5 Bedroom Homes for Sale in Boston, MA

5 Beds ⋅ 4 Baths ⋅ 73589161 MLS ⋅ ACTIVE Status

Updated 4 family on a large corner lot with contemporary finishes including carrera quartz counters, stainless steel appliances and classic ceramic subway tile accents. There are beautiful original hardwood floors throughout the property and each unit has an enclosed porch with ceramic tile floors off of the kitchen. There is a parking area with enough space for at least 4 cars and a large private storage room in the basement along with laundry facilities and a common yard. Three out of the four units are currently leased through 8/31/27. Gross income of over $113,000 and all of the units have separate utilities. Conveniently located just 1 mi from Roslindale Village and 1.5 miles from Forest Hills, this gem is not to be missed.

836 Canterbury St, Boston

Listing courtesy of Listing Agent: Adam Umina from Listing Office: Metro Realty Corp..

$4,448,000

5 Beds ⋅ 5 Baths ⋅ 73588786 MLS ⋅ ACTIVE Status

RARE OPPORTUNITY to own BOTH #3 & #4, creating an Exceptional Multi-Level offering in the HEART of South End near Back Bay. "IF" Combined These Two Residences offer 5-6 BEDROOMS, 4 BATHROOMS, 3,500 SF Across Four Levels. Unit 3 is distinct layout that offer incredible flexibility to live, work and play in the heart of Boston. Designed and Curated by Meyvn Studio, Unit #3 is a Parlor & Second Level Duplex. The bright & airy kitchen features paneled Appliances, floor-to-ceiling cabinetry & Waterfall Island, opening to a PRIVATE DECK, Perfect for Morning Coffee. Upstairs, The Penthouse Offers a JAW-DROPPING staircase leads to the bedroom level. Unit #4 offers private elevator access directly to a 1,668 Square Foot Penthouse Duplex with 3 BEDROOMS & 1.5 BATHROOMS. The beautiful kitchen features New Stainless Steel Appliances, custom stone counters & a large island with breakfast bar, opening directly into a spacious living/dining area with grand windows, fireplace & a rear-facing sunroom filled with natural light. Three bedrooms are located on the primary level, including two generous bedrooms with excellent closet space & a versatile third room ideal as a bedroom, office or flex space. EVERY DETAIL has been considered, from Farrow & Ball paint, new Doors, Fixtures & EMTEK Hardware to Lutron Caséta smart switches with dimmers. New German-designed tilt-and-turn aluminum windows offer excellent soundproofing, complemented by custom Shade Store window treatments. Central A/C & In-Unit Washer/Dryer complete the home. TWO DISTINCT RESIDENCES. ONE EXTRAORDINARY OPPORTUNITY. Perfectly positioned just steps from The Prudential Center, 200 Clarendon Street, Newbury Street, Back Bay (T) Station & Equinox Gym.

298 Columbus Ave Unit 3-4, Boston

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.

$699,900

5 Beds ⋅ 3 Baths ⋅ 73587377 MLS ⋅ ACTIVE Status

INVESTORS. FLIPPERS. DEVELOPERS. FHA203K REHAB BUYERS. Amazing property in one of Boston's hottest neighborhoods priced to sell just in time for the holidays! Located two blocks from Boston Landing and two blocks from N. Beacon Street in Allston, this property needs your vision to rehab and restore it inside and out. Area approvals include abutter to converting its single family into a 3F dwelling. This property has a large fenced in yard. Walking distance to Penniman Road Play Area, Stop & Shop, Needham Bank, and Tenacity. Property is occupied. Do not walk property without appointment. This house will not qualify for conventional financing.

30 Blaine St, Boston

Listing courtesy of Listing Agent: Linda G. Champion from Listing Office: CUE Realty.

$1,250,000

5 Beds ⋅ 2 Baths ⋅ 73586381 MLS ⋅ ACTIVE Status

This beautiful 5-bedroom residential unit is located in a boutique building just steps from Berklee College of Music. Unit 2, located on the second floor, is leased through August 31, 2027, at $7,725 per month, offering an attractive opportunity for investors seeking a strong rental property in a prime location.The unit offers approximately 1,695 square feet of living space, featuring 5 bedrooms, 2 full bathrooms, and a spacious open-concept kitchen and living area. The building provides direct elevator access to the unit for added convenience.A full basement provides a dedicated storage room for this unit. There may also be an opportunity to use a portion of the basement for parking, subject to discussion and agreement with the other owners. Buyers and agents to perform their own due diligence.

