$100,000 | 0.55 Acres | Price Per Acre $0 Chester VT Land »

Acres 0.55   
Listed on Monday Jul 20, 2026
Description: 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. See Listing Details & 22 images.

$119,000 | 7.95 Acres | Price Per Acre $0 Chester VT Land »


Price Change! Reduced by $10,000 down 8% on June 26th 2026
Acres 7.95   
Listed on Friday Mar 27, 2026
Description: 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. See Listing Details & 9 images.

$138,000 | 4.7 Acres | Price Per Acre $0 Chester VT Land »


Price Change! Reduced by $15,000 down 11% on July 23rd 2026
1400 Ft. of Waterfront on River Williams River
Acres 4.7   
Listed on Friday May 22, 2026
Description: 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. See Listing Details & 32 images. Includes a Virtual Tour

New Listing! Chester VT Land for sale $149,000 | 17.7 Acres  | Price Per Acre $0

$149,000 | 17.7 Acres | Price Per Acre $0 Chester VT Land »

Acres 17.7   
Listed on Thursday Jul 30, 2026
Description: Discover the perfect setting for your Vermont dream home or future development on this picturesque rural parcel. Set along scenic Trebo Road, a quiet country road lined with historic homes, open fields, and mature woodlands, this nearly 18-acre property offers exceptional potential. Highlights include approximately 1,500 feet of road frontage, a charming pond, beautiful stone walls, and a Vermont Wastewater Permit for a five-bedroom residence. With zoning requiring a minimum of three acres and 200 feet of road frontage, the property presents an excellent opportunity for subdivision. One building site has already been identified as suitable, while the extensive road frontage provides the flexibility to explore additional potential home sites. A rare opportunity to create a private estate, family compound, or thoughtfully planned development in a quintessential Vermont setting. The location makes it easy to participate in all of the Chester Community events. Just a short drive to Okemo Mountain Resort for all of your outdoor adventures. See Listing Details & 12 images.

$159,000 | 5 Acres | Price Per Acre $0 Chester VT Land »

Acres 5   
Listed on Tuesday Nov 18, 2025
Description: There are many ways to love Vermont and many ways to live here. This 5 acre parcel has a great open meadow perfect for a homestead farm, little get away cottage or a lovely lodge! Just build the lifestyle you want and forget the rest! A few minutes to Main Street Chester and the Common, A few more to the interstate, and nestled close to skiing, hiking and boating. The WWW permit is issued, town maintained road is easy access and power near by. It is the perfect time to escape, start a new beginning, or just take a weekend to breathe. Please call GMP and communications for availability and cost. See Listing Details & 3 images.

$175,000 | 12.51 Acres | Price Per Acre $0 Chester VT Land »

Acres 12.51   
Listed on Thursday Mar 12, 2026
Description: Minutes to the Village Green, yet peaceful and private, this rare parcel offers the perfect balance of convenience and Vermont tranquility. The property features beautiful long-range views and a small pond with potential for expansion, creating a picturesque setting for your future home. Located in an area identified for development, it offers both a wonderful building site and long-term investment potential. The septic design is complete, and a 50-foot right-of-way is shown on the survey and is ready to be roughed-in. Bring in electricity, water, and septic, then start building your Vermont dream. Properties like this are increasingly hard to find: private, scenic and close to the heart of the village. See Listing Details & 3 images.

$229,000 | 27.8 Acres | Price Per Acre $0 Chester VT Land »

Acres 27.8   
Listed on Monday Jul 6, 2026
Description: 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! See Listing Details & 19 images.

$249,000 | 84 Acres | Price Per Acre $0 Chester VT Land »

Acres 84   
Listed on Saturday Oct 26, 2024
Description: 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. See Listing Details & 22 images.

New Listing! Chester VT Land for sale $250,000 | 10.02 Acres  | Price Per Acre $0

$250,000 | 10.02 Acres | Price Per Acre $0 Chester VT Land »

Acres 10.02   
Listed on Tuesday Jul 28, 2026
Description: Nestled on 10 private acres on between the towns of Chester and Springfield Vermont, this property offers an exceptional opportunity to build your dream home in a peaceful country setting. A driveway has already been installed, providing easy access to the center of the property where several potential homesites offer the possibility of beautiful mountain and valley views with selective clearing. An existing trailer on the property provides a convenient place to live or use as a base while planning and constructing your new home. With a blend of privacy, natural beauty, and existing improvements, this property is ready for you to bring your vision to life while remaining just minutes from shopping, dining, and year-round outdoor recreation. Selling as-is and needing at least 60 days to close. Also listed under MLS #5102142. See Listing Details & 59 images.

