2,617

Homes for Sale near Winsor School

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  • /19

    $659,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    1723 Washington St Unit 309, Boston, MA 02118

    Welcome to your new home in South End! This charming 1-bedroom on the third floor, built in 2002, offers 754 sq. ft. of convenient living. Ideally located near the MBTA Orange Line (Mass Ave), Northeastern, BU Medical/Dental, and Green Line (Symphony), with direct bus lines to Harvard and Downtown right downstairs. Surrounded by restaurants and convenience stores. Enjoy in-unit laundry, central

    Nanxi He Evermont Real Estate Inc.

    1723 Washington St Unit 309, Boston, MA 02118
  • /9

    $4,995,000

    • Land
    • 0.19 Acre
    • $26,289,474 per Acre

    371 Highland Ave, Somerville, MA 02144

    371 Highland Ave is a fully permitted and approved 23-unit development opportunity situated in the heart of Davis Square, featuring 13 below-grade parking spaces. The full Construction Document set is available. This mid-rise building encompasses 30,050 gross square feet. The existing building has been demolished and is ready for construction to begin immediately. 371 Highland Ave is

    Chris Kostopoulos Keller Williams Realty

    371 Highland Ave, Somerville, MA 02144
  • /30

    $1,775,000

    • 3 Beds
    • 2.5 Baths
    • 1,849 Sq Ft

    63 Chelsea St Unit 63, Boston, MA 02128

    You don’t want to miss this rarely available end-unit townhome in a coveted community. Ideally located between the Monument and Navy Yard, this 3BD/2.5BA offers private entry, two-car garage parking, water views from all levels, and three-side window exposure. The open-concept main floor features soaring ceilings, abundant natural light, and a front-facing living room with Monument views. A fully

    Brian Caluori Gibson Sotheby's International Realty

    63 Chelsea St Unit 63, Boston, MA 02128
  • /37

    $1,599,000

    • 6 Beds
    • 3 Baths
    • 3,121 Sq Ft

    373 Medford St, Somerville, MA 02145

    Just a 2-minutes (0.1 miles) to the new GLX Medford/Tufts Station, this property offers unbeatable transit access to Boston and Cambridge. Perfect for first-time buyers or investors, this home presents a rare opportunity to own in a prime location. Enter Somerville’s high-demand market, investors seeking a prime condo conversion or renovation opportunity, or buyers who want to customize their

    Lindsei Acioli Matos Cameron Prestige, LLC

    373 Medford St, Somerville, MA 02145
  • /40

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 1,768 Sq Ft

    20 Winfield St Unit 1, Boston, MA 02127

    Prime East Side Location Just Steps to the Beach | 3-Bed, 3-Bath Duplex over 1,768 sq. ft. was gut-renovated in 2017. Experience modern living just steps from the beach and close to public transit, highways, restaurants, and nightlife. The open-concept layout features high ceilings, hardwood floors, crown molding, and recessed lighting. The chef’s kitchen boasts stainless steel appliances, quartz

    Zach Barron Core Property Group LLC

    20 Winfield St Unit 1, Boston, MA 02127
  • /42

    $3,585,000 Open Tue 12:30PM - 2PM

    • 7 Beds
    • 6.5 Baths
    • 6,140 Sq Ft

    22 Scotney Rd, Chestnut Hill, MA 02467

    Location ! Location! Location! This stunning Colonial effortlessly blends timeless architecture w/ modern luxury, offering exceptional living space.Main level showcases a gracious family room w/ beamed ceilings & a fireplace, a chef’s kitchen w/ a butler’s pantry & a sun-drenched breakfast area that opens to a patio & a professionally landscaped, fenced-in backyard ideal for indoor-outdoor

    Esin Susol Team William Raveis R. E. & Home Services

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

    $575,000

    • 3 Beds
    • 3.5 Baths
    • 1,400 Sq Ft

    64 Clarkwood St Unit 2, Boston, MA 02126

    Be among the first to see this brand-new construction that offers everything you could ask for and more in the heart of Boston. This spacious unit will offer 3 bedrooms and 3.5 bathrooms (each bedroom with a full bath) providing ample space for families or individuals looking for comfort and privacy. With about 1,400 square feet of living area residents will enjoy high ceilings that create an

