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Set on a scenic hilltop, this enchanting property offers views and 1,000 feet of frontage along the stunning Green River, complete with private swimming holes. The landscape is a beautiful blend of rolling meadows, mixed woodland, gardens & stone walls--creating a magical setting. The property also includes a charming sleeping cottage, a utility shed, & a storage shed, offering flexibility for guests, hobbies, or additional storage. The main home is filled with natural light, featuring expansive windows that frame the surrounding views, along with a spacious front deck ideal for relaxing or entertaining during three seasons. Inside, the home exudes warmth and character, with rich wood accents, exposed beam work, and an abundance of handcrafted cabinetry throughout. Enter through the front porch into a welcoming mudroom with wood flooring, bench, and closet, along with direct access to the attached two-car garage with electric doors and overhead storage. The kitchen is both charming and functional, offering wood and tile countertops, ash flooring, maple cabinetry, walk-in pantry, and a convenient laundry area. Adjacent, the formal dining room features wide pine flooring, brick fireplace with propane stove insert, and patio doors that open to the front deck. The expansive living room is anchored by a brick hearth with wood stove, and is complemented by numerous handcrafted built-ins, including desks, and large windows that flood the space with light, along with access to the side yard. The first floor also includes an intimate bedroom with dressing area and a nearby tiled bath. Upstairs, a spacious landing leads to the primary bedroom with walk-in closet and built-in desk, an additional generously sized bedroom, a dedicated office, and a second tiled bathroom. This is an opportunity to own a thoughtfully designed, light-filled home in an extraordinary natural setting-where charm, privacy and beauty come together seamlessly. House is not in flood zone, only the river.

3 Beds ⋅ 2 Baths ⋅ 5095214 MLS

Set on a scenic hilltop, this enchanting property offers views and 1,000 feet of frontage along the stunning Green River, complete with private swimming holes. The landscape is a beautiful blend of rolling meadows, mixed woodland, gardens & stone walls--creating a magical setting. The property also includes a charming sleeping cottage, a utility shed, & a storage shed, offering flexibility for guests, hobbies, or additional storage. The main home is filled with natural light, featuring expansive windows that frame the surrounding views, along with a spacious front deck ideal for relaxing or entertaining during three seasons. Inside, the home exudes warmth and character, with rich wood accents, exposed beam work, and an abundance of handcrafted cabinetry throughout. Enter through the front porch into a welcoming mudroom with wood flooring, bench, and closet, along with direct access to the attached two-car garage with electric doors and overhead storage. The kitchen is both charming and functional, offering wood and tile countertops, ash flooring, maple cabinetry, walk-in pantry, and a convenient laundry area. Adjacent, the formal dining room features wide pine flooring, brick fireplace with propane stove insert, and patio doors that open to the front deck. The expansive living room is anchored by a brick hearth with wood stove, and is complemented by numerous handcrafted built-ins, including desks, and large windows that flood the space with light, along with access to the side yard. The first floor also includes an intimate bedroom with dressing area and a nearby tiled bath. Upstairs, a spacious landing leads to the primary bedroom with walk-in closet and built-in desk, an additional generously sized bedroom, a dedicated office, and a second tiled bathroom. This is an opportunity to own a thoughtfully designed, light-filled home in an extraordinary natural setting-where charm, privacy and beauty come together seamlessly. House is not in flood zone, only the river.

1736 River Rd, Guilford

$651,000

A truly magical setting! If you've never experienced the blissfulness of the Green River Village and its historic covered bridge and crib dam/waterfall and one of the most spectacular swimming holes imaginable, it's a must visit southern Vermont destination. Nestled in this picturesque valley village is this charming old home privately situated on 53.5 acres only a short stroll up the driveway from this beautiful waterfall scene. With its open fields, outstanding sun exposure, pond, stonework, established gardens, berry bushes and apple, pear and peach trees this setting will transport you back in time. The towering old growth sugar maples around the house are true giants and are one of the first things that will make your jaw drop as you enter the peaceful homestead. The house needs work but with this stunning location and unique property attributes it's deserving and worthy of the investment. The 4-bedroom, 2.5 bath home features original fir flooring throughout the old portion and oak flooring in the addition, a huge 18' X 34' living/dining room a fireplace and massive hearth, a country kitchen with antique wood cookstove, an office/study (or 1st floor bedroom) and a small bath and laundry on the main level and 3 bedrooms, bath and the primary bedroom suite upstairs. The central heating system was propane hot water baseboard but is not functional at present. The owner currently heats with wood only. Freshly painted in 2025. Roof replaced with standing seam metal in 2005. Property is enrolled in the Use Value Appraisal (current use) with 8 acres excluded encompassing the open land, gardens and pond area around the home site. The true southern exposure, local views of the hills surrounding the river valley, access to the river and the privacy this property provides is special and very difficult to find.

