Come, enjoy the quiet charm of Andover in this inviting, private Vermont homeâ??perfect for year-round living or a peaceful getaway. Nestled among evergreens with beautiful snowy views, this property offers easy access to Okemo Mountain, and is also close to Stratton, Magic, and Bromley for skiing, riding, and four-season adventure. Snowmobile enthusiasts will love the nearby VAST trails, and the villages of Chester, Weston, and Londonderry are just minutes away. The home has been thoughtfully updated with a brand-new 5-bedroom septic system, new well pump, and efficient heat pumps, giving you comfort and peace of mind. A standout feature is the very private sun deck, ideal for morning coffee, outdoor dining, or relaxing after a day on the slopes. Inside, the spaces are warm, cozy, and filled with potential. A newly added ground-floor one-bedroom apartment is ready to be finished, offering the opportunity to expand to over 2,200 sq ft of finished living space. Use it for guests, rental income, or as a flexible family living space. This Andover property combines privacy, modern upgrades, and unbeatable access to Vermont recreationâ??a wonderful place to call home in any season.
Welcome to this delightful 3-bedroom, 1-bath home nestled in the picturesque village of Chester, Vermont. Perfectly situated within walking distance to local shops, schools, and restaurants, this property offers the ideal blend of convenience and small-town charm. Step inside to find a spacious mudroom and laundry area â?? a practical entryway for Vermont living. The open kitchen and dining area provide plenty of room for gatherings, while the cozy living room invites relaxation after a long day. A full bathroom completes the main level for easy accessibility. Upstairs, youâ??ll find three comfortable bedrooms filled with natural light. The attached back barn offers exciting potential for additional living space, a workshop, or studio. Outside, enjoy your private fenced backyard with garden space, a fire pit, and even a bar area â?? perfect for entertaining family and friends. This inviting village home combines charm, functionality, and opportunity â?? come experience all that Chester has to offer! Visit the Okemo real estate community today. Taxes are based on current town assessment.
Much more here than meets the eye. This home had heating efficiency completed with SEVCA, new siding, new hot water heater, chimney and furnace inspected and some new exterior paint. Nice level yard, attached two car garage PLUS detached barn! Close to downtown Chester and 15 minutes to Ludlow and Okemo/Vail resort. There is a large 3-season porch, two spacious bedrooms and large country kitchen. This little gem is just waiting for a little polish and it will make a wonderful home. Easy to view, improvements are listed in documents.
Not quite 20 years young, this charming custom-built colonial sits on a private knoll, surveying its 77+/- acre parcel. Blending country comfort and eloquence, you'll find quality craftsmanship throughout, such as blue stone floors and a stone archway. Wide plank floors lead to the country kitchen with soapstone countertops. Enter the spacious dining room with tray-beamed ceilings and oversized windows. A beautifully ballastered central staircase separates the main level. The living room features a masonry brick fireplace and built-in cabinetry. The house has radiant heat on the main level to combat cold winter days. The second floor features a primary suite with a soaking tub and a double sink. Bedrooms two and three share a 3/4 bath. On the top floor, you'll find a large finished space ready for your creativity. Over the two-car garage is office space or a bonus room, which is also accessed by a second staircase. The exterior offers a stone patio ready for summer BBQs or a new firepit for the colder months, and trails that crisscross the 77 acres. There are long-range views that can be opened. Located near the historic Chester Village and a short drive to Okemo, Magic, or Bromley. (acreage is enrolled in the Current Use Program for tax benefits). If you're looking for acreage, plenty of space, and privacy, don't wait to view this unique property. Visit the Okemo real estate community today. Taxes are based on current town assessment.
