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5-Bedroom Homes for Sale in Middlesex County MA

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  • /42

    $2,299,000

    • 5 Beds
    • 3.5 Baths
    • 6,232 Sq Ft

    5 Azalea Rd, Winchester, MA 01890

    NEW PRICE! RENOVATIONS & UPDATES JUST COMPLETED THROUGHOUT! Pristine Home nestled in Winchester's Sought After West Side Neighborhood and on a Cul de Sac! Open Floor Plan, Very Spacious Granite and Stainless Chef's Kitchen w/Breakfast Bar and Sun-filled Family Room featuring Floor to Ceiling Windows w/ French Doors open to New Composite Deck, Serene Level Backyard w/ Stone Patio, Lush Perennials

    Giordana Fiorvanti-Smith Berkshire Hathaway HomeServices Commonwealth Real Estate

    5 Azalea Rd, Winchester, MA 01890
  • /42

    $3,799,900

    • 7 Beds
    • 7.5 Baths
    • 7,429 Sq Ft

    11 Viking Rd, Winchester, MA 01890

    Prepare to be captivated by the elegance of 11 Viking Rd. This magnificent home, boasting over 7,000 square feet of luxurious living space, offers an unparalleled opportunity for discerning buyers seeking the ultimate in comfort, style, and sophistication.Step inside and discover a world of meticulous details and thoughtful design. With 7 generously sized bedrooms and 7.5 exquisitely appointed

    The McLaren D'Agostino Team Compass

    11 Viking Rd, Winchester, MA 01890
  • /37

    $709,000

    • 6 Beds
    • 3 Baths
    • 2,385 Sq Ft

    240 Lincoln St, Marlborough, MA 01752

    ***Possible ADU dream! *** DONT MISS THIS OPPORTUNITY. Property BOM buyer's financing reason. This sounds like a fantastic investment opportunity! The spacious layout with two units offers a lot of potential, especially with the second-floor unit having 5 bedrooms — great for larger families or those seeking extra space. The shared deck and patio area are perfect for outdoor gatherings, making

    Mg Group Century 21 North East

    240 Lincoln St, Marlborough, MA 01752
  • /42

    $10,500,000

    • 5 Beds
    • 6 Baths
    • 9,266 Sq Ft

    148 Huron Ave, Cambridge, MA 02138

    Discover 148 Huron Avenue, Cambridge—a premier investment opportunity with limitless potential for discerning investors and developers. Ideally located near world renowned Harvard University, Fresh Pond Recreation, and bustling shopping areas, this property is a gem in one of Cambridge's most desirable neighborhoods. The existing three-story building offers 9,266 square feet, featuring 4,760

    Greene Group Compass

    148 Huron Ave, Cambridge, MA 02138
  • /29

    $1,475,000

    • 6 Beds
    • 3 Baths
    • 2,945 Sq Ft

    9 Jay St, Somerville, MA 02144

    Location is everything! This 2- family is just steps to Davis Square! Enjoy the proximity to the redline train, bus stops, restaurants and more! The 1st floor unit offers 2 bedrooms, full bath, a spacious living room, dining room, and kitchen with access to the basement. Unit 2 is currently vacant and offers two levels of living space. Here you will find an open floor plan consisting of a living

    Jessica Mirabella Coldwell Banker Realty - Lexington

    9 Jay St, Somerville, MA 02144
  • /36

    $1,898,000

    • 5 Beds
    • 5.5 Baths
    • 3,365 Sq Ft

    27 Cross St Unit A, West Newton, MA 02465

    Welcome to 27 Cross Street #A, a stunning front-facing townhome in the heart of West Newton. This thoughtfully designed residence features soaring ceilings, a gas fireplace, and elegant finishes throughout. The flexible floor plan offers a first-floor bedroom option with an en suite full bath—perfect for guests or home office use. Each spacious bedroom includes its own en suite bathroom,

    Allison Blank Compass

    27 Cross St Unit A, West Newton, MA 02465
  • /29

    $7,498,000

    • 5 Beds
    • 9 Baths
    • 11,300 Sq Ft

    180 Highland St, Weston, MA 02493

    This gated custom-built estate exudes elegance and unparalleled craftsmanship. Set on three sprawling acres and surrounded by conservation land, the private setting makes it the ideal retreat for those seeking luxury and comfort. The home’s classic shingle style blends seamlessly with the lush surrounding landscape. Once inside, the rich, intricate wood trim throughout the home sets the tone for

