Homes for Sale near Mt. Anthony Union High School

/21
$175,000
- Land
- 18 Acres
- $9,749 per Acre
0 U S 7, Pownal, VT 05261

Beautiful Pownal Valley views from almost wherever you stand on this 17.95 acre parcel. Zoned for commercial use along the road frontage and rural residential in back creates opportunities for different types of development.

Vicki Wilson

Maple Leaf Realty

(802) 327-8230

0 U S 7, Pownal, VT 05261
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/4
$298,000
- 4 Beds
- 4 Baths
- 2,080 Sq Ft
123 Bradford St, Bennington, VT 05201

4 unit apartment building with great rental history and income. Front and back porches and balcony. Great location. Showings to begin 6/10/2024

Max Squiers

KW Vermont - Brenda Jones Real Estate Group

(802) 210-1728

123 Bradford St, Bennington, VT 05201
/38
$289,000
- 4 Beds
- 2 Baths
- 1,736 Sq Ft
121 Fillmore St, Bennington, VT 05201

Welcome to this newly renovated Cape nestled in a desirable downtown Bennington neighborhood. This spacious home offers four bedrooms and two full bathrooms, including a first floor primary suite for added comfort and convenience.The brand new galley kitchen features gorgeous cabinetry, tile flooring, and energy efficient appliances perfect for modern living. A dedicated dining room provides a

Brooke Thomson Drew

Mahar McCarthy Real Estate

(802) 392-9256

121 Fillmore St, Bennington, VT 05201
/40
$625,000
- 3 Beds
- 3 Baths
- 3,173 Sq Ft
5529 Vt Route 7a, Shaftsbury, VT 05262

Presenting an absolutely detail rich and unspoiled 1804 Center Hall Post & Beam Colonial on Historic 7A that promises to create wonderful memories for its steward. Nurture has been the key to preserving the casual grace of this 5 bay noted residence; with a stunning 33' X 15'6" great room centered on the fireplace, this space provides living / dining perfect for hosting today's lifestyle needs

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 357-7270

5529 Vt Route 7a, Shaftsbury, VT 05262
/40
$275,000
- 3 Beds
- 1.5 Baths
- 1,560 Sq Ft
148 Valley View Dr, Pownal, VT 05261

Welcome to this beautiful ranch home offering comfortable one level living! Featuring three bedrooms, one full bath, and an additional half bath in the finished lower level, this home is ideal for families or anyone looking for room to grow. The finished basement includes a cozy rec room and bonus space, perfect for entertaining or relaxing. Enjoy stunning mountain views, a spacious and well

Brooke Thomson Drew

Mahar McCarthy Real Estate

(802) 634-4450

148 Valley View Dr, Pownal, VT 05261
/50
$299,000
- 4 Beds
- 2 Baths
- 1,602 Sq Ft
224 Sycamore Ln, Shaftsbury, VT 05262

This 4 bedroom cape is located on a dead end street in a desirable neighborhood within the village of Shaftsbury. The updated kitchen has a small island and is open to the dining area. The living room has hardwood floors, gas fire place and built-ins along one wall. There is a washer and dryer located on the first floor in the entry hall and a full bath also on this level. There are two

Catherine Cairns

Maple Leaf Realty

(802) 873-7446

224 Sycamore Ln, Shaftsbury, VT 05262
/4
$225,000
- 5 Beds
- 2 Baths
- 1,478 Sq Ft
32-34 Sage St, Bennington, VT 05257

Duplex in North Bennington offering 1 way street location. decent yard and 2 - 2 bedroom units. Good investment potential in a walkable and sought location. Town water and sewer.

Max Squiers

KW Vermont - Brenda Jones Real Estate Group

(802) 402-4994

32-34 Sage St, Bennington, VT 05257
/20
$750,000
- 4 Beds
- 5 Baths
- 6,650 Sq Ft
338 Main St, Bennington, VT 05201

Don't miss your opportunity to own one of the area's most prestigious properties. The "Marble Bank" is located at the intersection of US Route 7 and Vermont Route 9 and is currently the landmark Fiddlehead Gallery. This property offers unique and grand architecture to go along with its high visibility location. Downtown's redevelopment and thriving new businesses make this location even more

