Chester Vermont Real Estate

REUCDUED OVER $10,000.00, PRICED TO SELL! Lot #9 is one of the larger lots in the lower subdivision. It includes a pond that is maintained by the association with a fire hydrant to reduce insurance costs. Roughed in driveway and cleared building site make this a breeze to start construction. The lot is terraced with a nice buffer of trees for privacy. Come take a look today! PLEASE NOTE THERE IS A MINIMUM OF 1,800 Sq Ft Of Finished Living Space.
REUCDUED $10,000.00 PRICED TO SELL! Just a mile to the quintessential downtown of Chester is this beautiful lot in the Remington subdivision. This 1.64 acre lot has exceptional views! The terraced lot is ideal for a walk out lower level to a what could be a flat lush lawn with fire pit, swing set, horseshoe pits or all of the above! This is a great value with a million dollar view! Under ground power is at the lot, the permitted septic is an inground system. Bring your plans and your builder or have the seller build your dream home! The seller is a Vermont licensed Realtor. PLEASE NOTE THERE IS A MINIMUM OF 1,800 Sq Ft Of Finished Living Space.
Escape to your own private sanctuary in southern Vermont! This 8.75-acre wooded lot offers the perfect retreat, with Beaver Meadow Brook gently running through it, creating a serene and tranquil atmosphere. Whether you're looking for a peaceful off-grid living experience or a scenic camping spot, this property is ideally suited for both. Accessed by an approximately 1/4 mile right-of-way, you'll enjoy ultimate privacy and quiet solitude, surrounded by lush trees and the soothing sounds of nature. Located just outside the charming town of Chester, this parcel is also a short drive from the city of Springfield and the renowned Okemo ski area—giving you the best of both worlds: seclusion and convenience. This is the perfect spot for outdoor enthusiasts or anyone looking to embrace the beauty of Vermont's landscape.
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.
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!
This four lot subdivision is a builders dream. The abutting house took two of the lots for a buffer. Two remaining subdivided lots come complete with state permits for waste water and septic designs. Come take a look and bring your plans. These lots average less than $35k per lot.
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 with some cutting at 1,000 ft plateau. Utility pole is at the road and the location is just 10 minutes from town and centrally located to conveniences. Explore this acreage for your cabin in the woods, primary home setting or recreational fun. Town maintained road.
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 approved subdivision and State wastewater permit for a 3 bedroom home. Septic design available, 3 phase power at the road, VTEL fiberoptic internet available. Close to transfer station for solar power and Tesla applications. Enjoy the town of Chester and all it has to offer! See MLS# 4918671 for combined pricing of Lots 3 & 4.
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 for hunting, recreation and timber agriculture.
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 wastewater permit for a 3 bedroom home. Septic design available, 3 phase power at the road, VTEL fiberoptic high speed internet available, solar & Tesla potential. Enjoy the town of Chester and all the area has to offer! See MLS#4918671 for pricing of Lots 3 & 4 combined.
Brookside Dr. Chester. Eight acres high on a hill side, a cross valley view with a little clearing, possible down the valley too. Property is partially wooded, has a small stream and has a field are that will need to be reclaimed for a nice house site. Survey shows a spring. State permit WW-2-2138 for a 5 bedroom too Own your piece of Vermont.
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 NOTE THERE IS A MINIMUM OF 1,800 Sq Ft Of Finished Living Space.
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 site with a flat lower grass  backyard or walkout basement. In addition, enjoy the sound of the babbling brook that is set safely below the home site. This is truly a one of a kind opportunity for your dream home with all your utilities and pad ready to go! A huge money and time saver!  This land is ideally located for skiing! Just 18 minutes to Okemo, 30 minutes to Bromley and 45 minutes to Stratton. Grafton is 10 minutes by car, I-91 is just 15 minutes, and Lebanon/Hanover NH is 1 hour.   The road has been newly renamed so there is no sign post yet. Use the Directions provided here on MLS.
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 would qualify for the VT Current Use Program for timber management and tax savings. 1 acre (R-40) zoning and 1478' of frontage along Quarry Road makes further subdivision a possibility. Enjoy the year-round recreation the area offers. Close to Grafton for x-country skiing and mountain biking. Convenient to Magic, Okemo, Stratton and Bromley Mountains for downhill enthusiasts. Convenient to I-91, 3 hours to Boston and 4.5 hours to NYC.
71 Acres of Prime Wooded Land in Chester, Vermont Discover an exceptional opportunity with this 71-acre wooded parcel, located near the town forest in Chester, Vermont. This unique property features a 6-acre hay field field, offering breathtaking 360-degree views that include the majestic Ascutney Mountain and the stunning Monadnock in New Hampshire. Enrolled in the current use program, you can simply sit back and enjoy the beauty of nature while benefiting from reduced property taxes. Nestled in a Conservation/Residential district, this land is perfect for loggers, or conservationists seeking sustainable harvesting & agriculture options while conserving Vermont's natural beauty. Imagine the possibilities: maintain the integrity of this stunning landscape while earning periodic income from your forest management practices. The diverse ecosystem supports a variety of wildlife, making it an ideal setting for nature enthusiasts and conservationists alike. Whether you're looking to develop a timber investment or preserve a piece of Vermont's wilderness, this property provides a unique blend of potential and beauty. Don’t miss your chance to own this slice of paradise!
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 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.

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