    Teri Adler MGS Group Real Estate LTD - Wellesley

    180 Highland St, Weston, MA 02493
  • /36

    $2,198,000

    • 5 Beds
    • 5.5 Baths
    • 4,344 Sq Ft

    43 Walker St, Newtonville, MA 02460

    Last unit left! This new construction townhome offers contemporary modern living and over 4K square feet of thoughtfully designed space. Living like a single family home with windows on all 4 sides, it features a 1-car private garage and an oversized backyard. The open concept main level showcases stunning features including a chef's kitchen with high-end appliances, gorgeous cabinetry, a

    O & C Homes Team William Raveis R.E. & Home Services

    43 Walker St, Newtonville, MA 02460
  • /42

    $3,450,000

    • 5 Beds
    • 8 Baths
    • 10,458 Sq Ft

    72 Dale Ln, Groton, MA 01450

    MAJESTIC HILLTOP ESTATE! This custom-built home exudes unparalleled craftsmanship and attention to detail with breathtaking views. The grand foyer welcomes you to spacious rooms with soaring ceilings. A stone fireplace in the great room adds warmth and character. The gourmet kitchen is fully equipped for culinary creations. Whether hosting an intimate dinner or a large party, the dining area,

    Dorothea Feffer Coldwell Banker Realty - Lexington

    72 Dale Ln, Groton, MA 01450
  • /42

    $3,650,000

    • 5 Beds
    • 8 Baths
    • 9,611 Sq Ft

    9 Wescott Dr, Hopkinton, MA 01748

    Introducing an exquisite, luxury estate with unparalleled elegance and old-world charm - high end and high tech. The magnificent kitchen features ornate molding, a double island and a cook’s pantry. Entertain in style! A coffered ceiling family room, a billiard room with a tongue-and-groove cathedral ceiling and hand rubbed mahogany beams, a 1,500 bottle climate-controlled wine vault with aged

    Erika Steele RE/MAX Executive Realty

    9 Wescott Dr, Hopkinton, MA 01748
  • /40

    $1,949,000

    • 5 Beds
    • 4 Baths
    • 3,500 Sq Ft

    21 Francis St Unit 23, Newton Center, MA 02459

    Now’s the Time—Opportunity to Purchase Before Set Sale Date!This inviting home is available for purchase with the flexibility of contingencies and negotiable terms—but only until August 15th. After that date, offers may no longer allow for inspections, financing, or other protections. Tucked into a desirable location, the property offers strong appeal for both end users and investors. If you’re

    Valerie Wastcoat Coldwell Banker Realty - Newton

    21 Francis St Unit 23, Newton Center, MA 02459
  • /42

    $1,799,900

    • 5 Beds
    • 3 Baths
    • 4,450 Sq Ft

    7 Gleason Rd, Bedford, MA 01730

    Stunning young colonial home features a conventional floor plan,gleaming hardwood FL thru-out,5 beds,3 baths, 2 car garage.1st FL boasts a formal dining room,a chef’s eat-in kitchen with an oversized island,granite countertops,stainless steel appliances,and a breakfast area with access to the back deck.The inviting family room has a cozy fireplace and a tray ceiling overlooking the backyard.A

    Wei Wang WW Real Estate LLC

    7 Gleason Rd, Bedford, MA 01730
  • /42

    $5,600,000

    • 5 Beds
    • 9 Baths
    • 9,275 Sq Ft

    215 Monument Farm Rd, Concord, MA 01742

    Absolute Luxury! Serenely nestled at the end of a quiet cul-de-sac on a sprawling 3.5-acre parcel bordered by Estabrook Woods conservation land, this inviting estate boasting 5 bedrooms, 7 full baths & 2 half baths offers unparalleled living. First and second floor spans 9,275 sqft with additional 3,314 sqft in the finished lower level. Every detail speaks to exquisite craftsmanship, from

    Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

    215 Monument Farm Rd, Concord, MA 01742
  • /28

    $2,750,000

    • 5 Beds
    • 4.5 Baths
    • 6,423 Sq Ft

    423 Concord Rd, Weston, MA 02493

    This striking five-bedroom contemporary home, set on more than 1.8 acres, seamlessly blends modern design with the natural beauty of its surroundings. With 6,400 square feet of living space, it’s ideally located next to miles of conservation land and trails—perfect for those seeking a private retreat in nature. Upon entering, you're greeted by a spacious foyer bathed in natural light from

    Dean Poritzky Engel & Völkers Wellesley

    423 Concord Rd, Weston, MA 02493
  • /22

    $1,200,000

    • 7 Beds
    • 4 Baths
    • 3,926 Sq Ft

    9 Carter St, Everett, MA 02149

    SOLD AS-IS.....Unique 3 family with lots of rooms! Extra spaces in the walk-up attic, plus offices, & storage space everywhere. Separate utilities, a nice big driveway, & a great yard/garden area! The location is amazing! 2 Min walk to Main Street for buses (#99, #105 & #106). Good access to T (Wellington Station), highways (I-93 & I-90) and local routes (Rte16&28). Walk to Encore (18 min walk).

    Rivard Pierre J. R. Pierre Real Estate

    9 Carter St, Everett, MA 02149
  • /26

    $2,200,000

    • 5 Beds
    • 3 Baths
    • 2,464 Sq Ft

    43 Lincoln St, Cambridge, MA 02141

    Welcome to 43 Lincoln St.- a 3 family, 2 1/2 story investment property consisting of: TWO -2 bedroom /1 bath units and ONE (1) bedroom/1 bath unit. Off street parking for 3 cars and separately metered utilities. U1 rent is $2900/mo, U2 $3200/mo and U3 $2500, offering an investor seeking excellent income producing investment return with a solid rental history, Located in the

    Mike DelRose Coldwell Banker Realty - Belmont

    43 Lincoln St, Cambridge, MA 02141
  • /27

    $1,749,000

    • 5 Beds
    • 6 Baths
    • 6,018 Sq Ft

    54 Phillips Rd, Sudbury, MA 01776

    PRICE ADJUSTMENT! Pristine colonial home in one of Sudbury’s most coveted cul-de-sac neighborhoods. It features a dramatic two-story foyer leading to a thoughtful floor plan perfect for entertaining. Main level includes an executive style office plus living room and dining room filled with light.Updated kitchen features walls of cabinets, recessed pantry storage, center island with gas cooktop,

    Daniel Sharry Compass

    54 Phillips Rd, Sudbury, MA 01776
  • /39

    $2,299,000

    • 5 Beds
    • 6 Baths
    • 4,715 Sq Ft

    51 Greeley Cir, Arlington, MA 02474

    A spectacular Brand New Home in a beautiful setting! This stylish home has been thoughtfully designed with today's Buyer in mind. The 1st floor features a generously sized living room with custom woodwork, a full size dining room with coffered ceiling and French doors, a beautiful white cabinet kitchen with island and SS appliances open to the family room with fireplace and sliders to the rear

    Bill Copithorne Keller Williams Realty Boston Northwest

    51 Greeley Cir, Arlington, MA 02474
  • /42

    $4,995,000

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

    21 Westerly Rd, Weston, MA 02493

    Stunning shingle and stone 6 bedroom Colonial in coveted Weston Estates! 1.38 acres of flat land with extraordinary outdoor space featuring a pavilion with kitchen plus stone fireplace perfect for outdoor living and entertaining. Large kitchen with oversized island and seating area opens to double storeyed family room along with beautiful floor to ceiling stone fireplace, wet bar and incredible

    Melissa Dailey Coldwell Banker Realty - Wellesley

    21 Westerly Rd, Weston, MA 02493
  • /13

    $1,049,000

    • 5 Beds
    • 6 Baths
    • 4,536 Sq Ft

    613 School St, Lowell, MA 01851

    The property consists of five residential units and 10 PARKING SPACES. The parcels are separate but both are included in the sale. The property offers residents quality layouts and light and air and the property is proximate to the Lowell MBTA Line. The property offers investors a value-add opportunity through base building and in-unit renovations.

