21 properties for sale in Green River, Guilford town Windham County Vermont

The Governor Carpenter Homestead, a pivotal piece of American history in Guilford, VT, is now accepting applications for its next Steward. This remarkable property was constructed in 1772 by Benjamin Carpenter, Vermont's first Lieutenant Governor. Lovingly maintained for decades, the residence combines historic integrity with modern functionality. Key features include: Architectural Significance: A gracious, charming house featuring a central chimney and a unique, squared-off Palladian window over the front door - one of only four known examples in Vermont. Historic Details: Five working fireplaces (including a large living room hearth with a beehive oven), and the original one-hole privy in the carriage house. Scenic Surroundings: Located across a dirt road from a lovely pond with remnants of an old barn foundation. Revolutionary Lore: An enclosed garden near the house is traditionally believed to have been a former campsite of Ethan Allen and the Green Mountain Boys. Modern Comfort:

The Governor Carpenter Homestead, a pivotal piece of American history in Guilford, VT, is now accepting applications for its next Steward. This remarkable property was constructed in 1772 by Benjamin Carpenter, Vermont's first Lieutenant Governor. Lovingly maintained for decades, the residence combines historic integrity with modern functionality. Key features include: Architectural Significance: A gracious, charming house featuring a central chimney and a unique, squared-off Palladian window over the front door - one of only four known examples in Vermont. Historic Details: Five working fireplaces (including a large living room hearth with a beehive oven), and the original one-hole privy in the carriage house. Scenic Surroundings: Located across a dirt road from a lovely pond with remnants of an old barn foundation. Revolutionary Lore: An enclosed garden near the house is traditionally believed to have been a former campsite of Ethan Allen and the Green Mountain Boys. Modern Comfort:

Private! Guilford! This unusual combination of a true log home with an incredible center double sided chimney. a fireplace facing the kitchen/dining and wood stove in the living room, bringing the best of both worlds. ambiance and warmth. There is a surprise of one more fireplace on the 2nd floor in the charming primary bedroom. use the ensuite for a huge walk in closet. The other half of the home is a brick and stick built addition with an amazing green house room, built to bring the outdoors in and help warm the floor tiles for passive solar. great for plants or just soaking up the winter sun with a good book. Close the door between the 2 sides and create an in-law with full kitchen, bath and bedroom, all on one floor. for those who want to age in place. The land is a combination of open. for gardening and play and Vermont woods for nature hikes. Enjoy the fruit trees, perennials and plant some veggies for putting by. Private! But, off a paved road for easy access. Loved by the owner

Escape to your own private retreat tucked away on a quiet dirt road right near the Vermont State line. This charming Antique Cape offers a glimpse into the property's history with wood floors, exposed beams, and classic character throughout. With State Forest land directly across the road and bordering one side of the property, outdoor adventure and peaceful surroundings are right outside your door. Many of the major updates have already been completed, including a newer roof, siding, and windows, allowing you to focus on enjoying the home and making it your own. Outside, a welcoming patio surrounded by beautiful mature plantings creates a magical setting for morning coffee, entertaining, or simply unwinding after a day of exploring. A truly special opportunity for those seeking a peaceful country home, weekend getaway, or nature-filled retreat near the Vermont border

Escape to your own private retreat tucked away on a quiet dirt road right near the Vermont State line. This charming Antique Cape offers a glimpse into the property's history with wood floors, exposed beams, and classic character throughout. With State Forest land directly across the road and bordering one side of the property, outdoor adventure and peaceful surroundings are right outside your door. Many of the major updates have already been completed, including a newer roof, siding, and windows, allowing you to focus on enjoying the home and making it your own. Outside, a welcoming patio surrounded by beautiful mature plantings creates a magical setting for morning coffee, entertaining, or simply unwinding after a day of exploring. A truly special opportunity for those seeking a peaceful country home, weekend getaway, or nature-filled retreat near the Vermont border

Open House 8/2, 1:00-3:00 PM Nestled on approximately 4 private acres, this custom-built timber frame home offers an exceptional blend of craftsmanship, comfort, and privacy. Tucked away on a quiet, dead-end road, this is one of only four sites, providing a peaceful setting with the perfect balance of seclusion and convenience. Inside, exposed timber framing, soaring vaulted ceilings, and walls of windows fill the home with natural light. The custom chef's kitchen features a Viking range, generous prep space, custom cabinetry, and premium finishes designed for everyday living and entertaining. Adjacent to the kitchen, the radiant-heated sunroom offers greenhouse-style windows and opens to a stone patio overlooking the private front yard that's perfect for year-round enjoyment. The main level also includes a pantry, half bath, and an expansive dining and den area anchored by a stunning custom stone fireplace, creating a warm and inviting gathering space. The walk-out basement adds appro

