Chester Vermont MLS Listings Homes For Sale

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Under Contract 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 & 39 images.


CHESTER VT Home for sale $$675,000 | $391 per sq.ft.

$675,000 | $391 per sq.ft. CHESTER VT HOME FOR SALE

4877 VT Route 103 4 Beds | 2 Baths |   Total Sq. Ft. 1728  |  Acres: 1.12

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! See MLS Property & Listing Details & 35 images.


Under Contract CHESTER VT Home for sale $$799,000 | $237 per sq.ft.

$799,000 | $237 per sq.ft. CHESTER VT HOME FOR SALE

233 Dodge Road 6 Beds | 5 Baths |   Total Sq. Ft. 4532  |  Acres: 3.63

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. See MLS Property & Listing Details & 39 images. Includes a Virtual Tour


CHESTER VT Home for sale $$999,000 | $373 per sq.ft.

$999,000 | $373 per sq.ft. CHESTER VT HOME FOR SALE New Listing!

686 Green Mountain Turnpike 2 Beds | 2 Baths |   Total Sq. Ft. 2680  |  Acres: 94.63

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 with friends and family a breeze whether it be an intimate dinner or a large crowd. The home's eastern exposure over a stunning alpine valley provides endless opportunities to appreciate Vermont's natural beauty. With a rich history as a working farm, this property is ready for its next chapter. This scenic 90+/- acres of stunning land, which is enrolled in the current use forestry program also has an outdoor riding arena, and perhaps an opportunity to create additional building lots in the future. Additionally the home can be purchased with just 3 acres. See MLS# 4995602. Whichever you choose you will find yourself poised for the enriching experience of living in this captivating haven. Don't miss the chance to create your sanctuary in Vermont. Schedule a viewing today!! See MLS Property & Listing Details & 37 images.