4,310

Bennington, VT Homes

Section Image
  • /4

    $250,000 Under Contract

    • Land
    • 1.57 Acres
    • $159,236 per Acre

    0 Gold Medal Cir Unit 5023219, Stratton, VT 05155

    This is lot #1 in the Powers Subdivision, which is the closest lot to Mountain Rd, giving you access to Stratton's Sunbowl entrance less than a mile away. Lot #1 is 1.57 acres and has views of Stratton Mountain. This Gold Medal Circle area of the Powers Subdivision has 11 lots, 2.71 acres of common land with a pond, and 69.06 of conservation land.Permits are in place with the State of Vermont

    Ross Powers TPW Real Estate

    0 Gold Medal Cir Unit 5023219, Stratton, VT 05155
  • /30

    $605,000 Sold Oct 08, 2024

    • 2,730 Sq Ft
    • $222/SF
    • 10 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2004

    6 Golden Triangle Rd, Winhall, VT 05340

    Embrace the quintessential Vermont lifestyle in this cozy yet spacious log home. Nestled amidst breathtaking scenery, this 3-bedroom, 3-bathroom retreat offers the perfect blend of comfort and adventure. Unwind by the crackling warmth of the wood-burning fireplace in the open-concept living area, then step out onto the expansive deck for a soak in the hot tub under starlit skies. And imagine

    TG Glazer Winhall Real Estate

    6 Golden Triangle Rd, Winhall, VT 05340
    • /30

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft

      30 Birch Hill Rd Unit 7 Rock Maple, Winhall, VT 05340

      30 Birch Hill Rd Unit 7 Rock Maple, Winhall, VT 05340
  • /5

    $3,700,000 Sold Oct 07, 2024

    • 3,422 Sq Ft
    • $1,081/SF
    • 0 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1986

    15 Mountain Reach Mews Unit 15, Stratton, VT 05360

    THIS IS NOT A CONDOMINIUM. IT IS A P.U.D.

    Andrew King Stratton Real Estate

    15 Mountain Reach Mews Unit 15, Stratton, VT 05360
    • /7

      Not Listed For Sale

      A4R Summit View Rd Unit A4R, Winhall, VT 05340

      A4R Summit View Rd Unit A4R, Winhall, VT 05340
  • /13

    $725,000 Sold Oct 07, 2024

    • 1,208 Sq Ft
    • $600/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    792 Stratton Mountain Rd Unit 4316, Stratton, VT 05360

    Imagine coming home to Village Watch at Stratton, nestled in one of the most sought-after locations. This charming 3-bedroom, 2-bathroom condo offers the perfect blend of comfort and convenience. As you step inside, you're greeted by the warmth of a crackling wood-burning fireplace, creating a cozy ambiance after a day on the slopes. The unique appeal of Village Watch lies in its direct

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    792 Stratton Mountain Rd Unit 4316, Stratton, VT 05360
    • /39

      Not Listed For Sale

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

      19 Village Lodge Rd Unit 306, Stratton, VT 05155

      19 Village Lodge Rd Unit 306, Stratton, VT 05155
  • /29

    $668,000 Sold Oct 04, 2024

    • 2,179 Sq Ft
    • $307/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2008

    32 Beaver St, Bondville, VT 05340

    If you are looking for a move in ready home, look no further. This four bedroom home is nestled in a quiet community with close proximity to Stratton Mountain, Bromley Mountain and Manchester. Situated on a flat 1.6 acre corner lot, leaving plenty of room for expansion. The large primary bedroom and en-suite bathroom is located on the first floor for ease of living. Three good size bedrooms

    Jamie Wylie Stratton Real Estate

    32 Beaver St, Bondville, VT 05340
    • /40

      Est $874,886 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,688 Sq Ft

      29 Cranberry Hill Rd, Winhall, VT 05340

      29 Cranberry Hill Rd, Winhall, VT 05340
  • /20

    $600,000 Sold Oct 04, 2024

    • 1,044 Sq Ft
    • $575/SF
    • 58 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1998

    761 Stratton Mountain Access Rd Unit 423, Stratton, VT 05360

    Looking for a premier top floor unit with luxury fit and finish and commanding long range views? This superior 2 bedroom /2 bath residence features marble and stainless steel kitchen, fireplace, cathedral ceiling and incredible views. The oversized deck overlooks the pond and fills the unit with morning sun. The top floor primary suite creates a calm privacy after a day on the trails and the open

