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Located in the small town of Underhill, this inviting renovated home captures the charm of country living. Sip your morning coffee on the wide front porch, then gather in a welcoming kitchen made for shared meals and good conversation. A primary suite offers a peaceful retreat, while three additional bedrooms provide space for guests, home offices, or creative pursuits. Thoughtfully renovated spaces and an easy flow make this home as comfortable as it is charming. Enjoy outdoor living on the covered back deck and stone patios, with the convenience of an attached two-car garage. A separate workshop with water and power offers possibilities for hobbies or an artist’s studio, while a nearby solar array adds to the property’s appeal. Easy to get to and hard to leave, this Underhill home is ready for your next chapter. Complete with your own solar panel on it, it owns a 12 x 60 3 sided shed

4 Beds ⋅ 4 Baths ⋅ 5114690 MLS

Located in the small town of Underhill, this inviting renovated home captures the charm of country living. Sip your morning coffee on the wide front porch, then gather in a welcoming kitchen made for shared meals and good conversation. A primary suite offers a peaceful retreat, while three additional bedrooms provide space for guests, home offices, or creative pursuits. Thoughtfully renovated spaces and an easy flow make this home as comfortable as it is charming. Enjoy outdoor living on the covered back deck and stone patios, with the convenience of an attached two-car garage. A separate workshop with water and power offers possibilities for hobbies or an artist’s studio, while a nearby solar array adds to the property’s appeal. Easy to get to and hard to leave, this Underhill home is ready for your next chapter. Complete with your own solar panel on it, it owns a 12 x 60 3 sided shed

8 Range Rd, Underhill

$1,490,000

A private Vermont retreat on over 40 acres in beautiful Underhill! This custom-built 4-bedroom, 5-bath home offers an incredible combination of privacy, space, and natural beauty, with mountain and wooded views throughout. Enjoy beautiful sunsets from the expansive deck overlooking the peaceful surroundings. Inside, the large, sun-filled living room opens to a modern kitchen, creating a wonderful space for everyday living and entertaining. A first-floor bedroom with its own bath offers flexibility for guests, while a spa area with an additional bath provides a relaxing escape. Upstairs, the spacious primary suite and two additional generously sized bedrooms enjoy beautiful mountain or woodland views. An attached two-car garage adds convenience, while the impressive heated barn features water access and lofted storage space, offering endless possibilities for hobbies, recreation, or additional storage. With over 40 acres to explore, this special property feels like your own private retreat. Enjoy the charm of Underhill's village center, incredible nearby hiking, biking, skiing, and year-round outdoor recreation. All this in one of Vermont's most sought-after towns, right in Chittenden County and convenient to Burlington and the area's ski resorts. A rare opportunity to enjoy acreage, privacy, and the very best of Vermont living!

4 Beds ⋅ 5 Baths ⋅ 5113645 MLS

A private Vermont retreat on over 40 acres in beautiful Underhill! This custom-built 4-bedroom, 5-bath home offers an incredible combination of privacy, space, and natural beauty, with mountain and wooded views throughout. Enjoy beautiful sunsets from the expansive deck overlooking the peaceful surroundings. Inside, the large, sun-filled living room opens to a modern kitchen, creating a wonderful space for everyday living and entertaining. A first-floor bedroom with its own bath offers flexibility for guests, while a spa area with an additional bath provides a relaxing escape. Upstairs, the spacious primary suite and two additional generously sized bedrooms enjoy beautiful mountain or woodland views. An attached two-car garage adds convenience, while the impressive heated barn features water access and lofted storage space, offering endless possibilities for hobbies, recreation, or additional storage. With over 40 acres to explore, this special property feels like your own private retreat. Enjoy the charm of Underhill's village center, incredible nearby hiking, biking, skiing, and year-round outdoor recreation. All this in one of Vermont's most sought-after towns, right in Chittenden County and convenient to Burlington and the area's ski resorts. A rare opportunity to enjoy acreage, privacy, and the very best of Vermont living!

66 Sugar Hl, Underhill

$680,900

To be built in a beautiful Underhill setting! Tucked away for privacy yet convenient to Underhill Village and Chittenden County, this thoughtfully designed new home offers the perfect combination of peaceful Vermont living and easy access to everything the area has to offer. Outdoor enthusiasts will love being just a quick trip to the mountains, with skiing, hiking, biking, and year-round recreation nearby. The proposed single-level home features an open-concept kitchen, dining, and great room, creating a bright and spacious gathering area. The primary suite is privately situated with its own bath and generous closet space, along with two additional bedrooms, mudroom, laundry, and an attached two-car garage. A welcoming covered front porch completes the design. The proposed plan can be modified or changed with mutual agreement. A rare opportunity to enjoy a brand-new home, privacy, and the beauty of Underhill while still being convenient to Burlington and the mountains.

