Beach Real Estate, Homes, Condos for Sale in Winthrop, MA

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73579256 MLS ⋅ 1,334 SqFt.

**$20k in seller credits available** 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

$465,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73579212 MLS ⋅ 903 SqFt.

**$20k in seller credits available** 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

$900,000

3 Beds ⋅ 3 Baths ⋅ SOLD 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 ⋅ ACTIVE Status ⋅ 73578454 MLS ⋅ 1,782 SqFt.

**$20k in seller credits available** 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

ACTIVE 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 ⋅ ACTIVE 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.

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

1 Seal Harbor Unit 916, Winthrop

$540,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73575716 MLS ⋅ 756 SqFt.

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

194 Washington Ave Unit 4, Winthrop

$575,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73575711 MLS ⋅ 912 SqFt.

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

194 Washington Ave Unit 2, Winthrop

$825,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73575705 MLS ⋅ 1,780 SqFt.

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

194 Washington Ave Unit 3, Winthrop

$660,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE 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 ⋅ UNDER AGREEMENT 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. New windows and doors. 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

$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 ⋅ SOLD 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

$849,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73573332 MLS ⋅ 1,770 SqFt.

SELLER INCENTIVE! Take advantage of an incredible opportunity to lower your monthly mortgage payment! Seller is offering a concession of up to two discount points toward buying down the buyer’s mortgage interest rate, making homeownership more affordable! 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

$899,000

7 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573129 MLS ⋅ 4,251 SqFt.

PRICE IMPROVEMENT! 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

$499,900

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

$529,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73571733 MLS ⋅ 969 SqFt.

Welcome to 35 Somerset Avenue, Unit 3, a sophisticated two-bedroom, two-bath residence offering modern design and effortless coastal living in the heart of Winthrop. Thoughtfully renovated in 2023, the home features beautiful oak flooring and a bright, open-concept layout ideal for both everyday living and entertaining. The stylish kitchen is anchored by an oversized island and finished with quartz countertops, stainless steel appliances, subway tile accents, and contemporary pendant lighting. The spacious primary suite offers a private retreat with a beautifully appointed marble bath, while the second bedroom provides flexibility for guests, a home office, or additional living space. Step outside to your exclusive private deck, perfect for morning coffee or summer evenings. In-unit laundry, basement storage, and off-street parking complete the offering. Ideally situated near Winthrop Center's restaurants, cafés, shops, parks, and the waterfront, this turnkey home delivers the perfect blend of style, convenience, and coastal charm.

35 Somerset Ave 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

$580,000

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

$619,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73568805 MLS ⋅ 1,200 SqFt.

Opportunity knocks to own a beachside property!!! This highly desirable "tight knit" community have many homes that are passed down through the generations! This 3 bdrm, 1 3/4 bath Beach Bungalow is the perfect condo alternative with room to grow! 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! Spacious bright and cheery Kitchen offers water views, New HDWD, New Paint throughout, Natural Gas range, New SS Refrigerator, DW and dining area! There's 2 additional rooms off of kitchen with water views, crown molding, new paint and HDWD. Large unfinished walkout (separate entry) basement has full bath w/shower stall, laundry, 3 door cedar closet offering endless possibilities to add an add'l 1200 sq.ft of living space! Updates also include Roof (2016), Washer & Dryer (2023), Hot water tank (12/2023). Conveniently hooked up to Town water & Town sewer. Front porch sunroom highlights beadboard ceiling, recessed lighting, HDWD flooring, surrounded by windows and adds an additional 144 sq ft of unheated space! Entertain friends, grill out, relax on your newly built expansive rear deck with steps to the beach! Start your day by catching the natural beauty of the "sunrise", swim, surf, sunbathe, kayak, paddleboard or head down the street in the evening for the amazing "sunset" views of the Boston skyline! Perfect year round or vacation home! Imagine living in a coastal neighborhood on a peninsula! Point Shirley residents enjoy all the amenities and Boston Harbor views at Coughlin Park & the "Deer Island" walking path! Bus service to Orient Heights train station, seasonal Ferry Service from Winthrop Landing to Seaport /Aquarium and only 5.6 miles to Logan Airport!

84 Tafts Ave., Winthrop

$760,000

3 Beds ⋅ 2 Baths ⋅ SOLD 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

$419,900

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73568595 MLS ⋅ 525 SqFt.

Visit our open house on Sunday, Nov 1 from 11:30 AM to 1:00 P.M at 22 Pauline St. Winthrop and enter to win a FREE RAFFLE for gift cards to 4 local Winthrop Restaurants. There will be four winners with each winner receiving one gift card. Disappointed about high mortgage rates? No need to be disappointed! Pauline Place is offering 4.125% mortgage rates that will save buyers thousands of dollars in mortgage payments. Call for details.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

$399,900

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73568569 MLS ⋅ 500 SqFt.