    Kevin Benzinger Boston Realty Advisors

    613 School St, Lowell, MA 01851
  • /20

    $4,875,000

    • 6 Beds
    • 4.5 Baths
    • 5,520 Sq Ft

    27 Suffolk Rd, Chestnut Hill, MA 02467

    This stunning Chestnut Hill estate blends historic charm with modern convenience. Showcasing exquisite millwork and bespoke details, the home offers a gracious living room with a fireplace and three-season porch, a family room with custom built-ins and oversized windows, and a formal dining room with a butler’s pantry and fireplace. The chef’s kitchen features an oversized island, a window-lined

    Maggie Gold Seelig MGS Group Real Estate LTD

    27 Suffolk Rd, Chestnut Hill, MA 02467
  • /29

    $14,995,000

    • 7 Beds
    • 5.5 Baths
    • 6,360 Sq Ft

    15 Hubbard Park Rd, Cambridge, MA 02138

    Nestled on a peaceful street in the heart of Harvard Square, this exquisite home exudes elegance and sophistication with thoughtfully designed ?nishes that seamlessly blends luxury and comfort. The open layout ?ows effortlessly between the living, dining, and family spaces, ideal for both everyday living and entertaining. The chef’s kitchen is a culinary masterpiece, featuring top appliances and

    Maggie Gold Seelig MGS Group Real Estate LTD

    15 Hubbard Park Rd, Cambridge, MA 02138
  • /42

    $3,395,000

    • 6 Beds
    • 6 Baths
    • 11,643 Sq Ft

    6 Mountain View Dr, Framingham, MA 01701

    Situated behind wrought iron gates, this 2+ acre estate was created by visionary owners and stands as a one-of-a-kind masterpiece. Upon entering the main residence, you’re welcomed by a dramatic foyer with a dual staircase, immediately highlighting the home’s impressive scale and sense of arrival. The main residence boasts 6 bedrooms, 5 bathrooms, a chef’s kitchen, heated flooring, multiple

    Jarrett Hurwitz Keller Williams Realty

    6 Mountain View Dr, Framingham, MA 01701
  • /30

    $2,098,000

    • 5 Beds
    • 4.5 Baths
    • 3,650 Sq Ft

    110 Harvard St, Newton, MA 02460

    Exceptional new construction single family attached residence in Newtonville with seller buy down package available!! 5 bedrooms, 4.5 bathrooms, and a large level lot. The open concept first floor has 9' ceilings, mudroom, living room, dining room, and custom gourmet kitchen with oversized island, powder room, direct access to the garage, patio and large yard. Floor two has a large primary

    Krongel & Paul Hammond Residential Real Estate

    110 Harvard St, Newton, MA 02460
  • /34

    $3,598,000

    • 6 Beds
    • 7 Baths
    • 8,866 Sq Ft

    20 Amberwood Dr, Winchester, MA 01890

    Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceiling welcomes you to this elegant home loaded with natural light and architectural detail. Custom features include a gourmet eat-in kitchen w/ granite countertops, high-end appliances, secondary prep area, and fabulous outside dining options from the oversized deck. The

    Dan Li Keller Williams Realty

    20 Amberwood Dr, Winchester, MA 01890
  • /40

    $2,585,000

    • 5 Beds
    • 7 Baths
    • 5,951 Sq Ft

    134 Pope Rd, Acton, MA 01720

    ACTON'S FINEST CUSTOM HOME BY FAR! 2ND TO NONE! Constructed by a BUILDER WITH A PRESTIGIOUS REPUTATION, this home is truly remarkable: featuring 4 levels of living space, STYLISH ACCENTS of hardwood, shiplap, built in bookcases, coffered ceilings & barn doors! The kitchen is timeless with a large island, dining nook & wet bar! Family room is open & inviting, with direct access to the back deck!

