Bennington, VT Homes in ZIP Code 05262

• 

  

  

  /60

  $1,795,000

  • 17 Beds
  • 20 Baths
  • 14,861 Sq Ft

  3888 Vermont Route 7a, Shaftsbury, VT 05262

  The historic Arlington Inn & Spa is the centerpiece of scenic Arlington, Vermont. It features a tavern, restaurant and massage spa room. There are 15 guest rooms in 3 buildings, and an antique event barn on over 3.5 beautifully landscaped acres. This unique property can easily be configured in many creative ways. It could remain as an inn with a restaurant and bar. It could become a restaurant

  

  Vicki Wilson

  Maple Leaf Realty

  (802) 444-8317

  3888 Vermont Route 7a, Shaftsbury, VT 05262
• 

  

  

  /41

  $750,000 Sold Jul 14, 2025

  • 1,836 Sq Ft
  • $408/SF
  • 55 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2022

  482 Horton Hill Rd, Shaftsbury, VT 05262

  Built in 2021, this stylish 3 bed, 3 bath modern home sits on 9.8 acres with wide open views from every angle. Large windows and a wraparound Trex deck with sleek cable railing blur the lines between indoors and out, with access from both the living room and primary suite. Inside, the open layout is designed for today's living-featuring a gorgeous kitchen with stainless appliances, granite

  Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  482 Horton Hill Rd, Shaftsbury, VT 05262
• 

  

  

  /36

  Est $956,745 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,104 Sq Ft

  469 Laclair Rd, Shaftsbury, VT 05262

  469 Laclair Rd, Shaftsbury, VT 05262
• 

  

  

  /40

  $625,000 Pending

  • 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) 520-0547

  5529 Vt Route 7a, Shaftsbury, VT 05262
• 

  

  

  /44

  $565,000 Sold Jun 26, 2025

  • 2,325 Sq Ft
  • $243/SF
  • 86 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1978

  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

  Lori Hurley Four Corner Properties LLC

  196 Glastenview Dr, Shaftsbury, VT 05262
• 

  

  /38

  Est $469,378 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,082 Sq Ft

  27 Horton Hill Rd, Shaftsbury, VT 05262

  27 Horton Hill Rd, Shaftsbury, VT 05262
• 

  

  /37

  $219,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,156 Sq Ft

  261 Sycamore Ln, Shaftsbury, VT 05262

  Welcome to 261 Sycamore Lane, Shaftsbury, VT!Nestled in a desirable neighborhood, this charming Cape Cod style home is a perfect fit for first-time homebuyers or those looking to downsize into something more manageable. Set of 0.35 acres, the home offers 3 bedrooms and 1 full bath, with added convenience of a first-floor bedroom and bath.Enjoy a spacious backyard perfect for pets, kids,

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 278-9491

  261 Sycamore Ln, Shaftsbury, VT 05262
• 

  

  /29

  $350,000 Sold Apr 16, 2025

  • 1,890 Sq Ft
  • $185/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  202 Cedar Cir, Shaftsbury, VT 05262

  Private end of road Shaftsbury two level home built in 1985 with three bedrooms and two full bathrooms on three wooded acres, located on a quiet cul de sac. This home offers many fine features: air conditioning - wall unit, baseboard hot water heating system, supplementary pellet stove, attached two car garage, full roof replacement 2018, ceiling fans, formal dining room. The bright living room

  David Halligan Four Seasons Sotheby's Int'l Realty

  202 Cedar Cir, Shaftsbury, VT 05262
• 

  

  /14

  Est $261,916 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,508 Sq Ft

  169 Reservoir Rd, Shaftsbury, VT 05262

  169 Reservoir Rd, Shaftsbury, VT 05262
• 

  

  /46

  $895,000

  • 5 Beds
  • 2 Baths
  • 2,424 Sq Ft

  2 Cold Spring Rd, North Bennington, VT 05257

  Welcome to 2 Cold Spring Road a cherished homestead steeped in history, beauty, and Vermont tradition. This 1785 Center Hall Colonial has been in the same family for generations and is now ready for its next chapter. With five spacious bedrooms, two full baths, and a classic layout that captures the warmth of country living, this property offers timeless charm with endless potential.Set on

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 810-8434

  2 Cold Spring Rd, North Bennington, VT 05257
• 

  

  /53

  $425,000 Sold Apr 11, 2025

  • 1,632 Sq Ft
  • $260/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  296 Tinkham Rd, Shaftsbury, VT 05262

