Chester Vermont MLS Listings Homes For Sale

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Under Contract CHESTER VT Home for sale $$299,000 | $261 per sq.ft.

$299,000 | $261 per sq.ft. CHESTER VT HOME FOR SALE New Listing!

247 Cavendish Road 3 Beds | 1 Baths |   Total Sq. Ft. 1144  |  Acres: 1.25

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. See MLS Property & Listing Details & 20 images.


Under Contract CHESTER VT Home for sale $$300,000 | $103 per sq.ft.

$300,000 | $103 per sq.ft. CHESTER VT HOME FOR SALE

270 North Street 4 Beds | 3 Baths |   Total Sq. Ft. 2919  |  Acres: 0.5

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. See MLS Property & Listing Details & 29 images.


CHESTER VT Home for sale $$305,000 | $167 per sq.ft.

$305,000 | $167 per sq.ft. CHESTER VT HOME FOR SALE

17 Grafton Street 3 Beds | 2 Baths |   Total Sq. Ft. 1824  |  Acres: 0.37

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. See MLS Property & Listing Details & 15 images.


CHESTER VT Home for sale $$350,000

$350,000 CHESTER VT HOME FOR SALE
Price Change! reduced by $175,000 down 50% on March 29th 2024

49 Putnam Hill Road 5 Beds | 4 Baths |   Total Sq. Ft. 0  |  Acres: 3.21

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. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour


CHESTER VT Home for sale $$645,000 | $269 per sq.ft.

$645,000 | $269 per sq.ft. CHESTER VT HOME FOR SALE
Price Change! reduced by $50,000 down 8% on January 31st 2024

341 Whitmore Brook Road 3 Beds | 3 Baths |   Total Sq. Ft. 2400  |  Acres: 2.33

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. See MLS Property & Listing Details & 38 images.