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Experience the perfect blend of contemporary design and natural warmth in this stunning 2-story hybrid post & beam set on 5 landscaped acres. Thoughtfully designed with soaring ceilings, exposed beams and lots of glass, this light filled retreat brings the outdoors in while offering comfort and style in every season. Inside rich hardwood floors flow throughout the open concept living spaces, anchored by a lovely fireplace and complemented by radiant heat for year-round comfort. The chef's kitchen is designed for both entertaining and everyday living, featuring a beautiful cherry island with sink, soapstone counters and a commercial range with stainless steel hood with heat lamps. Offering 3 bedrooms, 3 baths along with a versatile loft ideal for a home office or studio. Skylights fill the interior with natural light, while screened porches and decks create inviting spaces to relax, dine and enjoy the surrounding landscape. The incredible 2002 addition encompasses and seamlessly elevates the original home. The property backs up to conserved land owned by the Ames Hill-Marlboro Community Center, an entity that has conserved much of the land surrounding South Pond. Take time to enjoy the Marlboro Music Festival and all that Marlboro offers while being accessible to the artsy town of Brattleboro or 4-season recreation options in the resort areas of Wilmington and Dover. This is a rare opportunity to own a distinctive modern country retreat that combines craftsmanship, comfort & serene outdoor living.

3 Beds ⋅ 3 Baths ⋅ 5091535 MLS

Experience the perfect blend of contemporary design and natural warmth in this stunning 2-story hybrid post & beam set on 5 landscaped acres. Thoughtfully designed with soaring ceilings, exposed beams and lots of glass, this light filled retreat brings the outdoors in while offering comfort and style in every season. Inside rich hardwood floors flow throughout the open concept living spaces, anchored by a lovely fireplace and complemented by radiant heat for year-round comfort. The chef's kitchen is designed for both entertaining and everyday living, featuring a beautiful cherry island with sink, soapstone counters and a commercial range with stainless steel hood with heat lamps. Offering 3 bedrooms, 3 baths along with a versatile loft ideal for a home office or studio. Skylights fill the interior with natural light, while screened porches and decks create inviting spaces to relax, dine and enjoy the surrounding landscape. The incredible 2002 addition encompasses and seamlessly elevates the original home. The property backs up to conserved land owned by the Ames Hill-Marlboro Community Center, an entity that has conserved much of the land surrounding South Pond. Take time to enjoy the Marlboro Music Festival and all that Marlboro offers while being accessible to the artsy town of Brattleboro or 4-season recreation options in the resort areas of Wilmington and Dover. This is a rare opportunity to own a distinctive modern country retreat that combines craftsmanship, comfort & serene outdoor living.

2079 Ames Hill Rd, Marlboro

$574,000

Set on 12 acres of wooded privacy in desirable Marlboro, this spacious and versatile property offers comfort, flexibility, and stunning natural surroundings. The main home features 3 bedrooms, a large family room and first-floor laundry, offering plenty of room for a growing household, guests, or multi-generational living. Cozy up by the wood stove on chilly evenings, and enjoy the peace of mind that comes with a new heating system installed in 2024. Skylights and oversized windows throughout the home flood the space with natural light and create seamless indoor-outdoor flow, offering beautiful views of the forest and distant mountains from nearly every room. Outside, a circular driveway, 3-car garage, detached shed, and oversized deck make this home as functional as it is inviting—perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. Also included is a modern, spacious Accessory Dwelling Unit (ADU) featuring 1 bedroom, office space, mini-split system, oversized windows and a private balcony. Whether you use it for rental income, or extra space, the ADU adds exceptional value and versatility. Located just 15 minutes from Brattleboro and Wilmington, and 30 minutes to Mount Snow Ski Resort, this private retreat offers the ideal blend of space, serenity, and year-round access to Southern Vermont's natural beauty.

