Downtown Winthrop, MA homes for sale & real estate

Downtown Winthrop, MA Homes for Sale

This two-level corner unit offers a rare blend of comfort and convenience in a well-constructed building just minutes from Boston. The open layout features a modern kitchen, gas fireplace, and hardwood floors throughout, with a freshly painted interior that feels move-in ready. Two outdoor spaces—a private roof deck and patio—extend your living options, while deeded parking plus abundant visitor parking add everyday ease. The home includes a full bath, half bath, and in-unit washer/dryer for practicality. Enjoy a short commute to downtown Boston, Logan Airport, and oceanfront access, making this location ideal for both work and leisure.

Downtown Winthrop, MA Homes for Sale

Borrowing inspiration from Nantucket and Martha's Vineyard, this single family home in the seaside town of Winthrop is a classic coastal New England residence. Recently renovated, this three bedroom, two bath home is impeccably designed; from the fireplace that first greets you in the living room to the soaking tub in the spa-like bathroom. An overly spacious kitchen with quartz countertops and stainless steel appliances lends itself to great times cooking and entertaining with friends and family; and the primary bedroom suite is the perfect cozy retreat. Located in the desirable "Maze' area, this home is close to several beaches, quaint shops and restaurants in Winthrop's Center and j

Downtown Winthrop, MA Homes for Sale

Welcome to the Highlands, Winthrop’s most coveted neighborhood- where modern design meets sweeping Boston views. This newly built two-family sits high on the hill with sunlit interiors, wide white oak floors, and timeless details throughout. The main unit offers an open layout with living room and fireplace, Thermador-Pro kitchen with island, beverage bar, and pantry, plus a dining area opening to a skyline deck. A first-floor bedroom, full bath, and mudroom add versatility. Upstairs features three bedrooms, including a luxe primary suite with Juliet balcony, walk-in closet, and spa bath with steam shower, soaking tub, heated floors, and double vanity. The lower-level one-bedroom unit

Downtown Winthrop, MA Homes for Sale

Exciting opportunity to own a home w/ ADU within walking distance to the ocean! Or enjoy views of the Boston skyline from patio. Located in Winthrop Highlands this home has been renovated on 4 levels. Natural light pours into every room. The front hall embraces details from its period. First floor features a custom kitchen quipped w/ oversized island, ample cabinetry, SS appliances and granite counters. Large living room leads to dining rm making perfect entertainment space. Heated entry rm w/ gas vented stove is perfect for mudroom or reading rm while enjoying hardscape. Half bath w/ laundry. 2nd Floor has den, 2-3 large bedrms and renovated custom bathroom w/ tile shower and radiant heate

Downtown Winthrop, MA Homes for Sale

Dramatic oceanfront retreat! This spectacular, fully renovated 2-bed, 2-bath ranch offers panoramic water views from every room. Vaulted ceilings enhance the open-concept living room, leading to a chef’s kitchen with custom cabinetry and stone counters. Relax year-round in the sun-drenched 4-season sunroom or entertain on the ocean-facing lawn. Finished basement offers flexible living space for a media room, guest suite, or home office. Wake up to the sound of waves and end each day with vibrant sunsets. Situated on a 0.28-acre lot with future expansion potential. Whether you're looking for a primary residence or weekend escape, this home is your ticket to beachfront living with eleva

Downtown Winthrop, MA Homes for Sale

Steps to the BEACH. Minutes to BOSTON. Seconds to fall in LOVE. This isn’t just a condo - it’s a whole new pace of life. Welcome to 23 Trident Ave where you have the opportunity to make your home ownership dreams a reality. This beautiful 4 Bed 1 Bath unit with a heated bonus room has been meticulously maintained. Spacious kitchen with ample cabinet space, granite counters, stainless appliances and recessed lighting. This unit also boasts Central A/C, in unit Laundry, a 10x10 storage room basement Storage, and 1 off street parking spot. What's not to love? It's time to stop paying someone else's mortgage and start being the captain of your own ship or you can have people paying