polarisrealtyco.com Search Results

New Construction - built & ready to go! Welcome to the Jefferson Farmhouse at Pipit Estates. This new house style offers a wonderful open floor plan! The Eat-in Kitchen is perfect with granite counters, stainless steel appliances, and a large pantry. The Mudroom with an entrance from the garage will be a handy space for all. A formal Dining Room and a nice sized office round out the 1st floor. 3 large Bedrooms, a Primary Bedroom with attached Bathroom, and a great Laundry Room complete the second floor. The full basement is a walk-out with slider, daylight windows, and roughed out for a future full bathroom. Pet friendly! Non-age restricted community. Beautiful country setting with over 16 acres of open space. Take advantage of all the charming town of Chester has to offer including a top-rated school system!

4 Beds ⋅ 3 Baths ⋅ 73385422 MLS

New Construction - built & ready to go! Welcome to the Jefferson Farmhouse at Pipit Estates. This new house style offers a wonderful open floor plan! The Eat-in Kitchen is perfect with granite counters, stainless steel appliances, and a large pantry. The Mudroom with an entrance from the garage will be a handy space for all. A formal Dining Room and a nice sized office round out the 1st floor. 3 large Bedrooms, a Primary Bedroom with attached Bathroom, and a great Laundry Room complete the second floor. The full basement is a walk-out with slider, daylight windows, and roughed out for a future full bathroom. Pet friendly! Non-age restricted community. Beautiful country setting with over 16 acres of open space. Take advantage of all the charming town of Chester has to offer including a top-rated school system!

Lot 6 Robin Way Unit 6, Chester

Listing courtesy of Listing Agent: Hollie Halverson from Listing Office: RE/MAX Innovative Properties.

$749,000

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!

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.

$580,000

Set along the scenic Skyline Trail, this fully renovated home offers refined finishes, abundant natural light, and a seamless open layout. A long, estate-style concrete approach creates a striking sense of arrival, leading into a thoughtfully updated interior featuring porcelain tile flooring, modern upgrades, and two fireplaces that add warmth and architectural character. A versatile finished bonus space off the main living area provides flexibility, ideal as a family room, studio, fitness area, or easily converted back to a two-car garage. A charming barn offers additional space for equestrian pursuits or curated hobby use without overpowering the setting. Included is a separate buildable lot, presenting exceptional opportunity for future development, guest accommodations, or long-term investment. Surrounded by mature rhododendrons and natural landscape, the home offers exceptional privacy, a peaceful setting, and a true retreat-like atmosphere.

4 Beds ⋅ 2 Baths ⋅ 73513068 MLS

Set along the scenic Skyline Trail, this fully renovated home offers refined finishes, abundant natural light, and a seamless open layout. A long, estate-style concrete approach creates a striking sense of arrival, leading into a thoughtfully updated interior featuring porcelain tile flooring, modern upgrades, and two fireplaces that add warmth and architectural character. A versatile finished bonus space off the main living area provides flexibility, ideal as a family room, studio, fitness area, or easily converted back to a two-car garage. A charming barn offers additional space for equestrian pursuits or curated hobby use without overpowering the setting. Included is a separate buildable lot, presenting exceptional opportunity for future development, guest accommodations, or long-term investment. Surrounded by mature rhododendrons and natural landscape, the home offers exceptional privacy, a peaceful setting, and a true retreat-like atmosphere.

506 Skyline Trl, Chester

Listing courtesy of Listing Agent: Oleg Abramchuk from Listing Office: First NationWide Realty Inc..

$515,000

Highest & Best by Wed. 4/20 @ 5pm. Tucked just minutes off Route 112, this well-maintained 2,644 sq ft cedar-sided Colonial is located in Chester, on the Huntington/Worthington line. Set on 4.25 private acres abutting state land, the property offers scenic views, a peaceful pond, and charming stone walls—creating a picturesque and tranquil setting. Inside, the spacious kitchen is ideal for entertaining, with sliding doors that open to a full-length composite deck overlooking the backyard. The living room features a cozy wood stove insert, while the dining room, currently used as an office, offers flexibility to fit your needs. A generous family room with deck access could easily be converted into a first-floor primary suite with additional laundry hook ups on the 1st & 2nd floor. The 2nd floor offers three comfortable bedrooms and two full baths. Additional highlights include a heated three-car attached garage with workspace a 1 ton trolly hoist and a detached second garage.

3 Beds ⋅ 3 Baths ⋅ 73518494 MLS

Highest & Best by Wed. 4/20 @ 5pm. Tucked just minutes off Route 112, this well-maintained 2,644 sq ft cedar-sided Colonial is located in Chester, on the Huntington/Worthington line. Set on 4.25 private acres abutting state land, the property offers scenic views, a peaceful pond, and charming stone walls—creating a picturesque and tranquil setting. Inside, the spacious kitchen is ideal for entertaining, with sliding doors that open to a full-length composite deck overlooking the backyard. The living room features a cozy wood stove insert, while the dining room, currently used as an office, offers flexibility to fit your needs. A generous family room with deck access could easily be converted into a first-floor primary suite with additional laundry hook ups on the 1st & 2nd floor. The 2nd floor offers three comfortable bedrooms and two full baths. Additional highlights include a heated three-car attached garage with workspace a 1 ton trolly hoist and a detached second garage.