4 Beds ⋅ 3 Baths ⋅ 5088798 MLS

A truly magical setting! If you've never experienced the blissfulness of the Green River Village and its historic covered bridge and crib dam/waterfall and one of the most spectacular swimming holes imaginable, it's a must visit southern Vermont destination. Nestled in this picturesque valley village is this charming old home privately situated on 53.5 acres only a short stroll up the driveway from this beautiful waterfall scene. With its open fields, outstanding sun exposure, pond, stonework, established gardens, berry bushes and apple, pear and peach trees this setting will transport you back in time. The towering old growth sugar maples around the house are true giants and are one of the first things that will make your jaw drop as you enter the peaceful homestead. The house needs work but with this stunning location and unique property attributes it's deserving and worthy of the investment. The 4-bedroom, 2.5 bath home features original fir flooring throughout the old portion and oak flooring in the addition, a huge 18' X 34' living/dining room a fireplace and massive hearth, a country kitchen with antique wood cookstove, an office/study (or 1st floor bedroom) and a small bath and laundry on the main level and 3 bedrooms, bath and the primary bedroom suite upstairs. The central heating system was propane hot water baseboard but is not functional at present. The owner currently heats with wood only. Freshly painted in 2025. Roof replaced with standing seam metal in 2005. Property is enrolled in the Use Value Appraisal (current use) with 8 acres excluded encompassing the open land, gardens and pond area around the home site. The true southern exposure, local views of the hills surrounding the river valley, access to the river and the privacy this property provides is special and very difficult to find.

2416 Stage Rd, Guilford

$610,000

A picturesque, private home with lovely views from every room. Set back from the road in a pastoral setting, it is quiet and tranquil. The moment you enter through the front covered porch, you are greeted by abundant natural light and breathtaking views. The open floor concept is inviting, and the beautiful timbers were milled from the land. The original owner, who has owned the home for 47 years, adores it. The spacious and peaceful living room features a soothing fireplace. The first floor has a large primary bedroom, a full bath, a laundry room, and another room perfect for an office or bonus room. Upstairs are two spacious bedrooms and another full bathroom. The full basement is ideal for a workshop, featuring additional heat with a wood boiler and a walk-out exit. The 10 x 27 screened-in porch is ideal for family gatherings, and the expansive Trex decks, along with the alluring pool and hot tub, will create lasting memories. The location offers seclusion and accessibility, situated minutes from the historic Guilford Country store and Interstate 91. You will love coming home and never want to leave. Additional 2.8 +/- acreage available for $89,000 only with house purchase.

3 Beds ⋅ 2 Baths ⋅ 5087831 MLS

A picturesque, private home with lovely views from every room. Set back from the road in a pastoral setting, it is quiet and tranquil. The moment you enter through the front covered porch, you are greeted by abundant natural light and breathtaking views. The open floor concept is inviting, and the beautiful timbers were milled from the land. The original owner, who has owned the home for 47 years, adores it. The spacious and peaceful living room features a soothing fireplace. The first floor has a large primary bedroom, a full bath, a laundry room, and another room perfect for an office or bonus room. Upstairs are two spacious bedrooms and another full bathroom. The full basement is ideal for a workshop, featuring additional heat with a wood boiler and a walk-out exit. The 10 x 27 screened-in porch is ideal for family gatherings, and the expansive Trex decks, along with the alluring pool and hot tub, will create lasting memories. The location offers seclusion and accessibility, situated minutes from the historic Guilford Country store and Interstate 91. You will love coming home and never want to leave. Additional 2.8 +/- acreage available for $89,000 only with house purchase.

49 Oles Dr, Guilford

$350,000

3 Beds ⋅ 1 Baths ⋅ 5112317 MLS

3242 Tater Ln, Guilford

$325,000

Welcome to a bright, airy home that blends comfort, character, and convenience! Set on 1.26 acres of sunny lawn and wooded privacy, this four-bedroom, two-bath property offers inviting, freshly painted living spaces, central air, and efficient baseboard radiant heat. The living room features a welcoming fireplace, while the kitchen includes a woodstove setup and comes fully applianced with a dishwasher, refrigerator, gas stove, microwave, washer, and dryer. Upstairs, the primary bedroom makes a memorable impression with its vaulted ceiling and exposed brick chimney, adding warmth and architectural charm. Floors are easy to maintain light-toned vinyl planks with carpeted stairs for quiet. Practical features include a drilled well and town sewer, offering ease of ownership in a desirable setting. The location is especially convenient, just a short distance to Exit 1, making it easy to access nearby services, commuting routes, and local amenities. With character-filled details and a 1.26-acre setting, this property is ready to welcome its next owner.

4 Beds ⋅ 2 Baths ⋅ 5101085 MLS

Welcome to a bright, airy home that blends comfort, character, and convenience! Set on 1.26 acres of sunny lawn and wooded privacy, this four-bedroom, two-bath property offers inviting, freshly painted living spaces, central air, and efficient baseboard radiant heat. The living room features a welcoming fireplace, while the kitchen includes a woodstove setup and comes fully applianced with a dishwasher, refrigerator, gas stove, microwave, washer, and dryer. Upstairs, the primary bedroom makes a memorable impression with its vaulted ceiling and exposed brick chimney, adding warmth and architectural charm. Floors are easy to maintain light-toned vinyl planks with carpeted stairs for quiet. Practical features include a drilled well and town sewer, offering ease of ownership in a desirable setting. The location is especially convenient, just a short distance to Exit 1, making it easy to access nearby services, commuting routes, and local amenities. With character-filled details and a 1.26-acre setting, this property is ready to welcome its next owner.

