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Weston VT Real Estate: Homes in a Classic Vermont Village on the West River

By Tony Walton, Principal Broker, New England Landmark Realty

Quick Answer

Weston is a small Windsor County town of about 620 people on Vermont Route 100 and the West River. Its historic village, laid out around the Farrar Park green, is home to the original Vermont Country Store, founded here in 1946, and the Weston Playhouse, Vermont's oldest professional theater, founded in 1935. Weston students attend Flood Brook School for grades K-8 and choose their high school, including Burr and Burton Academy in Manchester. Current Weston listings appear at the bottom of this page, and our Weston market report shows recent sales and prices.

Weston at a Glance

  • County: Windsor
  • ZIP code: 05161
  • Population: 623 (2020 Census)
  • Area: about 35.2 square miles
  • Village: Weston Village Historic District, 62 acres, on the National Register since 1985
  • River: the West River
  • Schools: Flood Brook School (K-8); high school choice

Living in Weston

Weston village began around 1780 with a sawmill where Cold Spring Brook meets the West River, and grew into the village you see today. The 62-acre historic district, along Route 100, centers on Farrar Park, the green laid out in the 1880s, and includes the 1795 Farrar Tavern, where the town held its first town meeting, the Wilder Memorial Library, and homes from the late 1700s to the 1930s.

Vrest and Ellen Orton opened the Vermont Country Store here in 1946, and the Weston Playhouse Theatre Company, founded in 1935, is Vermont's oldest professional theater. Bromley is a short drive west, and Route 100 leads north to Ludlow and Okemo.

Schools and High School Choice

Weston is part of the Taconic and Green Regional School District, in the Bennington-Rutland Supervisory Union. Students in grades K-8 attend Flood Brook School in Londonderry. For high school, families choose among options including Burr and Burton Academy in Manchester, Green Mountain Union High School in Chester, Leland and Gray Union High School in Townshend, and Long Trail School in Dorset.

Homes in Weston

Buyers in Weston find historic village homes, farmhouses, homes along the West River, rural homes and estates on acreage, and land. See what's for sale now in the listings below, and check recent sale prices in the Weston market report, which updates as homes sell.

For homes near the West River or its brooks, read the seller's flood disclosure, check the flood zone and flood history, and price flood insurance. For older village homes, plan for a thorough inspection, including lead paint for homes built before 1978. Planning to rent the property short term? Check the town's current rules first.

Getting Around

  • Vermont Route 100 runs through Weston, north toward Ludlow and Okemo and south toward Londonderry.

Costs to Plan For

Vermont's property transfer tax, paid by the buyer at closing, is 0.5% on the first $200,000 of a primary residence and 1.47% above that; 3.62% for a second home suitable for year-round use; and a VHFA-financed primary residence is exempt on the first $250,000. Estimate your payment, transfer tax, and cash to close with our Vermont Home Cost Calculator, and see our Vermont home inspection guide.

Frequently Asked Questions

Is the Vermont Country Store in Weston?

Yes. Vrest and Ellen Orton founded the original Vermont Country Store in Weston in 1946.

What county is Weston, VT in?

Windsor County.

What is the ZIP code for Weston, VT?

05161.

What schools serve Weston?

Flood Brook School in Londonderry for grades K-8, then high school choice among options including Burr and Burton Academy, Green Mountain Union, Leland and Gray, and Long Trail School.

How do I see recent home prices in Weston?

Our Weston market report lists recent sales, prices, and days on market, and updates automatically.

What to Do Next

Call our office at 802-253-4711, reach Tony Walton directly at 802-233-4107, or contact us.

Want Vermont market updates and homeowner tips in your inbox? Sign up for Tony's newsletter. You can unsubscribe at any time.

  • Vermont Second Home Buying Guide
  • Nearby: Peru, Manchester, Winhall (Stratton), Proctorsville

Sources

  • Weston, Vermont (county, population, area, ZIP code, Vermont Country Store, Weston Playhouse, West River, Route 100)
  • Weston Village Historic District
  • Town of Weston, Education
  • Vermont Department of Taxes, Property Transfer Tax

Weston Homes & Land

26 Casper Ln Unit 10, Weston image
26 Casper Ln Unit 10, Weston $1,045,000

Meticulously maintained and thoughtfully updated, this distinctive Post-and-Beam home is set on 2.23 beautifully landscaped acres, surrounded by the natural beauty of Sou...

