Downtown Winthrop
For sale
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Downtown Winthrop, MA Homes for Sale
Welcome home to 17 Edgehill Road! Nestled in a desirable waterfront community, this spacious single-family is located steps from the harbor & home to some of the most incredible sunset views at Donovan's Beach! Along with being a shoreline neighborhood, Edgehill is known for its charming surroundings next to the lovely Ingleside Park. Here you'll find the kind of space & living that encompasses spending time together. Gather on the1st floor with a large enclosed porch, roomy foyer, bright & sunny kitchen, flexible open living & dining room, & sunroom overlooking your backyard oasis with Gunite pool. Upstairs is 4 bedrooms, full bath, & walk up attic access.
Step back in time, a stately 19th-century home ready to be restored and reimagined. This 4-bedroom, 1.5-bath is rich with character—featuring original beamed ceilings, ornamental exterior wood trim, and timeless architectural details that set the stage for a stunning transformation. Located near Winthrop Golf Club, High School, and the coastal beauty of Boston’s shoreline, this home offers a rare opportunity for commuters and history lovers alike. Enjoy the charm of small-town living with easy access to the city—a perfect choice for those priced out of Boston but still craving its energy and culture. Inside, the home offers a true canvas of preserved historical features aw
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Charming two-family in desirable area of Winthrop. Steps away from Ingleside Park's playground, roller hockey court and baseball field. The restaurants of Winthrop's center are close proximity as well. Great opportunity on one of the nicest streets in Winthrop.
OPPORTUNITY KNOCKS. .. .. .. Two family with large yard located right on the bus line with a very short ride to the T to Boston. There are 6 off street parking spaces! The home was gutted in 2001. The owner's unit is on the second and third floors with an open floor plan and loads of natural lighting. It contains a living room, dining area, kitchen, bath and bedroom on the second floor and a sprawling master bedroom on the third floor. There are Boston skyline and marina views from the third floor master bedroom. The owner's unit has a very nice ambiance to it. The first floor unit consists of a living room, kitchen, bath and two bedrooms. There are separate utilities with gas heat. NEXT SH
The Somerset – Winthrop Center’s Premier Boutique Condo Living by the Sea! This thoughtfully curated collection of 29 modern residences includes studio, 1BR, 1+, and 2BR layouts , each designed with a clean, coastal aesthetic and high-quality finishes. Inside, open-concept floor plans, quartz countertops, stainless steel appliances, central A/C, and sleek modern design. Most homes include garage parking, and select units feature private decks, perfect for enjoying the ocean breeze. The building itself offers convenient amenities like an elevator, fitness center, and a welcoming common lounge—ideal for working remotely or catching up with neighbors over coffee. Moments from
Welcome to this expansive 1,850 sq ft condo that lives like a single-family home, perfectly perched in the highly desirable Winthrop Highlands. Enjoy breathtaking panoramic ocean views from not one, but two private decks. Inside, you're greeted by sun-drenched spaces, soaring ceilings, and a wide open floor plan that makes entertaining effortless. The modern eat-in kitchen features direct access to a large fenced-in yard, perfect for pets, gardening, or outdoor relaxation. The flexible second floor offers endless possibilities — use it as a spacious family room and guest suite with full bath, or transform it into a luxurious primary retreat with a walk-in closet and ensuite bath. Addi
Welcome to your slice of coastal paradise just outside of Boston. Nestled in the quaint seaside town of Winthrop, this stunning condo offers an unparalleled living experience with exceptional water views. Step inside to discover a meticulously designed space, with an open-concept layout that seamlessly blends the living, dining, and kitchen areas, creating an inviting atmosphere flooded with natural light and picturesque vistas of the shimmering waterfront. 02152 is conveniently located just outside of Boston, this condo's location offers easy access to the city's amenities while providing a peaceful escape from the hustle and bustle.
This bright and sunny second-floor unit offers optimal ocean and sunrise views. Featuring three bedrooms and hardwood floors throughout, the condo includes a private deck off the main bedroom and a rear deck off the kitchen—perfect for soaking in the morning light and sea breeze. Additional highlights include deeded parking, basement storage and in-unit laundry. Ideally located just 15 minutes from downtown Boston and Logan Airport, with easy access by car, ferry, or the Blue Line, this home offers the perfect blend of comfort, convenience, and coastal charm. Pets are welcome!
* * * OPEN HOUSE SAT 12-1:30pm * * * Incredible investment opportunity in the heart of the Highlands! This oversized 3-family property is has been generating strong income with potential for more. One unit is available for an owner occupant or savvy investor looking to maximize cashflow. Walk-out ground level 2-bedroom apartment. First-floor 2-bedroom unit with an additional office, living room, and dining room. Owner’s unit, spanning the 2nd and 3rd floors, this enormous 5-bedroom, 2-bathroom unit can be delivered vacant for owner occupancy or new tenants. Enjoy a paved driveway with ample off-street parking. The property directly abuts Crest Ave Park, offering green space
WELCOME HOME TO THE WINTHROP CHAMBERS CONDOMINIUM. Penthouse level - 2 bed, 1 bath unit with open floor plan. The views are incredible, whether it be of Lewis Lake and/or the Harbor/City, you will not be disappointed. There are coin operated washer/dryers in the building as well as a storage closet. The condo fee includes heat and hot water and this unit controls its own heat. Enjoy the back patio which is set up with high top table/chairs, gas grills for your use and your very own private beach. Parking is nearby at the Municipal lot. You are steps to the bus line which takes you directly to the Blue Line. Seasonal ferry is a few minute walk. Lots of great restaurants, walking trails and s
Have you heard the waves crashing from 57 Cutler Street? Sitting just one home back from the ocean, this tastefully updated 3 bed/2 bath is ready for the next lucky owners to call it home. With many updates recently completed (interior paint, upgraded back deck, dishwasher, refinished hardwoods etc. ) all you have to do is unpack your boxes & live your best life oceanside. Kick off your shoes in the mudroom and experience the calm of an open layout living area made for relaxing or entertaining. The eat-in kitchen perfectly situated in the back of the home is fully renovated with a seaside view from your kitchen sink. Off the kitchen, head out onto the back deck & yard- great for