), dining and a half bathroom room are all centered around the large chimney with an open spacious design to capture the spectacular views. The dining room area has sliding glass doors that lead to 336 sq ft of tiered decking with a 6 person spa hot tub, dining, siting & fire pit areas all with views. The lower level that has 4 bedrooms (including a primary suite), 2 full bathrooms, laundry & utility room. The lower level rooms have access to the patio sitting area and the spectacular views from all the rooms. The detached 706 sq ft guest house and 2 car garage also has amazing views and southern eastern exposure. The upper level of the guest house has a large living room with wood burning stove fireplace, full kitchen/dining area, 1 bedroom, a full bathroom, Oak floors and a large deck. The lower level has 2 garage bays perfect for cars, tractors or storage. There are also two large sheds, one with a finished interior currently used as a music studio. The property is located on one of the most scenic country roads only 80 miles up the Taconic State Parkway from New York City. This is a very unique, one of a kind property to enjoy a tranquil setting, nature, privacy and the panoramic views. Perfect weekend retreat or full-time home. Please see 3D tour and floor plans for more detail. An additional adjoining 8.1 mountain top acres with 360-degree views will also be available to purchase.

5 Beds ⋅ 4 Baths ⋅ 857938 MLS

This architect designed and custom built passive solar home and guest house is sited privately on 17.90 acres with panoramic views of the of the eastern valley plains to Stissing Mountain and beyond. The tree lined driveway leads you to both houses that sit high on the land, facing south over looking the property fields & pond. Perfectly sited for the passive solar design and the solar panel system. The property is surrounded by large properties hence the views of the valley, farms and mountains from this property have not changed in 50 years! This octagon shaped home was designed to capture the views with windows on all the walls to capture the light and views. The main house has 2008 sq ft all above ground. The upper living level features open floor plan with vaulted ceilings, walls of windows, skylights and a center floor to ceiling Jotul wood burning stove fireplace. The living room, kitchen (granite counter tops, wood cabinets, stainless steel appliances, pantry), dining and a half bathroom room are all centered around the large chimney with an open spacious design to capture the spectacular views. The dining room area has sliding glass doors that lead to 336 sq ft of tiered decking with a 6 person spa hot tub, dining, siting & fire pit areas all with views. The lower level that has 4 bedrooms (including a primary suite), 2 full bathrooms, laundry & utility room. The lower level rooms have access to the patio sitting area and the spectacular views from all the rooms. The detached 706 sq ft guest house and 2 car garage also has amazing views and southern eastern exposure. The upper level of the guest house has a large living room with wood burning stove fireplace, full kitchen/dining area, 1 bedroom, a full bathroom, Oak floors and a large deck. The lower level has 2 garage bays perfect for cars, tractors or storage. There are also two large sheds, one with a finished interior currently used as a music studio. The property is located on one of the most scenic country roads only 80 miles up the Taconic State Parkway from New York City. This is a very unique, one of a kind property to enjoy a tranquil setting, nature, privacy and the panoramic views. Perfect weekend retreat or full-time home. Please see 3D tour and floor plans for more detail. An additional adjoining 8.1 mountain top acres with 360-degree views will also be available to purchase.

198 Sigler Road, Pine Plains

$820,000

This c. 1880 three-story farmhouse seamlessly blends historic charm with modern luxury, meticulously cared for and thoughtfully curated to offer both timeless elegance and contemporary comfort. Step inside and be greeted by the inviting, light-filled living room. This spacious area exudes classic sophistication, centered around a warming wood-burning fireplace and boasting large windows that open to the serene backyard. Adjacent, the open-concept kitchen and dining area — a collaboration between the homeowners and renowned designer Jean Stoffer— forms the heart of this historic home. Gorgeously renovated in 2022, it's flooded with natural light from generous windows and French doors, showcasing luxury fixtures, handmade tile, premium hardware, and built-in Sonos speakers throughout. An inviting library/office and a convenient powder room thoughtfully complete the main level. Upstairs, two bedrooms, each with an en-suite bathroom, grace the second floor. The primary suite is a luxurious retreat featuring an expansive bedroom complete with a gas fireplace, an additional sitting area, and smart lighting. Its attached bathroom boasts a handcrafted glass shower enclosure, radiant heat, and stunning nature views while maintaining privacy. The light-filled third floor presents two additional bedrooms, each with its own en-suite bathroom, plus an adaptable open living space – perfect for a playroom, home gym, or additional living area. In 2021, all new windows, hardware, and solid wood doors were installed, complemented by refinished or new hardwood floors throughout for a seamless flow between levels. All major home mechanics have been upgraded for maximum energy efficiency, and for ultimate security and comfort, a whole house generator is included. Beyond the home, a magnificent 900 sq ft bluestone patio with a pergola, gas fire pit, and a barrel sauna provide exceptional outdoor living. This exquisite property is enveloped by conservation land that provides unobstructed views across a vast natural landscape and safeguards against future development. The hamlet of Shekomeko is a beautiful slice of the Hudson Valley, where the contours of the land and layers of history create a setting rich in natural and cultural heritage. While offering the tranquility of a secluded retreat, Shekomeko remains conveniently accessible to vibrant towns like Hudson, Rhinebeck, and Great Barrington, with easy rail access to New York City. This makes it an ideal haven for discerning buyers seeking the ultimate upstate escape. OPEN HOUSE SUNDAY JUNE 29th 1-4:00 pm

