The median home value in Chester, MA is $146,750.
This is
lower than
the county median home value of $248,000.
The national median home value is $308,980.
The average price of homes sold in Chester, MA is $146,750.
Approximately 71% of Chester homes are owned,
compared to 15% rented, while
14% 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.
We were unable to find listings in Chester, MA
GREAT POTENTIAL TO HAVE YOUR OWN CABIN IN THE WOODS! This property is located in Sherwood Forest Lake District and features 3 BR, 1 bath, and one car garage. Being sold "as is" including debris in and around the house. House needs work to bring it back to its glory. Buyer to perform due diligence, including well testing, smoke certificate and utilities. Property failed Title V. There is a wood stove for heating and electric hot water heater. Would be perfect for future Airbnb or hunting lodge. Close to ski areas. Will not qualify for financing. Must be cash or rehab loan. Subject to probate approval. There is one additional lot being sold with this house and all for the same low price. The parcel is an additional .527 acres.
EQUINE ESTATE! PRIVACY! ACREAGE! Stunning equine property boasts 37+acres, 3000 sq' Cape, multiple barns, indoor & outdoor ring, 4 garage bays & so much more! Kitchen w/granite,SS, island & dining area, FR w/stone hearth fplc opens to Sunroom, both boast refin hdwds & views of fabulous grounds! Love to cook? Kitchen boasts granite, island, brkfst area & French door to porch & views of barns & horses! Our privately located 1st fl main bdrm w/tiled bath will help you decompress after a long day. Formal dining, office w/French doors & 1/2 bath finish this level impeccably. 2nd fl offers 3 bdrms & full bath plus private bonus room over garage add to amenities. Ext features incl wrap around porch, ovrszd patio w/built in grill, firepit & inground pool. Lets talk horses! Morton Barn incl 6 stalls, 120X60 ring, heated wtr bckts, hay loft, viewing, tack room & wash stall. Paddock comes w/2 wood barns boasting 6 addtl stalls, 200x100 outdoor ring w/stadium lighting & pasture adds to value here.
Discover the charm of this lodge-style ranch in Colebrook, Litchfield County - a hidden gem in the Berkshire foothills. With rustic wood paneling, beams, floors and an inviting stone fireplace, this home exudes warmth and character. The open layout connects living spaces seamlessly, and the remodeled kitchen boasts cherry cabinets and granite counters. Enjoy the tranquility of the enclosed heated front porch and the practicality of the mud room/utility room with built-ins. Situated on a 33-acre plot with fruit trees and a 33 x 24 barn, this property offers a peaceful rural lifestyle. Beyond the home, Colebrook invites you to explore its rich offerings. Treat yourself to lunch at the historic Colebrook Store, (the oldest operating general store in Connecticut), hike the Deer Hill Trail for panoramic views, or visit Norbrook Brewery and Farm Trail for cold beer and Disc Golf. For winter adventures, Butternut Ski Resort is less than 30 minutes away, while Catamount Mountain and Tanglewood offer cultural experiences. This property is not just a home"it's an invitation to a lifestyle filled with nature, adventure, and the best-kept secrets of the Berkshire foothills. Seize the opportunity to make this your home!
Blue Hill Farm: 1820 Center Hall Colonial in excellent condition on 249 high acres with hay meadows, pastureland, an apple orchard, woodlands, gardens, a tennis court and a 1970's caretaker/farmer's house. The main house has 6/7 bedrooms and 3 baths, along with a three-car attached garage. The property consists of 7 parcels of contiguous land surrounded by the Umpachene River on three sides. There are long views to the west of the Taconic Range from inside and outside of the house, and a grouping of antique and other barns to the south across a very rarely traveled, narrow dirt road. Offered for the first time since 1967.