Welcome to 116 Green Meadow Road, where a unique shared-meadow setting offers the feel of country living with the convenience of Brattleboro nearby. Built in 1981 and situated on a manageable.25-acre lot, this home overlooks a beautiful 22-acre meadow. The current owner holds 20 shares in the meadow, providing shared ownership, recreational use and a voice in its stewardship. Purchase of the 20 shares by the buyer is a condition of ($6,800). Step inside to a freshly painted interior with all-new flooring and new appliances. The flexible floor plan currently offers two bedrooms, including an exceptionally spacious bedroom with potential to be divided to create additional sleeping or living space. Three 3/4 baths provide convenience throughout the home, with one offering space to accommodate a future bathtub. The walk-out basement already has a 3/4 bath and offers wonderful potential for additional finished living space. Enjoy your morning coffee or unwind at the end of the day on the ba

Set on over 24 private acres in peaceful Colrain, this 2-bedroom, 1-bath home offers a unique opportunity for buyers looking for privacy, acreage, and potential. The property consists of two separate parcels of land and includes an outbuilding, providing additional space for storage, hobbies, or other uses. With the possibility of an additional building lot, there may be exciting opportunities to further utilize the property. Bring your vision and ideas and explore all that this expansive property has to offer. Buyers and buyers' agents to perform their own due diligence regarding property, potential uses and development and buildability of the land. Schedule your showing today and don't miss this opportunity to own over 24 acres in a peaceful country setting!

Set on over 24 private acres in peaceful Colrain, this 2-bedroom, 1-bath home offers a unique opportunity for buyers looking for privacy, acreage, and potential. The property consists of two separate parcels of land and includes an outbuilding, providing additional space for storage, hobbies, or other uses. With the possibility of an additional building lot, there may be exciting opportunities to further utilize the property. Bring your vision and ideas and explore all that this expansive property has to offer. Buyers and buyers' agents to perform their own due diligence regarding property, potential uses and development and buildability of the land. Schedule your showing today and don't miss this opportunity to own over 24 acres in a peaceful country setting!

Set on over 24 private acres in peaceful Colrain, this 2-bedroom, 1-bath home offers a unique opportunity for buyers looking for privacy, acreage, and potential. The property consists of two separate parcels of land and includes an outbuilding, providing additional space for storage, hobbies, or other uses. With the possibility of an additional building lot, there may be exciting opportunities to further utilize the property. Bring your vision and ideas and explore all that this expansive property has to offer. Buyers and buyers' agents to perform their own due diligence regarding property, potential uses and development and buildability of the land. Schedule your showing today and don't miss this opportunity to own over 24 acres in a peaceful country setting!

Set high in the quiet hills of rural Leyden, this home offers true country living with exceptional privacy. Leyden is known for rolling farmland, forested ridgelines, and peaceful small town character-yet you're still only 20 minutes to Greenfield and a quick drive to Brattleboro, VT, giving you both seclusion and convenience. Inside, the home features a large vaulted ceiling family room filled with natural light-an impressive gathering space that anchors the main level. The layout also includes two additional rooms on the second floor that are not counted in the square footage, offering flexible options for office space, guest rooms, studio use, or future expansion. The property has great bones and a solid setting; some finishing touches are needed, giving the next owner the opportunity to add value and make it their own. Surrounded by nature, scenic backroads, and outdoor recreation, this home is ideal for anyone seeking a peaceful retreat in one of Western Mass most charming towns

Open House 8/2, 1:00-3:00 PM Nestled on approximately 4 private acres, this custom-built timber frame home offers an exceptional blend of craftsmanship, comfort, and privacy. Tucked away on a quiet, dead-end road, this is one of only four sites, providing a peaceful setting with the perfect balance of seclusion and convenience. Inside, exposed timber framing, soaring vaulted ceilings, and walls of windows fill the home with natural light. The custom chef's kitchen features a Viking range, generous prep space, custom cabinetry, and premium finishes designed for everyday living and entertaining. Adjacent to the kitchen, the radiant-heated sunroom offers greenhouse-style windows and opens to a stone patio overlooking the private front yard that's perfect for year-round enjoyment. The main level also includes a pantry, half bath, and an expansive dining and den area anchored by a stunning custom stone fireplace, creating a warm and inviting gathering space. The walk-out basement adds appro