Max Squiers

KW Vermont - Brenda Jones Real Estate Group

(802) 347-6655

338 Main St, Bennington, VT 05201
/15
$550,000
- 6 Beds
- 2 Baths
- 5,878 Sq Ft
972 Vt Route 7a, Shaftsbury, VT 05262

MIXED USE INVESTMENT PROPERTY boasts two rental apartments and first floor retail space. The “Shaftsbury Country Store Building” on Historic Route 7A has stood the test of time. This landmark building dates back to 1850, when 10% of Vermont’s population was destined to serve in the Union Army and fight in the Civil War. The back apartment is on the second and third floors with a large deck

Kristin Comeau

TPW Real Estate

(802) 988-7626

972 Vt Route 7a, Shaftsbury, VT 05262
/13
$225,000
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
2017 East Rd, Shaftsbury, VT 05262

3 bedroom 2 bath, double wide on 1.49 acres in Shaftsbury. Offering good location, large yard, and convenient travel to town. Living room with new pellet stove, kitchen with modern appliances including newer stove and dining area. Outside a 2 car detached garage, storage sheds and front and rear porches. New carpet.

Max Squiers

KW Vermont - Brenda Jones Real Estate Group

(802) 213-9746

2017 East Rd, Shaftsbury, VT 05262
/24
$39,000
- Land
- 7 Acres
- $5,540 per Acre
170 Gore Rd, Bennington, VT 05201

7.04 +/- Acres of beautiful open woodland, gently sloping and surrounded by stone walls. A perfect spot for a little get-a-way, camping, tenting, hunting but with future potential for a home. Access is via a deeded 50’ ROW off a paved town road. This ROW is about 800’ long. It would likely be simple to create a parking area and walk or ATV out to the property for recreational purposes. In

Curtis Trousdale Preferred Properties

170 Gore Rd, Bennington, VT 05201
/48
$685,000
- 3 Beds
- 2.5 Baths
- 1,738 Sq Ft
1516 W Mountain Rd, Shaftsbury, VT 05262

Discover your dream retreat in this immaculate 3-bedroom, 3-bath, single level home, nestled on over 4 acres of breathtaking landscape. Enjoy expansive mountain views of the Taconic range, Bennington Monument, and Mount Graylock. Relax on the spacious deck or in the screened-in porch, soaking in the stunning vistas. This updated one-level home, features hardwood floors throughout and an open

Margretta Fischer Wohler Realty Group

1516 W Mountain Rd, Shaftsbury, VT 05262
/12
$575,000
- 6 Beds
- 4 Baths
- 15,179 Sq Ft
423 Main St, Bennington, VT 05201

Historic building in heart of downtown Bennington with solid income from existing commercial tenancy and a fantastic second floor begging to be utilized as residential space. This loft type space is approx. 8,000 sq. ft. and would be an amazing living space (or several) with varying exposure, views of mountains in the distance and of the downtown area. The building offers an abundance of indoor

Chris Long BHG Masiello Brattleboro

423 Main St, Bennington, VT 05201
/16
$329,000
- 2 Beds
- 1.5 Baths
- 1,152 Sq Ft
89 Field Way, Pownal, VT 05261

Discover your private mountain sanctuary in this charming post-and-beam home with breathtaking views of the Taconic Mountains. Stunning sunrises are visible from the primary bedroom and living area. The versatile loft offers space for a home office, reading nook, or guest accommodation. This unique property seamlessly blends its rustic charm with modern amenities, including solar panels,

Lori Hurley Four Corner Properties LLC

89 Field Way, Pownal, VT 05261
/37
$675,000
- 9 Beds
- 8.5 Baths
- 4,995 Sq Ft
722 Main St, Bennington, VT 05201

Imagine owning the oldest home in downtown Bennington full of history and amazing detail. Built by Joseph Safford after opening Bennington's first Grist Mill, then fully renovated during the Italianate Victorian area for much of it's current design. This historic Inn along the Walloomsac River is now being used as an Air BnB rental as well as a separate leased 2 bedroom apartment. The Fully

Lilli West Maple Leaf Realty

722 Main St, Bennington, VT 05201
/40
$305,000
- 3 Beds
- 3.5 Baths
- 3,023 Sq Ft
872 Barber Pond Rd, Pownal, VT 05261

Tucked away in a peaceful Vermont setting, this charming ranch-style home blends rustic charm with modern comfort. Step inside to gleaming hardwood floors, soaring cathedral ceilings, and a cozy brick fireplace, creating an inviting space to relax and unwind. The open kitchen and dining area make mealtime effortless, with easy access to the backyard for summer barbecues or quiet morning coffee on

