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Homes for Sale in Middlesex County MA with 5-Bedrooms

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  • /41

    $4,780,000

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

    15 John Poulter Rd, Lexington, MA 02421

    Welcome to exceptional elegance in a coveted location, perfectly positioned just steps from top-rated schools and Lexington’s most sought-after amenities. This custom home showcases thoughtful design & superior construction, w/ exquisite millwork, soaring 10-foot ceilings, & expansive windows that fill the home w/ natural light. Designed for luxury & everyday living, it incorporates mobility

    Coleman Group William Raveis R.E. & Home Services

    15 John Poulter Rd, Lexington, MA 02421
  • /31

    $1,199,000

    $51K PRICE DROP
    • 5 Beds
    • 1.5 Baths
    • 2,688 Sq Ft

    6 Hancock St, Winchester, MA 01890

    Classic turn-of-the-century Victorian filled with charm and character, ready for its next owner. 5 total bedrooms; 4 on the second floor and 1 on the 3rd floor, plus 3rd floor office. 1.5 baths, this well-maintained home awaits your finishing touches and features hardwood floors throughout, showcasing its timeless architectural details. Enjoy warm summer evenings on the inviting screened front

    Pirani & Wile Group Gibson Sotheby's International Realty

    6 Hancock St, Winchester, MA 01890
  • /42

    $1,599,900

    Open Sat 11AM - 1PM $695K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,761 Sq Ft

    786 Main St, Hudson, MA 01749

    Back on the market—buyer circumstances changed, creating a rare second chance! Brand-new waterfront living on Lake Boon with 5+ bedrooms and 5+ baths, perfectly positioned near the Stow/Sudbury lines. Kayak, fish, and unwind right from your backyard.Custom-built with 4 levels of high-end living, this home features 10' ceilings, a wide-open floor plan, hardwood floors, custom millwork, and a

    Rick Freeman Keller Williams Realty North Central

    786 Main St, Hudson, MA 01749
  • /13

    $1,850,000

    • 9 Beds
    • 3 Baths
    • 4,426 Sq Ft

    15 Atherton St, Somerville, MA 02143

    Located in the sought-after Spring Hill neighborhood of Somerville, this three-unit property presents an outstanding investment opportunity. Each 3-BR unit features high ceilings, well-proportioned rooms, and an excellent layout — ideal for roommate living or flexible configurations. All three apartments enjoy a covered rear deck overlooking a spacious fenced yard, offering appealing outdoor

    Maggie Dee + Charles Cherney Team Compass

    15 Atherton St, Somerville, MA 02143
  • /16

    $1,750,000

    • 8 Beds
    • 3 Baths
    • 3,787 Sq Ft

    452 Broadway, Somerville, MA 02145

    Well-maintained three-family on a prominent corner lot in desirable Winter Hill. The first and second floor units each offer three bedrooms across six spacious rooms, featuring high ceilings and abundant natural light. The top floor unit includes two bedrooms and unique access to a turret with sweeping views of the surrounding neighborhood. Unit two enjoys both front and back porches, perfect for

    Maggie Dee + Charles Cherney Team Compass

    452 Broadway, Somerville, MA 02145
  • /27

    $4,950,000

    $445K PRICE DROP
    • 6 Beds
    • 10 Baths
    • 8,220 Sq Ft

    23 Burroughs Rd, Lexington, MA 02420

    Sophisticated elegance on approximately an acre of land in highly desirable neighborhood. A warmth upon entering through the grand foyer reveals an abundance of natural light and 76 impressive oversized windows. Beautiful architectural elements are revealed as the floor plan flows through an open concept chef's kitchen • butler's pantry • 5 entertaining rooms • 2 private home offices • media room

    Andrea Jackson Barrett Sotheby's International Realty

    23 Burroughs Rd, Lexington, MA 02420
  • /5

    $7,295,000

    • 5 Beds
    • 6.5 Baths
    • 8,889 Sq Ft

    50 Laurel Rd, Weston, MA 02493

    Exceptional new home in one of Weston's most coveted neighborhoods. Spectacular naturally screened & private fully level lot with sports court and options for pool & accessory pool house with two car garage. The main house features 8889 sq ft with 5-6 bedrooms & en-suite bathrooms, and was thoughtfully designed by acclaimed architect Greg Legault featuring an open floor plan with an abundance of

