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Brookline, MA Homes for Sale

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  • /18

    $12,995,000

    • 6 Beds
    • 6 Baths
    • 7,502 Sq Ft

    71 Sears Rd, Brookline, MA 02445

    We are delighted to present one of Brookline's most exceptional properties to hit the market in over a decade. Located in the prestigious estate area, this stunning 1929 Colonial Revival home offers 14 rooms and is set on two lush acres. The property features an inviting in-ground pool, sweeping lawns, specimen trees, perennial gardens, and a serene, man-made freshwater creek. With approximately

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    71 Sears Rd, Brookline, MA 02445
  • /19

    $4,250,000

    • 7 Beds
    • 5 Baths
    • 6,307 Sq Ft

    469 Walnut St, Brookline, MA 02445

    Nestled beside the tranquil Brookline Reservoir, this charming home combines turn-of-the-century craftsmanship with modern comfort. Sunlight pours into spacious rooms, highlighting eight elegant fireplaces and timeless details throughout. Gracious family spaces invite effortless entertaining, from the formal dining room to the expansive living room with cozy warmth and a beautiful library with

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    469 Walnut St, Brookline, MA 02445
  • /30

    $2,600,000

    • 4 Beds
    • 2.5 Baths
    • 2,319 Sq Ft

    100 Summit Ave, Brookline, MA 02446

    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 newer master bath renovation, Central air, refinished hardwood floors, crown molding, and recently constructed two-car garage with storage plus ample driveway. Large eat-in-kitchen with attached family room and formal dining room.

    Arlene Lehane Coldwell Banker Realty - Brookline

    100 Summit Ave, Brookline, MA 02446
  • /37

    $7,495,000

    • 6 Beds
    • 7.5 Baths
    • 9,380 Sq Ft

    100 Cottage St, Brookline, MA 02445

    Luxury and style await you at 100 Cottage Street — a modern masterpiece situated on a wooded 1.05-acre lot. Built in 2021, this 6 bedroom, 7 bath stunner offers the ultimate in privacy, with a fenced-in perimeter and wrought iron gate at the end of the driveway. As you enter through the custom glass doors, you’ll be greeted by a stunning two-story foyer and a grand staircase with custom glass

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    100 Cottage St, Brookline, MA 02445
  • /30

    $5,200,000

    • 5 Beds
    • 4.5 Baths
    • 5,296 Sq Ft

    232 Kent St, Brookline, MA 02446

    Stately and grand meets modern luxury and comfort. The impressive home has been meticulously renovated to maintain timeless charm while offering contemporary finishes and amenities. This home's heart features a state-of-the-art designer, sun-drenched kitchen leading out to the oversized deck, perfect to relax and entertain. This home is located in the desirable and prestigious Longwood

    Sheila White Compass

    232 Kent St, Brookline, MA 02446
  • /42

    $2,799,000

    • 5 Beds
    • 3 Baths
    • 2,891 Sq Ft

    95 Beals St Unit 2, Brookline, MA 02446

    Out of Architectural Digest! Dream home in dream location! Beals is one of the prettiest streets in Brookline. Rare opportunity to own this meticulously renovated from top to bottom 5 bed/3 full bath condo in desirable Coolidge Corner! With sun pouring in from all directions, amazing detail & magnificent lofted & cathedral ceilings, this home provides tranquility & privacy & the best of

    Stewart Silvestri Gibson Sotheby's International Realty

    95 Beals St Unit 2, Brookline, MA 02446
  • /40

    $4,595,000

    • 6 Beds
    • 4.5 Baths
    • 5,744 Sq Ft

    265 Dean Rd, Brookline, MA 02445

    Nestled between Fisher Hill & Chestnut Hill, 265 Dean offers the perfect blend of urban convenience & suburban comfort. This 6+ bedroom Colonial Revival was fully gutted in 2021 to meet modern family needs while preserving its historic charm. Expansive chef's kitchen features Sub-Zero & Thermador appliances. It opens to a bright family room with custom built-ins. A larger formal living room