Sweet! An just in time for the holidays. This cabin has been lived in year round and has a drilled well, septic and electric. The basement has been partially finished with the fixtures of a 3/4 bath but no wall coverings, so the square footage is not counted here. The tenant does not have internet so it is best to check on phone/tv and internet from the providers. The property is being divided from the parcel across the street and they may be purchased together. See MLS #5069927 This is a nice level to rolling lot with some open and some woods, has a 2 car garage, 2 enclosed porches and is well put together inside. The outside needs some finish work, so not likely to go a federal program. With some TLC this will be a fab get away. The town maintains the road to the house...such a benefit! This is a must see for location
Built in 1803, this home has lived many lives and still stands with purpose. Set within one of Chesterâ??s historic districts, it sits naturally among period homes and the steady pace of village life. The lot is larger than what is typical in town, room for garden , 2 horse stalls and even a horse paddock near the river. Itâ??s a property that allows you to live outwardlyâ??work the land, keep animals, or simply enjoy open, private space. Inside, the home is warm and inviting, with a layout that supports both daily living and gathering. The large living room, anchored by two fireplaces, is a natural place to slow down. A formal dining room is ideal for hosting, and a generous room off the kitchen easily accommodates larger meals and celebrations. Original wood floors, exposed beams, and durable early craftsmanship add character throughout. A separate rental unit, currently occupied, provides steady income or flexible use for guests, family, or workspace. The barn offers storage, workshop potential, or agricultural use, expanding what the property can support. Chesterâ??s shops and everyday conveniences are close by, and skiing, rivers, and trails are within easy reach. Okemo is just minutes away, with Stratton, Magic, and Bromley all within a short drive of 20-30 minutes. Several AT access point within similar distance. The Okemo Valley is on your doorstep, and it's magical! This is a historic home ready for its next chapterâ??solid, adaptable, and full of possibility. Come See Today!!
Discover serene beauty in this charming 200 Sq Ft Tiny House, nestled on a picturesque 1-acre lot alongside the South Branch of the Williams River. A unique opportunity awaits as the tiny house is conveniently adjacent to a 2-bedroom cottage in need of renovation. Waiting for its new owner to continue the transformation. This property offers numerous options, allowing you to live in the cozy tiny house while working on the original home. Consider the possibility of removing the older structure to make way for something new, or simply use the tiny house as your Vermont getaway. A stone walkway leads gracefully down to the river, providing a tranquil connection to nature. Both structures are believed to be elevated above the flood zone, ensuring peace of mind in all seasons. This lovely property is a nature lover's dream and a rare opportunity to embrace the essence of Vermont's natural beauty.
Almost there! This owner has taken this property to a new level...had the septic discovered and has a report, upgraded the electric entrance and added an EV station, laid flooring, opened up a wall for a much nicer open concept, cleaned and made into a little cottage for skiing, nature loving or just plain home. There are rain barrels for water, let nature fill them up or hire the local water company. Provision has been made for a spring in the back area. There is a seasonal stream bed next to the deck for a touch of nature. It is your turn, lift this affordable A frame to the next level. Seller has estimates for some of the upgrades. Or, use it as it is as a camp in Vermont.
Set on 119 acres that stretch across Andover and Chester, this property combines 114 acres in Andover with 5 in Chester. The setting includes over 20 acres of flat, open meadows along the Williams River, framed by wooded hills and distant ridgelines. The forest is mixed with possible timber value as well as a nice sugarbush waiting to be tapped. The original farmhouse, approached by a town-maintained road and plowed right to your door, is ready for a complete restoration. Its form and orientation make it an ideal candidate for renovation, preserving the rural character that defines this part of Vermont. Several original outbuildings remain, including a tall silo, classic barns, and a sugarhouseâ??all reminders of the landâ??s agricultural roots. Power and utilities are in place, and the road frontage provides easy access in all seasons. This is a solid opportunity for someone looking to rebuild, reimagine, or create a homestead with scale and history. Located between Chester, Weston, Londonderry, and the Okemo Valley, it offers both privacy and proximity to year-round recreation.
Set on a quiet country road in Chester, Vermont you'll find this charming 2 bedroom home on a comfortable 2 acre lot. Inside is a nicely appointed kitchen and dining area that flows into the living room and out to the back deck where there's lots of privacy as nature surrounds you. Both ensuite bedrooms are cozy and spacious. The basement could provide additional finished space as well as more storage. Built with high efficiency insulated concrete forms. A pellet stove keeps the house toasty and there are a couple plug in baseboards for back up. This is a great opportunity to get into a home and make your finishing touches.
