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Homes for Sale near Chester Elementary School

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  • /26

    $184,900

    • 2 Beds
    • 1.5 Baths
    • 852 Sq Ft

    106 E Shore Rd, Becket, MA 01223

    Looking for the perfect seasonal or year round home? Look no further. 2 bed 1.5 bath cttqage includes beach, boating and fishing rights with low HOA fee. On this seren setting sits a home with large windows, abundant storage, shelving and closets. First floor laundry, 3 season porch and additional storage in pull down attic.Oversized 1 car garage with work bench and additional loft storage,

    Agent Photo

    Dorothy Maiwald

    NON-MEMBER / RECIPROCAL

    (413) 359-6468

    106 E Shore Rd, Becket, MA 01223
  • /19

    $579,000

    • 1 Bed
    • 720 Sq Ft

    18 Osceola Dr, Becket, MA 01223

    Unique Opportunity! Lakefront on Center Pond. Original lake cabin built circa 1950 set on .79 acres with 100 feet of lake frontage. Located within 25 feet of the lake the structure will require extensive renovations. The cabin does have electricity and will need well and septic. Great spot and well worth the effort!

    Kim Bergland RED HORSE REAL ESTATE, LLC

    18 Osceola Dr, Becket, MA 01223
  • /42

    $519,000

    • 3 Beds
    • 2 Baths
    • 1,547 Sq Ft

    179 Hopkins Ln, Becket, MA 01223

    Welcome to this meticulously cared for and updated Cape-style home. This property blends classic charm with modern upgrades, providing comfort, privacy and room to roam. 3 bedrooms and 2 full bathrooms, nestled on an expansive 9.5-acre lot with an attached garage and out building for your toys! Step inside to find a bright and inviting interior featuring recent renovations throughout. The main

    Lori Mickle LAMACCHIA REALTY, INC

    179 Hopkins Ln, Becket, MA 01223
  • /38

    $410,000

    • 4 Beds
    • 3 Baths
    • 1,512 Sq Ft

    732 Main St, Becket, MA 01223

    Welcome to your NEW and move-in ready home in the heart of the Berkshires! This recently renovated 4-bedroom,3-bathroom ranch-style house features a separate in-law suite that is ideal for extended family, guests, or potential rental income. Enjoy the convenience of one floor living with central AC and a full basement. Offering the perfect blend of modern comfort and peaceful county living

    Natalie Weissbrod CENTURY 21 NORTHEAST

    732 Main St, Becket, MA 01223
  • /42

    $510,000

    • 3 Beds
    • 2 Baths
    • 2,012 Sq Ft

    613 Skyline Trail, Chester, MA 01011

    Complete privacy awaits you in this charming Cape-style home! Perfect for easy entertaining, the home features a spacious three-season lanai with a wet bar, a covered patio, a large level yard, vibrant flowering gardens, and raspberry and blueberry bushes — plus a barn for added versatility. Inside, the cozy living room with a wood stove opens seamlessly to the kitchen, which is outfitted with

    Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

    613 Skyline Trail, Chester, MA 01011
  • /42

    $435,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    40 N Lake Way, Becket, MA 01223

    Center Pond Lake house with beautiful full beach, Swimming Boating, yes to motorboats. Yes to full view of the water. Luxuriously furnished completely. 3 bedrooms but one has been turned into a laundry room. 2 good size bedrooms. New granite and SS kitchen. New bathroom completed. New Roof in 2019. Wonderful screen in sitting porch with cozy furnishings. A must-see property.Center Pond is one of

    Ginger Conner RED HORSE REAL ESTATE, LLC

    40 N Lake Way, Becket, MA 01223
  • /55

    $659,000

    • 3 Beds
    • 2 Baths
    • 3,273 Sq Ft

    106 Stoney Brook Rd, Becket, MA 01223

    Nestled in the hills of Becket, this delightful home offers a perfect blend of privacy and convenience. This 3-bedroom, 2-bathroom home boasts an open floor plan with abundant natural light. A modern kitchen fully equipped with stainless steel appliances and ample counter space, ideal for cooking and entertaining. The cozy living room with views of the woods and charming pellet stove is perfect