4 Beds ⋅ 5 Baths ⋅ 878879 MLS

This c. 1880 three-story farmhouse seamlessly blends historic charm with modern luxury, meticulously cared for and thoughtfully curated to offer both timeless elegance and contemporary comfort. Step inside and be greeted by the inviting, light-filled living room. This spacious area exudes classic sophistication, centered around a warming wood-burning fireplace and boasting large windows that open to the serene backyard. Adjacent, the open-concept kitchen and dining area — a collaboration between the homeowners and renowned designer Jean Stoffer— forms the heart of this historic home. Gorgeously renovated in 2022, it's flooded with natural light from generous windows and French doors, showcasing luxury fixtures, handmade tile, premium hardware, and built-in Sonos speakers throughout. An inviting library/office and a convenient powder room thoughtfully complete the main level. Upstairs, two bedrooms, each with an en-suite bathroom, grace the second floor. The primary suite is a luxurious retreat featuring an expansive bedroom complete with a gas fireplace, an additional sitting area, and smart lighting. Its attached bathroom boasts a handcrafted glass shower enclosure, radiant heat, and stunning nature views while maintaining privacy. The light-filled third floor presents two additional bedrooms, each with its own en-suite bathroom, plus an adaptable open living space – perfect for a playroom, home gym, or additional living area. In 2021, all new windows, hardware, and solid wood doors were installed, complemented by refinished or new hardwood floors throughout for a seamless flow between levels. All major home mechanics have been upgraded for maximum energy efficiency, and for ultimate security and comfort, a whole house generator is included. Beyond the home, a magnificent 900 sq ft bluestone patio with a pergola, gas fire pit, and a barrel sauna provide exceptional outdoor living. This exquisite property is enveloped by conservation land that provides unobstructed views across a vast natural landscape and safeguards against future development. The hamlet of Shekomeko is a beautiful slice of the Hudson Valley, where the contours of the land and layers of history create a setting rich in natural and cultural heritage. While offering the tranquility of a secluded retreat, Shekomeko remains conveniently accessible to vibrant towns like Hudson, Rhinebeck, and Great Barrington, with easy rail access to New York City. This makes it an ideal haven for discerning buyers seeking the ultimate upstate escape. OPEN HOUSE SUNDAY JUNE 29th 1-4:00 pm

1388 Route 83, Pine Plains

$800,000

Thoughtfully restored while preserving its historic character, this circa-1820 farmhouse blends timeless craftsmanship with modern comfort and efficiency. Original hand-hewn beams and a fieldstone foundation anchor the home’s authentic charm, while extensive upgrades throughout create a move-in ready retreat designed for year-round living. The open floor plan seamlessly connects the dining room, chef’s kitchen, and living room, creating an inviting space for both everyday living and entertaining. The kitchen features a gas range, farm sink, and energy-efficient stainless steel appliances, while the living room is anchored by a wood-burning fireplace. Sliding glass doors between the kitchen and living room lead to a charming deck ideal for morning coffee. Outside, the grounds have been extensively landscaped with manicured lawns, irrigation, curated plantings, a fire pit, and a storage shed. An expansive bluestone patio off the front of the home is framed by a beautifully constructed stone retaining wall with integrated lighting, creating an inviting setting for outdoor gatherings and entertaining. Upstairs, the home offers three bedrooms and a full bathroom, while the first floor includes a convenient powder room. Major system upgrades include new electric, plumbing, HVAC, heating, well, and septic systems, along with Marvin windows, recessed LED lighting, and solar for energy-efficient living. Combining historic warmth with thoughtful modern improvements, this restored farmhouse offers a balance of character, comfort, and sustainability. Ideally located just five minutes from the center of Pine Plains, the property offers easy access to some of the Hudson Valley’s most sought-after destinations and outdoor recreation. Explore nearby hiking trails at Stissing Mountain, enjoy dinner at Stissing House, or spend the day at Lake Taghkanic State Park. The villages of Red Hook and Rhinebeck are both within a short 15–20 minute drive, offering dining, shopping, farmers markets, and cultural attractions.

