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$410,000
2 Beds 1 Baths NEW Status 73555750 MLS 902 SqFt.
Coastal living at its best! Just steps from the beach, this beautifully maintained 2-bedroom, 1-bath condominium offers the perfect blend of charm, comfort, and convenience. The bright, open-concept living and dining area flows seamlessly into a spacious kitchen featuring rich cabinetry, granite countertops, and large penninsula—ideal for entertaining. A sun-filled enclosed porch provides the perfect spot to enjoy your morning coffee or unwind after a day by the ocean. Additional highlights include low condo fees, ample street parking, generous private dry storage in the basement, and a small four-unit association. Whether you're looking for a year-round home, weekend retreat, or investment opportunity, this move-in ready condo offers an unbeatable location just moments from Winthrop's beaches, restaurants, and Boston.

25 Winthrop Shore Drive Unit 1, Winthrop

$859,900
2 Beds 2 Baths ACTIVE Status 73554136 MLS 1,674 SqFt.
A rare offering at the prestigious Seal Harbor III, this exceptional corner residence captures breathtaking panoramic water views from an expansive, light filled interior and a private balcony - perfect for enjoying morning coffee, evening sunsets, or simply taking in the every changing waterfront scenery. Completely reimagined with a full gut reno in 2010, the home showcases timeless design, an open concept floor plan, and impeccable craftsmanship throughout. Thoughtfully curated with luxurious finishes and custom details, the residence is designed for both elegant entertaining and effortless everyday living. The spa-inspired primary bath features a steam shower, while the versatile second bedroom-equally suited as a den or private office-is enhanced by a striking custom leather accent wall. Seal Harbor III offers an unmatched lifestyle with exceptional amenities, including 24 hour concierge, deeded garage parking 2 spots tandem(D41T), outdoor/guest parking, heated indoor pool/hot tub, outdoor pool, storage closet, clubhouse, tennis courts and so much more.

3 Seal Harbor Unit 336, Winthrop

$749,995
2 Beds 2 Baths ACTIVE Status 73553054 MLS 1,414 SqFt.
Step inside and you'll immediately understand why this residence is unlike any other at Seal Harbor. Thoughtfully redesigned with timeless finishes and meticulously maintained, every detail has been curated to create an exceptional coastal retreat. Wake up to panoramic ocean views and unwind each evening with spectacular sunsets from your private covered balcony, where the fresh salt air and endless water views become part of your everyday lifestyle. The stunning open-concept kitchen is the heart of the home, featuring custom cabinetry, premium appliances, an oversized entertaining island with a built-in wine refrigerator, and designer finishes throughout. Retreat to the luxurious primary suite with a custom spa-inspired bath showcasing an oversized steam shower. Beyond your front door, enjoy concierge service, garage parking, a beautifully renovated lobby and elevators, fitness center, game room, and an oceanfront pool that feels like a private resort. Perfectly located just minutes to Boston, Logan Airport, the Winthrop Ferry, beaches, restaurants, and walking paths, this is coastal luxury at its finest.

1 Seal Harbor Unit 700, Winthrop

$499,900
1 Beds 1 Baths ACTIVE Status 73551484 MLS 947 SqFt.
Wake up to SPECTACULAR SUNRISES over the Atlantic and fall asleep to the soothing sound of OCEAN WAVES in this affordable OCEANFRONT UNIT at Seal Harbor Condominiums! Offering UNOBSTRUCTED OCEAN VIEWS from EVERY ROOM, this beautifully maintained home delivers the ultimate coastal lifestyle while being a short drive to Boston & Logan Airport! Gleaming HW FLOORS flow throughout the OPEN CONCEPT LIVING & DINING AREAS, where a PRIVATE BALCONY provides the perfect setting to relax w/the ocean as your backdrop. The updated kitchen features SS APPLIANCES, GRANITE counters, w/a FULL HEIGHT BACKSPLASH complementing the stylish cabinetry. A SPACIOUS BEDROOM & UPDATED FULL BATH with a wall of closets complete the space. Experience RESORT STYLE LIVING w/exceptional amenities including an inground pool, fitness center, sauna, steam room, tennis courts, clubhouse, beautifully manicured gardens w/a gazebo, scenic oceanfront walking paths, recreational facilities & the convenience of a 24/7 concierge!