4 Beds ⋅ 4 Baths ⋅ 5066695 MLS

Set on 12 acres of wooded privacy in desirable Marlboro, this spacious and versatile property offers comfort, flexibility, and stunning natural surroundings. The main home features 3 bedrooms, a large family room and first-floor laundry, offering plenty of room for a growing household, guests, or multi-generational living. Cozy up by the wood stove on chilly evenings, and enjoy the peace of mind that comes with a new heating system installed in 2024. Skylights and oversized windows throughout the home flood the space with natural light and create seamless indoor-outdoor flow, offering beautiful views of the forest and distant mountains from nearly every room. Outside, a circular driveway, 3-car garage, detached shed, and oversized deck make this home as functional as it is inviting—perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. Also included is a modern, spacious Accessory Dwelling Unit (ADU) featuring 1 bedroom, office space, mini-split system, oversized windows and a private balcony. Whether you use it for rental income, or extra space, the ADU adds exceptional value and versatility. Located just 15 minutes from Brattleboro and Wilmington, and 30 minutes to Mount Snow Ski Resort, this private retreat offers the ideal blend of space, serenity, and year-round access to Southern Vermont's natural beauty.

141 Piney Brook Way, Marlboro

$538,000

Country quiet and tranquility! Sun dappled trees and seventeen woodland acres surround this comfortable seven room, four bedroom, two and half bath house and two car garage. A peaceful setting where views from the deck, porch and every window take in the richness of nature and give a feeling of solitude. Built in 1987, this 2567 SF home has been much loved and well cared for. Designed for easy liveablity, a lifestyle choice for two level living now or one level living when desired. An inviting open floor plan with an 18’x 11’ dining room, a 25’ x 15’ living room w/cathedral ceiling, a brick hearth & wood stove, a 12’ x 11’ kitchen that shares the brick hearth wall, all have maple wood floors. A 6’ x 11’ pantry with laundry. The 12’ x 14’ first floor primary bedroom has double closets. The full bathroom has both a separate walk in shower and an adjacent tub with a shower. A 13’ x 14’ bedroom/office and a half bath complete this level. For your creative spirit, upstairs is a 24’ x 13’ loft space now a quilting studio. There is a 22’ x 14’ bedroom with a skylight, large windows and two walk in closets. A cozy 12’ x 13’ bedroom/home office with a skylight. A walk out basement offers ample space for a home workshop. The attached 25’ x 25’ two car garage has storage space above. A pergola covered 20’ x 10’ deck is located off the living room. The 6’ x 25’ side porch is perfect for morning coffee/tea. The 17.8 surveyed acres has 1282 feet of frontage on a town maintained gravel road. When the world invites you away, choices abound in every direction! There is music, restaurants, theater, bookstores, artisan/collectible shops and places for ice cream. Recreational sports of all kinds are not far away. The new Amtrak train station in Brattleboro will bring ways to have new travel adventures. Exit 2 for Interstate 91 is 11 miles away. The town of Marlboro is in the process of completing a townwide property reassessment. Showings begin on Saturday June 6th by appointment.

