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Homes for sale in South Vermont - Page 1 of 21

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$1,200,000 175 acres 4 Beds | 1 Bath | 4399 sqft
3400 VT- 133, Ira, VT 05777 - Rutland County

3400 VT-133 - Ira

The understated approach to the Teaberry Estate of Ira, VT conceals an expansive property built with elegant craftsmanship & functional design. The sprawling 175+/- acres is free of private & government easements, zoning & anything hindering your vision. The extremely private elevated home site is designed to compliment the surrounding natural beauty & accentuate stunning mountain views. Entertain friends on the 2 level patio offering a screened gazebo, towering fireplace & delightful waterfall. A sophisticated design continues inside; natural light washes over marble, limestone & hardwood floors. Granite counters & exquisite maple finish work sourced from the property. 4 bedrooms & 5 baths include a master s
Curtis Trousdale Preferred Properties
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$575,000 245.5 acres 3 Beds | 1 Bath | 1838 sqft
Plymouth, VT 05056 - Windsor County

881 Johnson Farm Road - Plymouth

Peace and quiet is only the beginning at the Berry View Estate located in Plymouth, VT. Your destination for relaxation and recreation on 245+/- acres and contiguous to the 21,500 acre Coolidge State Forest! A well-kept driveway winds through the lower forestland to the cleared and elevated home site where a modern three bedroom, two bath log home is perched offering stunning panoramic mountain views. Home includes all modern amenities like power, phone, TV & high speed fiber internet. Hike, snowshoe and ski the many trails throughout the well managed forest. Large clearings offer successional wildlife habitat with endless raspberry and blackberry bushes. Hunters will appreciate the abundant moose, deer and grouse along with the clover
Curtis Trousdale Preferred Properties
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$239,000 30.34 acres 1 Bed | 1 Bath
532 Route 30, Winhall, VT 05340 - Bennington County

532 VT- Route 30, Winhall

A unique artisan built cabin on 30.34+/- heavily wooded acres, nestled in the heart of ski country in Winhall, VT. Property includes 2 barns, making it a perfect fit for the hobby woodworker or artist.  A massive 66’x32’ 2-story equipment/maintenance barn with radiant heat & 3 oversized garage doors with 18’ ceiling. A second 3-story, 24’x36’ double bay garage with a 2-floor workshop is currently set up for woodworking.  Both barns have 3-phase power. Owner has invested roughly $500K on all 3 buildings. The charming mountain retreat cabin offers 2 bedrooms (w/additional sleeping areas), one bath, 2 high-end woodstoves, & overlooks a brook winding around the home site.  Wastewater permit WW-2-5037 for full time residence system. Rela
Curtis Trousdale Preferred Properties
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$6,900,000 468.36 acres 5 Beds | 4 Baths | 4165 sqft
2358 Long Hill Road, Woodstock, VT 05071 - Windsor County

468.36 acres Woodstock, VT

The 468-acre Birch Tree Farm is an unparalleled family recreational retreat offering privacy and a vast array of activities within eight miles of Woodstock. The five-bedroom main lodge offers a generous open floor plan with a well-appointed kitchen and a great room featuring an impressive floor-to-ceiling fieldstone fireplace and tall windows framing the Ottauquechee River Valley. An expansive deck faces the view overlooking the infinity pool, stocked pond, apple orchard and meadow. The three-level bank barn is finely finished in fir, oak and pine with 7 box stalls on the first level, and an extraordinary recreation and media room on the 2nd level. Miles of carriage-width trails connect to the GMHA trail networks, and to the top of 2,409 fo
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$5,500,000 1,919.37 acres 6 Beds | 5 Baths | 4931 sqft
2356 Lovers Lane, Chester, VT 05143 - Windsor County

