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Homes for Sale near Wahconah Regional High School

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  • /55

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 3,353 Sq Ft

    103 Longview Dr, Becket, MA 01223

    A striking modern retreat where architecture and landscape exist in complete harmony. Designed by internationally noted architect Alfredo Brillembourg, the home blends clean contemporary lines with warm natural materials and dramatic connections to the outdoors. Expansive walls of glass frame seasonal Berkshire views while filling the interior with changing light throughout the day. The living

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    103 Longview Dr, Becket, MA 01223
  • /15

    $8,495

    $1K PRICE DROP
    • Land
    • 0 Sq Ft

    0 Old Abbey Ln Unit 249118, Becket, MA 01223

    Motivated Seller encourages offers. Here is an opportunity to own a slice of paradise. This lot allows you beach access in the quaint Sherwood Greens development a great vacation destination; or set you sights to build a dream home! The .51 Acre, w/ approximately 150 ft frontage. A convenient yet peaceful place, just off Rt 20. A lovely spot, listen to nearby run-off trickles to the south (on the

    Agent Photo

    Nadine Hiser

    KEY REALTY

    0 Old Abbey Ln Unit 249118, Becket, MA 01223
  • /10

    $68,500

    $7K PRICE DROP
    • Land
    • 10.1 Acres
    • $6,782 per Acre

    L45 Jacobs Ladder Rd, Becket, MA 01223

    Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

    Agent Photo

    Gary Fuls Jr

    Gary L Fuls DBA Re/MAX Transit

    L45 Jacobs Ladder Rd, Becket, MA 01223
  • /38

    $299,000

    $21K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    3186 Main St, Becket, MA 01223

    Tucked against hundreds of acres of protected forest, this beautifully preserved late 1700s Berkshire homestead offers a rare blend of historic New England character, thoughtful modern upgrades, and direct access to the outdoors. Rich in period detail, the home showcases authentic craftsmanship, including hand-hewn beams, wooden pegs, and square nails, timeless elements seldom found beyond true

    Agent Photo

    Nick Geranios

    WILLIAM PITT SOTHEBY'S - LENOX

    3186 Main St, Becket, MA 01223
  • /31

    $143,900

    • 1 Bed
    • 1 Bath
    • 884 Sq Ft

    26 Bear Hill Rd, Hinsdale, MA 01235

    Calling all nature lovers, hikers & outdoor enthusiasts! If you've been searching for an affordable retreat in the Berkshires, this rustic cabin tucked within the Ashmere Lake community may be just what you've been waiting for. Nestled among the trees on a private road, this one-bedroom seasonal cottage offers a peaceful escape where mornings begin with birdsong & evenings end around the fire

    Agent Photo

    Nadine Hiser

    KEY REALTY

    26 Bear Hill Rd, Hinsdale, MA 01235
  • /29

    $450,000

    $45K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    411 Mcnerney Rd, Becket, MA 01223

    Charming Post and beam sitting up on a wooded hill. Ready to move in. 8 miles from Pittsfield on beautiful Washington Mt road.3 very large bedrooms, 2 baths. New windows and newer roof. Mini splits in each room Ac/heat and propane hot water heat.Kitchen has new appliances and new granite counter tops. Wood floors. A new generatorLivingroom/dining and a eat in kitchen with a small

    Agent Photo

    Ginger Conner

    RED HORSE REAL ESTATE, LLC

    411 Mcnerney Rd, Becket, MA 01223
  • /40

    $275,000

    Open Sun 12:30PM - 2PM
    • 5 Beds
    • 1.5 Baths
    • 1,860 Sq Ft

    93 Pine St, Dalton, MA 01226

    This home has been well loved by the same family since 1960. In 1967 a large addition was built to expand the space. Today, there are 3 main floor bedrooms and a main floor bath with laundry hookups... and 2 bedrooms upstairs with a half bath. There is also an expanded attic space over the addition. Rounding this space out are a front porch and a back porch! A large partially fenced yard is