    P. Matthew Harkins Walden Realty Group LLC

    50 Laurel Rd, Weston, MA 02493
  • /32

    $1,325,000

    • 6 Beds
    • 2 Baths
    • 2,723 Sq Ft

    168 Main St, Medford, MA 02155

    Fantastic turnkey investment opportunity in a prime Medford location. This spacious two-family in mint condition is fully rented with strong income potential. Each unit spans two levels with bright living and dining areas, large eat-in kitchens, hardwood floors, tall ceilings, in unit laundry, dedicated storage and sunrooms. Unit 1 offers 3 bd and 1 ba. Unit 2 features 3 bd, 1 ba, and a versatile

    Better Home Team Coldwell Banker Realty - Boston

    168 Main St, Medford, MA 02155
  • /40

    $1,049,900

    • 6 Beds
    • 3.5 Baths
    • 4,099 Sq Ft

    12 Fernwood Rd, Billerica, MA 01821

    A Multi-Generational Homeowners Dream Has Become a Reality! Welcome to 12 Fernwood Rd in the desirable River Pines. This 6 bed, 3.5 bath, 4000 + SF home bursts at the seams w/ uniqueness. Upon entrance you are welcomed by a jaw-dropping, open concept kitchen & living area w/ Brazilian Cherry hardwood flooring throughout. The kitchen boasts pro-style appliances, quartz countertops, oversized

    Mark Morreale RE/MAX Triumph Realty

    12 Fernwood Rd, Billerica, MA 01821
  • /39

    $3,965,000

    • 5 Beds
    • 5.5 Baths
    • 6,776 Sq Ft

    21 Chadbourne Rd, Lexington, MA 02421

    EXTRAORDINARY OFFERING: Poised atop a private 1⁄2-acre lot at the end of a cul-de-sac, this custom designed GRAND CAPE showcases a level of finish rarely seen, w/ top-tier appliances, premium materials & custom millwork throughout. Elegant & expansive, this 5 BR, 5.5 bath home is meticulously designed w/ not a single detail overlooked & includes a luxurious separate apartment finished to the same

    Coleman Group William Raveis R.E. & Home Services

    21 Chadbourne Rd, Lexington, MA 02421
  • /42

    $2,495,000

    • 6 Beds
    • 7.5 Baths
    • 7,213 Sq Ft

    14 Liana St, Woburn, MA 01801

    Welcome to this stunning West side custom built 6/7 Bed, 7.5 Bath NEW construction home perched on a gorgeous lot with spectacular tree line views. Thoughtfully designed & built by top builder w/ the finest finishes. This dramatic home features soaring ceilings in the family room complemented by floor to ceiling fireplace, flooded w/ natural light ~ sliders to deck overlooking the beautiful yard.

    Kim Covino Compass

    14 Liana St, Woburn, MA 01801
  • /39

    $3,995,000

    • 6 Beds
    • 6 Baths
    • 5,793 Sq Ft

    15 Winthrop Rd, Lexington, MA 02421

    Iconic, exquisitely renovated & truly magazine-worthy, this elegant Lexington estate offers 4 levels of beautifully finished living space that is filled w/ natural light, timeless details & thoughtful design. Custom millwork, refined craftsmanship & a flowing yet functional layout create openness while preserving privacy. At the heart is a chef’s kitchen w/ large island & built-in banquette,

    Coleman Group William Raveis R.E. & Home Services

    15 Winthrop Rd, Lexington, MA 02421
  • /20

    $2,995,000

    • 5 Beds
    • 4 Baths
    • 8,800 Sq Ft

    279 Main St, Groton, MA 01450

    This home is a truly extraordinary offering. An iconic 1887 former chapel in Groton Center, once owned by the prestigious Groton School, now beautifully converted to a single-family residence while preserving its striking Gothic Revival architecture. Thoughtfully designed for multigenerational living with remarkable versatility, this home easily accommodates extended family, guests, or

