Winthrop, MA homes for sale & real estate

Winthrop, MA Homes for Sale

Coastal charm meets timeless elegance in this spacious 3-bedroom, 2-bath first-floor condo just moments from Winthrop’s stunning shoreline. Nestled within a beautifully maintained Victorian, this one-of-a-kind home blends historic character with everyday convenience. From the moment you enter, you’ll appreciate the soaring ceilings, intricate dental crown molding, sunlit bay windows, and ornamental fireplace. Thoughtful updates pair seamlessly with vintage features, including pocket doors, gleaming wood floors, in-unit laundry and ample storage tucked discreetly. Step outside and enjoy your own gardened yard-ideal for those who love light gardening or simply savoring the sea br

Winthrop, MA Homes for Sale

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 Revolutionary War as a fortification point to best view the British Ships in the ocean and Boston Harbor—commemorated today by a historic marker at the front of the property. Fully updated and move-in ready. This home features: whole-house A/C, a cozy wood stove insert, spacious main suite wi

Winthrop, MA Homes for Sale

Beautiful corner end-unit condominium in the desirable Nautilus Building offering panoramic views of Boston, the marina, Winthrop Yacht Club, and Elks from every room. This spacious 2-bedroom, 2-bathroom condominium features a private balcony that spans the entire length of the unit, perfect for relaxing and watching the boats go by. Inside this bright and airy unit, is a white kitchen, hardwood floors and large open-concept living and dining area ideal for entertaining. Both bedrooms are spacious with ample closets and one includes an en-suite bath Enjoy the breeze from the ocean or comfort from your built in air conditioning. The professionally managed Nautilus Condominium is an elevator

Winthrop, MA Homes for Sale

Come look at this duplex 2-unit home in a prime location. The property is a great opportunity for investors looking to grow their portfolio in a strong rental market or the savvy owner looking to live in the property and enjoy rental income from the other unit. Other opportunities include conversion to condos or to a single residence. The larger unit at #86 has 8 rooms in total, 3 bedrooms, 1.5 baths, beautiful oak fireplace, 2nd fl laundry room, enclosed front porch, its own basement and attic. The other unit at #88 has 5 rooms in total, 2 bedrooms, 1 bathroom, side deck, enclosed front porch, its own attic and basement. The large back yard and mature plantings offer lovely green space and