Boston, MA Real Estate Search

Boston, MA 5 Bedroom Homes for Sale

Our website features the best real estate search for 5 bedroom homes available in Boston, MA and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Boston, MA real estate market? Sign up for a  Boston, MA Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Boston, MA 5 Bedroom Homes for Sale

$1,625,000
5 Beds 3 Baths 73574618 MLS
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.

$2,249,999
5 Beds 4 Baths 73568180 MLS
Privately nestled on one of Jamaica Plain's most distinguished residential streets, 5 Moss Hill Road presents a rare opportunity to own a timeless brick Colonial in the highly sought-after Moss Hill neighborhood. Blending classic architecture with thoughtfully updated interiors, this exceptional residence offers over 3,100 square feet of refined living space designed for both elegant entertaining and everyday comfort.A welcoming foyer leads to gracious living and dining rooms filled with natural light, rich hardwood flooring, and architectural details that reflect the home's enduring character. At the heart of the residence is a beautifully renovated kitchen featuring quartz countertops, premium appliances, a generous center island, and seamless access to multiple outdoor living spaces. The covered porch, expansive deck, and professionally landscaped grounds create an effortless indoor-outdoor lifestyle ideal for gatherings or quiet relaxation.The upper levels offer five spacious bedrooms, including a serene primary suite complete with a private balcony and spa-inspired bath. Additional balconies, flexible guest accommodations, and a finished lower level provide versatile space for a recreation room, fitness studio, media room, or home office to meet today's evolving lifestyle needs.Perfectly positioned between Brookline and Jamaica Plain, Moss Hill is one of Boston's most coveted residential enclaves, celebrated for its tree-lined streets, estate-style homes, and exceptional access to the city's finest amenities. Enjoy close proximity to the Longwood Medical Area, Centre Street's acclaimed restaurants, cafés, and boutiques, the Arnold Arboretum, Jamaica Pond, and the Emerald Necklace park system, while remaining just minutes from Downtown Boston, Back Bay, Fenway, major universities, and convenient public transportation.Offering an exceptional balance of privacy, character, modern functionality, and an unparalleled location, 5 Moss Hill Road represents a rare opportunity to own a distinguished residence in one of Boston's most established and desirable neighborhoods.

5 Moss Hill Rd, Boston

Listing courtesy of Listing Agent: The Boston ONE Team from Listing Office: Serhant.

$799,000
5 Beds 2 Baths 73560630 MLS
Welcome to 54 Richfield Street, a spacious 5 bedroom Colonial offering generous living space, flexibility, and exciting possibilities for the next homeowner. This longtime home offers approximately 2,300 square feet of living space, generously sized rooms, and the character of a classic New England home. Additional features include a front porch, rear deck, second floor balcony, off street parking, and a finished basement with two additional rooms. It’s a great extension of the home for buyers who need more room to live, work, entertain, or simply spread out.The current asking price reflects the home's present condition and anticipated updating, giving the next owner an opportunity to personalize the property and make it their own. The home also features a newer boiler and a roof that is less than 10 years old. Professional architectural plans are included with the sale, offering additional inspiration for buyers interested in exploring the possibilities for the property. Photos include a combination of current photographs of the home and virtually staged images of select rooms. The virtually staged images are provided to help buyers visualize the potential use, layout, and design of the spaces. Virtual furnishings and décor are not included with the property. Conveniently located near neighborhood amenities, transportation, and major routes. Bring your vision and discover the possibilities this spacious Dorchester home has to offer.

54 Richfield St, Boston

Listing courtesy of Listing Agent: Awilda Lalande from Listing Office: Keller Williams Realty.

