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Brookline, MA Homes for Sale

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  • /34

    $2,500,000

    • 4 Beds
    • 2.5 Baths
    • 2,789 Sq Ft

    36 Blake Rd, Brookline, MA 02445

    Set between Brookline Village, Coolidge Corner & Washington Sq., this rare brick Colonial delivers privacy, space & serious curb appeal. The fully fenced backyard is a showstopper—ideal for summer BBQs, a hammock nap, or dining al fresco on the sun-filled patio. Inside, the chef’s kitchen flows to spacious living & dining areas, framed by elegant archways, two fireplaces & a dedicated home

    Stewart Silvestri Gibson Sotheby's International Realty

    36 Blake Rd, Brookline, MA 02445
  • /8

    $649,000

    • 1 Bed
    • 1 Bath
    • 805 Sq Ft

    126 Amory St Unit B4, Brookline, MA 02446

    Set on a beautifully tree-lined street by Knyvet Park in Brookline’s sought-after Cottage Farm area, this thoughtfully renovated garden-level condo offers the perfect blend of charm and modern comfort. Enjoy your own private entrance, high ceilings, and full-sized windows that fill the space with natural light. The updated kitchen features quartz countertops, stainless steel appliances, and a

    Irene Kerzner Hammond Residential Real Estate

    126 Amory St Unit B4, Brookline, MA 02446
  • /22

    $2,000,000

    • 6 Beds
    • 3.5 Baths
    • 3,895 Sq Ft

    18 Milton Rd, Brookline, MA 02445

    Set on a pretty tree-lined street, this eleven room residence presents a wonderful opportunity. Built in the late 1890s as a single family, it is now occupied as a Philadelphia-style two family and features charming front porch and living space with original detail. The first apartment offers a large entry with an alcove, living room with fireplace, dining room with bay window and fireplace,

    Susan and Jen Rothstein Team Hammond Residential Real Estate

    18 Milton Rd, Brookline, MA 02445
  • /10

    $875,000

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft

    202 Fuller St Unit 6, Brookline, MA 02446

    Every inch of this home showcases meticulous maintenance and a refined sense of style. The seller’s talent for color and design shines throughout. The natural light provided by the three exposures further enhances the offering. The recently renovated kitchen and bath seamlessly blend beauty with function. Enjoy your morning coffee or unwind on a private balcony nestled among the treetops.

    Judith Paradis Compass

    202 Fuller St Unit 6, Brookline, MA 02446
  • /24

    $1,595,000

    • 2 Beds
    • 2 Baths
    • 1,347 Sq Ft

    37 Waverly St Unit 39, Brookline, MA 02445

    Marvelous Carriage House ! 2 houses now 2 condos with nothing shared but the driveway. Lives like a single. Every window has a beautiful view. Located on Waverly street, Boston Magazine ranked the 3rd best urban street. Nestled in Brookline Village; 3 great playgrounds within a short distance, and close to Coolidge Corner. Renovated 2+ bedrooms, 2 bathrooms, 2 parking (1 in 1 out). Lovely

    Jill Streck Coldwell Banker Realty - Brookline

    37 Waverly St Unit 39, Brookline, MA 02445
  • /39

    $2,500,000

    • 4 Beds
    • 6 Baths
    • 3,153 Sq Ft

    42 Coolidge St Unit 42, Brookline, MA 02446

    Welcome to 42 Coolidge Street, #42 in Brookline- a meticulously kept home nestled on a tree lined street in the heart of Coolidge Corner! Gut renovated in 2017, this bi-level unit still lives like new. Upon entry, you'll be quick to notice the high ceilings and gleaming hardwood floors. The high-end kitchen outfitted w/ Wolf/Sub-Zero appliances, ample cabinet space, and an oversized island

    Alex Walsh Access

    42 Coolidge St Unit 42, Brookline, MA 02446
  • /30

    $2,600,000

    • 4 Beds
    • 2.5 Baths
    • 2,956 Sq Ft

    100 Summit Ave, Brookline, MA 02446

    WELCOME TO THE NEW 100 SUMMIT!! Atop Corey Hill, this spacious urban residential home with four bedrooms, 2.5 baths is set back from the street with many upgrades including an updated kitchen and a newer master bath renovation, Central air, refinished hardwood floors, crown molding, and a recently constructed two-car garage with storage plus ample driveway. Large eat-in kitchen with attached