    Kim Morgan-Wohler Wohler Realty Group

    761 Stratton Mountain Access Rd Unit 423, Stratton, VT 05360
    • /20

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,000 Sq Ft

      16 Middle Ridge Rd Unit 7, Winhall, VT 05155

      16 Middle Ridge Rd Unit 7, Winhall, VT 05155
  • /30

    $550,000 Sold Oct 03, 2024

    • 1,650 Sq Ft
    • $333/SF
    • 4 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1984

    20 Maple Beech Rd Unit 20, Winhall, VT 05340

    Sunny Intervale townhouse with new wood floors. Three bedrooms, three bathrooms, spacious and bright living room, and a loft. Beautiful new oak flooring throughout the main floor, stairs, and upstairs loft and hallway. The recently replaced deck by this well managed association is a private setting in the trees. Offered fully furnished with high quality furnishings. The Intervale shuttle bus runs

    Christiane Carroccio TPW Real Estate

    20 Maple Beech Rd Unit 20, Winhall, VT 05340
    • /17

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,215 Sq Ft

      61 Birch Hill Rd Unit 4 Shagbark Hickory, Winhall, VT 05340

      61 Birch Hill Rd Unit 4 Shagbark Hickory, Winhall, VT 05340
  • /10

    $75,000 Sold Oct 02, 2024

    • Land
    • 6 Acres
    • $11,538 per Acre
    • 2 Days On Market

    0 Mowrey Rd Unit 5012138, Jamaica, VT 05343

    Wonderful parcel of land ready for your dream home. 6.5 partially cleared acres in Jamaica, VT. Half of the land is cleared , previously a horse pasture, the remaining acreage is lightly wooded with trails throughout. Situated in between Stratton and Mount Snow, 20 minutes to either area. The property has the potential views of the hills in Jamaica with some clearing . There is a possible

    Dan McKenna Cummings & Co

    0 Mowrey Rd Unit 5012138, Jamaica, VT 05343
    • /26

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,171 Sq Ft

      41 High Point Dr Unit E 23, Stratton, VT 05360

      41 High Point Dr Unit E 23, Stratton, VT 05360
  • /34

    $1,100,000 Sold Oct 01, 2024

    • 4,600 Sq Ft
    • $239/SF
    • 22 Days On Market
    • 8 Beds
    • 6 Baths
    • Built 1860

    498 Goodaleville Rd, South Londonderry, VT 05155

    498 Goodalville Road is made up of three residential spaces, and a barn, on 24 acres. This incredible value is just down the road from the intersection of Route 100 and Route 30 in Rawsonville, minutes to Stratton, Bromley, and Magic Mountains. The 1860 Farmhouse sits overlooking the river. The three bedroom structure was lifted and a new foundation poured, modernizing the old structure while

    Christiane Carroccio TPW Real Estate

    498 Goodaleville Rd, South Londonderry, VT 05155
    • /28

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,208 Sq Ft

      776 Stratton Mountain Rd Unit 1207, Stratton, VT 05360

      776 Stratton Mountain Rd Unit 1207, Stratton, VT 05360
  • /38

    $805,000 Sold Sep 30, 2024

    • 1,700 Sq Ft
    • $474/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1999

    1 Stratton Springs Rd Unit 1E, Stratton, VT 05360

    Mountaintop Luxury awaits at Stratton Springs! Indulge in the ultimate resort lifestyle at Stratton Springs. This exquisite 3 - bedroom residence3 is a haven of comfort, perfectly situated across from the Sports Center for easy access to all that Stratton Mountain has to offer. Unwind in the spacious living area featuring a soaring cathedral ceiling and stone fireplace. The gourmet kitchen is a

    Robin Apps Four Seasons Sotheby's Int'l Realty

    1 Stratton Springs Rd Unit 1E, Stratton, VT 05360
    • /22

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft

      65 Lower Taylor Hill Rd, Winhall, VT 05340

      65 Lower Taylor Hill Rd, Winhall, VT 05340
  • /40

    $1,220,000 Sold Sep 27, 2024

    • 2,377 Sq Ft
    • $513/SF
    • 17 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2005