4 Beds ⋅ 3 Baths ⋅ 5092339 MLS

Country quiet and tranquility! Sun dappled trees and seventeen woodland acres surround this comfortable seven room, four bedroom, two and half bath house and two car garage. A peaceful setting where views from the deck, porch and every window take in the richness of nature and give a feeling of solitude. Built in 1987, this 2567 SF home has been much loved and well cared for. Designed for easy liveablity, a lifestyle choice for two level living now or one level living when desired. An inviting open floor plan with an 18’x 11’ dining room, a 25’ x 15’ living room w/cathedral ceiling, a brick hearth & wood stove, a 12’ x 11’ kitchen that shares the brick hearth wall, all have maple wood floors. A 6’ x 11’ pantry with laundry. The 12’ x 14’ first floor primary bedroom has double closets. The full bathroom has both a separate walk in shower and an adjacent tub with a shower. A 13’ x 14’ bedroom/office and a half bath complete this level. For your creative spirit, upstairs is a 24’ x 13’ loft space now a quilting studio. There is a 22’ x 14’ bedroom with a skylight, large windows and two walk in closets. A cozy 12’ x 13’ bedroom/home office with a skylight. A walk out basement offers ample space for a home workshop. The attached 25’ x 25’ two car garage has storage space above. A pergola covered 20’ x 10’ deck is located off the living room. The 6’ x 25’ side porch is perfect for morning coffee/tea. The 17.8 surveyed acres has 1282 feet of frontage on a town maintained gravel road. When the world invites you away, choices abound in every direction! There is music, restaurants, theater, bookstores, artisan/collectible shops and places for ice cream. Recreational sports of all kinds are not far away. The new Amtrak train station in Brattleboro will bring ways to have new travel adventures. Exit 2 for Interstate 91 is 11 miles away. The town of Marlboro is in the process of completing a townwide property reassessment. Showings begin on Saturday June 6th by appointment.

1041 Church Hollow Rd, Marlboro

$360,000

Cozy Log Cabin with Sunny Addition, Small Pond & Sugar House on 5 Acres in Marlboro, Vermont This inviting log cabin blends classic Vermont charmwith a thoughtfully designed, light-filled addition—offering comfort, space, and versatility on 5 peaceful acres. Tucked away on a quiet dirt road in a desirable Marlboroneighborhood, the property features a small pond and a traditional sugar house, perfect for seasonal maple sugaring or creative use. The bright two-story additionincludes four bedrooms—two upstairs and two downstairs—allowing for flexible living arrangements, whether you’re accommodating guests, working from home, orplanning multi-generational use. One of the main-level bedrooms includes a 3/4 bathroom, and private entrance. The rustic character of the original cabin blendsseamlessly with the practical layout of the addition, creating a warm and welcoming atmosphere year-round. Ideally located for both recreation and relaxation, theproperty is just a short drive to Mount Snow, Wilmington, and Brattleboro, with easy access to Lake Raponda, Harriman Reservoir, and the renowned Marlboro MusicFestival. Come experience the best of Southern Vermont living—this unique home offers beauty, flexibility, and and the perfect blend of convenience and nature. Veryeasy access from CT, MA and NY

4 Beds ⋅ 2 Baths ⋅ 5089501 MLS

Cozy Log Cabin with Sunny Addition, Small Pond & Sugar House on 5 Acres in Marlboro, Vermont This inviting log cabin blends classic Vermont charmwith a thoughtfully designed, light-filled addition—offering comfort, space, and versatility on 5 peaceful acres. Tucked away on a quiet dirt road in a desirable Marlboroneighborhood, the property features a small pond and a traditional sugar house, perfect for seasonal maple sugaring or creative use. The bright two-story additionincludes four bedrooms—two upstairs and two downstairs—allowing for flexible living arrangements, whether you’re accommodating guests, working from home, orplanning multi-generational use. One of the main-level bedrooms includes a 3/4 bathroom, and private entrance. The rustic character of the original cabin blendsseamlessly with the practical layout of the addition, creating a warm and welcoming atmosphere year-round. Ideally located for both recreation and relaxation, theproperty is just a short drive to Mount Snow, Wilmington, and Brattleboro, with easy access to Lake Raponda, Harriman Reservoir, and the renowned Marlboro MusicFestival. Come experience the best of Southern Vermont living—this unique home offers beauty, flexibility, and and the perfect blend of convenience and nature. Veryeasy access from CT, MA and NY