    Gina Anderson MGS Group Real Estate LTD - Wellesley

    279 Main St, Groton, MA 01450
  • /42

    $2,495,000

    • 6 Beds
    • 3.5 Baths
    • 5,121 Sq Ft

    112 Highland Ave, Winchester, MA 01890

    Timeless Victorian grandeur meets modern living in this iconic Winchester home situated on the corner of Wilson Street w/ easy access to Fells trails! This recently renovated sun-filled 6 BR 4 BA home offers nearly 5000 ft.2 of beautifully scaled living spaces filled w/ extraordinary architectural charm & elegant details featuring a brand new state of the art gorgeous kitchen w/ Wolf & Sub Zero

    Kim Covino Compass

    112 Highland Ave, Winchester, MA 01890
  • /10

    $1,095,000

    • 5 Beds
    • 2 Baths
    • 2,559 Sq Ft

    16 Hale Ave, Medford, MA 02155

    Evan Griffith Marcus & Millichap Real Estate Investment Services

    16 Hale Ave, Medford, MA 02155
  • /42

    $1,599,900

    $49K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 5,541 Sq Ft

    22 Townsend Rd, Shirley, MA 01464

    Experience refined living in this brand-new home offering privacy, space, and elegance. The open-concept layout is perfect for entertaining, featuring a chef’s kitchen with Viking appliances and high-end finishes throughout. The primary suite provides a peaceful retreat with a spa-inspired bath and walk-in closet, while four additional bedrooms offer ample space for family or guests. The walk-out

    Candor Investment Group

    22 Townsend Rd, Shirley, MA 01464
  • /17

    $825,000

    • 6 Beds
    • 3 Baths
    • 3,661 Sq Ft

    39-41 Green St, Hudson, MA 01749

    Great three (3) family investment/owner user opportunity in the town of Hudson. Owner has taken fantastic care of this property, featuring three (3) spacious two (2) bedroom, one (1) bathroom apartment units, all separately metered with in unit laundry. Parking for 6+ between two paved driveways. Three new water heaters were replaced in 2026, and the second roof was replaced in 2025. Tenants are

    Alex Wood Parsons Commercial Group, Inc.

    39-41 Green St, Hudson, MA 01749
  • /42

    $4,125,000

    • 5 Beds
    • 7 Baths
    • 6,077 Sq Ft

    330 Lowell Rd, Concord, MA 01742

    Rarely does a property of this caliber come to market. This masterfully reimagined 18th-C English barn conversion is offered for the first time. The 13-room home blends Vermont charm w Concord sophistication across 3 thoughtfully designed floors, enhanced by curated finishes from the current owners. Rich in character yet highly livable, the interior balances warmth & scale, w repurposed beams,

    Barrett & Comeau Group Barrett Sotheby's International Realty

    330 Lowell Rd, Concord, MA 01742
  • /41

    $2,200,000

    • 6 Beds
    • 4.5 Baths
    • 6,900 Sq Ft

    16 Glenwood Ave, Winchester, MA 01890

    Must see! Beautifully renovated & expanded Cape offering flexibility for multigenerational living, complete w/ a legal unit over the garage ideal for in-laws, nanny, guests, or rental income. Thoughtfully designed w/ a seamless blend of private & communal spaces, the main home features an updated kitchen w/ mudroom, laundry & pantry, a spacious living room w/ gas fireplace, dining room, 1st flr

    Kim Covino Compass

    16 Glenwood Ave, Winchester, MA 01890
  • /42

    $1,799,999

    • 5 Beds
    • 3.5 Baths
    • 3,651 Sq Ft

    30 Oakridge Ave, Natick, MA 01760

    DREAMING of summertime in your own private oasis of space and serenity? This spectacular Natick home will make that dream come true! An unassuming gem, recreated from top to bottom, this offers it all. A fully modern home, it sits on the most private 3/4 acre, featuring stone walls, level grassy areas, gorgeous fencing and a heated in-ground pool. Designed with that busy lifestyle in mind, 30

