Lots of potential in this East Boston multi-family house

Boasting three units with phenomenal outdoor space, the views from the duplex's private roof deck are memorable.

The Jeffries Point neighborhood at the southern tip of the peninsula of East Boston offers Boston Harbor views, charm and history. It’s the first of several neighborhoods created in East Boston and today, it’s highly walkable and well-served by Blue Line trains and a water taxi - it’s about 10 minutes to Downtown on public transportation. It is also part of one of the most active real estate markets in the area.  

A house at 255 Webster St., currently with three fully-leased apartments and private outdoor space for each one, is ready for a new owner. Whether you’re an investor; someone with a multi-generational family who would love to live under one roof, yet in separate homes; or a growing family aspiring to live in your own home, this property could be a favorable opportunity for you.

Located on a tree-lined street in East Boston, this multi-family home has an excellent Jeffries Point location.

Nicole Bettano of Berkshire Hathaway HomeServices|Robert Paul Properties is listing the building for $1,450,000. She commends its water and city views and prime location where you’ll find lots of young families pushing strollers and walking dogs.

Of the three units in the house, the top unit is the most family-friendly. It’s a duplex with three bedrooms, two full bathrooms and a rooftop deck with extraordinary ocean views that makes it even more terrific when entertaining.

The upper unit's spacious kitchen has warm wood cabinets and granite counters. There's an eat-in area as well.

The spacious eat-in kitchen features warm wood cabinets and granite counters. It is fully applianced with a side-by-side refrigerator, gas range and a dishwasher. Off the kitchen, there is a laundry room and a bathroom with a walk-in corner shower.

Exposed brick, the remnants of an old fireplace, adds to the aesthetics of this living space.

Off the foyer landing, a 15-window-paned French door opens to the living room. The exposed brick and hearth, remnants of an old fireplace, has an appealing aesthetic. Built-in shelving on another wall showcases a collection of books and décor. The room looks out onto Webster Street and receives a great deal of light. When the windows are open, you get a nice cross breeze; the Northeast exposure helps keep it cooler on hot days.

Adjacent to the living room is a bedroom currently used as an office.

Up a flight of stairs are two more bedrooms with a shared full bathroom off the hall. The very large main bedroom rocks water views. A set of French doors open out to the home’s first private deck.

Step out from the primary bedroom onto the large deck and admire the spectacular views of East Boston.

The bedroom’s wet bar provides a place to make drinks or maybe a midnight snack to enjoy. Go up a spiral staircase to the rooftop deck where the vistas are amazing. The other bedroom has a long walk-in closet with a large adjacent storage area.

The building’s second unit is a very cute two-bedroom home with an oversized street-facing deck. It’s a quintessential East Boston apartment with a very functional layout.

A large deck facing Webster Street belongs to the middle apartment.

In the cozy kitchen, solid surface countertops afford the cook workspace and room to house all the necessary appliances. The sink, installed diagonally, provides a refreshing water view.

A large living-dining area separates the home’s two bedrooms – providing an extra element for privacy. Both bedrooms are about the same size with suitably-sized closets and hardwood flooring. The front bedroom has access to the private deck and the back bedroom faces the water.

These two bedrooms share a full bathroom that has a tub/shower combination.

The garden level unit's living room is also used as home office space.

The third apartment, on the garden level, has a private entrance at the back of the house. The kitchen has oak cabinets and solid surface countertops and is fully outfitted with appliances that include a gas range for cooking.

A peninsula between two beams creates an open concept look, overlooking a dining area on the opposite side. The generously sized living room currently includes an office nook.

There are two bedrooms, each with generous closets, and one bathroom with a stand-up shower. This unit comes with outdoor space in the lovely garden and water views.

While the upper two apartments have pine wood floors, the garden unit has tile flooring. All three abodes have full-sized windows and separate in-unit washer/dryer hook-ups.  

East Boston is steeped in history and rich with diversity. Once a rural paradise known as “Noodle’s Island,” now it is fondly called “Eastie.”

East Boston’s notable firsts includes: the first naval battle of the Revolutionary War, the birthplace of the world’s fastest clipper ships, the country’s first underwater tunnel, the first manufacturing establishment credited for the creation of white granulated sugar, and the nation’s first public branch library. The Bremen Street branch of the Boston Public Library offers much more than books; it provides plenty of events and activities for all ages throughout the year.

East Boston was the home to the world’s first female clipper ship navigator, Mary Patten; first Civil War nurse, Armeda Gibbs; and women’s suffrage activist, Judith Winsor Smith.

East Boston was also the first American home of the Kennedy family. In addition to his own home, John F. Kennedy’s great-grandfather purchased homes at Jeffries Point for his son, Joseph and his two daughters, where they started their first businesses and political ventures.

Eastie has also produced numerous community activists, musicians, artists, writers and athletes.

The Watershed, a satellite space of the Institute of Contemporary Art, houses an orientation gallery introducing visitor to the historic shipyard and features seasonal art exhibitions, programs and workshops.

Belle Isle Marsh Reservation is the last surviving salt marsh in Boston where hard-to-find birds and other wildlife live. There is also an observation tower that touts fascinating water views.

East Boston has a lot going on these days. Home to various immigrant groups, the neighborhood’s many ethnic stores, restaurants and cultural activities reflect the tastes and traditions of its diverse residents.

The Tall Ship restaurant, a floating oyster bar in Jeffries Point, is a cool spot and Santarpio’s Pizza is a perennial favorite. Sea Biscuit is known for its flaky Australian meat pies.

The popular Piers Park is a great place to enjoy seasonal concerts – many presented by the local Zumix kids or Veronica Robles, a female mariachi – and great views of the marina; Piers Park Sailing Center offers year-round programming for all ages. The East Boston Greenway, a rail trail and park, is a nice place to take a walk or a bike ride or sit and enjoy the myriad sights and sounds.

255 Webster St. has sturdy bones, lots of potential and grand advantages – perched on a prettily tree-lined street in a great location in a rapidly rising community. This dwelling would make a terrific single-family home or it can remain as income-generating property; either way it has lots of private outdoor spaces and spectacular water views.

Call Nicole Bettano today for your private viewing of this astute asset.

A house at 255 Webster St. with three units and private outdoor space for each one is ready for a new owner.


Address: 255 Webster St., Jeffries Point - East Boston

Year built: 1910

Price: $1,450,00

Size: 2,870 square feet

Taxes: $10,400 without residential exemption for Tax Year 2022

Features of building: Multi-family home on a tree-lined street has a total of seven bedrooms and four bathrooms currently divided into three apartments – each with dedicated outdoor space, gas heat, laundry hookups and ocean views

Features of units:

Garden level: Two-bedroom unit with one bath, outdoor space in garden and private entrance behind the building

Middle: Cute two-bedroom, one-bathroom unit with original hardwood flooring and large private deck

Top level: Duplex with three bedrooms, two bathrooms, a spacious granite kitchen, two decks, excellent water views

Close by: Several parks, small businesses, restaurants and coffeeshops, museums, branch library, East Boston Greenway, Boston Harbor, Ted Williams Tunnel, Sumner Tunnel, Logan International Airport, Route 1A; close to downtown by MBTA Blue Line from Maverick stop and water taxi

Contact: Nicole Bettano, Berkshire Hathaway HomeServices|Robert Paul Properties, 440 Newbury St., Boston 02115

Phone: (Mobile) 781-330-9064; (Office) 617-262-1414

Email: NBettano@RobertPaul.com