Suffolk County, MA Real Estate | Suffolk County, MA 5 Bedroom Homes for Sale

Full of character and rich in charm, 25 Percival Street is a truly special Dorchester single-family residence offering just under 4,000 square feet of living space, 5 bedrooms, 2 full bathrooms, and 1 garage parking space. The original architectural details, timeless craftsmanship, and beautiful woodwork, this home captures the character of a bygone era while offering an abundance of space and versatility for modern living. Filled with natural sunlight, the home features generously sized living areas, a stunning arched picture window in the living room, and two fireplaces that add warmth and character throughout. Recent updates include improvements to the kitchen, roof, and bathrooms, new laundry, a new refrigerator, fresh interior and exterior paint, all-new windows throughout, and beautifully sanded and refinished hardwood floors. With its impressive size, historic details, and unique charm, homes like 25 Percival Street are seldom found in Dorchester, making this a distinctive opportunity to own a truly special piece of the neighborhood.

25 Percival St, Boston

Listing courtesy of Listing Agent: The Broadway Group from Listing Office: Engel & Volkers Boston.

$1,299,000

5 Beds ⋅ 3 Baths ⋅ 73599307 MLS

Welcome to 296 Washington Avenue, Chelsea! An excellent opportunity to own a vacant, legal three-family property offering solid construction and tremendous potential. Built in 1980, this well-built property features generous ceiling heights and an abundance of off-street parking, making it an attractive opportunity for both investors and owner-occupants. The property also offers potential for future expansion, subject to all necessary approvals and permits. Conveniently located near Route 16, with easy access to major highways, public transportation, shopping, and area amenities. A great opportunity to add value and maximize the potential of a multi-family property in Chelsea. Don’t miss this opportunity!

296 Washington Ave, Chelsea

Listing courtesy of Listing Agent: Alexander Colarusso from Listing Office: Colarusso Realty.

$1,080,000

5 Beds ⋅ 3 Baths ⋅ 73598521 MLS

Prime Roslindale Village location! This turn-key Victorian-era multi-family home blends timeless period craftsmanship with modern comfort, just steps from local restaurants, shops, and the Commuter Rail to downtown Boston. Complete with efficient natural gas heating and separate utilities for both units, each residence showcases soaring high ceilings, extensive custom picture-frame wall moldings, rich hardwood floors, and large windows that fill the rooms with natural light.Unit 1 offers effortless single-level living featuring a generous living room framed by elegant millwork, an eat-in kitchen with a pantry and laundry hookups, two spacious bedrooms, and a full bath. Unit 2 spans the second and third floors as an expansive multi-level retreat. It features an eat-in kitchen with in-unit laundry, two full baths, three bright bedrooms, and a grand living room with direct access to a private, sunlit entertainment deck. The finished third-floor attic level adds versatile bonus living, perfect for a dedicated home office, guest suite, or creative studio alongside extensive unfinished attic storage. Outdoor spaces include a welcoming covered front porch, the private upper deck, and a fenced yard. A rare detached two-car garage provides sought-after off-street parking. Perfect for owner-occupants seeking rental income, multi-generational living, or savvy investors looking for an architectural gem in one of Boston's premier walkable neighborhoods. Showings begin on Sunday, 11/8 from 12-2pm at the first Open House!

25 Kittredge St, Boston

Listing courtesy of Listing Agent: Maria Romero Vagnini from Listing Office: Mathieu Newton Sotheby's International Realty.

$1,195,000

5 Beds ⋅ 4 Baths ⋅ 73597858 MLS

Former Single Family home on Peter's Hill can be brought back to its original use. Currently a 3-Family home. Also see MLS # 73596167...Tucked between the 265 acre Arnold Arboretum and Roslindale Village, moments to shops, restaurants, Farmer's Market, parks, Community Center, Library, Commuter Rail, buses and more. Great architecture and details, with stained glass, French doors, mantels, built-ins and hardwood floors. 3 levels of living space with 5 total bedrooms, 3 baths. Each level has open concept kitchens. Floors 1 & 2 with heat pumps/mini-splits for heating/cooling installed 2025. 3rd floor has skylights. Partially finished basement has an additional half bath with laundry, workspace and storage. Former garage is now a studio, ideal for music, art, business, etc. Lush back yard and patio for relaxation, BBQs, firepit and gardening. Driveway parking for 2-3 cars. A special opportunity for a large/extended family, investor, condo conversion or revert back to a single family home. Welcome to Peter's Hill, where City meets Country, where you can enjoy culture and nature alongside the views of the Boston Skyline.

21 Conway St, Boston

Listing courtesy of Listing Agent: Gore Lietzke Group from Listing Office: William Raveis R.E. & Home Services.

$679,000

5 Beds ⋅ 2 Baths ⋅ 73596988 MLS

Investor and owner-occupant opportunity! Classic two-family property in Roxbury's Sav-Mor neighborhood offering approximately 2,032 SF of living space. Livable and functional, but in need of updating, cosmetic improvements, and cleanout. Excellent value-add potential for renovation and equity growth. Conveniently located near public transportation, Nubian Square, Franklin Park, shopping, dining, and major commuter routes. Property sold strictly As-Is, Where-Is. Buyer to perform all due diligence. This is a fantastic opportunity to restore and maximize the potential of a well-located Boston multi-family property

11 Woodbine St, Boston

Listing courtesy of Listing Agent: Jerome Sampson from Listing Office: CUE Realty.

