This property offers significant potential with a partially completed renovation project to expand its layout to 4 bedrooms and 3 baths. Located near Okemo, it presents an excellent opportunity for a vacation home, rental investment, or full-time residence. Key systems, including plumbing and electrical, are roughed in and ready for finishing. While some structural and heating system work remains, included materials such as the tankless water heater and kitchen cabinets provide a head start. This home is perfect for buyers looking to complete a custom renovation in a charming Vermont location. The sale of this property being listed is contingent upon the proposed Seller (or "Owner&quo
A classic, easy maintenance four bedroom, two bath home in Chester village on . 12 acres +/-, within walking distance to the Village Green for summer concerts, restaurants and shopping. The front porch is a focal point and a great way to meet your neighbors and passersby on the walking loop. The first floor features a large foyer, spacious living room, large dining room with corner built-in and elegant lighting, a country kitchen with marble tile flooring, first floor bath with tiled shower and an adjoining bedroom with a lovely reading/entertainment nook that connects with the dining room. The second floor has a large landing with two adjoining bedrooms, a full bath with radiant heat in th
Welcome to 1062 Andover Ridge where you can buy a million-dollar view and get a gorgeous log home to go with it. The views are breathtaking and can be enjoyed from almost every room as well as the deck from either in or out of the 6-person hot tub. The recently renovated exterior and kitchen make this a perfect Vermont dream home. High-end stainless appliances, soapstone kitchen island, massive wood-burning stone fireplace, second living room, great mudroom, and primary bedroom en suite check off most people's boxes. This 3 bedroom plus/3 bath home can entertain large families or group of friends with a great open floor plan that allows easy flow from the kitchen through the dining room and
The Simeon Sherwin House, built in 1844, is one of three look-alike houses known as "Three Sisters". The house was owned by Olivia Goldsmith in the 1990's who wrote The First Wives Club. Her worldly, vibrant imprint is still evident in many of the home's unique features. Architecturally, the stone exterior is unique with large blocks (quoins) of schist and mica at the corners. Inside, there is a delightful three season sunroom and formal dining room with woodstove insert, chandelier and an array of full light doors which open to the large, bright kitchen and first floor full bath. A sitting room with a double-sided fireplace connects to the spacious living room. The inviting foyer
A picture perfect setting awaits you! Just imagine a home on a town maintained country road that is less than a mile from Route 131, yet is walking distance to Proctor Piper State Forest for hiking & biking. Those who snowmobile, the trail is about a 1/4 mile away. The home has classic lines from the 1800's. All summer long there is something in bloom-lilacs, iris, hosta, day lillies & more. Very private yard with a gazebo beside your very own pond. Just gorgeous & wait until you see the waterfall! The home is simple yet full of warmth. It has been in the same family since 1960 when it was purchased from the Densmores. The family is still in the area and owns the surroundi
This is a dream come true for someone who is seeking a Vermont nature retreat. Located on the corner of two quiet, town maintained, gravel roads, one of which is a dead end, is the handsome 1800 traditional Cape with two add ons! In addition to this classic home, you will have 40+ acres of beautiful land. Only one other house can be seen from the property & you have to know where to look! The views of Mother Nature & Vermont's wildlife are truly special. The back yard has lawn area with room for games, gardens or pets. When you are peering out any of the windows toward the back of the house you overlook a giant pond and wetland-home to a terrific assortment of wildlife. Head out
