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$309,900
1 Beds ⋅ 1 Baths ⋅ NEW Status ⋅ 73579862 MLS ⋅ 720 SqFt.
HERE IS A GREAT INVESTMENT OPPORTUNITY OR OWNER OCCUPY.....Why rent when this updated seaside condo can give you a start to have a place of your own? Conveniently located on the Bus Line to the Blue Line and just steps to the beach. This unit has been freshly painted, new grey vinyl flooring throughout, new updated fully applianced kitchen with white cabinets, quartz counters and good size rooms. A large main bedroom, generous living room and a bonus room/office all waiting for your personal touches. This area has some of the many great eateries that can be enjoyed around this amazing seaside town. SMALL TOWN LIVING JUST MINUTES TO BOSTON and LOGAN AIRPORT, DON'T MISS OUT !! FIRST OPEN HOUSE Sunday 9/20 from 11-12:30.

483 Shirley St. Unit 6A, Winthrop
$549,900
2 Beds ⋅ 1 Baths ⋅ NEW Status ⋅ 73579484 MLS ⋅ 782 SqFt.
Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, one-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed lighting, and a bright, open-concept layout ideal for everyday living or entertaining. The contemporary kitchen features double-stacked soft-close shaker cabinets, quartz countertops, and stainless-steel appliances, creating a clean and timeless look. Enjoy the comfort of central heating and cooling, elevator access from the elegant lobby, and garage parking (with the option to purchase a second space). Live moments from the sand, surf, and vibrant coastal community that make Winthrop one of Boston’s best-kept secrets.

130 Shirley Street Unit 220, Winthrop
$649,995
3 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73579407 MLS ⋅ 1,690 SqFt.
Off in the distance you will enjoy spectacular sunsets over the water in this beautifully renovated and spacious two-level condominium offering 3 bedrooms, 2 full baths and an open layout ideal for ease of living. Highlights include new paint, lighting, an updated kitchen, updated baths, central air, in-unit laundry, a striking staircase and more of those ocean views from various windows. Commuting is easy with the Boston bus line nearby, providing access to the T in approximately 15 minutes and Boston in about 30. The Winthrop Ferry offers another convenient option. Enjoy Winthrop’s beaches, waterfront trails, golf course, yacht clubs, and popular restaurants—all just minutes from Boston. No monthly association fee; owners share the insurance expenses, pets allowed, private outdoor spaces, and 2 car parking round up the benefits of this beautiful townhome! Each unit owner responsible for 1/2 the insurance costs - no condo fee otherwise!

62 Pleasant St Unit 2, Winthrop
$900,000
3 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73579256 MLS ⋅ 1,334 SqFt.
Rare land offering directly across from Winthrop Beach. This 13,920 square foot (0.32 acre) residential parcel is offered together with the existing structure on it, a two-story gambrel home built in 1880 with 5 rooms, 3 bedrooms, 1.5 baths, forced hot water heat, and vinyl siding. Ocean views across from the beach reservation. Renovate the existing house, build new, or explore other options for the site; buyer and buyer agent to complete their own due diligence with the Town of Winthrop regarding zoning, permitted uses, and redevelopment potential. Public water and sewer serve the site. Quick access to Boston, Logan Airport, and MBTA connections.

93 1/2 Winthrop Shore Drive, Winthrop
$475,000
2 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73579212 MLS ⋅ 903 SqFt.
Gut renovated and converted in 2020, this upper-level 2-bedroom, 2-bath condo at 34 Underhill Street brings new construction finishes to one of Winthrop's most sought-after pockets. The white shaker kitchen is fitted with quartz countertops, blue glass tile backsplash, gold hardware, and stainless steel appliances including electric cooking. Wide plank hardwood floors & high ceilings run throughout, and recessed lighting and energy efficient mini-split systems keep the space comfortable year-round. The primary bedroom includes a custom walk-in closet with built-in shelving and drawers and direct access to a full bath. Upstairs positioning means added privacy and elevated sight lines in a building where no detail was overlooked. The Boston ferry, Rt. 1A, and Logan Airport are all minutes away, and the Winthrop coastline is right at your doorstep. Turnkey condition, standout finishes, and a location buyers keep coming back to.

