Bennington, VT Homes

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  /50

  $530,000 Sold Jan 16, 2025

  • 3,782 Sq Ft
  • $140/SF
  • 86 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1829

  3 Seminary Ln, Bennington, VT 05201

  Coveted Three Seminary Lane | Old Bennington Originally established in 1829 as Mount Anthony Seminary, this remarkable property first served as a boys' boarding school. In 1897, it transitioned to become the clubhouse of the Mount Anthony Country Club, a role it maintained well into the early 20th century. Now situated on 2.5 acres, this charming Colonial-style home exudes character and grace,

  Moira Spivey Four Seasons Sotheby's Int'l Realty

  3 Seminary Ln, Bennington, VT 05201
• 

  

  

  /40

  Est $378,999 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,463 Sq Ft

  42 Maple Grove Rd, Bennington, VT 05201

  42 Maple Grove Rd, Bennington, VT 05201
• 

  

  

  /58

  $275,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,903 Sq Ft

  44 Harbour Rd, Bennington, VT 05201

  Comfortable Ranch home with 3 bedrooms and 1 bath. Inside there's lots of room... whether you need a dedicated office to work from home, space to exercise or do projects, whip up a meal or bake goodies, chat around the fireplace, or watch movies by the cozy wood stove. Kitchen is original... you could give it an easy facelift by painting the cabinets and installing new counters and a vinyl

  Jenifer Prouty Hoffman Hoffman Real Estate

  44 Harbour Rd, Bennington, VT 05201
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  /9

  $220,000 Sold Jan 10, 2025

  • 2,894 Sq Ft
  • $76/SF
  • 135 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1800

  545 Niles Rd, Bennington, VT 05201

  Located within the picturesque landscape of Southern Vermont, this extraordinary heirloom property offers a once-in-a-generation opportunity for a discerning new owner. Surrounded by a tapestry of verdant farmland, this majestic residence rests upon nearly two acres of land, providing the perfect canvas for crafting your own masterpiece in one of the region's most idyllic settings. After years of

  William Paquin Maple Leaf Realty

  545 Niles Rd, Bennington, VT 05201
• 

  

  

  /35

  Est $188,182 Not Listed For Sale

  • 4 Beds

  1213 Gore Rd, Bennington, VT 05201

  1213 Gore Rd, Bennington, VT 05201
• 

  

  /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
• 

  

  /29

  $189,000 Sold Dec 23, 2024

  • 1,292 Sq Ft
  • $146/SF
  • 98 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1890

  311 Gage St, Bennington, VT 05201

  Charming antique-style home close to downtown. Original architectural designs are highlighted by the new exterior paint. The first floor features a kitchen, living room, a large full bathroom which have all been freshly painted, and a dining room. Wood floors adorn the living and dining rooms, complemented by a artfully detailed staircase leading to wood floors throughout the second floor, where

  Thomas Martins Maple Leaf Realty

  311 Gage St, Bennington, VT 05201
• 

  

  /34

  Est $243,492 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,809 Sq Ft

  544 Gore Rd, Bennington, VT 05201

  544 Gore Rd, Bennington, VT 05201
• 

  

  /19

  $147,000

  • 2 Beds
  • 1.5 Baths
  • 819 Sq Ft

  432 South St Unit C7, Bennington, VT 05201

  Welcome to easy living at Nathaniel Court! This clean and bright 2BR, 1.5-BA ground-level, end unit is ready to welcome you home. Tucked at the edge of this well-kept community, you’ll love the extra privacy, natural light, and comfortable layout. Just minutes from downtown Bennington’s shops, restaurants, and cultural spots—plus close access to local parks, healthcare, and everything else you

  Abi Gregorio EXP Realty

  432 South St Unit C7, Bennington, VT 05201
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  /4

  $355,500 Sold Dec 19, 2024

  • 2,690 Sq Ft
  • $132/SF
  • 27 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1900

  406 South St, Bennington, VT 05201

  Terrific investment opportunity! 6 units, 4 in main house, 2 units above the detached garage. Good rental history. Downtown location.

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  406 South St, Bennington, VT 05201
• 

  

  /40

  Est $246,954 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,259 Sq Ft

  1236 Morgan St, Bennington, VT 05201

  1236 Morgan St, Bennington, VT 05201
• 

  

  /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
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  /37

  $150,000 Sold Dec 19, 2024

  • 1,444 Sq Ft
  • $104/SF
  • 88 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  807 Main St, Bennington, VT 05201

  This home offers the convenience of being within walking distance to shopping, restaurants, breweries and downtown. However, the fenced in back yard deck off the kitchen provides plenty of privacy for entertaining and quiet enjoyment. There are 3 bedrooms with two of them having bonus rooms that could be turned into 2 additional bedrooms, offices, or large closets. Spacious kitchen with open

  Floyd Amidon Maple Leaf Realty

  807 Main St, Bennington, VT 05201
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  /40

  Est $575,921 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,846 Sq Ft

  88 Southshire Dr, Bennington, VT 05201

  88 Southshire Dr, Bennington, VT 05201
• 

  

  /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
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  /38

  $360,000 Sold Dec 17, 2024

  • 2,296 Sq Ft
  • $157/SF
  • 13 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  1063 Middle Pownal Rd, Bennington, VT 05201

  Nestled on over 2 acres of lush, private land, this beautifully updated 2+ BR/2BA split level ranch offers the perfect blend of peaceful country living and modern convenience. You'll enjoy the tranquility of nature right outside your door while being just a short drive from downtown Bennington. Step inside to discover an open, inviting floor plan with spacious rooms and large windows which flood

  Angela Bevin Maple Leaf Realty

  1063 Middle Pownal Rd, Bennington, VT 05201
• 

  

  /23

  Est $452,797 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,408 Sq Ft

  34 Southshire Dr, Bennington, VT 05201

  34 Southshire Dr, 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
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  /29

  $135,000 Sold Dec 16, 2024

  • 623 Sq Ft
  • $217/SF
  • 9 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1910

  104 Hicks Ave, Bennington, VT 05201

  Don’t miss out on this charming bungalow, a perfect gem for those looking to downsize or for first-time homebuyers embarking on their homeownership journey! Step into a cozy haven featuring a convenient side-entry mudroom that welcomes you home. The spacious kitchen, complete with a farmstead porcelain sink, is ideal for your culinary creations. Enjoy the peace of mind of a full, dry basement

  Thomas Martins Maple Leaf Realty

  104 Hicks Ave, Bennington, VT 05201
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  /36

  Est $490,182 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,116 Sq Ft

  245 Southshire Dr, Bennington, VT 05201

  245 Southshire Dr, Bennington, VT 05201
• 

  

  /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
• 

  

  /45

  $385,000 Sold Dec 13, 2024

  • 2,391 Sq Ft
  • $161/SF
  • 48 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  320 Crescent Blvd, Bennington, VT 05201

  This 3 BR, 2BA ranch style home offers comfortable and elegant single level living in a serene setting close to all downtown Bennington amenities while being tucked into a quiet, desirable neighborhood with the Y Woods nature trails just beyond the doorstep! The main floor is host to a formal living room with wood burning fireplace, a formal dining room, a tastefully updated eat in kitchen that

  Abi Gregorio EXP Realty

  320 Crescent Blvd, Bennington, VT 05201
• 

  

  /40

  Est $598,547 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,483 Sq Ft

  377 Southshire Dr, Bennington, VT 05201

  377 Southshire Dr, Bennington, VT 05201
• 

  

  /44

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  16 Browning Place, Bennington, VT 05201

  This home is so new it even has a new address! Was formerly known as 328 School St. and 16 Browning Pl. The renovation took it to the studs and completely renovated. All new wiring with 200 amp electrical panel. It’s even new on the outside of the house. All new insulation and walls. All new vinyl double paned windows with screens. Brand new energy efficient on demand hot water and propane

  Lilli West Maple Leaf Realty

  16 Browning Place, Bennington, VT 05201
• 

  

  /42

  $315,000 Sold Dec 12, 2024

  • 1,736 Sq Ft
  • $181/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1893

  118 Putnam St, Bennington, VT 05201

  Situated in a prime location, this 3BR/2BA New Englander offers the perfect combination of character, convenience, and comfort. Built in 1893, this home exudes the classic charm you’d expect while offering thoughtful updates that ensure a comfortable and functional living experience. Newer windows, roof, furnace and oil tank also ensure worry free living! On the main level you’ll find two

  Angela Bevin Maple Leaf Realty

  118 Putnam St, Bennington, VT 05201
• 

  

  /40

  Est $525,695 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  179 Southshire Dr, Bennington, VT 05201

  179 Southshire Dr, Bennington, VT 05201
• 

  

  /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
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  /35

  $330,000 Sold Dec 09, 2024

  • 1,821 Sq Ft
  • $181/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  1351 Morgan St, Bennington, VT 05201

  This beautifully updated 4-bedroom, 2-bath ranch offers the perfect blend of comfort, style, and outdoor living, all set on a spacious .98 acre lot with picturesque mountain views. The heart of the home is the newly remodeled kitchen, complete with modern finishes and sleek appliances. Large glass door leads directly from the kitchen to a brand-new, large deck, perfect for outdoor dining,

  Kelley Mccarthy Mahar McCarthy Real Estate

  1351 Morgan St, Bennington, VT 05201
• 

  

  /36

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft

  351 Gore Rd, Bennington, VT 05201

  351 Gore Rd, 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
• 

  

  /47

  $389,000 Sold Dec 04, 2024

  • 3,186 Sq Ft
  • $122/SF
  • 7 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1974

  201 Erbs Way, Bennington, VT 05201

  Have you ever wondered what it would be like to sit, warm and cozy, inside a snow globe and look out over a winter wonderland? This 3BR/3BA mountaintop home is just like that! The focal point of the main level is the expansive great room with windows all around and a lovely brick fireplace. This is a room to be enjoyed in every season and it opens onto the expansive deck overlooking the

  Vicki Wilson Maple Leaf Realty

  201 Erbs Way, Bennington, VT 05201
• 

  

  /31

  Est $394,291 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,963 Sq Ft

  543 Gore Rd, Bennington, VT 05201

  543 Gore Rd, 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
• 

  

  /35

  $200,000 Sold Dec 02, 2024

  • 1,800 Sq Ft
  • $111/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  182 Michaels Dr, Bennington, VT 05201

  Not for the faint of heart, but with some sweat equity, this one-of-a-kind property offers a rare opportunity for those with vision and a passion for transformation. A contemporary octagonal design, this unique home is full of surprises. With a reverse-living floor plan, this 3BR/2BA home is brimming with potential. The first floor features two bedrooms, a full bathroom, and an additional living

  Angela Bevin Maple Leaf Realty

  182 Michaels Dr, Bennington, VT 05201
• 

  

  /27

  Est $242,918 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,490 Sq Ft

  43 East St, Bennington, VT 05201

  43 East St, Bennington, VT 05201
• 

  

  /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
• 

  

  /34

  $235,000 Sold Nov 22, 2024

  • 1,586 Sq Ft
  • $148/SF
  • 14 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1965

  99 Barber St, Bennington, VT 05201

  Charming Ranch-Style Home on Quiet Dead-End Street Nestled on a serene 0.39-acre lot, this inviting ranch-style home offers comfort, convenience, and privacy. Located at the end of a peaceful dead-end street, this home is perfect for those seeking tranquility without sacrificing accessibility. As you enter, you'll be greeted by a spacious layout featuring living room with nice wood paneling

  Kelley Mccarthy Mahar McCarthy Real Estate

  99 Barber St, Bennington, VT 05201
• 

  

  /40

  Est $263,724 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,719 Sq Ft

  25 Center St, Bennington, VT 05201

  25 Center St, 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
• 

  

  /40

  $239,000 Sold Nov 19, 2024

  • 1,260 Sq Ft
  • $190/SF
  • 29 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  214 Grove St, Bennington, VT 05201

  It’s new construction living without the new construction price! This adorable home has been brought back to life from the new roof, new construction on the back half, all new heating and plumbing and electrical, new insulation, new walls, to the new floors. Fresh paint, new lights, new kitchen and new appliances. 2 new bathrooms. The great room welcomes you with vaulted ceiling and bright

  Lilli West Maple Leaf Realty

  214 Grove St, Bennington, VT 05201

Showing Results 41 - 80, Page 2 of 18