    Jeff Hamilton Columbus and Over Group, LLC

    265 Dean Rd, Brookline, MA 02445
  • /26

    $1,250,000

    • 2 Beds
    • 2.5 Baths
    • 1,527 Sq Ft

    321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467

    Perfectly situated third floor corner unit at Hammond Pond Place Condominium, a 12-year young 27-unit luxury building located just steps from Route 9 / Chestnut Hill shopping, dining, movie and outdoor recreation / activity ... This 3rd floor corner unit has abundant windows on two sides and sliders from master bedroom to 350+ sq ft private terrace, allowing natural light to stream in ... the

    Mark Linsky At Home Realty, Inc.

    321 Hammond Pond Pkwy Unit 301, Chestnut Hill, MA 02467
  • /12

    $2,399,000

    • 3 Beds
    • 3 Baths
    • 2,833 Sq Ft

    157 Babcock St Unit 1, Brookline, MA 02446

    Spacious 3-bedroom, 3-bathroom condo in Coolidge Corner. Seamlessly integrates historic charm with modern amenities. 2,800 square feet. Open-concept plan featuring high ceilings, large windows, gleaming hardwood floors. Bright and airy living room, elegant dining area flows to kitchen with stainless steel appliances, granite countertops, custom cabinetry. Primary bedroom offers generous space,

    Ezra Stillman Hammond Residential Real Estate

    157 Babcock St Unit 1, Brookline, MA 02446
  • /15

    $1,499,000

    • 2 Beds
    • 2.5 Baths
    • 1,366 Sq Ft

    1731 Beacon St Unit 114, Brookline, MA 02445

    Brand new luxurious renovations of a 2-bedroom, 2.5-bathroom duplex condominium at Regency Park with 1 deeded garage parking space. This well-managed, full-service building offers on-site maintenance, elevator access, a pool, and a gym. The unit provides a private entrance with an open-concept floor plan that combines the living and dining areas, ideal for both daily living and entertaining. The

    Walter Ehrlich Landmark Real Estate

    1731 Beacon St Unit 114, Brookline, MA 02445
  • /23

    $2,199,000

    • 3 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    6 Claflin Rd Unit 4, Brookline, MA 02445

    Superbly located in vibrant Washington Square, this six-room penthouse was gut rehabbed by esteemed Brookline developer, Rincon. Luxurious high-end finishes can be found throughout the unit, including the designer kitchen with top-of-the-line appliances and well-appointed bathrooms. There are three bedrooms and two and one-half bathrooms, with the primary bedroom featuring a huge walk-in closet.

    Mona and Shari Wiener Hammond Residential Real Estate

    6 Claflin Rd Unit 4, Brookline, MA 02445
  • /36

    $2,639,000

    • 12 Beds
    • 6 Baths
    • 5,430 Sq Ft

    524 Harvard St, Brookline, MA 02446

    FULLY RENTED for 2025. Well-maintained brick, attached 3-family building in Brookline with significant redevelopment or value-add potential. Each spacious unit offers ample living space and storage, featuring three 4-bedroom units, with east and south exposures providing abundant natural light. Located at the corner of Verndale and Harvard Street, the property is close to shopping, public

    Dream Team Dreamega International Realty LLC

    524 Harvard St, Brookline, MA 02446
  • /33

    $3,595,000

    • 4 Beds
    • 3.5 Baths
    • 2,605 Sq Ft

    57 University Rd Unit Penthouse, Brookline, MA 02445

    Direct elevator access into this Penthouse Duplex with private roof terrace! Masterfully constructed architecture with ultra-modern luxury and chic custom design, this 4 bedroom/3.5 bath duplex home has a stunning open concept floor plan with soaring ceilings, gleaming wide-plank oak hardwood floors, and oversized windows creating walls of glass with an abundance of natural light. Take the

