Refine Search
Map
Sort by
$550,000
2 Beds ⋅ 2 Baths ⋅ 73575716 MLS
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

Listing courtesy of Listing Agent: Ella Goren from Listing Office: Sunrise Realty & Investment LLC.
$600,000
2 Beds ⋅ 2 Baths ⋅ 73575711 MLS
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

Listing courtesy of Listing Agent: Ella Goren from Listing Office: Sunrise Realty & Investment LLC.
$850,000
3 Beds ⋅ 3 Baths ⋅ 73575705 MLS
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

Listing courtesy of Listing Agent: Ella Goren from Listing Office: Sunrise Realty & Investment LLC.
$710,000
2 Beds ⋅ 2 Baths ⋅ 73575134 MLS ⋅ ['The Residences At Atlantis Marina'] BLDG.
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

Listing courtesy of Listing Agent: John Young from Listing Office: Ledge & Young Real Estate.
$525,000
3 Beds ⋅ 1 Baths ⋅ 73574430 MLS
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

Listing courtesy of Listing Agent: Max Dublin Team from Listing Office: Gibson Sotheby's International Realty.
$639,000
1 Beds ⋅ 2 Baths ⋅ 73573980 MLS ⋅ ['Seal Harbor'] BLDG.
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

Listing courtesy of Listing Agent: Mark Carangelo from Listing Office: Mark Carangelo.
$499,900
1 Beds ⋅ 1 Baths ⋅ 73573838 MLS
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

Listing courtesy of Listing Agent: The Kovacs Team from Listing Office: Compass.
$508,900
1 Beds ⋅ 1 Baths ⋅ 73574045 MLS
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

Listing courtesy of Listing Agent: Charlesgate New Development Team from Listing Office: Charlesgate Realty Group, llc.
$606,900
2 Beds ⋅ 2 Baths ⋅ 73574044 MLS ⋅ ['The Somerset'] BLDG.
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

Listing courtesy of Listing Agent: Charlesgate New Development Team from Listing Office: Charlesgate Realty Group, llc.
$775,000
2 Beds ⋅ 3 Baths ⋅ 73573609 MLS ⋅ ['The Pearl'] BLDG.
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

Listing courtesy of Listing Agent: Vincenzo Caraglia from Listing Office: Sciaraffa Real Estate, LLC.
$875,000
3 Beds ⋅ 2 Baths ⋅ 73573332 MLS
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, two generously sized bedrooms and a beautifully finished full bath provide 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

Listing courtesy of Listing Agent: Sarah Fillmann from Listing Office: Coldwell Banker Realty - Boston.
$524,900
2 Beds ⋅ 3 Baths ⋅ 73572947 MLS
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

Listing courtesy of Listing Agent: Kenneth Celano from Listing Office: Turn Key Realty.
$549,900
2 Beds ⋅ 2 Baths ⋅ 73571733 MLS

35 Somerset Unit 3A, Winthrop

Listing courtesy of Listing Agent: Mark Savage from Listing Office: Byrnes Real Estate Group LLC.
$473,900
1 Beds ⋅ 1 Baths ⋅ 73570684 MLS ⋅ ['Somerset'] BLDG.
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

Listing courtesy of Listing Agent: Charlesgate New Development Team from Listing Office: Charlesgate Realty Group, llc.
$539,000
1 Beds ⋅ 1 Baths ⋅ 73569128 MLS
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

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
$419,900
1 Beds ⋅ 1 Baths ⋅ 73568595 MLS ⋅ ['Pauline Place'] BLDG.
WINTHROP BY THE SEA IS CALLING! Welcome to Pauline Place at Winthrop Center, a brand-new boutique community perfectly positioned right on the bus line for a quick connection to the T and into Boston. Imagine being the very first person to live in one of these high-end, one-bedroom condos. With five distinct units to choose from, you’ll find gorgeous, color-coordinated kitchens and baths that truly wow. The kitchens are a chef’s dream, featuring sleek LG stainless steel appliances, crisp quartz countertops, stylish shaker cabinets with modern black hardware, and luxury vinyl flooring that ties the whole aesthetic together. The upscale baths, finished with striking tile and glass, feel like a private spa retreat.Every room feels bright and airy thanks to Pella windows that invite the sunlight to pour in. You’ll stay perfectly comfortable year-round with high-efficiency Mitsubishi heating and cooling, and the convenience of in-unit laundry and off-street parking makes daily life a breeze.Step outside and you’re just moments away from local restaurants and shopping. Living here means embracing the best of Winthrop—beaches, boating, marinas, yacht clubs, a golf course, and miles of scenic seaside paths for biking and exploring. ITS A STUNNING PALCE TO CALL HOME AND BEST OF ALL YOU CAN OWN THIS LIFESTYLE FOR LESS THAN THE COST OF RENTING!

