Weston

Weston is the westernmost town in Windsor County and home not only to Mary Mitchell Miller Real Estate, but the Vermont Country Store, the Weston Village Store, the Weston Playhouse Theater Company and numerous small shops, galleries and museums.

 

Weston residents enjoy the same "amenities" as residents of Londonderry, Landgrove and Peru. School children attend the Flood Brook School for Kindergarten through eighth grades and have a choice for secondary education. A majority of high school students attend Burr and Burton Academy in Manchester, but Vermont's "school choice" option allows students to attend other secondary schools of their choice and some attend Green Mountain Union High School in Chester, the Long Trail School in Dorset or a number of other public and/or private schools throughout the area.

 

Properties are listed by price in order from high to low. You may change your sort order below, and you can refine your search by checking or unchecking the search criteria (or sliding the criteria bar) along the right side of this page.

656-660 Main Street Weston VT 05161

MLS Number 5023318

  • Commercial
  • Address 656-660 Main Street
  • Acreage 0.47
  • Area VT-Windsor

Nestled in the heart of historic Weston, Vermont, the Weston Village Store and Weston Village Christmas Shop present a rare opportunity to own two beloved community landmarks. These charming retail spaces, centrally located along Weston's picturesque Main Street, are renowned for their quintessential New England character and enduring appeal to locals and tourists alike. The Weston Village Store offers a cozy and inviting atmosphere, complete with warm wood finishes and floors, exposed beams, pressed tin ceilings, and ample display space for an array of artisanal products, gifts, and local goods. Adjacent to the Village Green, close to the famous Weston Playhouse and directly across from the Vermont Country Store, this shop enjoys a steady flow of foot traffic year-round. Large windows bring in natural light and offer delightful views of the village's scenic surroundings. Historic pressed tin ceilings and original wood floors throughout. Upstairs you'll find a large open space that was once a dance hall. Next door, the Weston Village Christmas Shop is a magical destination that delights visitors of all ages. Open seasonally, this charming store captivates with festive holiday decor, unique ornaments, and timeless Christmas treasures, making it a must-visit for holiday enthusiasts. With a loyal customer base and an ideal location in a bustling, tourist-friendly town, these properties are turnkey businesses with endless potential for growth.

Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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41 Lawrence Hill Road Weston VT 05161

Weston, VT41 Lawrence Hill Road

Price$899,000

Est. Mortgage: $/month

MLS Number 4969778

  • Residential Single Family
  • Full Bath 5
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6

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 gatherings, while the home also offers plenty of quiet spaces to relax and unwind. The master suite is a true retreat, featuring stunning views of the stream at the back of the property, a walk-in closet, a dressing room, and a luxurious full bath. Each of the additional bedrooms is equally private, with its own bath either en-suite or just across the hall. Outside, the firepit area in the backyard and the front patio offer peaceful spots to enjoy the soothing sounds of the West River. Plus, with the Village Green, Weston Playhouse, and local shops only 0.2 miles away, this home is ideally located to embrace all that Weston has to offer. This property is a timeless treasure, ready to be cherished by generations to come.

Listed by Jessica Citera of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Weston Contemporary Colonial

45 Casper Lane Weston VT 05161

Weston, VT45 Casper Lane

Price$775,000

Est. Mortgage: $/month

MLS Number 5023843

  • Residential Single Family
  • Full Bath 1
  • Address 45 Casper Lane
  • Construction Existing
  • Bedrooms 3

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 to offer from skiing to hiking to fishing to golfing to swimming to "leaf peeping" and to just relaxing. A beautiful home is in a desirable location to live fulltime or enjoy as a vacation home; either way this house is a must see sooner than later. The property also has an impressive, heated barn/workshop that adds to the versatility of the property. The basement is a large clean space with great potential for expanded storage or family activities. Sitting on the back deck, one can see what Vermont is all about while still enjoying strong internet for business or pleasure. WELCOME TO WESTON AND ALL IT HAS TO OFFER --THIS IS VERMONT!!!