274 Goss Hill Rd, Chester

Listing courtesy of Listing Agent: Darcie Gasperini from Listing Office: Taylor Agency.

$495,000

-HIGHEST AND BEST OFFERS DUE WEDNESDAY - 3:00 PM - Don’t miss this versatile two-family ranch in desirable Chester, NH. Perfect for owner-occupants, investors, multi-generational living, or possible in-home business use, this property offers flexibility and future potential. Both first-floor ranch-style units have been freshly painted with some flooring updates completed, creating a move-in ready opportunity with room to build equity over time. The lower level with separate entry adds additional versatility with semi-finished rooms, a full bath, wet bar, cabinetry, and bonus space ideal for recreation, office space, workshops, hobbies, storage, or extended use (not a 3rd unit). There is also potential to connect the lower level to one unit for expanded living space. Live in one side while renting the other to help offset your mortgage, create an income-producing property or customize the space to fit your needs. Set on over an acre with a large deck and peaceful surroundings,

4 Beds ⋅ 3 Baths ⋅ 73514081 MLS

-HIGHEST AND BEST OFFERS DUE WEDNESDAY - 3:00 PM - Don’t miss this versatile two-family ranch in desirable Chester, NH. Perfect for owner-occupants, investors, multi-generational living, or possible in-home business use, this property offers flexibility and future potential. Both first-floor ranch-style units have been freshly painted with some flooring updates completed, creating a move-in ready opportunity with room to build equity over time. The lower level with separate entry adds additional versatility with semi-finished rooms, a full bath, wet bar, cabinetry, and bonus space ideal for recreation, office space, workshops, hobbies, storage, or extended use (not a 3rd unit). There is also potential to connect the lower level to one unit for expanded living space. Live in one side while renting the other to help offset your mortgage, create an income-producing property or customize the space to fit your needs. Set on over an acre with a large deck and peaceful surroundings,

414 Fremont Rd, Chester

Listing courtesy of Listing Agent: Cheryl Waitt from Listing Office: Homes of New Hampshire Realty, LLC.

$450,000

This 1800's farmhouse was once home to The Ideal Shoe Company (Danvers, MA). It's a property rich with history, charm, and situated in the middle of 13+ gorgeous acres fit to explore, or simply revel in their beauty. Surrounded by hundreds of acres of conservation land, your adventures could be endless. Take in the tranquil sounds of the Westfield River while roaming the tree-lined paths or relaxing in the Gazebo. Once inside, hardwood floors and beautiful wood beams decorate nearly every room. Fire up the wood stove, grab a book from the library, and unwind in the spacious living room, the 3-season porch, or have a swim in the pool room. The impressive kitchen is ideal for entertaining, with easy access to an office/studio space and a newly renovated bath with laundry. The 2nd floor offers 3-4 bedrooms with beautiful natural light, and a full BA. Located right between Northampton and Pittsfield, yet tucked away from it all. This peaceful retreat is not to miss! 1st showings at OH 10/4

4 Beds ⋅ 2 Baths ⋅ 73437930 MLS

This 1800's farmhouse was once home to The Ideal Shoe Company (Danvers, MA). It's a property rich with history, charm, and situated in the middle of 13+ gorgeous acres fit to explore, or simply revel in their beauty. Surrounded by hundreds of acres of conservation land, your adventures could be endless. Take in the tranquil sounds of the Westfield River while roaming the tree-lined paths or relaxing in the Gazebo. Once inside, hardwood floors and beautiful wood beams decorate nearly every room. Fire up the wood stove, grab a book from the library, and unwind in the spacious living room, the 3-season porch, or have a swim in the pool room. The impressive kitchen is ideal for entertaining, with easy access to an office/studio space and a newly renovated bath with laundry. The 2nd floor offers 3-4 bedrooms with beautiful natural light, and a full BA. Located right between Northampton and Pittsfield, yet tucked away from it all. This peaceful retreat is not to miss! 1st showings at OH 10/4

500 E River Rd, Chester

Listing courtesy of Listing Agent: Alexis Noyes from Listing Office: Brick & Mortar Northampton.

$380,000

NESTLED ON ALMOST 4 ACRES, this newly minted reproduction colonial presents an attractive example of fine country living. The kitchen is professionally designed to be a central gathering place, featuring a large 4 stool island offering ample space for good conversation and meal preparation. The exquisite quartz countertops provide a touch of elegance and durability, complemented by shaker cabinets that provide for generous storage. The gas stovetop is ready for the creation of culinary masterpieces. The open concept living room with 9-foot ceilings and pellet stove is all about cozy warm. The primary bedroom offers a private retreat with barn door sliders and an ensuite bathroom. The main bathroom features a double vanity, offering plenty of space, and a tiled walk-in shower, lending a spa-like feel to your daily routine. This residence features a porch and deck, providing a welcoming entrance and a comfortable outdoor space. Truely a unique property that you could call home.