    Agent Photo

    Kolleen Schmitt

    KELLER WILLIAMS REALTY

    93 Pine St, Dalton, MA 01226
  • /8

    $68,500

    $7K PRICE DROP
    • Land
    • 10.1 Acres
    • $6,782 per Acre

    0 Jacobs Ladder Rd Unit 45, Becket, MA 01223

    Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

    Agent Photo

    Gary Fuls Jr

    RE/MAX Transitions

    0 Jacobs Ladder Rd Unit 45, Becket, MA 01223
  • /4

    $35,000

    • Land
    • 13,068 Sq Ft
    • $116,667 per Acre

    0 Rose Dr, Hinsdale, MA 01235

    Looking to own a wonderful recreational lot? For someone seeking to enjoy a peaceful Berkshire lake that accommodates swimming, fishing, kayaking, paddleboarding, and recreational boating, Plunkett Reservoir is one of the area's most accessible and enjoyable destinations; this 0.30 acre lot provides Water front & Water access to Plunkett Lake. Plunkett Lake is a picturesque 73-acre lake located

    Agent Photo

    Nadine Hiser

    KEY REALTY

    0 Rose Dr, Hinsdale, MA 01235
  • /8

    $75,000

    • Land
    • 10.1 Acres
    • $7,426 per Acre

    0 Jacobs Ladder Rd Unit 27595846, Becket, MA 01223

    Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

    Agent Photo

    Gary Fuls Jr

    Gary L Fuls DBA Re/MAX Transit

    0 Jacobs Ladder Rd Unit 27595846, Becket, MA 01223
  • /9

    $68,500

    $7K PRICE DROP
    • Land
    • 10.1 Acres
    • $6,782 per Acre

    360 Jacobs Ladder Rd, Becket, MA 01223

    Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

    Agent Photo

    Gary Fuls Jr

    RE/MAX Transitions

    360 Jacobs Ladder Rd, Becket, MA 01223
  • /29

    $133,900

    • 1 Bed
    • 1 Bath
    • 884 Sq Ft

    26 Bear Hill Rd, Hinsdale, MA 01235

    Have you been searching for an affordable retreat in the Berkshires? OPTION # 2 = Cabin w/out the extra lots. Attention nature lovers, hikers & outdoor enthusiasts, this one is tucked within the Ashmere Lake community & may be just what you've been waiting for. Nestled among the trees on a private road, this 1-bedroom cottage offers a peaceful escape where mornings begin with birdsong & evenings

    Agent Photo

    Nadine Hiser

    KEY REALTY

    26 Bear Hill Rd, Hinsdale, MA 01235
  • /10

    $886,000

    • 3 Beds
    • 2.5 Baths
    • 4,516 Sq Ft

    69 Elmore Dr, Dalton, MA 01226

    The spacious front porch featuring stone accents & classic white columns sets the tone for the elegance found throughout. Beautiful mahogany French entry doors create a warm & timeless first impression & you'll immediately appreciate a captivating features: an uninterrupted view extending through the dramatic open living space & to a 2nd set of French doors to the covered rear deck ~ a perfect

    Agent Photo

    Nadine Hiser

    KRG - Key Realty Group

    69 Elmore Dr, Dalton, MA 01226
  • /31

    $439,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft

    859 Moberg Rd, Becket, MA 01223

    Indian Lakes property with gorgeous lakes two beaches for swimming or kayaking &clay tennis courts. This log sided 3 bedrooms 2bath cabin sits in the Hill towns of Becket, Middle of the Berkshires easy to get to Stockbridge, Gt Barrington 3 ski areas 7 lakes and October State forest.2 new baths and new kitchen with stainless appliances and granite counter tops is ready to show. Cozy up to

    Agent Photo

    Ginger Conner

    RED HORSE REAL ESTATE, LLC

    859 Moberg Rd, Becket, MA 01223
  • /30

    $425,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    2241 Route 9, Windsor, MA 01270

    This is a ''niche home'' in a ''niche location'' so the seller's have lowered their price to bring in more buyers! Come check out this spacious home on 1 acre in Windsor MA! A welcoming formal living room and separate formal dining room set the tone for refined entertaining, while a huge party room featuring a full bar and cozy fireplace is perfect for gatherings, game nights, or hosting large

    Agent Photo

    Kolleen Schmitt

    Keller Williams Realty

    2241 Route 9, Windsor, MA 01270
  • /36

    $425,000

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    2241 Berkshire Rt 9 Trail, Windsor, MA 01270

    This is a ''niche home'' in a ''niche location'' so the seller's have lowered their price to bring in more buyers! Come check out this spacious home on 1 acre in Windsor MA! A welcoming formal living room and separate formal dining room set the tone for refined entertaining, while a huge party room featuring a full bar and cozy fireplace is perfect for gatherings, game nights, or hosting large