Listed by Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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815 Route 100 Weston VT 05161

Weston, VT815 Route 100

Price$740,000

Est. Mortgage: $/month

Open House

MLS Number 5027846

  • Residential Single Family
  • Next Open House: Wed 02/12 1:00 pm. to 4:00 pm.
  • Full Bath 6
  • Address 815 Route 100
  • Construction Existing

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 theater, charming shops, and farm-to-table dining. The property's picturesque grounds feature lush perennial gardens, apple trees, classic stone walls, and a secluded in-ground swimming pool-offering a serene sanctuary for relaxation. Step inside and be transported back in time with beautifully preserved historical details, while five en suite bedrooms provide comfort and public areas continue to embrace New England traditions and character. A charming guest cottage with a kitchenette, living/dining area, bedroom, and ¾ bath is perfect for visitors or extended stays. Additional highlights include a detached studio, a spacious attic, and an attached garage, giving you endless possibilities to enjoy this stunning countryside escape. Discover the timeless beauty of Vermont living-floor plans and 3D video assist in revealing the layout. Showings by appointment scheduled around occupancy. Furniture list being finalized.

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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29 Markham Lane Weston VT 05161

Weston, VT29 Markham Lane

Price$369,000

Est. Mortgage: $/month

MLS Number 5016226

  • Residential Single Family
  • Address 29 Markham Lane
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1

Charming 1940s Cottage in the Heart of Weston, Vermont Step into a slice of New England history with this quaint 1940s cottage, perfectly situated in the picturesque village of Weston. This home invites you to immerse yourself in the local culture, being just a short stroll from the renowned Weston Playhouse and the iconic Vermont Country Store. Enjoy lazy afternoons at the village green, surrounded by the charm of a historic grist mill and vibrant community life. While the cottage is in need of some tender loving care, this presents an incredible opportunity for you to transform it into your dream retreat. Imagine the possibilities as you design each room to reflect your personal style, all while preserving the unique character that only a vintage property can offer. Nestled in a community rich with tradition and natural beauty, you'll find yourself just minutes away from some of southern Vermont's premier ski areas, including Okemo and Stratton. Whether you're an outdoor enthusiast or a culture seeker, this location caters to all. This is more than just a property; it's a canvas awaiting your touch. With a little creativity and vision, this cottage could become a cozy year-round home or an enchanting getaway. Seize the chance to craft your own haven in this charming village, where history and community spirit thrive. Don't miss out on the opportunity to own a piece of Weston-schedule your viewing today and start imagining the possibilities!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2BR Condo in Weston Village

27 Lawrence Hill Road Weston VT 05161

MLS Number 5015538

  • Condo
  • Square Feet 1,070
  • Bedrooms 2
  • New Contruction Existing
  • Complex Tuttle Barn

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 features an open floor plan, 1.5 bathrooms, exposed beams, big picture windows and high ceilings. The Barn is tucked away in a quiet corner of the village and is an easy walk to enjoy summer theater at the Weston Theater, the best little library in Vermont, concerts on the Village Green or shopping and dining in town. Outdoor and recreational opportunities abound, with skiing and riding at six of Vermont's diverse resorts within 15-60 minutes, hiking/biking outside your door, and Lowell Lake and the lakes north of Ludlow nearby. Offered partially furnished, this unit is turn-key and worry-free!

Listed by Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Weston Village Condo for Sale

27 Lawrence Hill Road Weston VT 05161

MLS Number 5015547

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2

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 features an open floor plan, 1.5 bathrooms, exposed beams, big picture windows and high ceilings. The Barn is tucked away in a quiet corner of the village and is an easy walk to enjoy summer theater at the Weston Theater, the best little library in Vermont, concerts on the Village Green or shopping and dining in town. Outdoor and recreational opportunities abound, with skiing and riding at six of Vermont's diverse resorts within 15-60 minutes, hiking/biking outside your door, and Lowell Lake and the lakes north of Ludlow nearby. Offered partially furnished, this unit is turn-key and worry-free!