$1,248,943

5 Beds ⋅ 5 Baths ⋅ 73596683 MLS

Historic brownstone in Dorchester featuring 4 bedrooms and 3.5 baths across three levels, PLUS a legal 1-bedroom, 1-bath garden-level apartment with a reliable long-term tenant paying $2,377/month (direct deposit). A tasteful blend of old-world charm and modern amenities, with all the comforts of a recently renovated home. Main unit: Beautifully refinished hardwood floors, marble tile, custom built-ins, five 18th-century marble fireplaces, and custom stained-glass transoms and high-end design add character throughout. The open-concept living, dining, and kitchen areas make entertaining a breeze. The chef's kitchen features stainless steel appliances, quartz countertops, a gas range, wine fridge/bar, abundant storage, and an adjacent newly added first-floor half bath. The second floor offers two spacious bedrooms and a beautifully renovated bathroom with a tub and rain shower. The third-floor primary suite boasts three built-in dressers, two walk-in closets, and a luxurious private bath. The fourth bedroom includes a new washer and dryer and an updated full bath. Enjoy a huge, partially covered deck overlooking a private, low-maintenance turf yard with landscaping and a new wood privacy fence. Garden Unit: Fully updated one bed, one bath apartment with ductless AC and private front and back entrances. Both Units: Extensive renovations in 2025 included updated systems, central air, a new boiler, updated electrical, tankless hot water heaters, and more! Just four blocks from the Upham's Corner T station (10 minutes to South Station) + available parking. Nothing left to do but move in! Note: Maps and Street View haven’t caught up with the beautiful improvements to the block. Come see the transformation in and around 20 W Cottage for yourself!

20 W Cottage St, Boston

Listing courtesy of Listing Agent: Darin Thompson from Listing Office: Stuart St James, Inc..

$975,000

5 Beds ⋅ 2 Baths ⋅ 73596538 MLS

Attached single-family in hip Lower Allston with no shared expenses, HOA, or condo fees! Discover the charm, character, and versatility of this sun-filled Victorian-era home. Situated on a corner lot with exposure on three sides, this home is filled with natural light from gorgeous oversized windows. High ceilings, beautiful wood floors, and period details add warmth and character throughout. Offering five bedrooms, two full baths, and three levels of flexible living space, there's room to make it your own or explore its investment potential. An enclosed front porch welcomes you into an inviting foyer and comfortable living room. The spacious, updated eat-in kitchen features stainless steel appliances, granite countertops, a glass subway tile backsplash, stylish cabinetry, and a convenient office nook, with plenty of room to gather. A driveway entrance leads to a practical mudroom with first-floor laundry. Upstairs, you'll find three generously sized bedrooms, ample closet space, and a full bath with a tub. The third floor is an unexpected bonus, a cozy nest overlooking the treetops! With two additional rooms, a kitchenette complete with a sink, midsize refrigerator, and apartment-size dishwasher, plus a second full bathroom, this level offers incredible flexibility. Perfect for a guest retreat, au pair suite, private home office, or perhaps an opportunity to generate a little extra income through Airbnb! The possibilities are endless! The private, fenced yard offers a true oasis in the city, with mature plantings and thoughtfully selected flowers and greenery providing color throughout the seasons. Major improvements include new siding, composite decks, and a hot water heater, along with a newer gas heating system. Two-three off-street parking spaces and a top-of-the-line EV charger complete the package. Just minutes to Harvard Business School and Harvard Square in Cambridge, with convenient access to downtown Boston, Boston Landing commuter rail, neighborhood restaurants and shops, the Mass Pike, and Storrow Drive.Natural light, soaring ceilings, beautiful architectural details, flexible living space, outdoor charm, and parking! This home is ready for its next chapter. Come see the possibilities for yourself!

85 Franklin St, Boston

Listing courtesy of Listing Agent: The Residential Group from Listing Office: Coldwell Banker Realty - Brookline.

$975,000

5 Beds ⋅ 2 Baths ⋅ 73596512 MLS

Discover the charm, character, and versatility of this sun-filled Victorian-era attached single-family in hip Lower Allston. Situated on a corner lot with exposure on three sides, this home is filled with natural light from gorgeous oversized windows. High ceilings, beautiful wood floors, and period details add warmth and character throughout. Offering five bedrooms, two full baths, and three levels of flexible living space, there's room to make it your own or explore its investment potential. An enclosed front porch welcomes you into an inviting foyer and comfortable living room. The spacious, updated eat-in kitchen features stainless steel appliances, granite countertops, a glass subway tile backsplash, stylish cabinetry, and a convenient office nook, with plenty of room to gather. A driveway entrance leads to a practical mudroom with first-floor laundry. Upstairs, you'll find three generously sized bedrooms, ample closet space, and a full bath with a tub. The third floor is an unexpected bonus, a cozy nest overlooking the treetops! With two additional rooms, a kitchenette complete with a sink, midsize refrigerator, and apartment-size dishwasher, plus a second full bathroom, this level offers incredible flexibility. Perfect for a guest retreat, au pair suite, private home office, or perhaps an opportunity to generate a little extra income through Airbnb! The possibilities are endless! The private, fenced yard offers a true oasis in the city, with mature plantings and thoughtfully selected flowers and greenery providing color throughout the seasons. Major improvements include new siding, composite decks, and a hot water heater, along with a newer gas heating system. Two-three off-street parking spaces and a top-of-the-line EV charger complete the package. Just minutes to Harvard Business School and Harvard Square in Cambridge, with convenient access to downtown Boston, Boston Landing commuter rail, neighborhood restaurants and shops, the Mass Pike, and Storrow Drive.Natural light, soaring ceilings, beautiful architectural details, flexible living space, outdoor charm, and parking! This home is ready for its next chapter. Come see the possibilities for yourself!