3 Beds ⋅ 3 Baths ⋅ 73470587 MLS

NESTLED ON ALMOST 4 ACRES, this newly minted reproduction colonial presents an attractive example of fine country living. The kitchen is professionally designed to be a central gathering place, featuring a large 4 stool island offering ample space for good conversation and meal preparation. The exquisite quartz countertops provide a touch of elegance and durability, complemented by shaker cabinets that provide for generous storage. The gas stovetop is ready for the creation of culinary masterpieces. The open concept living room with 9-foot ceilings and pellet stove is all about cozy warm. The primary bedroom offers a private retreat with barn door sliders and an ensuite bathroom. The main bathroom features a double vanity, offering plenty of space, and a tiled walk-in shower, lending a spa-like feel to your daily routine. This residence features a porch and deck, providing a welcoming entrance and a comfortable outdoor space. Truely a unique property that you could call home.

654 Skyline Trail, Chester

Listing courtesy of Listing Agent: Paul Tourville from Listing Office: Canon Real Estate, Inc..

$380,000

Beautifully maintained and thoughtfully updated ranch in a peaceful country setting on over 3 acres. This home offers many extras including owned solar panels, a detached one-car garage with lift, two-car carport, and a large storage shed. The cozy living room with a wood-burning fireplace opens to a spacious eat-in kitchen featuring custom-built cabinetry. The sun-filled family room off the kitchen has solid wood panel ceilings is a wonderful place to relax or entertain. The main level continues with three spacious bedrooms and 1.5 baths. Some additional features include central air, a generator switch, high speed fiber optic internet availability and all updated plumbing and electric. Set on a beautiful lot surrounded by nature, this lovingly cared for home combines country charm with practical modern updates.

3 Beds ⋅ 2 Baths ⋅ 73440892 MLS

Beautifully maintained and thoughtfully updated ranch in a peaceful country setting on over 3 acres. This home offers many extras including owned solar panels, a detached one-car garage with lift, two-car carport, and a large storage shed. The cozy living room with a wood-burning fireplace opens to a spacious eat-in kitchen featuring custom-built cabinetry. The sun-filled family room off the kitchen has solid wood panel ceilings is a wonderful place to relax or entertain. The main level continues with three spacious bedrooms and 1.5 baths. Some additional features include central air, a generator switch, high speed fiber optic internet availability and all updated plumbing and electric. Set on a beautiful lot surrounded by nature, this lovingly cared for home combines country charm with practical modern updates.

120 Fisk Road, Chester

Listing courtesy of Listing Agent: Kylene Canon-Smith from Listing Office: Canon Real Estate, Inc..

$380,000

Looking for peace, privacy and room to breathe? Set off the beaten path in Chester, this sweet 2-bedroom home offers 18 acres of extreme solitude--No houses in sight, just surrounded by nature. You'll enjoy summers floating in your inground pool (with new pump and filter) and evening dinners on the screened porch. The expansive yard will easily host gardens, pets and play. Inside the house, the vaulted ceilings and open floor plan make for a comfortable and airy feel. One bedroom on each floor makes for nice separate spaces. Full basement with laundry and work area. A wood stove in basement and a pellet stove in living room make it cozy and comfortable in the colder months. One car detached garage provides additional storage space. This is a rare find for those craving quiet, solitude and a real connection to nature. Perfect for a year-round residence or a weekend getaway.Highest and Best offers due Monday, Oct 20, at noon. Seller request no escalation.

2 Beds ⋅ 1 Baths ⋅ 73437959 MLS

Looking for peace, privacy and room to breathe? Set off the beaten path in Chester, this sweet 2-bedroom home offers 18 acres of extreme solitude--No houses in sight, just surrounded by nature. You'll enjoy summers floating in your inground pool (with new pump and filter) and evening dinners on the screened porch. The expansive yard will easily host gardens, pets and play. Inside the house, the vaulted ceilings and open floor plan make for a comfortable and airy feel. One bedroom on each floor makes for nice separate spaces. Full basement with laundry and work area. A wood stove in basement and a pellet stove in living room make it cozy and comfortable in the colder months. One car detached garage provides additional storage space. This is a rare find for those craving quiet, solitude and a real connection to nature. Perfect for a year-round residence or a weekend getaway.Highest and Best offers due Monday, Oct 20, at noon. Seller request no escalation.

21 Sylvester Hamilton Rd, Chester

Listing courtesy of Listing Agent: Linda Webster from Listing Office: Coldwell Banker Community REALTORS®.

