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Weston, VT Homes for Sale

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  • 2 Trout Club Rd, Weston, VT 05161
    2 Trout Club Rd, Weston, VT 05161
    2 Trout Club Rd, Weston, VT 05161
    /40

    $725,000

    • 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
  • 21 Turner Rd, Weston, VT 05161
    21 Turner Rd, Weston, VT 05161
    21 Turner Rd, Weston, VT 05161
    /34

    $708,000

    • 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
  • 1166 Rte 100, Weston, VT 05161
    1166 Rte 100, Weston, VT 05161
    1166 Rte 100, Weston, VT 05161
    /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
  • 49 Burton Rd, Weston, VT 05161
    49 Burton Rd, Weston, VT 05161
    49 Burton Rd, Weston, VT 05161
    /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
  • 815 Vermont Route 100, Weston, VT 05161
    815 Vermont Route 100, Weston, VT 05161
    815 Vermont Route 100, 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
  • 41 Lawrence Hill Rd, Weston, VT 05161
    41 Lawrence Hill Rd, Weston, VT 05161
    41 Lawrence Hill Rd, Weston, VT 05161
    /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
  • 207 Boynton Rd, Londonderry, VT 05148
    207 Boynton Rd, Londonderry, VT 05148
    207 Boynton Rd, Londonderry, VT 05148
    /53

    $1,495,000

    • 4 Beds
    • 4.5 Baths
    • 4,241 Sq Ft

    207 Boynton Rd, Londonderry, VT 05148

    Perched on 12.70 pristine acres, this exceptional residence offers the perfect blend of refined comfort & serene seclusion. Set on a private rise w/ sweeping views, the property captures the quiet majesty of all four seasons. A tranquil pond reflects the ever-changing sky, inviting quiet mornings on the expansive deck, a coffee in hand or peaceful evenings listening to nature under the stars.

    Kim Morgan-Wohler Wohler Realty Group

    207 Boynton Rd, Londonderry, VT 05148
  • 240 Piper Hill Rd, Weston, VT 05161
    240 Piper Hill Rd, Weston, VT 05161
    240 Piper Hill Rd, Weston, VT 05161
    /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
  • 00 Parker Ln, Weston, VT 05161
    00 Parker Ln, Weston, VT 05161
    00 Parker Ln, 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
  • 891 Vermont Route 100, Weston, VT 05161
    891 Vermont Route 100, Weston, VT 05161
    891 Vermont Route 100, Weston, VT 05161
    /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
  • 25 Felton Rd, Weston, VT 05161
    25 Felton Rd, Weston, VT 05161
    25 Felton 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
  • 00 Markham Ln, Weston, VT 05161
    00 Markham Ln, Weston, VT 05161
    00 Markham Ln, 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
  • 1047 Vermont Route 100, Weston, VT 05161
    1047 Vermont Route 100, Weston, VT 05161
    1047 Vermont Route 100, 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
  • 00 Boynton Rd, Londonderry, VT 05148
    00 Boynton Rd, Londonderry, VT 05148
    00 Boynton Rd, Londonderry, VT 05148
    /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
  • 00 Vermont Route 100, Weston, VT 05161
    00 Vermont Route 100, Weston, VT 05161
    00 Vermont Route 100, Weston, VT 05161
    /10

    $129,900

    • Land
    • 33.5 Acres
    • $3,878 per Acre

    00 Vermont Route 100, Weston, VT 05161

    If you have been keeping your eye on this property, now is the time to make a move as the price has been reduced again! Purchase your land now and get your permits in place to work on your plan! Are you ready for a lifestyle change or a project to get you enjoying the outdoors? This Weston parcel borders Okemo State Forest - 33.5 Acres of Vermont is waiting for your cabin...or perhaps you have a

    Tyleen Murray Kelley Real Estate, Inc.

    00 Vermont Route 100, Weston, VT 05161
  • 0 Route 155 Unit 4905774, Weston, VT 05161
    0 Route 155 Unit 4905774, Weston, VT 05161
    0 Route 155 Unit 4905774, Weston, VT 05161
    /33

    $164,500

    • Land
    • 5 Acres
    • $32,900 per Acre

    0 Route 155 Unit 4905774, Weston, VT 05161

    OWNER TERMS POSSIBLE FOR THE RIGHT BUYER! Driveway has been improved to drive up to a cleared potential house site!Two parcels with two installed septic systems being sold as one offering. These parcels are private, yet convenient to to the Village of Weston, Okemo for skiing, and near the Priory.The land behind these lots is a large parcel owned by the neighbor.There is access

    Tyleen Murray Kelley Real Estate, Inc.

    0 Route 155 Unit 4905774, Weston, VT 05161
Vermont Windsor County Weston

Real Estate & Homes for Sale in Weston, VT

Why Live in Weston

Weston, Vermont, is a rural town nestled in the Green Mountains, characterized by private homes surrounded by forest and farmland. Incorporated in 1799, Weston has a rich agricultural history, with valleys providing fertile soil for farming and grazing. The town's rustic identity is preserved through its historic homes, including national-style homes from the 1850s, Cape Cods from the 1950s, and more contemporary houses built in the last 25 years. Properties often feature expansive land, with some homes situated on up to 15 acres along winding country roads. Weston offers various attractions, including hiking trails in the nearby Green Mountain National Forest, the semi-wilderness Greendale Campground, and winter sports at Okemo Mountain Resort and Bromley Mountain Ski Resort, located 10 and 12 miles away, respectively. Main Street hosts the historic Vermont Country Store, Gladys' Kitchen, and The Left Bank, providing shopping and dining options. The town is car-dependent, with Route 100 and Interstate 91 facilitating travel to nearby Ludlow, Springfield, and Albany International Airport, 80 miles south. Mud season from March to June can affect road conditions due to melting snow and frost. Weston also features cultural attractions like the Weston Theater Company and the Chester Festival on the Green, celebrating local art and culture. The town's schools include Flood Brook School and Green Mountain Union High, which have varying ratings and a low student-to-teacher ratio.

Learn more about living in Weston

Frequently Asked Questions

What is the average home price in Weston, VT?
Homes for sale in Weston, VT have an average home price of $738,761.
Are home prices dropping in Weston?
Yes, home prices in Weston are down 28% in the last 12 months.
How many homes have sold over the last 12 months in Weston, VT?
17 homes have sold in Weston, VT over the last 12 months.
What are the most popular zip codes in Weston, VT?
The most popular zip codes in Weston, VT include 05161, 05143, 05148, 05152 and 05149.
How much do you need to make to afford a house in Weston?
The median home price in Weston is $547,500. If you put a 20% down payment of $109,500 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $2,710 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $116K a year to afford the median home price in Weston.
How are the schools in Weston, VT?
Weston, VT has highly rated public and private schools. Some of the best schools in Weston based on Niche Grades are Flood Brook School, Green Mountain Union High School and Mt. Holly School. Browse all the schools in Weston, VT to learn more.

Home Trends in Weston, VT

On average, homes in Weston, VT sell after 80 days on the market compared to the national average of 52 days. The median sale price for homes in Weston, VT over the last 12 months is $489,000, down 23% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$489,000
Median Single Family Sale Price
$497,000
Median Townhouse Sale Price
$875,000
Median 2 Bedroom Sale Price
$288,000
Average Price Per Sq Ft
$274
Number of Homes for Sale
9
Last 12 months Home Sales
17
Months of Supply
6.40
Median List Price
$547,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-23%
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