34 Underhill Street Unit #4, Winthrop
$865,000
3 Beds ⋅ 3 Baths ⋅ NEW 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
$799,900
3 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73578454 MLS ⋅ 1,782 SqFt.
Sunlight defines this renovated three bedroom home a short, flat walk from the beach and harbor. A 23 foot window wrapped sunroom spans the front entry, and upstairs the primary suite opens to a private pine paneled sun porch with overhead glazing that runs the width of the house. The 2008 renovation opened the first floor into one connected space: a living room anchored by a gas stove, a 21 foot dining area, a dedicated office nook, and a cherry cabinet kitchen with granite counters, tile backsplash, double oven range, and stainless appliances. The first level also features a full bath and oak floors throughout. Upstairs, the spacious primary bedroom features access to a charming balcony-style sunroom - an ideal spot for relaxing, reading, or enjoying a quiet morning - and a tandem bathroom. Two additional bedrooms and a dedicated second-floor laundry room complete the level. Out back, a deck steps down to a paver patio with perennial beds, privacy fencing, and a storage shed. Two heating zones, central air on both floors, central vacuum, tankless hot water, and a poured concrete basement for storage. Three off street parking spaces behind a picket fenced front yard.

35 Triton Ave, Winthrop
$900,000
NEW Status ⋅ 73577509 MLS
Rare land offering directly across from Winthrop Beach. This 13,920 square foot (0.32 acre) residential parcel is offered together with the existing structure on it, a two-story gambrel home built in 1880 with 5 rooms, 3 bedrooms, 1.5 baths, forced hot water heat, and vinyl siding. Ocean views across from the beach reservation. Renovate the existing house, build new, or explore other options for the site; buyer and buyer agent to complete their own due diligence with the Town of Winthrop regarding zoning, permitted uses, and redevelopment potential. Public water and sewer serve the site. Quick access to Boston, Logan Airport, and MBTA connections.

93 1/2 Winthrop Shore Drive, Winthrop
$1,095,000
2 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73577096 MLS ⋅ 2,649 SqFt.
Welcome to 94 Winthrop Shore Drive, a truly unique home directly across from Winthrop Shore Beach, offering beautiful water views and an incredible coastal setting. The home is highlighted by a dramatic, light-filled main living area with soaring ceilings, expansive windows overlooking the water, hardwood floors, and distinctive architectural details. Generous living and dining spaces provide plenty of room for entertaining, while the flexible floor plan offers multiple possibilities for everyday living, extended family, guests, or a private retreat. Kitchen areas on both the upper and lower levels add convenience and flexibility to the home’s versatile layout. The basement provides valuable storage space along with a private sauna, adding another unique feature to the property. The boiler and water heater were replaced approximately in 2023, and mini-split systems provide cooling in various areas of the home for added comfort and convenience. Enjoy the character, versatility, and coastal lifestyle of this one-of-a-kind home in an exceptional location directly across from the beach and just minutes from Boston.

94 Winthrop Shore Dr, Winthrop
$699,999
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73576630 MLS ⋅ 1,417 SqFt.
A dramatic price reduction creates an exceptional opportunity to own this turnkey, penthouse-level corner residence at Seal Harbor, where sweeping Atlantic Ocean views and bespoke designer finishes define an elevated coastal lifestyle. Fully renovated in 2023, this sophisticated 2BR/2BA home is filled with natural light from oversized windows and features a private top-floor balcony, white oak hardwood floors throughout, a custom built-in window seat, and an elegant inlaid foyer beneath skylight and recessed lighting. The beautifully updated kitchen pairs soapstone countertops with stainless steel appliances, a striking blue glass backsplash, and a sunny breakfast nook, while the ocean-facing primary suite offers a spa-inspired walk-in shower, custom vanity, and detailed tilework. The second bedroom includes a brand-new custom walk-in closet and pocket-door access to a full bath, and the welcoming entry foyer offers a built-in bench and convenient laundry closet. Additional storage and deeded garage parking space D8 complete this move-in-ready offering. Residents enjoy resort-style amenities including an in-ground pool, tennis courts, fitness center, sauna, game room, clubhouse, concierge, and security, all moments from Winthrop Beach, marinas, dining, shopping, and public transportation.