    Agent Photo

    Kolleen Schmitt

    KELLER WILLIAMS REALTY

    2241 Berkshire Rt 9 Trail, Windsor, MA 01270
  • /56

    $759,000

    • 4 Beds
    • 2.5 Baths
    • 3,199 Sq Ft

    707 Benton Hill Rd, Becket, MA 01223

    Welcome to this large expansive dwelling that features great privacy! Enjoy outdoor cooking and refreshments on the enlarged deck for these hot summer days. Also featuring a separate personal deck off the Primary bedroom. This great home boasts an oversized living room with a Grand fireplace place that will impress any viewer. An interior balcony from the sizable Primary Bedroom overlooks the

    Agent Photo

    Cristian Sanchez

    COHEN & WHITE ASSOCIATES

    707 Benton Hill Rd, Becket, MA 01223
  • /28

    $299,900

    New Construction $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    15 Haskell Rd, Hinsdale, MA 01235

    Bring your vision to life! Situated on over 5 acres, this ranch-style home with a full walkout basement is ready for the next owner to bring it to completion. Offering 3 bedrooms and 2 bathrooms. Finish the living space in the lower level walkout area to create more useable square footage. The home is currently in the sheetrock stage with electrical and rough plumbing already completed. Sold

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    15 Haskell Rd, Hinsdale, MA 01235
  • /5

    $886,000

    New Construction
    • 3 Beds
    • 2.5 Baths

    @Lot-16- Unit 118-16-0, Dalton, MA 01226

    Designed with flexibility in mind & offers potential for multi-generational living. This elegant craftsman-style home offers exceptional attention to finishes & architectural details. The spacious front porch featuring stone accents & classic white columns sets the tone for the elegance found throughout. Beautiful mahogany French entry doors create a warm & timeless first impression & you'll

    Agent Photo

    Nadine Hiser

    KRG - Key Realty Group

    @Lot-16- Unit 118-16-0, Dalton, MA 01226
  • /4

    $35,000

    • Land
    • 2.58 Acres
    • $13,566 per Acre

    25 Deer Run, Becket, MA 01223

    Welcome to 25 Deer Run in Becket, MA. This beautiful, buildable lot offers the perfect blend of privacy and natural surroundings. The property previously received a passing perc test, which has since expired, providing a strong starting point for future development plans. Nestled among mature trees and scenic landscapes, the lot offers a peaceful setting to enjoy throughout the year. Conveniently

    Brendan Hanna Coldwell Banker Realty - Western MA

    25 Deer Run, Becket, MA 01223
  • /29

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    18 Elaine Ave, Dalton, MA 01226

    Enjoy this beautifully maintained one-level living home in the heart of Dalton offering a spacious and convenient layout with thoughtful updates throughout. The open floor plan creates a seamless flow between the main living areas, featuring two spacious living rooms filled with natural light and excellent flexibility for everyday living, relaxing, entertaining, or working from home. The

    Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

    18 Elaine Ave, Dalton, MA 01226
  • /16

    $459,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    0 Crane Ave Suite 2 -- Unit 249909, Dalton, MA 01226

    To be built-Single level townhouse in a well established neighborhood. This home will offer 3 bedrooms, 2 full bathrooms, Living room, Kitchen/Dining room, Laundry room, Utility room, attached garage and front and back porches. Home will be built with the new SIP (Structural Insulated Panel) construction. This system is highly energy-efficient and has better performance against wind and seismic

    Timothy Johnson NOCHER REALTY

    0 Crane Ave Suite 2 -- Unit 249909, Dalton, MA 01226
  • /11

    $15,000

    • Land
    • 3.56 Acres
    • $4,213 per Acre

    Lot 35 Deer Run, Becket, MA 01223

    Very private wooded lot at the end of the cul de sac in the Deer Haven community (HOA). Bargain priced estate sale, being sold as is. Buyers to do their own due diligence. No camping or RV use per town bylaws.

