847 properties for sale in Chester town, Hampden County Massachusetts

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Come enjoy the peace and quiet in this beautifully redone two-family property! This home has been completely updated from top to bottom, including New Roof and Siding, new walls, floors, and kitchen. Brand new fence for added privacy, a fully renovated basement with fresh concrete flooring, new water heaters, washer and dryer hookups on both floors, in addition, an upgraded electrical system. Whether you're looking for a comfortable home or a great investment opportunity, this property is move-in ready and built to last

Step back in time at this remarkable 1768 antique Colonial set on approximately 7 acres in scenic Blandford. Formerly the Baird Tavern, was the home for the family for many years and more recently it was used as a bed and breakfast. Rich with character and historic charm, this 4-bedroom, 2.5-bath home offers approximately 2,920 square feet of living space, featuring original post-and-beam construction, wood and pine flooring, and three fireplaces. The property offers an exceptional opportunity for those seeking space, privacy, and the potential for a hobby farm or equestrian use, with a barn/stable, storage shed, and horses permitted. A new septic system with Certificate of Compliance to be installed prior to closing. Brand new gutters. Antique furnishings may be available for purchase or included with the right offer. A rare opportunity to own a piece of Blandford history with acreage and endless possibilities. Please see the attachment for more historic information about this special

Open House Sunday August 2 From 2:30 to 4:00. Looking to enjoy lakeside living year round' This one bedroom home sits on three contiguous lots which provide the opportunity to expand your living space in the future. It overlooks it's own private lake lot allowing you to enjoy lakefront activities and everything that Ashmere Lake has to offer The home features an open floor plan with large windows overlooking the lake. At one end of the cathedral ceiling, a ship's ladder leads to an enclosed bonus room above the large bedroom The lower level walkout has a foyer entrance, multipurpose room, including the laundry room and a mechanical room Outside you'll find a separate deck, fire pit, and a large grassy yard with plenty of room for a garden. This property includes four lots. With Water Front on Ashmere Lake

Tucked well back from the road on 3.5 private acres, this modern, lightly used home offers an effortless blend of low-maintenance living, single-story convenience, and quintessential Berkshires charm. Designed with an open, light-filled layout, the main level features gleaming hardwood floors and an seamless flow throughout the common living areas. At the heart of the main floor is a inviting living room with a gas fireplace framed by a stone surround and hearth, an updated kitchen, and a generous primary suite complete with a large walk-in closet.Enjoy indoor-outdoor living with a covered front porch, a spacious screened porch, and an expansive wrap-around deck perfect for entertaining or taking in the peaceful surroundings.The expansive finished walk-out lower level extends your living The expansive finished walk-out lower level extends your living space, equipped with cozy radiant heated floors, high-efficiency boiler system, and a flexible unfinished bonus room ready for custom exp

A single-family residence built in 2002, offering 2912 square feet of living space. This property presents a unique opportunity to embrace expansive living on an 8 Acre lot that includes an in ground pool with slide, pool house and large hot tub. The home features three freshly painted and carpeted bedrooms, with the Master having a gas fireplace and en-suite bathroom, including a large shower, soaking tub double vanity, and walk in closet. An additional full bathroom services the other bedrooms. The first floor has the third, a half bath together ensuring convenience and functionality for all daily routines. The Large family room has new hardwood flooring and a large brick mantle and wood stove.while the den has a gas fireplace, fresh paint and new carpeting. The Hardwood and the paint in the dining room are new as well as is the kitchen paint. Schedule a showing for more info on your dream home

Impeccably maintained contemporary home set on four manicured acres bordering Massachusetts Fish and Game conservation lands and surrounded by approximately 4,500 acres of protected land in Hinsdale. Enjoy a private, serene setting just 1.6 miles from 287-acre Ashmere Lake. Inside, open entertaining spaces blend seamlessly with quiet retreats. The main level features a designer kitchen with granite countertops, Wolf range, and breakfast bar flowing into the dining area. A light-filled great room with gas fireplace offers year-round comfort, while a three-season screened porch and expansive decks invite outdoor dining. Three bedrooms include a first-floor primary suite with attached office or reading room. Additional highlights include 2.5 baths, laundry room, oversized two-car garage, and a massive basement with workbench and abundant storage. Just 30 minutes to Tanglewood, under 3 hours to Boston, and just over 3 hours to Manhattan

