Winthrop Homes with Other (See Remarks) Style

Welcome to Winthrop, Massachusetts, a charming coastal town nestled in Suffolk County, just a stone's throw from the bustling city of Boston. Known for its stunning waterfront views and vibrant community spirit, Winthrop offers a unique blend of small-town charm and urban convenience. With its picturesque beaches, scenic parks, and a rich history, this town is a hidden gem for those seeking a peaceful yet engaging lifestyle.

Winthrop boasts a variety of homes that cater to diverse tastes and lifestyles. From quaint bungalows to contemporary condos, the real estate landscape here is as varied as the residents who call it home. One standout feature of Winthrop's housing market is the availability of homes with unique styles that reflect the town's eclectic character. Whether you’re drawn to the classic New England architecture or more modern designs, you’ll find properties that offer not just a place to live, but a lifestyle to embrace.

The community is known for its friendly atmosphere, with local shops, restaurants, and recreational activities just a short walk or drive away. Families will appreciate the excellent schools and community programs, while outdoor enthusiasts will revel in the abundance of parks and waterfront activities.

In Winthrop, you’re not just purchasing a home; you’re investing in a vibrant community that embodies the essence of coastal living. Whether you’re a first-time buyer, looking to downsize, or seeking a summer retreat, Winthrop's diverse real estate options are sure to capture your heart. Come explore the charm of Winthrop, where your dream home awaits!

Newest Winthrop Homes with Other (See Remarks) Style

$659,000

2 Beds ⋅ 3 Baths ⋅ 73534743 MLS ⋅ ['Hutchinson Street Condominims'] BLDG.

Welcome to 21 A Hutchison Street Condominium. This new construction 1800 sf unit has two levels of living space. Main level features open floor plan for kitchen, living area, dining and office. Kitchen is equipped with stainless steal appliances, island with built in drawer microwave, granite countertops and backsplash. Main bedroom has on-suite bathroom and walk-in closet. Convenient in unit laundry area and half bathroom. Lower level features one bedroom with sitting area, generously sized private bathroom with free standing tub, walk in shower and double vanity. Unit includes 2 off street parking being one garage space and one tandem with electric car charging station.

21 Hutchinson Unit 1, Winthrop

Listing courtesy of Listing Agent: Jason Saphire from Listing Office: www.HomeZu.com.

$764,000

3 Beds ⋅ 3 Baths ⋅ 73530174 MLS

Welcome to coastal living at its finest in this truly unique and beautifully appointed townhome residence. Spanning three expansive levels, this exceptional three-bedroom, two-and-a-half-bath home seamlessly blends comfort, style, and privacy in the one and only seaside community of Winthrop 02152 Privately situated with its own separate entrance, this rare offering lives like a single-family home and features direct access to an enchanting secluded backyard retreat — a perfect escape for relaxing, entertaining, or enjoying quiet moments outdoors.Inside, thoughtfully designed living spaces are filled with natural light and offer the ideal balance of elegance and functionality. Just one block from the beach, enjoy the very best of coastal living while remaining only minutes from Boston, Logan Airport, and public transportation for an effortless daily commute.A

189 Shirley St Unit 1, Winthrop

Listing courtesy of Listing Agent: Nicole Bettano from Listing Office: Lantern Residential.

$855,000

3 Beds ⋅ 3 Baths ⋅ 73526371 MLS

This gut-renovated home delivers three levels of flexible living that is hard to replicate. The sun-filled entryway with built-in bench seating & ceiling fan sets a relaxed tone from the moment you walk in. The open main level flows seamlessly from the living room with hardwood floors, beamed ceilings, and built-in electric fireplace through the dining area with its own wine cooler and into a renovated kitchen with white beadboard cabinetry, quartz countertops, subway tile backsplash, and stainless appliances. The entire 2nd floor is dedicated to a private primary retreat, complete with two closets and a private en suite with glass shower. The sun-filled sitting room connects the suite to the 2nd-floor deck where ocean views make for the perfect spot for morning coffee or evening entertaining. A wood spiral staircase leads to the third-floor bedrooms tucked under vaulted ceilings. Corner lot with 2 driveways & the opportunity to expand the yard practically on the water in Pt. Shirley!

27 Billows St, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.

$950,000

4 Beds ⋅ 2 Baths ⋅ 73509670 MLS

Wake up every single morning to beautiful, unobstructed water views from this home; sitting proudly on a rare, oversized lot. Positioned directly across the street from the water, this property offers the ultimate coastal lifestyle with endless space to expand, entertain, or build your dream outdoor oasis. Inside, you will find a couple of freshly painted bedrooms to offer a clean start, while the rest of the home is a blank canvas ready for your design ideas and style updates to make this home into your dream coastal escape. Whether you're planning thoughtful updates or a full transformation this is a unique chance to secure both location and land in a premier seaside neighborhood. Bring your vision and unlock the full potential of this remarkable coastal property. Now offered at a new improved price, this is a great opportunity for an oversized lot and water views on the market. Washer, dryer, and refrigerator are being left as gifts!

118 Sunnyside Ave., Winthrop

Listing courtesy of Listing Agent: Donna Scalfani from Listing Office: William Raveis R.E. & Home Services.

$1,450,000

6 Beds ⋅ 6 Baths ⋅ 73499355 MLS

Set on a highly desirable corner lot at Sargent & Johnson Ave, this truly one of a kind home offers exceptional space and versatility. Welcoming foyer opens to a spacious living room, while the dining room features a covered porch with ocean views perfect for enjoying sunset evenings. The first floor also includes a bedroom and full bath, plus a kitchen with direct access to the backyard and one of two driveways. Just off the kitchen, a stunning glass walled sitting room overlooks the home’s standout feature: a large 40K gallon indoor in-ground pool. Additional highlights include a generous garage with expansion potential above. Second floor offers multiple baths, including a primary suite with private bath. The third floor functions well as an in-law suite with its own bedroom, full bath, and living area. Previously operated as a successful legal bed and breakfast, this property presents endless possibilities. Updates include roof 2023, newer pool liner. Perfect opportunity for ADU.

100 Sargent Street, Winthrop

Listing courtesy of Listing Agent: Elizabeth Ferrara from Listing Office: Cottage Hill Real Estate.

$599,000

3 Beds ⋅ 2 Baths ⋅ 73486365 MLS

Wonderful opportunity to own a coastal Winthrop home with tremendous potential. A welcoming mudroom opens to a spacious foyer and a large living and dining area with great flow for everyday living. A bonus front room offers flexible space for a home office, playroom, or an expanded open-concept layout. The kitchen leads directly to the back deck for warm-weather entertaining. Upstairs features two bedrooms, a smaller third bedroom, and a full bath. The lower level includes an opportunity to finish basement offering generous bonus space ideal for a family room, guest suite, gym, or creative studio. A small fenced-in backyard below the deck provides room for pets, gardening, or flexible outdoor use. Steps to the beach, coffee shops, restaurants, and public transportation, this home is sold as-is and ready for its next owner to bring their vision to life with meaningful long-term investment potential.

47 Highland Ave, Winthrop

Listing courtesy of Listing Agent: Elizabeth Ferrara from Listing Office: Cottage Hill Real Estate.

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