Chester, VT Homes for Sale

If you're looking for a smaller footprint, or tiny home living, this is a great option! One bedroom, one bath mobile home in an absolutely gorgeous setting! Sitting on it's own 2+ acres, you'll a large yard with a firepit to enjoy the summer evenings while you gaze out over stone walls to a beautiful view. This property is quiet and peaceful, but not far from several ski areas and state parks

Rebecca Seymour Brattleboro Area Realty

This charming multi-level home provides 4 bedrooms and a variety of places to find private space for quiet. Also a large open recreation room which includes a full size pool table/table tennis table and dry bar. Located just 3 miles from the charming Town of Chester. An easy drive to Bromley Mt, Magic Mt and Okemo, this makes a great home for an active family. Beautiful views from the deck

John Tolosky Barrett and Valley Associates Inc.

Great Double Wide Mobile Home. The sale of this property being listed is contingent upon the proposed Seller (or "Owner") completing his/her/its purchase of this property. "Seller" currently has this property under contract for purchase.

Derek Greene Derek Greene

Welcome to paradise! Enjoy all four seasons in this handsome colonial-style home with modern amenities. From the covered porch, relax and take in views of the front gardens and your land across the road with apple trees and brook frontage. A large solar array is tucked out of sight producing all the power you would need. Behind the house is a fenced-in garden and greenhouse, a couple of useful

Betty McEnaney Diamond Realty

Absolutely stunning architecture located just steps from the village green and across the road from the historic Congregational Church. This property has five apartments. The kitchen appliances are included in each and there is a shared washer and dryer available for tenant use. Each of the five units has its own 100-amp electric panel box. The heat is a central, oil fired boiler providing

Betty McEnaney Diamond Realty

Rivers Edge Farm is an absolutely diverse agricultural property which serves bovine, equine and many other farm animals currently and in its past history. 22+ organic acres of rich river bottom land yields a robust crop of haylage, corn or hay or whatever suits your needs. The buildings are mixed use for the owners. Some are animal occupied and feed storage and one is a large garage/workshop

Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

This spacious 1800's home is filled with Vermont charm and located in the heart of Chester. Filled with natural light from newly installed windows, the home boasts beautiful wood floors throughout and antique door handles that capture the essence of the era. Spacious bedrooms provide ample comfort, while smart thermostats ensure modern convenience. A newly built, covered front porch welcomes you

Jessica Citera Cummings & Co

Private and secluded 46.77 acre wooded lot in Chester, VT. Property is in the current use program. The east side of the property runs along the Chester/Springfield line. 15 minutes to I-91 and within driving distance to Okemo, Stratton, Magic & Bromley Ski Mountains. There is a slight view on the north east side of the property. There is a deeded ROW that is not maintained. This lot is perfect

Jessica Samples BHG Masiello Keene

91± Acres with Stunning Mountain Views in Chester, Vermont Discover a breathtaking 91± acre property just minutes from the charming village of Chester, Vermont. This expansive parcel features stunning alpine views of Fox Chair Mountain, over 3,000 feet of road frontage, and power and internet access along more than half the frontage. Located on the historic Green Mountain Turnpike, this property

Daire Gibney Barrett and Valley Associates Inc.

Welcome to this stunning 2,400 square-foot new construction home! This modern and spacious residence offers a perfect blend of comfort and style, featuring an open-concept design with high ceilings and abundant natural light throughout. The gourmet kitchen boasts custom cabinetry, stone countertops, a large island, and state-of-the-art appliances, making it a dream for cooking enthusiasts and

Alison Cummings Cummings & Co

This Property features a mostly level lot with a cottage situated above the road in a private, yet easily accessed and convenient location. It is just walking distance from Chester Depot and the Chester Village Green. Currently there is no septic or well, it may appeal as a great camping spot in the beginning. It might just become the perfect location to develop, as a full time place to be!

Thaddeus Abare Barrett and Valley Associates Inc.

Chester Vt 1377 VTRT 103. , Multi Family , Many good uses for property. One and two-family residential and professional office, retail store if it were a home occupation or home business. There are 2 separate buildings. One needs to be finished, main building 3 floor could be finished for more living space.

Mike England Michael England Real Estate

Just minutes from the Chester Green. The largest available lot in the subdivision with end of the road privacy. This almost 10 acre parcel will afford long distance mountain views with clearing. Underground power is at the lot and the permitted septic is an inground system. All of the heavy lifting is done. Bring your plans and your builder or have the seller build your dream home! PLEASE

Frank Provance Diamond Realty

A very rare find!  Here is your chance to own 2+/- acres of beautiful "action ready" land in the town of Chester. Situated in a woodsy setting, your new home will feel intimate and private, yet only a 15 minute walk into the town of Chester.  Best of all, the under ground electric, well, septic, cable and gravel pad are existing and ready to be built on!  There is a flat upper pad for your home

Daire Gibney Barrett and Valley Associates Inc.

If you are looking to build a new vacation or primary home in Chester, this wooded 10.4+/- acre parcel within short driving distance to Okemo and town awaits your plans. The surveyed parcel offers 244 feet of road frontage and gently rolling land with a mix of hardwoods and pine. If you are interested in privacy, there is potential for a secluded home site set back from the road. Possible view

Geralyn Donohue Engel & Völkers Okemo

Luxurious contemporary home in a naturalized setting. Beautiful mountain views from family room and expansive deck. This home is a unique blend of country charm and modern convenience. Everyone will gather round the large center island in this amazing kitchen designed for cooking and entertaining. Open concept floor plan flows from kitchen to dining area and into the family room where you can

Julie Buffum Buffum Realty

This parcel of land has a lot of road frontage on a well-maintained state highway. The lot is undeveloped, and it will be best used for a camp or small house getaway. Improvements will be needed, including putting in a driveway. Conditions for a septic system are unknown. Within an easy drive to Okemo and close to several other ski areas as well. The seller will offer partial financing.

Glenn Olney Barrett and Valley Associates Inc.

Looking for the perfect ready to move in home in Vermont? Look no further than this French Provincial meets Vermont cabin centrally located in the quiet town of Chester, Vermont on Route 103. Within an hour drive to 5+ great ski mountains, within 10 minutes to Okemo mountain. House features so many great amenities and improvements--new black/grey roof just installed June 2024, new egress windows,

Erin Kendall EXP Realty

Explore this 27.8 acre+/- hillside parcel with mountain views and an approved VT state permit for a 4 bedroom family residence, close to the Village of Chester and adjoining Chester Town land. An easily accessed preliminary site has already been cleared. At the top of the ridge, a nice cleared plateau would be a fabulous spot for an off-the-grid bonus cabin retreat with amazing views! This parcel

Geralyn Donohue Engel & Völkers Okemo

Newly subdivided parcel in Chester just North of the Stone Village and on the way to Okemo Mountain! Lot 4 is a 3.35 +/- surveyed lot with proposed shared driveway and a private building site set back and elevated from the road. Just across from the Williams River and near a town wildlife sanctuary, this property is ready for your construction project with approved subdivision and State

Geralyn Donohue Engel & Völkers Okemo

Just North of the Stone Village in Chester on the way to Okemo Mountain, one of two building lots within easy access of of 91 and Chester Village! Lot 3 is a 3.28 +/- surveyed lot with proposed shared driveway and private building site set back and elevated from the road. Across from the Williams River and near a town wildlife sanctuary, this property is ready for your construction project with

Geralyn Donohue Engel & Völkers Okemo