36 Pauls Rd Unit 6-259, Guilford

$275,000

Discover a truly transformative living experience at here where modern architectural design meets the serene landscapes of Guilford, Vermont. This exceptional property features a permanent yurt conversion, meticulously crafted into a sophisticated single-family residence situated on a prime 1.5-acre parcel. The interior is characterized by soaring radial ceilings and an open-concept layout that feels both expansive and intimate. At the heart of the home, a high-efficiency pellet stove sits on a stone hearth providing a warm, grounding focal point for the main living area that is perfectly complemented by the rustic wooden beams and lattice-work walls. Ductless mini splits provide additional heat in the winter and a/c in the summer! The chef’s kitchen is a bold design statement, featuring striking cobalt blue cabinetry contrasted with sunny yellow accents, warm butcher-block countertops, and premium stainless steel appliances including a built-in wall oven and glass cooktop. Unlike traditional seasonal structures, this home is fully equipped for year-round permanent living, boasting a modern bathroom complete with a deep soaking tub, integrated laundry station with a stacked washer and dryer, and contemporary fixtures. The property also includes a versatile detached workshop or barn with a green metal roof, providing ample space for creative projects, storage, or a home studio. Whether you are seeking a peaceful full-time sanctuary or a world-class retreat, this Guilford gem offers an unparalleled opportunity to live within a piece of functional art. With its strategic location on Weatherhead Hollow Road, you enjoy the ultimate privacy of the Vermont countryside while remaining connected to the vibrant local community. Open House Sunday April 26th 12pm-2pm

1 Beds ⋅ 1 Baths ⋅ 5085145 MLS

Discover a truly transformative living experience at here where modern architectural design meets the serene landscapes of Guilford, Vermont. This exceptional property features a permanent yurt conversion, meticulously crafted into a sophisticated single-family residence situated on a prime 1.5-acre parcel. The interior is characterized by soaring radial ceilings and an open-concept layout that feels both expansive and intimate. At the heart of the home, a high-efficiency pellet stove sits on a stone hearth providing a warm, grounding focal point for the main living area that is perfectly complemented by the rustic wooden beams and lattice-work walls. Ductless mini splits provide additional heat in the winter and a/c in the summer! The chef’s kitchen is a bold design statement, featuring striking cobalt blue cabinetry contrasted with sunny yellow accents, warm butcher-block countertops, and premium stainless steel appliances including a built-in wall oven and glass cooktop. Unlike traditional seasonal structures, this home is fully equipped for year-round permanent living, boasting a modern bathroom complete with a deep soaking tub, integrated laundry station with a stacked washer and dryer, and contemporary fixtures. The property also includes a versatile detached workshop or barn with a green metal roof, providing ample space for creative projects, storage, or a home studio. Whether you are seeking a peaceful full-time sanctuary or a world-class retreat, this Guilford gem offers an unparalleled opportunity to live within a piece of functional art. With its strategic location on Weatherhead Hollow Road, you enjoy the ultimate privacy of the Vermont countryside while remaining connected to the vibrant local community. Open House Sunday April 26th 12pm-2pm

757 Weatherhead Hollow Rd, Guilford

106 Coolidge Highway Unit 6-276, Guilford

$200,000

Beautiful 1925 stucco Craftsman home needing TLC. Narrow strip oak flooring throughout, brick fireplace with original oak trim, original windows, beautiful oak staircase, arched doorways, dining room with enclosed porch, and a big country kitchen. There are many original features that make this property a great investment. The main house offers 2 sunny bedrooms; the adjacent finished apartment has another two. You could live in the apartment while you work on updating the house. You'll need to budget for insulating the walls, possible rewiring, renovating 2 bathrooms, plus cosmetics. If you have a business or need storage, there is a 24' x 34' barn with electricity and a large concrete parking lot. Once you see all that's here, you'll quickly realize your investment will yield a spacious and comfortable home with reliable income potential in a convenient Guilford location.

4 Beds ⋅ 3 Baths ⋅ 5101087 MLS

Beautiful 1925 stucco Craftsman home needing TLC. Narrow strip oak flooring throughout, brick fireplace with original oak trim, original windows, beautiful oak staircase, arched doorways, dining room with enclosed porch, and a big country kitchen. There are many original features that make this property a great investment. The main house offers 2 sunny bedrooms; the adjacent finished apartment has another two. You could live in the apartment while you work on updating the house. You'll need to budget for insulating the walls, possible rewiring, renovating 2 bathrooms, plus cosmetics. If you have a business or need storage, there is a 24' x 34' barn with electricity and a large concrete parking lot. Once you see all that's here, you'll quickly realize your investment will yield a spacious and comfortable home with reliable income potential in a convenient Guilford location.

106 Coolidge Highway Unit 6-276, Guilford

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