Winthrop Homes under $350,000

Welcome to Winthrop, Massachusetts—a hidden gem nestled along the picturesque coastline of Suffolk County. This charming seaside town boasts stunning views of the Atlantic Ocean, with sandy beaches and lush parks that invite outdoor enthusiasts and families alike to enjoy a vibrant coastal lifestyle. With its rich history and a close-knit community feel, Winthrop offers a unique blend of small-town charm and urban convenience, making it an ideal place to call home.

For those seeking an affordable entry into the real estate market, Winthrop presents a wonderful opportunity with homes available under $350,000. Whether you’re a first-time homebuyer, a young professional, or looking to downsize, you’ll find a variety of options that cater to your needs. From cozy single-family homes to inviting condominiums, each property reflects the town's character and warmth.

Imagine waking up to the soothing sounds of the ocean and enjoying your morning coffee on your private deck. With its proximity to Boston, Winthrop offers easy access to the city’s vibrant culture, dining, and entertainment, while allowing you to return to the tranquility of your seaside sanctuary at the end of the day.

Winthrop's community spirit shines through its local events, farmers' markets, and waterfront festivals, fostering connections among residents. Explore the charming shops and eateries along the waterfront, or take a leisurely stroll through the scenic parks. With its affordable housing options and welcoming atmosphere, Winthrop is not just a place to live—it's a place to thrive. Come discover your new home in this delightful coastal town!

Newest Winthrop Homes under $350,000

$349,900

2 Beds ⋅ 1 Baths ⋅ 73584904 MLS

Welcome to 900 Governors Dr, Unit 37, Winthrop, MA, where easy condo living meets the charm of one of Greater Boston’s most desirable seaside communities. Just minutes from the water, this inviting 2-bedroom, 1-bath condo offers a bright, comfortable interior, a functional layout, and the low-maintenance lifestyle today’s buyers are looking for. Whether you’re a first-time buyer ready to make the move from renting to owning, a downsizer looking for simplicity, or someone who wants to live close to Boston while enjoying a coastal setting, this home offers an excellent opportunity. Inside, you’ll find comfortable living space with plenty of flexibility for everyday life. The two bedrooms provide options for a primary bedroom, guest room, home office, or additional living space. The thoughtful layout makes the condo feel welcoming and functional while still offering the opportunity to add your own personal style. One of the biggest advantages is the convenience of condo living. Spend less time worrying about exterior maintenance and more time enjoying everything Winthrop has to offer. Outside you will experience the lifestyle that makes this location so appealing. Winthrop’s beaches and shoreline are just minutes away, along with local restaurants, shops, cafés, and everyday conveniences. And with Boston only a short commute away, you can enjoy the best of both worlds — the relaxed atmosphere of a coastal community with easy access to the city. Move-in ready, conveniently located, and full of potential, Unit 37 is ready for its next owner. Come experience Winthrop living and see what makes 900 Governors Dr a wonderful place to call home.

900 Governors Dr Unit 37, Winthrop

Listing courtesy of Listing Agent: Brandon Dervishian from Listing Office: Lyv Realty.

$260,000

1 Beds ⋅ 1 Baths ⋅ 73583670 MLS ⋅ ['Governors Park'] BLDG.

Rare one bedroom unit n desirable 100 building at Governors Park entrance. Recently vacated by tenant of over 10 years. Short walk to local restaurants and shops, bus line to T.

100 Governors Drive Unit 2, Winthrop

Listing courtesy of Listing Agent: Pat Sullivan from Listing Office: Century 21 Seaport.

$309,900

1 Beds ⋅ 1 Baths ⋅ 73579862 MLS

HERE IS A GREAT INVESTMENT OPPORTUNITY OR OWNER OCCUPY.....Why rent when this updated seaside condo can give you a start to have a place of your own? Conveniently located on the Bus Line to the Blue Line and just steps to the beach. This unit has been freshly painted, new grey vinyl flooring throughout, new updated fully applianced kitchen with white cabinets, quartz counters and good size rooms. A large main bedroom, generous living room and a bonus room/office all waiting for your personal touches. This area has some of the many great eateries that can be enjoyed around this amazing seaside town. SMALL TOWN LIVING JUST MINUTES TO BOSTON and LOGAN AIRPORT, DON'T MISS OUT !!

483 Shirley St. Unit 6A, Winthrop

Listing courtesy of Listing Agent: Sharon Tallent from Listing Office: Compass.

$350,000

2 Beds ⋅ 1 Baths ⋅ 73563869 MLS ⋅ ['Shirley Place Condominium'] BLDG.

If you are a beach person or enjoy a short commute to the city you've come to the right place. Take this opportunity to live in the perfect location at a price that is ideal. Your two bedroom one bath is the perfect size at just under 700 square feet with an additional 300 square feet in the attic that is deeded exclusively to you to use as you like. Enjoy fresh air on your roof deck or a view of the ocean down Neptune Ave. Hardwood floors, stainless appliances, recessed lights, newer kitchen and bath are just the beginning. Close to shopping, restaurants, library, book / coffee shops, golf, tennis, beach, conservation areas. Nearby bus to blue line / Orient Heights provides convenient access to Logan International Airport and surrounding communities, with Boston's downtown in 30 minutes.

175 Shirley Street Unit 5, Winthrop

Listing courtesy of Listing Agent: Tammy Merk from Listing Office: Real Broker MA, LLC.

$219,999

1 Beds ⋅ 1 Baths ⋅ 73560224 MLS

Enjoy coastal living in this charming waterfront condominium in Winthrop, offering the perfect balance of convenience and seaside lifestyle. Located just minutes from Boston Logan Airport and with easy access to public transportation including nearby bus routes, the Orient Heights MBTA station, and the East Boston ferry, this home is ideal for commuters seeking quick access to Boston while enjoying a quieter coastal setting.

229 Washington Ave Unit 3A, Winthrop

Listing courtesy of Listing Agent: Marcia De Paula from Listing Office: REMAX Executive Realty.

$340,000

2 Beds ⋅ 1 Baths ⋅ 73525062 MLS

Bright and updated 2-bedroom condo at Governors Park featuring an open floor plan, renovated kitchen with granite countertops and stainless steel appliances, and spacious bedrooms with ample closet space. Professionally managed complex offers on-site laundry, swimming pool, tennis courts, and off-street parking. Conveniently located near public transportation, Winthrop Beach, shopping, dining, and just minutes to Boston and Logan Airport. Ideal for owner-occupants or investors seeking coastal living with city convenience.

800 Governors Dr Unit 6, Winthrop

Listing courtesy of Listing Agent: Fiorella Marte from Listing Office: Coldwell Banker Realty - Beverly.

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