  At the base of West Mountain in a beautiful country setting on 3.68 acres with many undeveloped acres surrounding is this completely renovated cape cod style home. All new flooring throughout, all freshly painted interior and exterior with new front deck. New appliances and new primary bathroom, new laundry room with half bath, new full bathroom upstairs and Added a walk in closet to upstairs

  Lilli West Maple Leaf Realty

  296 Tinkham Rd, Shaftsbury, VT 05262
• 

  

  /40

  Est $575,973 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,982 Sq Ft

  1004 Holy Smoke Rd, Shaftsbury, VT 05262

  1004 Holy Smoke Rd, Shaftsbury, VT 05262
• 

  

  /60

  $1,950,000

  • 4 Beds
  • 3.5 Baths
  • 3,333 Sq Ft

  1268 Myers Rd, Shaftsbury, VT 05262

  Welcome to your paradise! This exquisite 30 acre estate offers extreme privacy, a custom home with architectural details throughout, a modern 1 BR guest apartment, a 2 car garage, top notch equestrian facilities, a trout and koi pond, and the list goes on and on. The winding driveway leads to a world away, as it opens to view of the exclusive estate in all of it's glory. The 3 Bedroom, 4000SF

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 441-6014

  1268 Myers Rd, Shaftsbury, VT 05262
• 

  

  /40

  $540,000 Sold Feb 20, 2025

  • 3,428 Sq Ft
  • $158/SF
  • 88 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1977

  143 Cedar Cir, Shaftsbury, VT 05262

  Custom Built home and never before offered for sale in the lovely Hidden Valley of Shaftsbury, close to the lake and the farm fresh food stand and delicious chocolate barn. This spacious home boasts a recent addition custom built post and beam attached barn with a loft and full basement. The custom built stone fireplace in family room to the custom cherry cabinets in the kitchen will impress you.

  Lilli West Maple Leaf Realty

  143 Cedar Cir, Shaftsbury, VT 05262
• 

  

  /36

  Est $297,035 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,695 Sq Ft

  566 Vt Route 7a, Shaftsbury, VT 05262

  566 Vt Route 7a, Shaftsbury, VT 05262
• 

  

  /60

  $1,150,000

  • 3 Beds
  • 3 Baths
  • 2,267 Sq Ft

  636 Dexter Rd, Shaftsbury, VT 05262

  In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic local backroads to write “Stopping by the Woods on a Snowy Evening." The Dexter Road Farmhouse, dating back 225 years, remains a testament to the enduring charm of Vermont and the simpler rhythms of country life. Nestled at the end of a serene, tree-lined town road, this charming 1800 farmhouse captures the

  

  Kristin Comeau

  TPW Real Estate

  (802) 520-1220

  636 Dexter Rd, Shaftsbury, VT 05262
• 

  

  /34

  $892,000 Sold Feb 07, 2025

  • 2,088 Sq Ft
  • $427/SF
  • 49 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  1858 Trumbull Hill Rd, Shaftsbury, VT 05262

  Embrace the wisdom of Ralph Waldo Emerson: "Adopt the pace of nature. Her secret is patience." At Trumbull Hill, you’ll discover over 60 acres of untouched Vermont beauty, perfect for those seeking tranquility and serenity. This custom-built timber-frame home is designed to showcase breathtaking panoramic views. Featuring four spacious bedrooms, this residence combines peace and privacy with

  Faith Rhodes Maple Leaf Realty

  1858 Trumbull Hill Rd, Shaftsbury, VT 05262
• 

  

  /18

  Est $217,731 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,361 Sq Ft

  43 Buck Hill Rd, Shaftsbury, VT 05262

  43 Buck Hill Rd, Shaftsbury, VT 05262
• 

  

  /13

  $199,000

  • 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) 798-5968

  2017 East Rd, Shaftsbury, VT 05262
• 

  

  /40

  $460,000 Sold Jan 27, 2025

  • 2,056 Sq Ft
  • $224/SF
  • 135 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1977

  4799 Vermont Route 7a, Shaftsbury, VT 05262

  So much to love, starting with the BRAND NEW SEPTIC! Sprawling 4 bed, 2 bath Ranch brimming with character PLUS two big outbuildings. Set back from 7A near Clearbrook Farm and The Chocolate Barn, close to Lake Shaftsbury. Just 12 mins to Bennington or 22 mins to Manchester. Formerly a hobby farm, wood shop, and mechanic's garage, these 3.3 acres are a sanctuary. One level house for comfort

  Jenifer Prouty Hoffman Hoffman Real Estate

  4799 Vermont Route 7a, Shaftsbury, VT 05262
• 

  

