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MLS Number 5093971

• Land
• Address 211 Poker Hill Road
• Acreage 100.6
• Area VT-Chittenden
• Utilities Propane, Satellite

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.

Listed by Curtis Trousdale of Preferred Properties

MLS Number 5085231

• Residential Single Family
• Full Bath 2
• Address 7 Sugar Hill Road
• Construction Pre-Construction
• Bedrooms 4

New Build in the established Homestead Acres neighborhood on Sugar Hill in Underhill. This to-be-built 2,600 sq ft Colonial offers a thoughtful, functional layout designed for modern living. The open-concept main level features a spacious kitchen, dining, and living area, along with a first-floor primary suite for comfort and convenience. A covered front porch and expansive 12x32 back deck extend the living space outdoors, ideal for relaxing or entertaining. A two-car attached garage adds everyday ease. Upstairs, you'll find three additional bedrooms, a full bath, and a generously sized laundry room. The home will be situated on a private 2.5-acre wooded lot. Set in a quiet, residential area known for its rural character and strong sense of community, Homestead Acres offers privacy, natural surroundings, and easy access to outdoor recreation. Enjoy proximity to hiking, skiing, and trail networks near Mount Mansfield, along with nearby farms, markets, and local amenities. Sugar Hill offers a true connection to the Vermont landscape-an ideal setting for those seeking new construction in a peaceful, nature-focused environment.

Listed by The Nancy Jenkins Team of Nancy Jenkins Real Estate

MLS Number 5073459

• Land
• Acreage 2.5
• Area VT-Chittenden
• Utilities None
• PricePerSqFt 86000

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.

Listed by The Nancy Jenkins Team of Nancy Jenkins Real Estate

MLS Number 5070413

• Land
• Address 8 Mins Lane
• Acreage 3.81
• Area VT-Chittenden
• Utilities None

An exceptional opportunity awaits to build your custom home on this 3.81-acre parcel in a sought after and established Underhill neighborhood. Approved for a 4-bedroom single-family home with state wastewater permits and zoning permit in hand. The parcel already has a driveway roughed in, a plot map, and a potential build package ready to go. Electricity, natural gas lines, and cable are all at the street ready to connect. Well and septic need to be installed and areas are already marked. Sitting on the western flank of Mount Mansfield, just outside the boundaries of Underhill State Park, this property puts you moments from some of Vermont's most beloved hiking. The famous Sunset Ridge Trail and a network of mountain routes are just a short drive away, with views stretching across Lake Champlain to the Adirondacks. When winter arrives, Smugglers Notch and Bolton Valley are both under 30 minutes away, and Stowe is within the hour. You are surrounded by Vermont's best skiing from every direction. Bring your builder and start designing your dream home today!

Listed by John Black of Coldwell Banker Hickok and Boardman

MLS Number 5083930

• Multifamily
• Address 1 Park Street
• Units 6
• Bathroom 6
• Acreage 0.6

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.

Listed by Julie Lamoreaux of Coldwell Banker Hickok and Boardman

MLS Number 5090923

• Residential Single Family
• Full Bath 2
• Address 10 Hedgehog Hill
• Construction Existing
• Bedrooms 3

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.

Listed by Sara Puretz of Coldwell Banker Hickok and Boardman

MLS Number 5086580

• Residential Single Family
• Full Bath 1
• Address 211 Poker Hill Road
• Construction Existing
• Bedrooms 3

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.

Listed by Curtis Trousdale and Michael Wrobel of Preferred Properties