    Katie Soules WILLIAM RAVEIS REAL ESTATE

    106 Stoney Brook Rd, Becket, MA 01223
  • /25

    $435,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft

    116 Skyline Trail, Middlefield, MA 01243

    Rustic Log Cabin nestled in the woods of Middlefield, MA. offering plenty of privacy and room to roam. 13.74 +/- acres with many trails for hiking, snow sports of all sorts, or just enjoying nature at its best. 3 bedrooms 2 bathrooms. Spiral staircase to second level loft bedroom overlooking lower level, bathroom with shower stall to 3rd bedroom. Main level Kitchen, dining area, Livingroom open

    Evamarie Best Wolcott Realty

    116 Skyline Trail, Middlefield, MA 01243
  • /46

    $589,000

    • 3 Beds
    • 1.5 Baths
    • 2,496 Sq Ft

    1196 Bancroft Rd, Becket, MA 01223

    Located on the east side of Becket is this beautiful home with a spring fed swimming pond and year round brook running directly thru the middle of the lot. One owner home that has been maintained and updated with the following: Broadband, roof, porch, kitchen, flooring, baths and lower level. Three large bedrooms on second level and open kitchen/living room on first floor. The lower level is

    Susan Deacon RE/MAX COMPASS

    1196 Bancroft Rd, Becket, MA 01223
  • /7

    $199,000

    • Land
    • 0.32 Acre
    • $621,884 per Acre

    LOT112 Osceola Rd, Becket, MA 01223

    WATERFRONT LOT WITH FIFTY FEET ON THE LAKE. Unusual, undeveloped .32 acre lot on Center Pond with 50' of easterly facing shorefront. Being sold as is, raw land. Buyers to do their own due diligence.

    Kim Bergland RED HORSE REAL ESTATE, LLC

    LOT112 Osceola Rd, Becket, MA 01223
  • /39

    $243,500

    • 7 Beds
    • 2 Baths
    • 3,058 Sq Ft

    45 Middlefield Rd, Chester, MA 01011

    Large Side-by-Side Duplex – Great Investment Opportunity! This spacious duplex offers a fantastic investment or owner occupied opportunity, each unit featuring generous layouts and separate utilities and propane heat. Situated on a nice lot with a large backyard, dog kennel, and space for a garden, this property provides both comfort and versatility. Left Unit: 3 bedrooms upstairs, plus an

    Joy Salvini RE/MAX Compass

    45 Middlefield Rd, Chester, MA 01011
  • /12

    $649,900

    • Land
    • 155 Acres
    • $4,193 per Acre

    0 Johnnycake Hill Rd Unit 73378321, Middlefield, MA 01243

    This approximately 155-acre Berkshire nature preserve has enough frontage on Johnnycake Hill Road to accommodate four building lots. Nestled in the beautiful corner of the world where the Pioneer Valley meets the Berkshire Hills, the property is ideal for a myriad of outdoor uses including horseback riding and cross-country skiing. The land contains well over a mile of logging trails and old

    Doug Collins Lamacchia Realty, Inc.

    0 Johnnycake Hill Rd Unit 73378321, Middlefield, MA 01243
  • /12

    $649,900

    • Land
    • 155 Acres
    • $4,193 per Acre

    0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243

    This approximately 155-acre Berkshire nature preserve has enough frontage on Johnnycake Hill Road to accommodate four building lots. Nestled in the beautiful corner of the world where the Pioneer Valley meets the Berkshire Hills, the property is ideal for a myriad of outdoor uses including horseback riding and cross-country skiing. The land contains well over a mile of logging trails and old

    Doug Collins LAMACCHIA REALTY, INC

    0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243
  • /40

    $250,000

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    300 Middlefield Rd, Chester, MA 01011

    Charming 3-Bedroom Home on 2 Acres – Just Outside the City!Looking for country living with room to grow? This 3-bedroom, 1-bath home sits on a spacious 2-acre lot, offering the perfect blend of privacy and potential. Just a short drive from the city, this property is ideal for those seeking peace and quiet. New furnace – stay cozy all year long. Needs some TLC – bring your vision and make it

    Nicolle Serafino RE/MAX Connections

    300 Middlefield Rd, Chester, MA 01011
  • /36

    $339,900

    • 2 Beds
    • 1 Bath
    • 1,450 Sq Ft

    12 Riverfront St, Chester, MA 01011

    Charming riverfront home in historic Chester, close to all main attractions in Berkshire County and the college towns of Amherst and Northampton. The house has been lovingly maintained as a short-term rental since 2018, with excellent occupancy rates for visitors looking for a quiet getaway with a small town atmosphere while also central to all of Western Massachusetts. Single floor living,