$6,399,000
5 Beds 6 Baths 73557536 MLS
Welcome to 54 Pinckney Street! Tucked away on one of Beacon Hill’s most coveted blocks just steps from Louisburg Square, 54 Pinckney Street is a masterclass in refined city living. This meticulously renovated townhouse offers five sun-drenched levels of living space, steeped in a rich literary heritage as the former residence of Nathaniel Hawthorne. Every floor has been reimagined with an uncompromising eye for detail, creating a layout that flows effortlessly from one level to the next.At the heart of the home, the state-of-the-art kitchen is a chef’s dream, featuring sleek granite countertops and a premium appliance suite by Wolf, Sub-Zero, and Bosch. It opens directly onto a lush, private garden patio—a rare outdoor sanctuary that was recently featured on the prestigious Beacon Hill Hidden Garden Tour. This professionally planted oasis offers a level of horticultural beauty and privacy that is truly exceptional for the city.The second level serves as the home's centerpiece, boasting a grand formal living room with soaring ceilings and a handsome study/media room complete with a custom wet bar.The primary suite is a true retreat, with a large walk in closet and a breathtaking, spa-like bathroom anchored by a deep resin soaking tub and a glass enclosed shower room. The top floor contains 3 additional bedrooms and two full marble bathrooms featuring Water Works fixtures. Throughout the residence, five stately fireplaces, bespoke millwork, and rich hardwood floors add layers of warmth and character. Practicality is woven into the design with two laundry areas, all-new systems, and a versatile lower-level au pair suite. This private guest space includes a wine cellar, a new kitchen and its own separate entrance, providing independence and convenience for long-term visitors.A modern fire suppression sprinkler system and a security system is also in place.This is a masterful recreation of Old-World Boston, reimagined for a contemporary lifestyle with the highest caliber of craftsmanship and a storied past. Some photos are from a prior listing.

54 Pinckney St, Boston

Listing courtesy of Listing Agent: Cort LaBonte Coldren Coopersmith Group from Listing Office: Compass.

$899,000
5 Beds 2 Baths 73556941 MLS
Perched high atop Bigelow Hill on a quiet cul-de-sac on a relatively level lot near Oak Square, this classic Brighton two-family offers sweeping skyline views, exceptional flexibility, and outstanding potential for both owner-occupants and investors. Whether you're looking to offset your mortgage with rental income, create a multigenerational living arrangement, renovate to build equity, or expand your investment portfolio, this property presents a rare opportunity in a highly desirable location. The first-floor unit offers five rooms with a flexible 2 or 3 bedroom layout, while the second-floor unit offers six rooms with a flexible 2 or 3 bedroom layout. Both units feature hardwood floors, abundant natural light, and separate all-electric utilities. The versatile floor plans allow the third bedroom to easily function as a formal dining room, home office, or den to suit a variety of lifestyles. The first-floor unit is ready for renovation, providing the opportunity to update and customize the space to your own vision, while the second-floor unit offers immediate owner-occupancy or rental income potential. The lower level presents excellent expansion possibilities, including potential for an Accessory Dwelling Unit (ADU), additional living space, guest suite, home office, or recreation area, subject to buyer verification and all applicable City of Boston approvals. Outside, the property features a two-car driveway plus a rear right-of-way along the right side of the property that may provide opportunities for additional parking or improved access. Buyers are encouraged to review the recorded Right-of-Way document available in the MLS Documents section. Enjoy the convenience of nearby Oak Square's restaurants, cafés, shopping, parks, public transportation, and easy access to downtown Boston, Cambridge, Storrow Drive, the Massachusetts Turnpike, and Routes 95 and 128. Qualified owner-occupants may also be eligible for the City of Boston Residential Exemption. For Fiscal Year 2026, the exemption reduced eligible homeowners' real estate tax bills by $4,353.74. Buyers should verify eligibility and apply directly with the City of Boston Assessing Department.Properties offering this combination of location, flexibility, panoramic views, expansion potential, and value-add opportunity are increasingly difficult to find.

9-11 Hardwick Ter, Boston

Listing courtesy of Listing Agent: Jim & Mike Savas Team from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

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.