1 Seal Harbor Unit 916, Winthrop
$550,000
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
$600,000
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
$850,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73575705 MLS ⋅ 1,780 SqFt.
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
$679,000
2 Beds ⋅ 2 Baths ⋅ PRICE CHANGED Status ⋅ 73575134 MLS ⋅ 1,192 SqFt.
Water views and a private covered balcony welcome you to this bright 2-bedroom, 2-bath home at The Residences at Atlantis Marina. An open kitchen and living area creates an inviting setting for everyday living and entertaining, with wood flooring, generous windows, and direct access to the balcony overlooking the marina. The kitchen features stainless steel appliances, gas cooking, stone countertops, and a breakfast bar. The primary suite offers two closets and a private bath with a glass-enclosed tiled shower. A second bedroom, currently used as a home office, and a second full bath provide added flexibility. Enjoy in-unit laundry and two deeded parking spaces, including one underground garage space and one covered outdoor space. This professionally managed building offers elevators, a fitness room, and a meeting room. Experience Winthrop’s coastal charm with nearby restaurants and convenient access to Boston, Logan Airport, and the MBTA Blue Line. With some select exclusions, the property is offered furnished.

550 Pleasant St Unit 201, Winthrop
$979,000
4 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73574628 MLS ⋅ 2,126 SqFt.
All offers due by Tuesday 9/15 at noon.Situated on one of Winthrops most desirable tree-lined streets in the most sought after neighborhood- the Maze, this charming four-bedroom home blends original character with thoughtful updates and inviting spaces for everyday living.The welcoming living room features a built-in window seat and wood-burning fireplace. An updated kitchen with butler’s pantry opens to the formal dining room with built-in china cabinet. A first-floor bedroom or den, new three-season sunroom, and oversized full bath with laundry add convenience and flexibility to your first floor plan. Upstairs are three spacious bedrooms, including an expansive primary bedroom spanning the length of the home with versatile space that offers endless possibilities for a home office, nursery, or sitting area, its a true private retreat! Or create a future primary suite by adding a private bath and walk-in closet. A partially finished basement provides additional living space, while the large walk-up attic offers tremendous potential for future expansion. Outside, enjoy a fully fenced, paved backyard with patio, built-in fire pit, and grassy area for kids and pets. A three-car driveway and detached garage with electricity heating and air conditioning, provide excellent parking and storage or flex space for a home gym. Located in the heart of the Maze, beloved Emerson Road, known for its strong sense of community and annual Block Party really is a special place to call home!

41 Emerson Rd, Winthrop
$525,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73574430 MLS ⋅ 1,270 SqFt.
Just moments from Winthrop Beach, this charming three-bedroom condo offers a bright and inviting place to call home in a wonderful coastal setting. Inside, a thoughtfully designed layout features spacious living and dining rooms that flow together, filled with natural light. Charming details, including dentil molding, add character throughout. The kitchen features updated countertops and stainless steel appliances, while three comfortable bedrooms, generous closet space and in-unit laundry add to the home’s functional layout. Newly rebuilt front and rear porches offer space to enjoy a morning coffee or unwind after a day at the beach. One off-street parking space and additional basement storage add everyday convenience. Close to the shoreline, local restaurants, schools and playgrounds, this home offers a wonderful opportunity to enjoy the relaxed coastal lifestyle of Winthrop, all within easy reach of Boston.