Luxurious Country Estate between New York and Boston! Nestled to the North of rural Granby, CT, this luxurious country estate offers the perfect blend of privacy and accessibility. Located just minutes from the town center and close to Bradley International Airport, the estate is also within easy reach of the charming towns of Litchfield County and the scenic Berkshires. Set on over 240 acres of natural beauty, the custom-built home designed by architect Emil Dahlquist and built by local master craftsmen is a haven of luxury and tranquility. Enjoy stunning views from every window, wander through colorful gardens, relax in the gazebo, hike or ride through mature woodland, and accommodate your equine friends in open pastures and run-ins. The impressive barn, complete with an office above, provides ample space for all your outdoor needs. Whether for grand entertaining or everyday living, this magnificent estate provides the ultimate experience in comfort, elegance, and natural beauty. This truly is a special place! Please contact the listing agent for a video link, additional details and to book your private tour. *** SHOWINGS STRICTLY BY APPOINTMENT ONLY ***
Investors - take notice! With some TLC, this country home can be brought back to life. Surrounded by the Hartland Land Trust's Bassett-Kell Preserve and Mill District Nature Preserve, the location could not be more peaceful. The original home features 2 bedrooms and 1 full bathroom, all on one floor. The unfinished addition to the home features three large garage spaces, and opportunity for more living space above. Bring your imagination! This home is being sold AS-IS, WHERE-IS. Boiler and water heater are NOT functional. Electricity is on. Private well and septic.
FAWN CREST is privately located with 800' of direct water-frontage, and stunning views overlooking crystal clear private Doolittle Lake. The property offers seven lush acres surrounded by hundreds of acres of private forest, trails, and hidden vignettes. The home offers 4,836 sq. ft. 4 bedrooms plus a maid/housekeeper's room, 4 and one-half baths, spacious light-filled rooms with soaring ceilings, a balcony and abundant custom details throughout, and a chef's kitchen. Doolittle Lake offers seclusion, privacy, fresh air, and the best of country living. The property offers a serene environment, yet just a short drive to the historic village of Norfolk CT with Yale Summer Music and Art campus, dining, shopping, and recreational activities. Located in the foothills of the Berkshires and everything the Berkshires has to offer; just a short drive to Great Barrington (with its numerous restaurants and its famous farmer's market), the annual Tanglewood Summer Music Festival in Lenox, Mass., multiple ski mountains, and various options for fruit picking and only two and a half hours from NYC. The lake is one of the most pristine in the state of Connecticut and provides a variety of activities or complete seclusion, and is filled with abundant wildlife, doe and fawns, and the occasional moose. FAWN CREST is a world unto itself.
Charming well maintained home, private and secluded, large private lot. This home has lots of potential move right in and begin making this your style! Minutes from Granby and much lower taxes! This is a must see.
Welcome home in the country. You will love all that this home has to offer. Location Location Location! This updated expansive contemporary is walking distance to the Hog's Back Dam, boat launch and Hydro Facility, Charles Arnold Rec. area, & Farmington River. World Class Fly Fishing, boating, kayaking, hiking, camping and more await you. It is only about 2 miles away from the Colebrook River Dam. Super rural yet only a 10 min drive to shopping/restaurants. This 9 room home features an open dining room living room with vaulted ceilings, floor to ceiling windows, hardwood floors and a cozy wood stove insert. Large kitchen with deep sink, quartz counters, oak cabinets and SS appliances. First floor master has laundry, a small office, en suite with deep soaker tub, sitting area that looks out over the rear yard and balcony. Two bedrooms and full bath on the second floor that overlook the living room below. Basement is finished with a large office, 1/2 bath, den, tons of storage, and room for a home gym. Entertaining porch overlooks the side yard and is next to the screened in 3 season porch that runs the full length of the front of the home. The land is approx. 3 acres with mature plantings/trees. The fire pit area in the backyard is a great place to relax. The home is equipped with an attached oversized 2-car garage with new EV charger, AC mini-split system, whole house on demand propane generator, newer oil tank, Buderus boiler, and newer 40 yr architectural shingle roof.
