847 properties for sale in Chester town, Hampden County Massachusetts

Opportunity knocks on Sun Valley Rd. This 2-bedroom, 1-bath ranch on a large fully fenced lot is priced for the buyer who sees potential and knows how to unlock it.The home features an oversized great room spanning over 520 sq ft, generous bedroom sizes, an updated bathroom with double-sink vanity and tile surround, above-ground pool, gazebo, and a fully fenced yard with room to breathe.Several interior projects remain in progress - including the kitchen, basement rooms, and siding- offering the right buyer a chance to finish on their own terms and build instant equity. Seller is open to negotiation.Sold as-is. Priced accordingly. Bring your vision

Rare opportunity! Nestled in the highly sought-after Wyben location, this classic 3 bedroom 1800's Farmhouse sits on 4+ gorgeous, park-like acres. Enjoy the ultimate rural escape with a peaceful stream bordering the back, a vast open lawn, an expansive garden area, and newly planted fruit trees-all with the incredible perks of Westfield Gas and Electric municipal utilities and close proximity to local amenities. Inside, rich historic character shines through wide-plank wood flooring and a highly versatile floor plan featuring multiple rooms adaptable for many uses. Enjoy absolute peace of mind with newer windows, septic system, well pump, hot water tank and oil tank!. An true highlight is the newly finished bonus room. This large, bright space overlooks the beautiful backyard, and leads directly to a new, oversized wrap-around Trex deck-perfect for entertaining or enjoying the scenic views. Complete with a detached 2-car garage, this is a rare gem!

Cross the charming historic-style covered bridge and enter a world of privacy, nature, and endless possibilities. This remarkable 94-acre sportsman's estate offers river frontage on the Farmington River, expansive woods, trails, and room to roam. At the heart of it all is a spacious split-level home with 3 bedrooms and 2.5 baths, featuring fresh paint, new flooring, and a new roof. A 5-bay barn/garage provides incredible space for vehicles, equipment, hobbies, and toys. A separate mobile home offers flexible additional space for a studio, guest quarters, office, or creative retreat. Whether you're seeking a private Berkshire escape, outdoor adventure, or simply a place where the woods are truly your own, 132 North Main Road is a rare opportunity to own your very own Hundred Acre Wood!

The seller is relocating and motivated to sell, and is offering a $5,000 credit toward new appliances. This special condominium at The Gables is located in a well-maintained complex with a friendly community, responsive condo board, and efficient property management. The unit offers two levels plus a basement. Upstairs are two spacious bedrooms, one currently used as an office, and a full bathroom. The first floor features an open living and dining area with abundant natural light, windows overlooking the deck, a full kitchen, and a half bath. The partially finished basement includes a washer and dryer, with space for a workout area if desired. Two parking spaces are located directly in front of the unit. This is a lovely home in a welcoming community

Welcome to the Historic William Allen Johnson home. This outstanding 3 family with 1st floor mixed use is ideal for the investor or a private owner. Wonderful detailed woodwork, hardwood floors, stained windows, crown molding. 1st floor has several rooms that can be leased for professional offices or one large business. Lovely original wood doors, fireplaces, soaring ceilings abundant detail work. 2 apartments on the second level-one with deck access and the other with a screened porch.3rd floor has been converted attic to a New York style apartment with downtown views of City Hall and YMCA. This unit is open and airy with a spacious kitchen and living area 2 car garage with beautiful landscaped yard.- walk to shopping and restaurant's or a short drive to Northampton, Eashampton, Springfield or Bradley international airport One of kind home that must be seen

Fantastic 4 BR Otis Wood Lands Contemporary situated at the end of a cul-de-sac close to all community amenities! This spacious home has great spaces for family and friends. Furniture negotiable. Community amenities include pool, tennis/pickleball courts, fitness room, playground, lodge, lake and beach. New septic in 2023, new hot water heater 06/2025, new roof 2003. $4,000 reserve fund fee due from buyer at closing

Move-in ready and beautifully updated, this 3-bedroom, 2-bath home in desirable Russell offers modern comfort and functional living. The open-concept kitchen flows into the spacious living room, creating an ideal space for entertaining, while large windows fill the home with natural light. Recent updates include a new roof, flooring, carpet, lighting, and a renovated full bath. The primary suite features a private en-suite bath, and all bedrooms are generously sized. The semi-finished basement with a pellet stove provides flexible space for a family room, office, gym, or rec area. Step outside to a rear deck overlooking a private, maturely landscaped backyard. Built in 2001 and thoughtfully updated throughout, this home is truly move-in ready. Schedule your private showing today!