This four bedroom two bath log home with deeded rights to Ashmere lake has several updates including the furnace, garage and Generac generator. Property includes an extra lot for possible expansion or just privacy. First floor laundry for ease and convenience, as well as hook ups in the basement. The property includes lot 13 that the home is on and Lot 12 is a 75.03 X 215.41 extra lot

Beautifully renovated ranch offering easy single-level living on 4.6 acres. This thoughtfully updated home features 2 bedrooms and 2 full baths, including a private primary suite with walk-in closet and en-suite bath. The open layout with raised ceilings creates a bright, airy feel throughout, while still maintaining a comfortable, functional design. The kitchen is a true centerpiece, complete with stainless steel KitchenAid appliances, granite countertops, a farmhouse sink, and a spacious island ideal for everyday living and entertaining. A second bedroom offers great natural light and convenient access to a full bath. A mudroom entry leads to a separate main-level laundry room for added convenience. Recent improvements include new siding, metal roof, front porch, energy-efficient windows and doors, foam insulation, and a new heating system. Outside, enjoy a large cleared backyard, established garden area, and plenty of room to relax or expand

This four bedroom two bath log home with deeded rights to Ashmere lake has several updates including the furnace, garage and Generac generator. Property includes an extra lot for possible expansion or just privacy. First floor laundry for ease and convenience, as well as hook ups in the basement. The property includes lot 13 that the home is on and Lot 12 is a 75.03 X 215.41 extra lot

In town 2-bedroom ranch with strong potential! Features include public water/sewer, off street parking, and a fenced backyard. Ideal for contractors, investors, or buyers seeking a project. Home is not insurable/does not qualify for standard financing due to roof condition and is offered as is. A great opportunity to renovate and add value

Fantastic south lit cook's kitchen in this spacious 3 to 4 bedroom home located near the beautiful hilltop Worthington golf course and its fantastic view. This property has the added bonus of a guest cottage or rental. The kitchen has a restaurant style range and an additional oven plus plenty of counter space made of Black River Stone. Kitchen has door to screened porch for summer dining or to formal dining room with beautiful walnut built-ins. Living room with fireplace and walnut built in bookcases has a door to the Goshen stone patio. 1st floor master bedroom suite. Upstairs are 2 more bedrooms, one has a fireplace, plus an office or bedroom, a full bath and plenty of storage. Lovely grounds have old apples, lilacs, hydrangeas and other mature plantings. Wood floors through out. Year round or vacation this home should be seen

Beautifully renovated 18th-century Federalist home featuring a custom kitchen with quartzite countertops, energy-efficient appliances, and space for a coffee or wine bar. The grand dining room and living room each boast original fireplaces and refinished hardwood floors. First-floor bedroom or office, remodeled bath, and laundry. Upstairs offers four spacious bedrooms and a full bath with quartzite counters. Heated two-car garage, attic expansion potential, and large partially fenced yard. Updated systems include new boiler, water heater, electrical, plumbing, gutters, lighting, and fresh paint-move right in and enjoy antique charm with modern comfort!