3 Beds ⋅ 3 Baths ⋅ 5113017 MLS

To be built in a beautiful Underhill setting! Tucked away for privacy yet convenient to Underhill Village and Chittenden County, this thoughtfully designed new home offers the perfect combination of peaceful Vermont living and easy access to everything the area has to offer. Outdoor enthusiasts will love being just a quick trip to the mountains, with skiing, hiking, biking, and year-round recreation nearby. The proposed single-level home features an open-concept kitchen, dining, and great room, creating a bright and spacious gathering area. The primary suite is privately situated with its own bath and generous closet space, along with two additional bedrooms, mudroom, laundry, and an attached two-car garage. A welcoming covered front porch completes the design. The proposed plan can be modified or changed with mutual agreement. A rare opportunity to enjoy a brand-new home, privacy, and the beauty of Underhill while still being convenient to Burlington and the mountains.

7 Sugar Hl, Underhill

$495,000

Escape to your own private Vermont retreat on 18 beautiful acres in Underhill, where peaceful surroundings, mountain views, and endless opportunities to enjoy the outdoors await! Tucked into a picturesque wooded setting, this spacious 3–4 bedroom, 1.5-bath home offers the perfect combination of privacy, comfortable living, and a connection to nature. Inside, you'll find a welcoming living room with hardwood floors, abundant natural light, and plenty of space to relax or entertain. The generously sized kitchen offers ample cabinetry and counter space, while the adjoining dining room provides a wonderful gathering place for everyday meals and special occasions. Flexible living spaces offer options for a home office, guest room, or additional bedroom to suit your needs. Outside, the property truly shines with 18 acres of wooded land, trails to explore, and beautiful mountain views that change with the seasons. Enjoy morning coffee on the deck, evenings surrounded by nature, and the freedom that comes with owning your own expansive piece of Vermont. Additional features include a walkout lower level offering storage, workshop space, and possibilities for future improvements. Whether you're looking for a peaceful year-round residence, a country getaway, or simply more land and privacy, this property offers a rare opportunity to enjoy the Vermont lifestyle. Conveniently located within reach of Underhill, Jericho, Essex, and Burlington amenities, yet wonderfully removed from the hustle and bustle. Come explore the space, setting, and possibilities of 305 Poker Hill Road! CUFSH

3 Beds ⋅ 2 Baths ⋅ 5111652 MLS

Escape to your own private Vermont retreat on 18 beautiful acres in Underhill, where peaceful surroundings, mountain views, and endless opportunities to enjoy the outdoors await! Tucked into a picturesque wooded setting, this spacious 3–4 bedroom, 1.5-bath home offers the perfect combination of privacy, comfortable living, and a connection to nature. Inside, you'll find a welcoming living room with hardwood floors, abundant natural light, and plenty of space to relax or entertain. The generously sized kitchen offers ample cabinetry and counter space, while the adjoining dining room provides a wonderful gathering place for everyday meals and special occasions. Flexible living spaces offer options for a home office, guest room, or additional bedroom to suit your needs. Outside, the property truly shines with 18 acres of wooded land, trails to explore, and beautiful mountain views that change with the seasons. Enjoy morning coffee on the deck, evenings surrounded by nature, and the freedom that comes with owning your own expansive piece of Vermont. Additional features include a walkout lower level offering storage, workshop space, and possibilities for future improvements. Whether you're looking for a peaceful year-round residence, a country getaway, or simply more land and privacy, this property offers a rare opportunity to enjoy the Vermont lifestyle. Conveniently located within reach of Underhill, Jericho, Essex, and Burlington amenities, yet wonderfully removed from the hustle and bustle. Come explore the space, setting, and possibilities of 305 Poker Hill Road! CUFSH