1 Seal Harbor Unit 210, Winthrop

$994,000
5 Beds 3 Baths UNDER AGREEMENT Status 73541368 MLS 2,564 SqFt.
Experience coastal living at its finest at 156 Locust Street. Just steps from the beach, this beautifully renovated 5-bedroom, 3-bathroom home offers over 2,500 square feet of stylish living space with ocean views and exceptional indoor-outdoor living. Renovated in 2022, the home blends modern luxury with timeless coastal charm. The stunning primary suite provides a private retreat, while a versatile first-floor fifth bedroom offers flexibility as a home office, bonus room, guest space, or playroom. Enjoy central air, sun-filled living spaces, and seamless access to the private fenced backyard and expansive deck, perfect for entertaining or relaxing after a day at the beach. Recent updates include heating systems (2024 & 2025), a hot water heater (2025), and upgraded 200-amp electrical service. Wake up to ocean views from the front balcony and enjoy a turnkey coastal lifestyle in one of Winthrop's most desirable seaside locations.

156 Locust St, Winthrop

$1,499,000
5 Beds 3 Baths ACTIVE Status 73541145 MLS 2,889 SqFt.
Every evening, the harbor turns amber from the west, 516 Pleasant Street has a front-row seat. A one-of-a-kind home set along Winthrop's harbor front with direct water access, a concrete seawall, and a private boat launch, (all outside the flood-zone by the way!!) this residence offers a lifestyle that cannot be assembled from scratch in today's coastal market. The rights to rebuild a pier remain intact, a dormant asset in a harbor where private moorings are nearly impossible to find. The units span 2,889 square feet across three floors, and this home could easily be transformed into the single-family of your dreams. An in-ground pool, roof deck, sunroom with gas stove, and west-facing harbor views complete the picture.Close to logan sirport, Rt 1A, ferry service to Boston, parks, summer farmers market and more!

516 Pleasant St, Winthrop

$619,900
2 Beds 2 Baths CONTINGENT Status 73540416 MLS 1,241 SqFt.
Rarely available corner unit at the ultra desirable Seal Harbor Condominiums. Enjoy sweeping views of the Atlantic Ocean and beyond from the comforts of your own living room. This two-bedroom, two-bath unit boasts oversized windows and glass sliders with unobstructed ocean views and great natural light, hardwood floors, updated kitchen and bath, in-unit laundry hook-ups, extra storage space and a deeded garage spot. Enjoy the many amenities that Seal Harbor has to offer including a private, in-ground swimming pool, tennis courts, in-building fitness center, sauna, game room, clubhouse & 24/7 concierge and security services. Great waterfront location that is just steps to Winthrop Beach and close to dining, shopping, boating and public transportation. Minutes to Downtown Boston and Logan Airport. Great opportunity to be moved in this summer and enjoy luxury New England coastal living.

1 Seal Harbor Road Unit 116, Winthrop

$485,000
1 Beds 2 Baths ACTIVE Status 73535636 MLS 591 SqFt.
Stunning water views from every angle make this exceptional condo truly one of a kind. Enjoy breathtaking sunsets over the Boston skyline and harbor from the comfort of your own home. Nestled in the charming seaside community of Winthrop, you'll experience the perfect balance of coastal living and city convenience. The ferry is just one block away, offering a scenic and stress free commute to Boston. Unit features tasteful upgrades, including a custom kitchen marble backsplash, quartz countertop and boasts not one, but two private decks featuring Trex decking. Unit 7 is widely considered the premier residence in the building, featuring the largest private waterfront-facing deck an ideal setting for morning coffee, outdoor dining, or simply taking in the spectacular views. Vinyle double hung windows with thermopane glass. Just in time for summer, this rare offering presents an incredible opportunity to enjoy, waterfront living at its finest.

600 Shirley St Unit 7, Winthrop

$615,000
2 Beds 2 Baths ACTIVE Status 73535066 MLS 1,203 SqFt.
Seal Harbor I Gorgeous ocean views from this sunny corner 8th-floor unit. Spacious living room with slider to a private balcony-This home features two comfortable bedrooms with large closets and beautiful views, a well-appointed kitchen with ample cabinetry and updated appliances, plus a newer washer/dryer. Enjoy resort-style amenities including an in-ground heated pool, fitness area, and a private walking path along the ocean. Winthrop offers miles of beaches, the Deer Island walking path, yacht clubs, golf, great restaurants, and easy access to Boston and Logan Airport. Includes underground parking space D11. If you love coastal living, you will love it here.......Open House Saturday and Sunday July 25 & 26 12:00–1:30