$365,000

This private Colonial home is set on 2.5 wooded acres at the end of a quiet dead-end road in Chester’s “Gem of the Valley.” The property is fully equipped for equestrian and homesteading lifestyles, featuring a four-stall barn with walk-out access to a fenced paddock, along with two additional fenced pastures ideal for horses, goats, or other farm animals. Inside, the home has been freshly painted throughout, creating a crisp, move-in-ready feel. New carpet has been installed in the upstairs bedrooms, and the full bathroom has been updated with a new vanity, toilet, and flooring. The kitchen has been refreshed with appliances and lighting, offering a clean and functional space for everyday living. Exterior improvements include a newly built deck, new gutters, professional power washing, and a brand-new septic system. For those seeking workshop space, the oversized two-car garage includes separate electrical service, an office, and welding area.

3 Beds ⋅ 2 Baths ⋅ 73450925 MLS

This private Colonial home is set on 2.5 wooded acres at the end of a quiet dead-end road in Chester’s “Gem of the Valley.” The property is fully equipped for equestrian and homesteading lifestyles, featuring a four-stall barn with walk-out access to a fenced paddock, along with two additional fenced pastures ideal for horses, goats, or other farm animals. Inside, the home has been freshly painted throughout, creating a crisp, move-in-ready feel. New carpet has been installed in the upstairs bedrooms, and the full bathroom has been updated with a new vanity, toilet, and flooring. The kitchen has been refreshed with appliances and lighting, offering a clean and functional space for everyday living. Exterior improvements include a newly built deck, new gutters, professional power washing, and a brand-new septic system. For those seeking workshop space, the oversized two-car garage includes separate electrical service, an office, and welding area.

11 Campbell Rd, Chester

Listing courtesy of Listing Agent: Jessica Sperry from Listing Office: Maverick Realty.

$345,000

Come see this little slice of heaven. newly updated throughout including LVP flooring, fresh paint, new stainless Appliances. Beautiful Butcher block Countertops and updated Cabinets. Step out onto your deck directly off of the kitchen/dining area and enjoy your morning coffee or tea or sit and enjoy a cup of wine as you take in the scenic views. lots of natural light with generous sized rooms and attached single car garage. Unfinished basement offers lots of options for additional living space. Privacy and peace and quite await. set back driveway with 5 acres of land to enjoy. close to lots of tourist attractions including Jacobs Ladder scenic byway as well as numerous hiking, biking and historic stops in the Otis and Becket area. Seller offering 1 year American Home Shield warranty if buyers close within 30 days

3 Beds ⋅ 1 Baths ⋅ 73506014 MLS

Come see this little slice of heaven. newly updated throughout including LVP flooring, fresh paint, new stainless Appliances. Beautiful Butcher block Countertops and updated Cabinets. Step out onto your deck directly off of the kitchen/dining area and enjoy your morning coffee or tea or sit and enjoy a cup of wine as you take in the scenic views. lots of natural light with generous sized rooms and attached single car garage. Unfinished basement offers lots of options for additional living space. Privacy and peace and quite await. set back driveway with 5 acres of land to enjoy. close to lots of tourist attractions including Jacobs Ladder scenic byway as well as numerous hiking, biking and historic stops in the Otis and Becket area. Seller offering 1 year American Home Shield warranty if buyers close within 30 days

67 Bromley Rd, Chester

Listing courtesy of Listing Agent: Brian Othmer from Listing Office: Proactive Realty.

$340,000

BOM due to Buyer Financing! Nestled on 4.5 Scenic Acres is where you'll find this private retreat, a beautifully updated ranch that's the perfect blend of modern comfort and country living. Thoughtfully updated boasting APO: A brand-new septic system, Architectural Roof in 2023, Newer Gas Boiler about 7-8 yrs old & More! An inviting open design w/vaulted ceilings, recessed lighting, custom built-ins to discover an expansive living rm/family rm w/a cozy wood stove flows seamlessly into the stylish kitchen w/an abundance of chic white cabinets, stainless appliances, propane gas stove & charming dining area. There are 2 generous bedrms w/wood flrs & roomy closets along w/a tiled full bathrm. The finished lower is an added valued flex space makes a perfect home office, guest rm, or rec room. Enjoy outdoor living from the oversized back deck & fenced yard. Not far from Westfield or Pittsfield offering convenience w/all the natural beauty the Berkshire foothills has to offer.

2 Beds ⋅ 1 Baths ⋅ 73454140 MLS

BOM due to Buyer Financing! Nestled on 4.5 Scenic Acres is where you'll find this private retreat, a beautifully updated ranch that's the perfect blend of modern comfort and country living. Thoughtfully updated boasting APO: A brand-new septic system, Architectural Roof in 2023, Newer Gas Boiler about 7-8 yrs old & More! An inviting open design w/vaulted ceilings, recessed lighting, custom built-ins to discover an expansive living rm/family rm w/a cozy wood stove flows seamlessly into the stylish kitchen w/an abundance of chic white cabinets, stainless appliances, propane gas stove & charming dining area. There are 2 generous bedrms w/wood flrs & roomy closets along w/a tiled full bathrm. The finished lower is an added valued flex space makes a perfect home office, guest rm, or rec room. Enjoy outdoor living from the oversized back deck & fenced yard. Not far from Westfield or Pittsfield offering convenience w/all the natural beauty the Berkshire foothills has to offer.