Open House 8/2, 1:00-3:00 PM Nestled on approximately 4 private acres, this custom-built timber frame home offers an exceptional blend of craftsmanship, comfort, and privacy. Tucked away on a quiet, dead-end road, this is one of only four sites, providing a peaceful setting with the perfect balance of seclusion and convenience. Inside, exposed timber framing, soaring vaulted ceilings, and walls of windows fill the home with natural light. The custom chef's kitchen features a Viking range, generous prep space, custom cabinetry, and premium finishes designed for everyday living and entertaining. Adjacent to the kitchen, the radiant-heated sunroom offers greenhouse-style windows and opens to a stone patio overlooking the private front yard that's perfect for year-round enjoyment. The main level also includes a pantry, half bath, and an expansive dining and den area anchored by a stunning custom stone fireplace, creating a warm and inviting gathering space. The walk-out basement adds appro

The Governor Carpenter Homestead, a pivotal piece of American history in Guilford, VT, is now accepting applications for its next Steward. This remarkable property was constructed in 1772 by Benjamin Carpenter, Vermont's first Lieutenant Governor. Lovingly maintained for decades, the residence combines historic integrity with modern functionality. Key features include: Architectural Significance: A gracious, charming house featuring a central chimney and a unique, squared-off Palladian window over the front door - one of only four known examples in Vermont. Historic Details: Five working fireplaces (including a large living room hearth with a beehive oven), and the original one-hole privy in the carriage house. Scenic Surroundings: Located across a dirt road from a lovely pond with remnants of an old barn foundation. Revolutionary Lore: An enclosed garden near the house is traditionally believed to have been a former campsite of Ethan Allen and the Green Mountain Boys. Modern Comfort:

Private! Guilford! This unusual combination of a true log home with an incredible center double sided chimney. a fireplace facing the kitchen/dining and wood stove in the living room, bringing the best of both worlds. ambiance and warmth. There is a surprise of one more fireplace on the 2nd floor in the charming primary bedroom. use the ensuite for a huge walk in closet. The other half of the home is a brick and stick built addition with an amazing green house room, built to bring the outdoors in and help warm the floor tiles for passive solar. great for plants or just soaking up the winter sun with a good book. Close the door between the 2 sides and create an in-law with full kitchen, bath and bedroom, all on one floor. for those who want to age in place. The land is a combination of open. for gardening and play and Vermont woods for nature hikes. Enjoy the fruit trees, perennials and plant some veggies for putting by. Private! But, off a paved road for easy access. Loved by the owner

Escape to your own private retreat tucked away on a quiet dirt road right near the Vermont State line. This charming Antique Cape offers a glimpse into the property's history with wood floors, exposed beams, and classic character throughout. With State Forest land directly across the road and bordering one side of the property, outdoor adventure and peaceful surroundings are right outside your door. Many of the major updates have already been completed, including a newer roof, siding, and windows, allowing you to focus on enjoying the home and making it your own. Outside, a welcoming patio surrounded by beautiful mature plantings creates a magical setting for morning coffee, entertaining, or simply unwinding after a day of exploring. A truly special opportunity for those seeking a peaceful country home, weekend getaway, or nature-filled retreat near the Vermont border

Open House 8/2, 1:00-3:00 PM Nestled on approximately 4 private acres, this custom-built timber frame home offers an exceptional blend of craftsmanship, comfort, and privacy. Tucked away on a quiet, dead-end road, this is one of only four sites, providing a peaceful setting with the perfect balance of seclusion and convenience. Inside, exposed timber framing, soaring vaulted ceilings, and walls of windows fill the home with natural light. The custom chef's kitchen features a Viking range, generous prep space, custom cabinetry, and premium finishes designed for everyday living and entertaining. Adjacent to the kitchen, the radiant-heated sunroom offers greenhouse-style windows and opens to a stone patio overlooking the private front yard that's perfect for year-round enjoyment. The main level also includes a pantry, half bath, and an expansive dining and den area anchored by a stunning custom stone fireplace, creating a warm and inviting gathering space. The walk-out basement adds appro

Welcome to 116 Green Meadow Road, where a unique shared-meadow setting offers the feel of country living with the convenience of Brattleboro nearby. Built in 1981 and situated on a manageable.25-acre lot, this home overlooks a beautiful 22-acre meadow. The current owner holds 20 shares in the meadow, providing shared ownership, recreational use and a voice in its stewardship. Purchase of the 20 shares by the buyer is a condition of sale ($6,800). Step inside to a freshly painted interior with all-new flooring and new appliances. The flexible floor plan currently offers two bedrooms, including an exceptionally spacious bedroom with potential to be divided to create additional sleeping or living space. Three 3/4 baths provide convenience throughout the home, with one offering space to accommodate a future bathtub. The walk-out basement already has a 3/4 bath and offers wonderful potential for additional finished living space. Enjoy your morning coffee or unwind at the end of the day on t

Set on over 24 private acres in peaceful Colrain, this 2-bedroom, 1-bath home offers a unique opportunity for buyers looking for privacy, acreage, and potential. The property consists of two separate parcels of land and includes an outbuilding, providing additional space for storage, hobbies, or other uses. With the possibility of an additional building lot, there may be exciting opportunities to further utilize the property. Bring your vision and ideas and explore all that this expansive property has to offer. Buyers and buyers' agents to perform their own due diligence regarding property, potential uses and development and buildability of the land. Schedule your showing today and don't miss this opportunity to own over 24 acres in a peaceful country setting!

