Underhill Real Estate

Welcome to Underhill, Vermont—a picturesque gem nestled in the heart of Chittenden County. This enchanting town is a perfect blend of natural beauty, rich history, and a tight-knit community, making it an ideal place for those seeking a tranquil lifestyle in the Green Mountain State.

Surrounded by breathtaking landscapes, Underhill boasts stunning views of the Green Mountains, offering residents and visitors alike a plethora of outdoor activities. Whether you enjoy hiking the scenic trails of Mount Mansfield or indulging in winter sports at nearby resorts, Underhill is a haven for nature lovers and adventure seekers. The lush forests and serene rivers provide endless opportunities for fishing, kayaking, and exploring the great outdoors.

Underhill is not just about its stunning scenery; it also has a vibrant community spirit. The town hosts various local events throughout the year, including farmers' markets, seasonal festivals, and community gatherings that foster connections among residents. With a strong emphasis on preserving its historical charm, Underhill features quaint architecture and friendly neighborhoods that invite you to explore.

Families will appreciate the excellent schools and safe environment that Underhill offers, making it a wonderful place to raise children. The town's proximity to Burlington, just a short drive away, ensures that residents have easy access to urban amenities while still enjoying the peace and tranquility of rural living.

In Underhill, you’ll discover a harmonious blend of nature, community, and history—a place where you can truly feel at home. Come explore the charm of Underhill, and find your perfect piece of Vermont paradise!

Newest Listings in Underhill

$549,000

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

$835,000

4 Beds ⋅ 3 Baths ⋅ 5108385 MLS

OPEN HOUSE SEPTEMBER 13 1:00-3:00. 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

$475,000

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

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

$525,000

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, and plenty of room for recreation, hobbies, or a home office. An unfinished utility area provides additional storage and laundry space. 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

$375,000

1 Beds ⋅ 1 Baths ⋅ 5103846 MLS

An entirely unique and rare opportunity to own a charming Vermont camp nestled along the tranquil banks of The Waugh Brook. The soothing sound of flowing water creates the perfect backdrop for this peaceful retreat, where nature takes center stage and every season offers its own beauty. Whether you're enjoying your morning coffee overlooking the brook, spending afternoons exploring the surrounding woods, or relaxing beside a campfire under the stars, this special property invites you to slow down and embrace Vermont's outdoor lifestyle. Ideal as a seasonal getaway or a place to create generations of cherished memories, this enchanting camp offers privacy, serenity, and a setting that is increasingly difficult to find. A true hidden gem, where the beauty of Waugh Brook and the surrounding landscape combine to create an unforgettable escape from the everyday.

86 Deane Rd, Underhill

$505,000

4 Beds ⋅ 2 Baths ⋅ 5101200 MLS

This modest country home sits on an impressive 18+ acre lot filled with maples, pines, blueberry bushes, and mountain views. A right-of-way provides exceptional privacy, while the cozy layout of the home brings everyone together. The expansive property offers ample room for activities like hiking, snowshoeing, sledding, gardening, a maple sugaring operation or small farm... the list goes on. It features two decks, a walkout basement ready to be finished, plus four bedrooms and 1.5 baths. The property also includes lush flower gardens, historic stone walls, and cleared land for lawn games. The current owners have cherished this property as a family for 40 years, and it is now ready for a new owner to renovate, customize, and create their own lasting legacy.

305 Poker Hill Rd, Underhill

$675,000

3 Beds ⋅ 3 Baths ⋅ 5101132 MLS

New construction in the established Homestead Acres neighborhood on Sugar Hill in Underhill! This thoughtfully designed 3-bedroom, 2.5-bath Colonial offers the perfect blend of comfort, style, and Vermont charm. Set on a private 2.5-acre wooded lot, the home features a welcoming full front porch, attached two-car garage, and an open-concept floor plan ideal for both entertaining and everyday living. The first-floor primary suite offers convenience and privacy with a walk-in closet and en suite bath, while the spacious kitchen, dining, and living areas flow seamlessly together. Upstairs, you'll find two generously sized bedrooms, including one with a walk-in closet, a large full bath, and a flexible bonus space perfect for a mudroom, office, or additional storage. Nestled in a quiet residential neighborhood known for its rural character and strong sense of community, Homestead Acres offers easy access to hiking, skiing, and trail networks near Mount Mansfield, along with nearby farms, markets, and local amenities. Enjoy the best of Vermont living in a peaceful, nature-filled setting just minutes from adventure.

7 Sugar Hill Rd, Underhill

$569,000

3 Beds ⋅ 3 Baths ⋅ 5101122 MLS

Welcome to this contemporary mountain retreat 20 Minutes from Smuggler's Notch and 30 Minutes to Burlington. Offering a mountain lifestyle with four-season recreation to Skiing, Hiking in your reach to Mount Mansfield. With Mount Mansfield views this home offers vaulted wood beam ceilings. Updated modern light fixtures, second floor balcony, flexible bonus space. The home offers a bathroom on each level with full baths on the first the second floors and a half bath in the finished basement. Beautiful wrap-around deck off the living room with ample space to enjoy. The sellers have many peace of mind updates being offered to the new owners new insulated stainless steel chimney liners on both wood stove and boiler systems. Two new heating oil tanks, recently serviced septic. Cozy gas fireplace off the living room/ dining room, wood stove in the basement with ease of walk out entry. Lower deck with Cord wood stacking area with updated care to all decks. Along with options for oil/ boiler heating for this home to offer the best of all options. Separate two car garage. Manicured gardens and mature landscape along with an outdoor shed and fire pit to finish the yard is ready for you! Move in Ready!

12 Hawk Rdg, Underhill

$584,900

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

$375,000

3 Beds ⋅ 1 Baths ⋅ 5097754 MLS

Opportunity awaits at this charming Vermont farmhouse set on approximately 2 private acres in a scenic Underhill location with beautiful mountain views. Whether you're searching for an affordable move-in-ready home you can enjoy immediately or the perfect property to renovate and make your own, 63 River Road offers exceptional potential. The spacious layout features over 1,900 square feet with three bedrooms, large gathering spaces, and a welcoming country kitchen with large walk-in pantry, abundant cabinetry, generous counter space, and room for casual dining. A covered front porch provides the perfect spot to relax and take in the surrounding landscape, while exposed beams, hardwood floors, built-ins, and a classic brick hearth add warmth and character throughout. Flexible living areas create space for entertaining, hobbies, a home office, or multi-generational living. Outside, the detached outbuilding offers additional storage or workshop possibilities, and the open yard provides room for gardens, recreation, or simply enjoying the peaceful setting. The home has been refreshed enough to make it a comfortable turnkey option while still presenting an outstanding opportunity for cosmetic updates that can build instant equity. Walking distance to 2 grocery stores, elementary schools, library, dance studio, post office and the Mills Riverside Park (walking trails, weekly farmer’s market and concerts). Bring your ideas and transform this well-loved property into the Vermont home you've always envisioned. Conveniently located just minutes from Underhill State Park, hiking trails, and an easy commute to Essex, Jericho, Burlington, and Smugglers' Notch, this property combines small-town charm, natural beauty, and convenience. If you've been waiting for a home with solid bones, inspiring views, and endless possibilities, this is the canvas you've been looking for.

63 River Rd, Underhill

$695,000

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

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