5-Bedroom Houses for Sale in Boston, MA

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  $7,950,000

  • 5 Beds
  • 4.5 Baths
  • 4,996 Sq Ft

  90 Mount Vernon St, Boston, MA 02108

  On Mount Vernon Street right along Louisburg Square, this quintessential Beacon Hill townhouse admires a sublime wide-open viewpoint centered on the illustrious Square’s picturesque park. Now meticulously restored and renovated, this rare gem is featured in the book “Beacon Hill: A Living Portrait” and also highlights an idyllic private garden which was on the Hidden Gardens of Beacon Hill tour.

  George Ballantyne Gibson Sotheby's International Realty

  90 Mount Vernon St, Boston, MA 02108
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  $669,000

  • 5 Beds
  • 2 Baths
  • 1,730 Sq Ft

  10 Circuit St, Roxbury, MA 02119

  Rare Opportunity Knocks!!!This spacious single-family home is in beautiful move-in condition just waiting on a new owner which features fresh interior paint and some beautiful gleaming floors with five Bedrooms and a updated kitchen & two full bathrooms, and a nice little side porch-and a nice side yard you will put down your furniture and enjoy life- Now is the time to buy. Don't miss out on

  Timothy Crowley Mass Realty Advisors

  10 Circuit St, Roxbury, MA 02119
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  $8,800,000

  • 6 Beds
  • 10 Baths
  • 5,556 Sq Ft

  101 Pinckney St, Boston, MA 02114

  Located near iconic Louisburg Sq, this luxuriously curated and well-appointed Beacon Hill townhouse offers a rare combination of grand scale, sophisticated interiors, and breathtaking outdoor spaces. The home features two expansive decks and one of the largest private yards in Beacon Hill. The main living and entertaining levels boast elegant formal rooms with soaring ceilings, custom millwork,

  Rebecca Tulman & Leslie Adam Gibson Sotheby's International Realty

  101 Pinckney St, Boston, MA 02114
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  $4,295,000

  • 5 Beds
  • 3.5 Baths
  • 3,347 Sq Ft

  14 Pinckney St, Boston, MA 02114

  This inviting home exudes charm with its warm and welcoming spaces, sunny exposures and absolutely ideal Pinckney Street location. A large entry floor offers living, dining & kitchen, and powder room, as well as a "mudroom" located off of a delightful courtyard. The floorpan is flexible and allows for versatility, the front facing dining room can also function as a reception room with its

  Rebecca Tulman & Leslie Adam Gibson Sotheby's International Realty

  14 Pinckney St, Boston, MA 02114
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  $5,995,000

  • 5 Beds
  • 3.5 Baths
  • 3,849 Sq Ft

  41 Chestnut St, Boston, MA 02108

  Beacon Hill Beauty. Spectacular Modern Private Townhouse. Sunny South Facing! Perfectly placed on Prime sought after block near Charles St, Acorn St, Louisburg Square + the Entrance to the Frog Pond. 5 beds/3.5 baths. Stunning Historic Architectural details: Soaring ceilings, tall windows, fireplaces, intricate moldings, medallions, millwork + one of the prettiest bay windows on Chestnut St.

  Thomas McGair Coldwell Banker Realty - Boston

  41 Chestnut St, Boston, MA 02108
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  $12,900,000

  • 5 Beds
  • 8 Baths
  • 7,777 Sq Ft

  57 Hancock St, Boston, MA 02114

  Grand iconic corner building has just undergone a complete restoration into one of the finest single family homes on Beacon Hill. An extremely rare corner home has stood in this location since 1870 and still posses the papyrus capitals on the entryway columns to mark the style. This sun filled corner property maintains three exposures, 65 windows, ceiling heights ranging from 9-11 to 11-7, three