    Bob Ley Coldwell Banker Realty - Brookline

    100 Summit Ave, Brookline, MA 02446
  • /18

    $1,225,000

    • 3 Beds
    • 2 Baths
    • 1,796 Sq Ft

    19 Conant Rd, Chestnut Hill, MA 02467

    Welcome home to this beautiful expanded Cape in South Brookline, near Allandale Farm. This home offers more space than meets the eye. The landscaped property includes an attached garage with direct home access. The first floor features a fireplaced living room, spacious eat-in kitchen, first floor bedroom, full bath, den, and sunroom. Upstairs are two large bedrooms with high ceilings and a full

    Cheryl Cotney Compass

    19 Conant Rd, Chestnut Hill, MA 02467
  • /22

    $569,000

    • 1 Bed
    • 1 Bath
    • 870 Sq Ft

    99 Pond Ave Unit 326, Brookline, MA 02445

    LOCATION, LOCATION!!! Fabulous and spacious 1 bedroom is now available at the popular Brook House Condominium. Located on the 3rd floor, enjoy the open floor plan, perfect for entertaining. Modern kitchen with stainless appliances & gas cooking. The large enclosed balcony is a perfect space for a home office. Oversized bedroom with good closet space. Enjoy deeded garage parking space (spot #476).

    Rachel Hillman Foy Hillman Homes

    99 Pond Ave Unit 326, Brookline, MA 02445
  • /25

    $499,900

    • 1 Bed
    • 1 Bath
    • 582 Sq Ft

    60 Glen Rd Unit 107, Brookline, MA 02445

    Set within the serene, park-like grounds of Olmsted Park Condominiums, this charming one-bedroom, one-bath condo offers the perfect blend of nature and convenience. Located in the heart of the Emerald Necklace, you'll enjoy direct access to scenic Olmsted Park trails, ideal for morning jogs or leisurely walks. Inside, this inviting unit features a bright and functional layout, complemented by

    Ray Durling Leading Edge Real Estate

    60 Glen Rd Unit 107, Brookline, MA 02445
  • /37

    $5,250,000

    • 5 Beds
    • 4.5 Baths
    • 5,160 Sq Ft

    325 Goddard Ave, Brookline, MA 02445

    Welcome to “Puddingstone,” a restored Spanish Revival home across from beautiful Larz Anderson Park. Featuring a terra-cotta roof, stucco exterior, and cast stone entry, this stunning gut renovation blends timeless character with modern luxury. The open layout connects a chef’s kitchen with Caesarstone quartz counters and Wolf and Sub-Zero appliances to dining and living areas. A dramatic

    Ben Resnicow Commonwealth Standard Realty Advisors

    325 Goddard Ave, Brookline, MA 02445
  • /42

    $18,000,000

    • 6 Beds
    • 8 Baths
    • 7,550 Sq Ft

    63 Goddard Ave, Brookline, MA 02445

    This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been gut-renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous,

    Debby Belt Hammond Residential Real Estate

    63 Goddard Ave, Brookline, MA 02445
  • /37

    $6,800,000

    • 8 Beds
    • 8 Baths
    • 5,957 Sq Ft

    197-199 Winchester St, Brookline, MA 02446

    New Renovation Plus Addition Two Family with exceptional rental potential. This one-of-a-kind home has been tastefully renovated with luxurious designer finishes. Each home features large rooms with great closet space, open living areas and exceptional private outdoor spaces including private yards and the roof deck of your dreams. Each unit has private entrances with no common space under the

    Jason Gell RE/MAX On the Charles

    197-199 Winchester St, Brookline, MA 02446
  • /42

    $3,200,000

    • 9 Beds
    • 8.5 Baths
    • 5,150 Sq Ft

    15 Garrison Rd, Brookline, MA 02445

    Welcome to Beaconsfield Terrace - located in the heart of Washington Square - one of Brookline's most desirable locations. Exceptional investment in historic 3-family blends turn-of-the-century elegance with modern updates. This late 19th century architectural style gem offers over 5000 sq ft across two duplexes and one single-level unit, with a total of 23 rooms, 9 bedrooms and 8.5 baths. 

