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5 Bedroom Homes for Sale in Boston, MA

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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.

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All 5 Bedroom Homes for Sale in Boston, MA

$521,380
5 Beds ⋅ 4 Baths ⋅ 73575961 MLS ⋅ NEW Status
Welcome to 3 Oakhurst St in Dorchester! This spacious 5-bedroom, with 2 half baths and 1 full bathroom home features hardwood floors, a bright open-concept living area, and an updated kitchen with white cabinetry, stainless steel appliances, generous counter space, and a large peninsula with seating. The home offers flexible living space across multiple levels, generously sized bedrooms, a covered front porch, fenced yard, and spacious paved outdoor area. Conveniently located near neighborhood amenities, public transportation, and easy access to Boston.AFFORDABLE HOUSING COVENANT: This property is being sold pursuant and subject to a Covenant for Affordable Housing and is restricted to eligible buyers at or below 110% AMI. The Covenant requires owner-occupancy. Buyer must meet all applicable eligibility criteria under the Covenant. Upon acceptance of an offer, Buyer must obtain a Certification of Eligibility from the City of Boston before proceeding with the purchase

3 Oakhurst St, Boston

Listing courtesy of Listing Agent: Enis Shehu from Listing Office: Cameron Real Estate Group - Framingham.
$1,225,000
5 Beds ⋅ 3 Baths ⋅ 73575822 MLS ⋅ NEW Status
Beautifully renovated 1928 colonial in prime Roslindale neighborhood, featuring 4-bedrooms plus office and sunroom with more than 2000 square feet of updated living space and original character throughout. Enter through a large covered front porch and original door with leaded-glass side panel into the gracious foyer. Your gaze will immediately be drawn to the rich warmth of hardwood floors, period wainscoting, and the stained-glass transom window lining the stairway. The living room flows from the foyer, featuring a curved bay window and custom built-ins. The dining room, with its own leaded-glass accent window and a plate rail, opens through French doors to a bright, heated sunroom.The open layout allows easy access from the dining room to a beautifully-renovated kitchen with a center island that has seating for 3, white shaker cabinets, stone counters, quartz island, subway-tile backsplash, professional stainless appliances, and a wine fridge. A newly-installed half bath completes the first floor. The 2nd floor consists of 3 bedrooms, an office, and a smartly tiled full bath. One of the bedrooms opens to a lovely covered balcony that looks out over the large, professionally-landscaped back yard. Enjoy bucolic views of the Blue Hills from three of the bedrooms. The exquisitely-renovated 3rd-floor primary suite is the perfect perch from which to enjoy the quiet street, lovely neighborhood and scenic views. Vaulted ceilings, a walk-in dressing room, and an en-suite bath with a soaking tub all add to its appeal. This spectacular home also features a lower level w/ partially-finished laundry room and ample storage space. The house features recessed lighting in all living spaces and insulating shades. There are 3 zones of central AC, well-placed custom built-ins, and spacious closets for tucking things out of sight. The home's standout qualities are matched by the oversized lot, which includes a concrete patio, a level, fully fenced yard w/ mature trees, arborvitae, stone retaining walls and ample parking. Nearby amenities include the Arnold Arboretum, Roslindale Village, George Wright Golf Course and convenient access to public transport via bus, Orange Line and commuter rail. This rare property is a must see!

23 Doncaster St, Boston

Listing courtesy of Listing Agent: Steven Cohen Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.
$615,000
5 Beds ⋅ 1 Baths ⋅ 73575623 MLS ⋅ NEW Status
Welcome to this classic New England Colonial in Dorchester, offering 5 spacious bedrooms across three levels of living space. An abundance of natural light and gleaming hardwood floors create a bright, welcoming feel throughout, while the flexible layout provides plenty of options for use.The home is move-in ready, with the opportunity to make updates and add your own personal style over time. Outside, ample yard space provides room for outdoor enjoyment, gardening, or recreation.Located in Dorchester with access to public transportation and neighborhood amenities, this home offers an impressive combination of space, character, and versatility. Property is being offered as-is.

9 Don Street, Boston

Listing courtesy of Listing Agent: Gloria Brand from Listing Office: Keller Williams Realty.
$7,450,000
5 Beds ⋅ 6 Baths ⋅ 73575249 MLS ⋅ NEW 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 Sq, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.
$1,625,000
5 Beds ⋅ 3 Baths ⋅ 73574618 MLS ⋅ NEW Status
Welcome to this beautifully appointed 5-bedroom, 2.5-bath home in the heart of Roslindale, where thoughtful design, elegant finishes, and flexible living spaces come together seamlessly. Built in 2016, this energy-efficient home offers over 3,500 square feet of inviting living space, with a layout designed for both everyday comfort and effortless entertaining. The main level welcomes you with hardwood floors, crown molding, recessed lighting, and distinctive architectural details throughout. A private living room, accessed through French doors, features two-tone walls, crisp paneling, an electric fireplace, and abundant natural light. The formal dining room comfortably accommodates ten and opens directly to the deck and backyard. At the heart of the home, the well-appointed kitchen features white cabinetry, black granite countertops, Carrera marble backsplash, stainless-steel appliances, beverage fridge, large center island, and a cozy breakfast nook. The adjacent family room offers four windows, stylish lighting, and plenty of space to gather. Upstairs, the spacious primary suite offers a walk-in closet and beautifully finished en-suite bath with glass shower and generous storage. Three additional bedrooms provide excellent flexibility, while a full bath completes the second floor. Continue to the walk-up third floor, where built-ins and versatile space create an ideal playroom, guest retreat, home office, or additional bedroom.The newly finished lower level adds even more usable space, perfect for a home gym, playroom, or office, with additional storage and direct garage access. Outdoor living is equally inviting, with a front Trex deck, private fenced backyard, beautifully maintained gardens, mature plantings, and a spacious rear deck ready for grilling, dining, and relaxing. A hammock-ready yard provides the perfect place to unwind. Additional highlights include two-zone gas heating and central air, mini-split heating/cooling on the third floor, central vacuum, first-floor laundry, 200-amp electrical service, and an attached two-car garage plus parking for two more vehicles in the driveway. Ideally located near the Arnold Arboretum, Roslindale Village, commuter rail, shops, restaurants, and all that this vibrant neighborhood has to offer.

