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27 Maple Ave, Chester
$290,000
3 Beds ⋅ 2 Baths ⋅ 73589335 MLS
Very well-maintained home on dead end street within walking distance to store, 2 restaurants and library. Walk out onto the back deck, to a nice size yard, with the West Branch of the Westfield River in your back yard. Come home and stick your toes in the water and relax to the serene sound of the babbling river, after a long day. 2 story conventional style home with 6 rooms, 3 bedrooms, 1.25 baths, 1 car attached garage and a cute front porch. Title V failed, perc test done, design completed and out for bid. and new septic system to be installed. Same owner for 50 years and it is time for new owners to enjoy this ready to move in home. Be in for the holidays. Don't miss this sweet home.

27 Maple Ave, Chester

Listing courtesy of Listing Agent: Kathleen A. Engwer from Listing Office: RE/MAX Compass, Lee MA.
2 Taft Rd, Chester
$39,000
73586614 MLS
Unique Property with Multiple Outbuildings and Versatile Use Potential Discover a rare opportunity in Chester — a property offering multiple outbuildings, upgraded utilities, and flexible space for storage, recreation, or future development.The land includes two well-built sheds:Utility Shed — insulated, equipped with electric heat, and houses the well pump, providing reliable year-round functionality. Cabin-Style Shed — transformed into a comfortable retreat with 200-amp electrical service, electric heat, and full insulation, making it ideal as a workshop or hobby space.A metal shipping container on the property adds substantial secure storage for equipment, tools, or recreational gear. Whether you’re looking for a getaway spot, a base for outdoor activities, or a property with ready-made utility structures, this location offers exceptional versatility.

2 Taft Rd, Chester

Listing courtesy of Listing Agent: Todd Kazunas from Listing Office: Gallagher Real Estate.
1 William St, Chester
$189,000
2 Beds ⋅ 1 Baths ⋅ 73585530 MLS
First Showings start Sunday 10/4 at the Open House, 11am-12:30pm on this great starter home. If you have been looking for an affordable opportunity to buy a home, then this is it. The home has an open layout with a large living room, dining room and a full bath all on the first level. There is also a sizable country kitchen that leads to a deck with a pleasant view of the hills of Chester. There is a laundry off the kitchen as well. The second floor has another bedroom and an open area that is presently used as a guest/bed loft. Off the back deck is a yard with enough room for the kids or entertaining. There is also a barn shed on the property for workshop or storage. This home is the perfect starter home on a quiet dead end street and walking distance to all Chester has to offer.

1 William St, Chester

Listing courtesy of Listing Agent: James Adams from Listing Office: Hilltown Real Estate by Adams Realty.
93 Crane Rd, Chester
$129,900
1 Baths ⋅ 73579781 MLS
Escape to the scenic hills of Chester with this unique 5.2-acre property offering the opportunity to create your year-round country home. Two major infrastructure investments are already in place with the well and three bedroom septic system. Giving you the head start on your new home. The existing 560-square-foot cottage provides a comfortable retreat while you plan and develop your vision for the property. Surrounded by wooded acreage, the setting offers privacy, natural beauty, and plenty of room to enjoy the outdoors. In the meantime, the existing cottage makes an excellent weekend getaway, hunting lodge, or recreational retreat. Built in 2011 with a metal roof, wood exterior, the cottage provides a solid starting point. A special opportunity to build a year-round home in a peaceful Western Massachusetts setting while enjoying the property today. Buyer to perform all due diligence regarding zoning, permitting, building requirements, and future use.

93 Crane Rd, Chester

Listing courtesy of Listing Agent: Daniel James Piasecki from Listing Office: Coldwell Banker Community REALTORS®.
23 Maple St, Chester
$215,000
2 Beds ⋅ 1 Baths ⋅ 73563768 MLS
Welcome home to your little slice of a rural countryside community. This property is situated on the west branch of the Westfield River in a quiet but convenient location. Enjoy your coffee on the porch and get lost in the sounds of nature. Inside you will find an open floor plan, a newer primary first floor bedroom, and three rooms upstairs with closets. This home is a hidden gem with tons of potential. Book your showing and bring your vision. Water heater purchased in 2021. Roof on addition was put on this year APO. Roof on main part of house is about 12 years old. 500 gal propane tank is owned. Buyer to do due diligence. Property appraised for 239k.

23 Maple St, Chester

Listing courtesy of Listing Agent: Keira Hildack from Listing Office: Keller Williams Realty.
166 Route 20, Chester
$80,000
2 Beds ⋅ 2 Baths ⋅ 73561688 MLS
Investors take note of the potential offered by this charming colonial home. Property is being sold as-is. The seller prefers a 60-day closing to allow sufficient time for removal of personal items from the house, yard, and barn. Title V has failed and will be the buyer’s responsibility. The home features partially updated plumbing and electrical systems, including an electrical panel and hot water tank installed approximately three years ago.

166 Route 20, Chester

Listing courtesy of Listing Agent: Thomas Despard from Listing Office: Nexthome Elite Realty.
1 Crane Rd, Chester
$150,000
4 Beds ⋅ 2 Baths ⋅ 73520586 MLS
Colonial style home featuring 8 rooms, 4 bedrooms and 2 bathrooms located on 6+ acre lot.

1 Crane Rd, Chester

Listing courtesy of Listing Agent: Melissa L. Blondek from Listing Office: Gallagher Real Estate.
254 Route 20, Chester
$229,900
3 Beds ⋅ 2 Baths ⋅ 73428417 MLS
Welcome to this historic Colonial home nestled in the center of Chester, offering charm and modern potential. Featuring 6 spacious rooms, including 3 generous bedrooms and 1.5 bathrooms, this home is ideal for Living, investors, or those seeking an Airbnb rental opportunity. Inside, enjoy the warmth of beautiful wood floors throughout most of the home, a large kitchen with ample counter and cabinet space, and closets galore for all your storage needs. Additional features include a spacious three-season front porch that’s surrounded by natural light accented by a beautiful wood ceiling, vinyl windows, an attached 1-car garage, and a storage shed — all situated on a 0.36-acre lot. Located along the scenic Westfield River, this property is a haven for outdoor lovers, with nearby hiking and riding trails, and is just a short drive to Jacobs Pillow, Tanglewood, Lee Outlets, and only 30 minutes to Westfield or the Berkshires.

254 Route 20, Chester

Listing courtesy of Listing Agent: Dennis LeClair from Listing Office: RE/MAX Compass.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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