This Greek Revival farmhouse in quaint Sandisfield blends historic charm with modern updates. The open-concept living/dining area features a bright sitting room w/ vaulted ceilings and french doors overlooking lush greenery in the peaceful backyard. The modern kitchen has marble countertops and new appliances. The largest bedroom and a full bath are on the first floor, along with laundry and ample storage. Upstairs, there are 2 sweet bedrooms, a full bath and an office. The iconic red barn has excellent potential for an artist studio or workshop. Though situated on the main road, traffic is infrequent, preserving the home's tranquil setting. Just 6 minutes to the Farmington River General Store-perfect for last-minute staples; wine, or fresh eggs-and only 2.5 hours to Brooklyn via scenic CT

This Greek Revival farmhouse in quaint Sandisfield blends historic charm with modern updates. The open-concept living/dining area features a bright sitting room w/ vaulted ceilings and french doors overlooking lush greenery in the peaceful backyard. The modern kitchen has marble countertops and new appliances. The largest bedroom and a full bath are on the first floor, along with laundry and ample storage. Upstairs, there are 2 sweet bedrooms, a full bath and an office. The iconic red barn has excellent potential for an artist studio or workshop. Though situated on the main road, traffic is infrequent, preserving the home's tranquil setting. Just 6 minutes to the Farmington River General Store-perfect for last-minute staples; wine, or fresh eggs-and only 2.5 hours to Brooklyn via scenic CT

Beautiful property in a bucolic setting with sprawling front flower gardens! The main floor boasts a first floor primary with en suite bath, open kitchen with fireplace, dining room with built ins and access to the oversized deck, great room with beautiful wood floors and doors that lead to the serene screened porch, cozy den with fireplace, office/flex space and half bath. The second level includes two guest bedrooms and a full bath with washer and dryer. Truly a special offering

Welcome to easy one-floor living in this absolutely immaculate home situated at the end of the cul de sac. The front porch makes a wonderful first impression and the beautiful flooring and spacious layout make this home move-in ready. The generously sized eat-in-kitchen offers plenty of room to gather and the sliding glass doors lead to a private rear deck, perfect for relaxing or entertaining. The elegant dining room features decorative windows and stunning overhead lighting which flows seamlessly into the inviting living room with a cozy fireplace. The primary bedroom has an private en-suite and tons of storage space with a walk-in closet. The lower level has a cedar closet and laundry area and the two-car attached garage has side entry. House has a newer roof (2025), has been freshly painted, and includes a fenced in backyard. A new septic system to be installed prior to closing. Enjoy everything this ranch style home has to offer. Come see for yourself!

A One-of-a-Kind Berkshires Retreat Step into a truly singular Berkshires property where visionary architecture meets peaceful country living. Inspired by the groundbreaking principles of Buckminster Fuller, this striking geodesic dome is a rare and captivating home, set on more than 6 private, wooded acres along a quiet country road. Constructed from a network of interlocking triangles, the geodesic design creates a remarkably strong, lightweight structure while maximizing interior space. Inside, the open-concept layout feels airy and expansive, with abundant natural light, two bedrooms, one full bath, and a cozy pellet stove complemented by electric heat for year-round comfort. Nature is at your doorstep. Less than a half-mile- just a 5 minute walk- two-minute drive-from beautiful Hayes Pond, the property offers easy access to swimming, fishing, and kayaking. Hopbrook flows through the property, adding another peaceful element to this private woodland setting. A versatile auxiliary bu

Welcome to easy one-floor living in this absolutely immaculate home situated at the end of the cul de sac. The front porch makes a wonderful first impression and the beautiful flooring and spacious layout make this home move-in ready. The generously sized eat-in-kitchen offers plenty of room to gather and the sliding glass doors lead to a private rear deck, perfect for relaxing or entertaining. The elegant dining room features decorative windows and stunning overhead lighting which flows seamlessly into the inviting living room with a cozy fireplace. The primary bedroom has an private en-suite and tons of storage space with a walk-in closet. The lower level has a cedar closet and laundry area and the two-car attached garage has side entry. House has a newer roof (2025), has been freshly painted, and includes a fenced in backyard. A new septic system to be installed prior to closing. Enjoy everything this ranch style home has to offer. Come see for yourself!