    JEP Realty Team Real Broker Ma, LLC

    64 Clarkwood St Unit 2, Boston, MA 02126
  • /42

    $619,000

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    346 Trapelo Rd Unit 2, Belmont, MA 02478

    You will love coming home to this beautifully updated, second-floor condo unit with a prime location in the heart of Belmont’s desirable Waverley Square with everyday needs right at your doorstep including shopping, dining, bus stops to Harvard Square, the commuter rail station, and more. The inviting interior radiates with the home’s original character and warmth, while thoughtful updates add

    Danielle Fleming MA Properties

    346 Trapelo Rd Unit 2, Belmont, MA 02478
  • /42

    $1,295,000

    • 2 Beds
    • 2 Baths
    • 1,419 Sq Ft

    80 Broadway Unit PH, Arlington, MA 02474

    Soar above it all in this one-of-a-kind, newly built penthouse condo—an architectural gem in vibrant East Arlington. With its private elevator entry, sun-kissed open layout, and 780 sq ft of wraparound deck offering 360 panoramic views—including the Boston skyline—this home is your personal sanctuary in the sky. The chef’s kitchen dazzles with pro-grade appliances, a bold island, and statement

    David Lilley RE/MAX Real Estate Center

    80 Broadway Unit PH, Arlington, MA 02474
  • /31

    $925,000

    • 4 Beds
    • 4 Baths
    • 2,700 Sq Ft

    34 Salina Rd, Dorchester, MA 02122

    Welcome to 34 Salina Rd, a spacious 2013-built townhome in the heart of Dorchester. Recently updated with fresh paint and upgraded light fixtures, this turnkey home offers comfort and style throughout. Enter via the oversized mudroom or direct-entry garage into an open main level featuring a large kitchen, dining area, and living room with gas fireplace. A sliding door leads to a private patio

    The Reference Group Reference Real Estate

    34 Salina Rd, Dorchester, MA 02122
  • /30

    $759,000

    • 3 Beds
    • 1.5 Baths
    • 1,522 Sq Ft

    46 Oakton Ave, Dorchester, MA 02122

    This spacious and gracious home is ready to welcome its new owners, and to be brought into its next chapter in style! Sited prominently on a gently sloping lot, on a sought after street, just 4 doors down from the historic Pierce House circa 1683, this Adams Village gem has its roots in 1897 and its heart in your future! The first family to live in this home hailed from Nova Scotia and ushered in

    Susan Collins Coldwell Banker Realty - Boston

    46 Oakton Ave, Dorchester, MA 02122
  • /30

    $1,375,000

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

    151 Tremont St Unit 9N, Boston, MA 02111

    Perched above the bustling streetscape of Midtown, this rare home offers a marvelous vantage point from which to enjoy the very best of downtown living. The nation's first public park, Boston Common, is your front yard; with its Summer splashing & Winter skating on The Frog Pond, Springconcerts, Summer Shakespeare in the Park, fiery Fall foliage, & festive holiday lights all winter. The Golden

    Susan Collins Coldwell Banker Realty - Boston

    151 Tremont St Unit 9N, Boston, MA 02111
  • /36

    $850,000

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

    504 Mount Auburn St, Watertown, MA 02472

    This well-loved Cape-style home, with great personality, has been cherished by the same family for almost 90 years and is filled with warmth, character, and solid craftsmanship. Step inside to find 3 generously sized bedrooms, 1 baths, beautiful gum wood moldings, and a welcoming floor plan that includes a cozy fireplaced living room. The kitchen features rich cherry cabinets, and a bonus room

    Elizabeth Hays Noonan RE/MAX On the Charles

    504 Mount Auburn St, Watertown, MA 02472
  • /14

    $749,000

    • 3 Beds
    • 1.5 Baths
    • 1,504 Sq Ft

    10 Ravenna Rd, West Roxbury, MA 02132

    Tucked on a beautiful tree-lined Street in the heart of West Roxbury, this handsome circa 1925 residence is graced with architectural detail & hardwood floors throughout. While the home is in need of updating, it offers great potential and a wonderful layout. The main level features an expansive front-to-back living room with a fireplace, which opens to a family room overlooking the large level

