05143, VT homes for sale & real estate

05143, VT Homes for Sale

A magnificent 10,062 SF family compound. Custom built, it comes fully furnished and equipped for immediate occupancy, featuring 7BR, 8BA, a separate 1BR guesthouse and office, a furnished and heated writers cabin overlooking the Connecticut River Valley, and an equipment barn, all situated on 384 acres of pristine hardwood forest, accessed by an 1800’ paved driveway. Anchored by miles of woodland trails and located in Andover, Vermont, the offering includes outdoor sculpture and artwork, historic rock walls, open fields and building ruins from early settlers, along with direct access to the VAST trail system for winter trail riding. The main house features a soaring 2-story fireplace,

05143, VT Homes for Sale

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.

05143, VT Homes for Sale

Welcome to beautiful Baltimore, VT where you will find this stunning 4-bedroom, 2 1/2-bath home waiting for a new family to create their memories. Inside, there is a well-appointed large kitchen with granite counters, stainless appliances, a breakfast bar island, and beautiful cabinetry. The bedrooms are spacious and the primary is en suite for extra privacy. The flow is nice from when you step into the 2 story front foyer to when you find yourself relaxing on the back deck. The living room is welcoming with a pellet stove to warm you up while you take in a movie or game night. Need more space, the lower walk-out level is ready for your imagination - game room, exercise room, yoga, studio.

05143, VT Homes for Sale

This quintessential 4 bedroom (with a septic permit for up to 5 bedrooms)/2.5 bathroom farmhouse, fully renovated and absolutely gorgeous, is perched on a grassy knoll overlooking 32 acres of rolling meadow, hardwood forest and private pond. The modern touches that are essential for today's style of living pair perfectly with the warmth and charm of an old farmhouse. The house was renovated in 2017, including new roof, insulation, pine flooring as well as all plumbing, electrical and heating systems. The open kitchen/living area features a beautiful fieldstone fireplace and there's a main level family room with a side office. Upstairs are the 4 current bedrooms and 2 full bathrooms, includi

05143, VT Homes for Sale

Discover a unique turnkey opportunity with this beautifully updated 1800's farmhouse, perfect for an inn, B & B, short-term rental or wedding venue. Recently renovated, the stunning home combines modern comforts with timeless charm, making it an ideal choice for both private and commercial ventures. As you enter, a grand staircase warmly welcomes you, leading to spacious interiors with original wide board floors. The property has been meticulously insulated and painted, giving it a fresh, contemporary feel. The serene landscape offers a perfect setting for a retreat, ski trip, or wedding. This property is offering 9 large bedrooms, most with ensuite bathrooms. The commercial kitchen, di

05143, VT Homes for Sale

Ski season is around the corner. Four ski areas are a short drive from this classic style four- bedroom chalet on 2.1 acres in Andover. The VAST trail is not far away with a number of entry points in Andover and Weston. This alpine ski chalet has been "a joy" to the owners who have had this property for over 40 years. It has been well maintained by them and their local caretakers. As a second home, it is being sold fully furnished and "as is". There are two bedrooms on each floor. This quintessential chalet has an entry level front porch as well as a top floor deck for relaxing and enjoying the view. Kitchen and dining areas are on the first floor with main living room a

05143, VT Homes for Sale

Design inspired by Frank Lloyd Wright this mid-century modern home is a beacon of tranquility for those looking for privacy. Surrounded by 193 acres including 13 acres of open pasture traced with ancient stone walls. Enjoy more than 2 miles of trails crossing brooks and fields. This magnificent haven for lots of wildlife has apple trees, raspberry bushes and more than 50 blueberry bushes. Inside a wide-open main living area and great room overlooks the 10 foot deep swimming pond, and the nearby stream can be heard from the deck or kitchen with the windows open. Step into the luxurious primary suite, a sanctuary with large windows and a spa inspired bath with a free-standing tub that boasts

05143, VT Homes for Sale

In Southern Vermont's Green Mountains, Owl Hill Reserve is a sanctuary spanning 1,928 acres, an expanse over twice the size of New York City’s Central Park. Assembled over half a century, this land has united generations in the celebration of the great outdoors. At the heart of the reserve stands an 1800s brick farmhouse, a testament to earlier days of farming, complemented by two historic barns, a two-bedroom barn apartment and guest house. Surrounding the farmstead are apple trees, stonewalls and a spring fed two-acre swimming pond, creating a quiet retreat or jubilant family gatherings. A 3.5-mile private, gravel road meanders with the brook, unwinding through a carefully managed n

