Winthrop, MA Houses 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

Atiyeh Cassidy Blue Sky Realty

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 a 4,000 sq ft lot. This residence features 8 rooms, providing ample space for comfortable living.

Stephen Visco East Coast Realty, Inc.

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

Christine Goldstein Lyv Realty

A spectacular hilltop home with unmatched 360 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 home truly one of a kind. Steeped in history, this site was purposely chosen by Patriot troops during the

Sharon Tallent Compass

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 with paned windows, a fireplace, and graceful flow. Updated with a new roof, efficient gas heat,

Susan Doig Charlesgate Realty Group, llc

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 full bath has a jetted tub and separate shower! There are beautiful wood floors throughout. Love

James Polino Compass

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 a generous, fenced-in yard—perfect for outdoor entertaining or relaxing. Upstairs, you'll find four

The Reference Group Reference Real Estate

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 appliances-perfect for daily living and entertaining. The first floor offers one bedroom and a versatile

Leighann Eruzione Lantern Residential

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 dining room lend itself to a classic New England design, complete with hardwood flooring, bay windows

Ed Deveau Century 21 Mario Real Estate

AN OCEANFRONT OASIS. 2BR/2BA + 2 GARAGE SPACES! Open living and dining area with triple-wide glass door leads to a private balcony with panoramic and captivating water views. Kitchen has cherry-finished cabinets, oak floors, SS appliances, granite, & countertop seating w/lighted glass brick design. Main BR has en-suite Bath w/step-in shower, walk-in closet & dressing area. Great design situates

Charles Roderick eXp Realty

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 ocean views and abundant natural light. Beautiful oak hardwood floors enhance the interior, while

James Polino Compass

Step back in time, a stately 19th-century home ready to be restored and reimagined. This 4-bedroom, 1.5-bath residence 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 just minutes from the Winthrop Golf Club, High School, and the coastal beauty of Boston’s

Ronda Cogliano Century 21 North East

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 renovated full bath. The second bedroom includes in-unit laundry for added convenience. Step out to a

Elizabeth Ferrara Cottage Hill Real Estate

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 steel appliances and quartz countertops, a brand new master bathroom with a walk in shower

Andrew Pike The Persac Group, LLC

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 willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

Tyler Scaglione Cameron Real Estate Group

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 bedroom, sellers are including the architectural plans. The main level boasts new appliances,

Jenny Golic Lantern Residential

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 bathroom offers marble tile & heated floors. It includes an oversized hydro tub & walk in shower.

Mark Sciaraffa Sciaraffa Real Estate, LLC

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 and relax.Inside, you’ll find a traditional dining room, a cozy fireplace, and a lower-level

Nicole Bettano Lantern Residential

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 charm and modern convenience. The spacious mezzanine living room has soaring ceilings and is open to

Harry Silverstein Keller Williams Realty Boston Northwest