Explore Boston, MA Homes for Sale
Boston, MA 5 Bedroom Homes for Sale Map Search

5 Bedroom Homes for Sale in Boston, MA

  Advanced Search   Market Reports   Home Value   Connect

Welcome to your dedicated resource for 5 bedroom homes for sale in Boston, MA. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Boston, MA agent, Marc Fiore specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Boston, MA

Search Boston by Bedrooms

All 5 Bedroom Homes for Sale in Boston, MA

16 Common Street, Boston
$3,250,000
5 Beds ⋅ 4 Baths ⋅ 73578963 MLS ⋅ ACTIVE Status
Extraordinary Location directly on the Training Field! Step into a piece of living history with this magnificent, single family masterpiece located in the heart of historic Charlestown. One garage parking space included! Originally constructed in 1800 as the legendary Old Salem Turnpike Hotel, this rare property seamlessly blends centuries of architectural heritage with the outstanding updates for sophisticated modern living. Boasting an impressive 3,578 square feet of meticulously maintained space, this grand 12-room estate offers an unparalleled lifestyle just across from the Training Field and minutes to downtown Boston. Boasting 4-5 Bedrooms and 4 full baths, plus a library, family room, and sunroom, it spreads comfortably across multiple stories. Expansive formal first floor living room, dining room, and gourmet kitchen! Enormous sun-filled yard is a gardener's paradise! Flexible floor plan for any lifestyle! This home retains its grand presence, timeless wood-siding exterior, and striking architectural character. Amazing intact wide-plank pine flooring throughout, plus multiple period fireplaces, one in almost every room! Perfect for New England winters. Situated on a generous 3,485 sq. ft. parcel, this home offers a rare blend of historic neighborhood charm and private outdoor space. Multi-zone heating and central air, plus premium updates throughout, ensure effortless comfort without sacrificing historic integrity. Located in one of Boston’s most coveted and historic enclaves, it offers top-tier convenience. Close to vibrant local dining, boutique shopping, and the historic Charlestown Navy Yard. Enjoy seamless access to the visual charm of gas-lit streets and quick transit to downtown Boston. This is a true once-in-a-generation legacy property. By appointment only.

16 Common Street, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.
27 Cranston Street, Boston
$1,300,000
5 Beds ⋅ 2 Baths ⋅ 73578371 MLS ⋅ ACTIVE Status
Opportunity knocks at 27 Cranston Street in Jamaica Plain! Offered for the first time in over 30 years, this semi-attached two-family has been in the same family for more than three decades and offers 5 bedrooms, 2 full baths, and a rare city feature, a TWO CAR GARAGE plus THREE ADDITIONAL OFF STREET PARKING spaces! With incredible potential for an owner-occupant, investor, contractor, or developer, this property is ready for someone to bring their vision to life. Update, customize, or explore the potential for condominium conversion. The first-floor unit features a living area with a front bay window, kitchen, full bath, and enclosed rear porch. The second unit spans two levels with hardwood flooring throughout much of the space, along with a kitchen, dining area, living room, and additional finished space on the upper level. Outside, multiple decks, including a roof deck, and a fenced yard provide additional outdoor space. The unfinished walk-out basement offers additional storage and utility space. Conveniently located near public transportation, the T, parks, bike paths, and highway access. Bring your ideas and discover the possibilities of this Jamaica Plain two-family!

27 Cranston Street, Boston

Listing courtesy of Listing Agent: Hope Addorisio from Listing Office: Lamacchia Realty, Inc..
128 Commonwealth Avenue, Boston
$34,990,000
5 Beds ⋅ 9 Baths ⋅ 73577894 MLS ⋅ ACTIVE Status
A rare Back Bay masterpiece, this extraordinary Parisian-inspired Beaux Arts single-family residence on Commonwealth Avenue commands one of Boston’s most prestigious addresses with timeless grandeur and unrivaled scale. One of the famed “Commonwealth Avenue Sisters,” the home features a magnificent limestone façade, richly detailed interiors, ornate moldings, and dramatic entertaining spaces throughout, making it an unmatched jewel of the Back Bay neighborhood. Grand formal living and dining rooms, a stunning gourmet kitchen, and a sensational family room with Juliet balcony overlooking the Commonwealth Avenue Mall create an exceptional setting for both refined entertaining and everyday living. Complete with commercial elevator access to every floor, multiple private decks, 5+ bedrooms, 6 full and 3 half baths, and 2 heated garage and 4 heated outdoor parking, this is a singular opportunity to own one of Back Bay’s most iconic single-family residences.

