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7 Enfield Road, Winthrop
$679,900
2 Beds ⋅ 1 Baths ⋅ 73582921 MLS
Welcome to 7 Enfield Road, a captivating single-family residence in Winthrop, MA. Built in 1930, this inviting home spans 1144 square feet and is ready for you to move in. It offers a unique blend of classic charm and comfortable living, set on a generous 6969 square foot lot. The living room provides a warm and inviting atmosphere, centered around a charming fireplace, and features elegant hardwood flooring that extends throughout the space. The bedrooms, designed for comfort and tranquility, also boast classic hardwood flooring, creating a cohesive and timeless feel throughout the private areas of the home. This property also includes a convenient one-car garage, a full basement offering ample storage or potential for future customization, and a welcoming porch perfect for enjoying the outdoors. Discover the effortless lifestyle awaiting you at this charming Winthrop address. Convenient location to Winthrop Center and shopping, Cummings Elementary School or walk to Ingleside Park, tennis and basketball courts, pickle ball courts and Donovan's beach.

7 Enfield Road, Winthrop

Listing courtesy of Listing Agent: Nicholas Martino from Listing Office: Noddle Island Real Estate.
63 Harbor View Ave, Winthrop
$1,500,000
4 Beds ⋅ 2 Baths ⋅ 73582288 MLS
The street name—Harbor View Avenue—says it all! A home any sea captain would be proud to call home! Rare opportunity to own a distinctive multi-family property perched at one of Winthrop’s highest elevations, with sweeping panoramic views of the ocean and Boston Harbor and Skyline. Enjoy spectacular sunrises, sunsets, passing boats, and refreshing ocean breezes from this exceptional coastal setting. Classic Hardie Board siding adds timeless New England character, while public stairs just steps away provide convenient access to Yirrell Beach and its shoreline walks. The flexible multi-family layout offers excellent options for an owner-occupant, multi-generational living, or investment income. The current configuration also provides the potential to convert the property into a spacious four-bedroom single-family home. The owner is currently awaiting Massport approval for replacement windows and doors. Elevated location, exceptional ocean and harbor views, beach access, classic coastal character, and versatile living possibilities make this a truly special Winthrop property. Check out our video with the QR code or cut and paste this link: https://tour.vaulted-media.com/63_harbor_view_ave-4103

63 Harbor View Ave, Winthrop

Listing courtesy of Listing Agent: Brian Perrin from Listing Office: Brian J. Perrin Real Estate.
10 Somerset Unit 210, Winthrop
$555,900
1 Beds ⋅ 1 Baths ⋅ 73582183 MLS
Welcome to The Somerset, Winthrop’s newest boutique condominium community. Unit 210 is a beautifully designed 1-bedroom, 1-bath residence offers modern living with a relaxed coastal feel. The open-concept floor plan features quality finishes throughout, including stainless steel appliances, quartz countertops, central A/C, and stylish contemporary details. The elevator building offers a fitness room and inviting common area for residents to enjoy. Most residences include garage parking, and select homes feature private decks. Ideally located in the heart of Winthrop, The Somerset is close to sandy beaches, local shops, restaurants, and everyday amenities, with convenient access to downtown Boston. Enjoy the ease of low-maintenance condo living in a vibrant coastal community just outside the city.

10 Somerset Unit 210, Winthrop

Listing courtesy of Listing Agent: Charlesgate New Development Team from Listing Office: Charlesgate Realty Group, llc.
43 Sagamore Ave Unit 1, Winthrop
$449,900
2 Beds ⋅ 1 Baths ⋅ 73582000 MLS
Whether you’re buying your first home or looking to simplify your life with easy one-level living, this beautifully renovated and meticulously maintained 2-bedroom condo checks all the boxes! Located entirely on the first floor with no stairs required, the home offers a bright, open-concept layout filled with natural light and an easy, move-in-ready lifestyle, just minutes from Winthrop Beach. The updated kitchen features white shaker cabinetry, granite countertops, stainless steel appliances, peninsula seating and plenty of storage, opening seamlessly into the spacious living area. The living area boasts space for a large sofa and television plus an extra storage closet. The generous primary bedroom is bright and inviting, with a double closet. It’s complemented by a versatile second bedroom, ideal for remote work, guests, or a roommate to help offset the mortgage, or simply a nice, bonus flex space. An updated full bath, in-unit laundry and dedicated parking add the everyday convenience of this home! Outside, enjoy your own exclusive patio space, perfect for morning coffee, summer grilling or relaxing after a day at the beach. An excellent option for a first-time buyer, empty nester or downsizer seeking low-maintenance, single-level living without sacrificing a second bedroom or private outdoor space. Convenient to Boston, Logan Airport and all that Winthrop has to offer, this seaside gem is ready for its next owner!

43 Sagamore Ave Unit 1, Winthrop

Listing courtesy of Listing Agent: Katelyn E. Sullivan from Listing Office: Coldwell Banker Realty - Boston.
130 Shirley Street Unit 250, Winthrop
$699,900
2 Beds ⋅ 2 Baths ⋅ 73581893 MLS
Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, two-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed lighting, and a bright, open-concept layout ideal for everyday living or entertaining. The contemporary kitchen features soft-close shaker cabinets, quartz countertops, and stainless-steel appliances, creating a clean and timeless look. Enjoy the comfort of central heating and cooling, elevator access from the elegant lobby, and garage parking. Live moments from the sand, surf, and vibrant coastal community that make Winthrop one of Boston’s best-kept secrets.

130 Shirley Street Unit 250, Winthrop

Listing courtesy of Listing Agent: The Kovacs Team from Listing Office: Compass.
1001 Shirley St Unit 1, Winthrop
$965,000
2 Beds ