Bennington, VT Homes

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  /42

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,624 Sq Ft

  516 Oberdorf Rd, Readsboro, VT 05350

  Outdoor lover’s paradise in Alpenwald Village! This beautifully updated 2-bedroom, 2-bath home sits on an ample 2.5 acres and abuts National Forest land—perfect for year-round adventure. Step inside to your open kitchen and a bright family room with cathedral ceilings and a sliding door that opens to a peaceful back porch with stunning mountain views. The spacious mudroom offers plenty of room

  Lindsey Martin Maple Leaf Realty

  516 Oberdorf Rd, Readsboro, VT 05350
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  /40

  $235,000 Sold Mar 10, 2025

  • 1,546 Sq Ft
  • $152/SF
  • 205 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1880

  6733 Vermont 9, Woodford, VT 05201

  Own a piece of the Vermont Dream! This historic home built in 1880 is perfect for outdoor enthusiasts or anyone looking for some space. Currently a successful Airbnb, yet suitable for a full-time residence. There is plenty of room with 5 bedrooms (including one on the first floor), 2 baths, and a cozy den with a stone hearth and wood burning stove. There is even a lovely three season porch with a

  Justine Curry Maple Leaf Realty

  6733 Vermont 9, Woodford, VT 05201
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  /30

  Est $308,971 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  4 Church St, North Bennington, VT 05257

  4 Church St, North Bennington, VT 05257
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  /47

  $275,000

  • 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
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  /30

  $270,000 Sold Mar 07, 2025

  • 1,712 Sq Ft
  • $158/SF
  • 72 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  402 Jefferson Heights, Bennington, VT 05201

  Situated in a lovely neighborhood on a nicely landscaped lot sits this 3 bedroom 2 bath home. 1 car garage under, two paved driveways, back deck and enclosed porch, lower level family room and more! Are you looking for a place to call home? This could be it!

  Dick Thackston R.H. Thackston & Company

  402 Jefferson Heights, Bennington, VT 05201
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  /34

  Est $328,313 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,986 Sq Ft

  6 Bank St, North Bennington, VT 05257

  6 Bank St, North Bennington, VT 05257
• 

  

  /9

  $65,000

  • Land
  • 0.74 Acre
  • $87,838 per Acre

  0 Stratton View Rd, Winhall, VT 05340

  Stratton View Rd Lot # 58 , .74 +- acres wooded parcel. Just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Addition Lot MLS #5036984 available. Own your piece of Vermont.

  Mike England Michael England Real Estate

  0 Stratton View Rd, Winhall, VT 05340
• 

  

  /19

  $450,000 Sold Feb 27, 2025

  • 3,332 Sq Ft
  • $135/SF
  • 57 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1769

  3372 Main St, Manchester, VT 05255

  This antique charmer has so much to offer. As one of the oldest homes in Manchester, it is rich in history and character. Although classified as a "condo," it truly feels like a standalone home. The main house features three bedrooms, two and a half baths, wide board floors, three working fireplaces, a marble patio, and a pleasant backyard with mountain views. Additionally, the attached apartment

  Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  3372 Main St, Manchester, VT 05255
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  /36

  Est $874,693 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,816 Sq Ft

  372 Canterbury Rd, Manchester Center, VT 05255

  372 Canterbury Rd, Manchester Center, VT 05255
• 

  

  /13

  $135,000

  • Land
  • 1.36 Acres
  • $99,265 per Acre

  0 Stratton View Rd, Winhall, VT 05340

  Stratton View Road lives up to its name. Big Views of Stratton, just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Own your piece of Vermont.

  Mike England Michael England Real Estate

  0 Stratton View Rd, Winhall, VT 05340
• 

  

  /40

  $979,000 Sold Feb 25, 2025

  • 4,139 Sq Ft
  • $237/SF
  • 4 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2002

  160 Hemlock Ridge Rd, Manchester Center, VT 05255

  Stunning home with mountain views! Discover this beautifully maintained and thoughtfully updated home, built in 2002 perfectly situated in a quiet neighborhood just a short distance from town. Enjoy an open-concept kitchen, living, and dining area flooded with natural light, complemented by a versatile sunroom that can serve as a family room or office. The primary suite is conveniently located

  Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  160 Hemlock Ridge Rd, Manchester Center, VT 05255
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  /28

  Est $557,193 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,549 Sq Ft

  217 Hillvale Dr, Manchester Center, VT 05255

  217 Hillvale Dr, Manchester Center, VT 05255
• 

  

  /8

  $65,000

  • Land
  • 1.02 Acres
  • $63,725 per Acre

  0 Stratton View Rd, Winhall, VT 05340

  Stratton View Rd Lot # 59 , 1.02 +- acres wooded parcel. Just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Addition lot MLS #5036988 available. Own your piece of Vermont.

  Mike England Michael England Real Estate

  0 Stratton View Rd, Winhall, VT 05340
• 

  

  /49

  $245,000 Sold Feb 21, 2025

  • Land
  • 135 Acres
  • $1,815 per Acre

  • 72 Days On Market

  1000 Bear Mountain Camp Rd, Rupert, VT 05776

  An amazing get-away in the hills of the southern VT town of Rupert, these 135 +/- acres offer amazing mountain views, open fields, apple trees & a mature forest! Located at the end of a private, seasonal shared road, the property offers an ideal vacation getaway, hunting paradise or potential homesteader property with 2 +/- acres of open fields, 23 apple trees, 2 streams & a unique off-grid cabin

  Curtis Trousdale Preferred Properties

  1000 Bear Mountain Camp Rd, Rupert, VT 05776
• 

  

  /35

  Est $913,828 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,636 Sq Ft

  290 Mending Walls Rd, Manchester Center, VT 05255

  290 Mending Walls Rd, Manchester Center, VT 05255
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  /60

  $1,100,000

  • 6 Beds
  • 5 Baths
  • 5,298 Sq Ft

  50 Stratton View Rd, Winhall, VT 05340

  Custom built six-bedroom home on 2 acres with spectacular views of Stratton Mountain. The kitchen has granite countertops and custom cabinets with the dining area nearby with plenty of space to accommodate a large gathering. The living area has a cathedral ceiling with large windows for an abundance of natural light and stunning year-round views of Stratton Mountain, with a lovely stone fireplace

  Mike England Michael England Real Estate

  50 Stratton View Rd, Winhall, VT 05340
• 

  

  /19

  $285,000 Sold Feb 21, 2025

  • 3,960 Sq Ft
  • $72/SF
  • 191 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1880

  119 Dewey St, Bennington, VT 05201

  Discover this beautifully updated three-unit property, originally built in 1880. Featuring gorgeous hardwood floors throughout, this well-maintained building offers two units with newly renovated kitchens and one unit with an updated bathroom, providing a perfect blend of classic charm and modern convenience.Conveniently located close to downtown, you'll enjoy easy access to a variety of

  Brooke Thomson Drew Mahar McCarthy Real Estate

  119 Dewey St, Bennington, VT 05201
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  /25

  Est $801,385 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,548 Sq Ft

  519 Barnumville Rd, Manchester Center, VT 05255

  519 Barnumville Rd, Manchester Center, VT 05255
• 

  

  /51

  $279,900

  • 4 Beds
  • 2 Baths
  • 1,302 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

  224 Sycamore Ln, Shaftsbury, VT 05262
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  /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
• 

  

  /26

  Est $642,401 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,924 Sq Ft

  989 Beech St, Manchester Center, VT 05255

  989 Beech St, Manchester Center, VT 05255
• 

  /2

  $199,500

  • Land
  • 47 Acres
  • $4,245 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
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  /21

  $399,000 Sold Feb 14, 2025

  • 2,210 Sq Ft
  • $181/SF
  • 3 Days On Market

  • 2 Baths
  • Built 1900

  377 Center Hill Rd, Manchester Center, VT 05255

  Manchester one and half story cape with 2,210 finished sqft on 0.25 acres conveniently located in downtown Manchester on Center Hill road across from town maintained Adams Park. This offering is for the real estate only and does not include the tenant occupied business (HUB Insurance). The property is currently being utilized as a business, renovation would be needed to make back into a single

  David Halligan Four Seasons Sotheby's Int'l Realty

  377 Center Hill Rd, Manchester Center, VT 05255
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  /31

  Est $635,203 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,177 Sq Ft

  350 Carlen St, Manchester Center, VT 05255

  350 Carlen St, Manchester Center, VT 05255
• 

  

  /43

  $1,975,000

  • 4 Beds
  • 4.5 Baths
  • 5,696 Sq Ft

  376 Windward Hill, Dorset, VT 05251

  Welcome to 376 Windward Hill, a stunning Southern Vermont estate with breathtaking views of the Taconic and Green Mountain Ranges. Spanning 12 acres, the property features a private trout pond and tranquil waterfall, creating a serene atmosphere.Inside, the home combines timeless elegance with modern comfort. Herringbone brick and hardwood floors lead to the expansive living room, highlighted

  Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  376 Windward Hill, Dorset, VT 05251
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  /5

  $338,500 Sold Feb 14, 2025

  • Land
  • 39 Acres
  • $8,679 per Acre

  • 496 Days On Market

  1138 South Rd, Peru, VT 05152

  39 acres of nostalgia. This property has been owned by the family since 1948. The out-house still stands, reminiscent of days gone by. Water from a spring and a magnificent wooded lot contribute to the complete serenity that reminds you of what Vermont offers you every day. This property is a short distance from Bromley. The original owners would ski there and back. Stratton and Magic

  Joe Castaluccio Winhall Real Estate

  1138 South Rd, Peru, VT 05152
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  /24

  Est $823,128 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,903 Sq Ft

  268 Meadow Ridge Rd, Manchester Center, VT 05255

  268 Meadow Ridge Rd, Manchester Center, VT 05255
• 

  

  /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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  /52

  $800,000 Sold Feb 13, 2025

  • 2,300 Sq Ft
  • $348/SF
  • 47 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  E11 Rock Ridge Rd, Winhall, VT 05155

  SATURDAY DECEMBER 28th 3 - 5 pm Apre' ski time PUBLIC OPEN HOUSE Come take a walk thru Situated in the heart of Stratton, this Piper Ridge condo puts you in the perfect position to enjoy the best of winter sports and mountain recreation. Three floors of living space boast three well placed bedrooms , three baths PLUS family room AND bonus room for your over flow family and guests. Spacious,

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  E11 Rock Ridge Rd, Winhall, VT 05155
• 

  

  /28

  Est $883,412 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,644 Sq Ft

  464 Hillcrest Rd, Manchester Center, VT 05255

  464 Hillcrest Rd, Manchester Center, VT 05255
• 

  

  /29

  $1,475,000

  • 4 Beds
  • 2.5 Baths
  • 4,084 Sq Ft

  1677 Barnumville Rd, Manchester Center, VT 05255

  This historic 19th century two-story brick Federal house was originally a popular tavern. It has been completely renovated/updated to serve today's relaxed living while retaining all classic features. A bright kitchen/dining/living great room w/fireplace is the heart of the home. A first-floor master suite includes a spa-like bath w/fireplace. There is an adjacent mudroom entrance with 1/2 bath

  R. Diedrich August Wohler Realty Group

  1677 Barnumville Rd, Manchester Center, VT 05255
• 

  

  /39

  $299,000 Sold Feb 13, 2025

  • 2,824 Sq Ft
  • $106/SF
  • 101 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1977

  152 Apple Hill Rd, Bennington, VT 05201

  This contemporary style home sits on 1.21 acres in a desirable Bennington neighborhood. Close to town yet far enough away to be out of the hustle and bustle. This home could welcome mutli-generational living as well as anyone looking for extra space. The first floor has 3 bedrooms, two of which have their own half bath. This level also has a full handi-cap accessible bathroom as well as a

  Catherine Cairns Maple Leaf Realty

  152 Apple Hill Rd, Bennington, VT 05201
• 

  

  /26

  Est $785,460 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,124 Sq Ft

  373 Hillcrest Rd, Manchester Center, VT 05255

  373 Hillcrest Rd, Manchester Center, VT 05255
• 

  

  /57

  $629,000

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft

  11 Pond View Rd, Winhall, VT 05340

  The Intervale community has long been popular for affordability and value. This bright and sunny unit boasts an updated kitchen, primary suite on the main level with updated bath. Mini suite on upper level along with a third bedroom and shared bath with the loft area. Heating system replaced with an efficient Buderus boiler. Plenty of room for your weekend guests but a manageable floor plan for

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  11 Pond View Rd, Winhall, VT 05340
• 

  

  /40

  $250,000 Sold Feb 11, 2025

  • 900 Sq Ft
  • $278/SF
  • 45 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  1016 County St, Bennington, VT 05201

  Completely renovated Cottage Style 3 bed 1 bath home at the edge of town. Located on the Roaring Branch of the Walloomsac river. New heating system, public water and sewer. All new appliances. Just a short walk to the Blue Trail, and the Bennington Recreation Center, All this near public transportation, Mt Anthony Schools. Nothing left to do but move in and enjoy this beautifully renovated home.

  Edward Jones Josiah Allen Real Estate, Manchester Branch Office

  1016 County St, Bennington, VT 05201
• 

  

  /36

  Est $571,158 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  64 Mears Ln, Manchester Center, VT 05255

  64 Mears Ln, Manchester Center, VT 05255
• 

  

  /6

  $495,000

  • Land
  • 7 Acres
  • $71,429 per Acre

  lot#2 Margeaux Ln, Stratton, VT 05155

  This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  lot#2 Margeaux Ln, Stratton, VT 05155
• 

  

  /43

  $470,000 Sold Feb 11, 2025

  • 2,844 Sq Ft
  • $165/SF
  • 61 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1964

  78 Stoney Fields Rd, Manchester Center, VT 05255

  Manchester contemporary four bedroom two and half bath home with easterly mountain views on 2.13 acres +/- located in close proximity to downtown. This 2,844 sqft home has many fine features: air conditioning - mini splits (3), propane hot water baseboard heat, hardwood flooring, front deck overlooking mountain view, convenient in town location. The main level consists of three bedrooms, one full

  David Halligan Four Seasons Sotheby's Int'l Realty

  78 Stoney Fields Rd, Manchester Center, VT 05255
• 

  

  /26

  Est $578,263 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,182 Sq Ft

  84 Green Mountain Rd, Manchester Center, VT 05255

  84 Green Mountain Rd, Manchester Center, VT 05255
• 

  

  /5

  $465,000

  • Land
  • 6 Acres
  • $83,935 per Acre

  Lot #4 Margeaux Ln, Stratton, VT 05155

  Nestled along a peaceful babbling brook, this 5.54-acre parcel offers an idyllic setting for building the home of your dreams. Surrounded by a serene wooded landscape, the property provides both privacy and tranquility, while still being just moments from the Sun Bowl at Stratton. With a septic permit already approved for a 4-bedroom home, this lot is ready for construction, allowing you

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  Lot #4 Margeaux Ln, Stratton, VT 05155

Showing Results 561 - 600, Page 15 of 18