WELCOME TO THE BERKSHIRES! Set on more than 8 picturesque acres, this beautifully renovated 4-bedroom, 2-bath Ranch offers the perfect combination of comfort, style, and country living. Completely updated in 2021, the home features an open floor plan with hardwood floors throughout, a stunning remodeled kitchen with granite countertops, stainless steel appliances, and a spacious peninsula ideal for gathering. The inviting living room centers around a gorgeous stone fireplace with a wood stove insert and Cathedral ceilings. The primary suite boasts a tastefully remodeled bath with a walk-in shower. Additional highlights include first-floor laundry, central air, 200-amp electrical service, and all new windows and doors. Outside, the meticulously landscaped grounds showcase a tranquil pond, fruit trees, blueberry bushes, raspberries, and a strawberry patch. Enjoy relaxing on the backyard patio or gathering around the large fire pit while taking in the peaceful surroundings

Have you been searching for an affordable retreat in the Berkshires' Nature lovers, hikers and outdoor enthusiasts, could this be the one you've been waiting for. Last house before entrance to one of Skyview Association's docks and water. Not waterfront but oh so close, check out the map. Nestled among trees this cottage offers a peaceful escape where mornings begin with birdsong and evenings end around the fire under the stars. The living room features large windows that bring the outdoors in, while the oversized bedroom provides plenty of sleeping space for family and guests. Structure supported on piers; some piers are leaning/settling. Two sheds for extra storage. Bring your vision, your tools, and your love of the outdoors to restore this cabin into the getaway it was meant to be. Skyline Association members have access to several boat launches and beach. EASY to show. Agents use ShowingTime

Price Improved. Classic Dutch Colonial charm meets structural peace of mind at 78 Main St! Perfect for savvy buyers with vision, the major heavy-lifting is already done: features a brand-new roof (2025) and 23 new, oversized windows (under 3 years old) that flood the home with light. Inside, the kitchen is a gorgeous starting point with a beautiful new wood ceiling and custom flooring. The main floor offers incredible energy efficiency with a flexible heating system running on oil, wood, or both. Upstairs holds 3 comfortably sized bedrooms and a full bath, ready for your personal cosmetic updates. The property truly shines outside with 1 full acre of rare, completely flat, usable country land-a dream canvas for gardening or homesteading. The location is also excellent for small business. Plenty of parking spots. Schedule your tour today! AS-IS. Main house exterior to be painted. MOTIVATED SELLER

Step back in time at this remarkable 1768 antique Colonial set on approximately 7 acres in scenic Blandford. Formerly the Baird Tavern, was the home for the family for many years and more recently it was used as a bed and breakfast. Rich with character and historic charm, this 4-bedroom, 2.5-bath home offers approximately 2,920 square feet of living space, featuring original post-and-beam construction, wood and pine flooring, and three fireplaces. The property offers an exceptional opportunity for those seeking space, privacy, and the potential for a hobby farm or equestrian use, with a barn/stable, storage shed, and horses permitted. A new septic system with Certificate of Compliance to be installed prior to closing. Brand new gutters. Antique furnishings may be available for purchase or included with the right offer. A rare opportunity to own a piece of Blandford history with acreage and endless possibilities. Please see the attachment for more historic information about this special

Comfortable country retreat nestled in the woods of Worthington, surrounded by trees and nature. With over 17 acres of land this 2 bed, 1 bath property is perfect for private living, vacation home or rental. Wraparound living room w/ cathedral ceilings and impressive central stone fireplace, built-in cabinet bar and slider to large wood deck w/ propane hookups for summertime grilling. Updated kitchen w/ dining area and picture window, bright and beautiful renovated bathroom w/ skylight and laundry. Large 1st floor bedroom w/ wall-to-wall carpeting and closet. 2nd floor loft w/ open bedroom located up the spiral staircase overlooking living room. Large attic w/ storage. Oversized 2-car detached garage w/ additional storage room for equipment and recreational vehicles and shed for maple sugaring. Located near the Chesterfield Gorge, snowmobile and hiking trails, this home is ideally situated for outdoor enthusiasts looking to get away from it all. 4-bed septic installed 2026. Leased sola

This four bedroom two bath log home with deeded rights to Ashmere lake has several updates including the furnace, garage and Generac generator. Property includes an extra lot for possible expansion or just privacy. First floor laundry for ease and convenience, as well as hook ups in the basement. The property includes lot 13 that the home is on and Lot 12 is a 75.03 X 215.41 extra lot