    O'Connor & Highland Keller Williams Realty Boston-Metro | Back Bay

    15 Garrison Rd, Brookline, MA 02445
  • /12

    $589,999

    • 2 Beds
    • 1 Bath
    • 669 Sq Ft

    514 Harvard St Unit 2D, Brookline, MA 02446

    Welcome to Avalon Terrace! Amazing opportunity to be in a wonderful neighborhood. Stop by and check out this large 669 square foot condo with two large bedrooms, one large living/kitchen area and tiled bathroom condo that awaits you. Entering, you look into an open layout large living area/combination kitchen - no wasted space in this open floor plan. Hardwood flooring throughout, lots of closet

    Larry Levey Franklin Square Realty

    514 Harvard St Unit 2D, Brookline, MA 02446
  • /22

    $710,000

    • 1 Bed
    • 1 Bath
    • 941 Sq Ft

    45 Longwood Ave Unit 812, Brookline, MA 02446

    Spacious and Gracious One bedroom on the 8th Floor of this sought-after High rise in Coolidge Corner. Building has Concierge, Pool, Elevators. Luxury Living in the Heart of Coolidge Corner, steps to everything! Relax on your Balcony overlooking the Pool! Large Living room w Dining Area, Kitchen w Counter for your morning coffee. Huge Bedroom. Modern Kitchen and bath. Closets and storage galore!

    Eileen MacLennan Classic Realty

    45 Longwood Ave Unit 812, Brookline, MA 02446
  • /31

    $639,000

    • 1 Bed
    • 1 Bath
    • 665 Sq Ft

    60 Babcock St Unit 64, Brookline, MA 02446

    Rarely available, this turnkey unit is located on the popular tree lined Babcock Street, in the heart of everything. Tastefully renovated one bedroom home is ready for its new owner. Enjoy the simplicity of living in this recently refurbished building with bright open secured main lobby. The designer style kitchen has a peninsula island and new appliances or sit back and relax with views from

    Elena Price Coldwell Banker Realty - Westwood

    60 Babcock St Unit 64, Brookline, MA 02446
  • /7

    $200,000

    • Land
    • 0.00 Acre

    77 Pond Ave Spot 478, Brookline, MA 02445

    1 Tandem Parking Spot Underground Garage # 478 fits 2 cars at the Brook House - Brookline VillageInside the Big Garage Central Garage Indoor Air Conditioner in the Summer and Heated in the Winter

    Renee Bennet Keller Williams Realty Evolution

    77 Pond Ave Spot 478, Brookline, MA 02445
  • /29

    $1,698,000

    • 3 Beds
    • 2.5 Baths
    • 1,889 Sq Ft

    227 Summit Ave Unit W207, Brookline, MA 02446

    Welcome to The Grand. Situated at the top of Brookline's Corey Hill with breathtaking views of the Boston skyline, this building features a concierge, elevator, pool, garage parking and a private roof deck and cabana with spectacular views ideal for hours of outdoor entertainment. The first floor of this wonderful duplex features a private fenced in yard off the large primary suite, a second

    Jeff Groper Coldwell Banker Realty - Newton

    227 Summit Ave Unit W207, Brookline, MA 02446
  • /25

    $599,000

    • 1 Bed
    • 1 Bath
    • 613 Sq Ft

    19 Winchester St Unit 102, Brookline, MA 02446

    Welcome to 19 Winchester Street, Unit 102. This 1 bedroom home in the heart of Coolidge Corner features a coveted assigned / deeded garage parking space, an expansive private patio spanning over 400 square feet, new air conditioning units, refinished parquet wood floors, and updated lighting. It also includes a new electric range, updated bathroom, king-sized bedroom, and upgraded closeting