    Stephen Daoust STONE HOUSE PROPERTIES, LLC

    12 Riverfront St, Chester, MA 01011
  • /47

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    55 Mallard Dr, Becket, MA 01223

    Discover the perfect blend of comfort and charm with this stunning contemporary situated on two acres. There is a full-house Generac generator for comfort and peace of mind and central air. The great room is washed with natural light from the wall of windows and has a beautiful gas fireplace to provide additional warmth on cold Winter days. There is a circular flow into the spacious dining room

    Cortney Dupont COHEN & WHITE ASSOCIATES

    55 Mallard Dr, Becket, MA 01223
  • /24

    $325,000

    • 7 Beds
    • 4 Baths
    • 4,000 Sq Ft

    207-209 Main St, Becket, MA 01223

    Bring your imagination and contractors to this magical property. This could be a family compound or income producing. 12 acres, pond, two car garage and three buildings consisting of a guest house, main house and cottage. Guest House has two bedrooms and one bathroom. Main house has three bedrooms and two bathrooms. Cottage has two bedrooms and one bathroom as well. There are endless

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    207-209 Main St, Becket, MA 01223
  • /17

    $244,500

    • 4 Beds
    • 2 Baths
    • 1,624 Sq Ft

    243 Quarry Rd, Becket, MA 01223

    Charming 4-bed, 2-bath home on 15+ acres in Becket! Features wood stove & oil heat, window AC. Good foundation. Cement floors await your touch. Bath tub may need retiling. Includes a 1-car detached garage. Face boards on roof need replacement.

    Derek Greene The Greene Realty Group

    243 Quarry Rd, Becket, MA 01223
  • /10

    $21,000

    • Land
    • 2.15 Acres
    • $9,767 per Acre

    Lot9A Perch Close, Becket, MA 01223

    Two plus acre lot in the Crystal Pond HOA with deeded access to the private community beach with kayaking and canoeing on Crystal Pond. Town beach & country store nearby. Privately located on a two lot cul-de-sac. Town beach & country store nearby. Experience all the Berkshires have to offer. HOA website

    Kim Bergland RED HORSE REAL ESTATE, LLC

    Lot9A Perch Close, Becket, MA 01223
  • /10

    $39,900

    • Land
    • 4.48 Acres
    • $8,906 per Acre

    Lot19 Skyline Ridge Rd, Becket, MA 01223

    4.48 acre lot in the Skyline Ridge HOA. Potential views to the north. Several existing homes are located nearby with distant mountain and ridge views. Bordering State Forest, lakes, trails and the cultural attractions of the Berkshires nearby. Successful perc test 2003: 2.3 MPI.

    Kim Bergland RED HORSE REAL ESTATE, LLC

    Lot19 Skyline Ridge Rd, Becket, MA 01223
  • /9

    $21,000

    • Land
    • 2.47 Acres
    • $8,502 per Acre

    Lot 26 Stoney Brook Rd, Becket, MA 01223

    Nice level 2.47 acre building lot on a private country road. Good location for a full time or vacation residence. owner is a licensed contractor who can custom build the home you've been dreaming of.

    Kim Bergland RED HORSE REAL ESTATE, LLC

    Lot 26 Stoney Brook Rd, Becket, MA 01223
  • /8

    $29,001

    • Land
    • 2.58 Acres
    • $11,241 per Acre

    Lot32 Valley View Rd, Becket, MA 01223

    Great place to build on this 2.5 acre lot in the Skyline Ridge community. The community is tucked off main roads and set in Berkshire woodlands. Possible views looking north with clearing. Lakes, trails and Berkshire cultural attractions easily accessible. 2003 Perc test, 6 MPI., will need updating.

    Kim Bergland RED HORSE REAL ESTATE, LLC

    Lot32 Valley View Rd, Becket, MA 01223
  • /11

    $29,900

    • Land
    • 1.94 Acres
    • $15,412 per Acre

    LOT16 Porcupine Ct, Becket, MA 01223

    Very private nearly 2 acre lot with a septic design for a three bedroom home - see photos - and an up to date perc test. Level lot, no abutting homes, frontage on 2 roads. No HOA rules or regulations, the lot is subject to town zoning. Five community lakes with beaches can be used. Roads maintained by the Sherwood Forest Road District.