    Joseph DeAngelo Coldwell Banker Realty - Boston

    57 University Rd Unit Penthouse, Brookline, MA 02445
  • /21

    $2,975,000 Open Sun 12PM - 1:30PM

    • 6 Beds
    • 3.5 Baths
    • 4,275 Sq Ft

    45 Westbourne Terrace, Brookline, MA 02446

    Perched above its surroundings, this meticulously maintained and fully updated six-bedroom home offers a peaceful retreat while effortlessly combining classic architectural details with the modern comforts today's buyers desire. Bathed in exceptional light, each room with its high ceiling is a welcoming space. The top floor offers a private two-bedroom guest suite with its own entrance and serene

    Judith Paradis Compass

    45 Westbourne Terrace, Brookline, MA 02446
  • /26

    $3,500,000 Open Sun 2PM - 3PM

    • 7 Beds
    • 5 Baths
    • 5,244 Sq Ft

    27 Irving St, Brookline, MA 02445

    Step into timeless elegance with this incredibly charming Colonial Revival home, designed in 1882 by architect Arthur Little. Meticulously maintained by the owner since 1971, this stunning brick & shingle residence boasts soaring ceilings & 8 fireplaces across 3 floors of living space. The front porch welcomes you to a breathtaking entrance hall, leading to a library, formal dining room, living

    Chris Vietor eXp Realty

    27 Irving St, Brookline, MA 02445
  • /42

    $5,495,000

    • 7 Beds
    • 9 Baths
    • 7,140 Sq Ft

    23 Crafts Rd, Chestnut Hill, MA 02467

    Privately nestled on a cul-de-sac in the prestigious Chestnut Hill, Brookline area this exceptional 7-bedroom Estate seamlessly blends timeless elegance with modern luxury. Spanning over 7,100SF, the home offers expansive living areas, dedicated office spaces, a gourmet kitchen with high-end appliances, and a luxurious primary suite with a spa-like bath. Multiple en-suite bedrooms provide comfort

    23 Crafts Rd, Chestnut Hill, MA 02467
  • /25

    $12,950,000

    • 53 Beds
    • 11.5 Baths
    • 17,139 Sq Ft

    10-12 Greenway Ct, Brookline, MA 02446

    PRICE IMPROVEMENT: 10-12 Greenway Court is a rare investment and development opportunity located in the Coolidge Corner neighborhood of Brookline. This generational asset includes fourteen (14) large apartment units (Avg rent $4,950), 15 off-street parking spaces, and ZBA approval to add an additional FIVE (5) dwelling units. This unique offering represents an outstanding long term investment

    10-12 Greenway Ct, Brookline, MA 02446
  • /36

    $20,000,000

    • 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
  • /19

    $750,000

    • 1 Bed
    • 1.5 Baths
    • 938 Sq Ft

    50 Longwood Ave Unit 712, Brookline, MA 02446

    Beautiful sunny spacious one bedrooms with 1.5 baths available for sale in the most elegant luxury buildings in Coolidge Corner! Great floor plan with open kitchen w/breakfast bar, large living room that allows you to step outside to an expansive balcony with spectacular views of downtown Boston. Unit also features hardwood floors, lots of closet space both living room and bedroom has a walk in

    Sheryl Lezberg Captivating Realty

    50 Longwood Ave Unit 712, Brookline, MA 02446
  • /9

    $2,000,000

    • 5 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    57 Highland Rd Unit 2, Brookline, MA 02445

    New Construction - Complete Spring 2025! Modern, south-facing, four-plus-bedroom home on a quiet side street in Brookline. This breathtaking top floor-through unit overlooks Harry Downes Field track & playground. Open your door to your sun-filled unit with soaring ceilings & stair access to a private panoramic roof deck. Chef's kitchen with gas stove, custom cabinets, high-end appliances, and