$290,000 | 75 Acres | Price Per Acre $0 Chester VT Land »

Acres 75   
Listed on Friday Aug 29, 2025
Description: Discover the true meaning of "getting away from it all" at 1175 Quarry Road. This expansive 75 acre parcel is tucked away a full mile up a quiet, dead end dirt road in the desirable town of Chester. Mostly wooded with rising topography. It's an ideal canvas for a private homestead, a hunting camp, or a seasonal getaway. You get the peace of a dead end road with the convenience of being near four local ski mountains. Land of this scale and privacy is increasingly rare. Come explore and see the potential for yourself. Conveniently located 15 minutes to I-91, Under 30 minutes to Okemo, Bromley and Magic Mountain and under an hour to Stratton and Killington. See Listing Details & 20 images.

Under Contract Village of Spofford in Town of Chesterfield NH Land for sale $50,000 | 15.5 Acres  | Price Per Acre $0

$50,000 | 15.5 Acres | Price Per Acre $0 Village of Spofford in Town of Chesterfield NH Land »

Acres 15.5   
Listed on Wednesday Jul 15, 2026
Description: Explore 15.5 acres of rolling, wooded land in the scenic rural community of Spofford, New Hampshire. Zoned Rural/Agricultural, this picturesque parcel presents an excellent opportunity for recreational use, outdoor enthusiasts, hiking, nature observation, or long-term land investment. The property's natural beauty and privacy make it an ideal retreat for those looking to enjoy the outdoors or own a piece of New Hampshire countryside. See Listing Details & 10 images.

$295,000 | 2.11 Acres | Price Per Acre $0 Chesterfield NH Land »


Price Change! Reduced by $30,000 down 10% on June 28th 2026
392 Ft. of Waterfront on River Connecticut River
Acres 2.11   
Listed on Thursday Jun 11, 2026
Description: Enjoy the sights and sound of the Connecticut River. 2.11 Acres with over 392 feet of water frontage. The land comes with private access to the River making a great site to plan your dream home. When you drive up Mountain Road the lot is on the left with the river on the right. The road dead ends with the access to the trailhead containing a 520 acre trail system that leads to the summit of Wantastiquet Mountain and connects to the Madame Sherri Forest off Mountain Road also. The lot has some shade and sun with young growth, long road frontage, level lot along the road with a tall rock ledge background for privacy. This is a rare find minutes from the Vermont boarder with easy access to Interstate 91, off of Rt 9 within 25 minutes East to Route 9 and 101. See Listing Details & 19 images.

$330,000 | 2.01 Acres | Price Per Acre $0 Chesterfield NH Land »

Acres 2.01   
Listed on Wednesday Sep 14, 2022
Description: Great level commercial lot with easy access to Route 9 close to Brattleboro and Keene. Many options for its use. See Listing Details & 13 images.

$990,000 | 27.24 Acres | Price Per Acre $0 Chesterfield NH Land »

Acres 27.24   
Listed on Tuesday Mar 31, 2026
Description: Seller willing to offer partial owner financing at 0%. Development potential for several building lots, or cluster development with town approval or build your own private secluded retreat. Easy access to Keene and Brattleboro. Approximately 1 m1le to Spofford Lake, 95 miles to Boston and 90 miles to Hartford CT. Internal road roughed in. Several building sites with beautiful long views. On site sand and gravel soils. See Listing Details & 23 images.

$299,000 | 23.6 Acres | Price Per Acre $0 Chichester NH Land »


Price Change! Reduced by $26,000 down 9% on June 27th 2026
Acres 23.6   
Listed on Monday May 11, 2026
Description: This exceptional 23.6-acre parcel on Bear Hill Road offers a rare development opportunity in a peaceful country setting. Nestled along a quiet rural road surrounded by farmland and rolling hills, the property combines the charm of country living with the convenience of suburban amenities just 15 minutes away in Concord. Easy access to I-393 and I-93 makes commuting simple and convenient. The property is approved for four duplexes totaling eight units, with the primary remaining requirement being road installation. In addition to the approved duplex plans, the land may also lend itself to subdivision into single-family home lots or be preserved as one expansive estate property. This versatile parcel offers multiple potential paths for development, making it ideal for builders, investors, or buyers seeking a private estate setting. Supporting plans, approvals, and documentation are included for review, providing a streamlined opportunity for the next owner to move forward with confidence. Don't miss the chance to secure a flexible development parcel with significant upside potential in a peaceful yet accessible location. See Listing Details & 38 images. Includes a Virtual Tour

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