Presenting a distinguished single-family residence, 17 Blandford Hill Rd, Huntington, a property constructed in 1873 offering 2254 square feet of well maintained living space. This timeless dwelling provides a unique opportunity to acquire a piece of history, thoughtfully preserved and poised for modern living. The residence encompasses 4 well-proportioned bedrooms, each designed to provide a private and comfortable retreat. Complementing these private quarters is a full bathroom, appointed with fixtures that balance classic appeal with contemporary functionality. This exceptional property invites discerning buyers to experience a refined lifestyle. Exterior stripped new cedar clapboards add with and 1/2 foam board to exterior walls. Attic has faced fiberglass face down on the ceiling, (vapor barrier) with the cellulose over, blown in insulation in areas

Back on market *Lending possible - 20% down required - ask for more info* Enjoy peaceful country living in this charming 2-bedroom, 1-bath ranch-like home set on 1.2 private acres in scenic Huntington. The updated kitchen features modern finishes and ample cabinet space, while the renovated bathroom adds comfort and style. Bright living spaces and a flexible den off the kitchen offer the perfect spot for a home office, family room, or potential guest space. Designated laundry space in the hall just outside the bedrooms with additional built in storage. Heat and AC mini splits in all rooms and updated lighting. The oversized 2-car garage provides plenty of room for vehicles, storage, hobbies, or a workshop. Outside, the expansive lot offers space for gardens, recreation, or a hobby farm. The home is hardwired for a generator for added peace of mind. Just minutes from Norwich Lake where Huntington residents enjoy lake access and under 30 minutes to all shopping, dining, and major conveni

Bring your vision and restore the charm of this antique home on a dead-end road in Cummington. This property has not been updated in years and it's ready for it's next chapter. While it does require restoration, it offers character that antique home enthusiasts appreciate. A brand-new septic system has been installed, providing an important improvement for the next owner. The home features 3 bedrooms and 2 bathrooms along with wood siding and a durable metal roof. Whether you are an investor, contractor, or buyer looking for a rewarding restoration project, this property presents a rare opportunity to bring an older home back to life in the scenic hills of Cummington. Being sold As-IS. Come see it at the mid-week Open House on Wednesday, August 19th, from 4- 6 pm

Bring your vision and restore the charm of this antique home on a dead-end road in Cummington. This property has not been updated in years and it's ready for it's next chapter. While it does require restoration, it offers character that antique home enthusiasts appreciate. A brand-new septic system has been installed, providing an important improvement for the next owner. The home features 3 bedrooms and 2 bathrooms along with wood siding and a durable metal roof. Whether you are an investor, contractor, or buyer looking for a rewarding restoration project, this property presents a rare opportunity to bring an older home back to life in the scenic hills of Cummington. Being sold As-IS. Come see it at the mid-week Open House on Wednesday, August 19th, from 4- 6 pm

Charming Cottage Near Otis Reservoir. Don't miss this well maintained 2 bedroom 1 bath cottage just a short walk to beautiful Otis Reservoir! This cozy getaway features 2 wood stoves for warm, rustic charm, a spacious deck for relaxing. This is the perfect spot for seasonal escapes or year round living. Sought after location!