3 Beds ⋅ 2 Baths ⋅ 999083 MLS

Thoughtfully restored while preserving its historic character, this circa-1820 farmhouse blends timeless craftsmanship with modern comfort and efficiency. Original hand-hewn beams and a fieldstone foundation anchor the home’s authentic charm, while extensive upgrades throughout create a move-in ready retreat designed for year-round living. The open floor plan seamlessly connects the dining room, chef’s kitchen, and living room, creating an inviting space for both everyday living and entertaining. The kitchen features a gas range, farm sink, and energy-efficient stainless steel appliances, while the living room is anchored by a wood-burning fireplace. Sliding glass doors between the kitchen and living room lead to a charming deck ideal for morning coffee. Outside, the grounds have been extensively landscaped with manicured lawns, irrigation, curated plantings, a fire pit, and a storage shed. An expansive bluestone patio off the front of the home is framed by a beautifully constructed stone retaining wall with integrated lighting, creating an inviting setting for outdoor gatherings and entertaining. Upstairs, the home offers three bedrooms and a full bathroom, while the first floor includes a convenient powder room. Major system upgrades include new electric, plumbing, HVAC, heating, well, and septic systems, along with Marvin windows, recessed LED lighting, and solar for energy-efficient living. Combining historic warmth with thoughtful modern improvements, this restored farmhouse offers a balance of character, comfort, and sustainability. Ideally located just five minutes from the center of Pine Plains, the property offers easy access to some of the Hudson Valley’s most sought-after destinations and outdoor recreation. Explore nearby hiking trails at Stissing Mountain, enjoy dinner at Stissing House, or spend the day at Lake Taghkanic State Park. The villages of Red Hook and Rhinebeck are both within a short 15–20 minute drive, offering dining, shopping, farmers markets, and cultural attractions.

303 Mt Ross Road, Pine Plains

$711,000

Welcome to 37 Stissing Mountain Drive. Perfectly nestled on 6.9 acres of peaceful woodland, this newly built 2-bedroom, 2-bath home is a modern sanctuary that beautifully balances simplicity, sustainability, and style—just minutes from the heart of Pine Plains NY. Inside you will find a sun-filled, open-concept living space with soaring 22-foot vaulted ceilings that frame sweeping views of the surrounding forest. Clean architectural lines and radiant heat throughout the polished concrete floors create a warm, minimalist backdrop that’s both inviting and efficient year-round. Complete with a first floor bedroom and bath, home office space, and a generous lofted primary you have plenty of options for you and your guests. Expertly designed and constructed for low-maintenance living without compromise, the home was constructed with longevity in mind—featuring high-performance systems and durable materials that require little upkeep. Whether you're seeking a full-time residence or a weekend escape, this home offers a seamless connection to nature and ease of everyday living. Outdoors, you’ll find a landscape that’s equal parts wild and welcoming. There’s ample room to garden, build trails, or simply wander under the trees. Cozy up around the firepit under a blanket of stars or take a peaceful walk through your own private woods. Located in one of Dutchess County’s most scenic corners, Pine Plains is known for its natural charm, rolling hills, and small-town soul. Just two hours from NYC, and close to Rhinebeck, Millerton, and the Taconic Parkway, it’s also home to beloved local gems like Stissing House, Chaseholm Farm and Dutch’s Spirits. A timeless Hudson Valley escape with all the modern comforts already in place

2 Beds ⋅ 2 Baths ⋅ 883517 MLS

Welcome to 37 Stissing Mountain Drive. Perfectly nestled on 6.9 acres of peaceful woodland, this newly built 2-bedroom, 2-bath home is a modern sanctuary that beautifully balances simplicity, sustainability, and style—just minutes from the heart of Pine Plains NY. Inside you will find a sun-filled, open-concept living space with soaring 22-foot vaulted ceilings that frame sweeping views of the surrounding forest. Clean architectural lines and radiant heat throughout the polished concrete floors create a warm, minimalist backdrop that’s both inviting and efficient year-round. Complete with a first floor bedroom and bath, home office space, and a generous lofted primary you have plenty of options for you and your guests. Expertly designed and constructed for low-maintenance living without compromise, the home was constructed with longevity in mind—featuring high-performance systems and durable materials that require little upkeep. Whether you're seeking a full-time residence or a weekend escape, this home offers a seamless connection to nature and ease of everyday living. Outdoors, you’ll find a landscape that’s equal parts wild and welcoming. There’s ample room to garden, build trails, or simply wander under the trees. Cozy up around the firepit under a blanket of stars or take a peaceful walk through your own private woods. Located in one of Dutchess County’s most scenic corners, Pine Plains is known for its natural charm, rolling hills, and small-town soul. Just two hours from NYC, and close to Rhinebeck, Millerton, and the Taconic Parkway, it’s also home to beloved local gems like Stissing House, Chaseholm Farm and Dutch’s Spirits. A timeless Hudson Valley escape with all the modern comforts already in place