Welcome to colebrook ! This is a mixed use property. Residential / Business. The main home has 4 bedrooms and 2.5 bathrooms along with large dining area, large living room and kitchen. The street level has been used for commercial activities including a day care and motorcycle shop in the past, This level could also be an inlaw suite because it has a full kitchen and a full bathroom plus the attached extra deep garage. The northern side of the property has an EXTRA large heated garage area that could fit 4 plus vehicles and even an auto lift if you wanted to install one. The garage could also be used for large truck repair work and has a 16ft tall insulated door. The possibilities are endless in this location!
Open House:
Thursday, 5/2 12:30-2:30PM
Welcome to Sunhaven. The Main house: Enter the front door and your eyes are pulled into light drenched living room. Dramatic with large windows, high ceilings and a wood burning stove for winter evenings. The plaster walls throughout set the mood of a chic, streamlined home. The inviting living room opens up to an open concept dining area. It's easy to imagine entertaining in this comfortable space as a set of French doors open onto a lovely stone patio surrounded by perennial gardens. The kitchen is expansive with an eat in area or reading nook. The kitchen features cherry cabinetry, a custom wood live edge slab on the bar area, eco friendly paperstone counters and farmhouse sink. There is also a cosy den and half bath. Upstairs features the primary which has its own private balcony for morning coffee and views of Haystack Mountain, a large walk-in closet and en suite bath with spacious shower. Two additional bedrooms on the floor are spacious and bright and each include their own private loft space on the third floor and share a hall bath. The lower level with stylish concrete floors proves to have additional flex space to be used however is needed. The main room with a walk out to the lower level could serve as an additional living room or gym. There are two additional rooms that are currently being used as an office and work / gear room. The lower level also includes a half bath and laundry.
Swing into spring at this beautiful 3 bedroom, 2 full bath cape located near historic Riverton village in beautiful Barkhamsted. Enjoy the peaceful sounds of the fast flowing freshwater brook in the backyard. Step inside to the eat-in kitchen complete with granite counter tops and a pantry. Unwind in the deep soaking whirlpool tub. An updated spacious deck awaits out back to enjoy the backyard wildlife. Outdoor attractions include tubing or fishing in the picturesque Farmington river as well as the many area ponds and lakes. Hit the ski runs in nearby New Hartford. For commuters, routes 8 and 44 are both within reasonable driving distance. There is also a new roof, new solid hardwood floors, a new oil tank, and new refrigerator, and updated deck rails. Septic from 2005. Come schedule a tour today! Agent owner
Introducing this exquisite, freshly constructed home awaiting its fortunate new owners! Meticulously designed, every aspect has been carefully considered, leaving no detail overlooked. Boasting 4 bedrooms and 2.5 bathrooms, including a luxurious master suite that is adorned with upscale amenities, including a custom walk-in closet, a generously sized master bathroom complete with double sinks, a walk-in tiled shower, and a built-in Bluetooth speaker system. On the first floor you will step into the expansive open floor plan, where the heart of the home lies in the stunning kitchen. Gorgeous quartz Counters and highlighted by an oversized Waterfall Quartz countertop Island, this kitchen is a chef's dream. A large walk-in pantry provides ample storage, ensuring both style and functionality. First floor also offers an office space, half bath and mudroom area off the two car garage entryway. Throughout the home, beautiful dark hardwood flooring and wainscoating adds a touch of sophistication and warmth. From the thoughtful design to the premium finishes, this home is a true masterpiece. The home is equipped with energy-efficient amenities such as tankless on-demand hot water. Outside you will find a low-maintenance oversized patio accessible from the Dining Room, perfect for outdoor entertaining and relaxation. More lots are also available!