305 Poker Hill Rd, Underhill

$955,000

Some homes feel as though they have always belonged to the land around them. 1 Sage Road is one of those rare places. Set on approximately 30.5 acres at the base of Mount Mansfield, this extraordinary Vermont property was hand built by its longtime owner, renowned local stonemason Matt Parisi, and has been loved since 1957. From the moment you arrive, the setting feels almost storybook: a stone carriage barn, the Mount Mansfield ridgeline beyond, and a full stone and brick masonry home that could never be replicated the same way today. Step inside and you are transported. Verde Antique marble from a Vermont quarry anchors the living room, where a wood-burning fireplace invites you to settle in. Locally sourced beams, stone gathered from Underhill and across Vermont, Tennessee marble floors with radiant electric heat, and a dramatic dining room with an exposed stone wall and fireplace give the home a timeless, old-world character. The main house feels part Vermont homestead, part European country retreat. Just beyond it, the carriage garage continues the magic with large windows, a half bath, laundry, and a private 1-bedroom apartment above with its own utilities. The land is every bit as extraordinary as the buildings. The home sits on a knoll overlooking a beautiful beaver pond before the property rises into enchanting woods that border Mount Mansfield State Forest, connecting you directly to thousands of acres of protected mountain landscape. Hike, ski, snowshoe, climb, explore, or simply wander from your own backyard, an exceptionally rare setting where the forest feels like an extension of home. This is more than a home. It is craftsmanship, history, landscape, and love woven together over generations, a legacy property ready for its next chapter.

4 Beds ⋅ 5 Baths ⋅ 5111327 MLS

Some homes feel as though they have always belonged to the land around them. 1 Sage Road is one of those rare places. Set on approximately 30.5 acres at the base of Mount Mansfield, this extraordinary Vermont property was hand built by its longtime owner, renowned local stonemason Matt Parisi, and has been loved since 1957. From the moment you arrive, the setting feels almost storybook: a stone carriage barn, the Mount Mansfield ridgeline beyond, and a full stone and brick masonry home that could never be replicated the same way today. Step inside and you are transported. Verde Antique marble from a Vermont quarry anchors the living room, where a wood-burning fireplace invites you to settle in. Locally sourced beams, stone gathered from Underhill and across Vermont, Tennessee marble floors with radiant electric heat, and a dramatic dining room with an exposed stone wall and fireplace give the home a timeless, old-world character. The main house feels part Vermont homestead, part European country retreat. Just beyond it, the carriage garage continues the magic with large windows, a half bath, laundry, and a private 1-bedroom apartment above with its own utilities. The land is every bit as extraordinary as the buildings. The home sits on a knoll overlooking a beautiful beaver pond before the property rises into enchanting woods that border Mount Mansfield State Forest, connecting you directly to thousands of acres of protected mountain landscape. Hike, ski, snowshoe, climb, explore, or simply wander from your own backyard, an exceptionally rare setting where the forest feels like an extension of home. This is more than a home. It is craftsmanship, history, landscape, and love woven together over generations, a legacy property ready for its next chapter.

1 Sage Rd, Underhill

$525,000

Set on 12 picturesque acres in Underhill, this beautifully updated Vermont farmhouse blends classic character with modern comfort, all surrounded by peaceful views, open lawn, wooded acreage, and established trails. Inside, the open first floor is warm and inviting with hardwood floors, exposed wood beams, natural light, and unique details throughout. The cozy living room is a natural gathering place, centered around a wood stove with a beautiful stone surround. The newly renovated kitchen features stainless steel appliances, stone countertops, wood cabinetry, and a spacious walk-in pantry. Just off the kitchen, the dining area offers easy indoor-outdoor living with access to both an enclosed rear porch and open back deck. Down the hall, a large bonus room provides flexible space for a home office, recreation room, or studio. An adjoining utility and workshop area includes a second wood stove, while a half bath with laundry and a convenient mudroom complete the first floor. Upstairs, the oversized primary bedroom features a newly renovated en-suite 3/4 bath. Two additional bedrooms enjoy beautiful views, with a full hall bath nearby. Outside, the 12-acre setting offers large lawn areas, wooded acreage, established trails, and plenty of space for gardening, recreation, or simply enjoying the outdoors. A storage shed adds convenience for tools and equipment. A new septic system in 2025 provides peace of mind. Close to local trails, hiking, skiing, mountain recreation, Underhill amenities, and the nearby town of Cambridge, this special property offers the space, character, and Vermont lifestyle you have been looking for.