Discover your perfect escape with this charming seasonal cottage offering deeded beach rights to the pristine and serene Highland Lake. Just steps from the water, this rare gem is ready to enjoy from day one. Inside, a spacious living and dining area welcomes you with a cozy pellet stove and electric fireplace, while a clever sleeping loft - accessed by a pull-down staircase - adds a touch of whimsy. Outside, the beautifully landscaped yard offers distinct spaces for play, relaxation, and meditation, complete with a large sandbox and generous storage shed. Swim, fish, and kayak right from your deeded beach, or take a peaceful walk through the woods to DAR State Forest and Upper Highland Lake. Recent upgrades include a deep well and newer roof- so the big work is already done. Motor boats are not allowed creating a true paradise for nature lovers and those seeking a quiet lakeside retreat. Many furnishings convey with the

Move right into this beautifully renovated 3-bedroom, 3-bath ranch on a picturesque 1-acre lot in the heart of Becket. Designed for comfortable one-level living with central A/C and a brand-new hot water heater, the home offers a flexible floor plan with additional living space featuring its own private entrance, ideal for guests, a home office, hobbies, or whatever fits your lifestyle. Enjoy a full walkout basement, an expansive rear deck overlooking the private backyard, and the convenience of being just a short walk to the Becket Post Office and Town Hall. Ideally located near Jacob's Pillow, October Mountain State Forest, hiking, skiing, Tanglewood, and all the year-round recreation and culture the Berkshires have to offer

Tucked away on 3.24 private wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across three finished levels. Soaring ceilings, exposed timber beams, hardwood floors, and a dramatic center chimney create a warm yet impressive setting. The open floor plan is anchored by multiple wood-burning fireplaces, a pellet stove, and abundant natural light. Offering a total of five bedrooms and 3.5 baths, including a private in-law suite above the oversized attached two-car garage, this home provides exceptional flexibility for guests or extended living. Enjoy an owned 9.52 kW solar system, spacious decks, beautifully maintained grounds, and the privacy of a true Berkshire retreat just a short drive from everything the Berkshires and Northampton have to offer

Opportunity to complete this renovation. Extensive site work has already been completed. $25,000 of Tree removal in 2022, kerosene tank removal in 2022, New Septic system designed and installed in 2023, Asbestos Remediation in 2025, New roof with new 3/4 plywood board in 2025, Installed 3 new remote controlled skylights in 2025, 3 more trees removed in 2025, U-driveway installed in 2025. Deeded Lake Rights and private beach for Owners Only. House is directly across from the path to the beach. Goose Pond is noted to be one of the cleanest lakes in Massachusetts. Finish this renovation or add a foundation of build your dream home in this highly sought after Lake Community

Welcome to 54 Beverly Drive, a beautifully renovated, move-in-ready home offering extensive modern finishes, generous living space, and a highly desirable location! Featuring 3 bedrooms with oversized closets, 2 full bathrooms, a bonus room, and additional finished living space in the basement, this home provides plenty of flexibility. At the heart of the home is the stunning new open-concept kitchen, featuring beautiful oak flooring, maple soft-close cabinetry, stainless steel appliances, and a bright, inviting layout perfect for both everyday living and entertaining. Besides the gorgeous finishes, other recent big ticket upgrades include new hvac, electrical, plumbing, windows, hot water heater, washer/dryer, just to name a few. Outside, enjoy a large private level backyard with plenty of space for gatherings, gardening, or simply relaxing. The spacious two-car garage with dual doors in the front and back of house, offers ample room for parking, storage, and more. Conveniently locate

Tucked away on 3.24 private wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across three finished levels. Soaring ceilings, exposed timber beams, hardwood floors, and a dramatic center chimney create a warm yet impressive setting. The open floor plan is anchored by multiple wood-burning fireplaces, a pellet stove, and abundant natural light. Offering a total of five bedrooms and 3.5 baths, including a private in-law suite above the oversized attached two-car garage, this home provides exceptional flexibility for guests or extended living. Enjoy an owned 9.52 kW solar system, spacious decks, beautifully maintained grounds, and the privacy of a true Berkshire retreat just a short drive from everything the Berkshires and Northampton have to offer

