Chester Homes for Sale

Welcome to Chester, a picturesque city steeped in history and charm, nestled in the heart of Cheshire, England. Known for its stunning Roman architecture, vibrant cultural scene, and beautiful riverside views, Chester offers a unique blend of old-world allure and modern conveniences. As you stroll through the cobbled streets, you’ll discover an array of boutique shops, delightful cafes, and historic landmarks, including the iconic Chester Cathedral and the ancient city walls that encircle this captivating town. The River Dee meanders gracefully through the city, providing a tranquil backdrop for leisurely walks and picnics.

For those looking to make Chester their home, the real estate market is thriving with a diverse selection of homes for sale. From charming period properties with original features to contemporary new builds equipped with the latest amenities, there’s something to suit every taste and budget. Families will appreciate the spacious townhouses and family homes located in sought-after neighborhoods, while young professionals can find stylish apartments in the city center, just a stone’s throw from bustling shops and restaurants.

Investing in Chester means not only securing a beautiful property but also embracing a lifestyle enriched by community spirit and a wealth of recreational opportunities. With excellent transport links to major cities like Liverpool and Manchester, Chester is ideal for commuters seeking a peaceful retreat without sacrificing accessibility. Discover your dream home in Chester today, where history meets modern living in perfect harmony.

Newest Chester Homes for Sale

$235,000

3 Beds ⋅ 1 Baths ⋅ 73568776 MLS

OPEN HOUSE SCEDULED FOR 8/29 HAS BEEN CANCELLED

11 Maple St, Chester

Listing courtesy of Listing Agent: Kolleen E. Schmitt from Listing Office: Keller Williams Realty.

$225,000

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.

23 Maple St, Chester

Listing courtesy of Listing Agent: Keira Hildack from Listing Office: Keller Williams Realty.

$250,000

2 Beds ⋅ 1 Baths ⋅ 73562806 MLS

Absolutely charming and lovingly maintained home across the road from Walker Brook! Enjoy the tranquil sounds of the running water, cool off on a hot summer day or cast out a line and enjoy a vacation right at home. Relaxing wrap around deck to enjoy your peaceful surroundings and seasonal views. An amazing sun room that provides for more space to take in the nature around you, even from inside! The living room with hardwood floors and a gas stove for cozy winter nights offers a large bow window to let in the natural light. The kitchen is bright and spacious with cathedral ceilings and a dining area. Convenient first floor laundry off the kitchen too. Good size bedrooms! The main bedroom has 2 closets, sliders to the wrap around deck and sunroom. This truly special home is move in ready. Garage area, two storage sheds, garden beds and nicely landscaped. This one has it all, for year round or vacation living! Great location! An easy drive to the Berkshires and Northampton. Close to all the great local amenities, historic town center, Chester Theater and never ending popular recreational spots all through-out the hilltowns! Call today.

28 Hampden St, Chester

Listing courtesy of Listing Agent: Victoria Minella-Sena from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

$100,000

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.

$749,000

4 Beds ⋅ 2 Baths ⋅ 73560456 MLS

This remarkable log home provides a peaceful, serene escape designed for easy, comfortable living. Situated on nearly four private acres in picturesque Chester, NH, this exceptional residence beautifully pairs timeless rustic charm with modern versatility. Inside, warmth and craftsmanship shine through freshly painted interiors and rich natural woodwork. The open layout features 9 spacious rooms, including 4 bedrooms and 2 full bathrooms. Designed with single-level living options in mind, the primary bedroom suite opens directly through French doors into a light-drenched sunroom, complemented by a convenient main-level laundry room. Thoughtful updates add complete peace of mind, including recent log maintenance, new gutters, and a freshly seal-coated driveway. Outdoors, the property transforms into a private paradise: Detached 3-Car Garage: Features a brand-new roof, drive-through bay, heat, and water access. The massive unfinished space above presents endless possibilities for an art studio, workshop, or future Accessory Dwelling Unit (ADU). A 50 ft. Entertainment Deck: Overlooks peaceful grounds and the soothing waters of Towle Brook winding along your private acreage. Enjoy ultimate privacy and country charm without sacrificing convenience—located just 25 minutes from the Massachusetts border and an hour from Boston. Schedule your private tour today to experience this stunning Chester retreat!

34 Edwards Mill Road, Chester

Listing courtesy of Listing Agent: Tina Hagen from Listing Office: Berkshire Hathaway HomeServices Verani Realty.

$2,000,000

4 Beds ⋅ 4 Baths ⋅ 73531137 MLS

Discover exceptional luxury living at 32 Colby Farm Road, a custom-designed 5,110-square-foot farmhouse set on a picturesque one-acre homesite in Chester, New Hampshire. Thoughtfully crafted with high-end finishes and timeless design, this stunning home features dual primary suites, including a first-floor retreat with heated bathroom floors, two walk-in closets, and private deck access. The chef’s kitchen is equipped with premium Thermador appliances, an oversized island, quartz surfaces, and a fully appointed butler’s pantry. Additional highlights include two laundry rooms, a private office, media room, expansive great room, walkout lower level with future expansion potential, and a three-car garage with 12-foot ceilings. This home offers the perfect balance of privacy and convenience. Located minutes from Route 93, Manchester-Boston Regional Airport, and major commuter routes, Boston is approximately 50 minutes away and Manchester-Boston Regional Airport, and major commuter routes.

32 Colby Farm Rd, Chester

Listing courtesy of Listing Agent: Jo-Ellen Redmond from Listing Office: eXp Realty LLC - Corporate Office.

$185,000

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.

$249,900

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.

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