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$249,500
5097621 MLS
Entrepreneurs and investors take note! This commercially zoned property offers exceptional potential for a home-based business, investment opportunity, or live/work lifestyle. The property features an oversized barn, multiple outbuildings, and ample space to support a wide variety of business ventures, workshops, storage, or hobby pursuits. The home is currently configured as two charming apartments, each showcasing timeless character with features such as stained-glass windows, soaring ceilings, and abundant natural light. The first-floor apartment boasts a beautiful brick fireplace with a classic hearth in the kitchen and opens directly onto a private patio, creating a warm and inviting living space. The impressive barn includes a heated workshop area, making it ideal for artisans, contractors, mechanics, or anyone needing year-round workspace. Whether you're looking to establish a small business, expand your existing operation, or simply enjoy the flexibility of extensive storage and workspace, this property offers endless possibilities. Conveniently located on Route 103 between Chester, Springfield, and Ludlow, the property provides excellent visibility, easy access, and ample parking for customers, clients, and guests.

3668 Vt Route 103 N, Chester
$249,500
4 Beds ⋅ 3 Baths ⋅ 5097620 MLS
Entrepreneurs and investors take note! This commercially zoned property offers exceptional potential for a home-based business, investment opportunity, or live/work lifestyle. The property features an oversized barn, multiple outbuildings, and ample space to support a wide variety of business ventures, workshops, storage, or hobby pursuits. The home is currently configured as two charming apartments, each showcasing timeless character with features such as stained-glass windows, soaring ceilings, and abundant natural light. The first-floor apartment boasts a beautiful brick fireplace with a classic hearth in the kitchen and opens directly onto a private patio, creating a warm and inviting living space. The impressive barn includes a heated workshop area, making it ideal for artisans, contractors, mechanics, or anyone needing year-round workspace. Whether you're looking to establish a small business, expand your existing operation, or simply enjoy the flexibility of extensive storage and workspace, this property offers endless possibilities. Conveniently located on Route 103 between Chester, Springfield, and Ludlow, the property provides excellent visibility, easy access, and ample parking for customers, clients, and guests.

3668 Vt Route 103 N, Chester
$150,000
5096842 MLS
Once in a while you set foot on a special place that just seems to have a magical aura, a definite connection to the earth that you can feel. This is one of those places. Grab your compass and walk straight into the woods towards the nearby Long Trail, North Jay, and on to Jay Peak 3 miles away. Imagine the backcountry ski adventure possibilities. The 1.7 acre parcel consists almost entirely of a manicured maple grove with 2 small clearings. Timberland and conserved property surround the land for miles in every direction. This is the only camp lot in the area and one of the closest to the top of the mountain pass. There is a small, mountain wizard cabin already existing on the property as well as a concrete pad that could be a good start to something more substantial. Many years ago the seller set out to dig a spring which turned into a small spring fed pond, possibly a portal to another world. Come explore and dream of the possibilities.

7601 Vt Route 105 E, Jay
$250,000
1 Beds ⋅ 1 Baths ⋅ 5096148 MLS
Cozy Log home on 10.4 Beautiful Acres in Randolph VT. Built in 2021 this adorable tiny log home offers modern construction with rustic charm on 10.4 private acres. A beautiful brook runs along the property creating the perfect peaceful setting. The home features one bedroom, a loft, and a full basement, making it ideal for anyone looking for a low maintenance home, weekend getaway, or a Vermont retreat. Located just minutes from shopping, schools, the hospital, a Golf course and directly adjacent to the vast snowmobile trail. You'll enjoy year-round recreation with hiking, biking, snowmobiling, and more right outside your door. Randolph is a vibrant cultural and geographic hub nestled in the Green Mountains just off of I-89. It perfectly blends a nostalgic New England main street with a thriving arts scene, incredible mountain biking, and the deep-rooted charm that makes Vermont so special. If you're looking for privacy, simplicity, and the best of Vermont living, this property is a must see.