    The Zur Attias Team The Attias Group, LLC

    134 Pope Rd, Acton, MA 01720
  • /42

    $4,680,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 6.5 Baths
    • 8,500 Sq Ft

    11 Winthrop Cir, Weston, MA 02493

    This stunning contemporary home, designed by Marcus Gleysteen Architects and completed in 2017, blends modern sophistication with mid-century inspiration. Situated on a peaceful cul-de-sac, the residence spans over 1.5 acres and is thoughtfully positioned along a crescent drive, offering two distinct architectural perspectives. Expansive windows seamlessly integrate natural surroundings with

    Dream Team Dreamega International Realty LLC

    11 Winthrop Cir, Weston, MA 02493
  • /24

    $5,975,000

    • 5 Beds
    • 7 Baths
    • 10,859 Sq Ft

    75 Buttricks Hill Dr, Concord, MA 01742

    A contemporary waterfront oasis set on nearly 13 acres, designed by the acclaimed Machado and Silvetti and built by Kistler and Knapp. This unique architectural rarity blends cutting-edge design with natural tranquility, offering a modern living experience with a warm and inviting interior. Expansive floor-to-ceiling windows and soaring ceilings immerses the home in natural light and panoramic

    Michael Carucci Gibson Sotheby's International Realty

    75 Buttricks Hill Dr, Concord, MA 01742
  • /7

    $3,100,000

    • 8 Beds
    • 6.5 Baths
    • 6,000 Sq Ft

    66 Powder Mill Rd, Maynard, MA 01754

    3 contiguous lots with 3 existing commercial/multifamily buildings. The properties combined, make up 2.26 beautiful acres all along the Assabet River. The properties sit within Maynard's anticipated overlay district, which will allow greater density of mixed-use developments. Excellent traffic count for a mixed retail/residential development with many area amenities within walking distance.

    Keith Gurtler O'Brien Commercial Properties, Inc.

    66 Powder Mill Rd, Maynard, MA 01754
  • /33

    $5,150,000

    • 6 Beds
    • 6 Baths
    • 6,445 Sq Ft

    222 Prince St, West Newton, MA 02465

    Located on prime West Newton Hill, this stunning Victorian sits on .8 acres of expertly landscaped, level grounds. A seamless blend of historic charm and modern luxury, this elegant 6-bedroom home showcases the best of New England architecture. Thoughtfully updated, including a recent kitchen and family room expansion that flows effortlessly to entertainer's yard with a bluestone patio, fire pit,

    The Drucker Group Compass

    222 Prince St, West Newton, MA 02465
  • /42

    $15,750,000

    • 6 Beds
    • 6.5 Baths
    • 7,500 Sq Ft

    11 Brown St, Cambridge, MA 02138

    Discreetly tucked away from Brattle Street on a private cul-de-sac, this sumptuous residence is surrounded by oasis-like grounds enclosed by a privacy fence & protected by app-controlled security systems. Inside, the home is anchored by a twisting sculptural staircase accessing all 3 floors. There are influences of contemporary Asian & European design throughout. Prominently showcased in the

    Gail Roberts, Ed Feijo & Team Coldwell Banker Realty - Cambridge

    11 Brown St, Cambridge, MA 02138
  • /37

    $1,950,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 5.5 Baths
    • 4,099 Sq Ft

    249 Pope Rd, Concord, MA 01742

    Step into a world of timeless elegance in this brand-new colonial, where every detail whispers luxury. The open great room is warmed by a gas fireplace—ideal for cozy nights or elegant entertaining. The chef’s kitchen stuns with high-end, stainless appliances, custom cabinetry, walk-in pantry, and an 8x5 island perfect for gathering. A first-floor study with full bath and closet offers

    Edith Hill Keller Williams Realty Boston Northwest

    249 Pope Rd, Concord, MA 01742
  • /27

    $2,077,000

    • 5 Beds
    • 4.5 Baths
    • 4,400 Sq Ft

    239 Mountain Ave, Arlington, MA 02474

    Discover this extraordinary contemporary newly built single-family home, a masterpiece of design & craftsmanship by a renowned development team. Offering approximately 4,400 sq ft of luxurious open living, w/ fireplace, this home features 5 bedrooms and 4.5 baths. The gourmet kitchen showcases custom imported cabinets, professional-grade Bosch appliances with induction cooking, and a long quartz