85 Franklin St, Boston

Listing courtesy of Listing Agent: The Residential Group from Listing Office: Coldwell Banker Realty - Brookline.

$899,000

5 Beds ⋅ 3 Baths ⋅ 73596308 MLS

Welcome to 5 Dow Road, a beautifully updated Colonial tucked away on a quiet dead-end street in desirable West Roxbury! Offering 5 bedrooms, 2.5 bathrooms, and approximately 2,652 square feet of living space, this charming home blends classic character with modern comfort.Step inside to find freshly painted interiors, hardwood floors, and a stunning renovated kitchen with stainless steel appliances that opens seamlessly into the living area. The sun-filled sunroom with vaulted ceilings creates an inviting space for dining and entertaining. Two first-floor bedrooms and a full bathroom offer flexibility, while spacious upstairs bedrooms and a finished lower level with a half bath provide additional living space. Two laundry hookups add everyday convenience.Enjoy the charm of a white picket fence, mature landscaping, and a fantastic location! With Parkway Little League fields right on Dow Road, Star Market on Spring Street, Centre Street's shops, cafés, and restaurants, plus Roche Bros. and Trader Joe's in West Roxbury, everyday conveniences are within easy reach. Enjoy local recreation at Hynes Playground and Millennium Park, while the MBTA Needham Line offers commuter rail connections toward downtown Boston.A wonderful opportunity to enjoy space, comfort, and convenience in West Roxbury! Schedule your private showing!!

5 Dow Road, Boston

Listing courtesy of Listing Agent: Angela Dahdouh from Listing Office: Coldwell Banker Realty - Easton.

$5,200,000

5 Beds ⋅ 6 Baths ⋅ 73596081 MLS

Introducing a magnificent townhome ideally situated at the corner of Exeter and Beacon Streets in Boston’s prestigious Back Bay. Offering an extraordinarily rare opportunity to create a bespoke trophy residence, 299 Beacon Street pairs timeless architectural grandeur with exceptional potential for modern luxury living. Envisioned features and amenities include elevator access to all levels, parking, grand entertaining rooms, soaring ceilings, oversized bay windows and a beautiful roof deck. This extraordinary property presents the opportunity to create a showpiece townhouse in a coveted corner setting, moments from the Charles River Esplanade, Public Garden, and the fine shops and restaurants of Newbury Street.

299 Beacon Street, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

$799,900

5 Beds ⋅ 3 Baths ⋅ 73595932 MLS

This well-maintained multi-family home pairs coastal living with real investment potential. Skylights carry natural light throughout the owners unit's bright, inviting layout, and inside you'll find spacious kitchens, updated baths, and flexible living areas. Hardwood and tile flooring, and a clean, move-in-ready feel complete the picture. Off-street parking and a low-maintenance lot make ownership simple. The location delivers the ability to access the beach, local restaurants, and shops. The Blue Line and transit stops nearby for an accessible commute to Boston is an added benefit. Whether you're an investor seeking rental income, an owner-occupant looking to offset your mortgage, or a buyer planning for multi-generational living, this versatile property adapts to how you want to use it. A wonderful opportunity to own a multi-family home near Revere Beach.

14 Bay Rd, Revere

Listing courtesy of Listing Agent: Samara Mitchell from Listing Office: J. Brown Realty.

$1,995,000

5 Beds ⋅ 4 Baths ⋅ 73594447 MLS

Truly exceptional waterfront Victorian, with glorious city and water views and direct private access to Boston Harbor and beyond, is historic yet fresh, sophisticated yet wonderfully livable! Head out on your boat to explore beaches and islands, restaurants and bars, or relax and enjoy spectacular water views from almost every room. The bespoke water-facing chef's kitchen, with a welcoming island, bar sink and beverage fridge, and suite of Bosch appliances, is an inviting place to gather, cook and linger. Adjacent, the family room beckons, sliding doors bring the outdoors in, and connect to a deck just steps to your own beach. Natural light changes with the day and seasons; the moody grays of winter will be perfectly offset by a cozy fire in the living room. Of course there's a dining room, inviting guests for memorable celebrations, family gatherings, and holidays! Upstairs five bedrooms are paired with more water views, a roof deck, and three tiled baths with elevated finishes. Charming original details go hand-in-hand with the 2026 updates, including ducted heating and cooling, highly efficient replacement windows, on-demand hot water, 400-amp electrical, hardwood flooring, new kitchen and baths, and more. Bonuses include a two car garage awaiting your roof deck and a clean, dry lower level media room w/ high ceilings! Close to restaurants, Winthrop Yacht Club, Winthrop Golf Course, five minutes to the blue line, 10 minute drive to Logan Airport and Boston. Enjoy coastal living with easy city access! Anticipated completion November 2026.