6160 Vt Route 66th Rd, Randolph
$935,000
4 Beds ⋅ 3 Baths ⋅ 5095868 MLS
This exceptional Wolcott property offers a rare blend of flexible living, income potential, and outdoor recreation with access to the Lamoille Valley Rail Trail (LVRT), a four-season recreation corridor for walking, biking, snowmobiling, and other winter activities. The beautifully maintained and thoughtfully updated 2,000+ sq. ft. home features a spacious kitchen, open living area, and a permitted lower-level apartment with separate private entrances, ideal for rental income, multi-generational living, or guest accommodations. Additional highlights include a paved driveway, attached 2-car garage, detached heated 2-car garage for storage, equipment, bikes, snowmobiles, or workshop space, a new roof, a whole-house automatic generator, and furnishings included. A planned landscaped berm will further enhance privacy and complement the spacious outdoor setting. This property offers immediate income potential. The home has been successfully operated as an Airbnb, earning excellent guest reviews and demonstrating strong rental appeal. The permitted lower-level apartment is currently rented on a short-term basis, providing additional income, with flexibility for future owner use. Beyond the existing home, the property presents exceptional development opportunities with four permitted tiny cabin sites, with an approved septic system in place, and has a dedicated access from the rail trail. Positioned to benefit from growing demand for unique lodging experiences and outdoor recreation tourism, these approved sites offer exciting possibilities for expansion, additional rental income, or the creation of a distinctive Vermont retreat destination. Conveniently located along Route 15, just 15 minutes to Morrisville, 30 minutes to Stowe Mountain Resort, and near Smugglers' Notch Resort, this unique property offers established income, expansion potential, and year-round Vermont recreation. A rare opportunity with multiple revenue streams and significant future potential.

1900 Vt Rte 15th Rd, Wolcott
$600,000
6 Beds ⋅ 2 Baths ⋅ 5095409 MLS
A well known property, MapleCrest Farm, tucked into rolling hills and surrounded by mature trees, this 6-bedroom, 2-bath home offers a rare combination of charm, opportunity, and income potential. While the house needs some love, its bones and location make it a compelling project for the right buyer, the property's solar income stream sets it apart from anything else on the market. Currently, a local maple producer leases space for a vacuum station, and utilizes approximately 100 taps of the owners trees. The producer would love to continue this arrangement, and is open to discussion. The possibility also exists for purchaser to start their own operation with potential for 400 to 500 taps available on the property. All you can eat maple syrup can be yours! Trails wind through the property, perfect for hiking, snowmobiling, or simply enjoying the scenery. A solar farm lease currently operates on the property. The lease has roughly 12 years remaining, after which, there's a strong opportunity to renegotiate a new contract and increased monthly payments, which is an amazing long-term asset for an investment minded buyer. The home is already set up to function as two apartments (main floor and upstairs), with the layout allowing for a possible third unit, ideal for multi-generational living, rental income, or an owner-occupied duplex/triplex setup. The additional outbuildings & storage include a 2-car garage, one multi bay building with a truck carport at 16' x 27', woodshed/equipment bay at 20' x 27', and a side unit at 9' x 20', which has been used for firewood and furnace storage. This is a property for the buyer who wants more than just a house, such as a working landscape with future income, flexible living arrangements, and room to make it their own. Act fast as this property won't last long.

2325 Vt Rte 215 S, Cabot
$546,000
4 Beds ⋅ 2 Baths ⋅ 5091342 MLS
Experience all 4 seasons in the Town of Elmore... This is the perfect combination of a 3+ acre homestead with main home, an accessory apartment and unobstructed views of Elmore Mountain. Main home features an upgraded kitchen with open dining, 3 bedrooms and contemporary bath. Updated flooring, a picture window and wood stove to take the chill off and set the ambiance anytime of day... The lower level has comfortable finishes with stylish wood laminate flooring, a Vermonter mudroom, another bedroom, a mixed use/ office and a dedicated laundry room area. Wait there's more ... featuring an attached accessory apartment for family members, guests or total investment. They are all great choices. The main level has great natural light and flow with a full kitchen, bath and picturesque views to Elmore Mountain. Stroll down to the lower level bedroom, another laundry and built in garage. Front and rear decks to take advantage of each season... Gather around the firepit during the spring, summer and fall or snuggle in on a cold winter night this is the home for you. Your new location is only 1.3 miles to the village and to Lake Elmore with endless recreation in a quaint Vermont setting. Private or assisted showings with appointment and 12 hours notice please.

