Chester Vermont Real Estate

Attention investors or first time home buyers alike! This incredible property is an absolute gem, situated just minutes away from the exhilarating Okemo Mountain Resort and a stone's throw from the charming village of Chester, Vermont. Boasting 3 bedrooms, over an acre of sprawling flat land adorned with a serene brook, and a breathtaking ridgeline providing a picturesque backdrop, this is an opportunity not to be missed! Picture yourself nestled in this tranquil haven, with the soothing sound of the brook in the background and the majestic ridgeline as your daily vista. But that's not all – with a 3-bedroom septic system, a drilled well, a garage, and a sturdy concrete pad that could potentially accommodate your dream build, the possibilities are endless. Whether you're envisioning a lucrative rental investment, a cozy full-time residence, or the chance to start afresh by crafting your own vision, this property delivers on every front. And let's not overlook the golden rule of real estate: location, location, location – and this one has it in spades! Imagine the thrill of zipping down the mountainside in mere minutes, with Okemo's slopes practically at your doorstep. Don't let this opportunity slip away – seize the chance to make this your own piece of paradise today!

This wonderfully well-maintained home sits back nestled off of route 10 between the village of Chester and town of Springfield. This property features 2 bedrooms and 1 1/2 bathrooms, a standing seam roof, an oversized two car garage and a nice open lot.

Quaint Ranch nestled just moments away from Route 103 in the charming town of Chester with a serene Vermont country setting. This delightful 3-bedroom, 1-bathroom residence has been impeccably cared for. Surrounded by picturesque countryside, you'll marvel at the tranquil views of nearby mountains, the expansive level grounds, and the neighboring fields. This property has many great features, including a newer boiler and oil tank, a recently installed wall oven, double-pane windows, two-car garage that provides ample storage space for your belongings and accommodates two large vehicles with ease. A good-sized covered deck adjacent to the kitchen, a perfect spot to unwind and savor the beauty of the Vermont Seasons. This property offers a turnkey experience, and with a few personalized updates, it promises to be an ideal retreat for year-round or full-time living. Conveniently located just a brief 8-mile drive to Okemo Mountain and Ludlow Village, and only 9 miles to Chester Village Green, you'll enjoy easy access to both recreational amenities and community conveniences.

Touted as one of the more interesting locations found in Vermont, Chester's Stone Village abounds in history and charm. A classic Federal home has brick ends and clapboard front design could be your next home. Though this charming 4 bedroom 2 bath home isn't made of stone its a part of a cluster of nine houses and a church that were built in the 1830s and 1840s by local masons from stone quarried on nearby Mount Flamstead. The home retains many characteristics from its earlier days yet has had many recent upgrades including but not limited to: Updated roofing, electrical and plumbing. There is still some work to be done which will allow you to put your personal touches to the home. Whether it's a primary or second home, this floorplan works well. The updated kitchen has plenty of counter space and a breakfast nook/office area. There is a formal dining room for entertaining, front living room and the other two large rooms consist of a bedroom with woodstove and a game room. Head up the craftsman built front staircase and you'll find three other bedrooms both a full and a half bath. Lovely woodwork, built-ins, storage, and wide board floors. Lovely gardens, perennials, hidden stone garden, patio, and firepit. Okemo is only 12 miles away offering: golf, fishing, hiking, snowmobiling. This village home is awaiting your touches! Purchaser's change of heart is now your opportunity. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Classic 1852 brick colonial home located on the corner of Grafton and Main Streets in beautiful downtown Chester. A short stroll to the town green, library, shops and antique shops. Currently a 2 unit apartment, it's top floor consists of a two bedroom one bath unit while the downstairs is set up as a one bedroom cozy apartment. The house can very easily be converted back to a single family home by simply removing a wall on the lower level which was installed only a few years ago. The whole house has electric and plumbing updates. Two recent hybrid water heaters and furnace. A new roof was just installed. Priced to sell, please note current tenants are occupying both units. Appointments with at least 48 hours notice are needed. Showings will be scheduled in blocks of time. This is an excellent opportunity to either convert the home back to a single family or live in one and rent the other. Visit the Okemo real estate community today. Taxes are based on town assessment.

Located in the neighborhood of Putnam Hill in Chester, this newly constructed dormered 2.5 story 5 bedroom, 4 bath home on 3.2+/- acres has been framed and is utility ready with septic, well, electric in place. The first floor space features a Great Room with 16' ceilings at its highest points, large kitchen with work area and plenty of cabinet space, a separate dining room for large gatherings, a formal living room and full bath which could also function as a first floor bedroom. The second floor is designed for 4 bedrooms and 2 full baths and the third floor has flex space with four large dormers and beautiful views. This thoughtfully designed home includes a walkout basement with 9' ceilings and intentional framing to include large windows. Solid wood doors are on site along with 10” wide plank pine flooring, furnace and misc. materials. This home was built by a Master tradesman with years of experience. The architectural framing is quite remarkable as is the desirable location of Chester VT with short drives to various ski mountains.

With it's stone fireplace, exposed beams, and textured logs, this home offers an authentic connection to the great outdoors. For nature enthusiasts, the property's proximity to Okemo Mountain, hiking trails, VAST trails, golf courses, and swimming spots is unbeatable, all within 8 miles. Tucked away on Whitmore Road just up off of 103, this home offers privacy in a serene setting, yet still very close to all amenities. Though the house itself requires some tender loving care, it presents an exciting opportunity for those with vision and ambition. Picture transforming the spacious living area with its impressive stone fireplace to match your unique style. Cathedral ceilings create an expansive and airy ambiance. A designated area with a bar offers the potential to create a remarkable entertainment space. Adjacent to the house, a poured foundation awaits your creative touch, approved for a barn or additional structure. Whether you choose to complete the vision or let your imagination run wild, this property offers endless possibilities for customization and personalization. Escape the hustle and bustle of modern life and envision your own Vermont retreat in this charming log home. Schedule a showing today and take the first step toward turning your vision into reality.

Looking for the perfect ready to move in home in Vermont? This beautiful home is centrally located in the quiet town of Chester, Vermont on Route 103. Close to many ski mountains, within 10 minutes to Okemo mountain. House features a 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 distance to several beautiful lakes, mountains to hike, near the VAST trails, and interstate 91. Very spacious and also currently a great short term rental income property. And if you happen to lose power there is a 20kw stand-by propane generator ready to go. Call for a showing today!

Nestled on a picturesque 3.6-acre lot, this expansive Colonial home offers the epitome of Vermont living. Boasting 6 bedrooms, the residence exudes comfort and space. The heart of the home is the generous kitchen with an island, abundant counter space, and cabinets, all adorned with elegant granite countertops. Entertain in the large dining room or relax in the spacious living room that seamlessly flows to the front deck, bringing the outdoors in. An inviting sunroom opens to a very private back deck featuring a rejuvenating hot tub. The new walkout basement entrance leads to a convenient mudroom with ample ski storage, making winter adventures a breeze. The basement encompasses a recreational room with extra sleeping quarters and a delightful game room, offering endless entertainment options. An attached oversized garage provides convenience and additional storage. Beyond the main residence, a substantial barn accommodates equipment and toys, while an attached cottage offers the potential for restoration into a charming playhouse or office. This turnkey offering includes full furnishings, ensuring a seamless transition into your new abode. Secluded and serene, yet just a half mile from town, this property provides the perfect balance of tranquility and accessibility. Enjoy a short 15-minute drive to Okemo Mountain and easy access to other major resorts. Immerse yourself in the Vermont experience at its finest, embracing the beauty and charm this property has to offer.