37 Stissing Mountain Drive, Pine Plains

$575,000

This 4 Bedroom, 2.5 Bath Classy Contemporary Colonial emulates "Pride of Ownership" and has so much to offer anyone looking for a turnkey home in a wonderful town. As you enter the airy Center Hall you will immediately fall in love with the gleaming Bamboo Floors that run abundantly through the whole home. Appreciate the Crown Molding that accentuates each room. Marvel at the lofty ceilings that give a sense of space and light! The Bright Open Floor plan has an Elegant Living Room with Fireplace, room for all to spread out and accesses a massive Patio with outdoor grill. The Fabulous Sleek and Stylish Kitchen is a dream for anyone who loves to cook, bake and create signature meals and is abundant with custom cabinetry, stainless appliances, a wine fridge, Quartz countertops and plenty of prep space. It is a welcoming place for after school snacks and homework while reconnecting with family at the end of a long day. The formal Dining Room is where all will enjoy Sunday and holiday dinners. A Powder room and pantry plus a huge Two car Garage complement the first floor and is conveniently off the Kitchen. Ascend the pretty staircase to the 2nd level, you will be delighted with the Main Bedroom with its private Ensuite Bath and huge walk-in Closet plus two more for seasonal clothes. Three more comfortable Bedrooms and a full guest Bath become a sanctuary at bedtime making for sweet dreams. The full Basement with its top-of-the-line custom Owens Corning finishing system ensures comfort. A Play/Media room is perfect for kids' parties, game night or home Gym as well plus a separate storage area and top-notch mechanicals. The yard is a perfect 1.16 easily maintained Acre with room to run, garden and even a pool. There is a baby Barn for tools and outdoor toys. A park like setting with lovely shade trees, flowing shrubs and set back off a quiet country road gives great curb appeal. Distant views of Stissing Mountain are lovely throughout every season. A skip and a jump bring you to the center of town for dining and shopping as well as great schools and church. Enjoy the many farmers markets, winery, distilleries as well as boating on Stissing Lake and Thompson Pond. Ten minutes to the Taconic Parkway, Rhinebeck, Red Hook and a short trip takes you into Great Barrington and Sharon, Connecticut for a day of shopping. A great value in today's market!

4 Beds ⋅ 3 Baths ⋅ 897294 MLS

This 4 Bedroom, 2.5 Bath Classy Contemporary Colonial emulates "Pride of Ownership" and has so much to offer anyone looking for a turnkey home in a wonderful town. As you enter the airy Center Hall you will immediately fall in love with the gleaming Bamboo Floors that run abundantly through the whole home. Appreciate the Crown Molding that accentuates each room. Marvel at the lofty ceilings that give a sense of space and light! The Bright Open Floor plan has an Elegant Living Room with Fireplace, room for all to spread out and accesses a massive Patio with outdoor grill. The Fabulous Sleek and Stylish Kitchen is a dream for anyone who loves to cook, bake and create signature meals and is abundant with custom cabinetry, stainless appliances, a wine fridge, Quartz countertops and plenty of prep space. It is a welcoming place for after school snacks and homework while reconnecting with family at the end of a long day. The formal Dining Room is where all will enjoy Sunday and holiday dinners. A Powder room and pantry plus a huge Two car Garage complement the first floor and is conveniently off the Kitchen. Ascend the pretty staircase to the 2nd level, you will be delighted with the Main Bedroom with its private Ensuite Bath and huge walk-in Closet plus two more for seasonal clothes. Three more comfortable Bedrooms and a full guest Bath become a sanctuary at bedtime making for sweet dreams. The full Basement with its top-of-the-line custom Owens Corning finishing system ensures comfort. A Play/Media room is perfect for kids' parties, game night or home Gym as well plus a separate storage area and top-notch mechanicals. The yard is a perfect 1.16 easily maintained Acre with room to run, garden and even a pool. There is a baby Barn for tools and outdoor toys. A park like setting with lovely shade trees, flowing shrubs and set back off a quiet country road gives great curb appeal. Distant views of Stissing Mountain are lovely throughout every season. A skip and a jump bring you to the center of town for dining and shopping as well as great schools and church. Enjoy the many farmers markets, winery, distilleries as well as boating on Stissing Lake and Thompson Pond. Ten minutes to the Taconic Parkway, Rhinebeck, Red Hook and a short trip takes you into Great Barrington and Sharon, Connecticut for a day of shopping. A great value in today's market!

143 Ryan Road, Pine Plains

$520,000

Charming 1880 Grand Colonial Near Town Center – Estate Sale with Incredible Potential This stately 1880 Grand Colonial is an estate sale being sold as is, offering a rare opportunity to restore a piece of history. Located just minutes from the town center on a level lot, this home is filled with original wood details, high ceilings, and wood floors that radiate old-world charm. The spacious layout includes large first-floor bedrooms/den/office, a full bathroom, a dining room that comfortably seats 12—perfect for entertaining—and a kitchen fireplace. A rocking chair front porch and bluestone patio add timeless appeal, while the mature gardens, lovingly maintained for over 30 years, surround the home with natural beauty. Expansion potential includes the attic space, which could be transformed into a full third floor. Updates are needed, including a roof, boiler, hot water tank, soffits and plaster repairs from previous leaks. The Gunite pool and original windows need attention, but a new shed, added last year, offers modern utility. With vision and TLC, this Colonial gem can be brought back to life. Ideal for restoration enthusiasts seeking a historic home renovation project near town.

4 Beds ⋅ 3 Baths ⋅ 894126 MLS

Charming 1880 Grand Colonial Near Town Center – Estate Sale with Incredible Potential This stately 1880 Grand Colonial is an estate sale being sold as is, offering a rare opportunity to restore a piece of history. Located just minutes from the town center on a level lot, this home is filled with original wood details, high ceilings, and wood floors that radiate old-world charm. The spacious layout includes large first-floor bedrooms/den/office, a full bathroom, a dining room that comfortably seats 12—perfect for entertaining—and a kitchen fireplace. A rocking chair front porch and bluestone patio add timeless appeal, while the mature gardens, lovingly maintained for over 30 years, surround the home with natural beauty. Expansion potential includes the attic space, which could be transformed into a full third floor. Updates are needed, including a roof, boiler, hot water tank, soffits and plaster repairs from previous leaks. The Gunite pool and original windows need attention, but a new shed, added last year, offers modern utility. With vision and TLC, this Colonial gem can be brought back to life. Ideal for restoration enthusiasts seeking a historic home renovation project near town.