    Kim Bergland RED HORSE REAL ESTATE, LLC

    Lot 35 Deer Run, Becket, MA 01223
  • /6

    $99,900

    • Land
    • 4 Acres
    • $24,975 per Acre

    0 North St, Windsor, MA 01270

    Discover the possibilities with this beautiful 4-acre wooded corner lot in Windsor, MA. Offering privacy and natural surroundings, the property features a small brook and direct frontage on a paved road for easy access. Across from state land, it's an ideal spot for a private retreat, vacation home, or year-round residence. Additional acreage is available for those seeking even more space to

    Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

    0 North St, Windsor, MA 01270
  • /57

    $529,900

    Open Sat 11AM - 12:30PM $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,148 Sq Ft

    349 N Washington State Rd, Washington, MA 01223

    Completely renovated contemporary home on almost 10 acres of marvelous land. The home sits back from the road, offering tranquility and privacy. The first floor features two bedrooms and an additional room with a wood-burning fireplace which can be used as a recreation room or a third bedroom. Downstairs you will also find a large laundry room with epoxy flooring, and a brand new full bathroom.

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    349 N Washington State Rd, Washington, MA 01223
  • /49

    $2,750,000

    • 2 Beds
    • 2.5 Baths
    • 1,183 Sq Ft

    327 Chester Rd, Becket, MA 01223

    Fabulous Property with ponds, rushing streams, huge acreage & a gem of a house. The 220 acres abuts state forest and beautiful Walker & Spark Brooks both run through the property. The 2BR/2.5B home has lovely views of the pond & hills beyond, and was totally renovated to the highest standards in 2023 & 2024. Native stone fireplace, heart pine floors, new kitchen, baths, heating, mahogany decks,

    Jeff Wilkinson STONE HOUSE PROPERTIES, LLC

    327 Chester Rd, Becket, MA 01223
  • /36

    $529,900

    • 3 Beds
    • 2 Baths
    • 3,542 Sq Ft

    191 Fox Rd, Dalton, MA 01226

    Escape to your own Berkshire retreat at 191 Fox Rd, where 7.5 private acres create the perfect blend of peaceful country living and everyday convenience. Surrounded by nature yet only minutes from shopping, dining, schools, and recreation, this property offers the best of both worlds. Thoughtful upgrades include owned solar, upgraded electrical, efficient heating and air conditioning, a backup

    Anthony Riello Lamacchia Realty, Inc. - Dalton

    191 Fox Rd, Dalton, MA 01226
  • /2

    $79,999

    • Land
    • 8.04 Acres
    • $9,950 per Acre

    0 Frost Rd, Washington, MA 01223

    Imagine owning 8 acres of quiet country land where you can stretch out, breathe, and create the kind of outdoor lifestyle that is getting harder This land offers room for big ideas, whether your vision includes building a cabin, placing a future homesite, setting up a weekend retreat, creating space for animals, or simply owning a piece of land in the Berkshires where you can enjoy nature at your

    Martin Zelazko Real Broker MA, LLC

    0 Frost Rd, Washington, MA 01223
  • /19

    $449,000

    $50K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 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
  • /59

    $625,275

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,600 Sq Ft

    275 Pine Cone Ln, Hinsdale, MA 01235

    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

    Barbara Osborne ASHMERE REALTY, INC.

    275 Pine Cone Ln, Hinsdale, MA 01235
  • /11

    $98,000

    • Land
    • 5.8 Acres
    • $16,897 per Acre

    Lots 34-36 Lake View Rd, Peru, MA 01235

    Escape to nature with this expansive 5.80-acre parcel nestled near the pristine waters of Garnet Lake. With deeded lake rights, you'll enjoy exclusive access to one of the Berkshires' hidden gems--perfect for kayaking, fishing, or simply soaking in the tranquil views. Accessed via a private dirt road, this property offers seclusion and quiet, far from the bustle of town-maintained routes. Wooded

    Barbara Osborne ASHMERE REALTY, INC.

    Lots 34-36 Lake View Rd, Peru, MA 01235
  • /72

    $899,900

    $150K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 5,219 Sq Ft

    127 Pinecrest Dr, Dalton, MA 01226

    A Stunning Hilltop Retreat with Breathtaking Views for an Easy Care Lifestyle in the Berkshires.Majestic and magical perfectly describe this exquisite three-story mountain top home, designed to capture the stunning and distant views of the Berkshire skyline. With over 5,000 square feet of expansive living space, this centrally located residence offers the perfect opportunity to either escape,

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    127 Pinecrest Dr, Dalton, MA 01226
  • /9