    Kim Bergland RED HORSE REAL ESTATE, LLC

    LOT16 Porcupine Ct, Becket, MA 01223
  • /2

    $27,900

    • Land
    • 4.01 Acres
    • $6,958 per Acre

    Lot 52 Skyline Trail, Middlefield, MA 01243

    OWNER FINANCING AVAILABLE! This 4.01-acre wooded lot in Middlefield, MA, offers a private andscenic retreat in the heart of the Berkshires with an adjoining lot available as well. With nearby access toGlendale Falls, scenic hiking trails, and the Westfield River, it’s a perfect spot for outdoor enthusiasts.Enjoy the charm of small-town living while being just a short drive from Northampton and

    Derek Greene The Greene Realty Group

    Lot 52 Skyline Trail, Middlefield, MA 01243
  • /2

    $27,900

    • Land
    • 4.01 Acres
    • $6,958 per Acre

    Lot 51 Skyline Trail, Middlefield, MA 01243

    Enjoy nearby outdoor adventures at Glendale Falls, scenic hiking trails, and fishing in the Westfield River, all while embracing the charm of small-town living. Just a short drive to Northampton and Pittsfield, you’ll have access to shopping, dining, and cultural attractions while still enjoying a quiet retreat. Whether you're looking to build your dream home or make a smart investment, this

    Derek Greene The Greene Realty Group

    Lot 51 Skyline Trail, Middlefield, MA 01243
  • /11

    $49,000

    • Land
    • 7 Acres
    • $7,259 per Acre

    lot 13 Skyline Trail, Chester, MA 01011

    Wonderful level lot with perk test in hand. This flat lot has a survey and has been flagged. A wooded property with a year-round brook. The area has newer homes and is quite convenient to shopping and Berkshire attractions. If you're ready to build, then this lot is ready to go! 200 feet north of 698 Skyline trail

    James Adams Hilltown Real Estate by Adams Realty

    lot 13 Skyline Trail, Chester, MA 01011
  • /10

    $39,900

    • Land
    • 2.26 Acres
    • $17,655 per Acre

    87 Stoney Brook Rd, Becket, MA 01223

    This beautifully cleared 2+/- acre lot is ready for your dream home. Nestled in the Berkshire, the lot has been thoughtfully cleared providing a blank canvas for your construction plans. Becket is known for its breathtaking landscapes, including nearby, lakes, trails, and recreational areas. Immerse yourself in nature with endless opportunities, exploring the outdoors. While you’ll feel secluded

    Kimber Bradley Robin Delaney Real Estate

    87 Stoney Brook Rd, Becket, MA 01223
  • /11

    $39,900

    • Land
    • 2.02 Acres
    • $19,752 per Acre

    55 Stoney Brook Rd, Becket, MA 01223

    Welcome to this idyllic retreat in the charming town of Becket. This beautifully cleared 2 acre lot offers a fantastic opportunity for your dream home or getaway. Nestled in the natural beauty of the Berkshires, this lot is ready for you to bring your vision to life. With 2 acres there’s plenty of room for your future home, a garden, outdoor living spaces and more. Also offered is 87 Stoney Brk

    Kimber Bradley Robin Delaney Real Estate

    55 Stoney Brook Rd, Becket, MA 01223
  • /12

    $450,000

    • Land
    • 40 Acres
    • $11,250 per Acre

    LOT12 Bancroft Rd, Becket, MA 01223

    FORTY ACRE WATERFRONT PARCEL!! Unusual opportunity to own forty acres on pristine undeveloped Horn Pond in Becket. Subdivision possibilities abound with over 1200' feet of waterfront on the Pond and approximately 1400 feet of road frontage.

    Kim Bergland RED HORSE REAL ESTATE, LLC

    LOT12 Bancroft Rd, Becket, MA 01223
  • /13

    $525,000

    • Land
    • 102 Acres
    • $5,133 per Acre

    0 Stoney Brook Rd Unit 245266, Becket, MA 01223

    Discover the Opportunity of owning 102 Acres in Becket! - Step into a world of possibilities with this extraordinary 100 + acres property located in the heart of Becket, Massachusetts. Offering frontage on Stoney Brook Road, Route 8, and Main Street, this expansive parcel is ready to meet your vision. Whether you're dreaming of a private estate or seeking a lucrative development project, this

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    0 Stoney Brook Rd Unit 245266, Becket, MA 01223
  • /5

    $850,000

    • Land
    • 191 Acres
    • $4,450 per Acre

    lot 61 Skyline Trail, Chester, MA 01011

    Subdivision available. A 191-acre property with open land, forest and potential views. We have a plan dividing this property into 14 homesites. These lots would be spectacular with some lots having meadow, some wooded and some with potentially beautiful views. Subdivision needs town approval. The Holcomb Road lots may not be available.