Welcome home to privacy in a fantastic neighborhood! Settled high above the street on almost 6 acres is this stunning 5-bed Southampton Colonial with plenty of space for everyone! Crown molding and hardwood flooring are just some of the gorgeous features of this 11-year young home. Highly sought-after first floor primary suite also contains the laundry area as well as a huge primary bath with walk-in shower, Jacuzzi tub and double vanity! Four remaining bedrooms are located on the second floor with overflowing closets for all. The kitchen features granite countertops, white cabinetry, and a gas range for the chef enthusiast. Holyoke Gas and Electric is the gas heat provider for cost savings! The home office off the foyer will be your sanctuary and host dinner parties with ease in the designated dining room. Need more room for a playroom, home gym or gaming area, the partially finished basement will provide just that. Tons of potential on this lot with tiered yard, firepit and pool with

Beautiful Amish 2021 built log sided home for the ultimate weekend getaway set on a private 3/4 acre lot. Move in ready - all interior and exterior furniture to remain. Beautiful outdoor living space with a masonry fireplace under a timber framed pavilion. Very energy efficient cabin, cool in the summer, cozy in the winter. Energy features include solar panels on the roof, mini splits for heat and AC, charging station for EV, ceiling fans plus a wood stove in the living area. For feature list please refer to supplement or documents tab. Amish Built Settler Log Cabin 2 bedroom, 1 bath, 952 sq ft with Amish Built Outdoor Pavilion fireplace, patio, 192 sq ft Electrical professional install to the pavilion with lighting and outdoor chandelier Washer-Dryer stacked unit-set in closet Leaf guards on gutters Solar Front porch, storage chest for cushions-pavilion's furniture Wood stove- potbelly Timber frame outdoor living space with fireplace, wrap around wicker seating, outdoor dining wicker

Welcome to this charming one-floor home situated on a spacious 1/2 acre country lot with plenty of opportunity to make it your own. Inside, you will find beautiful wood floors, a bright and open kitchen with a comfortable eat-in area, and an inviting living room featuring a fireplace and large picture window that fills the area with an abundance of natural light. Three bedrooms are conveniently located on the main level offering easy one-floor living. Outside, enjoy a garden area, patio, and plenty of room to create a creative outdoor space. This home is ready for some freshening up and personal touches, but offers wonderful potential for a Buyer willing to bring vision to make it shine

Welcome to this charming one-floor home situated on a spacious 1/2 acre country lot with plenty of opportunity to make it your own. Inside, you will find beautiful wood floors, a bright and open kitchen with a comfortable eat-in area, and an inviting living room featuring a fireplace and large picture window that fills the area with an abundance of natural light. Three bedrooms are conveniently located on the main level offering easy one-floor living. Outside, enjoy a garden area, patio, and plenty of room to create a creative outdoor space. This home is ready for some freshening up and personal touches, but offers wonderful potential for a Buyer willing to bring vision to make it shine

RENT INCREASES JULY 1ST ! ($4,440 annually) Well-maintained 6-unit multi-family in an excellent location near EastWorks and Downtown, offering strong upside potential. The property features a low-maintenance exterior and interior, is clean and well cared for, with a new roof membrane (Aug 2020) and a newly renovated back staircase/fire escape (Apr 2026).Long-term tenants with no leases provide flexibility for rent increases. Unit 3R, the 6th unit, is a 2-bedroom, 1-bath with kitchen and living room, gas heat, and a new refrigerator (Apr 2026), currently rented at $1,110/month. Tenants own washers/dryers; all other appliances are landlord-owned.Current cap rate is 5.9% (increased.4%), with rents below market ($1,600-$1,729). Pro forma cap rate reaches 8.5% at $1,600/month. Fire Department requires buyer to install a Fire Notification Panel. This is a solid investment opportunity with stable occupancy, minimal upkeep, and significant income growth potential in a highly desirable area

Antique Colonial offering scenic Mount Tom views and nearly 2,500 square feet of living space, with five bedrooms and four full baths. The kitchen opens to a sunroom and two spacious decks, while the family room features a large picture window overlooking the mountain and backyard. Interior highlights include hardwood floors, wide-plank pine flooring in the three upstairs bedrooms, high-efficiency forced hot-air heating, central air conditioning, and supplemental mini-split units. Parking includes a detached two-car garage, an additional one-car garage beneath the home, and a generous driveway. A wraparound farmer's porch adds classic curb appeal. The lower level offers partially finished rooms and additional storage