3 Beds ⋅ 3 Baths ⋅ 5108700 MLS

Set on 12 picturesque acres in Underhill, this beautifully updated Vermont farmhouse blends classic character with modern comfort, all surrounded by peaceful views, open lawn, wooded acreage, and established trails. Inside, the open first floor is warm and inviting with hardwood floors, exposed wood beams, natural light, and unique details throughout. The cozy living room is a natural gathering place, centered around a wood stove with a beautiful stone surround. The newly renovated kitchen features stainless steel appliances, stone countertops, wood cabinetry, and a spacious walk-in pantry. Just off the kitchen, the dining area offers easy indoor-outdoor living with access to both an enclosed rear porch and open back deck. Down the hall, a large bonus room provides flexible space for a home office, recreation room, or studio. An adjoining utility and workshop area includes a second wood stove, while a half bath with laundry and a convenient mudroom complete the first floor. Upstairs, the oversized primary bedroom features a newly renovated en-suite 3/4 bath. Two additional bedrooms enjoy beautiful views, with a full hall bath nearby. Outside, the 12-acre setting offers large lawn areas, wooded acreage, established trails, and plenty of space for gardening, recreation, or simply enjoying the outdoors. A storage shed adds convenience for tools and equipment. A new septic system in 2025 provides peace of mind. Close to local trails, hiking, skiing, mountain recreation, Underhill amenities, and the nearby town of Cambridge, this special property offers the space, character, and Vermont lifestyle you have been looking for.

23 Covey Rd, Underhill

$805,000

OPEN HOUSE OCT 24 12:00-2:00. Welcome to your own private Vermont retreat in beautiful Underhill! Set on 10.51 peaceful acres, this distinctive property blends privacy, recreation, and amenities that make staying home feel like a getaway. Enjoy movie nights in the dedicated theater room, unwind in the indoor hot tub, work out in the exercise space, or head outside for a game on your private basketball court. Explore the surrounding woods, pick fresh blueberries and grapes from well established bushes and vines, or simply relax and enjoy the peaceful setting. Warm wood details and unique architectural features add character throughout, while the generous layout offers flexibility for family, guests, hobbies, working from home, and entertaining. An attached two-car garage adds convenience and storage. Underhill is loved for its quintessential Vermont setting, strong community connections, and highly regarded schools. MMU High School offers a strong academic foundation along with successful athletic and extracurricular programs, providing an exceptional public-school experience close to home. With Mount Mansfield and Underhill State Park nearby, hiking, skiing, biking, and year-round adventure are at your doorstep, all within convenient reach of Essex and Burlington. Privacy, recreation, community, and 10+ acres, this one is anything but ordinary.

4 Beds ⋅ 3 Baths ⋅ 5108385 MLS

OPEN HOUSE OCT 24 12:00-2:00. Welcome to your own private Vermont retreat in beautiful Underhill! Set on 10.51 peaceful acres, this distinctive property blends privacy, recreation, and amenities that make staying home feel like a getaway. Enjoy movie nights in the dedicated theater room, unwind in the indoor hot tub, work out in the exercise space, or head outside for a game on your private basketball court. Explore the surrounding woods, pick fresh blueberries and grapes from well established bushes and vines, or simply relax and enjoy the peaceful setting. Warm wood details and unique architectural features add character throughout, while the generous layout offers flexibility for family, guests, hobbies, working from home, and entertaining. An attached two-car garage adds convenience and storage. Underhill is loved for its quintessential Vermont setting, strong community connections, and highly regarded schools. MMU High School offers a strong academic foundation along with successful athletic and extracurricular programs, providing an exceptional public-school experience close to home. With Mount Mansfield and Underhill State Park nearby, hiking, skiing, biking, and year-round adventure are at your doorstep, all within convenient reach of Essex and Burlington. Privacy, recreation, community, and 10+ acres, this one is anything but ordinary.

425 Poker Hill Rd, Underhill

$465,000

Set on a peaceful dead-end road in the Village of Underhill Center, this 1870 farmhouse offers character, space, and plenty of opportunity to make it your own. Situated on 1.41 acres, the property feels much larger than its footprint, with an expansive backyard and plenty of open space to enjoy. Inside, the three-bedroom, two-bathroom home blends original charm with updates completed over the years, while leaving room for the next owner to add their own style and finishing touches. The kitchen offers an abundance of cabinetry and a window above the sink overlooking the backyard. Wood flooring can be found throughout the den, living room, and bedrooms, adding warmth and character to the home. A first-floor bedroom with dual closets is conveniently located off the living room, also on the first floor is a ¾ bathroom with laundry. Upstairs are two additional bedrooms and another ¾ bathroom. The landing at the top of the stairs provides a versatile bonus space that would be ideal for a home office or reading nook. A new sliding glass door opens to the back deck overlooking the spacious yard, creating a great spot to relax, entertain, and enjoy. The full basement houses the utilities and provides plenty of additional storage as well as a one-car garage well suited for a smaller vehicle, lawn equipment, or recreational toys. Adding even more versatility to the property is an impressive 24’ x 60’ barn complete with its own driveway, electricity, insulation, and 12-foot ceilings. Whether you’re looking for a workshop, space for hobbies, equipment, or recreational toys, or simply an abundance of storage, the barn offers plenty of possibilities. With its village setting, expansive outdoor space, farmhouse character, and exceptional outbuilding, this Underhill Center property is ready for its next chapter. Roughly 30 minutes to attractions like Mount Mansfield, Burlington, and Williston.