    Andrew Veneziano RE/MAX Andrew Realty Services

    19 Winchester St Unit 102, Brookline, MA 02446
  • /18

    $918,000

    • 3 Beds
    • 1 Bath
    • 1,132 Sq Ft

    60 Dwight St Unit 2, Brookline, MA 02446

    Experience everything that Coolidge Corner has to offer. Spacious 3BR condo unit in a beautifully landscaped courtyard building. This sun-filled home offers multitudes of character including high ceilings, large windows, front to back exposures, and hardwood floors throughout. Three good-sized bedrooms, lovely covered porch for outside entertaining or morning coffee, assigned parking space and

    Susan Fei United Real Estate, LLC

    60 Dwight St Unit 2, Brookline, MA 02446
  • /30

    $1,100,000

    • 3 Beds
    • 1 Bath
    • 1,337 Sq Ft

    159 Payson Rd, Chestnut Hill, MA 02467

    A rare opportunity to enjoy single-family living in a highly desirable Brookline neighborhood in the Baker district. This welcoming and classic 3 bed, 1 bath Garrison Colonial offers a bright and inviting layout. The 1st floor features hardwood floors, fireplaced living room, dining room adjoining the kitchen, and warm cozy den area that leads to a private screened-in porch perfect for al fresco

    Rita Lu Keller Williams Realty Boston-Metro | Back Bay

    159 Payson Rd, Chestnut Hill, MA 02467
  • /17

    $870,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    15 Colbourne Crescent Unit 2, Brookline, MA 02445

    Sunny recently renovated 2 bedroom 2 bath unit with primary bathroom. Washer/Dryer in unit. Short walk to Beacon St. public transportation.Good rental history.Great location in the heart of Brookline with wonderful restaurants, public parks and shopping.

    Eve Felix Lorenz Kinlin Grover Compass

    15 Colbourne Crescent Unit 2, Brookline, MA 02445
  • /15

    $409,000

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    44 Washington St Unit 1208, Brookline, MA 02445

    SUPER SUNNY PENTHOUSE STUDIO AVAILABLE FOR PURCHASE. The studio features hardwood floors, walk in closet, gas cooking, dishwasher, & central AC. The Brook House is a full service building has 24 hour security/ concierge, extensive gym, pool, community room, tennis courts and basketball courts. Unit is currently rented tenant at will at $2200. The building is across the street from the MBTA

    Sheryl Lezberg Captivating Realty

    44 Washington St Unit 1208, Brookline, MA 02445
  • /23

    $725,000

    • 1 Bed
    • 1 Bath
    • 775 Sq Ft

    1600 Beacon St Unit 303, Brookline, MA 02446

    Rare opportunity to live in a doorman building complete with elevator and gym. This impressive, well-maintained, one bedroom home with a deeded garage spot in the heart of Washington Square provides luxury living in a convenient area where public transportation and restaurants are just outside the front door. This kitchen has sleek, black granite counter tops, stainless steel appliances, a

    Amy Lipton Coldwell Banker Realty - Brookline

    1600 Beacon St Unit 303, Brookline, MA 02446
  • /29

    $910,000

    • 2 Beds
    • 1.5 Baths
    • 1,170 Sq Ft

    57 Saint Paul St Unit 19, Brookline, MA 02446

    Sought after Coolidge Corner location! Rarely available duplex condo has all the desired features! 2 bedroom/ 1& 1/2 bathroom with 2 floors of spacious living, Has the feel of a single family home, 1st floor consists of a huge living/dining room area with large balcony, eat-in kitchen, 1/2 bathroom, 2nd floor consists of 2 large bedrooms, new and tastefully renovated full bathroom, one of the

    Sada Hanna William Raveis R. E. & Home Services

    57 Saint Paul St Unit 19, Brookline, MA 02446
  • /37

    $7,500,000

    • 6 Beds
    • 9 Baths
    • 9,738 Sq Ft

    118 Woodland Rd, Chestnut Hill, MA 02467

    Set on over an acre of beautifully landscaped grounds in the prestigious neighborhood of Chestnut Hill, this stately brick estate offers nearly 10,000 sqft of expansive living space and awaits your personal vision. The kitchen, baths, and flooring have been removed, presenting a rare opportunity to complete your dream home exactly to your specifications. The home welcomes you with a grand entry

