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119 Washington Ave, Winthrop
$1,995,000
5 Beds ⋅ 4 Baths ⋅ COMING SOON Status ⋅ 73594447 MLS ⋅ 3,686 SqFt.
Truly exceptional waterfront Victorian, with glorious views of Crystal Cove and direct private access to Boston Harbor and beyond, is historic yet fresh, sophisticated yet wonderfully livable! Head out on your boat to explore beaches and islands, restaurants and bars, or relax and enjoy spectacular water views from almost every room. The bespoke water-facing chef's kitchen, with a welcoming island, bar sink and beverage fridge, coffee bar, and suite of Bosch appliances, is an inviting place to gather, cook and linger. Adjacent, the family room beckons, sliding doors bring the outdoors in, and connect to a deck just steps to your own beach. Natural light changes with the day and seasons; the moody grays of winter will be perfectly offset by a cozy fire in the open living room. Naturally there's a dining room, inviting guests for memorable celebrations, family gatherings, and holidays! Upstairs five thoughtfully located bedrooms are paired with more water views, a roof deck, and three tiled baths with elevated finishes. Charming original details go hand-in-hand with the 2026 updates, including ducted heating and cooling, highly efficient replacement windows, on-demand hot water, 400-amp electrical, hardwood flooring, new kitchen and baths, and more. Bonuses include a two car garage awaiting your roof deck and a clean, dry lower level media room w/ high ceilings and potential for expansion! Close to restaurants, Winthrop Yacht Club, Winthrop Golf Course, five minutes to the blue line, 10 minute drive to Logan Airport and Boston. Enjoy coastal living with easy city access! Anticipated completion by November 15th.

119 Washington Ave, Winthrop

807 Shirley St, Winthrop
$865,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73579115 MLS ⋅ 1,564 SqFt.
A rare opportunity to own a lovingly cared for home in a truly special location! For over 50 years, the same owners have cherished this home, and it shows. Offering a flexible layout with first floor living, the main level features a spacious living room, dining room, and large eat-in kitchen, all with beautiful hardwood floors. A first floor bedroom and full bath provide the convenience of single level living. Just off the kitchen, a bright and inviting three season sunroom offers large windows and a peaceful place to relax while taking in spectacular sunsets over the city. Mini-splits on the first floor provide comfortable cooling, while the second level is equipped with central air.Upstairs are two additional cozy bedrooms and a half bath. The finished basement provides additional living space along with a three quarter bath and walk out access to the yard. Step outside to a spacious, private yard featuring a stone patio and garden perfect for entertaining, gardening, or simply enjoying the outdoors. Perhaps one of the property's most unique features is its **riparian rights for a dock**, with this being one of only two remaining homes on the street believed to retain these rights.Enjoy the best of coastal living with the beach just across the street, where you can watch beautiful sunrises, and sunsets from your own backyard. The ferry is also within walking distance, offering an easy commute into the city or a convenient way to head in for dinner and an evening out. Numerous updates provide peace of mind, including windows (2018), mini-splits (2019), water heater (2023), and roof (2008). A wonderful opportunity to own a home with character, history, outdoor space, and an exceptional waterfront lifestyle.