3 Beds ⋅ 2 Baths ⋅ 5106760 MLS

Set on a peaceful dead-end road in the Village of Underhill Center, this 1870 farmhouse offers character, space, and plenty of opportunity to make it your own. Situated on 1.41 acres, the property feels much larger than its footprint, with an expansive backyard and plenty of open space to enjoy. Inside, the three-bedroom, two-bathroom home blends original charm with updates completed over the years, while leaving room for the next owner to add their own style and finishing touches. The kitchen offers an abundance of cabinetry and a window above the sink overlooking the backyard. Wood flooring can be found throughout the den, living room, and bedrooms, adding warmth and character to the home. A first-floor bedroom with dual closets is conveniently located off the living room, also on the first floor is a ¾ bathroom with laundry. Upstairs are two additional bedrooms and another ¾ bathroom. The landing at the top of the stairs provides a versatile bonus space that would be ideal for a home office or reading nook. A new sliding glass door opens to the back deck overlooking the spacious yard, creating a great spot to relax, entertain, and enjoy. The full basement houses the utilities and provides plenty of additional storage as well as a one-car garage well suited for a smaller vehicle, lawn equipment, or recreational toys. Adding even more versatility to the property is an impressive 24’ x 60’ barn complete with its own driveway, electricity, insulation, and 12-foot ceilings. Whether you’re looking for a workshop, space for hobbies, equipment, or recreational toys, or simply an abundance of storage, the barn offers plenty of possibilities. With its village setting, expansive outdoor space, farmhouse character, and exceptional outbuilding, this Underhill Center property is ready for its next chapter. Roughly 30 minutes to attractions like Mount Mansfield, Burlington, and Williston.

8 Krug Rd, Underhill

$699,000

Seize this rare chance to own a custom-built sanctuary on 17 stunning acres in the heart of Underhill. This home is the perfect blend of unmatched peace and privacy with every modern comfort. From the moment you arrive, you’ll feel the serenity of your surroundings, set well back from the road to offer true seclusion. Step inside and you’ll immediately be greeted by soaring ceilings and an open-concept main living area, thoughtfully designed for both everyday living and effortless entertaining. Oversized windows bathe the space in natural light while perfectly framing panoramic Green Mountain views. The well-appointed kitchen flows seamlessly into the living and dining areas. The home features 3 spacious bedrooms on the second floor for comfort and functionality. A walk-out, partially finished basement offers flexible space for a home gym, office, or future family room, ready for your customization. A two-car garage adds convenience, and the 17-acre lot invites endless possibilities for gardening, hiking, or simply enjoying the wildlife. This is the ultimate opportunity for buyers seeking space, views, and seclusion. Properties offering this combination of custom quality and acreage in Underhill will not last! Come experience this remarkable Vermont paradise. Schedule your showing TODAY!

4 Beds ⋅ 3 Baths ⋅ 5104544 MLS

Seize this rare chance to own a custom-built sanctuary on 17 stunning acres in the heart of Underhill. This home is the perfect blend of unmatched peace and privacy with every modern comfort. From the moment you arrive, you’ll feel the serenity of your surroundings, set well back from the road to offer true seclusion. Step inside and you’ll immediately be greeted by soaring ceilings and an open-concept main living area, thoughtfully designed for both everyday living and effortless entertaining. Oversized windows bathe the space in natural light while perfectly framing panoramic Green Mountain views. The well-appointed kitchen flows seamlessly into the living and dining areas. The home features 3 spacious bedrooms on the second floor for comfort and functionality. A walk-out, partially finished basement offers flexible space for a home gym, office, or future family room, ready for your customization. A two-car garage adds convenience, and the 17-acre lot invites endless possibilities for gardening, hiking, or simply enjoying the wildlife. This is the ultimate opportunity for buyers seeking space, views, and seclusion. Properties offering this combination of custom quality and acreage in Underhill will not last! Come experience this remarkable Vermont paradise. Schedule your showing TODAY!