  Glenn Forger Olde Forge Realty

  57 Hancock St, Boston, MA 02114
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  $8,990,000

  • 5 Beds
  • 6 Baths
  • 4,492 Sq Ft

  86 Mount Vernon St, Boston, MA 02108

  No. 86 Mount Vernon is a spectacular corner residence overlooking the coveted Louisburg Square in Boston’s most storied neighborhood. Built circa 1875, this 20’ wide townhouse offers 4,492 SQFT of classically scaled living space across 4 levels. The gracious floor plan has been reconfigured for today’s modern lifestyle, all while preserving the beauty and integrity of the magnificent historic

  Tracy Campion Campion & Company Fine Homes Real Estate

  86 Mount Vernon St, Boston, MA 02108
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  $6,900,000

  • 5 Beds
  • 7 Baths
  • 6,106 Sq Ft

  1 W Hill Place, Boston, MA 02114

  Magnificent corner single-family residence at West Hill Place, a private cul-de-sac located just off Charles Street on the Flat of Beacon Hill complete with one direct parking spot just outside the front door. One West Hill Place is a 5-bed, 5-full and 2-half bath home with exposures on three sides offering sun-filled living spaces spanning over 6,000 sqft. Two floors are dedicated to living and

  Tracy Campion Campion & Company Fine Homes Real Estate

  1 W Hill Place, Boston, MA 02114
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  $7,250,000

  • 5 Beds
  • 3.5 Baths
  • 5,165 Sq Ft

  381 Beacon St, Boston, MA 02116

  Exceptional Single Family home in The Heart of Back Bay. This spacious townhouse has been painstakingly updated and is altogether a perfect combination of historic charm, authentic craftsmanship, and modern conveniences. Enter to a gorgeous foyer leading to a newly built eat-in kitchen inspired by the butler’s pantry of the historic Ogden Mills mansion and a handsome fireplaced family room. One

  Tracy Campion Campion & Company Fine Homes Real Estate

  381 Beacon St, Boston, MA 02116
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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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  $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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  $2,350,000 Open Sun 11AM - 12PM

  • 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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  $845,000

  • 5 Beds
  • 2.5 Baths
  • 1,749 Sq Ft

  16 Blue Hill Ave, Milton, MA 02186

  Step into this stunning, gut-renovated home offering 5 spacious bedrooms, 2 full bathrooms, and a convenient half bath perfectly designed for modern living. Every inch of this home has been thoughtfully updated, with attention to detail throughout.The main level boasts an open concept layout with gleaming hardwood floors, recessed lighting, and a stylish designer kitchen complete with quartz

  Daniel DiBiasio DiBiasio Realty LLC

  16 Blue Hill Ave, Milton, MA 02186
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  $4,179,000

  • 5 Beds
  • 4.5 Baths
  • 3,181 Sq Ft

  150 Jordan Rd Unit (Lot B), Brookline, MA 02446

  Rare pre-construction opportunity to purchase a luxury, to-be-built single-family home in a prime Brookline location—just minutes from public transportation, top universities, and the best of Coolidge Corner’s dining and shopping. Plans are already in place for a stunning, open-concept home featuring 5 bedrooms, 4 bathrooms, a two-car garage, and high-end finishes, appliances, and detailing

  Todd Glaskin Coldwell Banker Realty - Newton

  150 Jordan Rd Unit (Lot B), Brookline, MA 02446
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  $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
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  $6,995,000 Open Sat 1PM - 2:30PM

  • 6 Beds
  • 9 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
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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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  $4,250,000 New Construction

  • 6 Beds
  • 8 Baths
  • 6,850 Sq Ft

  1255 Brush Hill Rd, Milton, MA 02186

  Discover luxury living in this exquisite 6,849 sq ft custom masterpiece designed by an award-winning architect. Built on a breathtaking private nature lot in prime location. Boasting 5-6 spacious bedrooms, 5 full baths, & 2 half baths, this home offers the perfect blend of sophistication & comfort. CUSTOMIZE EVERY DETAIL TO YOUR TASTE. Choose your finishes, layout, & features. Designed for energy

  Lori Seavey Keller Williams Elite

  1255 Brush Hill Rd, Milton, MA 02186

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