807 Shirley St, Winthrop

1 Seal Harbor Unit 916, Winthrop
$699,999
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73576630 MLS ⋅ 1,417 SqFt.
Now is the moment to discover Seal Harbor, where a fresh energy is taking shape as amenity-rich spaces are reimagined, expansive common areas invite new possibilities, and beautifully renovated residences are bringing renewed vibrancy to a waterfront community that pairs generous living with exceptional access to the city and beyond. A dramatic price reduction makes this turnkey, penthouse-level corner residence an especially compelling opportunity, with sweeping Atlantic Ocean views, designer finishes, and a refined coastal sensibility throughout. Fully renovated in 2023, this sophisticated 2BR/2BA home is bathed in natural light from oversized windows and features a private top-floor balcony, white oak hardwood floors, a custom built-in window seat, and an elegant inlaid foyer illuminated by skylight and recessed lighting. The beautifully updated kitchen blends soapstone countertops, stainless steel appliances, a striking blue glass backsplash, and a sunlit breakfast nook, while the ocean-facing primary suite offers a serene retreat with a spa-inspired walk-in shower, custom vanity, and intricate tilework. The second bedroom features a brand-new custom walk-in closet and pocket-door access to a full bath, while the welcoming entry foyer includes a built-in bench and convenient laundry closet. Additional storage and deeded garage parking space D8 complete this polished, move-in-ready offering. Residents enjoy a resort-style collection of amenities including an in-ground pool, tennis courts, fitness center, sauna, game room, clubhouse, concierge, and security, all just moments from Winthrop Beach, marinas, dining, shopping, public transportation, and effortless connections to Boston and travel beyond.

1 Seal Harbor Unit 916, Winthrop

194 Washington Ave Unit 4, Winthrop
$540,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73575716 MLS ⋅ 756 SqFt.
Welcome to coastal living at its best — where ocean views meet beautiful golf course views, and the beach is just a five-minute walk from your front door.Fully rebuilt in 2025, this exceptional first-floor 2-bedroom, 2-bath residence offers the rare combination of brand-new luxury, thoughtful design, and an incredible Winthrop-by-the-Sea location. Every detail was carefully considered, creating a home that feels elegant, comfortable, and effortless.Step inside to gleaming hardwood floors, beautiful natural light, and an inviting open living space. The chef’s kitchen is beautifully designed with quality finishes, generous workspace and storage, creating a perfect setting for cooking, entertaining, or simply enjoying a quiet morning at home.The spacious primary suite is its own private retreat, complete with a beautifully designed spa-like bathroom. A second bedroom and full bath offer flexibility for family, guests, or a home office. Both bathrooms have been finished with the same attention to quality, comfort, and detail found throughout the home.And the beauty goes far beyond what you see. The home was completely rebuilt with modern comfort in mind, including hypoallergenic hydro-air heating and cooling, tankless hot water, high-quality systems and finishes, and thoughtful details throughout. This is not a quick renovation — it is a home where everything was considered and done with care.First-floor living makes the home especially convenient, and one dedicated parking space completes the package.But perhaps the best feature is the lifestyle.Wake up by the sea. Walk five minutes to the beach. Enjoy beautiful ocean and golf course views and the peaceful atmosphere of a coastal community, all while remaining incredibly close to Boston.2 bedrooms. 2 full baths. Primary suite. Spa-like bathrooms. Chef’s kitchen. Gleaming hardwood floors. One parking space. First-floor living. Ocean and golf course views. Fully rebuilt in 2025.A beautifully rebuilt coastal home in an extraordinary location — sophisticated, comfortable, and surrounded by the magic of Winthrop by the sea. Ferry to downtown is 3 min walk.

