The median home value in Chester, VT is $317,500.
This is
higher than
the county median home value of $260,000.
The national median home value is $308,980.
The average price of homes sold in Chester, VT is $317,500.
Approximately 57% of Chester homes are owned,
compared to 20% rented, while
23% are vacant.
Chester real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Chester real estate agent to arrange a tour today!
Learn more about Chester.
Tucked away on 31 beautiful acres in Andover is this lovely camp, cottage ready to be finished and enjoyed. The current owners have provided a great start with electric service, forced hot air heat and a finished living room to relax in. The land is a nature lover's dream with a year round stream in back of the camp, open area with a firepit and surrounded by a vast variety of trees on the mostly wooded acreage. The long driveway approach gives you a true sense of a cabin in the woods retreat. The addition of a septic system and well, could make this potentially a year round home. Fantastic location on Middletown Rd. Just minutes to center of Weston where you'll find the Vermont Country Store, excellent dining and the historic Weston Playhouse. Near several major ski resorts, Okemo, Magic, Stratton and Bromley Mountain. This is truly a find that offers the best of the Vermont experience.
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 too. Own your piece of Vermont.
3.99 +/- acre parcel with VT State approved Wastewater Permit for a four bedroom single family home along the Williams River in the Historic Simonsville settlement of Andover, Vermont. A tiny home would work well on this lot or a mobile home as there are no building restrictions. Or use recreationally with an RV for seasonal vacations. Driveway is roughed in with culverts and power is at the road. Level, elevated building area outside the flood zone and within an easy drive to ski areas, lakes and trails for kayaking and hiking. A good base camp for cycling and mountain biking enthusiasts. Come explore this land which has nearly 1000' of frontage. Adjoining house and acreage also available. See mls #4994070.
If you are looking for the perfect location to build your Vermont home look no further than this wonderful Andover lot in the green mountains. The best of all worlds is right here. Privacy and seclusion just a short drive to the towns of Weston, Chester and Londonderry. The 8.5 acres has been cleared and is ready to build. Driveway is in place along with a drilled well and septic design for a 4 bedroom home of your choosing. Plenty of cleared acreage for outbuildings and barn if you are looking to have horses or animals. Location is also ideal for the outdoor enthusiast with hiking, snowmobiling, mountain biking, hunting and close proximity to several major ski resorts including, Okemo, Magic, Stratton and Bromley. Come and create your Vermont dream home and experience.
This parcel of land has a lot of road frontage on a well maintained state highway. The lot is undeveloped and will require improvements including a driveway to be put in. There is a pretty spot on the east side of the property for your year-round or secondary home. Within an easy drive to Okemo and close to several other ski areas as well.
This is a great spot...easily accessed from Ludlow if you are looking to be near the recreation offerings. Just under 7 miles to Okemo. Weston isn't far, and neither is Chester! This is a handsome wooded lot that slopes up from the road. Almost 1000 feet of road frontage so you can choose where you want to locate your house-site. The property is mostly hardwoods. You can choose if you want to clear to really open your views, or do you want to keep the privacy. You will have neighbors, but you will barely see only one house from your house-site. There aren't many opportunities like this one, don't miss out!
You've got creative visions - We've got your canvas Immerse yourself in the tranquility of nature as you explore the mature maples,ponds, meadows, stone walls and vista views of this remarkable 200.27-acre property. Whether you're seeking a private retreat, an investment opportunity, or your dream home, this property offers the perfect blend of natural beauty, seclusion, and potential. The possibilities are endless. Don't miss your chanceto own a piece of Vermont's pristine landscape. Schedule a viewing today and let your imagination take flight!
You've got creative visions - We've got your canvas Immerse yourself in the tranquility of nature as you explore the mature maples, ponds, meadows, stone walls and vista views of this remarkable 200.27-acre property. Whether you're seeking a private retreat, an investment opportunity, or your dream home, this property offers the perfect blend of natural beauty, seclusion, and potential. The possibilities are endless. Don't miss your chance to own a piece of Vermont's pristine landscape. Schedule a viewing today and let your imagination take flight!
You've got creative visions - We've got your canvas! Immerse yourself in the tranquility of nature as you explore the mature maples, ponds, stone walls, meadows and vista views of this remarkable 534 acre property. Whether you're seeking a private retreat, an investment opportunity, or your dream home, this property offers the perfect blend of natural beauty, seclusion, and potential. The possibilities are endless. Don't miss your chance to own a piece of Vermont's pristine landscape. Schedule your viewing today and let your imagination take flight!
Newly cleared mountaintop land in Andover Vermont! This lovely lot has both sunrise and sunset as well as gorgeous long range mountain vistas from all angles, not to be missed. Andover Ridge Road is a stunning community with beautiful homes angled to catch the terrific panoramic views. This property has a small natural pond at the roadside as well as a cleared site and still plenty of hardwood and mixed forest to keep that woodsy Vermont feel for your new home. With road frontage on both Andover Ridge Road and Andover Ridge Rd Ext you have options. With a Vermont wastewater permit for a 5-bedroom home already in place you can be ready to enjoy your new home in no time! Close to Okemo, Bromley, Magic Mountain, the Weston Playhouse, the list goes on! Don't wait to secure this rare opportunity to own a hassle-free property in one of the loveliest and most conveniently located areas in Vermont!