1,919.37 acres Chester, VT

This 1,929 acre farm in Southern Vermont has been assembled over 40 years and carefully managed as a family retreat providing complete privacy and excellent views. The property includes a c1819 Farmhouse with 4,930 s.f. and 6 bedrooms, Guest House with 2 bedrooms, Caretaker House with 2 bedrooms, 2 Antique Post & Beam Barns, and a secluded Log Cabin. The diverse landscape has 60 acres of meadows suitable for agriculture, a stocked 2-acre pond, orchards, streams, and 3.5 miles of top grade access roads throughout the property. The 1,839 acres of carefully managed northern hard wood forest, predominate in Sugar Maple, has a Timber Capital Value estimated at $2.67M. Located 4 hours from NYC, and 2.5 hours from Boston.
$4,500,000 82.5 acres 4 Beds | 8 Baths | 6980 sqft
387 Benedict Road, Woodstock, VT 05071 - Windsor County

82.5 acres Woodstock, VT

"SUNNYSIDE" is one of the most perfectly designed and constructed brick Georgian Revival residences in New England - located on a prestigious South Woodstock hilltop on 82.5 acres, with beautiful panoramic views of the surrounding hills and offering absolute privacy. Construction was completed in 2002, with unparalleled attention to detail. And the property has been meticulously manicured and maintained. The 7,000 square foot main residence combines a formal elegance with a beautiful Vermont hilltop setting. The residence features four fireplaces, expansive living and dining rooms, a butternut paneled library, den, continuous flow swimming pool, three-story elevator and a large, beautifully appointed gourmet kitchen with adjoining pantry. T
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$3,980,000 948 acres 8 Beds | 7 Baths | 8143 sqft
1048 Black Hole Hollow Rd, Arlington, VT 05250 - Bennington County

948 acres Arlington, VT

The serene setting of Black Hole Hollow Farm in a quiet valley on the border of Vermont and New York is threaded by the White Creek brook, tiered ponds and 30 miles of trails on 948 acres. The 6-bedroom, 8,143-square-foot main house is surrounded by English-style country gardens with the mountains as backdrop. The original 1772 farmhouse was expanded and designed by noted architect Jerome Cerny. Living room, dining room and downstairs bedrooms open to the gardens and the recently updated kitchen is a welcoming hub with its AGA stove. The farm has a rich history including visits from author Ian Fleming who gained inspiration for several of his James Bond books, and former owner Josephine Hartford Bryce, heir to the A&P dynasty. There is a la
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$3,900,000 75.1 acres 5 Beds | 6 Baths | 4936 sqft
630 Morgan Hill Rd, Woodstock, VT 05191 - Windsor County

75.1 acres Woodstock, VT

Glenmorgan is an iconic early 19th century turn-key estate with a 5-bedroom 1835 Brick Federal residence, 2-bedroom carriage house, antique bank barn, 3 car garage, cottage and 1 acre swimming pond on 75 acres located in a premier area in South Woodstock surrounded by major estates. The elegant residence is warm and inviting in a distinguished Vermont vernacular, with great light and flow. The carriage house is set up beautifully for guests or party space: the great room is centered on a stone fireplace next to a country kitchen, with a 2nd floor bunk room. The classic bank barn 1st level opens to a pastoral view of the pond and gardens, perfect for larger gatherings, studio or working barn. MacKenzie Hall, a tiny charming pondside cottage
$3,750,000 119.6 acres 5 Beds | 8 Baths | 6866 sqft
164 Hewitt Lane, Woodstock, VT 05091 - Windsor County

119.6 acres Woodstock, VT

A sophisticated country family retreat, Havenwood combines close-tothe-village location with end of the road privacy on 119.6+/- acres. Impeccably renovated and intelligently planned, the main house feels intimate yet expands to fit a crowd. The central open kitchen/family area is centered around a big fireplace with ample separation for a quiet study. Other gathering spaces include a beautiful screen porch and multiple outdoor terraces to enjoy the gorgeous landscape. The lower level has a fun game room as perfect recreation space that opens on to a stone terrace, and a sophisticated temperature controlled wine room. The gracious master suite is on the ground level, with 4 additional bedrooms on the second floor. The guest house-barn
$3,700,000 241 acres 7 Beds | 6 Baths | 7945 sqft
1599 Cavendish Gulf Road, Cavendish, VT 05142 - Windsor County