128 Commonwealth Avenue, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.
68 W Rutland Sq., Boston
$6,795,000
5 Beds ⋅ 6 Baths ⋅ 73577426 MLS ⋅ ACTIVE Status
Located on a serene, tree-lined cul-de-sac and overlooking picturesque Sparrow Park with sweeping views of the Back Bay skyline, 68 W Rutland Square offers an elegant and expansive single-family residence boasting over 5,000 square feet of beautifully designed living space.Renovated from top to bottom, the home retains its original architectural details, such as soaring ceilings, decorative moldings, and grand bay windows, while offering every amenity for today’s discerning buyer. The layout includes a full-floor primary suite, 4 additional bedrooms, 3 full baths, and 3 half baths, providing generous space for both family living and entertaining. Enjoy THREE private outdoor spaces, a state-of-the-art home gym, a climate-controlled wine cellar, and a heated garage and driveway, something few South End brownstone homes can match. With Sparrow Park just outside your door, this is a rare opportunity to enjoy gracious city living with the indoor-outdoor lifestyle every Bostonian dreams of.

68 W Rutland Sq., Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
90 Princeton St, Boston
$725,000
5 Beds ⋅ 2 Baths ⋅ 73577252 MLS ⋅ PRICE CHANGED Status
Detached single-family with its own fenced yard in Eagle Hill. Five bedrooms, two full baths, twelve rooms, 1,890 square feet across three finished floors on a 2,500 square foot lot. The first floor opens to a living room, a separate dining room, full bathroom, and a kitchen with exposed brick, tile floor and stainless appliances. Three bedrooms, an office and a full bath on the second floor, two more bedrooms and two additional rooms on the third. Hardwood on the main floor, varying types on the second and third. The basement runs the full footprint of the house — concrete floor, full walk-out, interior and exterior access. Because the house is detached, all four elevations are workable. South-facing, fenced on every side, with a yard that is unusually generous for this part of East Boston. Gas forced hot water heat, gas hot water, city water and city sewer — no oil tank. Partial renovation is underway and unfinished. Rooms sit at different stages: some painted and floored, one bath framed and boarded for tile, stair treads stripped, portions of the third floor down to subfloor, exterior due for paint and maintenance. Roof at the end of its life. The price reflects the remaining work. The structure, the footprint, and the floor plan are all here — and those can't be built. A block off Meridian Street: Central Square shops and restaurants, the Blue Line into downtown, Piers Park and the East Boston Greenway, Logan minutes away. Sold as-is; seller will make no repairs.

90 Princeton St, Boston

Listing courtesy of Listing Agent: Sherwood & Company Team from Listing Office: Compass.
33 Cohasset St, Boston
$1,249,000
5 Beds ⋅ 5 Baths ⋅ 73576595 MLS ⋅ ACTIVE Status
Generational living, investment opportunity, and the best of Roslindale Village — all in one property.Find the space, flexibility, and location that make life easy at 33 Cohasset Street, just a half-block from Roslindale Village. The property currently consists of two individual condominiums, offering an ideal setup for extended family, owner-occupants, investors, or anyone looking for a little more room to spread out. Unit 1 is a thoughtfully laid-out 2-bedroom, 2-bathroom condo, currently rented through August 2027 at $3,100/month. Unit 2, the owner-occupied residence, spans two levels and offers 3 bedrooms, a dedicated office, 3 full bathrooms, and an expansive yard and patio — a surprising amount of outdoor space this close to the Village. Gut-renovated in 2014, both units offer functional layouts and plenty of space to live, work, host, and make your own. Four parking spaces, a large and easily accessible basement with ample storage, and the Commuter Rail just two blocks away make everyday life remarkably convenient, whether you're driving, biking, walking, or commuting into Boston. And then there's the neighborhood. Roslindale Village is practically at your doorstep, with restaurants, coffee shops, bars, and local shopping just down the street. Venture a few blocks farther and you'll find parks, farmers markets, and even more of what makes Roslindale such a great place to call home. 33 Cohasset is currently deeded as 2 separate condos, but can be changed to a 2-family before closing.

33 Cohasset St, Boston

Listing courtesy of Listing Agent: Michael Sokolowski from Listing Office: ENRG Global Realty, LLC.
18 Franconia St, Boston
$1,150,000
5 Beds ⋅ 3 Baths ⋅ 73576366 MLS ⋅ ACTIVE Status
Prime location with Parking in the heart of Adams Village. This two-family home offers 5 bedrooms and 2 full baths across two spacious units with an additional bathroom in the basement. Each unit features a sunroom, eat in kitchen, living room, dinning room, hardwood floors and ample storage space. Front entrance leads to a bright foyer. Enjoy the outdoors with a private deck off each unit and a fenced in yard. Potential to add more living space with walk up attic and partially finished basement. Driveway space for three vehicles. Property location offers strong tenant appeal in Boston’s competitive rental market. Steps from local restaurants, coffee shops, and all that the neighborhood has to offer.

