Previous Previous ImageNext Next Image
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Weston VT Real Estate

Located among the Green Mountains, Weston is a perfect escape to nature in a peaceful atmosphere located in Windsor County, Vermont. Centered within minutes of 4 different ski resorts (Bromley Mountain, Stratton Mountain, Magic Mountain, and Okemo Mountain), visitors come to Weston to explore the winter activities around the area. Weston is also popular in the warmer months as many come to visit the Weston Playhouse as well as the Weston Priory. The town’s picturesque village houses a warm and welcoming community throughout the year. 

Search the latest real estate in Weston, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ‚ÄčRegister to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

For more information, any questions you may have & to schedule a show, please feel free to give us a call or contact us online.

287 Route 100 Weston VT 05161

Weston, VT287 Route 100

Price$1,100,000The price has recently decreased

Active With Contract

MLS Number 4954482

  • Commercial
  • Acreage 5.1
  • Area Rural

Have you always wanted to be an Innkeeper? There are many advantages of owning a B&B or Country Inn. The main advantage: The owner lives there literally free! Nearly all expenses such as housing (mortgage, taxes, and insurance) are paid from revenue guests pay for the privilege of staying at your inn. Much of your vehicle and food expense are also covered. Some Innkeepers choose not to draw a salary for that reason. Sounds great and it is all true but it also includes the work of managing the inn. (After all, we all know there is no free lunch.) Innkeepers are “jacks of all trades” they are cooks, bookkeepers, marketing experts, travel agents, handyman, and almost always charming and much more. Finding the right location is one of the keys to success. The location of the Colonial House Inn and Motel, in Weston, Vermont is a slam dunk. Weston is the home of the Vermont Country Store which takes visitors back to a bygone era where you can get lost for days. Weston is also the home of the Weston Priory, and the Weston Theater Company. Its central location in the heart of the green mountains is also proximate to many well known ski areas. Okemo, Stratton, Bromley, and Magic are all a short drive. The location doesn't get much better than this. If it is your dream to live in spectacular surroundings and be your own boss, give it your best shot! If a mortgage will be required, you will need a 20% to 30% down payment and have good credit.

Listed by Dick Palmer of Hospitality Consultants,LLC

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

209 Holden Hill Road Weston VT 05161

Weston, VT209 Holden Hill Road

Price$1,050,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4951574

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,974

Beautifully situated on 27.90 acres in both Landgrove and Weston, this beautifully maintained Vintage residence is loaded with historical charm. The setting is quintessential Vermont w/ meadow, woodlands, stonewalls, a pond & wonderful views of the surrounding mountain ridge lines. All of which combine to make this a very special offering. Just 20 minutes to Bromley, Okemo, & Stratton skiing & school choice make it a home for all Seasons.Rooms are generous and sunny w/ an abundance of windows. Wide pine floors, brick chimney¢er hall staircase maintain the characteristics of an historical home. Formal living room, large dining room that leads from the kitchen & a sunny family room w/wood burning stove opens to the outdoors & pathway to the pond. With views from every room, the 4 bedroom/3 bath floor plan offers a main floor primary bedroom, w/three more bedrooms & an office on the second floor. Third floor heated attic could be finished & is large w/plenty of room for storage. The home's systems, appliances & roof are updated & there is a full house generator. 10.9. acres are wooded, while 6 of the remaining 17 acres are open with golf tee & meadows.This is a rare property indeed. Location, Acreage, Pond, Views & a Well-Cared for 1850's Residence. The Village of Weston is nearby w/ the Weston Theatre Company & The Vermont Country Store. One of the most desirable locations to enjoy all the area has to offer, the arts, dining, shopping and year-round outdoor recreation!

Listed by Kim Morgan-Wohler of Wohler Realty Group

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

41 Lawrence Hill Road Weston VT 05161

Weston, VT41 Lawrence Hill Road

Price$899,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4969778

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 4,642

This Historic 1800's home is perched on a hillside in the heart of Weston Village. Aged barn wood features, beautiful pine floors and sun filled rooms make this a warm and comfortable place to be with friends and family. The large living area is perfect to gather; or if you prefer some quiet time there are plenty of places to relax. The impressive master suite overlooks the stream out back and has a walk-in closet, dressing room and full bath. The other bedrooms have their own private bathrooms, either on-suite or across the hallway. The sounds of the waters flowing in to the West River can be enjoyed from the firepit area in the backyard or from the front patio. Only .2 miles from the Village Green, Weston Playhouse and shops. This home can be enjoyed for generations!

Listed by Jessica Citera of Cummings & Co

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

256 Lawrence Hill Road Weston VT 05161

Weston, VT256 Lawrence Hill Road

Price$848,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4984644

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,234

This gorgeous three bedroom, three-bathroom home is located in the special town of Weston. Located in the heart of ski country with four ski areas nearby, this house is a mile from the Weston Green with all its associated activities. Weston has a lot to offer, from the Playhouse and performance venues to village stores and shops to restaurants and inns to the VAST trail access. Enjoy. Built in 2007, this home has been wonderfully cared for and superbly updated by the present owners. It truly is a special move in ready home. With over 2200 square feet of remarkably finished living space, and a large two car spacious attached garage/barn, this conveniently located home has everything from high-speed fiber internet to full house air conditioning via three heat pumps to over two acres of gorgeous gardens and grounds. Add to that, great wood floors, light-filled living areas, a beautiful wood fireplace, spacious bedrooms, and a large screened porch overlooking an above ground pool and a wonderful yard. Great hiking, biking, fishing, and swimming opportunities nearby add to the wonderful winter activities available. -THIS IS VERMONT!