    6A Beechwood Dr, Stratton, VT 05155

    This exceptional 4-bedroom, 4-bathroom Treetop townhome, located just off Stratton’s 91 Ski Trail, offers the ultimate ski-in experience. After a day on the slopes, unwind in front of the impressive floor-to-ceiling fireplace or step outside to the expanded patio and relax in the hot tub while taking in the stunning year-round views. During warmer months, dine al fresco on the covered porch. With

    Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    6A Beechwood Dr, Stratton, VT 05155
    • /40

      Est $595,967 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,113 Sq Ft

      1370 Spring Hill Rd, Londonderry, VT 05155

      1370 Spring Hill Rd, Londonderry, VT 05155
  • /24

    $685,000 Sold Sep 25, 2024

    • 1,963 Sq Ft
    • $349/SF
    • 7 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1979

    30 Styles Branch Rd Unit 307, Stratton, VT 05360

    Discover a stunningly renovated end unit in the coveted Styles Brook community. This open-concept gem boasts a modern kitchen featuring high-end cabinetry, top-of-the-line appliances, and beautiful hardwood floors that extend throughout the main level. A cozy wood-burning fireplace creates a warm ambiance in the spacious living area, bathed in natural light. Enjoy the ease of ownership offered

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    30 Styles Branch Rd Unit 307, Stratton, VT 05360
    • /40

      Est $501,136 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,647 Sq Ft

      3452 Vermont Route 100, Londonderry, VT 05148

      3452 Vermont Route 100, Londonderry, VT 05148
  • /40

    $950,000 Sold Sep 23, 2024

    • 3,404 Sq Ft
    • $279/SF
    • 36 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    450 Deerwood Hill, Londonderry, VT 05155

    Nothing but Superlatives to describe this Gorgeous Home. Perfect Location. Stunning Grounds. Immaculate condition.This 4 bedroom home is immaculately maintained. Gorgeous Post 'n Beam Vermont Cape in perfect location to enjoy all that Southern Vt has to offer. Close to Stratton, Magic, Bromley, Okemo, Manchester shopping, golf, mountain biking, swimming and canoeing on Lowell Lake.. all within

    Wilkie Bushby TPW Real Estate

    450 Deerwood Hill, Londonderry, VT 05155
    • /40

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,665 Sq Ft

      776 Stratton Access Rd Unit 1307, Stratton, VT 05155

      776 Stratton Access Rd Unit 1307, Stratton, VT 05155
  • /14

    $210,000 Sold Sep 20, 2024

    • Land
    • 37 Acres
    • $5,707 per Acre
    • 120 Days On Market

    00 Kendall Farm To Black Cherry Ridge Rd, Winhall, VT 05340

    Located off of Kendall Farm Road, not far from the National Forest, this undeveloped parcel is located where you can easily access Snowmobiling trails in the VAST system. A parcel for the outdoors person for hunting, skeet shooting, and snowmobiling. Just 15 minutes to Stratton Mountain Resort. Blackberry Ridge Road runs through the parcel for access. A state wastewater permit will be needed for

    Kim Morgan-Wohler Wohler Realty Group

    00 Kendall Farm To Black Cherry Ridge Rd, Winhall, VT 05340
    • /40

      Est $797,667 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,763 Sq Ft

      D11 Cobble Ridge Rd, Winhall, VT 05340

      D11 Cobble Ridge Rd, Winhall, VT 05340
  • /27

    $285,000 Sold Sep 16, 2024

    • 960 Sq Ft
    • $297/SF
    • 24 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1978

    19 Winhall Condo Rd, Winhall, VT 05340

    This is your opportunity to own a cute and affordable vacation home near Stratton. Located at the end of a quiet drive less than one mile from the Stratton Access Road, The Winhall Condos offer a serene setting and most convenient location. Consisting of just six units, this property has direct views of the mountain, proximity to Stratton and Manchester, and privacy. This updated 2 bedroom/2 bath

    Cheyanne Pugliese

    19 Winhall Condo Rd, Winhall, VT 05340
    • /13

      Not Listed For Sale

      Lot 1 Pikes Falls Rd Unit Lot 1, Jamaica, VT 05343

      Lot 1 Pikes Falls Rd Unit Lot 1, Jamaica, VT 05343
  • /31

    $490,000 Sold Sep 06, 2024

    • 1,896 Sq Ft
    • $258/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    22 Little Brook Rd, Winhall, VT 05340

