Houses for Sale near Fenway High School

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  $18,885,000

  • 7 Beds
  • 8 Baths
  • 9,924 Sq Ft

  4 Gloucester St, Boston, MA 02115

  Featured in WSJ’s Mansion section, this spectacular designer home in Boston’s prestigious Back Bay blends contemporary & classical style, presenting a rare opportunity to own an impeccably renovated brownstone. Boasting a gracious,wide footprint & light on 3 sides,it has ample space for entertaining,recreation & family living.The1st floor grand marble foyer invites you to an enormous modern

  Maggie Gold Seelig MGS Group Real Estate LTD

  4 Gloucester St, Boston, MA 02115
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  $18,995,000

  • 6 Beds
  • 10 Baths
  • 12,060 Sq Ft

  9 The Ledges Rd, Newton Center, MA 02459

  The architect’s vision for this project was to preserve the classic elegance of the Georgian Revival style while updating the floor plan to a contemporary open layout. They aimed to create visually connected spaces filled with sunlight that seamlessly integrate with outdoor terraces, gardens, 15'x38' pool, and Cabana. The design process focused on combining beauty with functionality, integrating

  Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

  9 The Ledges Rd, Newton Center, MA 02459
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  $11,900,000

  • 4 Beds
  • 7 Baths
  • 4,788 Sq Ft

  126 Marlborough St, Boston, MA 02116

  An artful recreation just completed in 2021, this exquisite Back Bay townhouse was totally renovated by Pegasus Luxury Homes and CBT architects featuring new-construction interiors in a classic modern style that transcends time. This exquisite home has a rare attached 2-car garage, 2-car open parking plus a view-filled roof deck with outdoor kitchen. Blending style and comfort, the

  George Ballantyne Gibson Sotheby's International Realty

  126 Marlborough St, Boston, MA 02116
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  $2,299,000

  • 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
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  $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
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  $10,950,000

  • 6 Beds
  • 5.5 Baths
  • 5,700 Sq Ft

  1 Fairfield St, Boston, MA 02116

  Reintroducing this newly RENOVATED rare 30-foot wide single-family home in the heart of the Back Bay and Boston’s most coveted neighborhood. Boasting 6 bedrooms, 5.5 bathrooms, and an expansive 5,700 square feet, this home mixes it's historical brownstone charm with contemporary luxuries of a newly installed elevator, exquisite custom wood flooring and state-of-the-art appliances throughout the

  Michael Carucci Gibson Sotheby's International Realty

  1 Fairfield St, Boston, MA 02116
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  $659,000

  • 5 Beds
  • 3 Baths
  • 1,755 Sq Ft

  10 Gaylord St, Dorchester Center, MA 02124

  Welcome to 10 Gaylord Street, a spacious 5-bedroom, 3-bath home owned and cared for by the same family for many years. This property offers a strong foundation with generous living space and a layout ready to suit today’s needs. It’s the perfect opportunity for buyers who want to add their own style—whether that’s a modern refresh, custom finishes, or bold design touches. With multiple levels of

  Eric Vick Deedshare Realty Co

  10 Gaylord St, Dorchester Center, MA 02124
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  $1,500,000

  • 3 Beds
  • 1 Bath
  • 1,020 Sq Ft

  66 Holworthy St, Cambridge, MA 02138

  Property had a fire on 12/17/2022.. Possible rehab , condo conversion, etc.. All offers must be on enclosed OTP form attached. Additionally ALL showings must be accompanied by listing agent... Property is fenced in..Sellers make NO claims or representations and recommend all prospective buyers do their own due diligence with respect to any questions about this property/

  Robert Dell Homes Unlimited

  66 Holworthy St, Cambridge, MA 02138
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  $650,000

  • 4 Beds
  • 2 Baths
  • 1,192 Sq Ft

  76 Franklin St, Somerville, MA 02145

  House will be sold AS IS with drawings and floor plans. Plan includes increased in living Square footage up to 2,000sq ft. New floor plan includes 5 beds 3 baths. CASH OFFER ONLY!!!a

  Sarally Yoyo J. R. Pierre Real Estate

  76 Franklin St, Somerville, MA 02145
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  $3,898,000 New Construction

  • 6 Beds
  • 5.5 Baths
  • 4,347 Sq Ft

  85 Naples Rd Unit B, Brookline, MA 02446

  Tucked away on JFK Square’s coveted Naples Road, this new construction 4,300+ sqft Coolidge Corner attached townhome offers four levels of prime living with primary and two junior suites, office/gym spaces, attached heated garage with EV charger, walk-out finished lower level, and garden party-worthy deck and private yard. A grand dual fireplace connects the dining and living rooms, flowing into

  Aurel Garban Gibson Sotheby's International Realty

  85 Naples Rd Unit B, Brookline, MA 02446
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  $4,995,000 New Construction

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

  65 Levbert Rd, Newton Center, MA 02459

  Elevated elegance awaits you at this new construction contemporary home featuring a 2 story great room and 3 car garage. 6,900sqft of finished space on expansive 16.5k level lot. The light filled grand foyer welcomes you into the chef's kitchen featuring top of the line appliances, custom cabinetry, oversized island and walk in pantry. The second level has 4 ensuite bedrooms. The primary

  Stephanie Lau Bellafi Real Estate, Inc.