Visit our open house on Sunday, Nov 1 from 11:30 AM to 1:00 P.M at 22 Pauline St. Winthrop and enter to win a FREE RAFFLE for gift cards to one of 4 local Winthrop Restaurants. There will be four winners with each winner receiving one gift card.Disappointed about high mortgage rates? No need to be disappointed! Pauline Place is offering 4.125% mortgage rates that will save buyers thousands of dollars in mortgage payments. Call for details.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

$939,000

6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73567723 MLS ⋅ 2,650 SqFt.

UNBELIEVABLE VALUE MEETS UNMATCHED OPPORTUNITY. The best value proposition in Winthrop. Sellers are highly motivated and have re-priced the property aggressively to prompt a sale. Buyers can secure instant equity for the newly optimized price point. Featuring over 2,600 square feet of living space (plus additional 600+ sq ft in finished basement) gleaming hardwood floors, fireplaces, a partially finished lower level, and a very welcoming front porch, every space invites you to relax, gather, and create lasting memories. Extensive upgrades, including updated electrical, plumbing, heating, central A/C and very efficient mini spit system. Outside, enjoy a good sized, fenced backyard, large 2-car detached garage, and plenty of off-street parking. At this price, opportunities like this are hard to find in this section of Winthrop! Come experience the charm, space, and value for yourself! Very easy to view! Book your appointment now before it is too late!

217 Pleasant Street, Winthrop

$480,000

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73567471 MLS ⋅ 1,056 SqFt.

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

$723,999

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73566786 MLS ⋅ 1,800 SqFt.

**To directly address high mortgage rates, SELLER WILL PAY CONCESSIONS of up to two discounted points to buy down the buyer's interest rate!** 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. CLOSING COST CREDITS available with purchase.

189 Shirley St Unit 1, Winthrop

$770,000

4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73566720 MLS ⋅ 2,910 SqFt.

This centrally located Winthrop home offers a flexible and spacious layout with plenty of room for everyday living and entertaining. The open concept living room and kitchen feature freshly painted cabinetry and stainless steel appliances. The dining area opens directly to a large back deck with a beautiful pergola, overlooking a fenced-in yard with a storage shed. The first floor offers the convenience of first floor living, with a bedroom and full bathroom. Upstairs, you’ll find two additional bedrooms connected by a Jack and Jill bathroom, along with a spacious primary bedroom featuring its own private bathroom. A bright, sun filled laundry room completes the second floor. The fully finished basement provides even more flexibility and can be used as an additional living space, guest suite, or potential in-law area. It includes a second kitchen, full bathroom, and a second set of washer and dryer hookups. The home also features rooftop solar panels, with the roof’s favorable southern facing orientation helping maximize solar production. The current homeowners have experienced months with little to no electric bill and, at times, have generated excess power resulting in credits. With three car parking and a location close to public transportation, beaches, restaurants, grocery stores, and all that Winthrop has to offer, this home combines space, versatility, energy efficiency, and convenience in one great location.

26 George St, Winthrop

$529,999

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73564816 MLS ⋅ 1,205 SqFt.

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

1 Seal Harbor Rd Unit 413, Winthrop

$335,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73563869 MLS ⋅ 649 SqFt.

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

$629,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73563678 MLS ⋅ 1,463 SqFt.

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 gorgeous 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

$659,000

2 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73563677 MLS ⋅ 1,790 SqFt.

Completely renovated to the core with quality craftsmanship throughout, this exceptional property blends modern luxury with the relaxed coastal lifestyle that makes Winthrop so special. This beautifully finished two-level unit offers a bright, open layout designed for easy everyday living and makes entertaining a breeze. The main level features a stunning white kitchen designed with upgraded cabinetry, modern appliances, quartz counters and backsplash, and clean timeless finishes that flows seamlessly into the living and dining areas, creating a welcoming space to gather, unwind, and enjoy. The luxurious primary suite is complete with a private ensuite bathroom with double vanity, and a spacious walk-in closet, while a convenient guest half bath, high ceilings, hardwood flooring, and in-unit laundry add to the ease and functionality of the home. The lower level offers a spaciously sized second bedroom with its own oversized private bathroom, featuring a double vanity, soaking tub, and separate shower. Just steps from the unit, 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, there is also easy access to transportation and major routes for heading into Boston or out of town. And when it’s time to slow down, 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 Street Unit 1, Winthrop

$549,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73563560 MLS ⋅ 874 SqFt.