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.
A premier location abutting the Ludlow border, close to Okemo with total privacy, long range panoramic views of distant mountains and valleys at an elevation of about 2000 feet. Peace and beauty abound yet easy access to all area amenities including skiing, golf, biking, hiking and all that Southern Vermont has to offer. A State wastewater permit is in place for a 6 bedroom home and a 2 bedroom guest house. Come build your dream home in the quiet upscale community of Summit Ridge.
Beautifully framed house on 3.2 acre+/- parcel in the Putnam Hill neighborhood overlooking the village of Chester. A nicely sited driveway leads to the building site with foundation, framing, installed windows already completed for 2.5 levels of above ground living space. 200 Amp power is in place as well as a 5 bedroom septic system and drilled well/pressure tank. Designed for a total of 4,500 sf with 5 bedrooms and 4 baths plus a full 1800 sf walk out basement that could be finished as well. Owner built by experienced master tradesman. Views of the surrounding Green Mountains and within walking distance to Chester Village. Showings by appt. Private driveway.
Nestled in the picturesque town of Andover, Vermont, this remarkable 10+ acre parcel of land offers an unparalleled opportunity to create your dream retreat amidst the tranquility of nature. Located on a quiet country road, this parcel is a blank canvas for your vision of a rustic escape. An easy commute to the towns of Chester, Ludlow, and Londonderry for shopping, restaurants, and exploring, and only 20 minutes from Okemo Ski Resort. This 10+ acre parcel offers a rare opportunity to own a piece of Vermont's pristine wilderness, with native bears, moose, deer and other wildlife. Escape the hustle and bustle of city life and immerse yourself in the serene beauty of Vermont. Whether you're seeking a secluded retreat, an investment in land, or the canvas for your dream home, this property offers many possibilities surrounded by the natural splendor of Vermont's Green Mountains. Calling all manner of outdoor enthusiasts for hiking, hunting, gardening, and bird-watching. Four-bedroom State Wastewater and Potable water permits in-hand. Don't miss your chance to make this slice of paradise your own. The Buyer must independently confirm the availability of necessary zoning and building permits and approvals from the relevant local government authorities.
This four lot subdivision is a builders dream. Four subdivided lots with state permits for waste water and septic designs. Come take a look and bring your plans. These lots average less than $40k per lot.
A RARE find, this parcel could be considered Vermont's equivalent to an oceanfront property with it abutting one of the most beautiful, natural river falls and swimming holes in Southern Vermont. This special lot offers it's own path from the parcel down to the swimming hole and falls, which are part of the Conservation Society of Southern Vermont' s Land. Current owner has the 1.2 acre lot ready to roll with a state wastewater permit in place for a 3 bedroom home, house plans, site plan, and areas of the lot are already cleared. Besides the location being a spring, summer, and fall nature haven it is also only 5 minutes to your winter sports at Stratton Mountain Ski Resort! This property is truly special!
53 + acres of nature's splendor. A vast variety of tall beautiful trees, flowing green grass, and wild flowers surrounding a large pond invite you to sit and enjoy nature's work of art. One way to address the low house inventory we hear so much about is to buy land and build your own house. You get to choose the square footage and tailor make your dream home. This property is centrally located on Simonsville Road in Andover just a few miles from Chester and Magic Mountain. It is also a short drive to Bromley and the outlets of Manchester Center. Come see for yourself. I'll be happy to meet you there.
This beautiful 12.51 acre in town lot is one of the last of it's kind! This lot features long range Views, extremely easy access to downtown Chester being only 3 minutes from the Chester green, and a pond that could make this property the perfect Vermont get-away. The owners have subdivided this parcel from their larger parcel and have agreed to allow for a 50 foot wide right-of-way for a driveway and easy access to the property from Coach road.
This is a one-of-a-kind legacy property, off the beaten path and accessible to everything that makes Southern Vermont an incredible place to call home. The 57.2 acres offer the perfect mix with hardwoods (maples and more), pine groves, open meadows, a pond spanning apprx 1/4-acre, and spectacular southern views and all-day sunlight. Come build your Vermont dream house and be assured of total seclusion and complete quiet (other than the birds composing Mother Nature's own music). A long, private driveway is already in place and subtly drops you from Marsh Hill Road through the upper wooded section to a beautiful, cleared building site. Electricity is installed and buried the length of the driveway to the building site and approximately 5 acres are cleared and just waiting to be built on. A VT wastewater permit for a total of 6 bedrooms will permit you to build to suit your needs: one spacious home, or perhaps a main house (4-5 BR) and guest house (1-2BR). Spend your summers lazing in the pond, hiking around your hillside, attending Broadway-caliber live theater and music at the nearby Weston Theater Company, picking out the freshest ingredients for your meals at the Londonderry Farmer's Market, and exploring the Green Mountains. In the winter, you can hunker down and enjoy your Vermont home and, for the more active among you, there are four major ski resorts within a 10-35 minutes-drive, Nordic skiing nearby and lots of cozy restaurants to try. Come take a look!
Newly subdivided parcel in Chester, Vermont 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 out of town, 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.
Go green with this prime building lot in Chester, Vermont on the way to Okemo Mountain! Lot 3 is a 3.28 +/- surveyed lot with proposed shared driveway and private building site set back and elevated from the road. Just North of the village, 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.
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