Nick Sicard EXP Realty

872 Barber Pond Rd, Pownal, VT 05261
/44
$587,000
- 4 Beds
- 2 Baths
- 2,325 Sq Ft
196 Glastenview Dr, Shaftsbury, VT 05262

Fully Renovated 4 bedroom plus office, Ranch-Rambler with stunning views.This home has undergone a complete transformation, featuring a reconfigured floor plan, new roof, siding, furnace, bathrooms, kitchen, flooring, deck, and landscaping. Enjoy open-concept living with a spacious kitchen, dining area, and living room that seamlessly flow together. Step outside onto the back deck for panoramic

Lori Hurley Four Corner Properties LLC

196 Glastenview Dr, Shaftsbury, VT 05262
/20
$255,000
- 3 Beds
- 2 Baths
- 1,080 Sq Ft
42 Center St, Bennington, VT 05201

Charming and cozy 2-Bedroom, 2-Bath Ranch with expansion potential in a quiet, sought-after neighborhood just minutes from downtown and local amenities. With its inviting single-level layout, beautiful hardwood floors, and spacious great room, this home offers comfortable living with timeless appeal.The full walk-out basement adds incredible potential—already partially finished with a bathroom

Faith Rhodes Maple Leaf Realty

42 Center St, Bennington, VT 05201
/52
$199,000
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
130 Morgan St, Bennington, VT 05201

200 feet of Walloomsac River front .There is a second kitchen for a possible in-law or AB&B. RV parking for those visitors who travel listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities.

Dan Mason Perrott Realty

130 Morgan St, Bennington, VT 05201
/38
$1,400,000
- 4 Beds
- 2 Baths
- 3,507 Sq Ft
924 Henderson Rd, Pownal, VT 05261

A little slice of Heaven in The Berkshires close to downtown Williamstown is calling you! Offer some land, wildlife, mountain views, a babbling brook, apple trees and a beautiful Farmhouse with 4 bedrooms, 2 full baths, nice entry way, 1st floor laundry, huge kitchen with gas stove, butcher block counter tops, an island overlooking the dining area & the rustic fieldstone fireplace. An ideal

Colleen Zajac Monarch Realty

924 Henderson Rd, Pownal, VT 05261
/23
$235,000
- 2 Beds
- 1 Bath
- 976 Sq Ft
87 Birch Rd, Woodford, VT 05201

This charming two-bedroom cabin at Woodford Lake is the ideal retreat for outdoor enthusiasts. Just a short walk from the lake and beachhead, and with the VAST snowmobile trail right outside your door, you’ll enjoy four seasons of adventure, relaxation, and natural beauty. Whether you’re swimming, kayaking, hiking, or snowmobiling, this location puts year-round recreation at your fingertips.

Patrice Schneider Southern Vermont Realty Group

87 Birch Rd, Woodford, VT 05201
/30
$295,000
- 3 Beds
- 1.5 Baths
- 1,042 Sq Ft
221 Grandview St, Bennington, VT 05201

Charming renovated cape with mountain views! Perched high on Grandview Street on a spacious and level lot, this beautifully renovated Cape-style home offers comfort, style, and lovely views of Mount Anthony and beyond. Step inside to a bright and welcoming first floor, where an open-concept layout easily accommodates both living and dining areas, enhanced by large windows that fill the space with

Angela Bevin Maple Leaf Realty

221 Grandview St, Bennington, VT 05201
/54
$1,995,000
- 3 Beds
- 3 Baths
- 5,228 Sq Ft
2167 Myers Rd, Shaftsbury, VT 05262

Welcome to Hidden Ponds Farm!!! Nestled amidst 40 sprawling acres, this historic early 1800's post and beam converted barn is a rare gem combining rustic charm with modern comforts. The property is highlighted by a stunning 1,000-foot hand-placed stone wall, two picturesque ponds, and two orchards offering seasonal beauty and fresh fruit. The expansive outdoor space also features a hot tub,

Kelley Mccarthy Mahar McCarthy Real Estate

2167 Myers Rd, Shaftsbury, VT 05262
/36
$265,000
- 2 Beds
- 1 Bath
- 1,512 Sq Ft
82 Oakes St, Bennington, VT 05201

Charming Two-Bedroom Home in Convenient Bennington LocationWelcome to this inviting two-bedroom, one full bath home offering spacious and versatile living areas. The main floor features a large living room perfect for relaxing or entertaining, a formal dining room, and an eat-in kitchen with a door leading out to a generous deck-ideal for outdoor gatherings.The lower level boasts a large family

Kelley Mccarthy Mahar McCarthy Real Estate

82 Oakes St, Bennington, VT 05201
/35
$289,000
- 3 Beds
- 2 Baths
- 1,740 Sq Ft
65 Mountain View Dr, Shaftsbury, VT 05262

3 bed 2 bath ranch with great views of the Green Mountain Range in a country setting in the Shaftsbury School District. Double flue chimney ready for a secondary heat source.