241 acres Cavendish, VT

GRAHALL- A feat of architecture and engineering, this is a spectacular, one of kind estate on 240+ acres in prime central Vermont. Drawing inspiration from an iconic castle on a loch, Grahall sits atop Hawk's Mountain with breathtaking views in all directions. The home was built with stunning Glimmerstone Granite that is indigenous to the area and quarried directly from the property. An incredible amount of thought and planning went into the creation of the exteriors and interiors. While the structure is commanding the interiors feel warm and embracing. Many of the gathering rooms are circular with large granite fireplaces. There is wonderful light throughout the house providing passive solar. There are 7 well appointed bedrooms and 5 baths
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$3,300,000 577 acres 4 Beds | 8 Baths | 10500 sqft
89 Mountain Spring Road Road, Chittenden, VT 05737 - Rutland County

577 acres Chittenden, VT

Spectacular Mountain and Water Views / 577 Acres Adjoining The Green Mountain National Forest. Pristine, conserved property with expansive trails, wildflower meadows, orchards, ponds and forest.Exclusive use of native plants, shrubs and trees supports a large population of over 100 species of birds, butterflies, fish and wildlife. Five buildings with extensive infrastructure. Suitable for further development. Located adjacent to The Mountain Top Inn and Resort (four season resort with Nordic, lake and equestrian activities). Killington Ski resort 30 minutes away. Airport is 20 minutes away.
$2,995,000 33 acres 4 Beds | 8 Baths | 8785 sqft
1484 Bowman Rd, Barnard, VT 05031 - Windsor County

33 acres Barnard, VT

Built in 2010, this expanded custom stone Cape - StoneMeadow, is sited in a private meadow on 33 acres in the beautiful Barnard countryside. The 4-bedroom, 8,785 square foot residence has a high level of craftsmanship in a classic Vermont vernacular designed for modern living. The large chefs kitchen has an open floor plan with a warm comfortable sitting area with Rumford cooking fireplace and beehive oven. The rooms transition in size from intimate library and office to the large great room, and include a wine cellar, full wet bar and a recreation room on the walk out lower level. A brick terrace just off the kitchen is a perfect summer gathering place. Outside features include the 2-level bank barn, designed with a drive-in bay on th
$2,995,000 27.5 acres 4 Beds | 4 Baths | 4998 sqft
797 North Rd, Barnard, VT 05031 - Windsor County

27.5 acres Barnard, VT

This elegant c2008 Greek Revival farmhouse is sited on a 27+/- acre knoll with a 6-stall barn, swimming pond and 10 acres of meadows and fenced pasture, just outside the Barnard Village on the North Road, known for its excellent views. The 5,000 square foot, 3-bedroom residence is spacious and inviting, with exceptional architectural detail, large wrap around porch, huge windows, glass doors and 12 foot ceilings. There is a beautiful blend of interior finishes with cherry, maple and pine floors, a Rumford wood burning fireplace, two more gas fireplaces, and antique radiators. Bathrooms include various kinds of marble, stone, inlay and custom tiling.. The barn includes a heated tack room, bath, two heated stalls and a horse shower area.
$2,900,000 53.21 acres 6 Beds | 11 Baths | 8200 sqft
604 Delano Road, Fieldsville, VT 05089 - Windsor County

53.21 acres Fieldsville, VT

Custom 2-story Connected Cape Farmhouse, c. 1990 offers 8200 sq. ft of luxury living space with unusually fine craftsmanship throughout featuring stunning panoramic views of Mt. Ascutney and beyond. Approached by a private drive through the extensively landscaped 53.21 +/- acre property, the stone and wood clapboard estate features 6 bedrooms, 7 full baths, and 4 half baths. This exceptional property offers the best in private, country living in the heart of equestrian West Windsor, one of the loveliest parts of the Woodstock area.
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$2,900,000 305.73 acres 3 Beds | 3 Baths | 3000 sqft
905 Dawley Rd, Mount Holly, VT 05758 - Rutland County