    Irene Kerzner Hammond Residential Real Estate

    10 Ravenna Rd, West Roxbury, MA 02132
  • /42

    $2,995,000

    • 3 Beds
    • 3 Baths
    • 1,950 Sq Ft

    7 E Springfield St Unit PH6, Boston, MA 02118

    Experience luxury and convenience in this stunning penthouse, located in a boutique building built in 2018. This single-floor residence offers direct elevator access and breathtaking 360-degree views of the Back Bay skyline. The modern kitchen features sleek Miele appliances, custom cabinetry, and a spacious island. Expansive windows fill the open-concept living and dining areas with natural

    Todd Anzlovar Coldwell Banker Realty - Boston

    7 E Springfield St Unit PH6, Boston, MA 02118
  • /41

    $2,999,999

    • 3 Beds
    • 3.5 Baths
    • 3,093 Sq Ft

    559 E Broadway Unit 559, Boston, MA 02127

    Proudly offering the pinnacle of luxury living in this extraordinary, one-of-a-kind brownstone on the highly sought after East Side of South Boston. Spanning three impeccably designed floors, this ARCHITECTURAL GEM seamlessly fuses timeless historic character with cutting-edge modern sophistication. No detail has been overlooked—from the exquisite CUSTOM MILLWORK to the flawless DESIGNER FINISHES

    Andrea Gonzalez Monarc Properties

    559 E Broadway Unit 559, Boston, MA 02127
  • /35

    $7,695,000

    • 3 Beds
    • 3.5 Baths
    • 2,506 Sq Ft

    300 Pier 4 Blvd Unit PH N, Boston, MA 02210

    For those who seek something special - distinctive, unique, and out of the ordinary - Penthouse N at Pier 4 offers bold New York–inspired style in the heart of Boston’s Seaport. With sweeping views of striking urban architecture and the vibrant streetscape below, this 3-bedroom, 3.5 bath residence embodies dramatic design and sophisticated living. A private half bath for guests enhances its

    Tracy Campion Campion & Company Fine Homes Real Estate

    300 Pier 4 Blvd Unit PH N, Boston, MA 02210
  • /28

    $489,500

    • 2 Beds
    • 1 Bath
    • 744 Sq Ft

    58 Aldrich Rd Unit A, Watertown, MA 02472

    Tucked into Watertown’s vibrant South Side, 58A Aldrich Road blends charm, convenience, and comfort in a sunny 2-bedroom, ground-level end unit. This inviting space features gleaming hardwood floors, a spacious living room, and an eat-in kitchen with everything you need to feel right at home. Enjoy in-unit laundry, one deeded, one assigned parking spot, and extra storage—all in a well-maintained

    The Madden Team Keller Williams Realty Boston Northwest

    58 Aldrich Rd Unit A, Watertown, MA 02472
  • /16

    $1,450,000

    • 2 Beds
    • 1.5 Baths
    • 975 Sq Ft

    10 Melrose St Unit 3, Boston, MA 02116

    This exquisitely renovated two-bedroom + study penthouse duplex, nestled within Bay Village, exudes happiness. Every detail has been meticulously curated, from bespoke built-ins to tasteful designer finishes. Modern comforts abound, with newly installed central air and heat, gleaming hardwood floors, and expansive new windows that invite an abundance of natural light. A full staircase ascends to

    Rene Rodriguez Cabot & Company

    10 Melrose St Unit 3, Boston, MA 02116
  • /14

    $419,000

    • 1 Bed
    • 1 Bath
    • 536 Sq Ft

    7 Mortimer Place Unit 6, Somerville, MA 02145

    Bright, quiet, and move-in ready! This second-floor 1-bedroom end unit is located in a desirable residential neighborhood and offers a commuter’s dream location. Enjoy an open floor plan with hardwood floors throughout, an updated kitchen featuring granite countertops, a breakfast bar, and stainless-steel appliances. The renovated bathroom, fresh paint, and new wall AC add to the turnkey appeal.