111 Locust St Unit 2, Winthrop
$639,000
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73573980 MLS ⋅ 1,263 SqFt.
Move-in ready! Upper floor.1.5br 2ba renovated condo with spectacular views. Modern kitchen w/new appliances. New paint, flooring and hot water tank (2022). 1 underground, deeded parking space & multiple @ grade. The oceanfront Seal Harbor condominium community is just 15 min. from Boston's financial district. The building is amenity-rich offering 24/7 concierge, on-site management, secure underground garage parking, a heated outdoor pool with shower, bathrooms, full pool house kitchen, outdoor Jacuzzi, grills, year-round indoor pool on the 9th floor complete with dramatic views, a new fitness center, an indoor Jacuzzi and sauna with a large deck (perfect for viewing Independence Day fireworks!), 3 separate function rooms with table tennis, billiards, & television. The property boasts mature grounds, tennis courts, basement storage, bicycle storage & water sports storage. Unparalleled for its location, value, amenities, breathtaking views and proximity to Boston. NO DOGS, SMOKING/VAPING PERMITTED

3 Seal Harbor Rd Unit 632, Winthrop
$499,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73573838 MLS ⋅ 623 SqFt.
5.5% interest rate available along with 1 year of pre paid HOA fees. NEW CONSTRUCTION UNDER $500K WITH GARAGE PARKING — JUST ONE BLOCK FROM WINTHROP BEACH! Opportunities like this are increasingly difficult to find. Unit 330 is the final remaining one-bedroom residence at 140 Shirley Street and one of the rare opportunities to purchase a brand-new construction condominium under $500,000 in Greater Boston. Even better, this home includes a private garage parking space and is located just one block from Winthrop Beach. This is not a dated condo or a quick cosmetic renovation. 140 Shirley Street is true ground-up construction, designed and built by a reputable local builder with quality, durability, and long-term value in mind. Enjoy modern finishes, low-maintenance living, and the peace of mind that comes with new construction—all without the typical new-construction price tag. Enjoy easy access to Winthrop Beach, local restaurants, shops, and waterfront amenities, while downtown Boston is just a short commute away. It’s the perfect combination of coastal living and city convenience. New construction. One bedroom. Garage parking. One block to the beach. Under $500,000. The last one available. Don’t miss it.

130 Shirley Street Unit 330, Winthrop
$508,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73574045 MLS ⋅ 729 SqFt.
Unit 309 at The Somerset is a bright and airy one-bedroom, one-bath condominium offering an open-concept layout, high-quality finishes, and a relaxed coastal style. The kitchen features stainless steel appliances, quartz countertops, and modern design touches, while central A/C adds everyday comfort. Residents at The Somerset enjoy elevator access, a fitness room, garage parking, pet-friendly living, and stylish common areas. Ideally located in the heart of Winthrop, The Somerset is just minutes from sandy beaches, local shops, and an easy commute to downtown Boston.

10 Somerset Unit 309U, Winthrop
$606,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73574044 MLS ⋅ 1,024 SqFt.
Unit 402 at The Somerset is a bright and spacious top-floor 2-bedroom, 2-bath condo in the heart of Winthrop. Designed for modern living, this move-in-ready home features an open-concept layout, a primary bedroom with a private en-suite bath, two private balconies, quartz countertops, stainless steel appliances, central A/C, and generous closet space. Garage parking is included, along with access to an elevator, fitness room, and inviting resident lounge. Offering exceptional value and low-maintenance living, this residence is well suited for those looking for comfort, convenience, and a thoughtfully designed home in a pet-friendly building. Just minutes from beaches, local restaurants, shops, and convenient transportation to downtown Boston, Unit 402 combines coastal charm with everyday convenience in one of Winthrop's newest condo communities.

10 Somerset Unit 402U, Winthrop
$775,000
2 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573609 MLS ⋅ 1,551 SqFt.
Historic loft at The Pearl with soaring ceilings, oversized windows, and original wood details. kitchen with premium appliances and stone surfaces. Private deck off the primary suite with radiant heated bath. Two off-street parking spaces, private storage, secure entry. Come and enjoy what Winthrop has to offer, beaches, paths, cafes, a golf course, public pickleball & tennis courts with easy Boston access. Special developer pricing now offered at 775,000 Seller reserves the right to accept, reject, or counter any offer and may request highest and best. Pricing and terms subject to change without notice. Buyers are encouraged to submit their strongest offer promptly.