    James Adams Hilltown Real Estate by Adams Realty

    lot 61 Skyline Trail, Chester, MA 01011
  • /4

    $50,000

    • Land
    • 3.00 Acres
    • $16,667 per Acre

    lot 3 Skyline Trail, Chester, MA 01011

    A great 3-acre parcel on a paved road with stone walls. Lightly forested and flat. This is a relatively easy building site for your new home. Land is just north of 590 Skyline trail.

    James Adams Hilltown Real Estate by Adams Realty

    lot 3 Skyline Trail, Chester, MA 01011
  • /13

    $18,000

    • Land
    • 3.40 Acres
    • $5,294 per Acre

    Lot 3A Hiawatha Hill Rd, Becket, MA 01223

    Located at the end of a quiet road in beautiful Indian Lake Estates this building parcel backs onto the common preserved land and the common 5 acre pond with beach. This is a big lot with 3.4 acres so your privacy is assured. In addition to the pond next door Indian Lake Estates has a 68 acre lake and 2 Har-Tru tennis courts for the exclusive use of lot owners and their guests. You are

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot 3A Hiawatha Hill Rd, Becket, MA 01223
  • /13

    $19,500

    • Land
    • 2.10 Acres
    • $9,286 per Acre

    0 Pickerel Close Unit 73309254, Becket, MA 01223

    Charming 2.1-Acre Lot in Becket, MA – Serene Cul-de-Sac Living with Pond Rights!Discover the perfect canvas for your dream home on this spacious 2.1-acre lot nestled on a cul-de-sac in beautiful Becket, Massachusetts. Surrounded by the natural beauty of the Berkshires, this property offers a rare opportunity for peaceful living while being just a stone's throw away from outdoor activities. This

    Erik Govoni Naples Realty Group

    0 Pickerel Close Unit 73309254, Becket, MA 01223
  • /7

    $30,000

    • Land
    • 1.98 Acres
    • $15,151 per Acre

    0 Mountain Pasture Rd Unit 243661, Becket, MA 01223

    Discover your slice of serenity on nearly 2 acres of picturesque wooded land, ideally situated for your dream vacation retreat or primary residence. Nestled along a tranquil privately maintained dirt country road, just a short distance from Route 8, this property offers the perfect blend of seclusion and accessibility.Imagine building your escape amidst the natural beauty of the Berkshires, with

    Samantha Homeyer BIRCH PROPERTIES

    0 Mountain Pasture Rd Unit 243661, Becket, MA 01223
  • /2

    $36,000

    • Land
    • 3.81 Acres
    • $9,449 per Acre

    lot 2 Skyline Trail, Middlefield, MA 01243

    Great homesite with 3.8 acres. On the corner of Lynes road, which is closed,

    James Adams Hilltown Real Estate by Adams Realty

    lot 2 Skyline Trail, Middlefield, MA 01243
  • /7

    $75,000

    • Land
    • 18 Acres
    • $4,155 per Acre

    0 E River Rd Lot 13 Map 409 Unit 72690617, Chester, MA 01050

    Private 18 acre lot! 200 feet of frontage & 3000 feet back w/winding trails & a brook. From the road there is a little clearing with ATV trails to the right & an old over grown skidder trail to the left as land has not been logged since 2007. The skidder trail rises up to the top of a ridge & there is a brook in the back left corner. The ATV trails wind gently leading up to the flatter portions

    Victoria Minella-Sena Berkshire Hathaway HomeServices Realty Professionals

    0 E River Rd Lot 13 Map 409 Unit 72690617, Chester, MA 01050
  • /2

    $45,000

    • Land
    • 10 Acres
    • $4,429 per Acre

    0 Skyline Trail Lot 24, Middlefield, MA 01243

    Over 10 acres of country land available for a private homestead, farming operation, or future development. Here is your unique opportunity to own a piece of New England's scenic beauty nestled in the Berkshires. Whether you're looking for a private retreat, a farm, or investment property, the region provides a mix of rolling hills, forests, and open meadows. Bring your vision for this land!

    Phim Mar Byrnes Real Estate Group LLC

    0 Skyline Trail Lot 24, Middlefield, MA 01243
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