    $19,000

    $6K PRICE DROP
    • Land
    • 2.15 Acres
    • $8,837 per Acre

    00 William Holmes Rd, Becket, MA 01223

    Build your dream home on a 2.15-acre corner lot located in the peaceful Deerhaven neighborhood of East Becket, sitting right at the junction of William Holmes Road and Wade Inn Road. This vacant land offers enormous road frontage and scenic views, making it an absolute dream layout for builders and buyers alike. Town assessor’s formal cyclical inspection in 2024, property was officially verified

    Derek Greene The Greene Realty Group

    00 William Holmes Rd, Becket, MA 01223
  • /6

    $34,900

    • Land
    • 23,086 Sq Ft
    • $65,849 per Acre

    O Alan a Dale Dr, Becket, MA 01223

    Half acre waterfront lot with 170 feet on the Robin Hood Lake. Being sold as is. Buyers to do their own due diligence. Camping, RV use not permitted by town bylaws.

    Kim Bergland RED HORSE REAL ESTATE, LLC

    O Alan a Dale Dr, Becket, MA 01223
  • /5

    $1,650,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,545 Sq Ft

    79 Woodmere Rd, Becket, MA 01223

    Pre-Construction: Step into a brand-new construction home designed to bring together modern comfort, generous space, and the natural beauty of the Berkshires. The heart of the home is an expansive open kitchen, dining, and family room area made for entertaining, slow mornings, and everyday living, complete with a walk-in pantry and seamless access to the rear deck. A separate study and additional

    Jarvid Cortes Keller Williams Realty Evolution

    79 Woodmere Rd, Becket, MA 01223
  • /22

    $339,900

    Open Sat 10AM - 11:30AM Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,746 Sq Ft

    24 Mountain View Terrace, Dalton, MA 01226

    Located on a low-traffic, dead-end street in a desirable Dalton neighborhood, this well-maintained home offers 3 bedrooms, 2 baths, and over 1,700 sq. ft. of well-designed living space. Enjoy a fully fenced yard with a new Trex deck, hot tub, and storage shed--perfect for entertaining or relaxing. Inside, you'll find spacious bedrooms, a convenient mudroom, and original oak hardwood floors in the

    THE KAHN TEAM BISHOP WEST REAL ESTATE

    24 Mountain View Terrace, Dalton, MA 01226
  • /4

    $36,000

    $13K PRICE DROP
    • Land
    • 5.33 Acres
    • $6,754 per Acre

    0 Gentian Hollow Rd, Becket, MA 01223

    Build your Berkshire dream on this premium 5.33-acre lot in the exclusive Becket Woods community. This rare, high-value parcel is a builder’s dream: Totally level with no slopes, completely wetland-free, and already PERC TEST PASSED. Situated at a crisp 1,950-foot elevation with underground utilities, it offers a front-row seat to all four seasons—from vibrant spring blossoms and lush summer

    Derek Greene The Greene Realty Group

    0 Gentian Hollow Rd, Becket, MA 01223
  • /37

    $534,900

    $65K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,960 Sq Ft

    554 Main St, Becket, MA 01223

    Becket at its BEST! This beautifully maintained 1,900 sq. ft. ranch offers easy single-level living with a bright, wide-open floor plan filled with natural light. The welcoming kitchen features marble countertops, while the custom fireplace and gorgeous hardwood floors add warmth and charm throughout the home. The spacious walkout basement includes both a Smith furnace and Fire Chief wood stove,

    Audrey Matys BERKSHIRE LISTINGS

    554 Main St, Becket, MA 01223
  • /9

    $59,000

    • Land
    • 3 Acres
    • $19,667 per Acre

    5 Watson Rd, Hinsdale, MA 01235

    Close to the center of Hinsdale this lot is located on a quiet country rd. Offering views of he pond.

    Sherry Street REALTY STREET, LLC

    5 Watson Rd, Hinsdale, MA 01235
  • /3

    $25,000

    $20K PRICE DROP
    • Land
    • 2.86 Acres
    • $8,741 per Acre

    00 Yale Rd, Peru, MA 01235

    off Grid building lot. If you like a remote site for a seasonal camp, then take a look. Road is maintained but not plowed in the winter. Other adjoining lots are available if you want more land. See Parish Road Worthington and Pierce Road Peru for other lots.

    James Adams Hilltown Real Estate by Adams Realty

    00 Yale Rd, Peru, MA 01235

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