    Erika Welch Rettman Associates

    57 Highland Rd Unit 2, Brookline, MA 02445
  • /40

    $7,498,000

    • 5 Beds
    • 5.5 Baths
    • 6,551 Sq Ft

    682 Hammond St, Chestnut Hill, MA 02467

    Elegant & Sophisticated describe this meticulously designed private residence in a sought after Chestnut Hill neighborhood of Brookline. This 5 bed/5.5 bath home has been totally renovated with state of the art finishes and technology. The main level offers a stunning gourmet chef's kitchen & family room that lead out to a gorgeous outdoor living area featuring a heated blue stone patio, hot tub,

    Jeff Groper Coldwell Banker Realty - Newton

    682 Hammond St, Chestnut Hill, MA 02467
  • /36

    $9,995,000

    • 7 Beds
    • 10 Baths
    • 7,240 Sq Ft

    80 Dudley St, Brookline, MA 02445

    Elegance and modernity define this sunlit Chestnut Hill residence on the Reservoir, offering spacious rooms, an open layout and luxurious finishes. Minutes from Boston and recently built by a local top builder for the current owners, every detail reflects meticulous craftsmanship, state-of-the-art systems and thoughtful design. A grand staircase separates entertaining areas from private spaces

    Maggie Gold Seelig MGS Group Real Estate LTD

    80 Dudley St, Brookline, MA 02445
  • /19

    $995,000

    • 2 Beds
    • 2 Baths
    • 1,855 Sq Ft

    99 Pond Ave Unit 804, Brookline, MA 02445

    Wonderful contemporary Penthouse 2 bedroom/2 bath with over 1,850 s/f of living space! This special residence offers an open floor plan with great sunlight, multiple exposures, a wood burning fireplace, two private balconies, and 1 deeded garage space. Both living & dining areas have access to your rooftop patio for entertaining or to enjoy as a private outdoor oasis.The open kitchen has tile

    Susan Salter Coldwell Banker Realty - Brookline

    99 Pond Ave Unit 804, Brookline, MA 02445
  • /24

    $2,650,000

    • 3 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    31 Highland Unit 31, Brookline, MA 02446

    Welcome to Highland Road Townhomes! Stunning just-completed luxury townhomes in the heart of Brookline. Each unit features a private elevator that takes you from the street-level garage directly to every level of your home, providing unparalleled convenience and privacy. These spacious residences boast open floor plans, natural light, high-end finishes, and private outdoor spaces perfect for

    Allison Blank Compass

    31 Highland Unit 31, Brookline, MA 02446
  • /28

    $16,000,000

    • 6 Beds
    • 8 Baths
    • 9,480 Sq Ft

    280 Warren St, Brookline, MA 02445

    Presenting a unique opportunity to own one of Brookline’s premier estate properties. Set on over 3 1/2 acres, this meticulously renovated residence has 19 rooms, including 6 beds, 6 full and 2 half baths, It has 6 fireplaces, and a fabulous kitchen with top appliances and a large eat-in area with French doors leading to the back patio. There are grand proportioned rooms with high ceilings and

    The Whitney Group Hammond Residential Real Estate

    280 Warren St, Brookline, MA 02445
  • /21

    $529,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    1454 Beacon St Unit 843, Brookline, MA 02446

    This top-floor, 1-bedroom condo in the Warwick building offers a fantastic living space in the heart of Coolidge Corner, located just steps from the C Line. The sun-filled living room boasts southern exposure, creating a bright and inviting atmosphere, while the updated kitchen features granite countertops, stainless steel appliances, a gas range, and a convenient washer/dryer combo. The spacious

    January Checkovich Peter Gee Associates

    1454 Beacon St Unit 843, Brookline, MA 02446
  • /28

    $4,750,000

    • 5 Beds
    • 5 Baths
    • 7,399 Sq Ft

    69 Princeton Rd, Chestnut Hill, MA 02467

    Welcome to this stunning newly renovated home in the heart of Brookline, MA. This exquisite residence offers five spacious bedrooms, three full bathrooms, and two half bathrooms, all designed for modern living. With approximately 7,000 square feet of open space, the layout is perfect for entertaining. The gourmet kitchen features top-of-the-line appliances and a large island, while the luxurious

