Weston, VT Homes

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  /42

  $859,000

  • 5 Beds
  • 4 Baths
  • 4,925 Sq Ft

  1166 Rte 100, Weston, VT 05161

  Nearly 5,000 sq ft of flexible living space in one of Vermont’s most desirable towns—perfect for second-home buyers or investors. This unique property offers two distinct living areas under one roof: a beautifully designed walk-out lower level apartment ideal for rental income, in-law suite, or guest quarters, and an updated main level with style and comfort. The main level features a modern

  Carrie Mathews Winhall Real Estate

  1166 Rte 100, Weston, VT 05161
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  /31

  $450,000 Sold Oct 06, 2025

  • 1,715 Sq Ft
  • $262/SF
  • 71 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1966

  151 Burton Rd, Weston, VT 05161

  This beautifully updated 4-bedroom chalet-style home is nestled on a serene 1.4-acre lot, just minutes from the heart of Weston, the iconic Vermont Country Store, and the renowned Weston Playhouse. Featuring a freshly painted interior, newly finished walkout basement, and a new Harman pellet stove that efficiently heats the main level and upper loft, this home is move-in ready and perfect for

  Gary Coger Four Seasons Sotheby's Int'l Realty

  151 Burton Rd, Weston, VT 05161
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  /32

  Est $472,228 Not Listed For Sale

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

  15 Markham Ln, Weston, VT 05161

  15 Markham Ln, Weston, VT 05161
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  /51

  $1,250,000

  • 6 Beds
  • 5.5 Baths
  • 5,790 Sq Ft

  49 Burton Rd, Weston, VT 05161

  Location, Views, and Room for Everyone – It’s All Here and Waiting for You! Offering maximum warmth, comfort, and charm, this beautifully-built and well-maintained home features traditional New England architecture on 7+ picturesque and tranquil acres just outside the delightful village of Weston. The inviting layout features classic design and rich architectural details with formal and informal

  Claudia Harris Mary Mitchell Miller Real Estate

  49 Burton Rd, Weston, VT 05161
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  /33

  $313,000 Sold Oct 02, 2025

  • 1,000 Sq Ft
  • $313/SF
  • 26 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1980

  85 Slawson Rd, Weston, VT 05161

  This adorable Weston home offers more than meets the eye – come check it out! The house sits on just shy of 2.5 acres and is adjacent to thousands of conserved acres in the Okemo State Forest and the Mount Holly Conservation Trust. Slawson Road is a quiet neighborhood with a nice mix of primary and vacation homes, offering true peace and quiet, and is located almost equidistant to Weston and

  Claudia Harris Mary Mitchell Miller Real Estate

  85 Slawson Rd, Weston, VT 05161
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  /35

  Est $308,192 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,576 Sq Ft

  650 Main St, Weston, VT 05161

  650 Main St, Weston, VT 05161
• 

  

  /59

  $740,000

  • 6 Beds
  • 7 Baths
  • 3,880 Sq Ft

  815 Vermont Route 100, Weston, VT 05161

  Escape to this enchanting circa 1830 Colonial, a quintessential Vermont country retreat perfectly positioned at the edge of Weston Village with breathtaking Green Mountain views. Embrace the beauty of nature with nearby XC ski trails, snowmobiling, and snowshoeing, plus five renowned ski mountains just a short drive away. In summer, Weston comes alive with concerts on the village green, summer

  Lee Brown Four Seasons Sotheby's Int'l Realty

  815 Vermont Route 100, Weston, VT 05161
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  /32

  $288,000 Sold Oct 01, 2025

  • 1,070 Sq Ft
  • $269/SF
  • 316 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1983

  27 Lawrence Hill Rd Unit 5, Weston, VT 05161

  Tuttle Barn Unit 5 enjoys one of Weston's best views overlooking the West River waterfalls and historic Mill with lovely meadows and mountains beyond! The handsome c. 1907 barn was converted to condos in 1983 and, with just five units “the barn” offers the best of in-town living with a small footprint and low-to-no maintenance demands. This charming unit offers two bedrooms (plus a loft) and

  Claudia Harris Mary Mitchell Miller Real Estate

  27 Lawrence Hill Rd Unit 5, Weston, VT 05161
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  /13

  Est $299,072 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,128 Sq Ft

  749 Main St, Weston, VT 05161

  749 Main St, Weston, VT 05161
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  /50

  $799,000

  • 7 Beds
  • 6 Baths
  • 4,642 Sq Ft

  41 Lawrence Hill Rd, Weston, VT 05161

  This charming historic home, nestled on a hillside in the heart of Weston Village, offers a unique blend of old-world character and modern comfort. Built in the 1800s, the house is rich with architectural details, including aged barn wood accents, warm pine floors, and sunlit rooms that create a welcoming atmosphere for family and friends.The spacious living area is perfect for