Listed by Chuck Sweetman of Mary Mitchell Miller Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

128 Dale Road Weston VT 05161

Weston, VT128 Dale Road

Price$750,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4984230

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,604

This classic Vermont Country Cape in beautiful Weston, Vermont is the epitome of comfort, convenience, and charm. It sits squarely in the middle of 4+ private acres, with pretty southwestern views and overlooking its own pond. With most of the living area on the ground level, there is a nice flow between the kitchen, dining and living areas, with an extended two-bedroom suite at the other end of the house (which could be used as a primary suite with a separate office/den). Upstairs are two spacious bedrooms, guest bathroom, and a large bonus room to suit whatever your space needs may be. The full, unfinished basement now houses mechanical systems and laundry, but offers high ceilings and heated space that could easily be finished as needed. Interior features include beautiful wood floors, both a wood-burning fireplace and a wood stove, and central A/C; and outside you'll find a screened porch for al fresco dining, and wide deck with all day sun, and a huge back lawn area for all to enjoy. There is a three-stall attached garage with plentiful storage above. Weston is centrally located, offering easy access to four of southern Vermont's best ski resorts, world-class summer theater and music in Weston, a fantastic farmers market in Londonderry and year-round fun in every direction.

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

40 Holden Hill Road Weston VT 05161

Weston, VT40 Holden Hill Road

Price$650,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4964679

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,900

Excited to re-introduce 40 Holden Hill Road. New list price too! Situated on almost 10 private acres and a babbling brook. New interior pictures include some maintenance items corrected. The floor plan has a modern but still popular vibe, built back in 72' from original owner and now you can make your own new changes. Multiple living levels include a primary suite on the upper level with fireplace, an extra room for perhaps your home office, dressing room or nursery as well as entry landing for an additional desk. Second bedroom and den/office on the main level with shared bath. Separate but not enclosed dining quarters with drop down living area that includes a brand new liner for your next wood stove insert . Plenty of room in the kitchen along with powder room. The enclosed breeze way to kitchen also opens up into an enlarged bonus/family room above the two car garage just waiting to be finished for your enjoyment! This home was built with a full basement, and boasts tons of extra dry storage space for your convenience. Septic was inspected and pumped summer of 2023. Join the wonderful community of Weston where you will immerse yourself in Playhouse Theatre shows, the Wilder Library, the Vt County Store, two local scrumptious restaurants and winter ski resorts within a super short drive from your home. Offered unfurnished.

Listed by Terry Hill of Berkshire Hathaway HomeServices Stratton Home

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Old Tavern Road Weston VT 05161

Weston, VTOld Tavern Road

Price$499,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4952390

  • Land
  • Acreage 53.6
  • Utilities Phone
  • PricePerSqFt 9309.7
  • Zoning Res

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 of Weston. Each lot is approved for a proposed 4-bedroom single-family home. Ready for a builder to add much-needed inventory to the market, or for your new home in Weston. The neighborhood consists of beautiful homes and is close to skiing at Okemo, Stratton, and Magic. Come drive Dale/Old Tavern/Marsh Hill Roads and you will see and feel the peacefully quiet magic that is Vermont. Wastewater System and Potable Water Supply Permit number: WW-2-3060 Stormwater discharge permit number: 6094-9015

Listed by Christiane Carroccio of TPW Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Lot Piper Hill Road Weston VT 05161

Weston, VTLot Piper Hill Road

Price$249,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4845176

  • Land
  • Acreage 16.54
  • PricePerSqFt 15054.41
  • Zoning residential

Make Piper Hill Road your next stop! This wonderfully situated parcel is the perfect location for your new home. 2 lots make up the 16 acres, each with a state waste water permit for a 4 bedroom home. Located in the town of Weston, access to all ski areas and local recreation just minutes away. Piper Hill Road is an ideal spot to call home!

Listed by Alison Cummings of Cummings & Co

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Route 155 Weston VT 05161

Weston, VTRoute 155

Price$143,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 4905774

  • Land
  • Acreage 5
  • Utilities None
  • PricePerSqFt 28700
  • Zoning Resource

Two parcels with two installed septic systems being sold as one offering ready for new owners to build. 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. Seller has recently had driveway roughed in and a potential house site cleared. The contractor is continuing gravel work and is available to talk about more work for a buyer.

Listed by Tyleen Murray of Kelley Real Estate,Inc.

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity 

Copyright 2024 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 27, 2024 10:53 PM EST

 

100 Acres in Burke

5 BR, Near Jay Peak, $1,999,000 Details

1852 Classic Farmhouse

6 BR, 204 +/- AC $1,995,000 Details

 

127 Acres, Barn @ Okemo

5BR Renovated Rustic $9,995,595 Details