179 Massachusetts Ave Unit 2, Boston

Listing courtesy of Listing Agent: Tsz Mui Kwan from Listing Office: Kwan Realty Inc..

$1,225,000

5 Beds ⋅ 3 Baths ⋅ 73586176 MLS ⋅ ACTIVE Status

Set in one of Brighton’s sought-after neighborhoods, this beautifully renovated two-level home combines generous living space, abundant natural light, and a wonderful sense of privacy. Renovated just two years ago, the home features high ceilings, oversized windows, and an open, inviting layout designed for both everyday living and entertaining. The main level is anchored by a spacious open kitchen with a large center island—perfect for gathering with family and friends—with direct access to a private deck overlooking a tranquil wooded area. The kitchen flows seamlessly into the dining and living areas, creating a bright and welcoming space with an easy indoor-outdoor connection. Three bedrooms and a full bathroom complete this level. Upstairs, the expansive primary suite offers a true retreat, with a generously sized bedroom, an exceptionally large walk-in closet/dressing room, and a private en-suite bathroom. An additional bedroom and full bathroom provide flexibility for guests, family, or a home office. Additional features include in-unit laundry and one, cable ready, parking space. located near public transportation, highways, restaurants, universities, airport, this exceptional home offers the space and comfort of a larger residence with the convenience of a connected urban location.

32 Perthshire Road Unit 32, Boston

Listing courtesy of Listing Agent: Lynette Glover from Listing Office: Hammond Residential Real Estate.

$9,900,000

5 Beds ⋅ 7 Baths ⋅ 73585937 MLS ⋅ ACTIVE Status

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 roof decks, courtyard and a sweeping top to bottom staircase that begins in a grand entryway and ends at a dramatic 8 window cupola that truly must be seen. This tremendous home offers substantial curb appeal, three magnificent bays, gracious rooms and architectural detail. Property amenities include elevator, two wet bars, three gas fireplaces, entertainment club level with roof deck, three laundries, top floor media room, three parking spaces, and much more. Spectacular opportunity in one of Boston's most historic and desirable neighborhoods.

57 Hancock St, Boston

Listing courtesy of Listing Agent: Glenn Forger from Listing Office: Olde Forge Realty.

$999,000

5 Beds ⋅ 4 Baths ⋅ 73585465 MLS ⋅ ACTIVE Status

The opportunity to create something truly special in a premier West Roxbury setting. Behind the classic curb appeal of this longtime family home is an abundance of space, character and flexibility waiting to be reimagined. High ceilings, hardwood floors, period details and a fireplace provide the foundation, while the existing layout offers tremendous versatility for a buyer looking to create a substantial single-family home tailored to today's lifestyle. This is not a cookie-cutter renovation—the scale and configuration invite creativity, with room to rethink how the spaces connect and function while preserving the character that makes the home special. Outside, the property delivers another rarity for the neighborhood: a two-car detached garage and exceptional off-street parking. Set on a beautiful residential street with easy access to Centre Street's shops, dining and neighborhood amenities, plus commuter rail. A home with history, great bones and the opportunity to make the next chapter entirely your own.

36 Hastings St, Boston

Listing courtesy of Listing Agent: DalBon & Company from Listing Office: Keller Williams Realty Evolution.

$999,000

5 Beds ⋅ 4 Baths ⋅ 73585339 MLS ⋅ ACTIVE Status

A rare opportunity in one of West Roxbury's most appealing residential settings. This classic home offers the character, scale and versatility that are increasingly difficult to find, with high ceilings, hardwood floors, period details and wonderful curb appeal. Long held by the same family, the property is ready for its next chapter and offers tremendous potential for an owner-occupant, extended-family buyer or investor willing to bring their vision. The flexible layout provides generous living space across two levels, while the second-floor kitchen area offers an opportunity to reimagine the space for future use. Outside, an exceptionally rare two-car detached garage plus abundant off-street parking adds significant value and flexibility. Slate roof, fireplace and the craftsmanship and proportions of a classic West Roxbury home. All this in a beautiful tree-lined neighborhood convenient to Centre Street's shops, restaurants and services, as well as commuter rail. Bring your ideas and unlock the potential of this special property.

36 Hastings St, Boston

Listing courtesy of Listing Agent: DalBon & Company from Listing Office: Keller Williams Realty Evolution.