  Jessica Citera Cummings & Co

  41 Lawrence Hill Rd, Weston, VT 05161
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  /55

  $1,000,000 Sold Sep 26, 2025

  • 4,849 Sq Ft
  • $206/SF
  • 26 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 1996

  134 Lawrence Hill Rd, Weston, VT 05161

  Nestled on 10.2 acres of rolling woods, stone walls and beautiful gardens and attractive stone patio. This updated modern farmhouse was lovingly constructed by its owner, a lifelong home builder. With plenty of space to entertain guests, it features a bright newly remodeled kitchen, wide plank oak floors and a stone fireplace. Possibilities are endless with a bevy of bedrooms, spacious

  Kathy Snyder Mary Mitchell Miller Real Estate

  134 Lawrence Hill Rd, Weston, VT 05161
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  /28

  Est $417,792 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,210 Sq Ft

  700 Main St, Weston, VT 05161

  700 Main St, Weston, VT 05161
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  /40

  $725,000 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 1,842 Sq Ft

  2 Trout Club Rd, Weston, VT 05161

  Looking for a classic Vermont farmhouse with attention to historic detail and all the amenities for modern living? Perched above Weston's picturesque village center, Apple Croft offers a comfortable and cozy two floors complemented by a front porch with rockers, a screened porch for al fresco dining, and a large private deck for outdoor living. Curl up with a book by the wood burning fireplace in

  Steve Stettler Four Seasons Sotheby's Int'l Realty

  2 Trout Club Rd, Weston, VT 05161
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  /42

  $505,000 Sold Sep 23, 2025

  • 2,088 Sq Ft
  • $242/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1995

  90 Turner Rd, Weston, VT 05161

  Tucked into the heart of Ascutney Village, this versatile and privately situated 3–4 bedroom home offers space, comfort, and convenience for every lifestyle. Whether you're looking for a spacious single-family layout or the flexibility of a home business or in-law suite, this property delivers—with a separate entrance to a finished bonus area perfect for work or extended living. Then there is the

  Katie Ladue Gilbert KW Vermont Woodstock

  90 Turner Rd, Weston, VT 05161
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  /40

  Not Listed For Sale

  • 8 Beds
  • 5 Baths
  • 5,090 Sq Ft

  25 Lawrence Hill Rd, Weston, VT 05161

  25 Lawrence Hill Rd, Weston, VT 05161
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  /34

  $708,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,606 Sq Ft

  21 Turner Rd, Weston, VT 05161

  Secluded Vermont escape to enjoy through the seasons. This private 5-acre woodland retreat tucked just beyond Wantastiquet Trout Club Pond is a lovingly maintained 3BR/3BA home blending comfort, energy efficiency, and Vermont charm. The open layout features locally milled wood floors, Jotul wood stove, sunroom, and screened porch perfect for summer evenings. The custom kitchen is outfitted with a

  Kim Prins Four Seasons Sotheby's Int'l Realty

  21 Turner Rd, Weston, VT 05161
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  /9

  $350,000 Sold Sep 03, 2025

  • Land
  • 53.6 Acres
  • $6,530 per Acre

  • 15 Days On Market

  0 Old Tavern Rd, Weston, VT 05161

  At the intersection of Dale Road and Marsh Hill Road is the un-improved end of Old Tavern Road in Weston, VT. Located at the town line of Weston and Andover, the 53.6 acres are in Weston. An 8-lot subdivision has been permitted by the Town of Weston, known as 'Glen Rock Estates'. Lots range from 5.64 acres to 8.70 acres. This land is approved for 8 lots, with a final plat recorded with the Town

  Christiane Carroccio TPW Real Estate

  0 Old Tavern Rd, Weston, VT 05161
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  /40

  Est $686,648 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,842 Sq Ft

  74 Lawrence Hill Rd, Weston, VT 05161

  74 Lawrence Hill Rd, Weston, VT 05161
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  /30

  $1,200,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,118 Sq Ft

  124 Turner Rd, Weston, VT 05161

  A mountain retreat surrounded on three sides by the Green Mountain National Forest and yet only a few miles from the village green in Weston and the Weston Playhouse. Big views to breathe in. Turner Farm is located on a dead end road above the trout club. The 134 acre parcel covers the eastern slope of Peabody Hill; the land climbs to an elevation of 2,770 feet and is threaded with trails for

  Dia Jenks LandVest, Inc/Woodstock

  124 Turner Rd, Weston, VT 05161
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  /38

  $180,000 Sold Aug 22, 2025

  • 1,863 Sq Ft
  • $97/SF
  • 94 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1810