27 Hidden View Rd, Underhill

$484,000

Tucked away on a peaceful 2.4 acre lot in the heart of Underhill, this charming contemporary 3-bedroom, 2-bath home offers the perfect blend of comfort, character, and move-in-ready ease. Surrounded by nature and nestled within one of Vermont's most beloved communities, this is a place where you can truly slow down and enjoy the lifestyle you've been searching for. Step inside to a bright, open-concept floor plan designed for both everyday living and entertaining. Beautiful maple hardwood floors span the main living area, while soaring vaulted ceilings, overhead skylights, and abundant natural light create a warm, airy atmosphere. The kitchen features a peninsula overlooking the dining area, making it easy to stay connected while preparing meals. Sliding glass doors lead to the back deck, offering the perfect setting for morning coffee, summer barbecues, or relaxing evenings surrounded by nature. A first-floor bedroom and full bathroom provide flexible living options. Upstairs, you'll find two spacious bedrooms, a second full bathroom, and brand-new carpeting throughout. The partially finished lower level expands your living space with a generous family room, built-in shelving, & plenty of room for recreation, hobbies, or a home office. An unfinished utility area provides additional storage and laundry space. *Bonus -New Boiler! To be installed in Nov. Outside, enjoy a private yard with plenty of lawn for gardening, pets, or play, along with an attached two-car garage for added convenience. Beyond the property, you'll love becoming part of Underhill's vibrant community, known for its local farmers markets, Food Truck Fridays, neighborhood hardware store, and favorite local pizza shop. Outdoor enthusiasts will appreciate easy access to Smugglers' Notch Resort, nearby state parks, hiking, biking, and year-round recreation. Thoughtfully updated throughout and truly move-in ready, this home offers the perfect balance of peaceful country living and everyday convenience.

3 Beds ⋅ 2 Baths ⋅ 5104207 MLS

Tucked away on a peaceful 2.4 acre lot in the heart of Underhill, this charming contemporary 3-bedroom, 2-bath home offers the perfect blend of comfort, character, and move-in-ready ease. Surrounded by nature and nestled within one of Vermont's most beloved communities, this is a place where you can truly slow down and enjoy the lifestyle you've been searching for. Step inside to a bright, open-concept floor plan designed for both everyday living and entertaining. Beautiful maple hardwood floors span the main living area, while soaring vaulted ceilings, overhead skylights, and abundant natural light create a warm, airy atmosphere. The kitchen features a peninsula overlooking the dining area, making it easy to stay connected while preparing meals. Sliding glass doors lead to the back deck, offering the perfect setting for morning coffee, summer barbecues, or relaxing evenings surrounded by nature. A first-floor bedroom and full bathroom provide flexible living options. Upstairs, you'll find two spacious bedrooms, a second full bathroom, and brand-new carpeting throughout. The partially finished lower level expands your living space with a generous family room, built-in shelving, & plenty of room for recreation, hobbies, or a home office. An unfinished utility area provides additional storage and laundry space. *Bonus -New Boiler! To be installed in Nov. Outside, enjoy a private yard with plenty of lawn for gardening, pets, or play, along with an attached two-car garage for added convenience. Beyond the property, you'll love becoming part of Underhill's vibrant community, known for its local farmers markets, Food Truck Fridays, neighborhood hardware store, and favorite local pizza shop. Outdoor enthusiasts will appreciate easy access to Smugglers' Notch Resort, nearby state parks, hiking, biking, and year-round recreation. Thoughtfully updated throughout and truly move-in ready, this home offers the perfect balance of peaceful country living and everyday convenience.

36 Timber Rdg, Underhill

$569,000

This beautifully renovated 1840s farmhouse offers the character and charm of a historic Vermont home with the comfort of modern living. Set on 1 acre in Underhill, this warm and welcoming home features four bedrooms, two full baths, large rooms, and an inviting country kitchen with a gas range, center island, abundant cabinetry, and a full walk-in pantry. Charming built-ins and other original details remain throughout the home, complemented by tile and cherry hardwood floors. A dedicated office/study provides a quiet space for working from home, hobbies, or additional flexibility. Outside, enjoy established perennial gardens, a 1-car attached garage, and a spacious 2-bay garage/barn offering plenty of room for hobbies, storage, a workshop, or animals. With town water and a picturesque 1-acre setting, this special property offers a wonderful combination of Vermont farmhouse charm, thoughtful renovations, and everyday comfort. Move-in ready and full of character, this is a rare opportunity to enjoy the charm of an historic Vermont farmhouse with the space and versatility today’s buyers are looking for. Enjoy the peacefulness of a country setting while being conveniently located near Jericho Village and the Riverside community, with nearby schools, Jericho Market, Mills Riverside Park, the Deborah Rawson Memorial Library, hiking trails, and other community amenities. Outdoor enthusiasts will appreciate the close proximity to the trails and recreation of Mount Mansfield State Forest, with skiing and year-round outdoor adventures also nearby.