119 Washington Ave, Winthrop

Listing courtesy of Listing Agent: Nellie Aikenhead from Listing Office: Aikenhead Real Estate, Inc..

$1,350,000

5 Beds ⋅ 3 Baths ⋅ 73594273 MLS

This rare two-family in Dorchester’s Lower Mills sits just one block from the neighborhood’s vibrant business district, with cafes, restaurants, and daily conveniences steps away. Both units are vacant and move-in ready, making it perfect for owner occupancy. Unit 2, a three bedroom duplex on the upper floors with room to spread out, is ideal for an owner’s suite. Rich woodwork brings warmth throughout, and an open kitchen flows into an expanded living area and defined dining space, made for everyday living and easy entertaining. A dedicated home office on the main level and an additional full bath add flexibility. The primary suite claims its own private upper level: a walk-through closet with integrated laundry leads to a spa-like bath with skylights, dual vanities, a pebble stone shower, and separate water closet. Two more bedrooms offer space for guests, work, or hobbies, and two private porches extend your living space outdoors. Unit 1 is a two bedroom, one bath residence full of classic character. Formal living and dining rooms with a built-in china cabinet pair with an updated kitchen and bath. A walk-through pantry with built-ins adds charm and storage, and a bonus room works as a home office or den. An enclosed private porch serves as a mudroom, and new HVAC provides year-round comfort. Both units have their own laundry and basement storage. Outside, enjoy a shared yard and three parking spaces, including one garage space. Close to the Red Line, the Neponset River Trail, parks, and harbor access, this is a chance to own a two-family in one of Boston’s most sought-after neighborhoods.

36-38 St Gregory Street, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

$849,900

5 Beds ⋅ 3 Baths ⋅ 73593890 MLS

At 345/347 Fenno Street, discover a multi-family residence built in 1910, owned by the same family for over 60 years, offering approximately 2524 square feet of living space. This inviting home can be prepared for prompt occupancy, presenting a unique opportunity to add your own personal touches for both comfortable living and great potential income. The property provides five bedrooms and two full bathrooms, complemented by an additional half bathroom, sink, fireplace, 2 additional refrigerators, multiple rooms, a workshop, and a washer & dryer in the basement, ensuring ample accommodation and convenience for residents. Unit 1 has approximately 838 s.f. spread over 4 rooms, 1 bedroom and 1 bath. (If you have no need for a dining room, maybe that can be converted to a second bedroom. The indent for a closet is already there). Unit 2 has approximately 1686 s.f. spread over 2 floors with 7 rooms, 4 bedrooms, and 1 bath. Each space is thoughtfully designed to support a harmonious lifestyle. Further enhancing the property's appeal is a single-space garage, providing secure parking or additional storage solutions, and a deck for your outdoor entertaining. Also, the sale will convey 2 additional lots (0 Ridge Rd, lot 46 and 0 Fenno St, lot 664). Situated on a generous 10,159 square foot lot (total of the 3 parcels), the residence spans three stories, offering a substantial footprint within its community. Explore the possibilities presented by this property, which would be perfect for the owner-occupant, investor, as well as multi-generational living. The property will be delivered vacant , offering a seemless transition and a wonderful opportunity to transform the space into something truly your own. This prime West Revere location is very close to Routes 1, 16, Boston, and Logan Airport. Enjoy all the amenities that burgeoning Revere has to offer, including many fine dining establishments, shopping, medical facilites and the first public beach in the country.

345/347 Fenno St., Revere

Listing courtesy of Listing Agent: Paul Visconti from Listing Office: Senne.

$925,000

5 Beds ⋅ 5 Baths ⋅ 73593766 MLS

A mid-century modern brick two-family in Point of Pines, set between Revere Beach and the Pines River with private beach rights. Held by the same family for decades and now offered as an estate sale.The property sits on a 9,361 square foot lot that backs to municipally owned land, with five bedrooms and four and a half baths across a large main residence and a separate second unit. The brick exterior, the room proportions and the fireplace carry the 1968 design, and the layout suits an owner who wants to occupy one unit and rent the other.The kitchen has been updated with higher-end appliances. Gas hot water heat, a new tankless boiler, central air conditioning and a poured concrete foundation are in place, a 24.99 kW rooftop solar array produces an estimated 27,800 kilowatt hours per year, and there are four off-street parking spaces.The house is ready for renovation. Carpeting and finishes are dated and there is damage to repair, and the pricing reflects that scope. The structure, the lot and the Point of Pines address are what a renovator is buying here.Additional finished space beyond the two permitted units is present on site; see disclosures for detail.

120 Lynnway, Revere

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.

$749,974

5 Beds ⋅ 2 Baths ⋅ 73593618 MLS

Space, transit, and neighborhood momentum in Orient Heights. This 5-bedroom semi-attached single-family home offers a flexible layout that works as bedrooms, office space, guest space, or separate living areas, giving you more options than the typical condo or smaller single-family home in the area. Enjoy patio/yard space, central AC, and 2 full bathrooms, all in well-maintained condition. Great location, close to the T Suffolk Downs station, and the large-scale Suffolk Downs redevelopment now underway. Positioned between Revere and East Boston, the home offers city access and long-term neighborhood upside. An excellent option for an owner-occupant seeking more room and transit convenience. Schedule your showing today and see the possibilities for yourself!