305.73 acres Mount Holly, VT

On the National Register of Historic Places, this home provides a retreat on over 300 acres of land with its own pond and hiking trails. Unique design giving a prime example of mid-twentieth century International style. Built mostly of cement offering 3 bedrooms, 3 baths and living areas designed to incorporate nature into your home. A special home for that special Buyer!
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$2,900,000 11 acres 4 Beds | 7 Baths | 7100 sqft
127 Adams Hill Road, Newfane, VT 05345 - Windham County

11 acres Newfane, VT

Architecturally stunning European Chateau, this elegant home offers open panoramic views and magnificent sunsets. Evolved by the artist-architect-owner with extreme attention to detail over a period of 42 years. Old-world building techniques, custom and reclaimed materials, Tuscan stone & South American mahogany floors. The main house enters off the circular drive, with 5,500 sq. sf. of large, airy, interconnected rooms and oversized windows taking full advantage of nature all around you. The ground floor flat is 1600 sq. ft. and leads to the large deck with outdoor fireplace. Surrounded by 11 private acres bordered by a crystal clear river, adjacent to more than 2000 acres of woodlands and trails under management, you will enjoy walking, m
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$2,900,000 351.7 acres 4 Beds | 5 Baths | 4200 sqft
1418 West Jamaica Road, Jamaica, VT 05343 - Windham County

351.7 acres Jamaica, VT

Located 3 miles from Stratton Mountain, make your way through the traditional Vermont stone walls and perennial flower beds to find this sprawling post and beam home perfectly positioned on its private 351.7 acres of stunning land with multiple secluded ponds, brooks, streams, forest and fields. Several expansive fields with amazing vistas offers a large natural playground unlike any other in the area. Fifty seven hundred square foot home offering three bedrooms and four baths with a first floor private master suite, attached full bath, private deck, gas fireplace and views overlooking one of your private ponds with a natural waterfall can all be enjoyed right from your master wing. Enjoy the main living room area with open concept kitchen,
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$2,750,000 53.2 acres 5 Beds | 6 Baths | 4887 sqft
113 Pomfret Rd, Woodstock, VT 05091 - Windsor County

53.2 acres Woodstock, VT

Elegant modern design, evocative of Vermont vernacular, serene, private setting, close to Woodstock village: This AIA award winning design by Ertel Associates is centered around the repurposed hand hewn post & beam barn enhanced by modernist elements of the kitchen. The interior design of the 4,800 sf, five-bedroom home features clean lines and high end finishes. The first floor master wing has windows on all sides with a barrel vaulted ceiling. The ivy covered stone garage with walled roof garden grounds the design in the hillside. Sited on 53 acres high on a west-facing hillside the property includes exceptional views and a series of stone walls and grass terraces that anchor the residence into the landscape in a simple, elegant style.
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$2,725,000 75.8 acres 8 Beds | 6 Baths | 11200 sqft
234 Hidden Ridge Farm, Pomfret, VT 05067 - Windsor County

75.8 acres Pomfret, VT

This exceptional Vermont recreational retreat on 75.8+/- private acres in has sweeping views from Killington to New Hampshire. The 8-bedroom, 6-bath residence is set up to provide separate suites for family and friends, as well as comfortable gathering spaces opening to the views of meadows on to layered hills and distant mountains. Extensive recreational amenities include an in-ground heated pool, clay tennis court, sledding hill and, of course, the beautiful countryside to explore, including a terrific little go to cabin for picnics or quiet contemplation. Equestrians and horses will appreciate the 85 x 150 heated and sprinklered indoor arena complex with a 5-stall stable, viewing area with kitchen and office, ample hay storage, 2-bedroom
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$2,700,000 178 acres 3 Beds | 4 Baths | 2689 sqft
1233 Weathersfield Ctr Road, Weathersfield, VT 05151 - Windsor County

178 acres Weathersfield, VT

Black Watch Farm is a 174 acre working farm set in gently rolling hills overlooking the Green Mountains of Vermont.In addition to the main residence there are 3 other residential properties, an office, farm store, horse barn and various equipment and livestock structures. All carefully maintained. Established markets with area restaurants exist, as well as the self serve farm store. Taxes are reduced due to the agricultural aspects of the farm. Land is in the Current Use program. Ag buildings are not taxed.
$2,600,000 180 acres 4 Beds | 3 Baths | 3088 sqft
284 Amsden, Barnard, VT 05031 - Windsor County