4 Beds ⋅ 2 Baths ⋅ 5100743 MLS

This beautifully renovated 1840s farmhouse offers the character and charm of a historic Vermont home with the comfort of modern living. Set on 1 acre in Underhill, this warm and welcoming home features four bedrooms, two full baths, large rooms, and an inviting country kitchen with a gas range, center island, abundant cabinetry, and a full walk-in pantry. Charming built-ins and other original details remain throughout the home, complemented by tile and cherry hardwood floors. A dedicated office/study provides a quiet space for working from home, hobbies, or additional flexibility. Outside, enjoy established perennial gardens, a 1-car attached garage, and a spacious 2-bay garage/barn offering plenty of room for hobbies, storage, a workshop, or animals. With town water and a picturesque 1-acre setting, this special property offers a wonderful combination of Vermont farmhouse charm, thoughtful renovations, and everyday comfort. Move-in ready and full of character, this is a rare opportunity to enjoy the charm of an historic Vermont farmhouse with the space and versatility today’s buyers are looking for. Enjoy the peacefulness of a country setting while being conveniently located near Jericho Village and the Riverside community, with nearby schools, Jericho Market, Mills Riverside Park, the Deborah Rawson Memorial Library, hiking trails, and other community amenities. Outdoor enthusiasts will appreciate the close proximity to the trails and recreation of Mount Mansfield State Forest, with skiing and year-round outdoor adventures also nearby.

8 Dumas Rd, Underhill

$695,000

Unleash your development vision on 100+/- contiguous, rolling, wooded acres in the highly desirable town of Underhill, VT. With 15-acre minimum per lot, the expansive property presents a flawless canvas for a residential subdivision of 4 to 5 stunning luxury estate lots, a multi-generational family compound, or a peaceful intentional community geared toward spiritual awakening and outdoor connection. This premier land parcel is not enrolled in the Vermont Current Use program, freeing you from land management planning requirements, or costly exit penalties. A spectacular 1,900-foot private driveway is already in place, winding past a serene brook and massive pines to provide ready-made access to the interior acreage. Grid power and high-speed internet are available at the street, located just 1,900 feet from the existing structure. This solid, semi-finished timber frame residence offers immediate utility as a project headquarters, temporary basecamp, or future guest house while you build. 3-BR residential installed septic, drilled Well, Solar System, radiant heat. Beyond development, the land offers established trails for hiking, exceptional private hunting, and an active small-scale hobby sugaring operation amid a thriving northern hardwood forest. Enjoy complete, absolute seclusion just 20 minutes from Essex shopping and 40 minutes from Burlington International Airport and UVM Medical Center.

5093971 MLS

Unleash your development vision on 100+/- contiguous, rolling, wooded acres in the highly desirable town of Underhill, VT. With 15-acre minimum per lot, the expansive property presents a flawless canvas for a residential subdivision of 4 to 5 stunning luxury estate lots, a multi-generational family compound, or a peaceful intentional community geared toward spiritual awakening and outdoor connection. This premier land parcel is not enrolled in the Vermont Current Use program, freeing you from land management planning requirements, or costly exit penalties. A spectacular 1,900-foot private driveway is already in place, winding past a serene brook and massive pines to provide ready-made access to the interior acreage. Grid power and high-speed internet are available at the street, located just 1,900 feet from the existing structure. This solid, semi-finished timber frame residence offers immediate utility as a project headquarters, temporary basecamp, or future guest house while you build. 3-BR residential installed septic, drilled Well, Solar System, radiant heat. Beyond development, the land offers established trails for hiking, exceptional private hunting, and an active small-scale hobby sugaring operation amid a thriving northern hardwood forest. Enjoy complete, absolute seclusion just 20 minutes from Essex shopping and 40 minutes from Burlington International Airport and UVM Medical Center.

211 Poker Hill Rd, Underhill

$695,000

Escape to your own private sanctuary on 100 sprawling, wooded acres in Underhill, widely considered one of Vermont’s most desirable and scenic towns. Your journey begins with a 1,900-foot private driveway that winds through giant pines and meanders across a tranquil brook, finally breaking through to a lush northern hardwood forest. This expansive property offers the rare combination of absolute seclusion and convenient proximity, located just 40 minutes from Burlington’s international airport and UVM Medical Center, and only 20 minutes from the shopping and dining of Essex. Large, private acreage of this caliber is an exceptional find in Chittenden County. The heart of the property features a classic, semi-finished timber frame residence crafted with traditional wooden pins, massive timbers, and soaring vaulted ceilings. While the current family has cherished this three-bedroom, two-bath home for years, it offers incredible versatility for the next owner. Use it as a primary residence, a rustic getaway, or a high-end hunting lodge. Alternatively, you can transform the existing structure into a premium workshop, garage, or guest house while you build a custom dream home on the small rise just behind the site, which promises stunning eastern and western views of the rolling Vermont hills. Equipped for comfort and self-sufficiency, the home features radiant floor heating, a whole-house solar system with battery storage, and a backup generator. Infrastructure includes a drilled well and a 3-bedroom septic system. For those who prefer to connect, grid power and high-speed internet are available at the start of the driveway. This property provides the perfect canvas for your imagination.