    Winhall Wonder! Imagine crisp mountain air, breathtaking sunsets, and tranquility just minutes from Stratton's slopes. This captivating contemporary cape offers the perfect escape, whether you seek a year-round haven or a seasonal retreat. Move right in with this fully furnished 3-bedroom, 2-bathroom gem. Relax in style after a day of skiing or exploring the scenic Green Mountains. Crave

    TG Glazer Winhall Real Estate

    22 Little Brook Rd, Winhall, VT 05340
    • /30

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,198 Sq Ft

      759 Stratton Mountain Access Rd Unit 135, Stratton, VT 05340

      759 Stratton Mountain Access Rd Unit 135, Stratton, VT 05340
  • /38

    $540,000 Sold Sep 06, 2024

    • 1,965 Sq Ft
    • $275/SF
    • 78 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1983

    41 High Point Dr Unit E-32, Stratton, VT 05360

    Crown Point Stratton Vermont, enjoy views of the slopes from this two level three-bedroom three-bath condo. Enter into the mudroom with plenty of ski storage and closets for outdoor gear. Continue into the cozy living room with a wood burning fireplace, cathedral ceilings, and a large sliding glass door out to the deck. The kitchen is centrally located between the living room and dining room,

    Mike England Michael England Real Estate

    41 High Point Dr Unit E-32, Stratton, VT 05360
    • /10

      Est $1,112,117 Not Listed For Sale

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

      22 Shattarack Rd Unit A7, Stratton, VT 05360

      22 Shattarack Rd Unit A7, Stratton, VT 05360
  • /2

    $210,000 Sold Aug 29, 2025

    • Land
    • 2.10 Acres
    • $100,000 per Acre
    • 190 Days On Market

    0 Gold Medal Cir Unit 5027515, Stratton, VT 05155

    This is lot #3 in the Powers Subdivision, which is approximately 1 mile to Stratton's Sunbowl entrance. Lot #3 is 2.10 acres and has views of Stratton Mountain. This Gold Medal Circle area of the Powers Subdivision has 11 lots, 2.71 acres of common land with a pond, and 69.06 of conservation land.Permits are in place with the State of Vermont and the Town of Stratton for a 4-bedroom home.

    Ross Powers TPW Real Estate

    0 Gold Medal Cir Unit 5027515, Stratton, VT 05155
    • /39

      Est $504,604 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,980 Sq Ft

      7 Beaver St Unit 15, Winhall, VT 05340

      7 Beaver St Unit 15, Winhall, VT 05340
  • /2

    $710,000 Sold Apr 28, 2025

    • 2,470 Sq Ft
    • $287/SF
    • 45 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1995

    50 Hilltop Rd, Winhall, VT 05340

    Nestled on Hilltop Road in Intervale is this stylish retreat that begs to host your friends and family, with a renovated kitchen that invites chefs and dining counter guests. The new, oversized deck is perfect for spring, summer and fall foliage entertaining. Sunlight fills the living/dining area, and hardwood floors abound on the 1st and 2nd floors of this 3-story home. The bottom floor includes

    Jamie Luke TPW Real Estate

    50 Hilltop Rd, Winhall, VT 05340
    • /35

      Est $366,780 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 830 Sq Ft

      16 Ober Tal Dr Unit E11, Stratton, VT 05360

      16 Ober Tal Dr Unit E11, Stratton, VT 05360
  • /26

    $680,000 Sold Jan 27, 2025

    • 1,200 Sq Ft
    • $567/SF
    • 305 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1988

    778 Stratton Mountain Access Rd Unit 2103, Stratton, VT 05155

    Andrew King Stratton Real Estate

    778 Stratton Mountain Access Rd Unit 2103, Stratton, VT 05155
    • /9

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,207 Sq Ft

      43 High Point Dr Unit D 11, Stratton, VT 05360

      43 High Point Dr Unit D 11, Stratton, VT 05360
  • /2

    $700,000 Sold Jul 21, 2025

    • 844 Sq Ft
    • $829/SF
    • 0 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1960

    40 Founders Hill Rd, Stratton, VT 05360

    Margretta Fischer Wohler Realty Group

    40 Founders Hill Rd, Stratton, VT 05360

Showing Results 321 - 360, Page 9 of 18

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