    Emily Gan Boston Value Realty

    7 Mortimer Place Unit 6, Somerville, MA 02145
  • /32

    $825,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    872 Massachusetts Ave Unit 401, Cambridge, MA 02139

    Great opportunity to own a rarely available 2 bedroom 2 bathroom unit in the Cambridge Tower, located in the heart of Cambridge's sought-after Central Square! This sun-filled home features an open floor plan, hardwood floors throughout, and a modern kitchen with granite countertops, stainless steel appliances, and ample cabinetry. Spacious living/dining area opens to a private 90+ sq. ft. balcony

    Daniel Lee Boston Plex

    872 Massachusetts Ave Unit 401, Cambridge, MA 02139
  • /13

    $669,000

    • 2 Beds
    • 1 Bath
    • 736 Sq Ft

    42 Jefferson St Unit 2, Cambridge, MA 02141

    2 PARKING SPACES! The left side of the garage belongs to unit 2 as well as the spot in front of the left garage. This 2 bedroom unit was converted from a 3 bedroom during the current ownership. If you need the extra bedroom a closet could be added back. This unit has been freshly painted and is ready for its next owners. The low condo fee is currently set at $205/month (This covers water/sewer

    Whalen Chin Venture

    42 Jefferson St Unit 2, Cambridge, MA 02141
  • /19

    $1,399,000

    • 3 Beds
    • 1.5 Baths
    • 1,423 Sq Ft

    32 E Springfield St Unit 3, Boston, MA 02118

    Stunning sun-drenched top level duplex in the historic South End with private outdoor space and parking! Unbelievable home covers the third and fourth floors of the brownstone on beautiful tree-lined street.The upper level features an incredible living and dining room space with a beautiful fireplace and high ceilings all drenched in natural light from skylights and large windows. Adjacent is the

    Joli Almeida Boston Property Group INC

    32 E Springfield St Unit 3, Boston, MA 02118
  • /42

    $949,900

    • 6 Beds
    • 3 Baths
    • 3,378 Sq Ft

    15 Nightingale St, Dorchester Center, MA 02124

    Be a part of a legacy and enjoy and participate in the development and transformation of this wonderful neighborhood. This 3-family has been passed down for generations. It has great bones and all the potential to become your next home and or income property. Each unit has 2 bedrooms, 1 bathroom, kitchen, living room, dining room and butlers pantry. All three units have flexible floor plans to

    Carmen Bell Coldwell Banker Realty - Waltham

    15 Nightingale St, Dorchester Center, MA 02124
  • /21

    $595,000

    • 1 Bed
    • 1 Bath
    • 716 Sq Ft

    25 Cross St Unit 4, Somerville, MA 02145

    Welcome to 25 Cross Street, a stylish one-bedroom, one-bathroom duplex condo in the heart of East Somerville. Built from the ground up in 2010—not your typical renovated triple-decker—this thoughtfully designed home features an open living area with hardwood floors, central air conditioning, and direct access to your own private outdoor space—perfect for relaxing or entertaining. Upstairs, the

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

    25 Cross St Unit 4, Somerville, MA 02145
  • /19

    $570,000

    • 1 Bed
    • 1 Bath
    • 629 Sq Ft

    805 E 4th St Unit 2, Boston, MA 02127

    Welcome to 805 E 4th St #2, a beautifully updated 1-bedroom condo located in the heart of South Boston’s sought-after City Point neighborhood. Moments from the desirable M St Park, this sun-filled home features an open layout with hardwood floors throughout, high ceilings, recently updated bathroom and a open concept kitchen with stainless steel appliances throughout. The unit also has ample

    Carlisle Group Compass

    805 E 4th St Unit 2, Boston, MA 02127
  • /27

    $1,799,000

    • 2 Beds
    • 2.5 Baths
    • 1,351 Sq Ft

    18 Melrose St Unit PH, Boston, MA 02116

    OPEN HOUSES CANCELED - OFFER ACCEPTED. Exceptionally renovated, this 2+ bed, 2.5 bath PH triplex offers the perfect blend of sophistication & comfort. Just one flight from the door, you're welcomed into a custom-designed chef's kitchen offering Thermador appliances, an abundance of cabinetry & a generous island w/ room for barstools. The desirable open-concept layout flows seamlessly into a