689 Skyline Trl, Chester

Listing courtesy of Listing Agent: Kelley & Katzer Team from Listing Office: Kelley & Katzer Real Estate, LLC.

$340,000

Located on a country road with expansive views. Rustic ranch-style farmhouse with a western flair. Notable improvements in the last 10 years roof/windows/skylight/furnace and updates to the electric. Generous open floor plan for the kitchen and living room with peaceful outside views to expansive skies. Second floor heated studio with approximately 385sf, potential to connect to the main house. Attached 8 stall barn with large loft for equestrian lovers or for many other purposes. Fenced in pasture in need of love. Enjoy views and night skies from this special property. Being sold "As Is". Title V passed.

2 Beds ⋅ 1 Baths ⋅ 73409853 MLS

Located on a country road with expansive views. Rustic ranch-style farmhouse with a western flair. Notable improvements in the last 10 years roof/windows/skylight/furnace and updates to the electric. Generous open floor plan for the kitchen and living room with peaceful outside views to expansive skies. Second floor heated studio with approximately 385sf, potential to connect to the main house. Attached 8 stall barn with large loft for equestrian lovers or for many other purposes. Fenced in pasture in need of love. Enjoy views and night skies from this special property. Being sold "As Is". Title V passed.

73 Ingell Rd, Chester

Listing courtesy of Listing Agent: Debra A. Petrovsky from Listing Office: Donovan Real Estate.

$335,000

Charming and well-maintained 3-bedroom, 1.5-bath Cape set on a private wooded lot offering comfort, space, and a peaceful setting. The light-filled kitchen features stainless steel appliances and an open flow into the dining area, perfect for everyday living and entertaining. Bright and inviting living spaces provide abundant natural light throughout. The flexible layout includes a first-floor bedroom and full bath, while upstairs offers two additional bedrooms and a half bath with classic Cape charm. Enjoy the large Trex deck overlooking the expansive yard or unwind in the hot tub. Ideal for relaxing or entertaining both inside and out. Surrounded by mature trees, yet conveniently located near local amenities and major routes, this move-in ready home is a must-see!

3 Beds ⋅ 2 Baths ⋅ 73522196 MLS

Charming and well-maintained 3-bedroom, 1.5-bath Cape set on a private wooded lot offering comfort, space, and a peaceful setting. The light-filled kitchen features stainless steel appliances and an open flow into the dining area, perfect for everyday living and entertaining. Bright and inviting living spaces provide abundant natural light throughout. The flexible layout includes a first-floor bedroom and full bath, while upstairs offers two additional bedrooms and a half bath with classic Cape charm. Enjoy the large Trex deck overlooking the expansive yard or unwind in the hot tub. Ideal for relaxing or entertaining both inside and out. Surrounded by mature trees, yet conveniently located near local amenities and major routes, this move-in ready home is a must-see!

302 Middlefield Rd, Chester

Listing courtesy of Listing Agent: Kempf-Vanderburgh Realty Consultants from Listing Office: Kempf-Vanderburgh Realty Consultants, Inc..

$305,000

Charming R-Zoned Property on 3 Cleared Acres with Barn - Chester, MA Set on 3 cleared acres in the peaceful town of Chester, this Single-Family Residential property offers space, privacy, and flexibility with R zoning. The home features 1,896 square feet of living space, including 2 bedrooms and 2 full baths, making it ideal for year-round living or a country retreat. Key systems are in good condition, including oil-fired furnace with forced hot air, electrical, plumbing, and roof. The property is serviced by town water and a septic system. Outbuildings add significant value, with a barn perfect for storage, hobbies, or animals, as well as a gazebo for enjoying the scenic surroundings. The expansive lot offers ample room for outdoor activities, gardening, or future possibilities. Please note the property is located in an AE flood zone. A rare opportunity to own acreage with useful outbuildings in a serene Western Massachusetts setting.

2 Beds ⋅ 2 Baths ⋅ 73466673 MLS

Charming R-Zoned Property on 3 Cleared Acres with Barn - Chester, MA Set on 3 cleared acres in the peaceful town of Chester, this Single-Family Residential property offers space, privacy, and flexibility with R zoning. The home features 1,896 square feet of living space, including 2 bedrooms and 2 full baths, making it ideal for year-round living or a country retreat. Key systems are in good condition, including oil-fired furnace with forced hot air, electrical, plumbing, and roof. The property is serviced by town water and a septic system. Outbuildings add significant value, with a barn perfect for storage, hobbies, or animals, as well as a gazebo for enjoying the scenic surroundings. The expansive lot offers ample room for outdoor activities, gardening, or future possibilities. Please note the property is located in an AE flood zone. A rare opportunity to own acreage with useful outbuildings in a serene Western Massachusetts setting.

67 Middlefield, Chester

Listing courtesy of Listing Agent: Alexander King from Listing Office: Lock and Key Realty Inc..