Dan Mason Perrott Realty

65 Mountain View Dr, Shaftsbury, VT 05262
/47
$299,900
- 4 Beds
- 2.5 Baths
- 2,404 Sq Ft
120 Imperial Ave, Bennington, VT 05201

Nestled in the charming village of Bennington, Vermont, this stately 4-bedroom, 2.5-bath home blends timeless elegance with thoughtful updates. Built in 1895 and set on 0.41 acres, the property offers a rare combination of historic character and modern livability. A large Trex front deck with handicap accessible ramp to the front and kitchen doors welcomes you to the home, where you'll find

Kelley Mccarthy Mahar McCarthy Real Estate

120 Imperial Ave, Bennington, VT 05201
/46
$285,000
- 4 Beds
- 1 Bath
- 1,875 Sq Ft
4 Pine Rd, Bennington, VT 05201

Beautifully maintained Ranch home on a dead-end road boasts 4 Bedroom. Enjoy the warmth of the sunroom during the day. The living room centered in the middle of the house has plenty of space to spread out and enjoy the pellet stove insert with a brick hearth on those cool nights. Locally crafted Cushman Style cabinet in the dining area with delightful wood cabinets in the kitchen. Enjoy the views

Dan Mason Perrott Realty

4 Pine Rd, Bennington, VT 05201
/2
$214,000
- Land
- 47 Acres
- $4,553 per Acre
TBD Myers Rd, Shaftsbury, VT 05262

47+/- magical acres of rolling meadows, mountain views, hard woods and wildlife. The acreage affords you the opportunity to build your dream home/mini farm. The expansive acreage invites you to explore the surrounding nature, whether it's a morning walk on the bucolic rural road, greeting the early birds or sitting high on the hillside staring at the stars. Few parcels of this size remain

Carol O`Connor Four Seasons Sotheby's Int'l Realty

TBD Myers Rd, Shaftsbury, VT 05262
/39
$297,500
- 5 Beds
- 2 Baths
- 2,294 Sq Ft
218 Union St, Bennington, VT 05201

Charming Downtown Victorian - Income Opportunity Meets Timeless StyleTucked behind the classic facade of this downtown Bennington gem lies an incredible opportunity-for homeowners and investors alike. Located in the heart of downtown on a street known for both professional and residential appeal, this Victorian-style duplex offers versatility, character, and reliable income potential. Each

Kelley Mccarthy Mahar McCarthy Real Estate

218 Union St, Bennington, VT 05201
/38
$225,000
- 3 Beds
- 2 Baths
- 1,416 Sq Ft
130 Beech St, Bennington, VT 05201

Step into timeless elegance with this charming 1940 American Foursquare home. Many gorgeous features have been preserved from the elegant crystal light fixture to the stunning original woodwork. Each detail speaks to the skilled artisanship of the era. The classic design offers spacious living and a welcoming atmosphere, perfect for both every day life and entertaining. The main floor boasts a

Justine Curry Maple Leaf Realty

130 Beech St, Bennington, VT 05201
/31
$55,000
- Land
- 1.10 Acres
- $50,000 per Acre
339 S Stream Rd, Pownal, VT 05261

Built in 1890, this was previously a 9 room home with 5 bedrooms and 2,204 square feet of living space with an attached barn/garage. The propertyhas been 'gutted' and is ready to be renovated from the studs or tear down and build new. The foundation needs some work but can be reused and you already have framing and siding to work with along with electrical service to the house. No information is

Lisa Friedman Great American Dream Realty

339 S Stream Rd, Pownal, VT 05261
/32
$55,000
- 5 Beds
- 2 Baths
- 2,204 Sq Ft
339 S Stream Rd, Pownal, VT 05261

Built in 1890, this was previously a 9 room home with 5 bedrooms and 2,204 square feet of living space with an attached barn/garage. The property has been 'gutted' and is ready to be renovated from the studs. The foundation needs some work but can be reused and you already have framing and siding to work with along with electrical service to the house. No information is known about the well and