30 N Main Street, Pine Plains

$515,000

Welcome to 43 Stissing Mountain Drive — a peaceful and private retreat set on 2 beautifully wooded acres in the heart of the Hudson Valley. This great contemporary home offers 3 bedrooms and 2 bathrooms across 1,862 square feet of comfortable living space. With an open-concept layout, cathedral ceilings, and abundant natural light, the home blends style and function. A cozy fireplace anchors the living room, while the open concept floor plan is perfect for entertaining. Enjoy the tranquil surroundings from the covered deck or attached three season room. An attached garage adds convenience. Nestled at the base of Stissing Mountain, this property is just minutes from the Stissing Mountain Fire Tower and Thompson Pond Preserve, offering immediate access to hiking, biking, birdwatching, and panoramic views of the Catskills and Berkshires. Pine Plains itself is a picturesque small town known for its scenic beauty, rural charm, and vibrant community. Just 2 miles to the quaint Pine Plains hamlet center, you’ll find local cafés, restaurants, schools, and a theater. Rhinebeck, Red Hook, and Hudson—each bustling with shops, dining, arts, and historic appeal—are all within a 20 to 30-minute drive. Ideal for weekenders or full-time residents, this home is just: • 15 minutes to the Wassaic Metro-North station (direct to Grand Central) • 2 hours to New York City • 25 minutes to Rhinebeck and Hudson • 20 minutes to Red Hook Whether you’re seeking outdoor adventure or serene seclusion, 43 Stissing Mountain Drive offers the best of Hudson Valley living. Discover why so many are falling in love with Pine Plains—a town where nature, community, and convenience come together.

3 Beds ⋅ 2 Baths ⋅ 868066 MLS

Welcome to 43 Stissing Mountain Drive — a peaceful and private retreat set on 2 beautifully wooded acres in the heart of the Hudson Valley. This great contemporary home offers 3 bedrooms and 2 bathrooms across 1,862 square feet of comfortable living space. With an open-concept layout, cathedral ceilings, and abundant natural light, the home blends style and function. A cozy fireplace anchors the living room, while the open concept floor plan is perfect for entertaining. Enjoy the tranquil surroundings from the covered deck or attached three season room. An attached garage adds convenience. Nestled at the base of Stissing Mountain, this property is just minutes from the Stissing Mountain Fire Tower and Thompson Pond Preserve, offering immediate access to hiking, biking, birdwatching, and panoramic views of the Catskills and Berkshires. Pine Plains itself is a picturesque small town known for its scenic beauty, rural charm, and vibrant community. Just 2 miles to the quaint Pine Plains hamlet center, you’ll find local cafés, restaurants, schools, and a theater. Rhinebeck, Red Hook, and Hudson—each bustling with shops, dining, arts, and historic appeal—are all within a 20 to 30-minute drive. Ideal for weekenders or full-time residents, this home is just: • 15 minutes to the Wassaic Metro-North station (direct to Grand Central) • 2 hours to New York City • 25 minutes to Rhinebeck and Hudson • 20 minutes to Red Hook Whether you’re seeking outdoor adventure or serene seclusion, 43 Stissing Mountain Drive offers the best of Hudson Valley living. Discover why so many are falling in love with Pine Plains—a town where nature, community, and convenience come together.

43 Stissing Mountain Drive, Pine Plains

$440,000

Welcome to the Historic Town of Pine Plains, and the Pine Plains School District! This completely renovated three bedroom home on a quiet country road will delight and intrigue you. The home dates back to the early 1900's and some of the original characteristics have been left in tact. This is most assuredly Old World Charm meets Modern Convenience. One bedroom on the first floor attached to the Sunroom, will work for a great Flex space, while the Primary bedroom upstairs with the large walk in closet is situated nicely near the additional upstairs bedroom. The hard wood floors, rustic ceiling beams and details of the handrail and doorknobs meld beautifully with the updated kitchen and bath finishes this builder has chosen. Some noteable updates are as follows: 200 Amp Elec service; 1000 gal concrete septic tank and leach fields, new HVAC system for heat and central air; closed cell spray foam insulation, attic basement and exterior walls; new concrete basement floor; hard wood floors have been refinished; all new appliances, kitchen and baths complete, driveway black topped, front porch, painted thru out. The Town of Pine Plains has been labeled by some as the Secret Gem of Dutchess County, dating back to the early 1700's. Stissing House, The Clock Tower, The Graham-Brush House, are just a few that will entice Historians. For outdoor enthusiasts you'll find a hike thru Thompson Pond Preserve, up Stissing Mountain and the Fire Tower or fishing and kayaking on Stissing Lake to be a fun day. The Stissing Center hosts various performances and events, and the Mashomack Polo Club allows spectators during their events. From Bootleggers to Opera singers, the area's history has evolved into what makes this quaint town in Northern Dutchess County a must see experience. Some photos virturally staged.

