Quick Boston MA MLS Search

Browse All Boston MA 5 Bedroom Properties for Sale

5 Moss Hill Rd, Boston
$2,249,999
5 Beds ⋅ 4 Baths ⋅ CONTINGENT Status ⋅ 73568180 MLS ⋅ 3,100 SqFt.
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

20 Paragon Rd, Boston
$749,000
5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73567385 MLS ⋅ 1,797 SqFt.
Space, Character & Opportunity in West Roxbury!Welcome to 20 Paragon Road, a spacious five-bedroom Garrison Colonial offering the flexibility, character, and potential that make a single-family home in Boston so appealing. With approximately 1,797 square feet of living space, this home is ready to enjoy today, with room to update and make it your own over time.The main level features a welcoming living room with hardwood floors and classic wood trim, a separate dining room for everyday meals and entertaining, and a generously sized kitchen with ample cabinetry, stone countertops, and a convenient dining area. Hardwood flooring continues throughout many of the bedrooms, adding warmth and timeless appeal. Five bedrooms offer exceptional versatility for a variety of needs, whether you envision guest space, home offices, creative pursuits, or room for a growing household. The home's traditional layout provides a wonderful foundation for thoughtful updates that reflect your own style and vision. The lower level adds valuable utility with laundry, storage, and a dedicated workshop area for hobbies, projects, and organization. Outside, enjoy a private yard and patio with space for gardening, outdoor dining, or simply relaxing at home. Conveniently located in West Roxbury, this is an opportunity to own a single-family home with generous room to spread out, established character, and the potential to create something truly your own. Move in, make yourself comfortable, and update at your own pace! Five bedrooms. Hardwood floors. Private outdoor space. Endless possibilities to make it yours.

20 Paragon Rd, Boston

54 Richfield St, Boston
$799,000
5 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73560630 MLS ⋅ 2,300 SqFt.
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

54 Pinckney St, Boston
$6,199,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73557536 MLS ⋅ 3,852 SqFt.
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

9-11 Hardwick Ter, Boston
$899,000
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73556941 MLS ⋅ 2,352 SqFt.
SELLER WILL ENTERTAIN REASONABLE OFFERS! 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

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.

5 Bedroom Boston Real Estate

Our website features the best real estate search for 5 bedroom properties available in Boston 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 your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

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

Contact us today to find out how we can be of assistance to you!

How much is your home worth?

Get instant property value now!