4 Weld St, Boston

Listing courtesy of Listing Agent: Victor Divine from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$3,995,000
5 Beds ⋅ 5 Baths ⋅ 73574564 MLS ⋅ NEW 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. Open Houses Saturday 9/12 from 12-1:30 & and Sunday 9/13 from 1-2.

54 Brimmer St, Boston

Listing courtesy of Listing Agent: Judy Pagano from Listing Office: Gibson Sotheby's International Realty.
$1,585,000
5 Beds ⋅ 3 Baths ⋅ 73573808 MLS ⋅ NEW Status
Classic charm meets modern luxury in this fully renovated 11 room, 5 BR custom built Colonial circa 1885. Located in an exceptional neighborhood, this home boasts exquisite leaded glass & original details throughout. Dentil moldings, 10 ft ceilings, HW floors, an ornate FP, plus original pocket doors blend timeless character w/todays sought after updates. The beautifully updated kitchen has stainless steel appliances, a center island & leathered countertops complementing the home's original architectural details. Plantation shutters adorn every window. A cozy FR flows seamlessly from the kitchen, opening out onto a beautiful deck. Enjoy a gorgeous DR surrounded by leaded glass bay windows bathing the room in light. The 2nd flr is home to 3 generous BRs including a stunning Primary. Owners currently use 1 of the BRs as a home office. The 3rd flr has 2 additional BRs plus an adjoining exercise/sitting room & another full bath. Close to the commuter rail that goes directly to Back Bay & South Station, this beautiful home has an oversized lush yard that is one of the largest in W Roxbury! A rare opportunity to enjoy expansive outdoor space w/ADU friendly zoning, offering exceptional flexibility for future expansion.

186 Temple St, Boston

Listing courtesy of Listing Agent: Judy Korzenowski from Listing Office: Coldwell Banker Realty - Newton.
$1,150,000
5 Beds ⋅ 3 Baths ⋅ 73573312 MLS ⋅ ACTIVE Status
Great investment! This Victorian three family home at 128 Lexington St, in East Boston offers 2348 square feet of living space. This home provides many possibilities for the right investor or owner occupied. Exceptional woodwork details throughout, beautiful marble mantels, high ceilings, Fully occupied with great rental income! All hardwood floors throughout with decorative inlaid borders. H/W heaters (2023), new heating system (2026), all separate utilities. The patio provides privacy escape for relaxtation, or outdoor gatherings. Additional amenities include a functional walkout basement, offering versatile space for storage or future customization. Located across the street from famous Angela's Cafe, a short walk to Rhino's Restaurant and many more great restaurants, everything East Boston has to offer. Walking distance to the Blue line T-Station, bus stops, minutes from Bremen Park, schools and shopping area. This is an opportunity to embrace a vibrant urban lifestyle within a meticulously maintained home. Discover the potential and charm of this Home!

128 Lexington St, Boston

Listing courtesy of Listing Agent: Bettina Oliva from Listing Office: United Brokers.
$995,000
5 Beds ⋅ 3 Baths ⋅ 73573188 MLS ⋅ ACTIVE Status
This townhouse in top location has 8 rooms, 5 bedrooms, and 2.5 baths and almost 2000sf of living space, fully-applianced kitchen and updated baths. Living room with its vaulted ceiling is spacious and inviting. Heating is forced hot air by gas with central air. Bedrooms are large with plenty of closet space. Vinyl replacement windows. Pet friendly. Three deeded parking spaces right behind the unit. Located one block to Commonwealth Ave and T, B-line. CURRENTLY VACANT , EXCELLENT RENTAL HISTORY OF $6000 A MONTH

137 Glenville Ave Unit 37, Boston

Listing courtesy of Listing Agent: Angelo Gianakis from Listing Office: Angelo Gianakis.
$1,050,000
5 Beds ⋅ 3 Baths ⋅ 73573170 MLS ⋅ ACTIVE Status
A once-in-a-generation opportunity awaits at 8 Centervale Park, lovingly maintained and offered for the first time in 33 years! Situated on a beautiful, tree-lined, park-median street in Dorchester's desirable Melville Park, this classic American Foursquare showcases its iconic style across a sprawling 2,581 sq. ft. layout. The three-story, 10-room home features 5 bedrooms, 2.5 bathrooms, a formal dining room, living room, home office or art studio, a flexible attic retreat, and a full basement perfect for a workshop or finished space. The eat-in kitchen shines with a butler's pantry, custom built-ins, and gas cooking. Dentil moldings, ornate hardware, curved, stained & beveled glass windows, coved ceilings, and pocket doors highlight the homes exquisite charm. The grounds transition into a lush garden oasis replete with mature rose bushes, mountain laurel, daffodils, and rose of Sharon, alongside a detached garage. Modernized with a newer roof and updated systems, this property sits moments from Town Field and both the Fields Corner and Shawmut T stations, perfectly pairing historic elegance with seamless commuter convenience.

8 Centervale Park, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
$1,285,000
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 free deeded parking spots included. 3 of the spaces are in tandem.

4 Barstow St., Boston

Listing courtesy of Listing Agent: Kurt Jackson from Listing Office: Kurt Jackson.
$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.
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