Located in the heart of downtown Wilmington and just minutes from Mount Snow and Harriman Reservoir, this exceptional mixed-use property offers incredible flexibility, income potential, and style. Currently operating as a successful VRBO rental that sleeps 12, this all-season retreat includes multiple living areas, a hot tub, sauna, and a stunning vaulted post-and-beam loft with a bar, pool table, and additional sleeping space—perfect for hosting, relaxing, or entertaining guests. All contents of the residence are included with the sale.
At the front of the building, approximately 800 sq ft of high-visibility commercial space is occupied by an established business, making this property ideal for investors, entrepreneurs, or those looking to combine lifestyle and income. Great location for a re-locating professional. With a prime location within walking distance to restaurants, shops, and trails; convenience is unmatched.
The property underwent an extensive transformation by the owner who is also an award winning architect, blending rustic Vermont charm with modern comfort. Exposed beams, wide plank floors, deck and multiple bedrooms create a warm and inviting atmosphere across multiple spacious living zones.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Morriah Adams
$579,000 (USD)
Halifax Area Single Family Home
Pending
104 Karen Day Road Halifax, VT 05358
4 Bed
1 Baths
1560 sqft
MLS# 5064785
1860's Colonial/Farmhouse situated on nearly 37 acres of gorgeous land. This location, exposure, access and overall site characteristics is truly one of a kind. Ultimate privacy due to the town-maintained road (Karen Day Road) running from Larrabee Road all the way to the house and compound with no other houses along the road or in sight whatsoever. The land is remarkable with level open fields, an apple orchard (very popular to the deer and other animals that call this place home), endless gardening opportunities, mature forest and true due south exposure. It is one of those places that most of us dream of with its overwhelming peace and tranquility. It is simply a very relaxing and quiet place. The 4-bedroom, 1 bath house has good bones and some updated systems but does need interior updating and some renovations. There is a handy 21' X 37' attached workshop/shed on the house with a woodstove. The 24' X 41' post and beam barn is on a concrete pad with large slide doors on both gable ends and an upstairs storage area. A short woods road leads to The Sugar House that sits alone in the forest among a grove of towering maple trees. There is also an older modified mobile home with ADA access ramp and could be useful if the house was being worked on or as a second dwelling unit with any required applicable permits. It would be extremely difficult if not impossible to find a spot like this. A must visit property to experience this magical scene.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Christopher Long
$399,000 (USD)
Whitingham Area Single Family Home
Active
442 McMillan Road Whitingham, VT 05361
4 Bed
2 Baths
0 sqft
MLS# 5052510
New home under construction. Siding painted and installed, plumbing and electric is roughed in. Roof is completed. Anderson windows. 4 bedrooms to be installed.. The well is drilled and needs to be hooked up.
Situated on 10.9 acres with large White Pine and Cherry Trees. Mountain stream in the rear of the property. This will be a 4 bedroom home with 3 full baths, 1 on each of the three levels. Planned for a stone fireplace. Prepped for decks on the east and west sides of the House. Septic plan is designed by a Vermont Licensed Engineer to be built, area is cleared for the system. There is Timber on the property estimated at 15,000 board feet of volume. Close to Wilmington and Dover, Lake Whitingham, Burrington Brook. Deerfield River, North River, Burrington Brook, Haystack Club Golf and Ski and Mount Snow Resort.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Mark Yule
$390,000 (USD)
Irasburg Area Single Family Home
Active
1727 Vermont Route 14 Irasburg, VT 05845
3 Bed
3 Baths
2588 sqft
MLS# 5070987
Quality Log home has all the features you are hoping to find! This 3 bedroom home has living space on 3 floors with 3 bedrooms, including a stunning primary bedroom suite with exposed timber framing, custom Vermont Slate bathroom with shower and a large walk-in closet. The main floor also features an open concept kitchen, dining area and living room. The kitchen has ample cabinets for storage, granite countertops and a large center island for cooking and entertaining your guests. The remaining dining / living area has tall timber framed cathedral ceilings and tall glass doors and windows looking across the immense deck with views to the west. Also on the first level is a half bath. Up above on the open wooden stairway, the large loft area is a great place to enjoy a movie or a book and this space would also serve well as additional sleeping space. Downstairs in the walk-out finished basement, a large family room, 2 large bedrooms and a full bath are well integrated with the main level and offer bright spacious rooms. The house is sited well back from the road looking down over the large level lawn area with a big firepit and valley views to the west. Don't miss your chance to own this charming property as your primary or vacation home.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Steve Schoppmeyer
$349,000 (USD)
Putney Area Multi-Family
Pending
601 River Road Putney, VT 05346
8 Bed
4 Baths
3438 sqft
MLS# 5030239