22 Pauline St. Unit 5, Winthrop

Listing courtesy of Listing Agent: Highland Group from Listing Office: Compass.
$399,900
1 Beds ⋅ 1 Baths ⋅ 73568569 MLS ⋅ ['Pauline Place'] BLDG.
WINTHROP BY THE SEA IS CALLING! Welcome to Pauline Place at Winthrop Center, a brand-new boutique community perfectly positioned right on the bus line for a quick connection to the T and into Boston. Imagine being the very first person to live in one of these high-end, one-bedroom condos. With five distinct units to choose from, you’ll find gorgeous, color-coordinated kitchens and baths that truly wow. The kitchens are a chef’s dream, featuring sleek LG stainless steel appliances, crisp quartz countertops, stylish shaker cabinets with modern black hardware, and luxury vinyl flooring that ties the whole aesthetic together. The upscale baths, finished with striking tile and glass, feel like a private spa retreat.Every room feels bright and airy thanks to Pella windows that invite the sunlight to pour in. You’ll stay perfectly comfortable year-round with high-efficiency Mitsubishi heating and cooling, and the convenience of in-unit laundry and off-street parking makes daily life a breeze.Step outside and you’re just moments away from local restaurants and shopping. Living here means embracing the best of Winthrop—beaches, boating, marinas, yacht clubs, a golf course, and miles of scenic seaside paths for biking and exploring. ITS A STUNNING PALCE TO CALL HOME AND BEST OF ALL YOU CAN OWN THIS LIFESTYLE FOR LESS THAN THE COST OF RENTING!

22 Pauline St. Unit 3, Winthrop

Listing courtesy of Listing Agent: Highland Group from Listing Office: Compass.
$865,000
2 Beds ⋅ 3 Baths ⋅ 73567772 MLS ⋅ ['The Pearl'] BLDG.
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 865,000.00 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 2, Winthrop

Listing courtesy of Listing Agent: Vincenzo Caraglia from Listing Office: Sciaraffa Real Estate, LLC.
$479,900
2 Beds ⋅ 1 Baths ⋅ 73567471 MLS
With modern qualities and the charm and character of a classic home, this two bedroom, one bath condo in an ultra convenient Winthrop location is a true hidden gem. Tucked away from the street and perched on the top floor, this spacious and breezy condo offers an updated kitchen with brand new stainless steel appliances, completely refurbished hardwood floors throughout, Harvey windows, private outdoor space and deeded off-street parking complete with a garage. Private laundry, ample closet space - including a pantry, and custom woodwork round out some of the features this property has to offer. Great location - just steps to shops and restaurants in Winthrop Center, close to parks, beaches and all the Winthrop has to offer. Just minutes to Downtown Boston, Logan Airport and Points North. Incredible opportunity to get into Winthrop at a very competitive price - one of the best deals in town!

2 Edgar Terrace Unit 3, Winthrop

Listing courtesy of Listing Agent: Edward Deveau from Listing Office: Century 21 Mario Real Estate.
$739,000
3 Beds ⋅ 3 Baths ⋅ 73566786 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 its own 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- and only minutes from downtown Boston, Logan Airport, and public transportation MBTA Orient Heights Blue Line for an effortless daily commute.

189 Shirley St Unit 1, Winthrop

Listing courtesy of Listing Agent: Tammy Merk from Listing Office: Real Broker MA, LLC.
$549,000
3 Beds ⋅ 1 Baths ⋅ 73564952 MLS
Second-floor home in the heart of Winthrop, a short walk to the beach, parks, and the golf course. This three-bedroom condominium pairs 1920s character with modern updates. The living and dining rooms feature hardwood flooring, natural woodwork, and built-ins, with bay windows bringing in natural light throughout. The kitchen offers granite counters, stainless steel appliances, a breakfast bar, and a walk-through pantry. Three well-proportioned bedrooms and a tiled full bath complete the main level, with laundry located in the building. One assigned off-street spaces, gas heat, and a full basement add everyday convenience. The self-managed two-unit association carries a low monthly fee that covers master insurance and snow removal. Commuters gain quick access to the bus, the Blue Line, and the Winthrop ferry, putting downtown Boston within easy reach. Enjoy coastal living with the space and character of a classic New England home.