194 Washington Ave Unit 4, Winthrop

194 Washington Ave Unit 2, Winthrop
$575,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73575711 MLS ⋅ 912 SqFt.
Welcome to coastal living at its best — where ocean views meet beautiful golf course views, and the beach is just a five-minute walk from your front door.Fully rebuilt in 2025, this exceptional first-floor 2-bedroom, 2-bath residence offers the rare combination of brand-new luxury, thoughtful design, and an incredible Winthrop-by-the-Sea location. Every detail was carefully considered, creating a home that feels elegant, comfortable, and effortless.Step inside to gleaming hardwood floors, beautiful natural light, and an inviting open living space. The chef’s kitchen is beautifully designed with quality finishes, generous workspace and storage, creating a perfect setting for cooking, entertaining, or simply enjoying a quiet morning at home.The spacious primary suite is its own private retreat, complete with a beautifully designed spa-like bathroom. A second bedroom and full bath offer flexibility for family, guests, or a home office. Both bathrooms have been finished with the same attention to quality, comfort, and detail found throughout the home.And the beauty goes far beyond what you see. The home was completely rebuilt with modern comfort in mind, including hypoallergenic hydro-air heating and cooling, tankless hot water, high-quality systems and finishes, and thoughtful details throughout. This is not a quick renovation — it is a home where everything was considered and done with care.First-floor living makes the home especially convenient, and one dedicated parking space completes the package.But perhaps the best feature is the lifestyle.Wake up by the sea. Walk five minutes to the beach. Enjoy beautiful ocean and golf course views and the peaceful atmosphere of a coastal community, all while remaining incredibly close to Boston.2 bedrooms. 2 full baths. Primary suite. Spa-like bathrooms. Chef’s kitchen. Gleaming hardwood floors. One parking space. First-floor living. Ocean and golf course views. Fully rebuilt in 2025.A beautifully rebuilt coastal home in an extraordinary location — sophisticated, comfortable, and surrounded by the magic of Winthrop by the sea. Ferry to downtown is 3 min walk.

194 Washington Ave Unit 2, Winthrop

194 Washington Ave Unit 3, Winthrop
$825,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73575705 MLS ⋅ 1,780 SqFt.
Private Deck(400 sq ft ) with full purchase price! Welcome to coastal living at its best — where ocean views meet sweeping golf course views, and the beach is just a five-minute walk from your front door.Fully rebuilt in 2025, this exceptional 3-bedroom, 3-bath residence offers the rare combination of brand-new luxury, thoughtful design, and an incredible Winthrop-by-the-Sea location. Every detail was carefully considered, creating a home that feels elegant, comfortable, and effortless.Step inside to gleaming hardwood floors and beautiful natural light flowing through the open living space. At the heart of the home is a chef’s kitchen with a large center island, quality finishes, and plenty of room to gather, cook, entertain, or simply enjoy your morning coffee while taking in the surroundings.The layout features TWO primary suites, each with its own beautifully designed, spa-like bathroom — private retreats with the feeling of a boutique hotel. Three full bathrooms throughout the home are finished with the same attention to quality and detail.And the beauty goes far beyond what you see. The home was rebuilt with modern comfort in mind, including hypoallergenic hydro-air heating and cooling, tankless hot water, high-quality systems and finishes, and thoughtful details throughout. This is not a quick renovation — it is a home where everything was considered and done with care.Two garage parking spaces complete the package — an incredible luxury so close to the ocean.But perhaps the best feature is the lifestyle.Wake up to ocean and golf course views. Walk five minutes to the beach. Spend your mornings by the water and your evenings watching the light change over the coast. Enjoy the peaceful feeling of a seaside community while remaining just minutes from Boston.3 bedrooms. 3 full baths. Two primary suites. Two garage spaces. Chef’s kitchen. Spa-like bathrooms. Ocean views. Golf course views. Fully rebuilt in 2025.A beautifully rebuilt home in an extraordinary location — sophisticated, comfortable, and surrounded by the sea. Water ferry to downtown is 3 min walk

194 Washington Ave Unit 3, Winthrop

1 Seal Harbor Rd Unit 413, Winthrop
$549,999
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73564816 MLS ⋅ 1,205 SqFt.
Welcome to coastal living at its finest at the highly desirable Seal Harbor One. Perched on the fourth floor, this spacious and thoughtfully designed 2-bedroom, 2-bath residence offers an ideal layout with private bedroom suites, each featuring its own full bathroom and generous walk-in closet. Set on a stunning peninsula surrounded by the Atlantic Ocean, Seal Harbor offers a truly unique lifestyle where beautiful grounds, ocean breezes, and even visiting seals create a peaceful everyday retreat. Enjoy resort-style amenities including an outdoor pool complete with kitchen and bbqs, on-site concierge, basement gym & exercise room with sauna, a lobby card room, a Penthouse Clubroom and meeting space complete with kitchen, extra cage storage, jogging trails, gazebo, beach, extra surface parking for guests, and the convenience of underground garage parking so you can stay protected from the elements year-round. Your monthly fee includes water, sewer, master insurance, maintenance of exterior, road, and landscaping; snow removal, refuse removal, and a professional management company. Cose to shops, restaurants, public transportation, Winthrop beach, Deer Island walking and bike paths. Take MBTA transit from Orient Heights or drive to Logan Airport and downtown Boston. This is a rare combination of ocean views, garage parking, and full-service amenities. Whether you are relaxing at home or enjoying the breathtaking waterfront surroundings, this is seaside condominium living at its best.