05143, VT Homes for Sale

Welcome to this beautiful historic farm dating back to 1825. At one time known as the Thompson Farm, in 1995 it was purchased by the current owner who lovingly restored it to its former glory. In 1999 it became the "Jersey Girls Farm". Attention was given to retain all of the antique charm, including keeping the original slate roof on main house, all original doors and original wide board floors. The house was also modernized with conveniences such as a new heating system, new wiring, new windows (retaining the original design), and a full array of solar panels to make the house fully self-sufficient. You will find plenty of room and charm inside, beginning with the large country

05143, VT Homes for Sale

Nestled on a serene, quiet town maintained dirt road, this spacious home offers the perfect blend of tranquility and comfort. As you approach, you'll be captivated by the stunning long-range views that greet you from the expansive deck, a haven for relaxation and outdoor enjoyment. The deck overlooks a picturesque pond, not on the property but offering a beautiful, calming view that enhances the natural charm of the setting all the same. Step inside to discover a thoughtfully designed interior where ample space meets cozy. The large, finished basement is a true bonus, featuring a cozy and convientent propane stove and serving as an ideal games room or entertainment space for family and frie

05143, VT Homes for Sale

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 set and take in the mountain views beyond. Slider leads to the deck combining indoor and outdoor living space. A private den is connected to the family room with French doors and can be opened up for addition living space or closed off for a quiet retreat. Second floor has three generous sized bedrooms

05143, VT Homes for Sale

Opportunity awaits! This three-unit property has been very well maintained with 2 long term tenants and 1 Vacant unit that has just been painted and is ready to be owner occupied or rented out. This investment features an in-town location within walking distance to shopping, restaurants and local conveniences. This property also includes additional unfinished square footage in the barn, currently used as 2 rented storage units with great potential for new ideas. Even the basement is impressive as it has all been gone through. The outside of this home was just painted last year. All units are in good shape and fully applianced. This property also has a large in town open lot.

05143, VT Homes for Sale

This charming home in Chester combines Vermont's rural charm with modern amenities. Surrounded by the serene beauty of Fox Chair Mountain, it offers an enchanting escape from daily life's hustle and bustle. Within the home, you'll find cozy spaces perfect for relaxation. From the inviting great room that opens onto a beautiful stone patio to the tranquil library, or the large private deck off the primary suite, and even the attached horse barn, there are several private areas to unwind and rejuvenate in this retreat. With two fireplaces and a wood stove, this home ensures comfort year-round. The modern kitchen is central to the flowing home and the porches and stone patio make gathering wit

05143, VT Homes for Sale

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. A recently done septic Design and Wastewater permit make this a year round home possibility. Fantastic location on Middletown Rd. Just minutes to center of Weston where you'll find the Vermont Country

05143, VT Homes for Sale

“Fully furnished! This home on . 89 acres is located in the beautiful area of Gassetts in Chester, Vermont. Zoning is versatile and provides a wide range of options for commercial, retail, residential, or industrial use. Recent upgrades to the home include a brand new roof, siding, all new flooring, new kitchen cabinets and quarts countertops, new sheetrock and paint in the majority of the house, new sub flooring in the living room, laundry area, and mudroom, new window sills, new mini split, removal of all previous knob and tube wiring, replaced windows, new french door in the living room, new patio and fire pit area, freshly leveled and graveled driveway, two-car carport, refinished

05143, VT Homes for Sale

The historic Jaquith House is located in the Andover settlement of Simonsville on Rte 11. This historical brick federal 3 bedroom, 2.5 bath home on 6.85 +/- acres has potential for either a vacation home with guest house, year round residence or investment property. The two story double-walled brick home has original features such as eyebrow windows and 3 chimneys and has been thoughtfully updated with modern amenities such as first floor radiant heat, central air and chef's kitchen with a professional 48" Dacor range with double ovens, ensconced in an arched, brick hearth complimented by cherry cabinets, walk-in pantry and attractive island and curly maple counters. Period details hav