Discover this beautifully maintained 1852 Colonial home situated on a prime corner lot in the heart of downtown Chester. Currently configured as a two-unit apartment, this property features a spacious 2-bedroom, 1-bath unit on the upper level and a cozy 1-bedroom, 1-bath unit on the first floor. With its versatile layout, you can easily convert it back to a single-family residence or live in one unit while renting out the other to help cover expenses. This home has seen many recent updates, including electrical and plumbing, water heaters, and a newer furnace, ensuring comfort and peace of mind. The roof has also just been replaced, making this property move-in ready. Take advantage of the
Nestled along the Black River and the Green Mountain Railroad is this turn key, fully furnished, recently updated home. Located in the heart of the Village of Proctorsville and walking distance to local favorites such as Singletons Store, Murdoch's on the Green and soon to open Café. The Proctor Piper Forest is just around the corner for winter snowshoeing, x-country skiing and snowmobiling with cooperation from Mother Nature. Take in concerts during the summer months, enjoy sitting on the front porch or take a dip in the bordering Black River with one of the best local, secret swimming holes. This ideal all season getaway boasts three bedrooms and two baths in the main house and two
Exceptional Investment Opportunity in Chester, VT Discover this stunning, completely renovated property that beautifully combines modern amenities with unique character. Featuring two residential units. This home showcases high-quality upgrades throughout. Enjoy peace of mind with new electrical, plumbing, insulation, and energy-efficient windows. The kitchens and bathrooms have been meticulously designed, incorporating reclaimed materials that add warmth and charm to the contemporary aesthetic. In addition to the inviting residential spaces, this property includes a versatile two-story commercial area currently occupied by a successful, established business making it ideal for investors o
Come enjoy the ease of Village living! With All of the conveniences of Proctorsville just a short walk away. This two family brick federal has been updated by it's current owner but there's still some finishing touches to be done although it is move in ready. Use one unit and have the tenants of the other pay the lions share of your expenses. Or have a great income producing rental the choice is yours! Just minutes to Okemo and on the public transit route. The ton of other recreations in the area, mountain biking out the front door, hiking in the Hawks Mountain Forest or beer drinking around the corner at Outer Limits Brewing. Singletons Store, Murdock's On The Green and the new Caf&eacut
Chase Brook Farm is at the end of a quiet country road, offering complete privacy on 53 acres and yet just 10 miles from Okemo Ski Resort, fine dining, and shopping. The views are punctuated by bucolic vistas of the Green Mtns including Steadman Hill, the highest peak in Chester. At the center of this property is a 2,941 s. f. farmhouse, built in 2008 and inspired by countless visits to Sturbridge Village. Thoughtfully designed to evoke the charm of a historic home, it features hand-planed boards, painted wide pine floors, wrought iron latches, and soapstone countertops while providing the comfort of modern amenities, including new mechanicals, updated wiring, and a large, dry basement. Thi
Entrepreneurs take notice! This home business could be yours. A well know mechanic/woodworker is moving on. This custom built log home and mechanics/woodworking shop is a turn key home and business situated on over 19 acres. This could also be a dream of a snowmobile enthusiast. Located on the VAST trail system on a dead end road. The log home was hand built by the current owner with custom cabinetry throughout the home. Cathedral ceilings throughout the entire house consist of tongue and groove pickled wood, sheetrock and knotty pine. Hard and soft wood is the primary surface with tile in the entryway and bathrooms. Enjoy the stonewall lined 19+ acres with fruit trees, gardens and green l
A Rare Find. .. 1 bedroom condominium at Castle Point, only 3 miles to Okemo Mountain Resort. This condo can be rented out or used whenever you like, it is a full ownership property and fully furnished. It is located in the back away from the hotel lobbies, but has access to the pool and gym facilities. On the first floor the condo has an open living room with a gas fireplace, dining room, and a kitchen with a primary bedroom/bath to the side. Easy maintenance with the HOA fees and front desk offering service to your potential tenants. Close to skiing, boarding, snowmobiling shops and restaurants.