3 Beds ⋅ 2 Baths ⋅ 935789 MLS

Welcome to the Historic Town of Pine Plains, and the Pine Plains School District! This completely renovated three bedroom home on a quiet country road will delight and intrigue you. The home dates back to the early 1900's and some of the original characteristics have been left in tact. This is most assuredly Old World Charm meets Modern Convenience. One bedroom on the first floor attached to the Sunroom, will work for a great Flex space, while the Primary bedroom upstairs with the large walk in closet is situated nicely near the additional upstairs bedroom. The hard wood floors, rustic ceiling beams and details of the handrail and doorknobs meld beautifully with the updated kitchen and bath finishes this builder has chosen. Some noteable updates are as follows: 200 Amp Elec service; 1000 gal concrete septic tank and leach fields, new HVAC system for heat and central air; closed cell spray foam insulation, attic basement and exterior walls; new concrete basement floor; hard wood floors have been refinished; all new appliances, kitchen and baths complete, driveway black topped, front porch, painted thru out. The Town of Pine Plains has been labeled by some as the Secret Gem of Dutchess County, dating back to the early 1700's. Stissing House, The Clock Tower, The Graham-Brush House, are just a few that will entice Historians. For outdoor enthusiasts you'll find a hike thru Thompson Pond Preserve, up Stissing Mountain and the Fire Tower or fishing and kayaking on Stissing Lake to be a fun day. The Stissing Center hosts various performances and events, and the Mashomack Polo Club allows spectators during their events. From Bootleggers to Opera singers, the area's history has evolved into what makes this quaint town in Northern Dutchess County a must see experience. Some photos virturally staged.

30 Myrtle Avenue, Pine Plains

$400,000

A large and roomy home is for sale in the charming Village of Pine Plains, NY. Situated in a residential neighborhood with views of the surrounding hills, the home sits well back from the road on a corner lot. On the first floor are two living rooms, a dining room, an eat-in kitchen, a powder room and a mudroom. Off the kitchen is a partially finished three season room and a deck. Upstairs is the primary bedroom suite, with ample closets, a large bathroom and a sitting room with a balcony. And there are two secondary bedrooms, a study that could be used as a bedroom, another bathroom and a laundry space. The basement has 10-foot ceilings and could be finished to include a gym, a games room, a workshop or any number of other uses. A well lived-in home, this house could use some updates, but a bit of refreshing will make this home shine. A solar electric system is in place. Less than two hours from Manhattan, the charming town of Pine Plains is fast becoming a magnet for those interested in food and culture and the outdoors. Home to the beloved Stissing House restaurant, the Stissing Center for the Performing Arts, Stissing Mountain and Stissing Lake, there is much to do in this lovely town and in the surrounding areas.

3 Beds ⋅ 3 Baths ⋅ 966036 MLS

A large and roomy home is for sale in the charming Village of Pine Plains, NY. Situated in a residential neighborhood with views of the surrounding hills, the home sits well back from the road on a corner lot. On the first floor are two living rooms, a dining room, an eat-in kitchen, a powder room and a mudroom. Off the kitchen is a partially finished three season room and a deck. Upstairs is the primary bedroom suite, with ample closets, a large bathroom and a sitting room with a balcony. And there are two secondary bedrooms, a study that could be used as a bedroom, another bathroom and a laundry space. The basement has 10-foot ceilings and could be finished to include a gym, a games room, a workshop or any number of other uses. A well lived-in home, this house could use some updates, but a bit of refreshing will make this home shine. A solar electric system is in place. Less than two hours from Manhattan, the charming town of Pine Plains is fast becoming a magnet for those interested in food and culture and the outdoors. Home to the beloved Stissing House restaurant, the Stissing Center for the Performing Arts, Stissing Mountain and Stissing Lake, there is much to do in this lovely town and in the surrounding areas.

73 Meusel Road, Pine Plains

$374,000

The Red House has been lovingly maintained by the same family for two generations and is nestled in the picturesque hamlet of Pulvers Corners in Pine Plains, at the heart of the Hudson Valley. This sun-drenched three-bedroom ranch features new windows throughout and beautiful hardwood floors. Over the years, the home has seen numerous thoughtful improvements, including new cedar shake siding, a new roof, central air conditioning, and a stunning renovated kitchen with glass subway tile and quartz countertops. Excellent storage and a generously sized basement provide ample space, perfect for a workshop or additional storage. Set on a property with expansive views and mature landscaping, the home also boasts a large bluestone terrace—ideal for entertaining friends and family. Just minutes from the village of Millerton, you’ll enjoy access to a charming movie theater and fantastic shopping. The area is renowned for its scenic beauty, farm-to-table restaurants, wineries, local farmers markets, Mashomack Polo Club, Tamarack Preserve, and the award-winning Stissing House in Pine Plains.