  97 Vermont Route 100, Weston, VT 05161

  MOTIVATED SELLER, Being sold AS IS, Bring your cash/conventional financing offers on this older home full of so much character-Minutes from both downtown Weston and Londonderry, Vermont, this charming home is looking for its next owners to come in with their creativity and put in the work to bring this home back to its original beauty. It has a lovely, level back yard overlooking the river with

  Erin Kendall EXP Realty

  97 Vermont Route 100, Weston, VT 05161
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  /27

  Est $851,121 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,048 Sq Ft

  520 Piper Hill Rd, Weston, VT 05161

  520 Piper Hill Rd, Weston, VT 05161
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  /60

  $2,950,000

  • 5 Beds
  • 6.5 Baths
  • 8,056 Sq Ft

  240 Piper Hill Rd, Weston, VT 05161

  This spectacular Vermont estate, completely refurbished and magnificently landscaped, is available for the first time in 20 years. Surrounded by conserved forest on its own 10 rolling acres with a swimming pond, 2 bedroom guest house, and mountain views, it is just minutes from the vibrant and picturesque village of Weston and a short drive to Stratton, Bromley, Magic and Okemo ski resorts. The

  Steve Stettler Four Seasons Sotheby's Int'l Realty

  240 Piper Hill Rd, Weston, VT 05161
• 

  

  /38

  $459,000 Sold Aug 15, 2025

  • 1,946 Sq Ft
  • $236/SF
  • 20 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1970

  66 Summit Trails Rd, Weston, VT 05161

  Nestled on 4 private acres, this charming chalet is full of character with warm vertical wood interiors throughout. The cathedral-ceiling great room features a stunning fieldstone fireplace and opens to a spacious deck, perfect for outdoor living and soaking in panoramic views of the Green Mountains. The primary bedroom and bath are conveniently located on the main level, while three additional

  Nancy Jensen Four Seasons Sotheby's Int'l Realty

  66 Summit Trails Rd, Weston, VT 05161
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  /35

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  392 Piper Hill Rd, Weston, VT 05161

  392 Piper Hill Rd, Weston, VT 05161
• 

  

  /22

  $279,000

  • Land
  • 10.2 Acres
  • $27,353 per Acre

  00 Parker Ln, Weston, VT 05161

  Great 10.2 Acre Building Lot with state approved 5 bedroom septic! Ready to bring your vision to life - this property has already had the hard work done for you and features a large 4 acre newly created meadow with spring fed pond. Architectural renderings of a potential home design are available to help you imagine the possibilities. With southern exposure, views of the Green Mountains, and

  Nancy Jensen Four Seasons Sotheby's Int'l Realty

  00 Parker Ln, Weston, VT 05161
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  /32

  $159,000 Sold Aug 01, 2025

  • Land
  • 4 Acres
  • $39,750 per Acre

  • 0 Days On Market

  11 and 12 Boynton Rd, Weston, VT 05161

  Discover two beautiful building lots nestled along a quiet, scenic country road - ideal for you dream home or country retreat. These prime lots boasts a perfect blend of privacy, charm and beauty. A well was installed in 2013 on Lot 11. An adjacent 5.8 parcel known as the Woodcock Farm Common Land is available for your enjoyment. A 50' wide Right A Way travels between the two lots to

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  11 and 12 Boynton Rd, Weston, VT 05161
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  /40

  Est $843,573 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,604 Sq Ft

  128 Dale Rd, Weston, VT 05161

  128 Dale Rd, Weston, VT 05161
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  /12

  $245,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  891 Vermont Route 100, Weston, VT 05161

  Charming and efficient, this 2-bedroom, 1-bath home offers a cozy retreat in the heart of Weston, Vermont. Designed for single-level living and low maintenance, the layout makes the most of its space. The main living area features an open flow between the living room and eat-in kitchen, leading to a deck that is perfect for morning coffee or outdoor grilling. Two bedrooms and a full bath complete

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  891 Vermont Route 100, Weston, VT 05161
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  /55

  $722,000 Sold Jul 22, 2025

  • 2,110 Sq Ft
  • $342/SF
  • 229 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  45 Casper Ln, Weston, VT 05161

  This gorgeous high quality three-bedroom house with over 2100 of finished living space is situated on two beautifully landscaped acres in the special town of Weston. Located in the heart of ski country with four ski areas close by, this home has much to offer. The house has a wonderful feel of relaxation and welcoming. As a four-season destination, Weston and the surrounding area has much

  Chuck Sweetman Mary Mitchell Miller Real Estate

  45 Casper Ln, Weston, VT 05161
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  /23

  Est $810,619 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,800 Sq Ft

  95 Summit Trails Rd, Weston, VT 05161

  95 Summit Trails Rd, Weston, VT 05161
• 

  

  /28

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  25 Felton Rd, Weston, VT 05161