05143, VT Homes for Sale

Looking for privacy and a peaceful piece of Vermont, high on a hill, to call your own? Look no further than this 17+ beautiful acres at the dead end of a private road. Already in place is a 2 bedroom, 1 bathroom manufactured home with power, septic (it is already in place for a 3 bedroom house), and a drilled well. Live in the home already in place or just stay in it while you build your dream Vermont home overlooking the wonderful stocked ponds! The options are endless--build cabins to use as rentals, great place to homestead as well, massive garden plot already in place. . barn, sheds, and chicken coop ready for animals or for storage of atvs, snowmobiles, or tractors. Plenty of firewood

05143, VT Homes for Sale

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, beautiful indoor and outdoor fireplace, outside hot tub, beautiful stone patio, large private deck, 2 car garage, 4 bedrooms (but lots of room for more people), 2 bathrooms, a bonus bunk room, 2 extra lofts for an office or library, extra recreation room, and paved driveway. The house is a short di

05143, VT Homes for Sale

Turn-key and Central to 4 ski areas, this beautifully renovated Cape sits on 10.5 acres with picturesque views. You'll enjoy the location just 20 minutes to Stratton, Okemo and Bromley. But most importantly, you'll appreciate the new fit and finish: new wood flooring, stone faced hearth, new Kitchenaid appliance package, interior painting and lighting. And it doesn't stop there, new gravel driveway, newly stained decks and covered porch, and new exterior drainage. The house is situated to maximize your southern exposure and the three bedroom/3 bath floor plan is open, spacious and includes an en-suite primary. The large finished bonus room is just that - a BONUS and maximizes the lifestyl

05143, VT Homes for Sale

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.

05143, VT Homes for Sale

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!

05143, VT Homes for Sale

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. Ima

05143, VT Homes for Sale

Escape to your own slice of paradise! This charming and affordable quarter-acre lot is bursting with potential, offering the perfect opportunity for those who crave a peaceful retreat. Imagine cozy campfires, starlit nights, and the sound of nature all around you—this lot is your canvas to create an outdoor haven. Nestled on a quiet dirt road, it's your ideal escape from the hustle and bustle, yet conveniently close to the adventure and beauty of Okemo Mountain Resort. Whether you're dreaming of a simple getaway or a future cabin in the woods, this is a rare find that combines affordability, charm, and endless possibilities. Don’t wait to make this tranquil gem your own!

05143, VT Homes for Sale

This is a great spot. .. easily accessed from Ludlow. Great spot to be near the recreation offerings in the area. Just under 7 miles to Okemo, golf and the lakes. 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. A septic plan has been designed for a five-bedroom home and the Wastewater Permit is in hand. The property is mostly hardwoods. You can choose if you want to clear the area in front of the house to really open your views all the way to Ascutney, or do you want to keep the woods and privacy. You will have neighbors, but you will barely see only one house from your house-site. The leaves will be d

05143, VT Homes for Sale

This piece of land offers a unique combination of privacy and expansive long-range views at an elevation of 2000+ feet, making it an ideal location for your dream home in Southern Vermont. Nestled within a serene community of fine homes, this lot is one of the few remaining opportunities to build in this desirable area. The land has a waste water permit and comes with a community leach field ready for connection. The property provides easy access to local amenities, including skiing and golf at the nearby Okemo Mountain Resort. It's the perfect spot to create your private sanctuary.

05143, VT Homes for Sale

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.

05143, VT Homes for Sale

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 an

05143, VT Homes for Sale

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.

05143, VT Homes for Sale

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.

05143, VT Homes for Sale

REUCDUED ALMOST $10,000.00, PRICED TO SELL! This affordable lot has under ground power and a permitted inground septic design. Ready for you and your home plans. Just minutes to the Chester Green and an array of outdoor activities to include world class skiing at several different ski areas. PLEASE NOTE THERE IS A MINIMUM OF 1,800 Sq Ft Of Finished Living Space.

05143, VT Homes for Sale

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.

05143, VT Homes for Sale

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.

05143, VT Homes for Sale

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.

05143, VT Homes for Sale

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!

05143, VT Homes for Sale

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!