Located on 7.87 acres in the peaceful woods of Litchfield County, CT, this charming, yet modern country estate awaits. As you drive down the long driveway you'll pass the pond & brook that traverse the property. The wrap around deck, patio & covered side porch are a perfect vantagepoint from which to watch & listen to the stream & wildlife. Discover the multiple waterfalls found on the property. The living room has an amazing stone fireplace & connects to a charming den with French doors, both with Anderson windows allowing wonderful views of the surrounding landscape. Kitchen updates include cherry & glass cabinets, quartz counters, new appliances in 2018, breakfast bar, & an extra large pantry. The flow of the 1st floor lends itself beautifully to entertaining both inside or out & includes a 1st floor office. A fabulous upper level primary suite with skylight, fireplace, & vaulted ceiling overlooks the brook for beautiful morning views. The 2nd level has 2 more bedrooms with wood floors & on the 3rd floor you'll find a studio...perfect as a yoga space, playroom, media room, another office or guest room. Recent upgrades include 1st floor central air/HVAC & 5 Mitsubishi mini-splits, new LG washer dryer on the 2nd floor, new propane generator, & commercial sized dehumidifier. The partially finished walkout lower level offers the 3rd fireplace, as well as roughed in plumbing for a future bath. The oversized garage offers an upper loft & direct access to the back yard.
Nestled in the quintessential New England town of Granby CT- This charming Colonial exudes timeless appeal! Considered a prime location near International airport, 2 hours from NYC & 1.5 hours from Boston, offering a perfect blend of classic charm & modern convenience. As you step inside, you are greeted by an inviting continuum floor plan, with hardwood floors flowing throughout the first floor. Kitchen featuring elegant quartz countertops, adding a touch of luxury to the home. Bathrooms boast granite counter tops. The primary bathroom has a remodeled shower showcasing glass enclosure with modern finishes. Family room fireplace adds warmth & ambiance to combined living areas, perfect for cozy New England evenings. This home is ideal for entertaining, with a large covered front porch Perfect for chatting with neighbors + very spacious deck overlooking the fenced in backyard. The finished basement offers additional living space. For added convenience, the home is wired for a generator, ensuring peace of mind during power outages. Exterior of this home features vinyl siding for easy maintenance, along with a large shed for additional storage. One of the highlights of this property is the in-ground pool, perfect for summer days of lounging with loved ones. Covered front porch and very large deck off slider in kitchen is perfect for entertaining. Newer central air/heat pump system as well as Harvey replacement windows and so much more.
The charm of yesteryear abounds throughout this historical property. Originally a Grist Mill dating back to 1880, this building has been transformed into a nostalgic home filled with purposeful antiques and charm. A large, sun filled space is occupied by the owner. Open floor plans on the first and second floors are divided into functional living space rooms. A beautiful hemlock wooden beam staircase with wrought iron railings leads upstairs to potentially two bedrooms with a sitting room and full bath or one bedroom, a bright studio work space and sitting room. A full bath complete with soaking tub positioned to watch the stars! Great sunset views from the large westerly windows in the bedroom/studio. The sitting area upstairs and living area downstairs both have propane heating stoves that make this home especially cozy. There is an additional large one bedroom apartment that is currently rented. A pull down staircase accesses the third floor which could be accessed for many purposes. There is also an additional attic storage room included with each unit. Storage abounds! Appliances in both units are included in sale. Full house generator. Underneath the house are three garage bays to complete this amazing property. You must visit this property to appreciate the charm that radiates throughout!
The charm of yesteryear abounds throughout this historical property. Originally a Grist Mill dating back to 1880, this building has been transformed into a nostalgic home filled with purposeful antiques and charm. A large, sun filled space is occupied by the owner. Open floor plans on the first and second floors are divided into functional living space rooms. A beautiful hemlock wooden beam staircase with wrought iron railings leads upstairs to potentially two bedrooms with a sitting room and full bath or one bedroom, a bright studio work space and sitting room. A full bath complete with soaking tub positioned to watch the stars! Great sunset views from the large westerly windows in the bedroom/studio. The sitting area upstairs and living area downstairs both have propane heating stoves that make this home especially cozy. There is an in-law one bedroom apartment that is currently rented until February, 2025. A pull down staircase accesses the third floor which could be accessed for many purposes. There is also an additional attic storage room included with each unit. Storage abounds! Appliances in both units are included in sale. Full house generator. Underneath the house are three garage bays to complete this amazing property. You must visit this property to appreciate the charm that radiates throughout! All room measurements are approximate.