    Beth Dickerson Gibson Sotheby's International Realty

    118 Woodland Rd, Chestnut Hill, MA 02467
  • /35

    $2,998,008

    • 4 Beds
    • 4 Baths
    • 2,510 Sq Ft

    69 Walnut St Unit 4, Brookline, MA 02445

    Floor through one level 4 bedroom and 4 full bath condo in elevator building. Thoughtfully designed w/luxurious finishes & exceptional attention to detail. Step into a sleek chef’s kitchen/family room adorned with custom Italian cabinetry, exquisite quartz countertops, and a dramatic curved wall of glass that bathes the space in natural light. Large center island completes the gourmet

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    69 Walnut St Unit 4, Brookline, MA 02445
  • /27

    $2,299,999

    • 7 Beds
    • 3 Baths
    • 3,102 Sq Ft

    589-591 Washington St, Brookline, MA 02446

    Stucco Two-Family near Washington Sq and Coolidge Corner renovated in 1994. Building is deleaded. 591 Washington St has is a direct first floor entrance w/ 3 bed plus 2 bath with hardwood floors, deck, fireplace . 589 Washington Street is a 5 Bed 2 bath duplex . External parking garages, driveway, backyard. Large unfinished basement. Heat & Electricity is separately metered. Excellent

    Sheryl Lezberg Captivating Realty

    589-591 Washington St, Brookline, MA 02446
  • /42

    $966,000

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    33 Pond Ave Unit 1207, Brookline, MA 02445

    This Brook House pond facing spectacular 2BR,2.5 bathroom penthouse residence with 2 garage parking spaces features 1,800sf of space on 2 levels with separate entrances. The open layout includes 9’ ceilings, crown moldings, abundant light and floor-to-ceiling windows.The gracious foyer has a half bathroom and leads to the massive living and dining rooms, both with access to a huge private

    David-Daili Xiao Engel & Volkers Newton

    33 Pond Ave Unit 1207, Brookline, MA 02445
  • /33

    $900,000

    • 5 Beds
    • 2 Baths
    • 1,413 Sq Ft

    16 Garrison Rd Unit 7, Brookline, MA 02445

    Spacious 5-bed, 2-bath condo in the heart of Washington Square, Brookline. This 1,413 sq ft home blends charm with modern updates just steps to the Green Line, restaurants, cafés, and grocery stores. Renovated kitchen with granite countertops and stainless steel appliances. Two full baths, including one with a walk-in shower. Features include in-unit laundry, 1 storage unit, access to a bike

    Diana Kim eXp Realty

    16 Garrison Rd Unit 7, Brookline, MA 02445
  • /21

    $849,000

    • 2 Beds
    • 1.5 Baths
    • 1,213 Sq Ft

    65 Glen Rd Unit H4, Brookline, MA 02445

    Welcome to a truly exquisite offering at The Park in Brookline.This elegant and sun-drenched two level corner unit boasts soaring beamed ceilings, a grand fireplace, and oversized windows that flood the space with natural light. Upon entry, you're greeted by a recently renovated kitchen, where sleek design meets functionality, and windows frame serene views of the garden. Spanning 1,213 square

    Bell | Whitman Group Compass

    65 Glen Rd Unit H4, Brookline, MA 02445
  • /28

    $2,095,000

    • 3 Beds
    • 3 Baths
    • 2,097 Sq Ft

    50 Longwood Ave Unit 1017, Brookline, MA 02446

    Coolidge Corner. Experience luxury living on the 10th floor of an elevator building with this gut-renovated, sprawling 2,097 sq. ft. condo, featuring 3 bedrooms & 3 full bathrooms. The contemporary open kitchen shines with custom white cabinetry, high-end stainless steel appliances, stone countertops, & a peninsula that transitions into a formal dining area with sliding doors opening to a balcony

    Jamie Genser Coldwell Banker Realty - Brookline

    50 Longwood Ave Unit 1017, Brookline, MA 02446
  • /28

    $2,850,000

    • 4 Beds
    • 4 Baths
    • 2,463 Sq Ft

    20 Chapel St Unit B811, Brookline, MA 02446

    Rare offering! This first of its kind, corner unit home with 4 bedrooms and 4 bathrooms is just shy of 2,500 sq ft of living on one level. Conveniently located at desirable Longwood Towers, a full service building with 24 hour concierge, near public transportation, Longwood Medical Area, universities, restaurants and shops. This expansive & beautifully appointed home is truly a masterpiece. See

