My Office's Listings

Some or all of the listings below are provided by the The Masiello Group office.
$929,000 (USD)
Active

Dover Area Single Family Home

Active

60 Whites Hill Road Dover, VT 05356

3 Bed
2 Baths
1831 sqft
MLS# 5096245
Virtual Tour
Most people remember the porch first. A 330 sq ft screened sanctuary, floor-to-ceiling panel screens, no handrails, no visual interruption, spring-fed pond with new dock, 20-acre hay field, and the Green Mountain ridgeline beyond. This property must be experienced in person. No photo does it justice.
1,831 square feet is simply where this property starts. Not included in that number: a fully finished 32x24 lower-level entertainment suite built for gathering. Nearly 600 sq ft of outdoor living beyond that, open-air deck with dining and grill, a pergola with the same sweeping views as the porch, and a Juliet balcony off the primary suite. 10 private acres. Four acres of woodland and trails. The landscape, the views, the privacy, none of it fits in a square footage conversion.

Custom-built 1999, expanded 2021, owned and loved by the same family for 25 years. Freshly refinished for this market from top to bottom. Great room with gas fireplace and exposed brick. Soapstone kitchen with herringbone brick backsplash. Two spa-quality bathrooms: jetted tub and glass shower with pine board ceiling. Sleeping loft above. Whole-house Generac. On-demand hot water. Built to perform in February.

Fully furnished per seller inventory. Established rental history through Evolve. 10 miles to Mt. Snow. 4.5 hours from NYC. Under 2 hours from Hartford. The right buyer will know this one the moment they arrive. See Documents for full feature list.
Listing Courtesy of PrimeMLS / Listed By: Monica Sumner, Better Homes And Gardens Real Estate The Masiello Group
$635,000 (USD)
Active

Vernon Area Single Family Home

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15 Skyline Drive Vernon, VT 05354

3 Bed
4 Baths
2476 sqft
MLS# 5102083
Open House 8/2, 1:00–3:00 PM

Nestled on approximately 4 private acres, this custom-built timber frame home offers an exceptional blend of craftsmanship, comfort, and privacy. Tucked away on a quiet, dead-end road, this is one of only four sites, providing a peaceful setting with the perfect balance of seclusion and convenience.

Inside, exposed timber framing, soaring vaulted ceilings, and walls of windows fill the home with natural light. The custom chef's kitchen features a Viking range, generous prep space, custom cabinetry, and premium finishes designed for everyday living and entertaining. Adjacent to the kitchen, the radiant-heated sunroom offers greenhouse-style windows and opens to a stone patio overlooking the private front yard that’s perfect for year-round enjoyment.

The main level also includes a pantry, half bath, and an expansive dining and den area anchored by a stunning custom stone fireplace, creating a warm and inviting gathering space.

The walk-out basement adds approximately 1,500 sq. ft. of unfinished space with excellent ceiling height, a large wood stove, and endless potential for a workshop, recreation room, storage, or future finished living area.

While currently used as storage, the original design of the west wing included a two-bay garage that could easily be converted to it’s intended use. The loft above includes a second full kitchen and overlooks the secluded backyard, making it an ideal space for an additional bedroom, home office, media room, or future accessory dwelling unit (ADU) for multi-generational living.

Ideally located with easy access to the Connecticut River, ski resorts, renowned private schools, I-91, and Route 2, this one-of-a-kind Vernon property combines timeless craftsmanship, remarkable versatility, and an exceptional setting.
Listing Courtesy of PrimeMLS / Listed By: Morriah Adams, Better Homes And Gardens Real Estate The Masiello Group
$479,000 (USD)
Active

Wilmington Area Multi-Family

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6 South Main Street Wilmington, VT 05363

0 Bed
0 Baths
2905 sqft
MLS# 5117133
A unique and historic building in the heart of downtown Wilmington VT. Originally built in 1840 as a single-family dwelling but converted to an office building with an attached 2 story, 2-bedroom, 1.5 bath residential dwelling unit in the back and the private off-street parking accessed by the frontage on Church Street. Formerly a law office and owner residence. Zoned Village Commercial in the Historic Design and Review overlay district there are many possible options for uses including conversion of the vacant office space into additional residential units with applicable permits. There are bathrooms/plumbing existing on both floors in the front office area to allow for easier residential conversion. The location for commercial/office uses is superb with high visibility from the intersection of Route 100 and 9 for uses in need street front/sidewalk access. The back living unit has a private back yard with a full dog fence, a new storage shed and dedicated off street parking area for at least 4 vehicles. The building had extensive upgrades and improvements in 2012 with two new high efficiency propane heating systems, window replacement, electrical and many others. Wilmington is known as a ski town but is much more. It is a vibrant yet quaint VT village with shops and restaurants only minutes to Mount Snow Resort but is also just over the hill from one of the most popular summer recreation lakes in the southern part of the state and all the year-round recreation offered by the Green Mountain National Forest in the area. Ideal as an owner user in need of living quarters OR as an income property. An in-town gem!
Listing Courtesy of PrimeMLS / Listed By: Christopher Long, Better Homes And Gardens Real Estate The Masiello Group
$475,000 (USD)
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Bennington Area Single Family Home

