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$250,000
5102143 MLS
Ten beautiful acres on Flamstead Road in Chester, Vermont! Currently there is a 2 bedroom, 2 bathroom 1972 mobile home that has unique handcrafted pine and cedar wood features throughout including pine cabinets and cedar wall panelling and a wood sided bathtub. There is a drilled artesian well, septic with 1000 gallon concrete tank, and 100 amp electric service in place. A second 1972 mobile home is attached to the first being used for storage but had been at one time used as workshop spaces.  Neither mobile home is tied down and are unlikely to be able to be properly affixed and serial numbers are unknown, so financing is unlikely as a mobile home. A  driveway was put in for access further back into the property where there could be other potential building sites. Mostly level and gently sloping land with potential views. Selling as-is and needing at least 60 days after listing prior to a closing. Also listing under MLS #5102142.

3781 Flamstead Rd, Chester

$100,000
5100755 MLS
Situated in the heart of Chester, Vermont, this 0.55-acre parcel offers approximately 254 feet of frontage on Depot Street and 254 feet of frontage on First Avenue - both public, paved roads with a sidewalk accessible on Depot Street. The land is open, landscaped, and dotted with apple trees, creating a welcoming setting for your future plans. Town water and town sewer are available at the street, adding convenience for development. A gravel driveway provides easy access from First Avenue, and a recent survey is available. An existing foundation remains on the property and may offer the potential to be repurposed for a garage, shed, or other accessory structure. Buyers should perform their own due diligence and consult with a qualified contractor regarding its condition and suitability, as no representations or guarantees are being made. Enjoy a convenient location just 0.6 miles from the Chester Farmers Market and The Common shopping plaza, where you'll find local shops and cafés. The nearest hospital is approximately 10 minutes away, and Boston MA is 2.5 hours away, making this an ideal location for a primary residence, vacation home, or investment opportunity. Whether you're looking to build now or invest for the future, this well-located lot combines accessibility, utilities, and small-town Vermont charm.

427 Depot St, Chester

$229,000
5098347 MLS
27.8 +/- acre wooded parcel close to Chester Village with potential long range views. Driveway has been cut and a clearing prepared at the entry to the land for a house site and a Vt state approved 4 bedroom wastewater Permit. Potential views from the plateau along the ridge accessed by an established logging road. Soil tests indicate a 3 bedroom home site is possible at the scenic viewpoint. Property has old stone walls and has gorgeous rocks and stone on site for landscaping. Adjoins town forest along the back property line. The 27.8 acres meets the minimum requirement for enrollment in the VT Current Use Forestry program for tax savings. Close to the charming village of Grafton for x-country skiing and dining at the historic Grafton Tavern. Okemo, Magic and Bromley Mountains are within easy reach. 15 min. to I91. Whether you are a summer recreational enthusiast, enjoy winter sports, or just want to chill in a small village atmosphere, this property is ready for your building plans!

00 Quarry Rd, Chester

$85,000
5093908 MLS
Privacy doesn't have to mean isolation!! Wooded acreage, village convenience, and modern connectivity are rarely found in the same package. This newly approved 5 acre parcel in Chester, Vermont offers a private setting surrounded by mature forest while remaining just minutes from the historic village center. Accessed via a private right-of-way, the property provides a peaceful location for a primary residence or Vermont getaway without sacrificing proximity to local shops, restaurants, and community events. Power and fiber-optic internet are available, and a state-approved 4 Bedroom wastewater permit is already in place, helping streamline the path toward future development. The parcel also includes frontage along Route 35, providing an additional access option for future consideration. Ideally located for four-season recreation, the property is within easy driving distance of Okemo, Magic Mountain, Stratton, and Bromley ski areas, as well as hiking, biking, fishing, and countless outdoor adventures throughout Southern Vermont. Whether you're planning a year-round residence or a Vermont retreat, this property offers a rare combination of privacy, accessibility, and convenience in a sought-after Chester location.

