Cozy Beachside Bungalow in Point ShirleyWelcome to your seaside escape! Nestled in the heart of Winthrop's coveted Point Shirley neighborhood, this charming 2-bedroom, 1-bath bungalow offers the ultimate beach lover's dream-just steps from the ocean. Enjoy the ease of a private driveway and endless ...

Updated 2 bedroom, 2 bathroom bungalow located in the picturesque Point Shirley neighborhood of Winthrop. This detached single family home, boasting more than 1,300 square feet of living space, was recently renovated throughout to include wood-look porcelain tile, a brand new kitchen with stainless ...

Welcome to the beach! Enjoy breathtaking sunset views over the city your nightly show from home. This charming property is a perfect condo alternative offering rare first-floor living. The open layout features a brand-new kitchen with polished quartz countertops, two bedrooms, and a beautifully reno...

Well maintained 3 bedroom Colonial just moments from the beach. Large open rooms with lots of natural light. Lots of cabinet space in the super functional kitchen. 1st floor laundry hookups for convenience. 3 full sized bedrooms. Great yard. Nice wrap around porch to enjoy the summer nights. Seller ...

Welcome to your seaside retreat in the heart of Winthrop by the Sea! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of coastal living and modern comfort. Just steps from the beach, local yacht clubs, waterfront restaurants, and the ferry to Boston, you'll enjoy the best ...

Don't miss this rare opportunity to own a well-priced single-family home in the heart of Winthrop by the Sea, under a 5-minute walk to both the beach and Winthrop Middle/High School. This charming home features 3 bedrooms and 2 full baths. The second floor also offers room for expansion to add a 4th...

Coastal Living with Stunning Ocean Views! Welcome to 1079 Shirley St in the heart of Point Shirley, Winthrop-a spacious 4-bedroom, 2-bathroom single-family home offering the perfect blend of charm, comfort, and breathtaking ocean views. Step into the inviting living room, where a cozy fireplace and ...

Rare opportunity to own two 4,000 Sq ft lots side by side in the beautiful Point Shirley neighborhood. 54 Otis Street and O Otis Street to be sold together in this sale.54 Otis Street in Winthrop, Massachusetts. This charming single-family home built in 1900, offering 2,130 sq ft of living space on...

Do you ever step into a home and feel an instant calm-as if it's been waiting just for you? From the sunporch filled with natural light from three walls of windows and gleaming hardwood floors, 19 Banks Street wraps you in warmth. This classic 3-bed, 1-bath Colonial on a quiet Winthrop street charms...

Experience the thrill and excitement of oceanfront living in this move-in ready seaside single with 3 bedrooms and 1.5 bathrooms. Enjoy stunning, dramatic views of the ocean and Boston skyline. The home features a newly refreshed kitchen and a spacious open floor plan with a fireplace, inviting both...

Located in one of Winthrop's most desirable Center locations, this well maintained 7 room, 3 bedroom single says welcome home! The kitchen has been updated with granite counters and stainless steel appliances and the bayed living and dining rooms with high ceilings are elegant and very inviting. The...

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....

Welcome to coastal living on Point Shirley. This beautifully renovated 4BD, 2BA home invites you to slow down and enjoy life by the beach. Start your day watching the sun rise from your yoga/sunroom, or with a cup of coffee on your front porch. With tall ceilings and an open-concept layout you'll ha...

Discover this vintage 1970s-style gem just a block from the ocean, perfectly situated in one of Winthrop's most sought-after neighborhoods. This inviting single-family home features three spacious bedrooms and two and a half baths, ideal for comfortable living. Step inside to find a blend of retro c...

Welcome to this spacious single-family home in Winthrop! Step into a large living room that flows into a formal dining room and an updated kitchen (2016). A full bath on the first floor adds convenience, and a cozy family room off the kitchen offers great bonus space. Step out to the deck and enjoy ...

Welcome to 509 Pleasant, where coastal charm meets modern chic. This 3 bed/2 bath cottage style home is located in the ideal spot for both beach and city lovers. It features a smart system including Nest thermostat and Ring doorbell, a newer roof, recessed lighting, two fireplaces, a walk-in closet,...

Nestled in the heart of Winthrop Head, this 4bed, 2bath Colonial blends timeless charm with a prime location just moments from multiple beaches and the scenic Winthrop Golf Club. Enjoy sweeping ocean views from the spacious front porch-an ideal spot for coffee or evening sunsets. Enter inside to a w...

Located near Yirrell Beach, this updated single-family home is ready for its next chapter. Inside, you'll find an open-concept layout with gorgeous hardwood floors that flow throughout. The modern kitchen is a standout, complete with a shiplap ceiling, granite countertops, and stainless-steel applia...

PRICE ADJUSTMENT! Priced to SELL! A traditional Whittemore style home in Winthrop's highly sought-after Maze neighborhood. This charming, oversized single family home offers plenty of room for everyone with 5 bedrooms, 2.5 baths and a fully finished basement with separate walkout. The living and din...

Charming seaside living awaits at 81 Lowell Road in Winthrop- this neighborhood is a hidden gem! This beautifully maintained 3-bedroom, 2-bath home blends classic character with modern updates like 2024 central HVAC. Enjoy a sun-filled living and dining room, updated kitchen with stainless steel app...

A spectacular hilltop home with unmatched 360Degrees views. A once-in-a-lifetime opportunity to own this exceptional hilltop property offering panoramic views of the Atlantic Ocean, Boston Harbor, Winthrop Harbor, and the Boston skyline. Ocean views from every room and all three decks make this hom...

Welcome to Winthrop by the Sea! Located off of Winthrop Beach, 46 Wave Way awaits you. Pull right in the oversized driveway & enjoy that ocean breeze! This 3 bed, 1.5 bath recently underwent significant renovations. From a new 3 zone HVAC system with all new plumbing & gas boiler. The new upstairs b...

Step into timeless charm with this stately 1896 Colonial Revival nestled on a corner lot. Brimming with original detail, this non-conforming two-family offers a flexible layout across 8+ elegant rooms. The grand staircase, French doors, high ceilings, and two fireplaces bring character and warmth th...

Welcome to this spacious center-entrance home in the highly desirable Maze neighborhood of Winthrop, 02152. This three-bedroom, one-and-a-half-bath home is brimming with charm, featuring beautiful original woodwork and a fantastic layout that offers plenty of space to entertain or simply stretch out...