  Beautiful Weston! Just 2 miles from the town center, this 3 Bedroom, 2 Bath Ranch style home on 1.5 Acres offers easy access, just off Route 100, with single level living. Enter into a large Sunroom surrounded with windows, giving the feeling of being outdoors year round and enjoy the wonderful Pellet stove. The eat-in Kitchen, with granite counter tops, offers plenty of cabinet space. The

  Brian Gehlich RE/MAX Four Seasons

  25 Felton Rd, Weston, VT 05161
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  /34

  $565,000 Sold Jul 18, 2025

  • 1,471 Sq Ft
  • $384/SF
  • 56 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1989

  31 Highland View Rd, Weston, VT 05161

  Welcome to your Vermont log home retreat, nestled on 3 serene, flat acres, this beautifully crafted log home with post-and-beam interior offers timeless charm and spacious living just minutes from downtown Weston and Londonderry.inside you are welcomed into a warm, open-concept layout where the living room, dining area, and kitchen flow effortlessly under wood-beamed ceilings. The main floor

  Lisa Sullivan Four Seasons Sotheby's Int'l Realty

  31 Highland View Rd, Weston, VT 05161
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  /29

  Est $611,922 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,788 Sq Ft

  81 Summit Trails Rd, Weston, VT 05161

  81 Summit Trails Rd, Weston, VT 05161
• 

  

  /29

  $875,000

  • Land
  • 67.4 Acres
  • $12,982 per Acre

  00 Markham Ln, Weston, VT 05161

  An exceptional Weston land parcel with panoramic views, this property has been family land for generations and is now being offered for sale. A long tree-lined private drive slopes through forest to a cleared, sunny 4-acre field prepared for a house site. The site's elevation at almost 1800 feet backs onto forest and reveals stunning four-season views of the Green Mountain range, rolling hills,

  Steve Stettler Four Seasons Sotheby's Int'l Realty

  00 Markham Ln, Weston, VT 05161
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  /24

  $379,000 Sold Jul 14, 2025

  • 360 Sq Ft
  • $1,053/SF
  • 7 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2023

  173 Piper Hill Rd, Weston, VT 05161

  Nestled on over 9 picturesque acres along desirable Piper Hill Road, this property offers the perfect blend of privacy and convenience—located less than a mile from the heart of historic Weston village, and 15-30 minutes from 4 major ski areas in southern VT. With sweeping views, mature trees, and open meadows, it's an ideal setting for a full-time residence, vacation getaway, or future dream

  Christopher Cummings Cummings & Co

  173 Piper Hill Rd, Weston, VT 05161
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  /38

  Est $516,398 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft

  198 Highland View Rd, Weston, VT 05161

  198 Highland View Rd, Weston, VT 05161
• 

  

  /10

  $250,000

  • Land
  • 17 Acres
  • $14,706 per Acre

  1047 Vermont Route 100, Weston, VT 05161

  Less than two miles from the charming Village of Weston lies this remarkable 17± acre parcel—a rare opportunity for those drawn to Vermont’s natural beauty and outdoor lifestyle. Ideally situated for recreation lovers, the land offers quick access to some of the state's top ski resorts, including Okemo, Stratton, Magic, and Bromley Mountains, providing opportunities for skiing, snowboarding,

  Cheyanne Pugliese

  1047 Vermont Route 100, Weston, VT 05161
• 

  

  /29

  $543,000 Sold Jul 08, 2025

  • 2,185 Sq Ft
  • $249/SF
  • 38 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1969

  35 Markham Ln, Weston, VT 05161

  Tucked above the historic village of Weston, this charming Cape-style home offers a serene retreat on 3.5 private acres. Wood beams bring authentic charm to the newly renovated kitchen. The residence features a spacious Great Room with vaulted ceilings and a Jotul wood stove, perfect for entertaining or quiet nights at home. The main level includes two bedrooms and a full bath, while the upper

  Christiane Carroccio TPW Real Estate

  35 Markham Ln, Weston, VT 05161
• 

  

  /40

  Est $616,254 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  40 Holden Hill Rd, Weston, VT 05161

  40 Holden Hill Rd, Weston, VT 05161
• 

  

  /18

  $199,000

  • Land
  • 18.78 Acres
  • $10,596 per Acre

  00 Boynton Rd, Londonderry, VT 05148

  Located off quiet, town-maintained Boynton Road in Londonderry, this nearly 20-acre wooded parcel offers the perfect opportunity to build your dream home in the heart of southern Vermont. With power and fiber optic internet available at the street and a state-issued wastewater permit in place for a five-bedroom residence, this raw land is ready for your vision. A small stream runs parallel to the

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  00 Boynton Rd, Londonderry, VT 05148

Showing Results 1 - 40, Page 1 of 17