    The Robinette Team Gibson Sotheby's International Realty

    18 Melrose St Unit PH, Boston, MA 02116
  • /19

    $439,000

    • 2 Beds
    • 1 Bath
    • 593 Sq Ft

    5 Prescott St Unit B, Boston, MA 02128

    Don’t miss your opportunity to own this amazing 2 bedroom condo located at the top of Eagle Hill. This home has a large updated bathroom and two large bedrooms, there is a spacious storage area located in the basement and there is also a very large common backyard for entertaining. The unit has a modern kitchen with a gas stove and a washer and dryer located in the unit, It is also walking

    Joseph McEachern Paramount Properties

    5 Prescott St Unit B, Boston, MA 02128
  • /42

    $775,000

    • 3 Beds
    • 1.5 Baths
    • 1,602 Sq Ft

    10 Highfield Terrace, Roslindale, MA 02131

    Welcome to a beautifully maintained 3 bedroom, 1.5 bath Colonial nestled on a quiet dead-end street in the heart of Roslindale! This charming home features hardwood floors throughout, fresh interior paint, & a remodeled kitchen with quartz counters, stainless steel appliances & tile backsplash. A sunroom with custom built-ins offers the perfect space for a mudroom or extra living area. Upstairs

    Maureen Moran William Raveis R.E. & Home Services

    10 Highfield Terrace, Roslindale, MA 02131
  • /15

    $1,829,000 Open Wed 4:30PM - 6PM

    • 10 Beds
    • 5 Baths
    • 3,322 Sq Ft

    43 Derby St, Somerville, MA 02145

    Introducing 45 Derby Street, a beautifully maintained and fully updated three-family property located in the heart of Somerville’s desirable Winter Hill neighborhood. This turn-key asset features two spacious 4-bedroom units and one well-appointed 2-bedroom unit, all offering condo-quality finishes and thoughtful layouts ideal for both investors and owner-occupants. Each unit boasts modern

    Daniel Alper Boston Realty Advisors

    43 Derby St, Somerville, MA 02145
  • /13

    $309,000

    • 2 Beds
    • 2 Baths
    • 737 Sq Ft

    770 Cummins Hwy Unit 12, Mattapan, MA 02126

    Excellent location! Close to highways, shopping, schools, and parks, this spacious and updated condo offers both comfort and convenience. It features 2 bedrooms, 2 full bathrooms, off-street deeded parking, and on-site laundry. Recent 2024 updates include new windows, some insulation, flooring, and bathrooms, a new stove, and fresh paint throughout in 2025. Move-in ready and perfectly

    Shahab Madadi Compass

    770 Cummins Hwy Unit 12, Mattapan, MA 02126
  • /33

    $1,489,000

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    76 Marshal St Unit 2, Brookline, MA 02446

    Ideally situated near the heart of Coolidge Corner, this spacious second-floor 3-bed, 2-bath condominium is currently being used as a 4-bedroom home, offering flexibility and charm. Step into a large, inviting foyer that opens to a sun-drenched living room or bedroom and a large formal fireplaced dining room featuring original woodwork and built-in cabinetry perfect for hosting family gatherings

    Scott Goldsmith Gibson Sotheby's International Realty

    76 Marshal St Unit 2, Brookline, MA 02446
  • /15

    $529,000

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    120 D St Unit 3, Boston, MA 02127

    Experience unparalleled urban living in this exceptional South Boston penthouse. This remarkably bright and airy residence boasts windows on three sides, high ceilings, and gleaming hardwood floors throughout. The renovated kitchen features gas cooking and granite countertops, flowing seamlessly into the living area with a cozy gas fireplace and a slider leading to an outdoor seating area. Enjoy

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

    120 D St Unit 3, Boston, MA 02127
  • /14

    $795,000

    • 1 Bed
    • 1 Bath
    • 833 Sq Ft

    257 Northampton St Unit 409, Boston, MA 02118

    Stunning & contemporary loft-style Corner 1-Bed with private balcony and garage parking at The Modern 2, a highly desirable South End 2011-construction elevator building at the edge of Back Bay and Fenway neighborhoods. Rarely available, this spacious one bedroom home offers incredible light and Back Bay skyline views from floor-to-ceiling windows facing north/west. The beautiful open kitchen