Styled, spacious, and serene, this exceptional French Country-inspired contemporary residence offers a rare balance of peaceful seclusion and remarkable accessibility. Perfectly positioned just moments from the cultural richness of the Berkshires, idyllic New England country living, and convenient routes to both Boston and New York, it is a home that effortlessly connects tranquility with convenience. Bordering the pristine 115-year-old grounds of the historic Blandford Golf Club, the property enjoys an extraordinary setting where protected fairways create an ever-changing natural canvas and uninterrupted views stretching for miles. The approach is equally captivating, with thoughtful landscaping featuring a striking Rising Sun Redbud and elegant Yellow Magnolia. The rear of the home is designed for effortless outdoor living and entertaining. Expansive patios offer multiple destinations for conversation and relaxation, while a beautifully framed pergola defines the propane grilling sta

Experience lakeside living at its best in this beautifully maintained stand alone condo set directly on Ashmere Lake. The main floor offers easy one level living with three bedrooms, two full baths, a welcoming great room with propane fireplace, a sunny breakfast nook, and a formal dining area. Step from the primary bedroom or great room onto the rear deck or relax in the three season porch overlooking Ashmere Lake. The finished lower level is perfect for guests or extended living, complete with a kitchenette, full bath, bedroom, large gathering space along with enclosed under-stair storage. Walk out access to the patio. Ashmere Landings amenities include a heated pool, Har Tru tennis court, pickle ball court, and lake access with kayak storage and dock. A rare blend of comfort, privacy

WELCOME TO THE BERKSHIRES! Set on more than 8 picturesque acres, this beautifully renovated 4-bedroom, 2-bath Ranch offers the perfect combination of comfort, style, and country living. Completely updated in 2021, the home features an open floor plan with hardwood floors throughout, a stunning remodeled kitchen with granite countertops, stainless steel appliances, and a spacious peninsula ideal for gathering. The inviting living room centers around a gorgeous stone fireplace with a wood stove insert and Cathedral ceilings. The primary suite boasts a tastefully remodeled bath with a walk-in shower. Additional highlights include first-floor laundry, central air, 200-amp electrical service, and all new windows and doors. Outside, the meticulously landscaped grounds showcase a tranquil pond, fruit trees, blueberry bushes, raspberries, and a strawberry patch. Enjoy relaxing on the backyard patio or gathering around the large fire pit while taking in the peaceful surroundings

Beautifully renovated ranch offering easy single-level living on 4.6 acres. This thoughtfully updated home features 2 bedrooms and 2 full baths, including a private primary suite with walk-in closet and en-suite bath. The open layout with raised ceilings creates a bright, airy feel throughout, while still maintaining a comfortable, functional design. The kitchen is a true centerpiece, complete with stainless steel KitchenAid appliances, granite countertops, a farmhouse sink, and a spacious island ideal for everyday living and entertaining. A second bedroom offers great natural light and convenient access to a full bath. A mudroom entry leads to a separate main-level laundry room for added convenience. Recent improvements include new siding, metal roof, front porch, energy-efficient windows and doors, foam insulation, and a new heating system. Outside, enjoy a large cleared backyard, established garden area, and plenty of room to relax or expand

This four bedroom two bath log home with deeded rights to Ashmere lake has several updates including the furnace, garage and Generac generator. Property includes an extra lot for possible expansion or just privacy. First floor laundry for ease and convenience, as well as hook ups in the basement. The property includes lot 13 that the home is on and Lot 12 is a 75.03 X 215.41 extra lot

Welcome to 53 Off South Street, Hinsdale, MA! This Contemporary Raised Ranch offers 3 bedrooms and 2 bathrooms on a flat 0.38 acre lot with a large open yard in a quiet setting. Step into the split-level entry and head upstairs to a bright living room, open kitchen, two bedrooms, and a full bath. The lower level features a spacious family room with bar area, a third bedroom, laundry room, mudroom, and a second bathroom ready for your finishing touches. With its unique design, flexible layout, and peaceful location, this home offers a wonderful opportunity to add value and enjoy all that Berkshire living has to offer