283 Revere St Unit 2, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
$549,999
2 Beds ⋅ 2 Baths ⋅ 73564816 MLS ⋅ ['Seal Harbor'] BLDG.
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

Listing courtesy of Listing Agent: Tammy Merk from Listing Office: Real Broker MA, LLC.
$350,000
2 Beds ⋅ 1 Baths ⋅ 73563869 MLS ⋅ ['Shirley Place Condominium'] BLDG.
If you are a beach person or enjoy a short commute to the city you've come to the right place. Take this opportunity to live in the perfect location at a price that is ideal. Your two bedroom one bath is the perfect size at just under 700 square feet with an additional 300 square feet in the attic that is deeded exclusively to you to use as you like. Enjoy fresh air on your roof deck or a view of the ocean down Neptune Ave. Hardwood floors, stainless appliances, recessed lights, newer kitchen and bath are just the beginning. Close to shopping, restaurants, library, book / coffee shops, golf, tennis, beach, conservation areas. Nearby bus to blue line / Orient Heights provides convenient access to Logan International Airport and surrounding communities, with Boston's downtown in 30 minutes.

175 Shirley Street Unit 5, Winthrop

Listing courtesy of Listing Agent: Tammy Merk from Listing Office: Real Broker MA, LLC.
$629,000
2 Beds ⋅ 3 Baths ⋅ 73563678 MLS ⋅ ['Hutchinson Street Condominiums'] BLDG.
Completely renovated to the core with quality craftsmanship throughout, this exceptional property blends modern sophistication with the relaxed coastal lifestyle that makes Winthrop so special. This beautifully finished two-level unit offers a bright, open layout designed for comfortable everyday living and easy entertaining. The main level features a beautiful white kitchen with modern appliances, quartz countertops and backsplash, and crisp, timeless finishes that flows seamlessly into the living area. Also on this level, a generously sized bedroom offers a private ensuite bathroom with double vanity and bathtub, along with a spacious walk-in closet. A convenient guest half bath, high ceilings, hardwood flooring, and in-unit laundry add to the ease and functionality of the home. Upstairs, the impressive primary suite offers a generous retreat with an oversized private bathroom featuring a double vanity, beautifully tiled shower, and spacious walk-in closet. Outside, dedicated garage parking and an electric vehicle charging station make coming and going effortless. Located within walking distance of some of Winthrop’s favorite neighborhood spots for coffee, lunch, and dinner, this home also offers easy access to transportation and major routes into Boston and beyond. When it’s time to unwind, Winthrop Beach is just moments away, offering the perfect setting for a peaceful shoreline walk, a relaxing beach day, or simply enjoying the calming ocean breeze. Winthrop isn’t just a place to live—it’s a lifestyle. This is a rare opportunity to own a completely move-in-ready property that combines modern luxury, thoughtful design, and the relaxed coastal lifestyle so many dream of.

21 Hutchinson St Unit 2, Winthrop

Listing courtesy of Listing Agent: Atiyeh Cassidy from Listing Office: Blue Sky Realty.
$549,000
2 Beds ⋅ 2 Baths ⋅ 73563560 MLS ⋅ ['12 Sewall Ave Condominium'] BLDG.
Imagine coming home to the relaxed rhythm of coastal living, where the water is just moments away and the best of Winthrop is right outside your door. This beautifully renovated 2-bedroom, 2-bath condominium has been thoughtfully transformed into a stylish and welcoming retreat, offering partial water views and a fresh, move-in-ready interior. Enter to warm hardwood floors that flow throughout the home and a bright, inviting layout designed for both everyday living and entertaining. At the heart of the home, the updated kitchen pairs timeless style with modern convenience, featuring quartz countertops, custom cabinetry, and stainless steel appliances. Whether you’re enjoying a quiet morning, preparing dinner, or gathering with friends, the space feels both polished and comfortable. Two beautifully renovated bathrooms continue the home’s clean, contemporary aesthetic, while the two bedrooms offer flexibility for overnight guests, a home office, or additional living space. Private basement storage with direct access provides plenty of room for beach gear, bikes, and seasonal items, and a deeded parking space adds everyday ease. Beyond the front door, enjoy the charm and character that make Winthrop such a special place to live- from waterfront walks and days at the beach to neighborhood restaurants, local shops, and easy access to Boston. Beautifully updated and perfectly positioned to enjoy life by the coast, this is a home where you can settle in, slow down, and make the most of every season.