Listed by Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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00 Route 100 Weston VT 05161

Weston, VT00 Route 100

Price$289,900

Est. Mortgage: $/month

MLS Number 5006854

  • Land
  • Address 00 Route 100
  • Acreage 33.5
  • Area VT-Windsor
  • Utilities None

Weston Opportunity Bordering Okemo State Forest - 33.5 Acres of Vermont is waiting for your cabin...or perhaps you have a tiny house design in mind or more? The current owners are willing to share their vision for this beautiful lot and are offering it for sale. They have begun research with an engineer. This parcel has over 2,000 feet of stream frontage on a branch of the West River. The driveway is roughed in, power is on site, and there is a level spot to camp while you build. Just a few minutes to the quintessential village of Weston with the Vermont Country Store and other shops, the Weston Theatre, the Priory, and a few minutes to Okemo and Ludlow in the other direction. Centrally located with easy access to Bromley, Stratton, and Magic, shopping in Manchester, swimming, hiking and all that Vermont has to offer. Mowed access allows a car to drive into lot. Property is in Current Use thus the low taxes.

Listed by Tyleen Murray of Kelley Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1047 Route 100 Weston VT 05161

Weston, VT1047 Route 100

Price$275,000

Est. Mortgage: $/month

MLS Number 5022796

  • Land
  • Address 1047 Route 100
  • Acreage 17
  • Area VT-Windsor
  • Utilities None

This 17+/- acre property is an exceptional land opportunity located just 2 miles outside the picturesque Village of Weston. A prime location for outdoor lovers, it offers easy access to some of Vermont's top ski resorts, including Okemo, Stratton, Magic, and Bromley Mountain, ensuring year-round recreation from skiing and snowboarding to hiking and mountain biking. The Village of Weston is home to the Vermont Country Store, a local landmark offering nostalgic goods, and the Weston Theatre Company, a vibrant arts venue hosting a variety of performances throughout the year. This blend of rural tranquility and cultural offerings provides an ideal setting for those seeking both relaxation and community. This lot includes a state wastewater permit already in place that identifies 8 potential house-site locations. With some adjustments to meet current Weston zoning requirements for the Rural Residential (RR) district, this parcel offers the potential for a multi-lot subdivision, making this a perfect opportunity for developers or those seeking a family compound. Whether you envision creating a private estate, developing multiple homes, or simply enjoying the serene beauty of Vermont's landscape, this land offers endless possibilities. Its combination of scenic views, access to outdoor activities, and proximity to the Village of Weston makes it a rare and desirable investment. Don't miss your chance to own this exceptional property and build your dream in the heart of Vermont.

Listed by Cheyanne Pugliese of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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97 Route 100 Weston VT 05161

Weston, VT97 Route 100

Price$254,900

Est. Mortgage: $/month

MLS Number 5017488

  • Residential Single Family
  • Full Bath 2
  • Address 97 Route 100
  • Construction Existing
  • Bedrooms 4

Minutes from downtown Weston, Vermont, this charming home built in 1810 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 beautiful back yard with mature shade trees and a fruit tree. Enter on the large back porch and then inside the door is the spacious kitchen and living room with a stone fireplace, a formal dining room, spare room, washer and dryer space next to one of the bathrooms, the previous owners have renovated to create 4 bedrooms and there are 3 bathrooms! Also includes a garage and shed space for storage opens out into the backyard and the back porch. Close to Weston Playhouse, Vermont Country Store, and with moments to Londonderry, VT. Magic Mountain, Okemo, Stratton, and Bromley are all within about 20 minutes. This unique opportunity to create your own dream VT home, AIRBNB Rental, or full time home won't last long, call today to schedule your showing!

Listed by Erin Kendall of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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0 Route 155 Weston VT 05161

Weston, VT0 Route 155

Price$163,000

Est. Mortgage: $/month

MLS Number 4905774

  • Land
  • Address 0 Route 155
  • Acreage 5
  • Area VT-Windsor
  • Utilities None

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 through an adjacent parcel over the stream, but there is also road frontage. Documents with details on existing septic systems as well as opinions of an engineer can be provided to interested and qualified buyers. It is believed that the in-ground system was used by Sellers' family for a camper/hunting camp in prior years. The contractor for the recent driveway work is available to talk about more work for a buyer.

Listed by Tyleen Murray of Kelley Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2025 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, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated February 11, 2025 2:52 AM EST