    Frances Rossi Berkshire Hathaway HomeServices Commonwealth Real Estate

    30 Oakridge Ave, Natick, MA 01760
  • /42

    $2,995,000

    $355K PRICE DROP
    • 7 Beds
    • 8 Baths
    • 7,264 Sq Ft

    72 Charlemont St, Newton Highlands, MA 02461

    ***Owner will respond to formal offers in writing only*** Perched atop a hill in the prestigious highlands on a large double lot with majestic views. This 27-year-young trophy home embodies true craftsmanship and quality. From the rich hardwoods to the intricate inlays, every detail has been thoughtfully curated, evoking a sense of elegance that is increasingly rare in today’s market. Say goodbye

    Doug Crane Conway - Bridgewater

    72 Charlemont St, Newton Highlands, MA 02461
  • /42

    $1,240,000

    $50K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 4,247 Sq Ft

    3 Hawthorne St, Malden, MA 02148

    Located in Malden's desirable West End, this solid brick single-family offers exceptional scale and versatility, with the spacious feel of a two-family home. Thoughtfully modified to support up to seven bedrooms, the layout is uniquely suited for multi-generational living, featuring a flat first floor with accessible rooms ideal for extended family members. The property boasts two kitchens (see

    John Conroy East Coast Realty, Inc.

    3 Hawthorne St, Malden, MA 02148
  • /36

    $4,598,000

    • 8 Beds
    • 9 Baths
    • 8,873 Sq Ft

    25 White Ave, Newton Center, MA 02459

    Experience unparalleled luxury at 25 White Avenue, a stunning new home by one of Newton’s premier builders. Ideally situated on a lush lot, this home offers privacy among mature trees and beautiful landscaping. The sophisticated interior features a state-of-the-art kitchen and eight bedrooms, highlighted by a rare layout with five generous bedrooms on the second floor. The tranquil primary suite

    Allison Blank Compass

    25 White Ave, Newton Center, MA 02459
  • /22

    $2,799,000

    • 6 Beds
    • 3 Baths
    • 3,145 Sq Ft

    140 Pleasant St, Newton Center, MA 02459

    Attention buyers, developers, and renovators! Rare opportunity to own nearly an acre of land in the heart of Newton Centre, directly across from Mason-Rice Elementary School. This charming antique home, which has been in the same family for 63 years, offers endless potential—restore and customize it to your vision, or explore development possibilities including potential rear lot subdivision

    Barbara Lietzke William Raveis R.E. & Home Services

    140 Pleasant St, Newton Center, MA 02459
  • /2

    $785,000

    • 5 Beds
    • 3 Baths
    • 2,626 Sq Ft

    2 Everett St, Maynard, MA 01754

    This stunning single-family home offers a spacious and modern living experience with five bedrooms and three bathrooms. Recently fully renovated, it features brand-new systems including plumbing, HVAC, Central Heat/AC and electrical, for reliable and efficient performance. The interior boasts contemporary finishes throughout, providing a fresh and inviting atmosphere. Don't miss your last chance

    Raquel Vasconcelos Concept Properties

    2 Everett St, Maynard, MA 01754
  • /42

    $1,548,000

    • 5 Beds
    • 2 Baths
    • 2,834 Sq Ft

    5 Great Rd, Bedford, MA 01730

    Nestled in the heart of Bedford’s Historic Center, the Amos Cutler House is a true piece of living history. Built in 1835, this Colonial blends timeless charm with modern comfort. Just steps from local landmarks, schools, and community events, it offers both convenience and tranquility. The elegant arched entry welcomes you into a home rich with character—wide-pine floors, intricate woodwork, and

    Suzanne Koller Compass

    5 Great Rd, Bedford, MA 01730
  • /42

    $3,200,000

    • 6 Beds
    • 7.5 Baths
    • 6,922 Sq Ft

    24 Normandy Rd, Lexington, MA 02421

    Exceptional grand Colonial offering approx. 6922 sqft in Lexington with sun-filled open layout and refined design. Chef’s kitchen features large island, granite counters, stainless steel appliances, double dishwashers, and breakfast nook with window seating. Main level includes fireplace living room, private office with fireplace, and spacious bedroom suite with full bath and walk-in closet.

