Chester Vermont MLS Listings Homes For Sale

town and country realty associates

You are viewing Chester VT Homes between $150000 and $250000 dollars.

You can change listings price from to do not use $ or , in amounts
Switch to Land in Chester VT    Condos in Chester VT    Multi Family in Chester VT    Commercial Listigs in Chester VT  
1 Showing Results 1 to 3 of 3 Page 1 of 1 Results per-page:   5 | 10 | 20 | 50
CHESTER VT Lake House for sale $$169,000 | $845 per sq.ft.

$169,000 | $845 per sq.ft. CHESTER VT LAKE HOUSE FOR SALE ON RIVER SOUTH BRANCH WILLIAMS RIVER

3019 Popple Dungeon Road Waterfront Owned 200 Ft. of shoreline | 1 Beds | 1 Baths |   Total Sq. Ft. 200  |  Acres: 1

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. See MLS Property & Listing Details & 20 images.


CHESTER VT Home for sale $$199,000 | $272 per sq.ft.

$199,000 | $272 per sq.ft. CHESTER VT HOME FOR SALE
Price Change! reduced by $1,000 down 1% on July 8th 2026

1372 Potash Brook Road 2 Beds | 1 Baths |   Total Sq. Ft. 732  |  Acres: 18

Set on 18 forested acres along quiet, dead-end Potash Brook Road in Chester, this peaceful cabin offers a simple and inviting Vermont retreat with no through traffic and a true sense of calm. Well suited for a hunting camp, recreational getaway, or quiet place to unwind, the property provides privacy, natural surroundings, and easy access to the outdoor lifestyle Southern Vermont is known for. The cabin includes propane heat, a spring well, septic, and an inviting and cozy living space for weekends, seasonal use, or time away from the noise of everyday life. The structure will require new footings and is being sold as is, offering an opportunity for the next owner to make needed improvements while enjoying the land, setting, and existing cabin. The property is wooded and rustic in feel, with room to explore, observe wildlife, and enjoy the changing seasons. A brook runs through the land, adding natural character to the setting. Whether used as a base for hunting, hiking, snowmobiling, skiing, or simply relaxing in the woods, this property offers a practical and appealing Vermont escape. Ski areas, trail networks, fishing, and year-round recreation are all within reach, while the setting itself remains quiet, private, and refreshingly simple. If you are looking for land, privacy, and a modest cabin with key systems already in place, this Chester retreat is well worth a look. See MLS Property & Listing Details & 22 images.


CHESTER VT Home for sale $$249,500 | $130 per sq.ft.

$249,500 | $130 per sq.ft. CHESTER VT HOME FOR SALE

3668 VT Route 103 North 4 Beds | 3 Baths |   Total Sq. Ft. 1922  |  Acres: 2

Entrepreneurs and investors take note! This commercially zoned property offers exceptional potential for a home-based business, investment opportunity, or live/work lifestyle. The property features an oversized barn, multiple outbuildings, and ample space to support a wide variety of business ventures, workshops, storage, or hobby pursuits. The home is currently configured as two charming apartments, each showcasing timeless character with features such as stained-glass windows, soaring ceilings, and abundant natural light. The first-floor apartment boasts a beautiful brick fireplace with a classic hearth in the kitchen and opens directly onto a private patio, creating a warm and inviting living space. The impressive barn includes a heated workshop area, making it ideal for artisans, contractors, mechanics, or anyone needing year-round workspace. Whether you're looking to establish a small business, expand your existing operation, or simply enjoy the flexibility of extensive storage and workspace, this property offers endless possibilities. Conveniently located on Route 103 between Chester, Springfield, and Ludlow, the property provides excellent visibility, easy access, and ample parking for customers, clients, and guests. See MLS Property & Listing Details & 38 images.


1