$291,000

Price reduced on this incredibly charming, three-bedroom, Two full bath Victorian style home set on a quiet street in Beautiful Chester. Pleasant mountain views from your wrap around porch. This home is immaculate with stunning kitchen, and an oversized living room. Hardwood floors on the first floor and a fabulous dining room. Walk up attic and a walk out basement. Great perennial gardens and so much more. Chester has so much to offer with a quaint downtown, state parks and is a short drive to Westfield and local highways.

3 Beds ⋅ 2 Baths ⋅ 73426670 MLS

Price reduced on this incredibly charming, three-bedroom, Two full bath Victorian style home set on a quiet street in Beautiful Chester. Pleasant mountain views from your wrap around porch. This home is immaculate with stunning kitchen, and an oversized living room. Hardwood floors on the first floor and a fabulous dining room. Walk up attic and a walk out basement. Great perennial gardens and so much more. Chester has so much to offer with a quaint downtown, state parks and is a short drive to Westfield and local highways.

7 William St, Chester

Listing courtesy of Listing Agent: James Adams from Listing Office: Hilltown Real Estate by Adams Realty.

$270,000

Country Charm Meets Comfort and Nature-Outdoor living at its finest! Nestled on a generous double lot, this delightful country home offers an enchanting retreat just minutes from the heart of Westfield. Surrounded by mature landscaping, fruit trees, and a lush forest brimming with wildlife, it’s a nature lover’s dream come true. Step onto the enclosed side porch, relax as birds sing and deer wander past, all while enjoying fresh berries plucked from your own garden. Whether you’re exploring your backyard forest or taking a stroll to nearby Hampden Park, adventure & tranquility are never far away. With three cozy bedrooms, a spacious bathroom, and inviting maple and birch floors downstairs (plus Pergo upstairs), the home blends rustic charm with modern comfort. Enjoy the convenience of first-floor laundry/mudroom, a formal dining room for hosting. Recent upgrades including a paved driveway, a durable architectural-shingled roof, newer water heater & heat pump.

3 Beds ⋅ 1 Baths ⋅ 73411555 MLS

Country Charm Meets Comfort and Nature-Outdoor living at its finest! Nestled on a generous double lot, this delightful country home offers an enchanting retreat just minutes from the heart of Westfield. Surrounded by mature landscaping, fruit trees, and a lush forest brimming with wildlife, it’s a nature lover’s dream come true. Step onto the enclosed side porch, relax as birds sing and deer wander past, all while enjoying fresh berries plucked from your own garden. Whether you’re exploring your backyard forest or taking a stroll to nearby Hampden Park, adventure & tranquility are never far away. With three cozy bedrooms, a spacious bathroom, and inviting maple and birch floors downstairs (plus Pergo upstairs), the home blends rustic charm with modern comfort. Enjoy the convenience of first-floor laundry/mudroom, a formal dining room for hosting. Recent upgrades including a paved driveway, a durable architectural-shingled roof, newer water heater & heat pump.

76 Hampden St, Chester

Listing courtesy of Listing Agent: Patriot Living Group from Listing Office: Lock and Key Realty Inc..

$230,000

Discover the perfect blend of historic charm and modern potential at 84 Middlefield Rd- located in the center of a quaint Western Massachusetts Hilltown. This 3-bedroom, 2-bath, single-family, antique farmhouse home offers 1,945 sq ft of living space on a cute postage stamp yard at the corner. The layout is spacious and the architecture is classic New England appeal. Ample space for your family home, or a future investment for rental. With a bit of TLC, this property is the perfect canvas for your vision, making it an ideal choice for a primary residence or a cozy getaway. Located across from the scenic Westfield River and surrounded by hiking, biking, and good fishing! Don't miss this opportunity to own a piece of Chester history.

3 Beds ⋅ 2 Baths ⋅ 73505172 MLS

Discover the perfect blend of historic charm and modern potential at 84 Middlefield Rd- located in the center of a quaint Western Massachusetts Hilltown. This 3-bedroom, 2-bath, single-family, antique farmhouse home offers 1,945 sq ft of living space on a cute postage stamp yard at the corner. The layout is spacious and the architecture is classic New England appeal. Ample space for your family home, or a future investment for rental. With a bit of TLC, this property is the perfect canvas for your vision, making it an ideal choice for a primary residence or a cozy getaway. Located across from the scenic Westfield River and surrounded by hiking, biking, and good fishing! Don't miss this opportunity to own a piece of Chester history.