$839,000

5 Beds ⋅ 2 Baths ⋅ 73584888 MLS ⋅ ACTIVE Status

Welcome to 77 Cedarcrest Rd. West Roxbury. This spacious 5 bedroom, 2 full bath home is located in one of West Roxbury's most desirable areas tucked away on a quiet dead end road. Inside you will find 2 full levels of living where every space has been utilized. The upper level features a wide open floor plan with newer kitchen, living and dining room perfect for entertaining. The living room has a beautiful built in floor to ceiling stone gas fireplace. Beautiful dark hardwood floors lead to 3 oversized bedrooms and a full bath. The lower level contains 2 more large bedrooms and a second full bath. There is a laundry area hooked-up in a separate closet and also another large storage room that contains a newer high efficiency 2 zone heating system with a Navien tankless water heater. Outside you have nice privacy with a large back deck, gazebo and new 12 x 16 shed. This property is located in the heart of West Roxbury and is close to shopping, public transit and backs up to the expansive Stonybrook Reservation with its miles of hiking trails. Roof, windows, heating system all replaced in 2019.

77 Cedarcrest Rd, Boston

Listing courtesy of Listing Agent: Paul Sadatis Jr. from Listing Office: Homie Realty Group.

$1,235,000

5 Beds ⋅ 3 Baths ⋅ 73584840 MLS ⋅ ACTIVE Status

Rarely available two-family on South Boston's East Side, steps from East Broadway and M Street Beach. Unit 1 is a 1-bed, 1-bath with a finished lower level that offers real potential for the next owner, including a full walkout to the street, a rear patio, and full-size laundry. Two heat sources: gas hot-water baseboard and ductless mini-splits. Currently under-rented at $2,450 to a tenant-at-will. Unit 2 is a 4-bed, 1.5-bath duplex, updated throughout with a modern kitchen, in-unit laundry, a heated floor in the main bath, and a private rear deck. Same two heat sources, plus Andersen windows and doors. Leased to three tenants through August 31, 2027 at $4,475. Value-add potential to grow the rent roll as-is or with minor renovations.

119 M Street, Boston

Listing courtesy of Listing Agent: GPG Team from Listing Office: Grove Property Group.

$1,300,000

5 Beds ⋅ 3 Baths ⋅ 73583860 MLS ⋅ ACTIVE Status

Being reintroduced to the market with brand new ductless mini-splits for cooling & heat, this architectural masterpiece presents a rare blend of historic craftsmanship and contemporary design. Rich in original detail, the ground floor of this distinctive 5-bedroom, 2.5-bath residence showcases four entirely different parquet floor patterns — creating a striking first impression that guests won't soon forget. Period fireplaces, elegant coffered ceilings, and timeless Victorian character are thoughtfully paired with modern updates throughout. The anchor of the home is a stunning eat-in kitchen addition constructed in 2021, highlighted by upscale appliances, a generous pantry, and oversized sliding doors leading directly to a private deck and yard for effortless indoor-outdoor entertaining. Spanning multiple levels, the expansive bedrooms provide flexibility for today’s lifestyle, while updated bathrooms offer a refined balance of character and comfort. This property's long list of attractions is rounded out by a long driveway, basement storage and solar panels, which pair especially well with the electric mini-split system, that are owned outright to help reduce utility bills,

42 Atherton St Unit One, Boston

Listing courtesy of Listing Agent: Aidan Flanagan from Listing Office: Coldwell Banker Realty - Hingham.

$1,300,000

5 Beds ⋅ 3 Baths ⋅ 73583859 MLS ⋅ ACTIVE Status

Being reintroduced to the market with brand new ductless mini-splits for cooling & heat, this architectural masterpiece presents a rare blend of historic craftsmanship and contemporary design. Rich in original detail, the ground floor of this distinctive 5-bedroom, 2.5-bath residence showcases four entirely different parquet floor patterns — creating a striking first impression that guests won't soon forget. Period fireplaces, elegant coffered ceilings, and timeless Victorian character are thoughtfully paired with modern updates throughout. The anchor of the home is a stunning eat-in kitchen addition constructed in 2021, highlighted by upscale appliances, a generous pantry, and oversized sliding doors leading directly to a private deck and yard for effortless indoor-outdoor entertaining. Spanning multiple levels, the expansive bedrooms provide flexibility for today’s lifestyle, while updated bathrooms offer a refined balance of character and comfort. This property's long list of attractions is rounded out by a long driveway, basement storage and solar panels, which pair especially well with the electric mini-split system, that are owned outright to help reduce utility bills. Property will be delivered as a condo.

42 Atherton St Unit One, Boston

Listing courtesy of Listing Agent: Aidan Flanagan from Listing Office: Coldwell Banker Realty - Hingham.

5 Bedroom Homes for Sale in Boston, MA

All 5 Bedroom Homes for Sale in Boston, MA

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