3 Beds ⋅ 1 Baths ⋅ 949988 MLS

The Red House has been lovingly maintained by the same family for two generations and is nestled in the picturesque hamlet of Pulvers Corners in Pine Plains, at the heart of the Hudson Valley. This sun-drenched three-bedroom ranch features new windows throughout and beautiful hardwood floors. Over the years, the home has seen numerous thoughtful improvements, including new cedar shake siding, a new roof, central air conditioning, and a stunning renovated kitchen with glass subway tile and quartz countertops. Excellent storage and a generously sized basement provide ample space, perfect for a workshop or additional storage. Set on a property with expansive views and mature landscaping, the home also boasts a large bluestone terrace—ideal for entertaining friends and family. Just minutes from the village of Millerton, you’ll enjoy access to a charming movie theater and fantastic shopping. The area is renowned for its scenic beauty, farm-to-table restaurants, wineries, local farmers markets, Mashomack Polo Club, Tamarack Preserve, and the award-winning Stissing House in Pine Plains.

3807 Route 199, Pine Plains

$360,000

This cape is surrounded by west facing rolling hills, all in the Dutchess Land Conservancy. Idyllic and pastoral views abound. The home has a newer roof, electric heat,and a Generac genator. The interior is in need of total renovation. Three sheds are included and have been newly roofed. This is a pefect fixer for the cash buyer with vision. True Cape Cod style home.

4 Beds ⋅ 2 Baths ⋅ 979072 MLS

This cape is surrounded by west facing rolling hills, all in the Dutchess Land Conservancy. Idyllic and pastoral views abound. The home has a newer roof, electric heat,and a Generac genator. The interior is in need of total renovation. Three sheds are included and have been newly roofed. This is a pefect fixer for the cash buyer with vision. True Cape Cod style home.

975 Route 83, Pine Plains

$360,000

Whether you're beginning retirement or planning a weekend escape, 48 Woodside Street is a charming, move-in-ready home. Pine Plains offers attractions like fine dining at the Stissing House and tranquil kayaking on Thompson Pond. Nearby hiking trails include the challenging Stissing Fire Tower and the peaceful Thompson Preserve, ideal for a leisurely walk. Lions Club Park features a recreation field and access to Thompson Pond with a swimming area. Woodland Street is in a walkable neighborhood and near the Pine Plains School's track and fields. The level backyard is perfect for gardens, a pool, or other outdoor activities.

3 Beds ⋅ 2 Baths ⋅ 857691 MLS

Whether you're beginning retirement or planning a weekend escape, 48 Woodside Street is a charming, move-in-ready home. Pine Plains offers attractions like fine dining at the Stissing House and tranquil kayaking on Thompson Pond. Nearby hiking trails include the challenging Stissing Fire Tower and the peaceful Thompson Preserve, ideal for a leisurely walk. Lions Club Park features a recreation field and access to Thompson Pond with a swimming area. Woodland Street is in a walkable neighborhood and near the Pine Plains School's track and fields. The level backyard is perfect for gardens, a pool, or other outdoor activities.

48 Woodside Street, Pine Plains

$280,500

Located in the picturesque Antlers Club Lake Community, this 2-bedroom, 2-bath Cape Cod offers a peaceful retreat with beach access and your own dock for kayaking, fishing, or relaxing by the water. The home features a bright and inviting layout, with spacious living areas, a well-equipped kitchen, and a full bath on the main level. Upstairs, a large bedroom and another full bath provide a cozy escape. Set back just a few hundred feet from the lake, it's private yet accessible! Enjoy the beauty and tranquility of lake community living while still being close to highways and shopping. Don’t miss this unique opportunity—schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ 823416 MLS

Located in the picturesque Antlers Club Lake Community, this 2-bedroom, 2-bath Cape Cod offers a peaceful retreat with beach access and your own dock for kayaking, fishing, or relaxing by the water. The home features a bright and inviting layout, with spacious living areas, a well-equipped kitchen, and a full bath on the main level. Upstairs, a large bedroom and another full bath provide a cozy escape. Set back just a few hundred feet from the lake, it's private yet accessible! Enjoy the beauty and tranquility of lake community living while still being close to highways and shopping. Don’t miss this unique opportunity—schedule your showing today!

4 Antlers Club Road, Pine Plains

$275,000

Check out this charming two family home in the Town of Pine Plains. Live in one unit and keep the other unit rented OR rent out the entire building. One unit was recently updated. Separate utilities and each unit has its own driveway and storage shed. Covered porch, screened-in porch, large backyard. Convenient location, walk to shops & local attractions.

2 Beds ⋅ 3 Baths ⋅ 896793 MLS

Check out this charming two family home in the Town of Pine Plains. Live in one unit and keep the other unit rented OR rent out the entire building. One unit was recently updated. Separate utilities and each unit has its own driveway and storage shed. Covered porch, screened-in porch, large backyard. Convenient location, walk to shops & local attractions.

46 Myrtle Avenue, Pine Plains

$270,000

Older village home loaded with character. Enter through a large front porch into a spacious house with nice size rooms throughout.Hardwood floors . First and second floors with a full bath. Propane tank for cooking. With a little TLC this home has so much to offer. Level yard with 2 story barn/garage. loaded with potential. Conveniently located within the village walking distance to everything.