1203 Bennington St, Boston

Listing courtesy of Listing Agent: Mission Impossible Team from Listing Office: United Brokers.

$1,495,000

5 Beds ⋅ 3 Baths ⋅ 73593293 MLS

The marble mantel is still there — arched opening, scrolled keystone, original cast-iron summer cover in place. So are two pierced plaster ceiling medallions, a walnut stair with a carved volute and a rosette newel cap, deep built-up casings under a century intact after more than a century, 4-panel doors on original hardware, and a bay-window parlor that already works. JP's best condo resales are conversions of pre-1910 buildings, not new construction. Plenty of details to preserve here! An 1865 Second Empire three-family on a 9,600 square foot lot in the 3F-5000 subdistrict. Straight-sided slate mansard, segmental dormers with bracketed hoods, deep cornice on paired scroll brackets, 2-story canted bay. A spindled entry porch, a bracketed side porch, and wall-mounted espaliers. Nothing is built on the east side and nothing is likely to be: a community garden runs that line, then Lawndale Terrace, then the Southwest Corridor park, with the Orange Line beyond. 63.61 feet of frontage, just over 150 feet deep, roughly 73 feet of open yard behind the house, a 17.7 foot driveway on the west side, pkg for 4.The lot clears district minimums on area and frontage with room to spare. Setbacks are not a constraint. Keeping the shell and adding to the rear is the path the comps and the approvals both favor. Real work ahead, but the reward here is worth the effort. Site visits by appointment.

6 Oakdale St, Boston

Listing courtesy of Listing Agent: The Boston Home Team from Listing Office: Gibson Sotheby's International Realty.

$1,249,000

5 Beds ⋅ 5 Baths ⋅ 73592848 MLS

Historic brownstone in Dorchester featuring 4 bedrooms and 3.5 baths across three levels, PLUS a legal 1-bedroom, 1-bath garden-level apartment with a reliable long-term tenant paying $2,377/month (direct deposit). A tasteful blend of old-world charm and modern amenities, with all the comforts of a recently renovated home. Beautifully refinished hardwood floors, marble tile, custom built-ins, five 18th-century marble fireplaces, and custom stained-glass transoms and high-end design add character throughout. The open-concept living, dining, and kitchen areas make entertaining a breeze. The chef's kitchen features stainless steel appliances, quartz countertops, a gas range, wine fridge/bar, abundant storage, and an adjacent newly added first-floor half bath. The second floor offers two spacious bedrooms and a beautifully renovated bathroom with a tub and rain shower. The third-floor primary suite boasts three built-in dressers, two walk-in closets, and a luxurious private bath. The fourth bedroom includes a new washer and dryer and an updated full bath. Enjoy a huge, partially covered deck overlooking a private, low-maintenance turf yard with landscaping and a new wood privacy fence. Extensive renovations in 2025 included updated systems, central air, a new boiler, updated electrical, tankless hot water heaters, and more! Just four blocks from the Upham's Corner T station (10 minutes to South Station) + parking available. Nothing left to do but move in! Note: Maps and Street View haven’t caught up with the beautiful improvements to the block. Come see the transformation in and around 20 W Cottage for yourself!

20 W Cottage St, Boston

Listing courtesy of Listing Agent: Darin Thompson from Listing Office: Stuart St James, Inc..

$2,750,000

5 Beds ⋅ 7 Baths ⋅ 73591962 MLS

This offering presents a rare opportunity to acquire a seven-unit residential building in Boston’s Beacon Hill neighborhood, consisting of two studios and five one-bedroom units with a clear value-add opportunity. Two units have been fully renovated with in-unit washer/dryers, while the remaining five units are in classic condition, so the renovated units show what the others can achieve. Heating is forced hot water; one boiler, shared between 98 & 100 Myrtle St. Meanwhile, the property generates in-place rental income. The building is a short walk from Massachusetts General Hospital, one of the region’s largest employers, and to both the Red Line (Charles/MGH) and Green Line (Government Center) MBTA stations, giving residents easy access to downtown, Cambridge, and the greater Boston area. A deep employer base nearby, including MGH, the State House, Government Center, and the Financial District, supports consistent rental demand for studio and one-bedroom units, and residents also have the shops, restaurants, and amenities of Charles Street and the West End close by. With in-place income, a proven value-add business plan and meaningful upside, this property is an attractive investment in one of Boston’s most desirable and supply-constrained submarkets.

100 Myrtle Street, Boston

Listing courtesy of Listing Agent: Kevin Benzinger from Listing Office: Boston Realty Advisors.