Beautifully maintained 2005 Contemporary Cape nestled on 6.7 private acres with sweeping long-range Vermont views. Owned and cherished by just one family, this move-in-ready home offers the best of country living with modern updates. The completely renovated kitchen boasts a Wolf range, Sub-Zero refrigerator, Bosch dishwasher, and quartz countertops, seamlessly flowing into the dining areaâ??perfect for entertaining. The cozy living room features a wood-burning fireplace insert and opens via sliding doors to a multi-level deck with panoramic views. Enjoy peaceful mornings on the wraparound covered porch surrounded by nature. With 4 spacious bedrooms, including a serene primary ensuite, there's room for everyone. The finished walkout basement includes a large exercise room, office with wood stove, full bath, and guest bedroom. Recent upgrades include Brazilian rosewood flooring upstairs and a whole-house Kohler generator. The extended one-car garage includes a full workshop space. Paved driveway for easy maintenance. Outside, explore walking trails, tap 14 mature maple trees, or harvest blueberries and strawberries from your own garden. Only minutes from Chesterâ??s charming town greenâ??this is Vermont living at its finest.
They say location is key for a property, if that is true this home knocks it out of the park. Located on a quiet country road less than 3 miles to Chester and 6 miles to Springfield sits this well-maintained ranch home on 2.6 mostly open acres. The open and slightly sloping yard has of established landscaping offering lots of opportunity for gardening, recreation and just good old-fashioned relaxing. Roomy screened porch allows you to enjoy outside all summer without worrying about bugs or rain. Oversized 2 car garage, while not attached does have a covered walkway to the house providing coverage from the elements. The roomy eat-in kitchen has stainless appliances and updated countertops. The light filled living room has views of neighboring pasture as well as open yard. 3 bedrooms and full bath round out the main living area. Hardwood floors give a warm and cozy vibe. Walk out basement has a nicely finished family room with wood stove overlooking the back yard. Laundry room, 1/2 bath and a bonus room finish off this very clean and dry basement. Outbuildings include a pool house for storing all the pool supplies for the above ground pool and you might be able to find a place for a hen or two. Well-maintained, manageable in size make this the perfect home for most anyone. Please call for a showing today!
Welcome to this attractive Andover Contemporary home, perfectly suited for year-round living or as a Vermont vacation retreat. Built in 2005, this 3 bedroom, 2 bath residence offers modern comfort in a peaceful country setting on 2.1 acres while being just minutes from Okemo Mountain Resort and close to scenic snowmobile trailsâ??ideal for outdoor enthusiasts in every season. The inviting open-concept main level features a spacious living area with vaulted ceiling and is filled with natural light, seamlessly blending kitchen with breakfast bar, dining, and living room. Two bedrooms and a full bath complete this level, offering convenience and functionality for family and guests. The finished, walkout lower level provides flexible living options with an additional roomâ??perfect for a home office, study, or media spaceâ??alongside a cozy woodstove that adds charm while keeping heating costs low. The newly upgraded large, front deck is the perfect place to sip morning coffee and take in the view. Step outside to the beautifully landscaped yard with plenty of room for gardening, plus a firepit designed for gatherings. Two detached sheds offer storage and workshop potential for waxing your skis or wood/snowmobile/lawnmower storage. Whether you love skiing, hiking, or simply relaxing in Vermontâ??s natural beauty, this property delivers the perfect balance of comfort, location, and lifestyle.
Welcome to your dream home â?? This meticulously maintained and efficient New England-style gem is bursting with charm and modern convenience. Extra insulation, new windows and new hot water heater make this home as energy-efficient as it is beautiful. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by the gorgeous hardwood floors that add warmth and character to every room. Bask in the great natural light that fills every corner of this lovely abode, making every day feel bright and inviting. This home includes a main level bedroom, dining room and family room. In addition there is an attached garage and a barn for all your hobbies. This home is perfect for families and outdoor enthusiasts alike. Imagine being just a short stroll away from the village store for all your essentials and enjoying nearby skiing adventures in winter, along with shopping and restaurants year-round! Don't miss out on this incredible opportunity to own a piece of paradise in the heart of it all! Schedule your visit today and get ready to fall in love â?? your perfect home awaits!