1001 Shirley St Unit 3, Winthrop
$875,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73573332 MLS ⋅ 1,770 SqFt.
Welcome to 25 Locust, a beautifully appointed 2023-built condo offering modern coastal living just one street from the beach in sought-after Winthrop by the Sea. Thoughtfully designed for both style and comfort, this impressive home features a bright, open-concept main living level perfect for everyday living and entertaining. At the heart of the home is a sleek designer kitchen featuring Bosch appliances, quartz countertops, white shaker cabinetry, and elegant brass hardware.The lower level is dedicated to a private and spacious primary suite, creating a true retreat from the rest of the home. A custom walk-in closet built out by California Closets provides exceptional storage, while the gorgeous en suite bath offers a spa-like experience with an oversized walk-in shower featuring dual shower heads. Upstairs you have generously sized bedrooms and a beautifully finished full bath providing flexible space for family, guests, or a home office. Outdoor living is equally inviting. An oversized composite deck with a motorized Sunsetter awning installed in 2025 offers the perfect setting for morning coffee, summer dinners, entertaining, or unwinding after a day at the beach. A common fenced yard provides additional outdoor space, while one off-street parking space adds everyday convenience. Set in the seaside community of Winthrop, 25 Locust delivers the coastal lifestyle so many buyers are searching for while keeping Boston within easy reach. Enjoy nearby beaches, ocean breezes, waterfront scenery, and Winthrop’s local dining scene and neighborhood favorites—all with convenient access to Boston and the surrounding Greater Boston area.

25 Locust St Unit 2, Winthrop
$949,000
7 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73573129 MLS ⋅ 4,251 SqFt.
Welcome to 190 Pleasant Street, a spacious two-family home offering approximately 4,251 square feet of living space across three levels. Featuring 13 total rooms,seven bedrooms, two full bathrooms and two half bathrooms, this property presents an excellent opportunity for an owner-occupant, investor or multigenerational household. Each unit offers generous living space, while the home’s flexible layout provides plenty of potential to customize and add value. Conveniently located near Winthrop’s beaches, local shops, restaurants, public transportation and Boston. Bring your vision and discover everything this well-located two-family property has to offer!

190 Pleasant St, Winthrop
$524,900
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73572947 MLS ⋅ 1,210 SqFt.
A True Pride of Home Ownership!!! LOW CONDO FEE comes w/This Meticulously Maintained 2 Bed 2.5 Bath Penthouse Condo w/ 2 OFF STREET PARKING SPACES is Nestled in a Quiet Residential Neighborhood Just Steps from 4 Beaches, EZ ACCESS TO Public Transportation, Fine Shops and Dining and is Only a 10 Minute Drive to Downtown Boston/Logan Airport. Natural Light Spills Into This Unit Through the Over Sized Windows and 3 Sky Lights on the 2nd Level. Other Notable Features Include Newly Installed Waterproof Vinyl Plank Flooring , Fresh Paint Throughout, Central Heat /AC, Custom Blinds, Galley Kitchen, In Unit Washer and Dryer, Recessed Lighting, Newer Oversized Windows on 2nd Level, Private Balcony Off Both Bedrooms w/ Ocean Views, Common Roof Deck w/ Ocean Views, Extra DEEDED Storage in Basement and Much Much More!!!

15 Ocean Ave Unit 203, Winthrop
$549,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73571733 MLS ⋅ 969 SqFt.

35 Somerset Unit 3A, Winthrop
$473,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73570684 MLS ⋅ 693 SqFt.
Welcome to The Somerset, Winthrop's premier boutique condominium community, where coastal charm meets effortless modern living. This thoughtfully designed 693± sq. ft. one-bedroom, one-bath residence offers an open-concept layout with a spacious living area, oversized bedroom with walk-in closet, quartz countertops, stainless steel appliances, in-unit laundry, and contemporary finishes throughout. Located in the heart of Winthrop, The Somerset has become a sought-after address, transforming a landmark property into a vibrant 29-home condominium community that celebrates the town's rich seaside character while offering today's conveniences. Residents enjoy an elevator, fitness center, coffee station, resident lounge, and secure mailroom. Just moments from beaches, local restaurants, cafés, the ferry, and downtown Boston, this move-in-ready home offers the perfect blend of coastal tranquility and city accessibility.