$3,250,000

5 Beds ⋅ 4 Baths ⋅ 73591563 MLS

Welcome to this beautifully renovated townhouse offering sophisticated city living in Boston’s historic Bay Village. Thoughtfully designed across multiple levels, this exceptional residence features 5 bedrooms and 4 bathrooms. The spacious kitchen boasts premium Thermador appliances, elegant granite countertops, and a dedicated dining area with direct access to a private patio, perfect for al fresco dining and entertaining. The living area seamlessly incorporates a dedicated home office space, creating the perfect balance of comfort and functionality. The luxurious primary suite occupies its own private floor, offering a peaceful retreat with a beautifully appointed bathroom featuring a glass-enclosed shower and a freestanding soaking tub. Additional bedrooms provide flexibility for guests, family, or work-from-home needs. Multiple outdoor spaces, including a private patio, balcony, and roof deck, offer wonderful opportunities to relax and entertain. Ideally located in the heart of Bay Village, just moments from the South End, Back Bay, and Downtown Boston, the property also offers convenient access to a garage directly across the street, where parking may be rented for approximately $250 per month. This distinctive home combines historic Boston charm, modern luxury, and exceptional urban convenience.

20-21 Shawmut St, Boston

Listing courtesy of Listing Agent: Marina Papanova from Listing Office: New Neighbors, Inc..

$2,600,000

5 Beds ⋅ 3 Baths ⋅ 73591350 MLS

Discover the investment and development potential of 260 Metropolitan Avenue in Roslindale. This well-maintained three-family property with high ceilings, large rooms and period detail offers nearly 4,000 square feet of living space on a substantial 14,544-square-foot lot, complete with a detached garage with loft space and city views. The generous lot size and existing multi-family configuration offer potential for additional residential units, condominium conversion, or other development possibilities, subject to zoning and municipal approvals. Roslindale’s popular restaurants, shops, and parks are nearby, with convenient public transportation providing easy access to downtown Boston. Whether you're an investor, developer, or owner-occupant, this property is worth exploring. Buyers are encouraged to conduct their own due diligence regarding zoning, permitted uses, development feasibility, and required approvals.

260 Metropolitan Ave, Boston

Listing courtesy of Listing Agent: Eric Klein from Listing Office: Engel & Volkers Newton.

$599,900

5 Beds ⋅ 2 Baths ⋅ 73590878 MLS

***OPEN HOUSE SUNDAY NOVEMBER 8TH 12:00PM - 2:00PM*** Discover the possibilities at 218 West Selden Street! This spacious 5-bedroom Colonial offers approximately 2,320 square feet of living space across three levels, combining classic charm with tremendous potential. The first floor features a welcoming foyer, generously sized living room, formal dining room with beautiful bay windows, spacious eat-in kitchen, utility room, and enclosed front porch. The second floor offers three bedrooms and a full bathroom, while the third floor provides two additional bedrooms, offering flexibility for a variety of living arrangements. Situated on an approximately 4,755-square-foot lot, the property also features a rear patio area with space for outdoor entertaining, gardening, or relaxation. With its generous room sizes, traditional layout, and original character, this home presents an excellent opportunity for buyers looking to update, renovate, and make it their own. Conveniently located in Mattapan near neighborhood amenities and transportation options. Bring your vision and unlock the potential of this classic Colonial!

218 West Selden Street, Boston

Listing courtesy of Listing Agent: Lindsey & Associates Realty Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$7,990,000

5 Beds ⋅ 6 Baths ⋅ 73589980 MLS

Located on coveted Chestnut Street in Beacon Hill, this south-facing residence underwent an extensive renovation by Holland following its purchase in 2018, blending French-inspired elegance with modern luxury. The chef’s kitchen offers a Lacanche range and expansive wood island, opening to a private patio with a gas fireplace and grill. Versailles parquet and chevron flooring, eight fireplaces, and exceptional craftsmanship distinguish the interiors. A grand living room with three stately windows connects to a living room and library/office. A private spa features an infinity pool and hammam with steam room. An elevator serves all five floors, including a luxurious primary suite with a marble bath and sitting room. The top-floor family room features original exposed beams and skylights. A remarkable home pairing historic character with beautifully appointed spaces for everyday living and entertaining. 11 Chestnut Street is steps away from the Boston Common, Public Garden, State House, Charles River Esplanade, Back Bay, and the fine boutiques and restaurants of Charles Street.

11 Chestnut Street, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

$1,499,000

5 Beds ⋅ 3 Baths ⋅ 73589871 MLS

Rarely available multifamily opportunity in the heart of Charlestown! This 3 unit building is perfect for investors, developers, or end users looking to create something truly special. Unit 1 features 1 bed/1 bath, central A/C, and renovations completed in 2020. Units 2 and 3 each offer 2 beds/1 bath, presenting excellent potential for cosmetic updates and customization. Additional highlights include an enclosed patio, an updated roof deck, separately metered utilities for each unit and updated systems. Just minutes to all that Charlestown has to offer, a flexible layout and tremendous potential, this is a unique opportunity to reimagine or hold a MF property in one of Boston’s most sought-after neighborhoods.

25 Allston St, Boston

Listing courtesy of Listing Agent: The Goodrich Team from Listing Office: Compass.