  65 Levbert Rd, Newton Center, MA 02459
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  $2,775,000 Open Fri 4PM - 5:30PM

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

  11 Palermo St, Cambridge, MA 02141

  Stunning 2025 fully renovated single-family home is a true work of art, blending timeless elegance with refined designer touches—from artisanal tile and statement lighting to premium windows, flooring, and top of the line appliances. Over 3,600 sq ft of finished space with a layout that offers open-concept living and multiple private retreats. The main level is ideal for entertaining, featuring a

  AD Advisors Team Block Realty

  11 Palermo St, Cambridge, MA 02141
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  $2,199,000 New Construction

  • 6 Beds
  • 3.5 Baths
  • 3,972 Sq Ft

  44 Robeson St Unit 44A, Jamaica Plain, MA 02130

  The Grand Residence, the perfect single-family alternative. A sprawling 4-story, approx. 3,972sf home exuding classic Greek Revival elegance, masterfully juxtaposed w/ the modernity of new construction. This residence features 6 beds, 3.5 baths, including a private guest suite, flex spaces, 2 mudrooms & more. Entering through the charming front porch, the main living floor features an entry w/

  Ricardo Rodriguez Coldwell Banker Realty - Boston

  44 Robeson St Unit 44A, Jamaica Plain, MA 02130
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  $779,000 New Construction

  • 2 Beds
  • 2 Baths
  • 953 Sq Ft

  219 Saratoga St Unit 1, Boston, MA 02128

  *COMPLETING LATE OCTOBER* Introducing The Greenhouse: the debut residence listed at The Sara, East Boston’s most anticipated new construction architectural icon just 0.3 miles from both the Greenway entrance to the MBTA Blue Line and Central Square retail district. Interiors, an ode to Japandi minimalism brushed by Parisian elegance, showcase bespoke millwork, herringbone flooring, architectural

  David Lank Bialow Real Estate, LLC

  219 Saratoga St Unit 1, Boston, MA 02128
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  $1,019,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,143 Sq Ft

  219 Saratoga St Unit 4, Boston, MA 02128

  *COMPLETING LATE OCTOBER* Introducing Penthouse North: the trophy residence at The Sara, East Boston’s most anticipated new construction architectural icon 0.3 miles from both the Greenway entrance to the MBTA Blue Line and Central Square retail district. Crowned by an exquisite ipe tiled private roof deck with sweeping skyline views, this 3 bed duplex also includes a glass terrace off the great

  David Lank Bialow Real Estate, LLC

  219 Saratoga St Unit 4, Boston, MA 02128
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  $3,195,000 New Construction

  • 6 Beds
  • 7 Baths
  • 5,158 Sq Ft

  12 Williams St, Brookline, MA 02446

  Attention Developers and owner-users looking to build their dream homes! Permit in hand! Rarely available opportunity to purchase an approved development site in the absolute heart of Coolidge Corner Brookline, Greater Boston's most desirable location for new luxury condos. Masterfully designed by one of Brookline's most respected architects, this site allows for the new construction of two

  Todd Glaskin Coldwell Banker Realty - Newton

  12 Williams St, Brookline, MA 02446
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  $5,950,000 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
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  $3,100,000 New Construction

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

  135 Hartman Rd, Newton Center, MA 02459

  NEW CONSTRUCTION by the esteemed Attitash Custom Home Design Builders! Welcome to 135 Hartman Rd, a stunning 6-bed, 6.5-bath home offering 5,500 sq. ft. of modern comfort and style. Set on a spacious lot with a 2-car garage, this home features elegant finishes and a smart layout. Natural light fills the open floor plan, highlighting the chef’s kitchen with high-end appliances, custom cabinetry, a

  Gayle Winters Compass

  135 Hartman Rd, Newton Center, MA 02459
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  $699,000 Open Sat 12PM - 1PM

  • 3 Beds
  • 3 Baths
  • 1,954 Sq Ft

  57 Mount Calvary Rd, Roslindale, MA 02131

  Beautifully updated single-family home near the heart of Roslindale offers rare in-law potential—perfect for any savvy buyer. This property has many desirable features and recent upgrades- a new roof, 3 zone Navien high-efficiency boiler, brand-new appliances, and Cosmos Calacatta Pearl quartz countertops in the eat-in kitchen, which opens via French doors to an oversized back deck—ideal for

  James Harrison Boston Bayside Properties, LLC

  57 Mount Calvary Rd, Roslindale, MA 02131
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  $599,000

  • 3 Beds
  • 1.5 Baths
  • 1,195 Sq Ft

  90 Hollingsworth St, Mattapan, MA 02126

  This motivated seller offers this well maintained and problem free single family home with several levels of living. Walk into the beautiful front porch which is insulated for use in all Boston seasons! The gleaming hardwood floors transition effortlessly from the large living room with a cozy fireplace into the beautifully tiled kitchen area. Your half bath is on the first floor to allow ease

  Michael Wilkins Conway - Canton

  90 Hollingsworth St, Mattapan, MA 02126

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