Set high in the quiet hills of rural Leyden, this home offers true country living with exceptional privacy. Leyden is known for rolling farmland, forested ridgelines, and peaceful small town character-yet you're still only 20 minutes to Greenfield and a quick drive to Brattleboro, VT, giving you both seclusion and convenience. Inside, the home features a large vaulted ceiling family room filled with natural light-an impressive gathering space that anchors the main level. The layout also includes two additional rooms on the second floor that are not counted in the square footage, offering flexible options for office space, guest rooms, studio use, or future expansion. The property has great bones and a solid setting; some finishing touches are needed, giving the next owner the opportunity to add value and make it their own. Surrounded by nature, scenic backroads, and outdoor recreation, this home is ideal for anyone seeking a peaceful retreat in one of Western Mass most charming towns

Set on over 24 private acres in peaceful Colrain, this 2-bedroom, 1-bath home offers a unique opportunity for buyers looking for privacy, acreage, and potential. The property consists of two separate parcels of land and includes an outbuilding, providing additional space for storage, hobbies, or other uses. With the possibility of an additional building lot, there may be exciting opportunities to further utilize the property. Bring your vision and ideas and explore all that this expansive property has to offer. Buyers and buyers' agents to perform their own due diligence regarding property, potential uses and development & buildability of the land. Schedule your showing today and don't miss this opportunity to own over 24 acres in a peaceful country setting!

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Welcome to Your Private Vermont Sanctuary. Tucked away from the rush of the everyday world, this exceptional country'property offers the ultimate blend of privacy, rustic charm, and modern functionality. Originally built in 2000 and thoughtfully expanded in 2008, the main residence serves as a bright, airy haven designed for both peaceful living and effortless entertaining. At the heart of the home, a classic brick fireplace and hearth anchor a cozy living area. This space flows seamlessly into an impressive, sun-drenched 22' x 26' great room featuring ten large windows and dual sliders that open directly to an 11' x 22' deck. Enjoy quiet mornings on the spacious three-season enclosed porch, which overlooks handsomely crafted stone retaining walls, stunning perennial flower beds, and a sprawling, always-organic vegetable garden complete with established blueberry bushes and mature asparagus. The home is finished in premium, double-stained cedar-shake siding, features a newer main roof

Welcome to 174 Pond Brook Road, a Contemporary Mountain Chalet nestled on a private, wooded 2.8-acre lot in West Chesterfield. Built in 1977, this unique home offers impressive architectural character, beginning with a wide entry foyer that opens up to a dramatic, three-story barrel stairway. The main living space features soaring vaulted ceilings, a cozy wood fireplace, and massive windows that bring the beauty of the surrounding nature indoors. Seamlessly connected is the galley-style kitchen and a dining bump-out offering panoramic woodland views on three sides. The main level also includes a convenient half-bath and a versatile bonus room, ideal for a home office, den, or main-floor guest space. Upstairs, the open landing and second-floor foyer look down over the living room below, leading to three distinct bedrooms and a large full bathroom. The walk-out lower level is built for functional New England living, featuring a practical mudroom with a separate entrance, a dedicated laun

Welcome to Your Private Vermont Sanctuary. Tucked away from the rush of the everyday world, this exceptional country'property offers the ultimate blend of privacy, rustic charm, and modern functionality. Originally built in 2000 and thoughtfully expanded in 2008, the main residence serves as a bright, airy haven designed for both peaceful living and effortless entertaining. At the heart of the home, a classic brick fireplace and hearth anchor a cozy living area. This space flows seamlessly into an impressive, sun-drenched 22' x 26' great room featuring ten large windows and dual sliders that open directly to an 11' x 22' deck. Enjoy quiet mornings on the spacious three-season enclosed porch, which overlooks handsomely crafted stone retaining walls, stunning perennial flower beds, and a sprawling, always-organic vegetable garden complete with established blueberry bushes and mature asparagus. The home is finished in premium, double-stained cedar-shake siding, features a newer main roof