  /12

  Est $349,180 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,123 Sq Ft

  140 Church St, Shaftsbury, VT 05262

  140 Church St, Shaftsbury, VT 05262
• 

  

  /35

  $425,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,832 Sq Ft

  1283 Hidden Valley Rd, Shaftsbury, VT 05262

  Welcome to the one you’ve been waiting for in sought after Shaftsbury! This beautifully updated, low-maintenance Colonial offers comfort, style, and space, inside and out. Step into a freshly painted interior where thoughtful updates shine throughout. The heart of the home is the spacious kitchen, featuring all new appliances, gleaming granite countertops, and abundant cabinetry, perfect for

  Angela Bevin Maple Leaf Realty

  1283 Hidden Valley Rd, Shaftsbury, VT 05262
• 

  

  /60

  $289,000 Sold Jan 13, 2025

  • 1,872 Sq Ft
  • $154/SF
  • 31 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  450 Cleveland Ave, Shaftsbury, VT 05262

  This charming Craftsman home located in beautiful Shaftsbury is just a short walk to the Post Office, the Shaftsbury Country Store and the Shaftsbury Elementary School! This quiet neighborhood offers peacefulness, and your private backyard boasts plenty of room for outdoor enjoyment and gardening. You can enjoy coffee in the mornings or your favorite beverage in the evening out on the covered

  Floyd Amidon Maple Leaf Realty

  450 Cleveland Ave, Shaftsbury, VT 05262
• 

  

  /40

  Est $253,041 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  69 Meadow Ln, Shaftsbury, VT 05262

  69 Meadow Ln, Shaftsbury, VT 05262
• 

  

  /17

  $485,000

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  1376 Shaftsbury Hollow Rd, Shaftsbury, VT 05262

  Discover a true Vermont lifestyle at this meticulously maintained charming farmhouse nestled on picturesque Shaftsbury Hollow Road. This property combines historic character with thoughtful modern updates, offering a serene retreat with breathtaking mountain views across a just shy of 10-acre lot where the White Creek gracefully runs along one side and the entire back boundary. Step out onto the

  Lori Hurley Four Corner Properties LLC

  1376 Shaftsbury Hollow Rd, Shaftsbury, VT 05262
• 

  

  /38

  $560,000 Sold Dec 13, 2024

  • 2,016 Sq Ft
  • $278/SF
  • 34 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  522 Glastenview Dr, Shaftsbury, VT 05262

  Beautiful custom built cape on a sprawling 3.52 acre lot offering breathtaking panoramic mountain views. Built in 2021 this house boasts attention to detail throughout. Open floor concept w/ pergo floors and recessed lighting throughout. Beautiful kitchen with white soft close cabinets, GE gun metal stainless steel appliances, concrete countertops, and a large center island w/ a butcher block

  Matt Waddington Hoffman Real Estate

  522 Glastenview Dr, Shaftsbury, VT 05262
• 

  

  /16

  Est $222,852 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  102 Meadow Ln, Shaftsbury, VT 05262

  102 Meadow Ln, Shaftsbury, VT 05262
• 

  

  /49

  $595,000

  • 3 Beds
  • 2 Baths
  • 2,278 Sq Ft

  199 North Rd, Shaftsbury, VT 05262

  Expansive Home with Guest House on Nearly 10 Serene Acres. Tucked away on almost 10 peaceful acres, this beautifully crafted property offers a spacious main home and a well-appointed guest house-ideal for multigenerational living, rental income, or hosting guests. The main residence impresses with its soaring cathedral ceilings in the living room, a dramatic floor-to-ceiling stone fireplace, and

  Timothy Corcoran Mahar McCarthy Real Estate

  199 North Rd, Shaftsbury, VT 05262
• 

  

  /45

  $415,000 Sold Nov 26, 2024

  • 1,573 Sq Ft
  • $264/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  294 Tinkham Rd, North Bennington, VT 05257

  Literally my favorite road in Shaftsbury, you'll soak up the most spectacular vistas of farms and mountains every day. Nestled in the woods with privacy, this property is lovable and charming. Both decks have been rebuilt, so you can watch the sunset from the front and entertain out back. Outdoor amenities include a new workshop (insulated/powered), kid's playset, firepit, raised garden beds,

  Jenifer Prouty Hoffman Hoffman Real Estate

  294 Tinkham Rd, North Bennington, VT 05257
• 

  

  /24

  Est $288,280 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,588 Sq Ft

  855 Vt Route 7a, Shaftsbury, VT 05262

  855 Vt Route 7a, Shaftsbury, VT 05262
• 

  