18 Franconia St, Boston

Listing courtesy of Listing Agent: Catherine McDermott from Listing Office: Collins McKinney Real Estate & Investments.
9 Don Street, Boston
$599,999
5 Beds ⋅ 1 Baths ⋅ 73575623 MLS ⋅ ACTIVE Status
**5 BEDROOMS UNDER $600K!** Discover the space and possibilities at 9 Don Street! This spacious Colonial offers five bedrooms across three levels, beautiful hardwood floors, and a flexible layout designed to accommodate a variety of needs. Enjoy a backyard with room for outdoor relaxation and entertaining. Move-in ready with opportunities to add your personal touches over time, this home offers space, character, and versatility. Schedule your private showing today!

9 Don Street, Boston

Listing courtesy of Listing Agent: Gloria Brand from Listing Office: Keller Williams Realty.
21 Rutland Square, Boston
$7,250,000
5 Beds ⋅ 6 Baths ⋅ 73575249 MLS ⋅ ACTIVE Status
Renovated Venetian Gothic beauty located on a much sought after South End Square – Rutland Square designed in the 19-Century around an English-style central garden park. This beautiful low stoop single family developed with a 4-story glass extension is comprised of 5 bedrooms (4 on the top two levels – a rare find), 4 bathrooms and 2 powder rooms, open concept kitchen flows naturally to the living/dining room, expansive family room, sitting room and separate library & office. Distinguishing features include 3 gas fireplaces, custom cabinetry & millwork, wired for home audio/surround sound, custom closets (tremendous amount of storage), designer/custom window treatments & rugs, 2 wet bars, high ceilings, 2 laundry locations, deck off the kitchen, roof deck, patio and direct access parking for 2 cars.

21 Rutland Square, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.
54 Brimmer St, Boston
$3,795,000
5 Beds ⋅ 5 Baths ⋅ 73574564 MLS ⋅ ACTIVE Status
Beautifully Renovated Beacon Hill sun-drenched single-family brownstone is gracefully situated on a quiet, tree-lined street just moments from the Boston Common and the boutiques and dining of Charles Street. Featuring 5 bedrooms and 5 full baths the main level offers an elegant, open-concept living and dining area designed for refined entertaining, complemented by a thoughtfully appointed chef’s kitchen featuring premium stainless-steel appliances and gas cooking. On the second floor, the serene primary suite is anchored by a stately fireplace and enhanced by dual closets and a well-appointed en-suite bath. A spacious front-facing room across the hall provides exceptional flexibility as a family room, office, or additional bedroom. The third floor hosts two generously proportioned bedrooms, including a rear-facing suite with a beautifully updated en-suite bath. Crowning the home, the sunlit fourth floor offers a private retreat ideal for an au pair or guests, complete with a full kitchen, expansive bedroom, full bath, and inviting living area. Skylights flood the space with natural light, while sliding glass doors open to a private balcony showcasing captivating views of the Back Bay skyline. Truly an elegant Home.

54 Brimmer St, Boston

Listing courtesy of Listing Agent: Judy Pagano from Listing Office: Gibson Sotheby's International Realty.
4 Barstow St., Boston
$1,000,000
5 Beds ⋅ 2 Baths ⋅ 73570309 MLS ⋅ ACTIVE Status
Large sunny 5BR bedroom 2Bathroom single family home on Allston/Brighton Center line. The house has 3 floors, 2 full bathrooms, a living room, dining room, 5 bedrooms, 2 enclosed porches, a back yard, a large outdoor deck, and a full basement. There are hardwood oak floors in common areas and also in the available bedroom. Washer/dryer in the basement along with storage for bikes and personal belongings. Boston Landing Commuter Rail station is less than a 5 minute walk from the house which offers a short commute into South Station. At the top of the street in walking distance, there are restaurants, nightlife, Stop & Shop, pharmacy, and more. 5 deeded parking spots on site.

4 Barstow St., Boston

Listing courtesy of Listing Agent: Kurt Jackson from Listing Office: Kurt Jackson.
26 Eastman, Boston
$869,900
5 Beds ⋅ 3 Baths ⋅ 73570129 MLS ⋅ ACTIVE Status
A great opportunity to own and position yourself with an large income producing property near South Bay Mall.This expansive 2,755 sq. ft. home is currently utilized as a single family but was originally a 2 family and can be so again.This home features two separate utilities, including two electrical panels and two heating systems—offering the flexibility to convert back to a multi-family for additional income or keep as a spacious single-family residence.Inside, you’ll find large bedrooms, ample living space, and a functional layout that suits a variety of needs. The property also includes a detached garage, adding convenience and extra storage. This home is ideal for owner-occupants, investors, or those looking to customize a property to their needs. Whether you're searching for a spacious forever home or an investment opportunity, this property checks all the boxes.

26 Eastman, Boston

Listing courtesy of Listing Agent: Thomas White from Listing Office: TMW Realty Group.
Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

How much is your home worth?

Get instant property value now!