4-unit income property in an ideal location situated next to an operating farm with huge corn and other crop fields surrounding the parcel and very few neighbors. The 1.2 acres are all open and offer plenty of garden spots and outdoor recreation/activities for its tenants. Beautiful views out over the farm fields and an overall relaxed country living feel to this spot. Close to the CT River. The building is in good overall condition and is completely sprinkled!! Heat and Electric are included in the rents. With a Net income of over $35,000 per year, this is a tremendous opportunity to own a solid investment property with a CAP rate of 10 OR could be a great owner-occupied dwelling with fantastic income to offset the acquisition and ongoing costs because 2 units are vacant at present. Only minutes to Putney village yet total country living on a paved road. Very unique property and location.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Christopher Long
$295,000 (USD)
Brattleboro Area Single Family Home
Active
552 - 554 Hinesburg Road Brattleboro, VT 05301
4 Bed
1 Baths
1248 sqft
MLS# 5075303
Unique opportunity to own a nearly 40 acre tract and 2 homes on Hinesburg Road in a great West Brattleboro location. The homes sit unseen approximately 500 feet back on a private driveway from the public road. The houses need a fair amount of repair and remodeling to get them in good condition. The main house is a cape style home with open concept kitchen/dining/living room, full bath, and 2 bedroom on the first floor with 2 bedrooms on the second floor. a large green house stands directly adjacent to the house. The 2nd home is smaller and features a large room on the main floor with kitchen area, living room and bath. Upstairs is a spacous loft bedroom. An unfinished room off the main level was added to become a hot-tub room. This 2nd house would make a nice guesthouse, office, studio or possible long term rental or AirBnb rental. A large garage structure was started but never finished. A common outdoor wood boiler was used to heat both houses and the greenhouse previously but the boiler needs repair/replacement. Several acres have been cleared on the lot. The remaining forest has some marketable timber. The property can also be accessed via a deeded right of way from Goodenough Rd. The property could be perfect for someone seeking a large private parcel of land. It may also be attractive to developers looking to build a road and develop multiple house sites.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Steve Schoppmeyer
$290,000 (USD)
Shaftsbury Area Multi-Family
Active
196 Granger Hollow Road Shaftsbury, VT 05257
4 Bed
2 Baths
2190 sqft
MLS# 5072211
Currently being used as a primary home with in-law rental 2nd home, this property could easily transition into a 2 unit multifamily with 2 separate houses with your tenants paying all utilities responsible for their own plowing and yard upkeep. This quiet country location has 2 homes located on its 2 acres. The main home is a 3 bedroom ranch featuring a large eat-in kitchen opening into a large living room. 3 bedrooms, including an addition with a large primary with 2 closets inlcuding one whick is a large walk-in closet. A large full bath with washer/dryer hookups completes the living area. The house has a partial concrete basement under the older portion, with a crawlspace under the addition. This main house needs some TLC including interior paint and could use new carpet and vinyl flooring. The smaller second house is located a few hundred feet from the main house and has its own separate driveway and a separte septic system (the 2 houses do share a common drilled well) This house features a 2 room design with the kitchen / living room space, large bedroom, full bath, and a utility/laundry room. At 798 sqft, there is plenty of room. All income figures are based on estimated rents for both houses. The property will be sold with units vacated so you can place your own tenants under your own terms. Stand-alone house rentals are hard to find and having 2 such houses on the same lot makes it twice as appealing.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Steve Schoppmeyer
$290,000 (USD)
Shaftsbury Area Single Family Home
Active
196 Granger Hollow Road Shaftsbury, VT 05257
3 Bed
1 Baths
1392 sqft
MLS# 5070958
This quiet country location has 2 homes located on its 2 acres. The main home is a 3 bedroom ranch featuring a large eat-in kitchen opening into a large living room. 3 bedrooms, including an addition with a large primary with 2 closets inlcuding one whick is a large walk-in closet. A large full bath with washer/dryer hookups completes the living area. The house has a partial concrete basement under the older portion, with a crawlspace under the addition. This main house needs some TLC including interior paint and could use new carpet and vinyl flooring. The smaller second house is located a few hundred feet from the main house and has its own separate driveway and a separte septic system (the 2 houses do share a common drilled well) This house features a 2 room design with the kitchen / living room space, large bedroom, full bath, and a utility/laundry room. At 798 sqft, there is plenty of room. The possibilities are endless.. occupy the main house and have a family member or tenant live in the smaller house or possible Airbnb. Or rent both homes. Or use the 2nd home as your office.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Steve Schoppmeyer
$275,000 (USD)
Whitingham Area Single Family Home
Active
2173 Route 8A Whitingham, VT 05361
4 Bed
2 Baths
2000 sqft
MLS# 5061887
4 bedroom 2 bath home located on 4.7 acres. Has a ground level access. Level parking and garden spots. There are huge White Pine trees surrounding this home. Showings delayed until September 29, 2025 to allow for cleaning. License to Sell is needed and in progress, Expected in October.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Mark Yule
$265,000 (USD)
Bennington Area Single Family Home
Active
1758 East Road Bennington, VT 05201
2 Bed
1 Baths
1064 sqft
MLS# 5077182
Welcome to this thoughtfully cared-for 2-bedroom, 1-bath ranch located on desirable East Road in Bennington. Offering easy one-level living and meaningful upgrades, this home delivers both practicality and long-term value.