    Grace Hui Keller Williams Realty

    24 Normandy Rd, Lexington, MA 02421
  • /42

    $1,799,900

    • 9 Beds
    • 3 Baths
    • 4,128 Sq Ft

    320 Fellsway W, Medford, MA 02155

    INVESTOR’S DREAM! Rare turn-key 3-unit with 40-year track record and expansion potential in a coveted location! Unlock immediate cash flow in this Medford triple-decker. Centrally located just minutes from I-93, this property offers a rock-solid investment with a stable 40-year rental history. Three spacious 3-bedroom, 1-bath units with details not often seen: 9-ft ceilings, hardwood floors, wood

    Laura Baliestiero Coldwell Banker Realty - Concord

    320 Fellsway W, Medford, MA 02155
  • /23

    $1,399,000

    $51K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,184 Sq Ft

    66 Gordon St, Somerville, MA 02144

    West Somerville 2-Family!! Turn-key meticulously maintained 2-family with 5 bedrooms, 2 baths. Both plumbing and electrical have recent updates! Truly a turn key investment! First floor unit has 3 bedrooms. Second floor unit has 2bedrooms with a 2 enclosed porches, Both units feature a living room/dining room combination with kitchen pass-through. Off street parking for 3+ cars. Easy access to

    Ciampa Group Keller Williams Realty Boston Northwest

    66 Gordon St, Somerville, MA 02144
  • /30

    $1,800,000

    Open Thu 4:30PM - 6PM
    • 7 Beds
    • 5.5 Baths
    • 5,347 Sq Ft

    28 Oliver St, Watertown, MA 02472

    Legal 3-family Investment Opportunity | Watertown Square & Cushing Square in Belmont! Investors or owner occupants looking to offset expenses with strong existing tenancy. All 3 units, approx. 5,300 SqFt, currently rented generating over $115K/year in rental income. Unit 1: 3-level townhouse-style residence with 3 beds, 2 full baths, central A/C, 4 parking spaces & access to a private fenced-in

    Erika Tarlow Coldwell Banker Realty - Boston

    28 Oliver St, Watertown, MA 02472
  • /42

    $3,388,000

    • 6 Beds
    • 6.5 Baths
    • 7,419 Sq Ft

    16 Winchester Dr, Lexington, MA 02420

    LEXINGTON AT ITS BEST...SLEEK MODERN LUXURY & REFINED DESIGN DEFINE THIS STUNNING CONTEMPORARY RESIDENCE! Set on 0.75 acres, this beautifully designed 6 bed, 6 full & 1 half bath home offers 7,419 SF of open, light-filled living with a seamless modern flow. The first floor showcases an expansive open layout with a chef-inspired kitchen, oversized island, and effortless connection between living

    Team Lillian Montalto Lillian Montalto Signature Properties

    16 Winchester Dr, Lexington, MA 02420
  • /39

    $829,000

    • 5 Beds
    • 2 Baths
    • 2,175 Sq Ft

    159 Jefferson Ave, Everett, MA 02149

    CHECK IT OUT! SHARP, REFRESHED AND SPRUCED UP! Presenting an exceptional opportunity! This 2175 square foot multi-family property offers a compelling prospect for investors and handy homeowners alike. The spacious kitchens in either unit are central gathering spaces and are thoughtfully and functionally designed with plenty of kitchen cabinetry and counter space. With five bedrooms and two full

    Jose Ferreira Morello Real Estate

    159 Jefferson Ave, Everett, MA 02149
  • /26

    $4,300,000

    • 6 Beds
    • 7 Baths
    • 4,984 Sq Ft

    11 Winthrop Rd, Lexington, MA 02421

    Stunning updated classic colonial set prominently in the coveted Munroe Hill neighborhood. Fabulous at every turn with a grand foyer, rich hardwood floors, exquisite molding-trim work, and a floor plan that works for today's lifestyle. The sparkling eat in kitchen has crisp white cabinetry and marble counters. Adjacent the fireplaced family room is ideal with a cozy window seat- the perfect spot

    Teri Adler MGS Group Real Estate LTD - Wellesley

    11 Winthrop Rd, Lexington, MA 02421
  • /42

    $2,099,000

    $100K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,654 Sq Ft

    447 Dudley Rd, Newton Center, MA 02459

    2009 expansive renovation of this charming and sun-filled home offers one level living in a fabulous, coveted Newton neighborhood. Beautiful open floor plan showcases the expansive fireplaced living room, with sunlight streaming in from every corner. Sprawling chef’s kitchen offers skylit island with counter seating and adjacent formal dining room. Renovated sunroom next to the dining room

