A truly magical setting! If you've never experienced the blissfulness of the Green River Village and its historic covered bridge and crib dam/waterfall and one of the most spectacular swimming holes imaginable, it's a must visit southern Vermont destination. Nestled in this picturesque valley village is this charming old home privately situated on 53.5 acres only a short stroll up the driveway from this beautiful waterfall scene. With its open fields, outstanding sun exposure, pond, stonework, established gardens, berry bushes and apple, pear and peach trees this setting will transport you back in time. The towering old growth sugar maples around the house are true giants and are one of the first things that will make your jaw drop as you enter the peaceful homestead. The house needs work but with this stunning location and unique property attributes it's deserving and worthy of the investment. The 4-bedroom, 2.5 bath home features original fir flooring throughout the old portion and oak flooring in the addition, a huge 18' X 34' living/dining room a fireplace and massive hearth, a country kitchen with antique wood cookstove, an office/study (or 1st floor bedroom) and a small bath and laundry on the main level and 3 bedrooms, bath and the primary bedroom suite upstairs. The central heating system was propane hot water baseboard but is not functional at present. The owner currently heats with wood only. Freshly painted in 2025. Roof replaced with standing seam metal in 2005. Property is enrolled in the Use Value Appraisal (current use) with 8 acres excluded encompassing the open land, gardens and pond area around the home site. The true southern exposure, local views of the hills surrounding the river valley, access to the river and the privacy this property provides is special and very difficult to find.
Listing Courtesy of PrimeMLS / Listed By: Christopher Long, Better Homes And Gardens Real Estate The Masiello Group
$649,500 (USD)
Halifax Area Single Family Home
Active
800 Hubbard Hill Halifax, VT 05358
3 Bed
3 Baths
2520 sqft
MLS# 5092490
This stately Colonial Revival style home is situated privately on nearly 10 acres with its awesome 3 story 30' X 40' barn accessed by a long winding driveway. The main level features include large spacious rooms with wainscoting and natural woodwork, an open kitchen/dining/living floor plan, half bath/laundry and a pantry off kitchen, proper foyer, living room with a grand fireplace, wide staircase and hallway from formal entry, office/den and maple and cherry flooring throughout. On the second level you'll find the primary bedroom suite which occupies half of the floor, 2 additional large bedrooms, red oak and wide pine flooring and access to the sizable attic space which could be finished into additional living space. The entire house is filled with natural light from its numerous 12 over 12 windows and has a wonderful flow and overall feel. It's one of those homes that feels like an older traditional home but is a modern dwelling with high quality construction and materials with outstanding systems. The full basement is walkout at grade with a roughed in section that could easily be finished if more space is needed. The house is cooled by two central AC units and heated by redundant oil systems. It has radiant hot water heat throughout the first floor, and HW baseboard up but also has forced air units. Then there's the barn! It's an impressive structure and can fill a variety of needs such as a wood shop or limitless storage for all the toys needed to enjoy the year-round recreational fun of the lakes and mountains of the Green Mountain National Forest just a short drive north. The land is sloping with level areas including a small field with gardening opportunities. The back deck overlooks a small lawn area and beautiful stone steps and gardens leading down to it. If you are looking for a spacious home with plenty of room for expansion, move in condition and a large outbuilding all in close proximity to lakes and skiing in southern VT, this is ideal.
Listing Courtesy of PrimeMLS / Listed By: Christopher Long, Better Homes And Gardens Real Estate The Masiello Group
$545,000 (USD)
Brattleboro Area Single Family Home
Active
211 Pleasant Valley Road Brattleboro, VT 05301
2 Bed
1 Baths
1576 sqft
MLS# 5094642
Perched atop this scenic hillside on 6 acres, this distinctive contemporary home and classic gambrel two-story barn once enjoyed sweeping easterly views to Mount Wantastiquet and distant Mount Monadnock. Glimpses of the long-range views exist but will need to be reclaimed. Located on highly desirable Pleasant Valley Road in West Brattleboro, the property offers an exceptional combination of rural Vermont charm, privacy and convenience, with easy access to town. The beautiful Pleasant Valley Reservoir and the recreational opportunities provided by its protected land, trail system and class 4 road network are an underutilized outdoor paradise just down the road. The home's striking flat roof design, redwood siding, and clean mid-century modern influences create a timeless architectural aesthetic. Inside, the open concept living/dining and kitchen area is filled with natural light from the expansive windows that frame the surrounding landscape. An East/SE facing corner deck provides the perfect setting for morning coffee and sunrise views. The main level features two bedrooms and a full bath updated in 2026. The finished walkout lower level offers a spacious additional living space. The impressive gambrel barn once housed horses in its 3-5 stall lower level and has water and power. The top level of the barn is open clear span with a drive-in door ideal for vehicles and equipment storage, a wood shop, workshop, studio space or a variety of other uses including a possible second dwelling unit with applicable permits. The open land in front of the barn was once a dressage arena and provides an excellent level outdoor space for recreation, animals or agriculture. The remainder of the property includes a mix of open field, young growth forest and established yard areas surrounding the home with abundant room for large gardens and outdoor fun. Despite its peaceful country setting skiing, golf, hiking and biking are only minutes away. A rare one-of-a-kind Vermont property.
Listing Courtesy of PrimeMLS / Listed By: Christopher Long, Better Homes And Gardens Real Estate The Masiello Group
$475,000 (USD)
Bennington Area Single Family Home
Active
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
$295,000 (USD)
Chesterfield Area Land
Active
244 Mountain Road Chesterfield, NH 03466
Bed
0 Baths
sqft
MLS# 5086423
This 2 plus acre WATERFRONT building lot is perched on the banks of the Connecticut River and offers outstanding views of the river to the south and hills of VT to the west. It has many of the most sought-after attributes for those of us who appreciate privacy and natural beauty. Located at the absolute end of a town-maintained gravel road, this is truly a special spot. The property has outstanding south and west exposure and directly abuts the 1,000-acre Wantastiquet Mountain National Area/State Forest with hiking and recreational trails at your doorstep. There is a permitted gravel driveway into the level building area and additional loads of gravel on site to be used to extend the road to the new house. Complete site plan with a septic design for a 5-bedroom dwelling has been done and approved. Also has a boat dock permit and an old staircase down the embankment to a boat dock location but is unsafe and needs to be replaced. The forest is comprised mostly of northern hardwood species like oak, maple and black birch with little undergrowth creating a park-like feel. Mountain Road continues past the property as a recreational trail that connects to the main trail system. The combination of owned water frontage, large adjacent conserved land, end of road privacy, southern exposure and ease of development makes this property very unique and quite rare. A fantastic opportunity to create an unbelievable place to live.
Listing Courtesy of PrimeMLS / Listed By: Christopher Long, Better Homes And Gardens Real Estate The Masiello Group