Inside, you’ll find a bright and efficient layout featuring an updated kitchen and refreshed bath, along with a recently updated boiler and new energy-efficient mini-split system providing modern heating and cooling for year-round comfort. These improvements add convenience, efficiency, and peace of mind.
The home has been well maintained throughout, making it truly move-in ready.
Step outside to a spacious deck featuring low-maintenance Trex flooring, overlooking a large backyard set on nearly a half-acre lot. Designed for durability and easy upkeep, the outdoor space is ideal for entertaining, gardening, pets, or simply enjoying Vermont’s seasons without the maintenance concerns of traditional wood decking.
Conveniently located just minutes from local schools, shopping, restaurants, medical facilities, and downtown Bennington amenities, this property combines residential comfort with everyday accessibility.
Whether you’re a first-time buyer, downsizing, or seeking a solid investment in a strong location, this East Road ranch stands out as a smart and appealing opportunity.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Morriah Adams
$259,000 (USD)
Stamford Area Single Family Home
Pending
1160 Bergrucken Lane Stamford, VT 05352
2 Bed
1 Baths
816 sqft
MLS# 5073757
Set within the peaceful Alpenwald Development of Stamford, this inviting D-log cabin blends classic Vermont charm with thoughtful updates and exceptional outdoor access. Just minutes to skiing at Mount Snow and the arts, dining, and culture of North Adams.
Situated on 1.3 private acres, the home features a 4-year-old metal roof, new mini-split system, and electric baseboard heat, complemented by a custom Woodstock wood stove (NH) that brings warmth and character to the living space. Inside, solid craftsmanship shines with solid wood interior doors, 2 bedrooms, 1 bath, and a bonus room ideal for guests, a home office, or creative space.
A screened porch off the back deck provides the perfect spot to relax and enjoy the surrounding woods and seasonal beauty. Outdoors, the property truly stands out for recreation lovers, offering direct access to VAST trails and close proximity to popular all-wheel and off-road vehicle trails maintained by the Jack Pine Pirates and Stamford Ridge Riders.
The well-maintained , two-bay garage includes an attached carport and an enclosed heated workspace or small vehicle storage area, ideal for gear, hobbies, or year-round projects. Spring and summer bring beautifully landscaped perennial gardens, while the setting offers a strong sense of privacy and tranquility.
Well cared for and ideally located, this property is perfectly suited for a full-time residence, Vermont retreat, or recreational getaway; offering comfort, functionality, and direct access to the outdoor lifestyle that defines the region.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Morriah Adams
$219,900 (USD)
St Albans City Area Single Family Home
Active
14 Upper Newton Street St. Albans City, VT 05478
2 Bed
1 Baths
1113 sqft
MLS# 5076769
Charming 2 bedroom Craftsman style home in a quiet neighborhood looking for a new owner to make updates and address some deferred maintenance. Good bones and a pleasant floor plan make this a worthwhile candidate to return this house to its former glory. The ground floor consists of a decent sized kitchen needing a remodel, a large dining room with wood floors, and a living room with wood floors and natural woodwork. The living room walks out to the full-width enclosed porch at the front of the house. A graceful stairway rises from the living room to a hallway that accesses the 2 bedrooms and the full bath. The two large bedrooms feature wood floors and large closets. The good sized full bath needs a remodel. Stairs from the kitchen lead down to the full basement which has laundry hookups and an old soapstone laundry sink. Heat is provided by an oil fired boiler. The front and rear porches both need work as does the small one-car garage. The larger lot is level and has a big rear yard area great for a lawn, gardens or pets. The property will not finance with government-backed loans as is and would likely need a rehab loan, conventional financing, or a cash buyer. Easy to see but bring your coats and a flashlight as the heat and power are currently off.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Steve Schoppmeyer
$199,000 (USD)
Wilmington Area Single Family Home
Active
29 Stable Road Wilmington, VT 05363
2 Bed
0 Baths
2710 sqft
MLS# 5067951
The Stable Lodge was built in 1969-1970. Located near Haystack Ski Area and Golf Course and The Hermitage Club close to the Coldbrook. Built to sleep 32 People. Features 4 plus acres with ample parking. Building will need an extensive rehab. Not safe to go into the structure.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Mark Yule
$149,000 (USD)
Hartland Area Single Family Home
Active
49 Clay Hill Road Hartland, VT 05048
1 Bed
1 Baths
624 sqft
MLS# 5074481