84 Middlefield Rd, Chester

Listing courtesy of Listing Agent: Danielle Lafond from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

$225,000

This cedar sided bungalow in a peaceful setting offers an open floor plan, 5.61 acres of land, a private deck overlooking the beautiful yard w/ blueberry bushes, apple & pear trees. Kitchen w/appliances to stay. Cozy DR. Large open LR w/cathedral ceilings. First floor laundry. Full bath w/tub & shower. Potential for a half bath off the empty bedroom (it was a half bath at one time) Abbott Brook runs along the back edge of the property. This would make a great vacation retreat or year-round home. Enjoy the recreational areas & activities all close by or take a short drive to the Berkshires or Northampton. This is an ideal location to be away from it all but not too far from major cities. New hot water tank, newer pressure tank for the well. Septic was new in 2009 & the roof was last redone in 2014. Electric baseboard heat & forced air wood furnace in the basement. Also wood stove hook up in the living room. Some cosmetic TLC needed, bring your imagination to make this home your own

2 Beds ⋅ 1 Baths ⋅ 73416131 MLS

This cedar sided bungalow in a peaceful setting offers an open floor plan, 5.61 acres of land, a private deck overlooking the beautiful yard w/ blueberry bushes, apple & pear trees. Kitchen w/appliances to stay. Cozy DR. Large open LR w/cathedral ceilings. First floor laundry. Full bath w/tub & shower. Potential for a half bath off the empty bedroom (it was a half bath at one time) Abbott Brook runs along the back edge of the property. This would make a great vacation retreat or year-round home. Enjoy the recreational areas & activities all close by or take a short drive to the Berkshires or Northampton. This is an ideal location to be away from it all but not too far from major cities. New hot water tank, newer pressure tank for the well. Septic was new in 2009 & the roof was last redone in 2014. Electric baseboard heat & forced air wood furnace in the basement. Also wood stove hook up in the living room. Some cosmetic TLC needed, bring your imagination to make this home your own

11 Taft Road, Chester

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

$213,000

In the the picturesque and historic town of Chester, MA, awaits this quaint circa 1800 farm house, boasting wraparound porch and inviting appeal & situated on .36 acres in the heart of town. A yard to enjoy, abuts the brook for potentially peaceful moments. Inside, you'll find a spacious & flexible floor plan that includes first-floor laundry, pantry, eat-in kitchen, dining room, living room, and a front parlor. Charming built-ins, knotty pine accents, wood floors & reading nooks add to the home’s warm, nostalgic appeal. The front parlor features a large walk-in closet ~ Use your imagination, can it replace the primary bedroom on the 2nd floor to make the home attractive to anyone looking for single-level living? Check out the barn. Is it your future workshop, studio, hobby-center or perhaps something more? Whether you're looking to restore, renovate, or just settle into a home that tells a story, this is a must-see for lovers of historic New England farm homes.

3 Beds ⋅ 1 Baths ⋅ 73433010 MLS

In the the picturesque and historic town of Chester, MA, awaits this quaint circa 1800 farm house, boasting wraparound porch and inviting appeal & situated on .36 acres in the heart of town. A yard to enjoy, abuts the brook for potentially peaceful moments. Inside, you'll find a spacious & flexible floor plan that includes first-floor laundry, pantry, eat-in kitchen, dining room, living room, and a front parlor. Charming built-ins, knotty pine accents, wood floors & reading nooks add to the home’s warm, nostalgic appeal. The front parlor features a large walk-in closet ~ Use your imagination, can it replace the primary bedroom on the 2nd floor to make the home attractive to anyone looking for single-level living? Check out the barn. Is it your future workshop, studio, hobby-center or perhaps something more? Whether you're looking to restore, renovate, or just settle into a home that tells a story, this is a must-see for lovers of historic New England farm homes.

11 Maple St, Chester

Listing courtesy of Listing Agent: Nadine Hiser from Listing Office: KRG - Key Realty Group.

$204,000

Charming 2-bedroom, 1-bath home tucked away in the peaceful Hill Towns, offering comfort, character, and a scenic natural setting. A beautiful stream runs along the rear of the property, and the small, manageable lot makes upkeep easy while still providing room to enjoy the outdoors. Inside, the home features bright, welcoming spaces ideal for simple, low-maintenance living. Whether you’re looking to downsize or purchase your first home, this property is a must see!

2 Beds ⋅ 1 Baths ⋅ 73455872 MLS

Charming 2-bedroom, 1-bath home tucked away in the peaceful Hill Towns, offering comfort, character, and a scenic natural setting. A beautiful stream runs along the rear of the property, and the small, manageable lot makes upkeep easy while still providing room to enjoy the outdoors. Inside, the home features bright, welcoming spaces ideal for simple, low-maintenance living. Whether you’re looking to downsize or purchase your first home, this property is a must see!

187 Route 20, Chester

Listing courtesy of Listing Agent: Timothy Coughlen from Listing Office: Park Square Realty.

$200,000

Investors, contractors, rehabbers! This spacious hill town home features 2 nice size bedrooms, one full and one half bath, a spacious kitchen, a cozy entry room, a super sized living room with a gorgeous stone fireplace! But as an individual who loves the outdoors the best part of this home is the 3 season porch, the nearly wrap around deck, the lower level patio and this beautiful lot that could have some fantastic views with a little tree cutting to the north side of the lot. For a contractor thinking about keeping this home for themselves, the garage/barn has great space for storage, workshop, or just a fabulous man cave on the second floor! And let's not forget about the basement! This home has the convenience of an oil fired furnace AND a wood fired furnace not to mention a super sized bonus room with a walk out to the patio under the deck! This home will not qualify for traditional financing, this will be an as-is sale titeV and smoke cert will be responsibility of the buyer.