1469 Higley Hill Rd, Marlboro

$255,000

Set on 2.2 wooded acres in Marlboro, this 3-bedroom, 2-bath Cape offers 1,410 square feet of living space and plenty of classic Vermont character. The main level features a spacious kitchen and dining area, a comfortable living room with a brick fireplace and hearth, a first-floor bedroom, full bath, and convenient laundry hookups. Two additional bedrooms and a second full bath are located upstairs. Outside, the level and gently sloping grounds provide room to garden, relax, or enjoy the surrounding woods, a lovely haven for nature and wildlife viewing. A detached two-car garage offers extra-large covered parking with valuable storage space above, ideal for vehicles, toys, or business equipment. Additional highlights include fiber-optic internet availability, a private spring water source, and multiple heating options, including wood and pellet stoves. Conveniently located along Route 9 with easy access to Brattleboro and Wilmington, this residential/commercial property is ready for its second owner to make it their own. Please note: This property is shown by private appointment only. To respect the seller's privacy, please do not park in the driveway without a confirmed appointment accompanied by a licensed real estate agent.

3 Beds ⋅ 2 Baths ⋅ 5101448 MLS

Set on 2.2 wooded acres in Marlboro, this 3-bedroom, 2-bath Cape offers 1,410 square feet of living space and plenty of classic Vermont character. The main level features a spacious kitchen and dining area, a comfortable living room with a brick fireplace and hearth, a first-floor bedroom, full bath, and convenient laundry hookups. Two additional bedrooms and a second full bath are located upstairs. Outside, the level and gently sloping grounds provide room to garden, relax, or enjoy the surrounding woods, a lovely haven for nature and wildlife viewing. A detached two-car garage offers extra-large covered parking with valuable storage space above, ideal for vehicles, toys, or business equipment. Additional highlights include fiber-optic internet availability, a private spring water source, and multiple heating options, including wood and pellet stoves. Conveniently located along Route 9 with easy access to Brattleboro and Wilmington, this residential/commercial property is ready for its second owner to make it their own. Please note: This property is shown by private appointment only. To respect the seller's privacy, please do not park in the driveway without a confirmed appointment accompanied by a licensed real estate agent.

2022 Rte 9, Marlboro

$249,000

Discover the perfect blend of natural beauty and year-round recreation with this exceptional 30-acre parcel featuring a picturesque cleared meadow and sweeping long-range mountain views. The bucolic meadow provides an ideal setting for a future home site, capturing stunning sunrises and sunsets, while the surrounding wooded acreage offers both seclusion and the potential to enroll in a current use program, helping to significantly reduce property taxes. This versatile landscape invites endless possibilities, from a private retreat to a full-time residence immersed in Vermont’s scenic charm. Conveniently located less than 15 minutes from Mount Snow, The Hermitage Club, and downtown Wilmington, you’ll enjoy easy access to boutique shopping, dining, and local amenities while still feeling worlds away. In the winter months, take advantage of nearby skiing, snowboarding, snowshoeing, and snowmobiling across some of the region’s best terrain. When the snow melts, the area transforms into a warm-weather haven with hiking, mountain biking, golfing, fishing, and boating all within close reach, along with vibrant local events and farmers markets. Whether you’re seeking adventure or tranquility, this property offers a rare opportunity to create your ideal lifestyle surrounded by Vermont’s four-season beauty.

5085620 MLS

Discover the perfect blend of natural beauty and year-round recreation with this exceptional 30-acre parcel featuring a picturesque cleared meadow and sweeping long-range mountain views. The bucolic meadow provides an ideal setting for a future home site, capturing stunning sunrises and sunsets, while the surrounding wooded acreage offers both seclusion and the potential to enroll in a current use program, helping to significantly reduce property taxes. This versatile landscape invites endless possibilities, from a private retreat to a full-time residence immersed in Vermont’s scenic charm. Conveniently located less than 15 minutes from Mount Snow, The Hermitage Club, and downtown Wilmington, you’ll enjoy easy access to boutique shopping, dining, and local amenities while still feeling worlds away. In the winter months, take advantage of nearby skiing, snowboarding, snowshoeing, and snowmobiling across some of the region’s best terrain. When the snow melts, the area transforms into a warm-weather haven with hiking, mountain biking, golfing, fishing, and boating all within close reach, along with vibrant local events and farmers markets. Whether you’re seeking adventure or tranquility, this property offers a rare opportunity to create your ideal lifestyle surrounded by Vermont’s four-season beauty.

