Underhill Real Estate

Welcome to Underhill, a charming town nestled in the heart of Chittenden County, Vermont. Known for its picturesque landscapes and tight-knit community, Underhill offers a serene and peaceful setting for those looking to escape the hustle and bustle of city life.

With its close proximity to the Green Mountains, outdoor enthusiasts will find plenty of opportunities for hiking, skiing, and exploring the natural beauty that surrounds the town. Underhill is also home to a variety of local shops, restaurants, and community events, providing residents with everything they need right at their fingertips.

The real estate market in Underhill offers a mix of historic homes, modern developments, and spacious properties with stunning mountain views. Whether you're looking for a cozy cabin in the woods or a family-friendly neighborhood, Underhill has something to offer for everyone.

If you're searching for a peaceful retreat in a close-knit community with access to outdoor adventures, Underhill, Vermont, is the perfect place to call home. Let us help you find your dream property in this idyllic town.

Newest Listings in Underhill

$505,000

4 Beds ⋅ 2 Baths ⋅ 5101200 MLS

If you're interested in privacy and nature, and/or you're worried about the zombie apocalypse, this modest country home is for you. Surrounded by thick woods, historic stone walls, blueberry bushes, perennials and 18+ acres of the great outdoors, this 4 bedroom, 1.5 bath home is accessed via a deeded, private right-of-way. Lovingly maintained by the original owners since 1986 and priced below the recent town assessment, this property is within a short drive to amenities and community: just moments from the Poker Hill School, the Underhill town center, Jericho and Essex. From your front door to downtown Burlington in about 30 minutes. If you've still got your braaaains and a secret Vermont oasis is what you're looking for, you've found it!

305 Poker Hill Rd, Underhill

$685,000

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

$599,000

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

$689,000

5 Beds ⋅ 3 Baths ⋅ 5099881 MLS

Set on nearly 13 picturesque acres of rolling fields and woodlands, this classic Vermont farmhouse offers the perfect blend of timeless character, modern comfort, and exceptional opportunity. Complete with two permitted 3± acre lots, a spring-fed pond, in-ground pool, dual solar trackers, and a massive two-story barn, this remarkable property is ready to accommodate your dreams. A beautifully landscaped entry welcomes you into the expansive sunroom, where slate tile flooring, a beadboard ceiling, and walls of windows fill the space with natural light. The adjoining eat-in kitchen features a massive center island overlooking the cozy den with a Hearthstone wood stove. Entertain with ease in the formal dining room with nearby access to the covered porch, an ideal setting for relaxing summer evenings. Hardwood floors flow through the adjacent family and living rooms, where a newer Harmon pellet stove provides additional warmth, while a first-floor office or optional bedroom adds flexibility. Upstairs, the spacious primary suite features a wall of windows, a wood-burning fireplace, and an en suite bath. Four additional bedrooms with original wide-board pine flooring, an updated full bath, and a charming reading nook provide abundant space for family and guests. Outside, enjoy endless summer days on the stamped concrete patio surrounding the in-ground pool, or explore the rolling meadows, mature woodlands, stone walls, and spring-fed pond. The enormous two-story milk barn offers endless possibilities for hobbies, livestock, storage, workshops, or future ventures. Two subdivided 3± acre lots w/ ww permits provide flexibility for future development, investment, or resale. Dual solar trackers help offset energy costs, while energy updates and a Buderus boiler creates efficiencies through Vermont's winters. Rich in character, overflowing with possibilities, and surrounded by the beauty of the Vermont countryside, this extraordinary property is ready for its next owners.

5 Black Dog Ln, Underhill

$399,000

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

$615,000

4 Beds ⋅ 3 Baths ⋅ 5093514 MLS

Discover the perfect blend of country living, modern updates, and income potential at 191 Poker Hill Road in Underhill. Situated on 3.64 scenic acres, this completely remodeled property offers a spacious 3-bedroom, 2-bath main residence along with a separately accessed 1-bedroom, 1-bath Accessory Dwelling Unit (ADU) that generates strong rental income. The main level welcomes you with a large living room featuring an oversized picture window that fills the space with natural light with Maple flooring through the upstairs. The beautifully updated eat-in kitchen is designed for both everyday living and entertaining, offering an abundance of cabinet and counter space, 42-inch cabinetry, and quartz countertops. Three generously sized bedrooms and a stunning full bathroom complete the main living area. The finished lower level provides additional living space with a cozy family room highlighted by a woodstove, a dedicated workout room, an additional ¾ bathroom, and a conveniently located laundry room. The lower-level ADU offers excellent flexibility for rental income, multigenerational living, or guest accommodations. The unit features a spacious eat-in kitchen, comfortable living room, large bedroom, and full bathroom. Outside, enjoy the beauty and privacy of 3.64 acres from the expansive wraparound deck, perfect for summer barbecues, entertaining guests, or simply relaxing and taking in the surrounding landscape. Additional highlights include a detached two-car garage and a newer septic system installed within the last six years. Whether you're looking for a beautifully updated home with room to spread out or seeking a property with built-in income potential, 191 Poker Hill Road is a rare opportunity that combines comfort, versatility, and Vermont charm. The Sellers have conducted many inspections in advance for buyer confidence. Showings Start 6/13/2026.

191 Poker Hill Rd, Underhill

$1,270,000

3 Beds ⋅ 3 Baths ⋅ 5090923 MLS

Set on 16 beautiful acres in picturesque Underhill, Vermont, this extraordinary custom-built country property offers timeless beauty, exceptional craftsmanship, and an idyllic rural setting. Surrounded by mountain views, a stunning pond, and an expansive antique orchard, this is a truly rare Vermont retreat. The thoughtfully designed home features warm wood floors, beautiful custom woodwork, large crown moldings, coffered ceiling, and a welcoming wood-burning fireplace. The spacious kitchen is beautifully appointed with granite countertops, custom cabinetry, a pantry, and an adjoining mudroom designed for everyday Vermont living. Two large porches and a deck overlooking the pond and orchard create seamless indoor-outdoor living and the perfect setting to relax or entertain. With four bedrooms plus a vaulted bonus room overlooking the barns and rolling land, the home offers generous living space filled with natural light. The remarkable orchard includes around 100 apple trees with over a dozen varieties, offering beauty, history, and abundance throughout the seasons. The scenic pond is wonderful for swimming in the summer and skating in the winter. Terraced perennial gardens, rich landscaping, and ample space for a large vegetable garden complete the property’s extraordinary outdoor appeal. A rare opportunity to own a spectacular Vermont country estate where craftsmanship, history, and natural beauty come together in an unforgettable setting.

10 Hedgehog Hl, Underhill

$1,250,000

5088922 MLS

209 acres of private land with a WWP for a 4-bedroom conventional septic system plus a turnkey maple sugaring operation. The sugarbush totals 202 acres with 13,500 taps (room to add 1,000 more), yielding a density of about 73 taps per acre. Gently sloping terrain and well-established interior roads make sap collection and forest management efficient. Outbuildings and collection sites feed to a main sugarhouse equipped for boiling; the operation produces Certified Organic maple syrup. A driveway and power access are in place to the sugarhouse, and the property is ready for you to build your dream home. Enjoy rural privacy while remaining close to Burlington and Chittenden County amenities. Nearby mountains offer hiking, skiing and backcountry access, and established trails cross the property. Schedule your viewing today!

487 Vt Route 15, Underhill

$695,000

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

$1,199,000

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

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