1 Seal Harbor Rd Unit 413, Winthrop

1 Seal Harbor Rd. Unit 615, Winthrop
$549,999
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73561782 MLS ⋅ 1,203 SqFt.
PRICE IMPROVED + $5,000 SELLER CONCESSION! Now offered at $549,999 this waterfront condo at One Seal Harbor comes with $5,000 back to the buyer, to use however works best for you. Put it toward closing costs, buy down your interest rate to lower your monthly payment, take it as a $5,000 credit to repaint in your own colors, or use any combination of the three.Enjoy direct ocean views from this sixth-floor, 2-bedroom, 2-bath home with 1,203 square feet of single-level living. The open living and dining layout flows out to a private balcony overlooking the water. It's the perfect spot for morning coffee or watching the sunset. Brand-new hardwood floors run throughout, and you also get in-unit laundry and central heat and air.The unit comes with one garage parking space plus on-site storage. One Seal Harbor offers a resort-style lifestyle with a concierge, pool, tennis courts, fitness center, sauna and steam room, clubroom, and beach access. The condo fee of $879/month covers water, sewer, building insurance, landscaping, snow removal, and professional management.You're just minutes from Winthrop Beach and the Deer Island walking trails, with a quick drive to Logan Airport and downtown Boston. At the new price, with $5,000 in buyer flexibility, this is one of the best values on the Winthrop waterfront. Schedule your private showing today!Seller concession subject to lender approval and guidelines. Select photos have been digitally enhanced or virtually staged for illustrative purposes. Buyer to verify square footage and all information.Select photos have been digitally enhanced or virtually staged for illustrative purposes.

1 Seal Harbor Rd. Unit 615, Winthrop

3 Seal Harbor Rd Unit PH33, Winthrop
$1,230,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73560746 MLS ⋅ 1,913 SqFt.
Experience elevated waterfront living in this stunning 3 bedroom, 3 bath penthouse at the prestigious Seal Harbor III. This exceptional two-level residence features a spacious open-concept floor plan designed to maximize natural light and showcase its spectacular waterfront setting. Entertain effortlessly or simply relax on the massive private deck, offering the perfect space to enjoy ocean breezes and breathtaking views. The kitchen boasts SS appliances, granite counters, Poggenpohl cabinetry and a breakfast bar. Enjoy the beautiful views while cooking. This 2 level unit offers the flexibility of a first floor bedroom and/or office. Nice open staircase. Lovely primary bedroom with en suite. There is a separate jacuzzi room which could become a home office if one chooses to do so. Seal Harbor III offers an unmatched lifestyle with exceptional amenities, including 24/7 concierge, a beautiful fireplaced lobby, an indoor heated pool and hot tub, a recently renovated fitness center, sauna, rooftop deck with panoramic views, outdoor swimming pool, tennis courts and multiple private resident gathering spaces. Additional highlights include a rare heated two-car garage, G9 and G11. Ideally located in the seaside community of Winthrop, you'll enjoy the tranquility of waterfront living while being just minutes from Logan Airport and downtown Boston, providing the perfect balance of coastal charm and city convenience. LUXURY, LOCATION, AND LIFESTYLE come together in this extraordinary waterfront Penthouse.

3 Seal Harbor Rd Unit PH33, Winthrop

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