2830 Vt Route 12th Hwy, Elmore
$298,000
5090965 MLS
Set in the heart of the Village of East Randolph, this historic former general store and longtime community gathering place offers a rare opportunity for residential, commercial, or mixed-use redevelopment. Rich with character and historic charm, the property retains its original storefront presence while providing flexible space suited for a wide range of future possibilities. Once a beloved local landmark, the building is no longer operating as a general store but continues to hold a strong connection within the community. The property features a spacious multi-bedroom apartment as well as a separate studio apartment, creating opportunities for rental income, owner occupancy, guest accommodations, or live/work flexibility. The expansive main level offers endless potential for a retail shop, café, studio, office, workshop, event venue, or renewed community gathering space. Historic details and original features remain throughout, including an antique Kelvinator refrigerator, commercial kitchen equipment such as a Bakers Pride oven, blending vintage character with functional utility. Conveniently located just minutes from Randolph, residents and visitors can enjoy nearby restaurants, Gifford Medical Center, and the historic Chandler Music Hall. This distinctive property presents an exceptional opportunity to reimagine a cherished village landmark while remaining close to everyday amenities and cultural attractions.

29 Vt Route 14 S, Randolph
$95,000
5086005 MLS
Ready to build your dream home? This lot is ready for you! State permit in place, power at site, level lot with mountain views and privacy.

4366 Vt Rt 100 N, Hyde Park
$399,900
4 Beds ⋅ 1 Baths ⋅ 5084695 MLS
Beautifully landscaped 10.88-acre property featuring a charming, well-maintained circa-1890 farmhouse with vintage character. Offering 4 bedrooms, the home includes an expansive living room with plenty of space to gather and a kitchen with French doors leading to a sunny back deck with scenic country views. The property includes a barn that could likely accommodate two horses, along with open fields for agriculture, lush gardens, raised beds, rhubarb plants, and mature spruce, maple, and apple trees. Additional acreage provides room to explore and enjoy a peaceful rural setting. Upstairs, a den/hallway offers flexible space for a variety of uses and is currently used as a sewing room. Located above the main floor bathroom, this area may provide a convenient location for adding a second-floor bathroom (buyer to verify feasibility). The unfinished attic and storage space above the attached one-car garage offer potential for future living space with repairs. A horseshoe driveway welcomes visitors and enhances accessibility. Approximately 570 feet of road frontage may allow for subdivision into two 5-acre lots (buyer to verify). Located just 5 minutes from Enosburg village amenities, including a golf course and country club. Close to ATV and snowmobile trails, and conveniently situated 1 hour to Burlington, just over 1 hour to Montreal, and 30 minutes to St. Albans City. The Canadian border is minutes away, and Jay Peak Resort offers year-round recreation nearby.

3007 Vt Route 108 North, Berkshire
$359,000
3 Beds ⋅ 1 Baths ⋅ 5084261 MLS
Set on a sun-drenched, level lot, this beautifully updated ranch offers effortless living with modern upgrades throughout. Recent improvements include new electrical and heating systems, a water heater, insulation, siding, doors, and double-pane windows—providing both comfort and efficiency. Inside, you’ll find warm hardwood floors, recessed lighting, and a spacious, inviting kitchen perfect for everyday living and entertaining. The bathroom features a sleek granite vanity, while a brand-new wood stove adds both charm and an additional cozy heat source. Located just one mile from the heart of Rochester Village, you’ll enjoy convenient access to everyday essentials including a grocery store, hardware store, gas station, bank/ATM, EV charging stations, a bike shop, and a variety of local dining options. The area is known for its vibrant sense of community, with seasonal festivals, live music on the green, and a rich tradition of local theater. Outdoor enthusiasts will appreciate the abundance of nearby recreation, from scenic hiking trails to water activities along the White River, including kayaking, tubing, and swimming. A nearby fitness and yoga center makes it easy to stay active year-round. Plus, world-class skiing at Killington and Sugarbush is just a 30-minute drive away. This move-in-ready home offers the perfect blend of comfort, convenience, and Vermont charm. Schedule your showing today and discover all it has to offer. Showings to begin on April 20.