5 Minutes from North Springfield and 22 minutes to Ludlow sits the peaceful hamlet of Baltimore, VT. Within the town is a 6 acre lot complimented with fruit trees, a stream, and an ample barn/garage with some roughly finished area above perfect for overflow guests, a home based business or perhaps even additional living space as your needs grow. There's also a storage shed! The house is sizable with about 1,546 square feet of finished living space and a full basement under a 3rd of it. The property has about 2+ acres of open land which has been recently seeded. Enjoy one of two decks and take in nature, peace and tranquility. Or putter in your ample garage/barn. Private yet convenient to some of the best snowmobiling and skiing Vermont has to offer, this property is suitable for fulltime or vacation home use. (Listing Agent is related to Seller)
Welcome to your brand-new, 2,400 sq ft dream home! This modern, open-concept residence shines with high ceilings and abundant natural light. The gourmet kitchen is a showstopper, boasting custom cabinetry, stone countertops, a large island, and state-of-the-art appliances. The luxurious primary suite features a double vanity, custom shower, and walk-in closet. Upstairs, find three spacious additional bedrooms and a well-appointed shared bathroom. An attached two-car garage provides easy access and ample storage. Enjoy the outdoors from your covered front porch or in the nicely sized backyard. Perfectly situated for year-round enjoyment, you're minutes from Magic, Stratton, Bromley, and Okemo ski resorts, Lowell Lake plus charming towns like Weston, Grafton, Chester, and Manchester for dining and entertainment. New construction is rare - seize this special opportunity! Call today for a private tour.
Welcome to your own private retreatâ??98 acres of Vermont beauty offering meadows, woods, two ponds, and eight versatile outbuildings. Thoughtfully maintained, this charming home is nestled in a park-like setting complete with long, historic rock walls, mature trees, and lovely perennial gardens. Nature lovers will appreciate the abundance of wildlife, from hummingbirds and ducks to deer and the occasional moose wandering past the apple trees and blueberry bushes. Step onto the screened porch overlooking the main pond, perfect for morning coffee or evening relaxation. Inside, warm wood floors and exposed beams enhance the homeâ??s country elegance. The open-concept living and dining area flows into a light-filled kitchen with floor-to-ceiling windows framing views of a mountain you own. The home features two nice-sized bedrooms and two full baths, offering comfort and practicality. Additional amenities include a large pantry/laundry room and easy access to a full concrete basement, ideal for storage or workshop space. Beyond the home, wooded trails lead to the back acreage and a hidden, spring fed pond perfect for secluded swims. There's subdivision potential, with 14+ acres already surveyed across the Grafton lineâ??an investment opportunity or space to expand your vision. Perfectly situated between the charming villages of Chester and Grafton, this is more than a home, it's a lifestyle.
OFFER DEADLINE SET MONDAY 11/3 AT NOON ~ Step into the charm of Fair Haven with this cheerful circa-1899 Folk Victorian, set on a rare third-acre in-town lot. Brimming with character, this 3â??4 bedroom, 1.5 bath home greets you with gingerbread trim, a sun-filled bay window, and a welcoming covered porch. Inside, tall ceilings, wide-plank wood floors, and built-in shelving offer a warm, timeless feel. The spacious layout includes a sunny parlor with an antique mantel, a flexible dining or sitting room, and a kitchen ready for your fresh ideas. Upstairs, generous bedrooms enjoy great natural light, with a half bath conveniently nearby. Outside, the level yard is perfect for gardens, play, or pets, framed by mature trees and perennial plantings. The two-story barn with loft opens the door to endless possibilities, whether for a workshop, studio, or extra storage. Located just blocks from the village green, schools, and shops, this home combines small-town convenience with the joy of creating a space all your own. Sold as-is, ready for your vision.