    Diana Kuang eXp Realty

    20 Chapel St Unit B811, Brookline, MA 02446
  • /26

    $419,900

    • 1 Bath
    • 346 Sq Ft

    70 Park St Unit 15, Brookline, MA 02446

    UNBEATABLE LOCATION AND DEEDED PARKING!!! Set on 2.37 acres of impeccably landscaped grounds, this sun-filled, move-in ready studio is a rare find—situated adjacent to Griggs Park and just steps to the heart of COOLIDGE CORNER! Freshly painted and featuring new stainless-steel refrigerator and stove! Located in a secure, professionally managed complex, residents enjoy rolling lawns, vibrant

    Tim Hanlon Commonwealth East

    70 Park St Unit 15, Brookline, MA 02446
  • /42

    $2,250,000

    • 6 Beds
    • 6 Baths
    • 3,144 Sq Ft

    12 Perry St, Brookline, MA 02445

    Live Smart. Invest Smarter. With a net operating income of $76,820 annually and a cap rate of 3.41%, 12 Perry Street in Brookline Village is a rare opportunity for owner-occupants or savvy investors looking to build equity while offsetting the mortgage with rental income. Tucked away on a quiet street, this updated 3-family offers three spacious 2-bedroom units—each with one or one-and-a-half

    Katelyn Fisher Keller Williams Realty Colonial Partners

    12 Perry St, Brookline, MA 02445
  • /26

    $2,395,000

    • 4 Beds
    • 4.5 Baths
    • 2,760 Sq Ft

    77 Thorndike St Unit 1, Brookline, MA 02446

    Immerse yourself in the vibrant lifestyle that Coolidge Corner offers; an array of shopping/dining/specialty/transportation options, all in close proximity to Kenmore, Back Bay, Chestnut Hill, Longwood Medical and more...77 THORNDIKE ST has been expanded, rebuilt and redesigned, offering two duplex condominium homes replete with top-line fixtures & features...UNIT ONE spans the 1st flr and lower

    Mark Linsky At Home Realty, Inc.

    77 Thorndike St Unit 1, Brookline, MA 02446
  • /36

    $8,000,000

    • 5 Beds
    • 6.5 Baths
    • 5,772 Sq Ft

    21 Sargent Crossway, Brookline, MA 02445

    Set in Brookline’s prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, peaceful surroundings, and prime access to Boston. Located near top schools, shopping, dining, cultural institutions, the Financial District, Longwood Medical Area, and Logan Airport, it’s ideal for those seeking both elegance and convenience. The exterior features clapboard

    Jonathan Radford Coldwell Banker Realty - Boston

    21 Sargent Crossway, Brookline, MA 02445
  • /16

    $839,000

    • 2 Beds
    • 1 Bath
    • 895 Sq Ft

    1874 Beacon St Unit 3, Brookline, MA 02445

    Stunningly refinished Brookline second-floor 2-bedroom (or 3-bed split) right on the C-line and minutes to the B and D line. New heating system (2024), all new windows (2022) Gorgeous views and steps to restaurants, groceries. Rooms are HUGE with high ceilings and plenty of large windows that fill the space with plenty of natural light. Renovated bathroom with in-unit washer and dryer. NO need

    Angela Guo Red Tree Real Estate

    1874 Beacon St Unit 3, Brookline, MA 02445
  • /19

    $5,985,000

    • 4 Beds
    • 4.5 Baths
    • 3,560 Sq Ft

    178 Ivy St, Brookline, MA 02446

    Tucked on a private road in Brookline’s coveted Cottage Farm neighborhood, this exceptional Colonial-style former carriage house underwent a 2 year renovation to the highest standards, completed in 2025. Soaring ceilings and oversized windows bathe the home in natural light and frame serene views of the surrounding gardens, yard and conservation land. The 1st floor presents a stunning open plan

    Maggie Gold Seelig MGS Group Real Estate LTD

    178 Ivy St, Brookline, MA 02446

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