180 acres Barnard, VT

"High Meadows" on 180 acres is set on a private and pristine Vermont hillside overlooking magnificent meadows and a pond with exceptional long-range Vermont mountain views. The residence is comprised of a hand-hewn Vermont timber frame c.1799, that was carefully dissembled from it's original location elsewhere in Vermont, moved and reconstructed on it's current site by the present owner. Every attention to detail was given in the finishing of the residence, as closely as possible to it's original design and proportions including the center-stack fireplaces and window designs. Yet it is thoroughly modern in all mechanical and structural respects. A second historical timber frame carriage barn was also attached and serves as a walk-in garage.
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$2,450,000 137.39 acres 4 Beds | 3 Baths | 3614 sqft
585 Brown Hill Rd, Woodstock, VT 05071 - Windsor County

137.39 acres Woodstock, VT

Fieldstone is the quintessential Vermont country property: a stone cape built c.1810 and renovated to fine condition, privately sited at the end of a gravel road, with views to distant hills over meadows and three cascading spring-fed ponds on 137+/- acres. The 3,600 square foot, 4-bedroom main residence combines period details with updated finishes: exposed hand-hewed beams and handsome pine and cherry floors, deep inset 12/12 windows, and two brick fireplaces. Kitchen offers beautiful birch cabinets, high quality stainless appliances and granite counters. Family room opens to a stone terrace surrounded by perennial gardens and a tranquil orchard. Bedrooms are generous, including a main level bedroom with fireplace. A 3-bedroom guesthouse
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$2,250,000 284 acres 4 Beds | 5 Baths | 3775 sqft
792 Route 153, Rupert, VT 05768 - Bennington County

284 acres Rupert, VT

Stunning Vermont Vernacular on 284 acres! Incredible views, newly constructed(2010)legacy estate built with attention to detail and the highest quality materials. Long private drive to the top of the world! Recreation opportunity abounds! Hunt, fish White Creek or the Battenkill, ATV or snowmobile. Or relax by the 50 ft in ground resort quality pool and take in the view. Great equestrian potential. Four en-suite bedrooms, two fireplaces, gourmet kitchen with Viking range and Liebherr fridge, covered porch, two fireplaces. Finished basement with game room. Beautiful 33 x 28 ft storage barn and lovely grounds. Timber producing property in Current Use Program. Kohler Generator. 30 minutes to Saratoga and 15 minutes to Dorset. Incredible place.
$2,195,000 12.5 acres 4 Beds | 7 Baths | 6700 sqft
1497 Bowman Road, Barnard, VT 05031 - Windsor County

12.5 acres Barnard, VT

Completely renovated and expanded in 2004, this classic 4 bedroom c1799 center chimney cape on 12+/- acres in Barnard is an exceptional family-friendly retreat designed to celebrate the Vermont lifestyle inside and out. Period charm and authentic craftsmanship is consistently applied across a mix of open and intimate living areas creating a sense of space that is relaxed and comfortable. A well-appointed country kitchen/family room with marvelous cast-iron wood stove, leads to great gathering spaces large screened porch, sunroom, and brick patio overlooking 3 ponds, and a small stream. Library, study, two powder rooms, walk-in pantry and ensuite bedroom, complete the first level, with a master suite and sleeping porch overlooking the vi
$2,150,000 29.8 acres 4 Beds | 7 Baths | 7700 sqft
7 Laber Road, Bridgewater, VT 05035 - Windsor County