Partially finished circa 1998 26' x 24' ranch house on 2 lots totalling 1.76+/- acres. This fixer-upper has been lived in year round since its construction but never fully finished. The space consists of a kitchen that opens into a single main room being used as a living room, bedroom and dining area. Both the interior and exterior wall surfaces need finishing in places. The interior needs drywall, finished flooring, and all cosmetics. The bathroom is functional but the vanity has never been plumbed into water and waste lines. Previously there was an interior stairway to the partial basement but it was removed. Access to the dry basement is now an at-grade walkout entry. The basement is partially full height and part crawlspace. The basement is unfinished. Heat is provided by a wood pellet stove only that vents into a tile-lined masonry chimney and there is currently no central heat. The drilled well is new and the engineered septic system date to 1998. There are a few sheds on the property that contain building supplies and tools and other treasures. The property is being offered with the house broom clean but all personal property, both good and bad, on the exterior to remain for the new owner. The property is being offered in as-is condition. This property will require either a cash buyer or a substantial rehab loan.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Steve Schoppmeyer
$125,000 (USD)
Westminster Area Land
Active
0 Thayer Road Westminster, VT 05158
Bed
0 Baths
sqft
MLS# 5063611
Rural 15.6 acre lot located at the end of Thayer Rd off Davidson Hill Rd in Westminster. This land is located in a quiet rural community on a gravel road about 10 minutes drive from Saxtons River Village and Bellows Falls Village. The lot consist of 3 lots of record all serviced by a common Right of Way. The ROW is also shared with a abutter to the north. The ROW provides ready to use access to various places in the land. There is a potential view to the East by clearing a view lane on the property. The land is fully forested with several nice building areas. Utilities are nearby.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Steve Schoppmeyer
$80,000 (USD)
Hartford Area Single Family Home
Pending
46 Ledgeside Terrace Hartford, VT 05001
2 Bed
1 Baths
1296 sqft
MLS# 5067583
New improved price! Situated on a quiet, private shared road, this sunny 2-bedroom, 1-bath Cape offers excellent potential. Hardwood floors and built-in features throughout add warmth and character. The second level provides two additional rooms ideal for storage, an office, or future expansion.There is water damage from the roof. Property is being sold as-is. Please note: proof of funds or a rehab loan pre-qualification is requested to schedule a showing.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Cassandra Ehrlich
$2,500 / mo (USD)
Rockingham Area Rental
Active
85 Parker Hill Road Rockingham, VT 05101
2 Bed
1 Baths
1456 sqft
MLS# 5076779
Rare chance to rent a stand-alone, two-bedroom home, privately located on a tranquil seven-acre lot. Open fields surround the house and a pathway leads down to a swimming hole under a railroad trestle on the Williams River. The home features an open-concept kitchen with a center island, a living room with hardwood floors and cathedral ceilings with a woodstove with brick hearth, and a dining area with French doors opening to the yard. Two large bedrooms and a recently remodeled full bath complete the picture. The full basement offers plenty of storage space. The house sits far back from the road on a private, tree-lined driveway. There are areas suitable to grow a large garden along with a large wooden shed and a larger temporary garage perfect for keeping your toys out of the weather. With landlord approval, you could probably keep some chickens or other animals on the property. The spectacular swimming hole is a short walk down a trail and has a deep, slow-moving pool underneath the railroad trestle. It would be a great place to relax, swim, and melt away the stress of life. Available May 1st. . The house needs some cosmetic refreshing, and the landlord will offer rent credits to a tenant willing to make improvements to the property. The house is located a short way up Parker Hill Road, one mile west of Exit 6 off I-91 from Route 103. This location is conveniently located nearby to Brattleboro, Chester, Springfield, Keene, Claremont and Dartmoth Hitchcock in Lebanon. Tenants must complete an application, and final canidates to provide credit / criminal background report for each adult at $30/person. The first month's rent and a one-month security deposit due at the time of lease signing. Pets will be considered on a case by case basis. Tenant pays all utilities. Please no drivebys due to long private driveway.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Steve Schoppmeyer
At the front of the building, approximately 800 sq ft of high-visibility commercial space is occupied by an established business, making this property ideal for investors, entrepreneurs, or those looking to combine lifestyle and income. Great location for a re-locating professional. With a prime location within walking distance to restaurants, shops, and trails; convenience is unmatched.
The property underwent an extensive transformation by the owner who is also an award winning architect, blending rustic Vermont charm with modern comfort. Exposed beams, wide plank floors, deck and multiple bedrooms create a warm and inviting atmosphere across multiple spacious living zones.