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425 Main Street Bennington, VT 05201

6 Bed
6 Baths
9000 sqft
MLS# 5087015
15,000 plus sq. ft. commercial/office/retail/residential building on Main St in Downtown Bennington VT. On the ground level there are two prime street front retail spaces on Main Street one the long-term home of the Bennington Banner plus a 4,000 plus sq ft flex space in the rear of the building with great access consisting of open warehouse space ideal for light manufacturing (3 Phase Power), R & D, climate controlled storage, or if you are a service provider company (electrical, plumbing and heating, etc.) in need of more space for at grade storage of inventory, vehicles and offices with easy access it is ideal space to run a service business from. Significant renovations have been completed to the interior 2nd floor of the building. This space is roughly 6,000 sq ft and is a blank slate at present but has been prepped for a residential buildout including plumbing for bathrooms, fire alarm and full sprinkler system, electrical service and other new systems in place. Informal plans have configured 2 to 7 possible apartments in this space depending on size and cost vs. income analysis OR possibly a large in-town owners' residence with skiing, hiking and other year-round outdoor recreational opportunities in the Green Mountain National Forest and Lakes and Rivers within it just a short drive away. Final state and local permits required for finalized development plan. This space combined with the flex space and retail storefronts along main street would be an ideal mixed-use income property. If creating value and optimizing income with creative development of a fantastic building is intriguing, this is an unbelievable and very unique opportunity. At this price point it would be challenging to find another commercial/residential building of this size and condition with this much potential to be solid income property with tremendous equity gain in a very quick timeframe.
Listing Courtesy of PrimeMLS / Listed By: Christopher Long, Better Homes And Gardens Real Estate The Masiello Group
$395,000 (USD)
Active

Vernon Area Single Family Home

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37 Poplar Lane Vernon, VT 05354

3 Bed
3 Baths
1404 sqft
MLS# 5111898
Hard to find turn-key 3 bedroom/2 1/2 bath home on a quiet country cul-de-sac! This loving cared for home features an open concept kitchen/dining area /living room floor plan. The large kitchen offers an efficient work space with loads of counterspace and hardwood cabinets with stove, dishwasher, microwave and side-by-side refrigerator. The adjoining dining area is bathed in sunlight from the south facing slider walking out onto the large deck overlooking the yard. Some built in cabinets complete the dining area. Continuing to the rear of the house, the nice sized living room provides ample seating areas, a place for the big flat-screen and nook for a desk or bookshelf. The mini-split effectively heats and cools the main floor common areas. A convenient 1/2 bath on the main floor is handy for your guests. The 24' deep one car garage is conveniently from the hall to the bath as is the basement. Upstairs are 3 bedrooms. The hall at the top has some owner added book shelves and a shared full bath for the 2nd and 3rd bedrooms. The en-suite primary bedroom has a large east facing window overlooking the rear yard. The mini-split takes care of heating and A/C needs. The full bath features 2 sinks and a tub/shower unit. A nice sized walk-in closet completes the primary suite. The 2nd and 3rd bedrooms have nice sized closets and the front bedroom features a large bright window and makes a nice office if you don't need the extra bedroom. The private cul-de-sac location is serene and ideal for strolling the neighborhood. The 1.32 acre yard has nicely manicured lawns and small flower/rock gardens at the front of the lot and is wooded to the rear. The house shows great pride of ownership and is move-in ready! Delayed showings until the Open House on Saturday October 3rd from Noon to 2:30pm. Don't miss your chance to make this home yours!
Listing Courtesy of PrimeMLS / Listed By: Steve Schoppmeyer, Better Homes And Gardens Real Estate The Masiello Group
$390,000 (USD)
Active