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

$445,000

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73562221 MLS ⋅ 1,029 SqFt.

WELCOME TO SUMMIT VIEW CONDOMINIUMS. This sun filled 2 bedroom unit boasts amazing views of the town of Winthrop and Boston skyline. Private deck with magnificent views and a huge back yard space. Great time to get in to be a part of a condo association. Great neighborhood, plenty of off street parking, just steps to Winthrop beach, 1 min to bus stop, just minutes to Orient Height T-Station, and to downtown Boston, easy access to North Shore. Large living and dining combo, newer tile kitchen, large primary bedroom with spacious organized closets, and sunfilled, views off your private deck , extra storage in basement, can install own washer and dryer and dishwasher in unit, or washer and dryer common with unit 1. Winthrop has so much to offer, great access to the city, restaurants, bars, shopping, entertainment, waking/jogging trails, marinas, yacht clubs and so much more

69 Summit Ave Unit 2, Winthrop

$549,999

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73561782 MLS ⋅ 1,203 SqFt.

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

1 Seal Harbor Rd. Unit 615, Winthrop

$1,230,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73560746 MLS ⋅ 1,913 SqFt.

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

3 Seal Harbor Rd Unit PH33, Winthrop

$765,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73560385 MLS ⋅ 1,933 SqFt.

This is your opportunity to own in beautiful Winthrop by the Sea at an incredible value! This spacious 4+ bedroom, 2.5-bath home offers the perfect blend of character, updates, and an unbeatable location. Relax on warm summer evenings from the inviting wraparound porch, or take a short stroll just one block to Winthrop Beach for sunrise walks and ocean breezes. Inside, you'll find oversized rooms, high ceilings, original hardwood floors, a renovated kitchen, spacious mudroom, and flexible living space, including two bonus rooms on the third floor and a partially finished basement with a bar, built-in shelving, and full bath. Major updates include the electrical system, gas furnace, water heater, most windows, allowing you to move in with confidence. A detached garage with electricity adds even more convenience. Just two blocks from a playground and basketball courts, walking distance to Winthrop's popular restaurants, coffee shops, breakfast spots, the Winthrop Yacht Club, and the seasonal Winthrop Ferry to Boston, this home offers the low-maintenance affordable coastal lifestyle you've been searching for. This is your chance to own a large single family in one of the most desirable seaside communities!

546 Shirley St, Winthrop

$219,999

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73560224 MLS ⋅ 350 SqFt.

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

$370,000

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73559730 MLS ⋅ 782 SqFt.

This bright 2 bedroom 1 bathroom unit is the perfect space for a new owner to put their stamp on! The main bedroom has laminate flooring which is in excellent condition and the rest of the unit is carpeted. Heating and cooking for the condo is gas and there are 2 in-wall air conditioners...one in the living room and one in the main bedroom. The kitchen appliances are all in great shape. You can also have your coffee out on your private balcony. Governor's Park complex is in a great location close to shopping, the beach and public transportation. There is an in-ground pool for residents to enjoy as well. You are welcome to OPEN HOUSES THIS WEEKEND...Saturday 8/8 from 11am-1pm and Sunday 8/9 from 11am-12:30pm!

1000 Governor's Drive Unit 15, Winthrop

$595,000

3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73558301 MLS ⋅ 1,160 SqFt.

Rare value-add opportunity at 47 Cliff Ave in Winthrop. Featuring beautiful ocean views, new systems, and tremendous value-add potential, this property is ready for its next chapter. The home needs some love and cosmetic updating, making it an ideal opportunity for contractors, investors, flippers, or buyers looking to customize their own coastal home. Enjoy a desirable seaside location while remaining conveniently connected to Boston and surrounding areas. Bring your vision, select your finishes, and unlock the potential of this unique property. Ocean views, new systems, and endless possibilities! Property sold as-is. Buyer and buyer’s agent to perform due diligence.

47 Cliff Ave, Winthrop

$975,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73557515 MLS ⋅ 2,100 SqFt.

Brand-new construction in the heart of Winthrop, offering a rare opportunity to own a thoughtfully designed new-build townhome in a coastal setting just outside of the city. As construction progresses, buyers may have the opportunity to personalize select interior finishes, making this home uniquely their own. Spanning approximately 2,100 square feet across two levels, the home features an open-concept kitchen, living, and dining area, along with a first-floor bedroom, full bath, and welcoming entry foyer. Upstairs, two spacious bedrooms each offer a private en-suite bath, with conveniently located second-floor laundry. Enjoy a private yard, city views, and one dedicated parking space. Located just minutes from Boston, Logan Airport, Winthrop Center, beaches, local shops, and restaurants, this is one of only two newly constructed townhomes at this address... a truly uncommon opportunity in Winthrop.