  /36

  $498,000

  • 3 Beds
  • 2 Baths
  • 1,671 Sq Ft

  6 Dwyers Camp Rd, Shaftsbury, VT 05262

  Discover quintessential Vermont living in this charming home, ideally situated on 6.9 serene acres in scenic Shaftsbury, a picturesque town in Southern Vermont. This meticulously maintained residence offers a blend of rustic charm and modern sophistication, providing a tranquil retreat with convenient access to area amenities and attractions. Thoughtful renovations have elevated its interior,

  Lori Hurley Four Corner Properties LLC

  6 Dwyers Camp Rd, Shaftsbury, VT 05262
• 

  

  /38

  $389,000 Sold Nov 08, 2024

  • 1,894 Sq Ft
  • $205/SF
  • 76 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  1139 Old Depot Rd, Shaftsbury, VT 05262

  Looking for your own private Vermont retreat? Not only does this property sit back from the road which is buffered with trees it’s just a hop, skip and a jump to Lake Shaftsbury State Park. There is abundant wildlife in this 5 acre lot which includes both wooded and open spaces. This move-in ready home is one level living. The kitchen opens to the dining area and living room where there is a

  Catherine Cairns Maple Leaf Realty

  1139 Old Depot Rd, Shaftsbury, VT 05262
• 

  

  /23

  Est $249,348 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,156 Sq Ft

  256 Sycamore Ln, Shaftsbury, VT 05262

  256 Sycamore Ln, Shaftsbury, VT 05262
• 

  

  /59

  $679,000 Open Thu 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 3,637 Sq Ft

  272 Oak Hill Rd, Shaftsbury, VT 05262

  Built in 2001, this stunning contemporary home sits on just under 8 peaceful acres and offers a perfect blend of space, light, and comfort. The grand two-story living room features soaring ceilings and a cozy pellet stove, creating an impressive focal point. The first floor offers a spacious primary suite for ultimate convenience, along with a dedicated home office—perfect for remote work or

  Faith Rhodes Maple Leaf Realty

  272 Oak Hill Rd, Shaftsbury, VT 05262
• 

  

  /52

  $372,000 Sold Oct 30, 2024

  • 1,835 Sq Ft
  • $203/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  489 Ridge Rd Unit PVT, Shaftsbury, VT 05262

  Log home in a prime country setting! This 1989 2BR/2BA home includes freshly painted kitchen cabinets and stainless appliances, dining area, family room and living room open to a wrap around deck with hot tub that takes in amazing views. Main level also includes 3/4 bath with laundry. On the second level is the primary with 3/4 bath and guest bedroom. The lower level includes two finished

  Vicki Wilson Maple Leaf Realty

  489 Ridge Rd Unit PVT, Shaftsbury, VT 05262
• 

  

  /40

  Est $244,975 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,940 Sq Ft

  261 Cleveland Ave, Shaftsbury, VT 05262

  261 Cleveland Ave, Shaftsbury, VT 05262
• 

  

  /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
• 

  

  /40

  $853,000 Sold Oct 28, 2024

  • 3,824 Sq Ft
  • $223/SF
  • 104 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1977

  1279 W Mountain Rd, Shaftsbury, VT 05262

  Discover your dream retreat nestled on 90 picturesque acres offering unparalleled privacy with breathtaking southern mountain views. This 3,800 square feet colonial can accommodate family and guests with ease, featuring 5 bedrooms, 3 full baths, and 2 half baths. A recent addition includes a first floor master suite, along with a light filled walk out family room below. A gorgeous four season

  Flex Realty Group Flex Realty

  1279 W Mountain Rd, Shaftsbury, VT 05262
• 

  

  /17

  Est $272,862 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  591 Vt Route 67 E, Shaftsbury, VT 05262

  591 Vt Route 67 E, Shaftsbury, VT 05262
• 

  

  /48

  $899,000

  • 4 Beds
  • 4 Baths
  • 3,691 Sq Ft

  42 Airport Rd, Shaftsbury, VT 05262

  Welcome to this exquisite post and beam timber frame home, nestled in a prime location just moments from the Mount Snow Ski Resort and Mount Snow Golf Course. This remarkable 4-bedroom, 4-bathroom home blends rustic charm with modern luxury, offering an unparalleled mountain retreat perfect for both relaxation and adventure. As you step inside, you’ll be greeted by soaring ceilings and

  Mike Masters Four Seasons Sotheby's Int'l Realty

  42 Airport Rd, Shaftsbury, VT 05262

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