    Derek Greene The Greene Realty Group

    239 Mountain Ave, Arlington, MA 02474
  • /39

    $3,200,000 Open Sat 3:30PM - 5:30PM

    • 5 Beds
    • 7 Baths
    • 6,096 Sq Ft

    7 Rockport Rd, Weston, MA 02493

    Elegant & Spacious Weston Estate on a Quiet StreetNestled on a peaceful street in Weston, this stunning estate offers over 6,000 sqft of luxurious living space on 1.39 acres of beautifully maintained land. With 13 rooms, 5 bedrooms, and 7 bathrooms, this home is perfect for a large family or an au pair arrangement.Step inside to be greeted by soaring ceilings and an abundance of natural light,

    Vito Capraro Aluxety

    7 Rockport Rd, Weston, MA 02493
  • /41

    $5,950,000

    • 6 Beds
    • 10 Baths
    • 8,649 Sq Ft

    23 Thoreau Rd, Lexington, MA 02420

    Designed by renowned architect Marcus Gleysteen and built by one of the area’s finest home builders, this property redefines modern luxury in Lexington. A rare opportunity to own a fully-custom, move-in-ready contemporary home with state-of-the-art construction and finely-tailored finishes, making this high-performance home second-to-none. Expansive living spaces all above-ground, this home

    Philip Garfinkle Philip Garfinkle Realty Inc.

    23 Thoreau Rd, Lexington, MA 02420
  • /37

    $3,500,000

    • 6 Beds
    • 5 Baths
    • 8,500 Sq Ft

    215 Boston Post Rd, Weston, MA 02493

    Exquisite 1867 Victorian, spanning more than 8500 sq ft., featuring an award-winning restoration and the finest modern luxuries. Set on a 1.37-acre arboretum-like lot with specimen trees, lush lawn, exceptional hardscaping, and a carriage house with office. The first floor offers a grand foyer, elegant living room, banquet-sized dining room, billiard room, and gourmet eat-in kitchen/family room

    Denise Mosher Coldwell Banker Realty - Weston

    215 Boston Post Rd, Weston, MA 02493
  • /41

    $16,800,000

    • 7 Beds
    • 10 Baths
    • 7,737 Sq Ft

    172 Brattle St, Cambridge, MA 02138

    Modern luxury meets history in this completely renovated home on coveted Brattle St in Harvard Square. Completely transformed by a local respected builder, this property seamlessly blends historic charm w/ modern convenience in its impeccable design and finishes. The main floor offers a grand staircase, high ceilings, spacious living and dining rooms, chef's kitchen w/ top appliances and adjacent

    Maggie Gold Seelig MGS Group Real Estate LTD

    172 Brattle St, Cambridge, MA 02138
  • /42

    $19,850,000

    • 7 Beds
    • 12 Baths
    • 18,725 Sq Ft

    67 Byron Rd, Weston, MA 02493

    Timeless elegance meets modern luxury in this extraordinary Weston estate, situated on 5.3 stunning acres just minutes from Boston. Built by a renowned local builder and reimagined with Leslie Fine Interiors, this home blends superior craftsmanship, global influences and design. Bright, inviting spaces include a newly renovated kitchen, luxurious primary suite, soaring ceilings, and dramatic

    Maggie Gold Seelig MGS Group Real Estate LTD

    67 Byron Rd, Weston, MA 02493
  • /4

    $543,000

    • 5 Beds
    • 3 Baths
    • 2,845 Sq Ft

    20 Alberta Dr, Hudson, MA 01749

    Property will be included the next Auction. All auction properties are subject to a 5% buyer s premium pursuant to the Event Agreement and Auction Terms & Conditions minimums will apply . Buyers and buyers agent to verify any and all info. Occupants are not to be disturbed. This property is being sold occupied and could involve additional costs. Please refer to the purchase contract for

    Keith Heroux Benmar Realty

    20 Alberta Dr, Hudson, MA 01749
  • /22

    $2,190,000

    • 5 Beds
    • 3.5 Baths
    • 4,300 Sq Ft

    41 Winter St, Reading, MA 01867

    NEW CONSTRUCTION-With First Floor Bedroom. Beautiful new home conveniently located near Reading center and all major highways. This 5 bedroom, 3.5 bath, 4,200 square foot home will feature a kitchen with floor to ceiling cabinetry, quartz countertops and high end appliances. A family room with vaulted ceilings and a gas fireplace. There's also a first floor work at home office space with

    John Burns John T Burns

    41 Winter St, Reading, MA 01867

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