10 Somerset Unit U.305, Winthrop
$600,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73569960 MLS ⋅ 931 SqFt.
Welcome to 33 Bay View Ave, a charming coastal bungalow offering the perfect blend of comfort, convenience, and seaside living in Winthrop. This 3-bedroom, 1-bath home features hardwood floors, a bright and inviting living space, dedicated dining area, and a functional kitchen with new appliances. Enjoy water views and take advantage of the spacious fenced in yard, ideal for entertaining, gardening, or relaxing outdoors. Additional highlights include an enclosed porch, wood deck, patio, first-floor laundry, and off street parking. Located just moments from the beach, parks, walking and biking trails, public transportation, and all that Winthrop has to offer. A great opportunity to enjoy the coastal lifestyle while remaining just minutes from Boston and Logan Airport.

33 Bay View Ave, Winthrop
$519,900
1 Beds ⋅ 1 Baths ⋅ PRICE CHANGED Status ⋅ 73569128 MLS ⋅ 1,368 SqFt.
Oversized one bedroom condo in Winthrop's historic Playmakers building, just minutes from Winthrop Center. This bright, modern unit features an open concept living space with cathedral ceilings and hardwood floors throughout. The kitchen offers a large island, stone countertops, stainless steel appliances, a gas stove, and a wine chiller. A spacious bedroom and office sit on the primary floor, with ladders leading up to two additional multi-use loft spaces. Stacked washer and dryer in unit. One off-street parking spot. Steps to public transportation, parks, tennis courts, and less than a half mile to the beach.

60 Hermon St Unit 3, Winthrop
$649,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73568805 MLS ⋅ 1,200 SqFt.
A rare opportunity to own a beachside home in this highly desirable coastal neighborhood! This 3 bdrm, 1 3/4 bath Beach Bungalow is the perfect condo alternative! The Main BDRM & FR have been fully renovated offering a Classic timeless design! New doors, recessed lighting, smooth ceilings, custom trim & crown molding, walk in closet, built in seating/cabinet, custom made covers for radiators, electric fireplace w/natural wood mantel & shiplap on the walls! Entertain friends, grill, relax on your NEWLY BUILT expansive rear deck w/steps to the beach! Embrace all that living in beach community offers~ Catch a Sunrise, Swimming, Surfing, Sunbathe or Boating! Spacious kitchen w/water views offers New HDWD, New Paint throughout, Natural Gas range, New SS Refrigerator, DW and Dining area! Large unfinished basement has full bath w/shower stall, 3 doors that open to huge cedar closet, Washer & Dryer (2023), Hot water tank 12/2023 with 2 add'l rooms offering endless possibilities! Updates include Roof (2016) with peace of mind having Town water & Town sewer! Front porch adds add'l 144 sq ft of unheated space. Point Shirley residents enjoy all the amenities at Coughlin Park and the "Deer Island" walking path ~ both with it's amazing city views of Boston! Bus service to Orient Heights train station, seasonal Ferry Service from Winthrop Landing to Seaport /Aquarium & 5.6 miles to Logan Airport! For the boating enthusiasts, there's multiple Yacht Clubs in this quaint Town of Winthrop! The LIVIN' IS EASY when you've found a home that's updated, in a sought after location and move in ready!!! Seller can offer a quick close!

84 Tafts Ave., Winthrop
$739,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73568525 MLS ⋅ 1,428 SqFt.
This meticulously maintained 3-bedroom, 2 full bath home sits on a private corner lot in Winthrop's coveted Point Shirley neighborhood. The main level offers two distinct living areas, a fireplace, eat-in kitchen, a full bathroom and a bedroom or home office. Featuring two spacious bedrooms, the upper level also provides a generous walk-in closet, a second full bath and glimpses of the ocean and Boston Harbor from three windows. The walk-out lower level includes a spacious family room or guest area with two closets, plus utility, storage, laundry area and extra space for a future third bath. Move-in ready with a brand-new retaining wall and expanded driveway. Short distance from Yirrell Beach, Deer Island trails and Coughlin Park - with stunning sunsets and the Boston skyline. Commuters will value easy access to public transit, Logan Airport and downtown Boston.

8 Siren St, Winthrop

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