Lisa Friedman Great American Dream Realty

339 S Stream Rd, Pownal, VT 05261
/21
$236,000
- 3 Beds
- 1.5 Baths
- 912 Sq Ft
527 South St, Bennington, VT 05201

A unique South Street property offering income potential, located just outside the heart of downtown Bennington and Hospital. Three bedrooms, two bathrooms, including a first-floor bedroom with two additional bedrooms on the second floor. An attached oversized garage can accommodate four to five vehicles, and a separate three-bay garage currently generates $450 per month in rental income, an

Lori Hurley Four Corner Properties LLC

527 South St, Bennington, VT 05201
/47
$388,000
- 3 Beds
- 2 Baths
- 1,702 Sq Ft
321 Chester Knoll Dr, Bennington, VT 05201

Brand new construction, getting the finishing touches now, This three bedroom two bath cape style home is energy efficient and up to the newest Vermont energy codes. On demand hot water and efficient heat system. This home Has an under house heated garage plus a bonus walkout room in the lower level. Quote is available for buyers interested in finishing that. Not only do you get brand new

Lilli West Maple Leaf Realty

321 Chester Knoll Dr, Bennington, VT 05201
/26
$219,000
- 2 Beds
- 1 Bath
- 592 Sq Ft
121 Mccall St, Bennington, VT 05201

NEW!NEW!NEW! This completely renovated Cozy 2 bedroom cottage was taken back to the studs and redone with New wiring, New plumbing, New heating system, New Bathroom. Everything here is new and ready to just move in and enjoy easy living. Located on village lot with a great side yard for family cook outs. There is a deck in the back ready to be transformed to a screened porch. Just a short walk

Dan Mason Perrott Realty

121 Mccall St, Bennington, VT 05201
/24
$234,000
- Land
- 5 Acres
- $43,820 per Acre
0 Myers Rd Unit 5022242, Shaftsbury, VT 05262

Don’t miss the opportunity to own a piece of Vermont paradise! This rare 5+ acre parcel offers the perfect combination of peace and natural beauty, making it the ideal spot for your future home, vacation retreat, or weekend getaway. Nestled on a quiet country road, the property boasts breathtaking mountain views that change with every season, from the lush greens of summer to the crisp,

Angela Bevin Maple Leaf Realty

0 Myers Rd Unit 5022242, Shaftsbury, VT 05262
/30
$1,250,000
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
77 Fuller Rd W, Bennington, VT 05201

Experience the quintessential Vermont lifestyle at the historic Nickerson-Jewett farm. Only 5 minutes to Bennington attractions and amenities and 15 minutes to Williamstown, MA. This appealing country home is located on a town maintained dead-end road. Privately nestled on 134.46 acres of scenic beauty, the charming 4 bedroom, 2.5 bath mid nineteenth century farmstead includes a well-preserved

Jason Saphire www.HomeZu.com

77 Fuller Rd W, Bennington, VT 05201
/14
$43,000
- Land
- 0.48 Acre
- $89,583 per Acre
26 Asa's Way, Bennington, VT 05257

Walking trails, a paved road, underground utilities, and water/sewer at the street, what more could you ask for? Situated high on Asa's Way, almost a half acre of slightly sloping and level lot is ready to build on. Over 200 feet of road frontage allows for many home designs; from a hillside house that maximizes the southerly sun, to a modern bungalow perched on a flat landing, bring your ideas!

Angela Bevin Maple Leaf Realty

26 Asa's Way, Bennington, VT 05257
/22
$185,000
- 4 Beds
- 1 Bath
- 1,262 Sq Ft
101 Morgan St, Bennington, VT 05201

101 Morgan Street is a historic home located on a corner lot with good size side yard. This 2 story, 4 bedroom, 1 bath Bennington home has great character featuring a Dutch front door, enclosed front porch, and beautiful bay window. Property has an eat-in kitchen, dinning room, laundry room with washer and dryer, living room, basement, and den! Enjoy being conveniently located downtown near great

Dan Mason Perrott Realty

101 Morgan St, Bennington, VT 05201
/30
$95,000
- Land
- 10 Acres
- $9,694 per Acre
00 Vermont 346, Pownal, VT 05260

Explore this nearly ten-acre agricultural (or residential) parcel located at the intersection of Indian Massacre Road and Route 346 in Pownal, VT. This flat and fertile land, currently cultivated for corn, offers the potential to be leased by a farmer, providing income opportunities. The property features an 1800s Dutch-built barn, rich in historical character, though it requires restoration—an

Betsy Adamovich Real Broker LLC

00 Vermont 346, Pownal, VT 05260

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.