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1204 Bailey Rd, Shrewsbury

Exceptional Shrewsbury Estate: 97-Acre Legacy Property Offered for the discerning buyer, 1204 Bailey Road presents a unique opportunity to acquire a substantial 97-acre parcel in the heart of Shrewsbury. This 5-bedroom, 4-bath, 2-story colonial boasts 4,719 sq. ft. of well-maintained living space, characterized by quality craftsmanship and timeless design. The property distinguishes itself with significant infrastructure, including 82 acres under current use (agricultural and forest), ensuring lower tax implications. Notable upgrades to the property include a fully permitted tiny house conversion (septic, well, kitchen, and bath) providing versatile additional living quarters. Featuring 5 bedrooms, 4 bathrooms, 2 fireplaces, and expansive acreage, this property is a standout for those valuing privacy, land stewardship, and substantial square footage in a premier Vermont location. Schedule your private showing to explore the potential of this impressive land holding.

6 Beds ⋅ 5 Baths ⋅ 5059018 MLS

Exceptional Shrewsbury Estate: 97-Acre Legacy Property Offered for the discerning buyer, 1204 Bailey Road presents a unique opportunity to acquire a substantial 97-acre parcel in the heart of Shrewsbury. This 5-bedroom, 4-bath, 2-story colonial boasts 4,719 sq. ft. of well-maintained living space, characterized by quality craftsmanship and timeless design. The property distinguishes itself with significant infrastructure, including 82 acres under current use (agricultural and forest), ensuring lower tax implications. Notable upgrades to the property include a fully permitted tiny house conversion (septic, well, kitchen, and bath) providing versatile additional living quarters. Featuring 5 bedrooms, 4 bathrooms, 2 fireplaces, and expansive acreage, this property is a standout for those valuing privacy, land stewardship, and substantial square footage in a premier Vermont location. Schedule your private showing to explore the potential of this impressive land holding.

1204 Bailey Rd, Shrewsbury

412 Skyland Ln, Woodstock

Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chef’s kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. Additional land available.

4 Beds ⋅ 5 Baths ⋅ 5044620 MLS

Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chef’s kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. Additional land available.

412 Skyland Ln, Woodstock

96 Dean Hill Rd, Hillsborough

Recent updates completed! Road improvements have been completed as of August 6th! Get your showing confirmed today before driving in please. Welcome to 96 Dean Hill Road, a rare New Hampshire retreat crafted for those who seek quiet, seclusion, and a deep connection to the outdoors. Set on the part of Dean Hill Road that has been maintained and upgraded; a dirt, class 6 road offering some of the lowest amount of traffic you can find. Surrounded by approximately sixty acres of forest, pond, and sky, this property offers the kind of peace most people only find on vacation. Designed and used with the spirit of a high end sportsman’s camp, the residence blends rustic warmth with modern comfort. A fieldstone fireplace anchors the living spaces, creating a lodge like atmosphere perfect for slow mornings, fireside evenings, and gathering with the people who matter most. Well placed windows frame the surrounding woods, bringing the seasons into every room. Step outside and the land becomes your private preserve. Wander through private trails ideal for hiking, snowshoeing, or quiet exploration. Watch wildlife from one of the two porches or patio as the sun rises and sets over the trees. Spend afternoons by the pond, where the water reflects the sky and the world feels far away. With open clearings, gardens, and natural habitat, the property offers endless opportunities for outdoor pursuits; hunting, foraging, photography, or simply breathing in the quiet. Whether you’re seeking a four season high end camp, a legacy retreat to pass down, an off the-beaten path residence, or a place to escape the noise of everyday life, 96 Dean Hill Road delivers a rare combination of privacy, beauty, and soul. This is more than a home. It’s a sanctuary. Access is by appointment only, please refrain from driving or walking down the road to view the property without an appointment.

4 Beds ⋅ 3 Baths ⋅ 5043895 MLS

Recent updates completed! Road improvements have been completed as of August 6th! Get your showing confirmed today before driving in please. Welcome to 96 Dean Hill Road, a rare New Hampshire retreat crafted for those who seek quiet, seclusion, and a deep connection to the outdoors. Set on the part of Dean Hill Road that has been maintained and upgraded; a dirt, class 6 road offering some of the lowest amount of traffic you can find. Surrounded by approximately sixty acres of forest, pond, and sky, this property offers the kind of peace most people only find on vacation. Designed and used with the spirit of a high end sportsman’s camp, the residence blends rustic warmth with modern comfort. A fieldstone fireplace anchors the living spaces, creating a lodge like atmosphere perfect for slow mornings, fireside evenings, and gathering with the people who matter most. Well placed windows frame the surrounding woods, bringing the seasons into every room. Step outside and the land becomes your private preserve. Wander through private trails ideal for hiking, snowshoeing, or quiet exploration. Watch wildlife from one of the two porches or patio as the sun rises and sets over the trees. Spend afternoons by the pond, where the water reflects the sky and the world feels far away. With open clearings, gardens, and natural habitat, the property offers endless opportunities for outdoor pursuits; hunting, foraging, photography, or simply breathing in the quiet. Whether you’re seeking a four season high end camp, a legacy retreat to pass down, an off the-beaten path residence, or a place to escape the noise of everyday life, 96 Dean Hill Road delivers a rare combination of privacy, beauty, and soul. This is more than a home. It’s a sanctuary. Access is by appointment only, please refrain from driving or walking down the road to view the property without an appointment.

96 Dean Hill Rd, Hillsborough

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