  • 3 Beds
  • 3 Baths
  • 5114023 MLS
  • 2.23 Acres
1166 Rte 100, Weston image
1166 Rte 100, Weston $750,000

Over 5,000 sq. ft. of finished living space across two distinct living levels offers exceptional versatility in Weston. Each level has its own drive, front and rear exter...

  • 5113729 MLS
  • 2.6 Acres
132 Lawrence Hill Rd, Weston image
132 Lawrence Hill Rd, Weston $685,000

Set on 3.4 private acres, this 3-bedroom, 3-bathroom Lindal Cedar home offers the rare combination of quiet mountain views and a location just a short walk from the heart...

  • 3 Beds
  • 3 Baths
  • 5111318 MLS
  • 3.4 Acres
1166 Rte 100, Weston image
1166 Rte 100, Weston $750,000

Discover the possibilities of this spacious Weston retreat, offering over 5,400 square feet of finished living space and a remarkably flexible layout just 8 miles from Ok...

  • 3 Beds
  • 4 Baths
  • 5110473 MLS
  • 2.6 Acres
231 Vt Route 100, Weston image
231 Vt Route 100, Weston $509,000

Quintessential 1880s Vermont farmhouse in bucolic Weston. Nestled on 7 private acres, this 4 bedroom, 3 bath retreat offers authentic pine floors, historical charm throug...

  • 4 Beds
  • 3 Baths
  • 5108175 MLS
  • 7 Acres
74 Moses Pond Rd, Weston image
74 Moses Pond Rd, Weston $645,000 ▼

Discover classic Vermont living at 74 Moses Pond Road in Weston, set on 11.4 beautiful acres along a quintessential Vermont country road. This warm and inviting three-bed...

  • 3 Beds
  • 1 Baths
  • 5107376 MLS
  • 11.4 Acres
294 Dale Rd, Weston image
294 Dale Rd, Weston $695,000

Perched above Weston's coveted Dale Road in a private woodland setting, this handsome expanded cape was designed by Raymond Austin, architect of the famed Weston Playhous...

  • 4 Beds
  • 4 Baths
  • 5106961 MLS
  • 6.35 Acres
192 Vermont Route 100, Weston image
192 Vermont Route 100, Weston $895,000

Classic Alpine Chalet with Guest House and Amenities. Embrace the Vermont mountain lifestyle in this four-season retreat, where classic 1970's alpine design meets the bea...

  • 3 Beds
  • 3 Baths
  • 5106920 MLS
  • 6.7 Acres
84 Lawrence Hill Rd, Weston image
84 Lawrence Hill Rd, Weston $445,000 ▼

Find your new home in the heart of Weston, VT with this inviting and comfortable three-bedroom home with one-level living in one of southern Vermont's prettiest small vil...

  • 3 Beds
  • 1 Baths
  • 5102272 MLS
  • 1.3 Acres
00 Markham Ln, Weston image
00 Markham Ln, Weston $875,000

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 dr...

  • 5100894 MLS
  • 67.4 Acres
41 Lawrence Hill Rd, Weston image
41 Lawrence Hill Rd, Weston $670,000 ▼

Perfectly situated in the heart of one of Southern Vermont's most picturesque villages. Just a short drive from Stratton Mountain, Okemo Mountain Resort, Bromley Mountain...

  • 7 Beds
  • 6 Baths
  • 5098386 MLS
  • 0.15 Acres
177 Old Tavern Rd, Weston image
177 Old Tavern Rd, Weston $850,000 ▼

Renovated in 2024, this timber frame sits on 5.75 pastoral acres. This property offers sunrise views, beautiful sun all day and a peaceful setting with pond on a quiet co...

  • 4 Beds
  • 4 Baths
  • 5085745 MLS
  • 5.75 Acres
29 Markham Ln, Weston image
29 Markham Ln, Weston $294,000 ▼

This delightful 2-bedroom, 1-bath cottage located in the heart of the picturesque village of Weston is waiting for a new owner that is looking for a sweet little Vermont...

  • 2 Beds
  • 1 Baths
  • 5069100 MLS
  • 0.61 Acres
00 Parker Ln, Weston image
00 Parker Ln, Weston $279,000

Morning light spills across the meadow, the pond reflects the changing sky, and the Green Mountains rise in the distance. Set on 10.2 acres along a quiet country road nea...

  • 5060075 MLS
  • 10.2 Acres
Rte 155, Weston image
Rte 155, Weston $164,500

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 so...

  • 4905774 MLS
  • 5 Acres

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

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