$6,250,000

5 Beds ⋅ 6 Baths ⋅ 73589849 MLS

A truly one-of-a-kind Beacon Hill residence, 70 Myrtle Street preserves the historic charm and curb appeal of its original exterior while offering the rare advantages of a 2019 new build within. Reconstructed from the ground up—including a newly excavated, deepened lower level—this exceptional home blends timeless architectural details with sophisticated modern design, systems, and amenities. Ash floors, reclaimed American White Oak used for built ins, hot water loop ensures hot water is immediately available in all bathrooms - no waiting to come up from basement, restored original elements, floating stairs, gas and wood-burning fireplaces, radiant heat bathroom and kitchen floors, smart-home controls, whole-house audio, zoned HVAC, and premium fixtures create an exceptional living experience. The Bulthaup kitchen features Gaggenau, Miele, and Sub-Zero appliances. Spa-like baths, a private primary-suite balcony, wine cellar, sauna, gym, and custom storage complete the interiors. Rare private outdoor space includes a landscaped, lighted patio with powered doors, Kalamazoo outdoor kitchen, gas and water service, and a permanently plumbed natural-gas fire table—an extraordinary Beacon Hill retreat. Live the life you were always meant to live, on the peak of Beacon Hill.

70 Myrtle St, Boston

Listing courtesy of Listing Agent: Bill Patterson from Listing Office: Craft Realty.

$1,199,000

5 Beds ⋅ 4 Baths ⋅ 73589161 MLS

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

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

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.

$1,450,000

5 Beds ⋅ 3 Baths ⋅ 73586939 MLS

Welcome to this beautifully maintained and spacious single-family home in Revere, offering the perfect combination of comfort, space, and modern finishes. The bright and inviting interior features hardwood floors, generous living and dining areas, updated kitchen with granite countertops and stainless steel appliances, and beautifully finished bathrooms. The primary suite offers a private bath with double vanity and ample closet space. With multiple living areas, this home provides plenty of flexibility for today’s lifestyle. Enjoy in-unit laundry, garage and off-street parking, plus a large fenced backyard featuring a deck and patio—an amazing space for entertaining, relaxing, and enjoying the outdoors. Conveniently located near shopping, dining, public transportation, schools, and major routes.

259 Oakwood Ave, Revere

Listing courtesy of Listing Agent: MG Group from Listing Office: Century 21 North East.

$1,250,000

5 Beds ⋅ 2 Baths ⋅ 73586381 MLS

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

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

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.

$899,000

5 Beds ⋅ 4 Baths ⋅ 73585465 MLS

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.

$899,000

5 Beds ⋅ 4 Baths ⋅ 73585339 MLS

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

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.

$1,300,000

5 Beds ⋅ 3 Baths ⋅ 73583860 MLS

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

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.

$1,045,000

5 Beds ⋅ 3 Baths ⋅ 73582935 MLS

This Victorian three family home in the Eagle Hill neighborhood of East Boston offers 2348 square feet of living space. This home provides many possibilities for the right investor, or as a beautiful owner-occupied. This home has exceptional woodwork details, beautiful marble mantels, high ceilings, hardwood floors throughout with decorative inlaid borders. The patio provides a privacy escape for relaxation, or outdoor gatherings. Additional amenities include a functional walkout basement, offering versatile space for storage or future customization. New heating system (2026), H/W heaters (2023), and all separate utilities.Currently, fully occupied with strong rental income.Located across the street from famous Angela's Cafe, a short walk to Rino's Restaurant and many more great restaurants. Walking distance to the Blue line T-Station, bus stops, 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! **NOTE, sellers open to paying points to lower mortgage rate**

128 Lexington St., Boston

Listing courtesy of Listing Agent: Bettina Oliva from Listing Office: United Brokers.

$1,450,000

5 Beds ⋅ 3 Baths ⋅ 73582839 MLS

Two distinct homes. One address full of possibilities. Built in 2016, this Revere two-family offers approximately 4,000 square feet of living space across a three-bedroom, two-bath residence and a two-bedroom, one-bath residence. Bright interiors, hardwood floors, generous living and dining areas, kitchens with granite countertops and stainless steel appliances, and in-unit laundry bring comfort to everyday life. The three-bedroom residence features a fireplace and a primary suite with a private bath and double vanity. Outdoors, the landscaped, fenced yard invites you to gather on the deck, relax on the patio, and enjoy room to spread out. A two-car garage and additional off-street parking add everyday ease. Live in one home and rent the other, make room for extended family, or invest in a versatile property near shopping, dining, public transportation, and major routes.

259 Oakwood Ave, Revere

Listing courtesy of Listing Agent: MG Group from Listing Office: Century 21 North East.

$5,825,000

5 Beds ⋅ 7 Baths ⋅ 73582794 MLS

2016 New Construction/Gut Renovation of a 5-five story 2 unit brownstone offers a rare opportunity for multigenerational living, guest accommodations, owner occupied residence with income or au pair suite. Penthouse triplex with 3+ beds and ONLY 1 FLIGHT from the sidewalk features two living areas as well as rear and roof decks. Parlor duplex with 2 beds offers direct access to private patio and 2 full side-by-side parking spaces. Chef's kitchens with Thermodore appliances, gas fireplaces, central AC, open concept living, king-sized primary suites, walk-in closets, en-suite baths with step-in showers/double sinks, in unit laundry and oak hardwood floors. Follen Street is a peaceful dead end street on the Southwest Corridor that offers optimal proximity to private schools, dog parks, playgrounds, Pru Mall, Copley Square, Back Bay Trains and the conveniences of Boston's premier neighborhoods just moments from your door. Each of the 2 units in the building can be purchase separately and are listed for sale in MLS as #73588726 and #73588731.