200 Main St Unit 1, Winthrop

$499,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73557185 MLS ⋅ 928 SqFt.

This renovated 2-bedroom, 1-bath condo sits in the heart of Winthrop's Point Shirley, offering single-floor living with vaulted ceilings and skylights that give the space a brightness and openness rarely found at this price point. Natural light pours through every room throughout the day, flowing over hardwood floors that run wall to wall and tie the entire living space together seamlessly. Two private entrances add a level of independence and privacy that sets this home apart from typical condo living. The updated kitchen is well-equipped with gas cooking and stainless steel appliances, and the layout makes everyday living feel easy. In-unit washer/dryer and two off-street parking spots check the boxes that matter most to buyers in this market. Bonus: Private outdoor space add a layer or privacy most condos don't offer. Enjoy the best of coastal living, where the beach is just steps away & commuting to Boston is easy with quick access to the ferry, T stations, Rt. 1A, Logan Airport.

16 Billows Street Unit B, Winthrop

$485,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73556652 MLS ⋅ 974 SqFt.

Waterfront Living at Its Best! Enjoy breathtaking ocean views from this spacious 8th floor condominium offering 974 sq ft of comfortable living space. Relax on your private balcony overlooking the water, or good size bedroom including a large walk-in closet and a separate tub/shower room. This full service building offers outstanding amenities, including concierge service, an oceanside heated pool with BBQ areas, tennis courts, an exercise room, and a scenic walking path along the shoreline. One garage parking space is included. Ideally located walking distance to restaurants. Minutes to Boston and Logan. This is coastal living with unmatched convenience. A wonderful place to enjoy waterfront living. .

1 Seal Harbor Rd Unit 812, Winthrop

$602,000

3 Beds ⋅ 3 Baths ⋅ PRICE CHANGED Status ⋅ 73556640 MLS ⋅ 1,510 SqFt.

Luxury living with downtown Boston just a few Train stops away! Escape the hustle and bustle of the city and enjoy the best of coastal living, with the beach right down the street. Step inside to a spacious mudroom that opens to a stunning open-concept kitchen—perfect for entertaining. Gleaming hardwood floors, granite countertops, and sun-drenched windows create a warm and inviting atmosphere throughout. With three beautifully finished levels of living space, there is plenty of room to spread out and make yourself at home. At the very top of the home, the charming widow’s peak offers the perfect opportunity to create your own private reading nook—one that would make any book club jealous! The private, fully fenced yard is ideal for relaxing, entertaining, or gathering around a fire after a day at the beach. Completely renovated in 2019, this beautiful home is ready for its new owner.

189 Shirley Unit 2, Winthrop

25 Winthrop Shore Drive Unit 1, Winthrop

$432,500

2 Beds ⋅ 1 Baths ⋅ SOLD 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

$789,900

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

$877,700

3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73552912 MLS ⋅ 2,451 SqFt.

Location, location, location! Welcome to 211 Grovers Avenue, perfectly situated in the highly sought-after ocean community of Winthrop Highlands. This iconic brick-front Cape Cod sits on a 5,227 sq. ft. lot and radiates timeless character. Inside, you'll find an inviting living room featuring elegant tray ceilings and a warm fireplace. The home offers 3 bedrooms and 2.5 bathrooms, with incredible potential for expansion—the finished basement could easily become a teen suite, family room, or even an income-generating apartment. Outside, enjoy the coastal lifestyle with a great back deck, an attached garage, and a driveway, all just steps from the ocean. PRIVATE SHOWINGS START 8/7 through 8/9 PLEASE TEXT OR EMAIL LISTING AGENT

211 Grovers Ave, Winthrop

$470,000

3 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73553580 MLS ⋅ 1,036 SqFt.

Welcome to 16 Underhill Rd. #3, a beautifully updated 3-bedroom, 1-bath condo offering 1,036 sq. ft. of move-in ready living space. This bright and inviting home features modern updates, a functional layout, and private laundry in the basement for added convenience. Enjoy your own private deck, perfect for relaxing or entertaining. The property also includes a private garage plus ample additional parking—a rare find. Ideally located just moments from the beach, you'll love the convenience of coastal living with easy access to local shops, restaurants, and commuter routes. Whether you're looking for a primary residence or a low-maintenance lifestyle near the ocean, this turnkey condo is ready for its next owner.

16 Underhill St Unit 3, Winthrop

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