The median home value in Chester, CT is $494,500.
the county median home value of $299,950.
The national median home value is $308,980.
The average price of homes sold in Chester, CT is $494,500.
Approximately 64% of Chester homes are owned,
compared to 26% rented, while
10% are vacant.
Chester real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Chester real estate agent to arrange a tour today!
Learn more about Chester.
Behold, this enchanting abode nestled on the hillside, perched gracefully upon the verdant landscape on a quiet-cul de sac. Step inside and a sense of tranquility washes over you. With an impressive 2,584sqft of living space, this dwelling boasts an abundance of space, three bedrooms, and two full baths with the primary suite on the first floor. The dining room, awash in natural light, is a space that invites joyous gatherings and shared meals. Bathed in warmth, it becomes a canvas on which memories are painted. But it is the grand living room that captures the heart. Awakened by the flickering flames of a majestic fireplace, this vast expanse of comfort beckons one to sink into its plush embrace. A colorful bright library with built-in bookcases and an alcove for your special piece of art or furniture awaits you for a quiet afternoon of reading. There is an office space with its own entrance for a studio or office. In this fanciful house, every corner whispers a tale, every room a sanctuary of its own. Outside, nature unveils its splendor, as the property extends over a generous .72 acres with professional landscaped gardens and mature trees - surrounded by brick walks and patios for alfresco dining. A separate lot with two car garage is across from the house. This house, bathed in elegance and nestled within nature's embrace, is ready to welcome you home.
Welcome to 6 Hickory Hill Road. Aside from its price, here are a few things that you are going to love about this home. For starters, you aren't just buying a home; rather, you are buying into a highly desirable community that people come to, fall in love with, and stay for a very long time. Second, the schools are phenomenal and are among the highest rated and sought after in the state. Third, the home is only a 5 minute walk to the downtown area which is filled with all sorts of little boutique shops, a brew pub, and restaurants that offer a variety of dining options as well as al-fresco dining. Also, when you pass through the downtown area, you will feel as though you have left Connecticut and entered into a small village in Europe. The home features 1,821sf of living space. It also has 3 bedrooms (one of which is located on the 1st floor), 2 full bathrooms, an eat in kitchen, a dining room, a family room with a wood stove, and a living room with a wood burning fireplace. The home also features hardwood floors throughout, a 2 car garage, a full basement, a wood deck, a brick patio, and a beautiful yard that’s near a small brook. The home is also serviced by Connecticut Water and a septic system. Whether you are looking for a vacation home outside of the city or a home in a great community, you found it here. Book your showing today before this one is gone! As-is sale. More photos will be added soon.
This spacious contemporary home has tons of living space inside & out! You'll feel welcome as you enter the large front foyer with tile floors. The front to back living/dining room features hardwood floors, two large picture windows & a cathedral ceiling w/2nd floor balcony. A seasoned cook will appreciate the kitchen with abundant storage, newer appliances, granite counters, center island with cooktop, eating area with access to a deck w/Pau Lope decking. The remainder of this space is a relaxing sitting area, half bath, laundry & access to the 2 car attached garage. This first floor also features a very large family room, a den with slider to a second deck & a fenced area off the back. The master bedroom with large dressing room and private bath round out the first floor. The second floor is home to 4 comfortable bedrooms, a full bath & attic storage. A newer warm air furnace keeps the home cozy & the new Central Air System keeps it cool. A wonderful bonus is the 720 sq ft guest home complete with a kitchen, full bath, living/dining room, bedroom & storage room. The guest house is currently rented but offers many possibilities. The home sits on 3.64 private acres abutting 8 acre lot owned by the Chester Land Trust. This great location is close to Chester Center featuring wonderful restaurants, specialty shops, and the Norma Terris Theater. Cedar Lake is close so you can swim, fish, kayak or ice skate. This house has much to offer its next owners. Is that you?
This is an amazing opportunity to own a large warehouse approved building of amazing proportions. Factory history on this building, known as the Brooks factory, shows uses as far back as 1848 with the manufacturing of screw eyes and hooks. The old grist and saw mill is across the creek located on the property and the water rushes over the rocks with a pleasing sound. Many special principal uses are listed as permitted with special exception, such as a Bed $ Breakfast or Art Facility, according to R-1 town zoning regs. Already in place in the main building is a loading dock and 3 floors of large workspaces with some spaces drywalled. Plenty of light streams in from the original leaded windows which adds to the character of this property. Located in the thriving Art, unique shopping boutique and top-rated restaurant community of Chester, CT., the possibilities for this property are endless and many uses come to mind, such as artist workspaces, galleries, shops, designer spaces, theatre. No representation is made regarding uses and buyer due diligence is required. Property is unique and seeks a buyer with capital and vision. Descendants of the Brooks family repurchased the property in 2019 and have done many updates to the building including a new roof on the entire back section of the building, some electrical wiring, a new hot water heater, lighting fixtures in the main living area. A large expanse of the property was cleared to a lovely grass lawn.