Linden Way, Chester

$579,900
5090837 MLS
This property presents a rare opportunity to own a large lot on desirable Chester St. Many options here: Update the house and create a huge farm property, build a new house and use the existing house as an ADU/cottage or other, subdivide into two lots with town approvals ** A beautiful country setting for this 16.4+/- acre farm with wooded areas to explore. ** This classic farmhouse offers 2 bedrooms, 2 baths, large eat-in kitchen, laminate, tile and soft wood floors. NEWER forced hot water boiler. Many farm features: Chicken coop, fenced in areas, 20x24 2-stall horse pole barn, a large barn that was moved to the property from another site in Chester. Peaceful, yet conveniently located, about 8.5 miles to Exit 4 I-93 and about 6.9 miles to Exit 2 Route 101. About Chester ** WASON POND is where residents can go to enjoy a quiet, natural place to walk, hike, cross-country ski, walk dogs, kayak, picnic, and swim. SCHOOLS: Consists of elementary & middle school, Chester Academy and the High School is Pinkerton Academy, in Derry. SCARECROWS: The town has been going scarecrow crazy for many years. Every October there are over 400 scarecrows placed all over town with a map showing the locations. The scarecrows will be on display through Oct. 31. HALLOWEEN NIGHT: Brings many visitors to Chester Street, where over the years Trick or Treat has become a must-see event. AGENTS & BUYERS to do their own Due Diligence to verify all listing information and verify options with town and necessary approvals to do so. Room sizes are for reference only; not guaranteed. *** House being sold in current condition and all items on the property to remain after month-to-month tenant leaves. House is tenant occupied and works from the house.

197a Chester St, Chester

$138,000
5090458 MLS
Welcome to a place where the sound of the river becomes part of your daily rhythm. This 4.7-acre parcel with an end-of-road location offers an extraordinary 1,400 feet of frontage on the Williams River, creating a private and tranquil retreat just five minutes from the quintessential Vermont charm of Chester Village. The land unfolds beautifully: wide, flat, sun-filled fields stretch toward the river, softened by a scattering of mature trees that add shade, character, and seasonal color. Set along gentle bends in the river, the property feels open yet intimate, an ideal setting for gardens, gatherings, or simply relaxing under the sky. Wildlife is abundant here: deer grazing at dusk, fox weaving through the meadow, and birdsong drifting from the forest edge. A 33-foot camper is already positioned on the designated house site outside the floodplain, allowing you to enjoy the property from day one. Powered by a solar-supported electric generator and a gas generator, sleeps multiple people with a queen bed in the bedroom, 3 bunks in the bunkroom, and a couch and dining booth that convert to beds as well, and there is an inside and an OUTSIDE kitchen! It serves as the perfect basecamp while you plan your future build, or as a ready-made retreat just as it is. An 8' x 8' storage unit provides convenient space for kayaks, fishing gear, a mower, or all the toys that come with Vermont living. The house site, where the camper is located, sits entirely outside the floodplain and comes with an approved 4-bedroom wastewater permit and power at the road. While a portion of the land does lie within the floodplain, the property as a whole saw very little impact during the 2023 flood. This land offers a peacefulness that’s hard to find and impossible to replicate.

250 Fenton Rd, Chester

$119,000
5081034 MLS
Nestled in the picturesque hills of Chester, this inviting 7.95+/- acre property offers the perfect blend of privacy, beauty, and potential. Wander through a peaceful forest where moss covered stones, classic Vermont stone walls, and soft woodland light create a truly serene setting. With some thoughtful clearing, this parcel could open up to stunning views overlooking the charming fields and village below an ideal backdrop for your dream home or getaway retreat. Whether you’re looking to build, relax, or invest this property is sure to impress. Quiet, scenic, and full of Vermont character, this is a special piece of land where you can truly slow down and enjoy the surroundings—yet still be just a short drive from the heart of Chester.

Green Mountain Tpke, Chester

$249,000
5023272 MLS
84+/- Acres with Stunning Mountain Views in Chester, Vermont Discover a breathtaking 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 embodies the best of quintessential Vermont countryside living. A perfect horse property with an outdoor arena and lots of dirt roads for trail riding. The land includes several open meadows, perfect for future development, homesteading, or recreation. Enrolled in Vermont’s Current Use Program, the property is both environmentally and financially sustainable. A section of the land was selectively logged, creating a network of trails and plateaus, ideal for hiking, wildlife exploration, or building opportunities. This property offers unparalleled potential for dream homes, private retreats, or as an investment in Vermont real estate. Don’t miss the chance to own this unique Vermont land with its stunning mountain views and incredible development possibilities.

000 Green Mountain Tpke, Chester

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