    Samantha Stumpo New Brook Realty Group, LLC

    69 Princeton Rd, Chestnut Hill, MA 02467
  • /14

    $1,198,000

    • 2 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    33 Pond Ave Unit 1208, Brookline, MA 02445

    A rare find in Brookline! This stunning 1840 s/f Penthouse duplex 2 bedroom has undergone a complete renovation to create a modern luxury home with all the conveniences of a full service building. This gorgeous residence offers a beautifully designed kitchen, an open concept living /dining area with abundant light and striking views, new oak flooring, high ceilings with recessed lighting, and

    Susan Salter Coldwell Banker Realty - Brookline

    33 Pond Ave Unit 1208, Brookline, MA 02445
  • /22

    $409,000

    • 1 Bath
    • 500 Sq Ft

    44 Washington St Unit 506, Brookline, MA 02445

    Move-in ready. Studio in pristine condition with impeccable rental history at the Brook House in Brookline. 2025 renovation included brand new Luxury Vinyl flooring, new refacing of the bathroom tub and tiles. Newly fresh paint on walls and ceiling. Granite kitchen counter-top with stainless steel appliances. Ideal location in the Longwood medical area near MBTA Green Line and several shops and

    Jonathan Minerick homecoin.com

    44 Washington St Unit 506, Brookline, MA 02445
  • /5

    $2,750,000

    • Land
    • 0.26 Acre
    • $10,576,923 per Acre

    9 Willard Rd, Brookline, MA 02445

    Unique opportunity! Bring your builder and create your dream home in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco

    Celine Sellam Coldwell Banker Realty - Brookline

    9 Willard Rd, Brookline, MA 02445
  • /2

    $1,000,000

    • Land
    • 0.27 Acre
    • $3,703,704 per Acre

    71 Spooner Rd, Chestnut Hill, MA 02467

    Land for Sale in great Chestnut Hill convenient location. 11,648 square feet of land. This is NOT a single-family lot of land. This is ideal for church/religious group, rehabilitation housing, and many other uses. Close to shops, restaurants, major routes, commuter rail. Buyer to do their own due diligence for potential uses which there are many.

    71 Spooner Rd, Chestnut Hill, MA 02467
  • /16

    $7,500,000

    • 6 Beds
    • 8 Baths
    • 4,472 Sq Ft

    14 Green St Unit The PH, Brookline, MA 02446

    "THE PENTHOUSE" Once in a Lifetime New Construction opportunity in ultra-desirable Coolidge Corner. Rare combination opportunity of PHA & PHB. Bring your own Designer and customize this home to your wildest imagination. Direct Elevator Access. 4472 SF Duplex, 6 Bedrooms, 6 Full Bathrooms & 2 Half Baths. 4 Garage parking spaces & 7 outdoor terraces. The ENTIRE Private Roof Deck! 1200+ SF of

    Collin Bray Century 21 Cityside

    14 Green St Unit The PH, Brookline, MA 02446
  • /25

    $1,695,000

    • 4 Beds
    • 4 Baths
    • 3,252 Sq Ft

    1471 Beacon St Unit 2, Brookline, MA 02446

    Room to Roam! Spacious designer 4 bed 4 bath luxury condo quintessentially located between Coolidge Corner and Washington Square! This condo feels brand new even with renovations 10 years young with all exposed brick wall featuring an open concept floor plan with over 3252 sq feet of living space on two separate floors. This unit boasts 2 separate master suites and private outdoor space on each