3 Beds ⋅ 2 Baths ⋅ 5086580 MLS

Escape to your own private sanctuary on 100 sprawling, wooded acres in Underhill, widely considered one of Vermont’s most desirable and scenic towns. Your journey begins with a 1,900-foot private driveway that winds through giant pines and meanders across a tranquil brook, finally breaking through to a lush northern hardwood forest. This expansive property offers the rare combination of absolute seclusion and convenient proximity, located just 40 minutes from Burlington’s international airport and UVM Medical Center, and only 20 minutes from the shopping and dining of Essex. Large, private acreage of this caliber is an exceptional find in Chittenden County. The heart of the property features a classic, semi-finished timber frame residence crafted with traditional wooden pins, massive timbers, and soaring vaulted ceilings. While the current family has cherished this three-bedroom, two-bath home for years, it offers incredible versatility for the next owner. Use it as a primary residence, a rustic getaway, or a high-end hunting lodge. Alternatively, you can transform the existing structure into a premium workshop, garage, or guest house while you build a custom dream home on the small rise just behind the site, which promises stunning eastern and western views of the rolling Vermont hills. Equipped for comfort and self-sufficiency, the home features radiant floor heating, a whole-house solar system with battery storage, and a backup generator. Infrastructure includes a drilled well and a 3-bedroom septic system. For those who prefer to connect, grid power and high-speed internet are available at the start of the driveway. This property provides the perfect canvas for your imagination.

211 Poker Hill Rd, Underhill

$995,000

Fantastic, turn-key 6-unit commercial building in the center of Underhill's charming downtown. Fully rented with annual leases featuring off-street parking, accessory barn, and many updates throughout this historic and charming town icon. Long-term commercial tenant and residential tenants make this a diverse addition to any portfolio. Each unit has in-unit laundry, 2 off-street parking spaces, updated appliances, and charming features. Tenant pays electricity, hot water, and internet. Landlord pays heat, trash, water, and yard/driveway maintenance.

5083930 MLS

Fantastic, turn-key 6-unit commercial building in the center of Underhill's charming downtown. Fully rented with annual leases featuring off-street parking, accessory barn, and many updates throughout this historic and charming town icon. Long-term commercial tenant and residential tenants make this a diverse addition to any portfolio. Each unit has in-unit laundry, 2 off-street parking spaces, updated appliances, and charming features. Tenant pays electricity, hot water, and internet. Landlord pays heat, trash, water, and yard/driveway maintenance.

1 Park St, Underhill

$205,000

Rare opportunity to build in the established Homestead Acres neighborhood on Sugar Hill in Underhill, with an approved four bedroom wastewater permit already in place. This private 2.5 acre wooded lot is tucked into a quiet, residential setting known for its rural character, scenic surroundings, and strong sense of community. Homes in this area enjoy privacy, natural landscapes, and convenient access to outdoor recreation, including hiking, skiing, and trail networks near Mount Mansfield, Vermont’s highest peak. The setting offers an excellent opportunity to create a custom home in a peaceful, nature focused location while still enjoying proximity to local farms, markets, and small town amenities. Sugar Hill is distinct, offering wooded lots and a true connection to the surrounding countryside an exceptional setting for those seeking privacy, outdoor access, and authentic Vermont living.

5073459 MLS

Rare opportunity to build in the established Homestead Acres neighborhood on Sugar Hill in Underhill, with an approved four bedroom wastewater permit already in place. This private 2.5 acre wooded lot is tucked into a quiet, residential setting known for its rural character, scenic surroundings, and strong sense of community. Homes in this area enjoy privacy, natural landscapes, and convenient access to outdoor recreation, including hiking, skiing, and trail networks near Mount Mansfield, Vermont’s highest peak. The setting offers an excellent opportunity to create a custom home in a peaceful, nature focused location while still enjoying proximity to local farms, markets, and small town amenities. Sugar Hill is distinct, offering wooded lots and a true connection to the surrounding countryside an exceptional setting for those seeking privacy, outdoor access, and authentic Vermont living.

Lot 48 Sugar, Underhill

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