    Brenda vanderMerwe Hammond Residential Real Estate

    447 Dudley Rd, Newton Center, MA 02459
  • /42

    $1,725,000

    $125K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 6,584 Sq Ft

    2 Country Way, Hopkinton, MA 01748

    Discover Queen Anne elegance in this extraordinary residence! NEED ROOM FOR EXTENDED FAMILY or PRIVATE OFFICE SUITE, the lower level is finished w a full kitchen(double ovens&gas cooktp), family rm, sunrm, laundry & full bathrm. Comfortable FIRST FLOOR PRIMARY en-suite, sophisticated office, designer kitchen w center island, formal dining rm, grand family room w MARBLE fireplace & sunroom that

    Laura Wauters Century 21 Custom Home Realty

    2 Country Way, Hopkinton, MA 01748
  • /35

    $3,095,000

    Open Thu 11:30AM - 1PM
    • 5 Beds
    • 4.5 Baths
    • 4,922 Sq Ft

    171 Hobart Rd, Newton Center, MA 02459

    Elegant Newton Centre Colonial at the edge of Chestnut Hill, just moments to shops, dining, MBTA Green Line, Webster Woods. Gracious formal living and dining rooms create perfect setting for festive gatherings, while the expansive kitchen, breakfast room and cathedral-ceiling family room offer warm, casual spaces to relax and connect. French doors open to dramatic tiered deck, extending the

    Laura Segal Gibson Sotheby's International Realty

    171 Hobart Rd, Newton Center, MA 02459
  • /39

    $2,470,000

    $220K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,857 Sq Ft

    124 Deborah Rd, Newton Center, MA 02459

    Welcome to 124 Deborah Road, a beautifully updated home in one of Newton’s most desirable neighborhoods. The fully renovated first floor features a brand-new kitchen with custom cabinetry and ample counter space, flowing into newly updated dining and living rooms—ideal for modern living and entertaining. Solid hardwood floors run throughout the first and second levels.This level includes three

    Nova Group Hooli Homes Boston

    124 Deborah Rd, Newton Center, MA 02459
  • /42

    $2,950,000

    $349K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,202 Sq Ft

    74 Wedgemere Ave, Winchester, MA 01890

    The most idyllic setting in town! This beautifully renovated and expanded Colonial blends timeless charm with modern sophistication. Perfectly sited on an 18,000 sq ft lot abutting conservation land, it offers exceptional privacy in one of the town’s most coveted neighborhoods. This stunning home features 5+ bedrooms and 4.5 baths, with new windows, updated systems, an expanded kitchen, and

    Kim Covino Compass

    74 Wedgemere Ave, Winchester, MA 01890
  • /38

    $2,350,000

    $250K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 5,789 Sq Ft

    6 Parker Rd, Bedford, MA 01730

    Experience the best of Bedford living in this stunning new construction, ideally located near Davis Elementary School, the middle and high schools, and just minutes to Route 2, Concord, and Bedford Centers. Thoughtfully designed for everyday comfort and effortless entertaining, this home blends warmth, light, and style throughout. The gourmet kitchen is the heart of the home, perfect for casual

    Mimi Henning Barrett Sotheby's International Realty

    6 Parker Rd, Bedford, MA 01730
  • /18

    $2,750,000

    $245K PRICE DROP
    • 9 Beds
    • 6 Baths
    • 3,213 Sq Ft

    49-51 Putnam Ave, Cambridge, MA 02139

    Rare opportunity to acquire a meticulously maintained three-family residence at 49–51 Putnam Ave in Cambridge. Each thoughtfully updated 3-bedroom, 2-bath unit offers modern finishes, functional layouts, and strong tenant appeal. The building is in outstanding condition, with updated systems, a full basement for storage, and a well-kept exterior. Ideally located just moments from the Charles

    Max Dublin Team Gibson Sotheby's International Realty

    49-51 Putnam Ave, Cambridge, MA 02139

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