Chester Vermont MLS Listings Homes For Sale

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You are viewing Chester VT Homes between $500000 and $1000000 dollars.

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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.


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


Under Contract CHESTER VT Home for sale $$950,000 | $240 per sq.ft.

$950,000 | $240 per sq.ft. CHESTER VT HOME FOR SALE

1346 Goldthwaite Road 4 Beds | 4 Baths |   Total Sq. Ft. 3954  |  Acres: 27.84

Discover the allure of this custom-built post and beam home nestled on 27 scenic acres. Built in 2006, this stunning residence offers a seamless blend of rustic charm and modern luxury. The heart of the home is the spacious eat-in kitchen, featuring a large center island with stools, granite counters, and high-end appliances. The open concept design flows into the dining area and living room, anchored by a magnificent quarry stone fireplace. Radiant heat tile flooring adds warmth and comfort throughout the main level. Step outside onto the 12X18 deck, ideal for grilling and entertaining.Relish panoramic views from the sunroom with its large windows, offering a tranquil retreat within your own home. The game room beckons with a full wet bar, creating an entertainer's paradise.The lower walk-in floor houses spacious bedrooms, an office, and a mudroom. The primary bedroom is a sanctuary, complete with an ensuite bath, gas fireplace, and a private patio with a hot tub--luxury at its finest. Additional amenities include two separate garages--one featuring a two-bedroom guest house with a mudroom entry, perfect for visitors or a home office. Multiple bays provide ample space for vehicles, ATVs, snowmobiles, and a workshop. Outside, explore a mix of woods, meadows, and streams, along with a bocce court and a shooting range. Direct access to VAST trails ensures year-round outdoor adventure. Located near town and skiing this property offers an ideal VT retreat for all seasons. See MLS Property & Listing Details & 39 images. Includes a Virtual Tour


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