2 Beds ⋅ 2 Baths ⋅ 73518533 MLS

Investors, contractors, rehabbers! This spacious hill town home features 2 nice size bedrooms, one full and one half bath, a spacious kitchen, a cozy entry room, a super sized living room with a gorgeous stone fireplace! But as an individual who loves the outdoors the best part of this home is the 3 season porch, the nearly wrap around deck, the lower level patio and this beautiful lot that could have some fantastic views with a little tree cutting to the north side of the lot. For a contractor thinking about keeping this home for themselves, the garage/barn has great space for storage, workshop, or just a fabulous man cave on the second floor! And let's not forget about the basement! This home has the convenience of an oil fired furnace AND a wood fired furnace not to mention a super sized bonus room with a walk out to the patio under the deck! This home will not qualify for traditional financing, this will be an as-is sale titeV and smoke cert will be responsibility of the buyer.

120 Prospect Street, Chester

Listing courtesy of Listing Agent: Julianne M. Krutka from Listing Office: Park Square Realty.

$197,500

Come see this charming colonial-style home featuring four bedrooms and two full bathrooms, encompassing nearly 2,400 square feet of living space! Nestled on an expansive 24.8-acre lot, the property does provide some nice privacy potential. A spacious barn is also included, presenting numerous opportunities for use as a workshop or additional storage. Additionally, the property features an in-ground swimming pool. Upon entering, you will be welcomed by an abundance of natural light and elegant hardwood floors, creating a warm and inviting atmosphere. Off-street parking is available with an extended driveway. Nearby amenities include Chester Town Park, Chester Railway, and various state parks. Arrange a walk through and make this your home today!

4 Beds ⋅ 2 Baths ⋅ 73305667 MLS

Come see this charming colonial-style home featuring four bedrooms and two full bathrooms, encompassing nearly 2,400 square feet of living space! Nestled on an expansive 24.8-acre lot, the property does provide some nice privacy potential. A spacious barn is also included, presenting numerous opportunities for use as a workshop or additional storage. Additionally, the property features an in-ground swimming pool. Upon entering, you will be welcomed by an abundance of natural light and elegant hardwood floors, creating a warm and inviting atmosphere. Off-street parking is available with an extended driveway. Nearby amenities include Chester Town Park, Chester Railway, and various state parks. Arrange a walk through and make this your home today!

10 William St, Chester

Listing courtesy of Listing Agent: Nicholas DeCaro from Listing Office: Property Works New England.

$41,500

3.26 acres in beautiful Berkshire Woods surround this 375 ft.² single family structure,approximately 16 x 22 can have a loft. Some building materials are left on site needs TLC, outdated perk test on file, outdated septic plans on file.Turn this small structure into your family getaway in the Berkshires

1 Beds ⋅ 1 Baths ⋅ 73535050 MLS

3.26 acres in beautiful Berkshire Woods surround this 375 ft.² single family structure,approximately 16 x 22 can have a loft. Some building materials are left on site needs TLC, outdated perk test on file, outdated septic plans on file.Turn this small structure into your family getaway in the Berkshires

127 Round Hill Rd, Chester

Listing courtesy of Listing Agent: Teamwork Realty Group from Listing Office: Teamwork Realty Group, LLC.

$27,500

Beautiful wood house with tons of space and character, needs some love to bring back to life. Nestled into the hills of Chester, it's just steps away from the Railway Museum and downtown. Foundation partially rebuild with newer windows and doors. Much work already done. Come bring it over the finish line and have yourself a beautiful historic house with amazing mountain and river views.

5 Beds ⋅ 2 Baths ⋅ 73461293 MLS

Beautiful wood house with tons of space and character, needs some love to bring back to life. Nestled into the hills of Chester, it's just steps away from the Railway Museum and downtown. Foundation partially rebuild with newer windows and doors. Much work already done. Come bring it over the finish line and have yourself a beautiful historic house with amazing mountain and river views.

171 Prospect, Chester

Listing courtesy of Listing Agent: Vadim Tulchinsky from Listing Office: Witman Properties, Inc..

$22,500

Price drop on this great get away with over three acres. There is a recent perk test, if you want to build on the land. This property comes with a newer camper. Walking distance to the hiking trails of the expansive Chester State Forest. The road does not have electric at this time, so off grid living is the way to go. 200 feet north of Smithy Road.

73399828 MLS

Price drop on this great get away with over three acres. There is a recent perk test, if you want to build on the land. This property comes with a newer camper. Walking distance to the hiking trails of the expansive Chester State Forest. The road does not have electric at this time, so off grid living is the way to go. 200 feet north of Smithy Road.

Round Hill Road, Chester

Listing courtesy of Listing Agent: James Adams from Listing Office: Hilltown Real Estate by Adams Realty.

How much is your home worth?

How much is your home worth?