If you're looking for one level floor living, on a beautiful, serene country lot, well, here you go! This fabulous, updated 7 room ranch with a 2 car attached garage welcomes you to Cavendish! This home features 3 great sized bedrooms, 2 baths with one bath in the master bedroom. The Kitchen has a new gas inset for the fireplace, all ready to help to take the chill out of the early mornings. The kitchen also has seen additional renovations that include cabinets, and new stainless-steel appliances. The roof is new, windows new, mostly all new interior doors, pellet stove, hot water heater, generator with hookups throughout the home and the list goes on. Exterior includes a new 16x28 trex dec
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,
Welcome to 1011 Knapp Pond Rd, a two-bedroom, two-bathroom mobile home nestled in a serene setting alongside Knapp Pond Road. This property boasts a breathtaking backdrop, with a wildlife preserve directly across the street, making it a perfect haven for nature enthusiasts. Just a leisurely stroll away, you can enjoy the scenic beauty of Knapp Pond, offering tranquil views and outdoor activities. While the home may require some TLC, its idyllic location presents a fantastic opportunity for entry-level living in a peaceful environment. Embrace the chance to create your own sanctuary in this picturesque setting! Property being sold as is. Seller is offering a Buyer Concession at closing. Inqu
Have you been waiting for just the right property with a large renovated antique home plus another separate house? Come and take a look and decide how that you would like to use this property. The renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom unit on the main level). There is even additional space on the third floor that could be finished too. This property has a second three-bedroom home built in 1988. This second home has a private driveway access off Pleasant Street as well as sharing a driveway with the antique home off High Street. In addition to the three bedrooms, the newer home has a large family room on the
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.
Welcome to Castle Hill E-3, a charming and meticulously maintained two-bedroom plus den condo that perfectly balances comfort and style. This inviting end unit features a cozy den complete with a wet bar, ideal for relaxation and entertaining. Step inside to discover stunning wood flooring that enhances the warm atmosphere, complemented by elegant granite countertops, modern appliances, and a breakfast counter in the kitchen. Enjoy the convenience of ample outdoor space right at your doorstep, along with hassle-free parking. Nestled in a picturesque condominium community surrounded by the majestic mountains near the historic Castle Inn, listed on the National Register of Historic Places, Ca
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
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
Welcome to your new home and business headquarters in Cavendish, Vermont. This expansive property near Okemo Mountain Resort blends residential comfort and commercial opportunity. Imagine a chef’s dream kitchen with double ovens, refrigerators, and cooktops, perfect for culinary creativity. The home features three large bedrooms, spacious living areas, and a large deck for relaxation and entertaining. It's also the base of a thriving business, offering a turnkey opportunity for entrepreneurs. With 2,000 square feet of unfinished space, your imagination can run wild, perfect for business expansion, a restaurant, ski club, or additional living space. Recent renovations ensure the proper
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
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
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
This beautiful privately located 3 bedroom, 2 bathroom manufactured home is move in ready and just waiting for your finishing touches! It has a wonderful level yard with plenty of space for gardens, room to play, or put in a camp fire to sit around on a lovely Vermont evening. There is an additional gravel pad in place that you could put a tiny home as a rental opportunity or a guest house when company comes to visit. You can use the drilled well for both house and the tiny house you add. There is also an approved septic design in place if you choose to add a tiny house there. Other great features are a 30 x 60 hoop building with lots of storage space and another shed with even more storage
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
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
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
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.
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
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. Whether you're seeking a year-round vacation home or a weekend getaway, this beautiful mountain retreat offers the ideal combination of luxury, location, and outdoor adventure. 10 minutes to Okemo, 20 minutes to Magic Mountain, 30 minutes to Bromley, 40 minutes to Killington and under an hour drive to Stratton ski resort. 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
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
The Castle Hill Resort & Spa is your place to enjoy and relax. Top floor end unit has 2 levels of living spaces. There are three spacious bedrooms, 3.5 baths, a second level loft area (den) and a lock out area with a bedroom, 3/4 bath and den that can be rented out if you choose. Cathedral ceilings, air conditioning, gas fireplace with an open kitchen/dining/living room. A private main level primary bedroom with a walk in closet and full bath creates a calm atmosphere away from the other bedrooms. The amenities at Castle Hill Resort include an outdoor heated pool, hot tub and tennis courts. Additionally there is an Aveda Spa with a fitness center and massage and facial rooms. Located
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
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
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
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
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.