919 Vt Route 100 S, Rochester
$715,000
4 Beds ⋅ 3 Baths ⋅ 5081734 MLS
Built in 1818 for early woolen mill owner John Woolley, the Woolley House is a rare and beautifully preserved Federal-style brick residence that blends historic character with the demands of contemporary life. Listed on the National Register of Historic Places within the Mechanicsville Historic District, this exceptional property offers unique architectural significance. Classic period details are evident throughout: antique brick walkway, a side-hall layout, blind-arch entryway, fanlight transom, wide pine floors, 12-over-12 windows, and an original central cooking hearth complete with an iron crane and concealed baking ovens. What truly distinguishes the Woolley House is its remarkable versatility for today's professional lifestyle. A converted carriage barn offers three separate private office suites with garden views and exterior access, creating an ideal environment for remote professionals, entrepreneurs, consultants, creatives, or anyone operating a home-based business. Whether you need dedicated workspace for multiple household members, private client meeting areas, or room to grow, the flexibility is exceptional. Paired with fiber-optic internet service, the property delivers the connectivity modern professionals demand while offering comfort and character impossible to find in any conventional office setting. The main residence is equally impressive. The lower level features a custom marble kitchen, formal dining room, three-quarter bath, laundry, and two gracious sitting rooms. Upstairs, four bedrooms, two updated bathrooms, a lounge, a finished loft, and a library retreat offer generous, well-appointed living space. Porches at the back of the house offer three-season enjoyment. A large attic provides significant storage space or potential additional use. Outside, mature perennial gardens, a bank of beautiful rhododendrons, and one of Windham County's most admired hosta collections create a peaceful and private setting.

587 Vt Route 121 E, Grafton
$539,000
5081573 MLS
Motivated Seller!! Prime Location at Castleton Four Corners !! Three buildings offering multiple uses including 3 residential rental units, 1 commercial space and 1 large 32 x 80 storage barn. All units upgraded as rentals changed. Only 1 unit left to renovate with long term tenant. This property offers an excellent investment opportunity with a great return on investment!! Financial statement's available upon request to qualified buyers. Don't let this opportunity pass you buy!!

53-55 Vt Route 30 N, Castleton
$439,000
3 Beds ⋅ 2 Baths ⋅ 5076445 MLS
Thoughtfully-designed gambrel on the outskirts of Derby. Was previously a mini horse farm with horse barn. Large meadow up behind the house completely secluded. You enter through a large mud room that also has garage access and back yard access, and laundry. The kitchen/dining area is very spacious spanning the width of the house and opening onto the 34 foot wide covered back porch. Living room, 3/4 bath, and 1 bedroom complete the 1st floor. Upstairs are 2 more bedrooms and a full bath. The full walk-out basement has large windows and would accommodate much more living space. And, 62 acres!!!! Same owners built this well-maintained home in 1990, but now it is time to move one. Road frontage is estimated. Motivated seller. $15,000 back at closing for flooring.

3724 Vt Route 105th Rd, Derby
$549,000
5 Beds ⋅ 3 Baths ⋅ 5074888 MLS
Historic Charmer, this c. 1830 farmhouse has been loved and stewarded by its current owners for half a century. It is time to pass this amazing vintage home on to another lucky family. The house has original features including 2 fireplaces, curved plaster walls and beautiful honey colored wide pine floors. The first floor offers an eat-in- kitchen, formal dining room, spacious sunny living room with adjacent family room also a bedroom and combination bathroom laundry. The second floor has 3 additions bedrooms with two bathrooms and a large bunkroom with 5 built in bunkbeds. Take your pick, enjoy privacy outback in the large screen porch or listening to the babbling Saxtons River on the covered front porch. This property has 45 acres with groomed lawn surrounding the house and a large stand of natural forest along the hillside. The property also offers a classic post and beam barn for vehicles, recreation equipment or endless possibilities. Walking distance to, the Phelps Barn Pub, The Grafton Inn, the Market or the village library. Minutes to Summer and Winter activities at the Grafton Trails, Okemo or Stratton . Come be a part of the Vermont experience.