Classic New England Salt Box - This charming home is nestled in a hillside neighborhood with wonderful western views and sunsets. Indoors you'll find a tidy mudroom entry with space for all your year round gear. Tiled heated floors lead you to the kitchen featuring newer stainless steel appliances. Vaulted ceilings draw you towards the open dining/living room where you'll be bathed in end of the day sunlight. A bedroom and 3/4 bath round out the main floor. Upstairs you'll find two large bedrooms and a full bath. All good homes should have a family room and this doesn't disappoint. The lower walk out had a cozy spot with a large sectional to watch movies and is perfect for "hanging out" with friends. There is a work out area and a bonus room located on the lower level. This is definitely more than a ski home as there is plenty of outside living space. There is a shady front porch with begs for a rocking chair and a good book. Sun seekers will enjoy the rear deck which faces west and gets plenty of sunshine. Perennial gardens abound and offer color and character all summer long. There is a garage barn that can be used in a myriad of ways... park a car, use the workshop, store your toys... There is also an upstairs mostly finished room that can be your blank canvas. Visit the Okemo real estate community today. Taxes are based on current town assessment.
Charming Renovated Farmhouse in the Heart of Chester This beautifully renovated farmhouse sits on a level half-acre lot just steps from Chesterâ??s Village Green, shops, and local amenities. Offering the perfect blend of historic charm and modern updates, this 4-bedroom, 3-bath home is ideal for year-round living or a Vermont getaway. Inside, enjoy a spacious kitchen with custom pantry shelving, a convenient first-floor laundry room and cozy mudroom. Two main-floor bedrooms provide flexible living options. The second level has a cozy 3rd bedroom and 3/4 bath plus the luxurious primary suite boasting a brand-new custom bathroom with a soaking tub, oversized steam shower, walk-in closet, and a peaceful sitting area. Outdoor living is equally inviting, with a covered wrap-around porch, screened porch opening to a stone patio, and a tranquil Zen garden. A vegetable garden awaits your green thumb, and the small attached barn offers extra storage or workshop potential. A newly added one-car garage and whole-house generator completes the package. Conveniently situated within 15 minutes of Okemo or Magic Mountain, and under 30 minutes to Bromley and Strattonâ??this is Vermont living at its best!
Skygate Farm is a historic Vermont farmstead first settled in the 1800s, which today spans over 300 acres of meadows, forests, trails, and weathered stone walls. The setting speaks of an early farmerâ??s wisdom â?? sited along a gentle hill to shield against the northwest winds, while opening to the first light of day and the vast mountain views to the east. Found at the end of a winding gravel road, the place offers complete privacy and a deep, restorative tranquility. In a later chapter, a mid-century modern stone residence was built to frame these views and capture the natural lightâ??conceived as a summer retreat and a winter getaway for ski outings. Families gathered here for picnics at the top of the meadow, long swims in the clear, spring-fed pond, and walks along the trails picking blackberries. Inside, a silver movie screen drops from the ceiling for evening films by the fire. Custom closets store fly rods, skis, and gear for every season. Two wood-burning fireplaces bring warmth on cooler days. The deep, detached garage offers ample space for cars, equipment and tools. For the last 25 years, this haven has been a full-time residence. Bluebird houses line the fields, perennial gardens bloom seasonally, and flocks of goldfinch move through the meadows in waves. The land also offers potential for regenerative farming with 29 acres of open meadow and mature maples for sugaring. A solar array has 48 panels. Showings begin July 10
Step back in time and experience the timeless charm of this beautifully preserved historic farm, originally known as Thompson Farm and later operated as Jersey Girl Farm. Dating back to 1830, this remarkable property blends 19th-century character with modern sustainability and comfort. The main house retains its original doors and slate roof, while recent upgrades include a new heating system, updated electrical wiring, windows designed to match the original style, and solar panels that make the home largely self-sufficient. Features a country kitchen with a spacious living room, and a generous dining room The first floor offers one bedroom and a half bath, while the second floor includes three additional bedrooms and a 3/4 bath. 33 stunning acres, the land includes a serene pond and river ideal for swimming or fishing, five outbuildings, and a magnificent 30x80 19thcentury barn. The property is dotted with apple trees with boundless possibilitiesâ?? a horse farm, a dairy operation, an Airbnb retreat, or simply a peaceful and charming home in the countryside. Driveway and bridge are going to be moved by the state TBD freight train runs twice a day at lower end of the property wide pine flooring square head nails post and beam barn several outbuildings solid cherry cabinets/butcher block counter 2 pond 3 porches generator Glenwood Stove
Price Reduction! Come see this private 2-acre lot, off a side street close to the picturesque Chester village. This well maintained 1968 mobile home has a bright open concept addition. Close to ski mountains and other snowmobile trails. Make this a Vermont getaway or a permanent home joining a wonderful community.