Wonderfully maintained Colonial built in 1859 on a beautiful and private lot on the outskirts of Norfolk. Listen to the sounds of the Blackberry River while enjoying the professionally landscaped, fully fenced-in back yard. There are 4 nicely sized Bedrooms, a lovely, comfortable kitchen, a living room that opens to the dining room, 1 1/2 bathrooms and a separate 2 car garage. Many updates including: whole house automatic generator fueled by a 500 gallon buried propane tank, Buderus boiler with warming hot water, cast iron radiators, 2 zones for heat, upgraded electric with 200 amps, replacement windows, a flu for a propane stove in both the living room and the primary bedroom, lots of added insulation, a whole house attic fan, vinyl siding, newer asphalt shingle roof on the house and garage. There are charming glassed-in porches on the front entry and the rear entry. This is a terrific and comfortable home!
Nestled within the serene Northwest Hills, this charming home is embraced by a lush wooded backdrop, offering tranquility the moment you step through its front door. Originally a modest two-room cabin in 1938, this home has since evolved, now boasting three bedrooms, three bathrooms, and two levels of comfortable living space. Radiating a warm and welcoming ambiance, the freshly painted interiors feature an open and attractive foyer, complemented by newly installed upper floor carpeting that lends a cozy touch on cooler days. Enhanced with modern comforts, this residence boasts recent upgrades including a new furnace, plumbing, and appliances. The sun-filled eat-in kitchen exudes spaciousness, showcasing laminate flooring, granite countertops, a breakfast bar, and a convenient kitchen island. In the living room, a pellet stove invites you to bask in the fireplace's warmth during chilly weather. Surrounded by the beauty of the State forest, this home is a mere stone's throw from the Hampstead Hill Club, offering an array of outdoor activities for enjoyment. Granby, recognized by Connecticut Magazine as the premier small town in Hartford County, is renowned for its abundant farms, orchards, wineries, trails, waterfalls, and an array of excellent dining options. Commutes to Hartford and Bradley International Airport are effortless, while proximity to major cities like Boston and New York, just a few hours away, adds to the allure of this idyllic location.
Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of the future for generations to come. Set on 67 +/- park-like acres this property offers 3 unique residences, a mature specimen tree farm, a spring-fed pond, wooded walking trails, and captivating views of the distant mountains all just a stone's throw away to restaurants and shops. At the heart of the estate stands The Tullar House; a well-preserved and substantial 6-bedroom 5,000+ sq ft antique Dutch Gambrel dating back to 1761, reported to be the 2nd oldest house in Egremont. Retaining much of its original charm and detail, this historic jewel boasts ample-sized rooms for gatherings and entertaining, a renovated chef's kitchen, a formal dining room, 3 grand fireplaces, 2 primary suites, and plenty of room for guests. Enjoy sweeping views of the grounds from the porch laid with locally sourced marble or relish in the shade of 'The Champion', a 250+-year-old Black Walnut Tree standing as the oldest in the state and serving as a living testament to Tullar Farms' rich past. The exterior is a sight to behold with ornate and symbolic details that capture the attention of all who pass by.
Nestled in a serene neighborhood, this foreclosed prop offers a unique blend of comfort & potential. Featuring 2 cozy bedrooms & 1 bathroom, built with hardwood floors. Open floor plan connects living spaces, making it ideal for gatherings & creating a spacious feel. A breezeway leads to a detached garage, offering Addt'l storage space. Sits on a generous lot, boasting a flat & private backyard that is huge & perfect for outdoor activities or garden enthusiasts. Despite its current state, which includes a variety of personal items, this property radiates charm & possibilities for the right buyer. Please note, this property is sold in "AS IS, WHERE IS, SIGHT UNSEEN" condition w/o warranties. All info provided is for reference only & not guaranteed accurate or recent. Buyers are responsible for all closing costs, including tax stamps & transfer taxes, at their sole expense. It is the buyer's responsibility to verify all property info & conduct inspections before making an offer. The title will be conveyed via Quitclaim Deed or its equivalent, with no express or implied warranties of title. The buyer may purchase title insurance at their own cost. There are no inspection or financing contingencies, & the seller reserves the right to negotiate w/ bidders under their discretion. This prop presents an excellent opportunity for investors or homebuyers looking for a project that they can tailor to their preferences. Don't miss your chance to transform this house into your dream home!