    Diana Kuang eXp Realty

    1471 Beacon St Unit 2, Brookline, MA 02446
  • /22

    $22,000,000

    • Land
    • 6 Acres
    • $3,873,239 per Acre

    280 Warren St, Brookline, MA 02445

    One of Brookline’s premier estate properties. Purchased with 280A Warren, this additional lot creates an estate set on over 5 1/2 acres. 280 may be purchased with 3.68 acre lot for $16,000,000 or with the additional 2 acre lot for $22,000,000.This presents an opportunity to own a significant 19-room house on an extraordinarily large piece of land. This is a top location on a private road at

    The Whitney Group Hammond Residential Real Estate

    280 Warren St, Brookline, MA 02445
  • /42

    $9,500,000

    • 7 Beds
    • 8 Baths
    • 9,500 Sq Ft

    355 Buckminster Rd, Brookline, MA 02445

    Magnificent estate home on one of Brookline's most beautiful residential streets.This home is not only an architectural masterpiece, but also a luxurious "home base" replete with all of the modern features one could want. Enormous first floor with period details, huge entertaining rooms, grand foyer, custom kitchen, and large family room.Covered porch, and large deck round out the entertaining

    Samantha Stumpo New Brook Realty Group, LLC

    355 Buckminster Rd, Brookline, MA 02445
  • /29

    $2,399,000

    • 4 Beds
    • 4.5 Baths
    • 3,193 Sq Ft

    811 Heath St, Chestnut Hill, MA 02467

    New construction townhouse-style condo completed in October 2024, offering 4 beds, 4.5 baths, and over 3,000 sq ft in the heart of Chestnut Hill. Open-concept main level with kitchen, living area, half bath, and walkout to a private deck and fenced garden. Four bedrooms each feature walk-in closets and en-suite baths. Includes a dedicated laundry room, bonus office, and tiled mudroom entry from

    Yasmeen Moukaddem McCorry Real Estate, LLC

    811 Heath St, Chestnut Hill, MA 02467
  • /27

    $6,499,000

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

    75 Goddard Ave, Brookline, MA 02445

    Indulge in luxurious living with this exquisite home in Brookline estate section. Boasting 7 beds, 7 baths, and over 6000 sq ft on an acre, this residence is a sanctuary of sophistication. Experience unparalleled comfort with a geothermal system, 6-zone commercial setup fed by 3 x 600ft closed-loop wells. Radiant floor heat, multi-zone gas furnace, and dual mechanical closets ensure efficiency.

    Samantha Stumpo New Brook Realty Group, LLC

    75 Goddard Ave, Brookline, MA 02445
  • /2

    $535,000

    • 2 Beds
    • 1 Bath
    • 1,025 Sq Ft

    98 Saint Paul St Unit A1, Brookline, MA 02446

    Spacious two-bedroom condo in a classic Coolidge Corner brownstone with a private front-facing entrance on St. Paul Street. This pet-friendly, professionally managed home features a generous living room, a large main bedroom, and a renovated eat-in kitchen with granite countertops and a new refrigerator. The tiled bathroom includes a shower with glass doors, and in-unit laundry adds convenience.

    Jayne Kramer Engel & Volkers Boston

    98 Saint Paul St Unit A1, Brookline, MA 02446
  • /5

    $5,400,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,825 Sq Ft

    9 Willard Rd, Brookline, MA 02445

    Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining.

    Celine Sellam Coldwell Banker Realty - Brookline

    9 Willard Rd, Brookline, MA 02445
  • /2

    $8,995,000 New Construction

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

    61 Heath St, Brookline, MA 02445

    Shingle style stunner located in Brookline's estate area. Put your touches on this 7000 sq ft home w/ a timeless architectural style built by one of Greater Boston's premier builders. This home is filled w/ large picture windows overlooking the beautifully landscaped one acre grounds. High ceilings & filled with sunlight. Enter this home thru a gallery perfect for an art collection. First floor

    Melissa Dailey Coldwell Banker Realty - Wellesley

    61 Heath St, Brookline, MA 02445

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