Have you been waiting to buy just the right property? An impressive home in a special town in an amazing state might be perfect. This well-loved Victorian has 4 bedrooms in the main house and another 3 bedrooms in the carriage house unit. There is a storage room in between the two spaces with doors to open to easily connect the units. The beautiful main house has a farmhouse-style kitchen, formal dining room for holiday dinners, 2 connecting living spaces with fireplace, a bedroom and a full bath. Upstairs are 3 more bedrooms and a full and half bath. The character and antique doors and trim make this house a home. The carriage house unit has 3 bedrooms, a kitchen and full bath and a large open great room and is perfect for guests. There are also more areas with potential - two more levels of barn space plus the attic. Outside you will find a large covered porch, a level back yard for games, and the Williams River down at the back of the property. Sold turnkey. Be the 4th family to own this home since 1868 and see why Chester has been voted one of the top 10 most beautiful towns in Vermont! Discover the tasty food options, pubs, antique shops, art galleries, yoga & pottery studios, and a country market with great sandwiches, fresh meats and produce. Experience Vermont - hiking trails, world class skiing, farms, refreshing rivers, restaurants, breweries and more. Be close to the best of Vermont's ski resorts! (Okemo, Killington, Stratton, Bromley, and Magic Mountains).
Donâ??t miss this incredible opportunity to own a lovingly maintained turn-key Victorian home nestled in the heart of charming Chester, Vermont. Whether you're seeking a warm and welcoming ski retreat or a comfortable year-round residence, this timeless property offers the perfect blend of historic character and modern convenience. Step inside and you are immediately welcomed by the large foyer, which is a great space to store the skis, poles and helmets from a great day of skiing. The main level features a generous living room anchored by a classic wood-burning fireplace ideal for cozy winter evenings. The sunny eat-in kitchen provides ample space for meals and gatherings, while the full bath with laundry adds everyday practicality. All windows were replaced in 2019, offering energy efficiency and bright natural light throughout. Upstairs, you'll find three spacious bedrooms, including a stunning turret space that creates a bright and airy nook perfect for reading or relaxing under the sun-drenched windows. The original woodwork and architectural details throughout highlight the craftsmanship of a bygone era. Outside, the covered wrap-around porch invites you to unwind and enjoy the peaceful sounds of the nearby babbling brook. Take a short stroll to the local market or explore the picturesque village with its shops, restaurants, and small-town charm. This home is more than just a place to stay itâ??s a place to create lasting memories. All only 15 miles from Okemo Mountain!
Chester is located in Vermont. Chester, Vermont 05143has a population of 3,010. Chester 05143 is less family-centric than the surrounding county with 22.47% of the households containing married families with children. The county average for households married with children is 26.01%.
The median household income in Chester, Vermont 05143 is $61,397. The median household income for the surrounding county is $63,787 compared to the national median of $69,021. The median age of people living in Chester 05143 is 53.2 years.
The average high temperature in July is 81.5 degrees, with an average low temperature in January of 7.4 degrees. The average rainfall is approximately 45.2 inches per year, with 67.6 inches of snow per year.