29.8 acres Bridgewater, VT

Stonewall Manor.Ideally sited on nearly 30 acres of Green Mountain privacy, this 5700 square foot masterpiece has a large great room with a stone fireplace; three separate living spaces with three kitchens and laundry rooms. In the main living space there is a brand new professional kitchen, formal dining; solar sun shades; geothermal heat; humidity controlled wine cellar; concealed "safe room" and its all ready for Active Solar and Active Wind power. All of the latest technology has been utilized to create an estate that is the ultimate in a complete and secure escape from the rest of the world. Enjoy the elegance and serenity of this Vermont Quintessential property. Fabulous view of the trails of the "Beast of the East"- the largest and g
$2,150,000 29.8 acres 4 Beds | 7 Baths | 7700 sqft
7 Laber Road, Bridgewater, VT 05035 - Windsor County

29.8 acres Bridgewater, VT

Stonewall Manor Estate. Ideally sited on nearly 30 acres of Green Mountain privacy, this 5700 square foot masterpiece has a large great room with a stone fireplace; three separate living spaces with three kitchens and laundry rooms. In the main living space there is a brand new professional kitchen, formal dining; solar sun shades; geothermal heat; humidity controlled wine cellar; concealed "safe room" and its all ready for Active Solar and Active Wind power. All of the latest technology has been utilized to create an estate that is the ultimate in a complete and secure escape from the rest of the world. Enjoy the elegance and serenity of this Vermont Quintessential property. Fabulous view of the trails of the "Beast of the East"- the lar
$2,100,000 20.2 acres 4 Beds | 4 Baths | 5537 sqft
537 Mad Tom Notch Rd, Peru, VT 05152 - Bennington County

20.2 acres Peru, VT

Custom designed c2001 home on 20 +/- acres at the edge of the Green Mountain National Forest sited on a prominent knoll with exceptional views and privacy. The 5,500-square-foot, 4-bedroom residence is designed around open, one level living with vaulted ceilings, spacious rooms and expansive windows while maintaining consistent, high quality finishes. The great room is 22 feet high with a beautiful fieldstone fireplace and glass French doors that open to a stone terrace. The adjacent kitchen has 18 ceilings and is perfect for cooking while entertaining, with a sitting area, and the warmth of a wood stove. Other features include a master bedroom suite, wine cellar, game room, sauna, and attached 2-car garage. Home and land have been meticul
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$2,025,000 2.68 acres 6 Beds | 7 Baths | 7088 sqft
83 Overlook Dr., Dover, VT 05356 - Windham County

2.68 acres Dover, VT

A very rare opportunity to own in the prestigious Peaks association. Designed by world-class Moss Creek Designs, this spectacular Post and Beam home features over 7,000 square feet of luxury. Attention to detail abounds in this 6 bedroom home spaciously laid out over three levels with views, views, and more views of Mount Snow! A gourmet kitchen, open concept great room, professionally decorated with gorgeous furnishings, five fireplaces, antique wood flooring and radiant heat complete this exquisite property that is situated on 2.68 acres with views only the select few will experience! To complete the perfect location, owning this freestanding home comes with on-demand shuttle service to and from Mount Snow and the Hermitage, as well as th
$2,000,000 199 acres 4 Beds | 4 Baths | 3614 sqft
3703 Jericho Street, Hartford, VT 05001 - Windsor County

199 acres Hartford, VT

Featured on the cover of Vermont Life's 2007 Vermont Seasons Calendar, Jericho Brook Farm is a rare and exceptionally beautiful property. Located only 6 miles from Dartmouth College in the bucolic Jericho Rural Historic District, the offering includes 199 +/- acres of productive fields and forest and a fully restored 1790 four-bedroom farmhouse. The views are far and wide with large open spaces accentuating the magnificent red gambrel barn. The land at Jericho Brook Farm is neither conserved nor enrolled in Vermont Land Use. The farm also benefits from deed restrictions and a conservation easement on abutting land across Jericho Street.
$2,000,000 7.5 acres 13000 sqft
6378 VT Route 7A, Sunderland, VT 05250 - Bennington County

7.5 acres Sunderland, VT

Great cash-flow opportunity with this newer mixed commercial property located in Sunderland Vermont on VT Route 7A. Office and warehouse space and expansion opportunity. Currently 80% tenant occupied with leases up to 5 years or more. Modular/flexible 3600 sq. ft. office space available for rent. Ample parking, road frontage along State highway.