18 Follen Street, Boston

Listing courtesy of Listing Agent: The Biega + Kilgore Team from Listing Office: Compass.

$1,299,000

5 Beds ⋅ 3 Baths ⋅ 73581851 MLS

Stunning Victorian two-family set on a lush, level quarter-acre-plus lot, a rare find for a Boston multi-family. Filled with character and thoughtful updates, this special property offers an adjustable floor plan, impressive bonus space, and an incredible outdoor setting. Unit one features two bedrooms, one bath, a lovely living room, open eat-in kitchen and an inviting sunroom overlooking the backyard. Unit two offers flexibility as either a 3-bedroom with a spacious living/media room or a 4-bedroom layout. The renovated kitchen features granite countertops, updated cabinetry, generous pantry storage, and bar seating at the peninsula, plus a modern full bath with a glass-tiled shower. A walk-up unfinished attic provides substantial storage and future expansion potential. The lower level offers even more usable space with laundry, a half bath, workshop, abundant storage, and two heated bonus areas currently used as a home gym and at-home bar. Outside is where the property truly shines! Established gardens and plantings surround a beautiful patio and level lawn, making it a private outdoor oasis for entertaining, gardening, and play. Interior improvements include kitchen and bath renovations, enclosed porch conversion to finished living space, boilers & water heaters; plus exterior improvements: both roofs (home + garage), full-house gutters with leaf guards and more! Extensive landscaping, hardscaping, fencing, irrigation, and underground rainwater management further enhance the grounds. Nearby favorites include: local library, coffee at Recreo, easy access to groceries and Trader Joe’s, Billing’s field, the YMCA and MBTA: Highland Station or West Roxbury Station (Needham Line Commuter Rail). This distinctive West Roxbury property offers tremendous flexibility: ideal for multi-generational living, a long-term investment, or an owner-occupant looking to offset expenses with rental income. Make this beautiful gem your own.

31 Mount Vernon St, Boston

Listing courtesy of Listing Agent: Katelyn E. Sullivan from Listing Office: Coldwell Banker Realty - Boston.

$1,489,000

5 Beds ⋅ 4 Baths ⋅ 73581536 MLS

20 R Plain Street, Boston

Listing courtesy of Listing Agent: Anne Galvin from Listing Office: Coldwell Banker Realty - Dorchester.

$5,825,000

5 Beds ⋅ 7 Baths ⋅ 73580492 MLS

2016 New Construction/Gut Renovation of a 5-five story 2 unit brownstone offers a rare opportunity for multigenerational living, guest accommodations, owner occupied residence with income or au pair suite. Penthouse triplex with 3+ beds and ONLY 1 FLIGHT from the sidewalk features two living areas as well as rear and roof decks. Parlor duplex with 2 beds offers direct access to private patio and 2 full side-by-side parking spaces. Chef's kitchens with Thermodore appliances, gas fireplaces, central AC, open concept living, king-sized primary suites, walk-in closets, en-suite baths with step-in showers/double sinks, in unit laundry and oak hardwood floors. Follen Street is a peaceful dead end street on the Southwest Corridor that offers optimal proximity to private schools, dog parks, playgrounds, Pru Mall, Copley Square, Back Bay Trains and the conveniences of Boston's premier neighborhoods just moments from your door.

18 Follen Street, Boston

Listing courtesy of Listing Agent: The Biega + Kilgore Team from Listing Office: Compass.

$789,900

5 Beds ⋅ 2 Baths ⋅ 73579099 MLS

Welcome to 40 Humphreys Street, a rare Dorchester opportunity that combines size, updates, and exceptional versatility. This spacious 5-bedroom home features an open kitchen with an island and a dining area with high ceilings, showcasing period detail including original hardwood floors and crown moldings that preserve the charm of an older home while blending seamlessly with central air and thoughtful modern improvements. Large windows invite abundant natural sunlight throughout.With four levels of living — including a finished walk-out lower-level ideal for an ADU (subject to local authority approvals) — the property provides outstanding flexibility for expansion, workspace, or additional income. Situated on two parcels with a fenced-in yard, the home offers ample parking or the open slate to design a substantial private outdoor living or garden area. A newer metal roof with a transferable warranty and solar panels that convey with the property add long-term value, efficiency, and reduced operating costs. Located near South Bay, with quick access to downtown, Logan Airport, the Seaport District, UMASS Boston, major shopping, and multiple transit options — including the nearby commuter rail — this home delivers convenience and comfort in one of Boston’s most dynamic neighborhoods.

40 Humphreys St, Boston

Listing courtesy of Listing Agent: Shawn Burgess from Listing Office: Compass.

$3,250,000

5 Beds ⋅ 4 Baths ⋅ 73578963 MLS

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.

$1,250,000

5 Beds ⋅ 2 Baths ⋅ 73578371 MLS

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..

$34,990,000

5 Beds ⋅ 9 Baths ⋅ 73577894 MLS

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.

$6,795,000

5 Beds ⋅ 6 Baths ⋅ 73577426 MLS

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.

$725,000

5 Beds ⋅ 2 Baths ⋅ 73577252 MLS

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.

$1,249,000

5 Beds ⋅ 5 Baths ⋅ 73576595 MLS

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.

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