    Frank Carroll Homes Team Compass

    257 Northampton St Unit 409, Boston, MA 02118
  • /39

    $1,698,500

    • 3 Beds
    • 3 Baths
    • 2,782 Sq Ft

    50 Telegraph St, Boston, MA 02127

    This handsome 2 family has tremendous curb appeal and sits proudly on the edge of Telegraph Hill and Thomas Park. This home has been totally renovated and carefully maintained with attention to detail. Long term owner's pride is evident both inside & out. The upper levels are sure to please. Roomy open living and dining room with gas fireplace, classic built in wall book cases, dental molding and

    Jim McGue GRANITE GROUP REALTORS®

    50 Telegraph St, Boston, MA 02127
  • /22

    $1,199,000

    • 1 Bed
    • 2 Baths
    • 1,087 Sq Ft

    1 Avery St Unit 17F, Boston, MA 02111

    Bright, Spacious and Classic! This extra large corner 1BR+ floor plan with 1087 sq ft, 2 full bathrooms and valet parking makes a beautiful home in the heart of the city. This elegant unit boasts Brazilian Cherry hardwood floors, high ceilings and huge floor to ceiling windows offering views over the city. Chef's kitchen complete with Poggenpohl Cabinets, Viking Gas Range, Sub-Zero Refrigerator

    Jenny Searles Margulies First Boston Realty International

    1 Avery St Unit 17F, Boston, MA 02111
  • /35

    $779,000

    • 3 Beds
    • 1.5 Baths
    • 1,660 Sq Ft

    103 George St, Medford, MA 02155

    Charming New Englander in Prime Medford Location! Nestled at the foothills of Tufts University, this well-maintained home offers classic charm and is poised to handle all your new ideas. Enjoyed and lovingly maintained by these owners for 49 years! Boasting three spacious bedrooms and one full bath on the upper level, this home provides comfortable living for families or professionals alike. The

    Brian Healy Berkshire Hathaway HomeServices Verani Realty

    103 George St, Medford, MA 02155
  • /15

    $799,000

    • 2 Beds
    • 2 Baths
    • 942 Sq Ft

    360 W 2nd St Unit 6, Boston, MA 02127

    Situated in a modern elevator-equipped building, this exceptional condo boasts 2 spacious bedrooms and 2 well-appointed bathrooms with deeded garage parking. The kitchen is a culinary delight, featuring gas cooking, sleek stainless steel appliances, and an expansive island that serves as both a dining area and additional workspace. The primary suite comfortably accommodates a king-sized bed and

    Aranson Maguire Group Compass

    360 W 2nd St Unit 6, Boston, MA 02127
  • /41

    $1,390,000

    • 1 Bed
    • 1 Bath
    • 761 Sq Ft

    188 Brookline Ave Unit 23C, Boston, MA 02215

    Discover the pinnacle of urban living and investsor haven at Pierce Boston in the heart of Fenway! This corner 1-bed 1-bath unit features an unobstructed panoramic view from the 23rd floor. Enjoy the luxury of this modern high-rise and the convenience of living with 24/7 concierge and professional management on site. The unit’s high-end finishes include a full chef's kitchen with custom cabinets,

    Winston Sheng Li Blue Ocean Realty, LLC

    188 Brookline Ave Unit 23C, Boston, MA 02215
  • /14

    $649,000

    • 3 Beds
    • 1.5 Baths
    • 821 Sq Ft

    221 Paris St Unit 1, Boston, MA 02128

    Welcome to 221 Paris street, unit 1, a delightful 2 bedroom 1.5 bath with a bonus bi-level loft style bedroom located in the vibrant East Boston. This 2020 constructed condo unit is ideally located within 3 miles of Logan Airport, a mile away from Maverick Station, and less than half a mile from shops and East Boston’s popular restaurants. Stylish finishes include white shaker cabinets and picket

    Caleb Charles eXp Realty

    221 Paris St Unit 1, Boston, MA 02128

Showing Results 161 - 200, Page 5 of 18

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