Opportunity to build office/warehouse/storage in Chester's Research Park. Large parcel - great signage opportunities. Just off Exit 6 of Route 9. Frontage on Inspiration Lane and West Main Street. See attachments for zoning regs, deed, perc test info.
Enjoy Chester close to shopping, restaurants, Parks. Centrally located between Boston, and NYC> Home is in need of some updating, and is being sold as is. Ready to conform to your taste, pick out the rooms colors, and make this your new dream home in Chester.
This home offers brand new wood flooring throughout, and is freshly painted. The second level currently has 2 bedrooms and a large great room that may be divided for additional 2 bedrooms- there are 2 closets in that area. The first level has an office/playroom off the large eat-in kitchen/dining area. Currently the kitchen is completely painted, there are no cabinets or appliances. The water heater is brand new, the furnace needs replacing, there is duct work for warm air. The property has a separate cottage that can be used as a garage or hobby area. The bridge on the right of the property allows access to the rear of the property. The rear of the property offers an additional large wood shed for hobbies or storage, there is access to the property from the road that abuts the property in the rear. There is a rolling stream that runs behind the home, which an additional bridge , gives access to rear portion of the property. Nearby attractions include a Gillette Castle, Cockaponset State Forest, Chester/Hadlyme Ferry, Cedar Lake, stunning shoreline, train station, and parks. Ready for your personal touches, don’t miss out in this one!
A WATERFRONT MASTERPIECE with guesthouse! This treasure was gutted and tastefully renovated in 2022 to new condition. Tucked away in historic Chester Village on the Pattaconk River, the home overlooks an historic waterfall owned by the town of Chester. The home also enjoys pastoral views of the famous Jennings Pond from every room. New wide board wood floors throughout first and second floors, a new true chefs' kitchen, 3 gorgeous fireplaces, an office/library area overlooking the waterfalls. The master bedroom suite is truly a one of a kind with a fireplace, dressing-room and scenic views of Jennings pond. The lower level has a private bedroom suite with its own entrance and deck with breathtaking views of the waterfall and the Pattaconk River. It also has a fireplace, beautiful bamboo flooring, and a large cedar closet. The property has new bronze fencing around decks and terraces. There is a large area by the river with room for a pool or for large gathering. This piece of heaven is a 5 minute walk to village restaurants, shops and worship facilities. Minutes to major commuting lines and Amtrak stops. 90 mins to Boston and 2 hrs to NYC. Movie buffs will love that Jennings Pond was the site of the 1958 movie "It happen to Jane" starring Doris Day. All new state of the art mechnicals 2022, and a new whole house generator (propane).
Multi-tenant building. Great access to / from Route 9. Many uses - office, medical office, storage ,light industrial/mechanical. Two Office Areas and a one restroom and a Kitchenette Rent is $750.00 Per month (utilities additional expense). Tenant is responsible for propane, electricity, any janitorial services, light bulbs and ballasts, keeping space in front of suite free and clear of snow and ice. And signage (which must be approved by landlord in advance). Open unit with standard walk-in door.
Extraordinary views down and across the Connecticut River Valley from this 1.5+ acre building lot located in Chester less than a mile from the village. Current owner has completed much of the hard work to make this one-of-a-kind site build ready: Septic tested and approved for 3-bedroom house, public water hookup at the street, clear cut, and a well-engineered driveway to reach the house site at the top. From there, four-mile, all-season views to Lyme and Deep River, and a limited view of Gillette Castle create an ever-changing, real-life tableau. The lot is high, dry, ideal for active and passive solar, think GREEN efficient home. The driveway may be challenging for some, but for those who choose to follow it to the house site at the top, well worth effort for these stunning views. Build your nest home in Chester and enjoy all the village has to offer with views to impress! Drone footage available https://youtu.be/Ks6ut-XOkng
Fantastic Chester Village! Welcome to the historic Millhouse at 5 West Main Street Chester. One space in December. Two floors, nice visibility, quiet building. This wonderful antique property is a perfect spot for office, service business, art studio. Refreshed and gleaming with lots of natural light you’ll love going to work everyday located here. Walk to all Chester Village offers. Easy access to Route 9 and I-95.