12 Sewall Ave Unit 2B, Winthrop

Listing courtesy of Listing Agent: Leighann Eruzione from Listing Office: Bowdoin Real Estate Partners.
$369,000
1 Beds ⋅ 1 Baths ⋅ 73562209 MLS
Welcome to Summit View Condominiums. This sunfilled 1 bedroom unit , with private deck with magnificent views overlooking the town of Winthrop. Great neighborhood, steps to the beach, 1 min to bus stop, minutes to Orient heights t-station and just minutes to downtown Boston and easy access to the North Shore. OVERSIZED 1 bedroom, plenty of storage and closet space, walk in cedar closet, separate raw space for expansion, extra storage in basement, shared washer and dryer with only 1 unit, gleaming hardwood, tile and rug in bedroom. Feel like you living in a treehouse with all the mature surrounding trees. Winthrop is surrounded by miles of beaches, shopping, entertainment, bars, restaurants, marinas, Yacht clubs, and so much more

69 Summit Ave Unit 1, Winthrop

Listing courtesy of Listing Agent: Kevin Ferrara from Listing Office: Cottage Hill Real Estate.
$585,000
2 Beds ⋅ 2 Baths ⋅ 73561782 MLS ⋅ ['Seal Harbor'] BLDG.
Sixth-floor waterfront living at Seal Harbor in Winthrop Highlands. This 2-bedroom, 2-bath condo offers 1,203 square feet of single-level living with brand new hardwood floors throughout and direct ocean views from the main living space. The living and dining rooms flow together in an open layout, with a slider out to a private balcony where the water views are the main event morning and night. The kitchen sits just off the dining area with tile flooring and ample cabinet and counter space. Both bedrooms are well proportioned with new hardwood, the main bedroom comfortably fitting a king with room to spare and the second serving easily as a guest room or home office. Two full bathrooms, in-unit laundry, central heat and air, and a garage parking space beneath the building, and additional storage is available on site. Seal Harbor is a professionally managed, 127-unit brick building with a concierge, swimming pool, tennis courts, exercise room, sauna and steam room, clubroom, elevator, walking and jogging trails, professionally landscaped grounds with a gazebo, and beach access. The monthly fee includes water, sewer, master insurance, exterior and road maintenance, landscaping, snow removal, refuse removal, and management. The location puts you minutes from Winthrop Beach and the Deer Island trails, close to shops, restaurants, and public transportation, and a short drive to Logan Airport and downtown Boston. A rare combination of water views, garage parking, and full-service amenities at this price point.

1 Seal Harbor Rd. Unit 615, Winthrop

Listing courtesy of Listing Agent: Kevin Chiles from Listing Office: Charlesgate Realty Group LLC.
$1,230,000
3 Beds ⋅ 3 Baths ⋅ 73560746 MLS ⋅ ['Seal Harbor Condominiums'] BLDG.
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

Listing courtesy of Listing Agent: Cathie Curran from Listing Office: Charlesgate Realty Group, llc.
$219,999
1 Beds ⋅ 1 Baths ⋅ 73560224 MLS
Enjoy coastal living in this charming waterfront condominium in Winthrop, offering the perfect balance of convenience and seaside lifestyle. Located just minutes from Boston Logan Airport and with easy access to public transportation including nearby bus routes, the Orient Heights MBTA station, and the East Boston ferry, this home is ideal for commuters seeking quick access to Boston while enjoying a quieter coastal setting.

229 Washington Ave Unit 3A, Winthrop

Listing courtesy of Listing Agent: Marcia De Paula from Listing Office: REMAX Executive Realty.
$397,900
1 Beds ⋅ 1 Baths ⋅ 73559020 MLS
LAST STUDIO AVAILABLE! Discover effortless coastal living at Unit 304 at The Somerset, a boutique condominium community ideally located in the heart of Winthrop. This well-appointed studio offers a bright and airy open layout designed for both comfort and functionality, featuring a flexible bonus room with a sliding barn door ideal for a home office, guest room, or additional living space. The modern kitchen and living area are complemented by quartz countertops, stainless steel appliances, central A/C, and stylish contemporary finishes throughout. Residents enjoy convenient amenities including a fitness center, elevator access, and a welcoming resident lounge perfect for working remotely or gathering with friends. Just minutes from beaches, waterfront parks, local dining, and cafés, with quick access to downtown Boston via the Blue Line or seasonal ferry. Whether you're looking for a primary residence, investment property, or weekend escape, Unit 304 is home.

10 Somerset Unit U304, Winthrop

Listing courtesy of Listing Agent: Charlesgate New Development Team from Listing Office: Charlesgate Realty Group, llc.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.