00 Higley Hill Rd, Marlboro

$130,000

24 improved acres in the hills of Marlboro offering a combination of privacy, accessibility, residential, and recreational potential. Recent driveway improvements have created excellent access into the property, leading to a cleared landing and potential building site set back from the road. Existing recreational and old logging trails meander throughout the acreage and are well-suited for snowmobiling, ATV riding, snowshoeing, hiking, and cross-country skiing, allowing you to enjoy expansive outdoor recreation without ever leaving your own property. The land features rolling and sloping terrain, old stone walls, and the potential for distant ridgeline views with selective clearing. Power is available at the road, and the property has been perk tested for a single-family homesite already with favorable results. Prior selective timber harvesting was completed to encourage the continued health and growth of the woodland. Whitaker Farm Road is a town-maintained road, yet the setting feels removed from it all while being located just moments from Route 9, offering convenient access to Interstate 91, Brattleboro, Massachusetts, New Hampshire, and destinations throughout Southern Vermont. Marlboro is known for its rural character, scenic landscapes, and convenient location between the Green Mountains and the Connecticut River Valley. Should you choose to venture beyond the property, an eclectic array of restaurants, shopping, arts, four-season recreation, ski resorts, and community events can be found throughout nearby towns, offering a wide variety of experiences in every direction. Whether your plans include a year-round residence, vacation getaway, recreational basecamp, or long-term land investment, this property offers already in place improvements and room to create your vision.

5095488 MLS

24 improved acres in the hills of Marlboro offering a combination of privacy, accessibility, residential, and recreational potential. Recent driveway improvements have created excellent access into the property, leading to a cleared landing and potential building site set back from the road. Existing recreational and old logging trails meander throughout the acreage and are well-suited for snowmobiling, ATV riding, snowshoeing, hiking, and cross-country skiing, allowing you to enjoy expansive outdoor recreation without ever leaving your own property. The land features rolling and sloping terrain, old stone walls, and the potential for distant ridgeline views with selective clearing. Power is available at the road, and the property has been perk tested for a single-family homesite already with favorable results. Prior selective timber harvesting was completed to encourage the continued health and growth of the woodland. Whitaker Farm Road is a town-maintained road, yet the setting feels removed from it all while being located just moments from Route 9, offering convenient access to Interstate 91, Brattleboro, Massachusetts, New Hampshire, and destinations throughout Southern Vermont. Marlboro is known for its rural character, scenic landscapes, and convenient location between the Green Mountains and the Connecticut River Valley. Should you choose to venture beyond the property, an eclectic array of restaurants, shopping, arts, four-season recreation, ski resorts, and community events can be found throughout nearby towns, offering a wide variety of experiences in every direction. Whether your plans include a year-round residence, vacation getaway, recreational basecamp, or long-term land investment, this property offers already in place improvements and room to create your vision.

381 Whitaker Farm Rd, Marlboro

$60,000

*Please do not go onto the neighbors driveways.* Deep into Marlboro, on a seasonal rd, set up camp and fall asleep to the white noise of the brook. The campsite is flat, right off the road and then the land slopes upward. At the back there is a shared pond site. Hunter Brook Rd is not maintained in the wintertime, from the Marlboro side; you'll need to snowmobile, ski or walk in.

5085588 MLS

*Please do not go onto the neighbors driveways.* Deep into Marlboro, on a seasonal rd, set up camp and fall asleep to the white noise of the brook. The campsite is flat, right off the road and then the land slopes upward. At the back there is a shared pond site. Hunter Brook Rd is not maintained in the wintertime, from the Marlboro side; you'll need to snowmobile, ski or walk in.

Hunter Brook Rd, Marlboro