Fully renovated one bedroom, one bath cottage. All new windows and doors, spray foam insulation, HVAC, hot water heater, plumbing and electrical all new/updated. New hardwood floors, appliances, four piece bathroom. Washer/dryer included, new, but not yet installed. Hot tub on front deck which spans 30'x10'. All new siding, new roof and gutters. Electrical updates include wires run underground from utility pole. Main house is an antique home with a lot of charm in need of extensive renovations. Budget around $200-$250K. Demolition for renovation has been started. Currently 6 bedrooms, 2 bathrooms. Living room with stone fireplace, and fireplaces in two downstairs bedrooms. Butler's pantry and reading nook with window passthrough. Layout is ideal for open concept kitchen/dining room. Cottage offers all modern comforts while you transform the main house into your dream home. Cottage is also perfect as income property, either full time or part time rental. Currently makes $250/night on AirBnB, potential for $1800/month lease. There is a Tenant in place in the Cottage. Current Lease runs though Augus 2024. One or more of this property's owners is a Real Estate Licensee.
Nestled in the charming town of Granby, Connecticut, this picturesque cape-style home offers the perfect blend of convenience and tranquility. Located within close proximity to hiking trails and schools, this residence is ideal for outdoor enthusiasts and families alike. Well maintained exterior, featuring classic cape architecture and a welcoming front porch. The property boasts a convenient drive-through garage, providing ease of access and ample parking space. Step inside to discover a warm and inviting interior, adorned with tasteful finishes and abundant natural light. The main level showcases a spacious living area, perfect for relaxing or entertaining guests. The adjacent kitchen is a chef's delight, equipped with modern appliances and ample counter space for meal preparation. With a total of 5 comfortable bedrooms, you'll find plenty of relaxation space. Outside, a fenced-in yard provides privacy and security, making it the ideal space for family and pets to play freely. With its prime location and desirable features, this cape-style home in Granby, CT, offers a rare opportunity to experience quiet and peaceful surroundings.
10 Metacomet Lane (off of Newgate Road) has just been released for sale and is the last lot in this beautiful neighborhood and ready to go for a new custom home to be built now. Metacomet Lane features 7 energy efficient custom homes to be built on 38 acres. All homes are set back off of the road and all are adjacent to a 24 acre Permanent Open Space Parcel surrounding the neighborhood, creating very private outdoor living spaces. This home design is suggested, however, we will work with you to build the custom home that you want. Our mission is to have you "Live Happily Ever After". These homes will be built by Kirk and Reed MacNaughton of MacBuilds LLC. They have been building custom homes in Northern Connecticut for over 30 years and specialize in upscale energy efficient new homes. Their MacBuilds Energy Saver Branded New Homes represent the "State of the Art" in intelligent, energy efficient new construction. These homes are built tight to minimize outside air flow and are meticulously insulated. A MacBuilds Energy Saver Branded New Home features high performance air sealing and insulation, Energy Star windows, mechanical systems and appliances. Geothermal heating and cooling is an available option. Seller, Builder and Broker are affiliated.
Welcome to this stunning and spacious newly constructed beige colonial home in the family oriented town of Suffield, CT. This home was built by Kirk and Reed MacNaughton of MacBuilds LLC. They have been building custom homes in northern Connecticut for over 30 years and specialize in upscale energy-efficient new homes. Their MacBuilds Energy Saver branded new homes represent the "state of the art" in intelligent, energy efficient new construction. These homes are built tight to minimize outside air flow and are meticulously insulated. A MacBuilds Energy Saver branded new home features high performance air sealing and insulation, Energy Star windows, mechanical systems and appliances and geothermal heating and cooling as an option.
Century 21 Classic Homes
2239 Main Street
Glastonbury, CT 06033
Phone: 860-633-2192
Email: [email protected]
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