1 Seal Harbor Rd Unit 815, Winthrop

$385,000
2 Beds 1 Baths ACTIVE Status 73534695 MLS 677 SqFt.
Welcome to coastal living at its best. HOA FEE INCLUDES HEAT & HOT WATER! This top-floor corner 2-bedroom condo offers ocean views & an ideal vantage point overlooking the water, bringing in incredible natural light throughout. Hardwood floors run throughout the living area, while the kitchen features granite countertops, stainless steel appliances, & ample storage. Recent upgrades include appx. $10K in custom built-ins & thoughtfully designed closet systems to maximize storage & functionality throughout the home. The open living & dining space creates an inviting setting for everyday living or entertaining. Both bedrooms offer generous space, while in-unit laundry provides everyday convenience. Enjoy a professionally managed, well-maintained building with many recent improvements such as a new roof & whole building water heater/boiler. Deeded parking, large locked deeded storage unit, two bus lines incl. a stop at the top of the street w/ direct Blue Line access, ferry access, & walkable walkable restaurants complete this ideal coastal lifestyle

53 Trident Ave Unit 301, Winthrop

$750,000
4 Beds 3 Baths ACTIVE Status 73534235 MLS 2,700 SqFt.
Steps from the shore, this corner lot offers coastal living w a wide, expansive front porch perfect for catching the harbor breeze or entertaining. This move-in ready home features 2,700 sq.ft. of spacious living and an unbeatable beachside location. The interior boasts hardwood floors throughout most of the home, featuring four bedrooms and 2.5 bathrooms. Additionally, a finished third floor offers a versatile space for a home office or yoga studio, while the finished lower level is perfect for a home gym . The airy first floor features 8' ceilings and a seamless flow between the fireplaced living and dining rooms. The kitchen comes fully equipped with granite countertops, and the upper levels offer bedrooms with select water views. The property includes a driveway and a one-car garage. It is ideally situated just steps from the beach, parks, dining, and the MBTA water shuttle, providing easy access to Boston's Waterfront, the Seaport, and Logan Airport. Minutes into Boston.

546 Shirley St, Winthrop

$578,000
2 Beds 2 Baths ACTIVE Status 73534065 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 a large outdoor pool, basement gym with sauna, extra storage, and the convenience of underground garage parking so you can stay protected from the elements year-round. 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

$775,000
2 Beds 2 Baths ACTIVE Status 73532729 MLS 1,417 SqFt.
Turnkey corner PENTHOUSE unit in Seal Harbor with $5k credit if UAG by 7/20! Offering sweeping Atlantic Ocean views from a private top-flr balcony this 2023 renovated 2BR/2BA residence showcases oversized windows that flood the living area with natural light, built-in window seat, white oak HW floors throughout, and an elegant inlay foyer detail beneath skylight/ recessed lighting. Updated kitchen features soapstone counters, SS appliances, blue glass backsplash + sunny breakfast nook. Ocean-facing primary suite offers a walk-in spa shower, custom vanity/detailed tile work. 2nd bedroom provides flexibility w/ walk-in closet area and pocket-door access to a full bath. Entry foyer includes built-in bench + laundry closet. Add’l storage and deeded garage D8 spot. Enjoy an exceptional coastal lifestyle with resort-style amenities: in-ground pool, tennis cts, fitness ctr, sauna, game rm, clubhouse and concierge/security. Near Winthrop Beach, marinas, dining, shopping/ public transit

1 Seal Harbor Unit PH16, Winthrop

$855,000
4 Beds 3 Baths UNDER AGREEMENT Status 73530429 MLS 2,447 SqFt.
Spacious 4-bed, 2.5-bath single-family home in Winthrop—where coastal living meets effortless access to Boston. Set near Belle Isle Marsh, enjoy kayaking in calm waters, nearby ocean beaches, yacht clubs, and a scenic seaside golf course—all part of Winthrop’s rare small-town feel. Easy access to the major route in town means smoother, lower-traffic commutes in and out of the city. Inside, sun-filled living areas, a bright kitchen, a separate bonus family room, and a finished lower level with bar and fireplace offer flexible space for entertaining and everyday living. A large fenced yard adds privacy and room to relax, while owned solar panels provide energy efficiency and long-term savings. A standout opportunity combining lifestyle, convenience, and value.

143 Morton St, Winthrop

$499,000
2 Beds 1 Baths ACTIVE Status 73529631 MLS 1,006 SqFt.
Ultimate beachside living awaits in this stunning top-floor condo with direct ocean views and two private decks! Located across from Winthrop Beach, you can wake up to the sights and sounds of the Atlantic right from your bed. The sun-drenched interior features high ceilings, hardwood floors, and an abundance of windows that flood almost every room with natural light and ocean breezes. The layout boasts an updated, functional eat-in kitchen and a modernized bathroom. For added flexibility, a lower-level bonus room with a large walk-in cedar closet makes the perfect home office or guest space. Convenient amenities include deeded parking and in-unit laundry. Whether you are sipping morning coffee on the deck listening to the waves or enjoying a stroll along the shore, this stylish coastal retreat makes every day feel like a vacation—all just minutes from downtown Boston!

52 Trident Ave Unit 52, Winthrop

$1,300,000
3 Beds 2 Baths UNDER AGREEMENT Status 73529299 MLS 2,214 SqFt.
Panoramic breathtaking views offered with this oceanfront Contemporary home via wall of windows & sliders across the front! From the foyer, step down to the living room with fireplace, cathedral ceiling, sliders to deck overlooking the ocean! The dining room also offers large ocean views with slider to deck & is open to the kitchen designed for both functionality & gathering with a convenient peninsula. The main level full bath is spacious with sauna, whirlpool tub, laundry. The 2nd floor main bedroom has walk-in closet, sink and stunning views plus access to loft area on the third level with storage, unfinished room. Two additional bedrooms, full bath & loft area perfect for home office complete the 2nd floor. Beyond the interior, a large deck extends across the front of the home. Unfinished basement with potential for expansion with bonus room & is plumbed for a bath. Paved drive for off street parking, access to beach from lower level. Enjoy the seasons from your ocean front home!

32 Faun Bar Avenue, Winthrop

$999,888
5 Beds 2 Baths ACTIVE Status 73529063 MLS 2,635 SqFt.
NEWLY PRICED! PRICED TO SELL! Rare waterfront two-family in Winthrop's sought-after Cottage Park neighborhood, offering stunning views of the Bay, Harbor, marsh, and ocean, a lifestyle feature you simply can't replicate at this price point. Built in 1920, this classic 2,635 sq ft two-story home sits on a 5,227 sq ft lot just steps from the beach. A perfect opportunity for first-time buyers or savvy investors. Unit 1 rents for $3,100/mo and Unit 2 for $4,000/mo, generating $85,200 in gross annual income with a net of $76,900. Five bedrooms, two full baths, and a versatile layout ideal for extended families. The property features an enclosed porch, deck, fenced yard, professional landscaping, and individually metered electric. Minutes from downtown Boston via Rt. 1A. Don't miss this opportunity; schedule your private showing today!

66 Sunnyside Ave, Winthrop

$839,000
3 Beds 2 Baths UNDER AGREEMENT Status 73525692 MLS 1,736 SqFt.
Set on coveted Winthrop Shore Drive, this meticulously maintained penthouse presents an opportunity for elevated, uncomplicated beachside living with breathtaking ocean views from nearly every window. The expansive one-level layout with 1,736 SF of polished living space offers flow and function, comprising three spacious bedrooms, two full baths, 360 degree exposure, three distinct living areas and a bonus office. Highlights include the wall of Atlantic-facing windows enclosing the open living-dining areas, a turret-like primary suite with oversized bath and the view from the roof, where the deck of your dreams could overlook both the ocean and Boston's skyline. Even while immersed in natural beauty, residents enjoy every comfort & convenience: central AC, recessed lighting, high ceilings, premium appliances, stylish finishes, smart home features, in-unit laundry and easy access parking. Built in 2015, this beloved 3-unit building in A+ location also has extra storage and roof rights.

70 Moore St Unit PH, Winthrop

$299,999
1 Beds 1 Baths ACTIVE Status 73517506 MLS 351 SqFt.
Welcome to The Cove, a distinguished condominium community in coastal Winthrop, offering a spectacular seaside setting with the Boston skyline as the backdrop for unforgettable sunsets. This renovated second-floor studio features wood flooring throughout, an updated kitchen with dining space, and a private balcony off the living area. The unit includes a modern bathroom with a walk-in shower, laundry in the building, and the rare convenience of two off-street parking spaces.Enjoy a short walk to the seasonal ferry for easy access to downtown Boston, along with additional nearby public transportation options. Two beautiful beaches are just a couple of blocks away in different directions, perfectly capturing the coastal lifestyle. Ideally located minutes from downtown Boston, Logan Airport, and major highways, with easy access to Winthrop’s local shops, restaurants, and waterfront charm. A great opportunity for first-time buyers — why rent when you can own?

600 Shirley St Unit 11, Winthrop

$819,999
4 Beds 2 Baths ACTIVE Status 73517107 MLS 2,000 SqFt.
Direct Ocean Front Living. Feel like you're on vacation every day! This spacious 2 level,7 room, 4 bed, 2 bath condo is located Directly on Yirrell Beach. The sand in your own back yard. Ocean breeze and sounds of the waves crashing onto the shore, are sure to relax you after a long day.Every day the the view is different. Featuring beautiful cherry hard wood floors, Family room, Formal dining room, ( Living room-could be master bedroom) the beautiful kitchen has cherry cabinets granite countertops, stainless appliances sliders to the large deck facing the sandy yard and Beach. This is one of a kind and Direct Ocean front living. All the rooms are large with plenty of character. Walk in closets and Laundry room make this for easy living. Bus line to the Blue line and Water shuttle into Boston is just a couple minutes away at the landing next to Winthrop yacht club. Marinas, shops and restaurants add to this great community. Don't miss out on this Opportunity to live Directly on a beach

876 Shirley Street Unit 1, Winthrop

$550,000
1 Beds 1 Baths CONTINGENT Status 73517090 MLS 994 SqFt.
Experience refined waterfront living in this fully renovated, ocean-facing residence. The chef’s kitchen is a true centerpiece, featuring a brand-new center island, quartz countertops, and premium appliances—perfect for effortless entertaining. Modern upgrades shine throughout, including new electrical, recessed lighting, and sleek ceiling fans. Relax in the spa-inspired bathroom with a walk-in shower, or retreat to the spacious bedroom offering magnificent ocean views and ample space for a home office. Step onto your private balcony to savor morning coffee or golden hour sunsets over the water. This turn-key home includes garage parking and access to premier amenities: a pool, fitness center, and tennis(pickleball) courts. Embrace the Winthrop lifestyle with it's local beaches, a golfclub, and yacht clubs. Commuting is a breeze via the seasonal city ferry or nearby transit. From vibrant dining to scenic coastal trails, everything is ready for you to move in and enjoy!

1 Seal Harbor Rd Unit 300, Winthrop

$950,000
4 Beds 2 Baths ACTIVE Status 73509670 MLS 1,755 SqFt.
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

$639,000
2 Beds 2 Baths PRICE CHANGED Status 73506354 MLS 1,302 SqFt.
Seal Harbor in Winthrop offers an elevated coastal living experience that is unparalleled. Timeless detail inside & out of this building is complemented by white-glove concierge service. Unit 342 is a luxury residence with ocean & pool views from every window. It is conveniently located a few steps from the new elevators & welcomes you into an open floor plan with striking natural sunlight; hardwood floors & a modern kitchen with island dining. Unit offers 2 spacious bedrooms with marble en-suite baths & walk-in closets. A private oversized balcony is the crown jewel with magnificent views. Conveniences include garage parking, extra storage ideal for seasonal items, in-unit laundry & central A/C. Residents enjoy premium amenities such as game room, club room with full kitchen, hobby room & multiple meeting rooms. Building also showcases a fitness center, sauna, hot tub, indoor pool & roof deck with Boston skyline & ocean views. Seal Harbor is a hidden gem on the Boston City line.

3 Seal Harbor Road Unit 342, Winthrop

$1,324,900
4 Beds 3 Baths ACTIVE Status 73452093 MLS 2,640 SqFt.
Discover true beachfront living at 129 Strandway, where every day feels like vacation. Step from your back door directly into the sand and enjoy panoramic ocean views from the heated sunroom. The main level offers an updated kitchen with marble counters, a cozy fireplaced living room, two bedrooms, and a convenient beach-entry bath. The spacious second-floor primary suite provides its own private bath and sweeping coastal vistas. The fully finished lower level is one of only ten legal Airbnbs in Winthrop, offering exceptional income potential, or use it as an ideal in-law or au pair suite with its family room, bonus room, full bath, and laundry. Parking is effortless with two off-street spots and additional front potential. Low, transferable flood insurance at $1,138.00. Embrace waterfront living at its best.

129 Strandway, Winthrop

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