5 Beds ⋅ 3 Baths ⋅ 916070 MLS

Older village home loaded with character. Enter through a large front porch into a spacious house with nice size rooms throughout.Hardwood floors . First and second floors with a full bath. Propane tank for cooking. With a little TLC this home has so much to offer. Level yard with 2 story barn/garage. loaded with potential. Conveniently located within the village walking distance to everything.

34 Myrtle Avenue, Pine Plains

$240,000

ACCEPTED OFFER. A quaint antique home the hamlet ofGallatinville, NY. This 1820 home on .68 acres is loaded with quirky charm. With vintage wallpaper, lots of built-in cabinets and bookshelves, the 3-bedroom 1-bath house is as homey as they get. From the glassed-in porch, you step into a cozy entry hall, then into a large dining room. The country kitchen and comfortable living room with wood burning fireplace insert are off the dining room, and the bathroom is on the ground floor too. Upstairs are three bedrooms and a sitting area that can be converted to a bath or furnished as a library or study. In the shade of the trees surrounding the house are a patio, an old root cellar, a stone barbecue and a raised bed vegetable garden. A two-car garage is tucked into the hillside and there's ample parking for additional cars. Once lovingly landscaped, the property has been little-used for a couple of years, but a little care will bring the gardens back to life. Come check it out! Additional Information: ParkingFeatures:2 Car Detached,

3 Beds ⋅ 1 Baths ⋅ H6326074 MLS

ACCEPTED OFFER. A quaint antique home the hamlet ofGallatinville, NY. This 1820 home on .68 acres is loaded with quirky charm. With vintage wallpaper, lots of built-in cabinets and bookshelves, the 3-bedroom 1-bath house is as homey as they get. From the glassed-in porch, you step into a cozy entry hall, then into a large dining room. The country kitchen and comfortable living room with wood burning fireplace insert are off the dining room, and the bathroom is on the ground floor too. Upstairs are three bedrooms and a sitting area that can be converted to a bath or furnished as a library or study. In the shade of the trees surrounding the house are a patio, an old root cellar, a stone barbecue and a raised bed vegetable garden. A two-car garage is tucked into the hillside and there's ample parking for additional cars. Once lovingly landscaped, the property has been little-used for a couple of years, but a little care will bring the gardens back to life. Come check it out! Additional Information: ParkingFeatures:2 Car Detached,

721 County Rte 7, Pine Plains

$165,000

Looking for a piece of property for a great low price? Looking for two homes for the price of one? Looking for a good-sized plot of land? Here is a great opportunity for you to acquire one manufactured home, and one mobile home, both on the same plot of land with 2.30 acres! Investors will consider this property for rental income or tear-down and rebuild. Currently, the main manufactured home has 3 bedrooms and 2 bathrooms, while the mobile home has 3 bedrooms, 1 bath. Their is a need for renovation, if you are handy, you can gradually fix up each home. There are many possibilities here, with a great value in price!

3 Beds ⋅ 2 Baths ⋅ 927460 MLS

Looking for a piece of property for a great low price? Looking for two homes for the price of one? Looking for a good-sized plot of land? Here is a great opportunity for you to acquire one manufactured home, and one mobile home, both on the same plot of land with 2.30 acres! Investors will consider this property for rental income or tear-down and rebuild. Currently, the main manufactured home has 3 bedrooms and 2 bathrooms, while the mobile home has 3 bedrooms, 1 bath. Their is a need for renovation, if you are handy, you can gradually fix up each home. There are many possibilities here, with a great value in price!

22-28 Ryan Road, Pine Plains

$135,000

Two lots sold together totaling just under 1 acre. 1000 gallon concrete septic tank and leach fields already in place. Drilled well complete. Under ground 200 amp electric service installed. Current mobile home will be removed. Flat lot with all utilities in a well established residential area just waiting for a new home.

909287 MLS

Two lots sold together totaling just under 1 acre. 1000 gallon concrete septic tank and leach fields already in place. Drilled well complete. Under ground 200 amp electric service installed. Current mobile home will be removed. Flat lot with all utilities in a well established residential area just waiting for a new home.

58 Britton Street, Pine Plains

$120,000

Every once in a while, an exceptional opportunity like this turns up. Located in rural Pine Plains this 5.02-acres is a pair of vacant building lots that offers privacy and serenity. These two contiguous parcels are completely wooded and accessed via a shared driveway. Your dream home is only limited by your imagination these parcels will invigorate that imagination. The Town center and the schools are minutes away and the Taconic State Parkway is a few minutes down the road. A great location and a fabulous setting.

H6334347 MLS

Every once in a while, an exceptional opportunity like this turns up. Located in rural Pine Plains this 5.02-acres is a pair of vacant building lots that offers privacy and serenity. These two contiguous parcels are completely wooded and accessed via a shared driveway. Your dream home is only limited by your imagination these parcels will invigorate that imagination. The Town center and the schools are minutes away and the Taconic State Parkway is a few minutes down the road. A great location and a fabulous setting.

Mount Ross, Pine Plains