Marlboro Area Single Family Home

Active

215 Gilbert Road Marlboro, VT 05344

2 Bed
2 Baths
1400 sqft
MLS# 5108196
Virtual Tour
Looking for a home where privacy, nature and comfortable living come together? This sweet Cape offers a rare opportunity to enjoy nearly 45 acres of serene Vermont land, complete with the soothing sounds of a babbling brook and an abundance of wildlife and natural beauty.
Set at the end of a long-deeded right-of-way, the property offers an exceptional sense of privacy and seclusion, with no close neighbors and a peaceful setting nestled into the Marlboro mountains. Yet, despite its private location, the home has all the essentials for comfortable living, including power, septic, a drilled well and an efficient on-demand propane heating system.
When the temperatures drop, cozy up beside the Vermont Castings wood stove, creating a warm and inviting atmosphere on cold winter days. The Cape-style home also features a full basement and two large garage doors, providing plenty of room to store vehicles, equipment, ATVs and all the toys you’ll want for exploring the property and surrounding mountains.
Outdoor enthusiasts will appreciate the established trails throughout the land, perfect for walking, exploring and ATV riding. For those dreaming of a more self-sufficient lifestyle, the property is already equipped with a chicken coop, greenhouse and garden shed, making it ready for the homesteader in you.
With almost 45 acres to explore, abundant privacy and a home that combines rustic Vermont charm with modern conveniences, this property offers a chance to slow down, reconnect with nature and make your own little corner of Marlboro.
The home is being offered mostly furnished, with a few exceptions.
Listing Courtesy of PrimeMLS / Listed By: Monica Sumner, Better Homes And Gardens Real Estate The Masiello Group
$360,000 (USD)
Active

Westminster Area Land

Active

0 Pine Banks Road Westminster, VT 05346

Bed
0 Baths
sqft
MLS# 5096685
HUGE PRICE IMPROVEMENT--$200,000 REDUCTION!
Exceptional opportunity to own 36.69 acres of scenic Vermont countryside on desirable Pine Banks Road on the Westminster/Putney border. This beautiful parcel offers a rare combination of expansive open meadows, wooded privacy, and breathtaking long-range views across the Connecticut River Valley and surrounding Green Mountain foothills.

The property's rolling landscape provides multiple potential building sites, each positioned to capture stunning vistas, spectacular sunsets, and the peaceful beauty of the surrounding countryside. Open fields create endless possibilities for a private estate, hobby farm, equestrian property, agricultural use, or recreational retreat, while mature trees along the perimeter provide natural privacy.

Conveniently located just minutes from Interstate 91, this property offers the perfect balance of seclusion and accessibility. Enjoy the tranquility of rural Vermont living while remaining within easy reach of Brattleboror, Bellows Falls, Putney, local amenities, and year-round outdoor recreation.

Whether you're dreaming of building your forever home, establishing a country getaway, or investing in a remarkable piece of Southern Vermont land, this exceptional 36.69 acre parcel provides the setting to bring your vision to life. A rare opportunity to own a property where expansive views, open space, and Vermont's natural beauty come together.
Listing Courtesy of PrimeMLS / Listed By: Michelle "Mickey" Hipp, Better Homes And Gardens Real Estate The Masiello Group
$349,900 (USD)
Pending

Brattleboro Area Single Family Home

Pending

311 Guilford Street Brattleboro, VT 05301

4 Bed
2 Baths
1152 sqft
MLS# 5115066
Well maintained 4-bedroom, 2 full bath In-town cape on a large open and sunny lot in a sought after West Brattleboro neighborhood. The house features a large bright living room and a well equipped eat-in kitchen with granite counter tops and stainless appliances which walks out to the large private patio. The main level also has 2 bedrooms, a tiled full bath with pedestal sink tub/shower unit, The entire main floor has gleaming hardwood floors. Upstairs are 2 carpeted bedrooms both with large walk-in closets with additional storage space. The bedrooms share a 2nd tiled full bath. The full walk-out basement has a direct entry 1 car garage open to the paved driveway, as well as laundry hookups. Green Efficiency is a major benefit of the home and the roof top solar array, Tesla Battery Wall, and hybrid water heater make the carbon footprint much smaller. One of the greatest attributes of the property is the back yard complete with a wonderful blue stone patio with built-in fire pit and privacy fence, raised bed gardens, established perennials and garden shed. The back yard is very private and is bathed in full sun for much of the day. Convenient location less than a mile from the Memorial Park, the Farmers Market, Brattleboro Memorial Hospital and just minutes from downtown. The first showings will be delayed until the Open House on Saturday October 24th from noon to 2pm. Don't miss you chance to see this house before its sold!
Listing Courtesy of PrimeMLS / Listed By: Steve Schoppmeyer, Better Homes And Gardens Real Estate The Masiello Group