673 Vt Rte 121 E, Grafton
$650,000
5044879 MLS
Exceptional Investment Opportunity in Chester, VT Discover this stunning, completely renovated property that beautifully combines modern amenities with unique character. Featuring two residential units. This home showcases high-quality upgrades throughout. Enjoy peace of mind with new electrical, plumbing, insulation, and energy-efficient windows. The kitchens and bathrooms have been meticulously designed, incorporating reclaimed materials that add warmth and charm to the contemporary aesthetic. In addition to the inviting residential spaces, this property includes a versatile two-story commercial area currently occupied by a successful, established business making it ideal for investors or entrepreneurs. With prominent visibility and high traffic flow, the commercial space is well-suited for a variety of ventures, from retail to office use. Situated just a short drive from Okemo Mountain, this property offers year-round appeal for outdoor enthusiasts and tourists alike. Plus, it is conveniently located near the vibrant shops, dining options, and recreational activities of Chester and Ludlow. This versatile property allows for multiple avenues of income - whether you choose to occupy one of the residential units, rent both out, or utilize the commercial space, the possibilities are endless. Don't miss your chance to own a piece of this thriving community.

3630 Vt Route 103 N, Chester
$250,000
5049250 MLS
20.87 acres in East Randolph with an existing standing old barn, milking parlor and silo. This was a working farm for many years and has been vacant for some time and is now in need of a new owner. With open fields and wooded land and excellent route 14 exposure this a prime parcel.

Vt Route 14 S, Randolph
$325,000
3 Beds ⋅ 2 Baths ⋅ 5053200 MLS
Great price reduction! Don’t miss your chance to tour this newly relisted property. Temporarily withdrawn from the market over the winter, it’s now back and ready to become your dream home. Filled with beauty, style, and warmth, this 3-bedroom, 2-bath home sits on 4.4 acres and offers an array of standout features. Highlights include a stunning fieldstone fireplace and an expansive Great Room, perfect for hosting large gatherings or unwinding by the cozy pellet stove insert. Enjoy living space across three levels, along with a serene, spring-fed pond that enhances the property’s natural appeal. The lower level features a dedicated laundry room and a versatile bonus room with a second fireplace and convenient walk-out access to both the carport and garage. Step outside and you’ll find two covered porches ideal for relaxing or entertaining, a designated outdoor cooking area, and a level yard perfect for lawn games. The brook trout pond provides year-round enjoyment, while direct access to the VAST snowmobile trails makes this property a true outdoor enthusiast’s retreat.

3212 Vt Route 114 E, Norton
$489,000
2 Beds ⋅ 2 Baths ⋅ 5094877 MLS
Rare opportunity to own this beautifully renovated end unit townhouse ideally located beside the Newfound Boat Club and just a short walk to Wellington State Park. This home offers exceptional access to one of New Hampshire’s most desirable lakefront areas, with the added benefit of being close to the popular sand bar at the mouth of the Fowler Rive, a favorite destination for relaxing summer days on the water. Inside, the home has been thoughtfully updated with new flooring and paint throughout, new media center with an electric fireplace, a newly renovated full bath and half bath, new lighting, and a stylish kitchen featuring new birch cabinets, granite countertops, and a spacious 9-foot island with seating for six. The open concept layout creates a warm, inviting atmosphere perfect for gathering with friends and family. Upstairs you will find the master bedroom is connected by a convenient Jack and Jill full bathroom, a second bedroom, laundry closet, offering comfort and functionality for year-round living or weekend getaways. The walk-out basement offers ample storage space or opportunity for future additional living space expansion and a new High efficiency propane multi-zone heating system with Central AC, for year-round comfort. The community enhances the experience with amenities including on site boat launch with kayak and canoe racks, year-round parking for your boat and snowmobile trailers, tennis, pickleball, and basketball courts, as well as a playground and a fire pit. Summer brings endless outdoor adventure opportunities for swimming, boating, fishing, and hiking, while winter offers easy access to Ragged Mountain, Tenney Mountain, and nearby snowmobile trails—making this a true four-season retreat. Bristol residents also enjoy access to two town beaches. Just in time for the Summer. Don’t miss this opportunity and schedule your showing today. Agent interest.

60 Wellington Village Dr Unit 5, Bristol

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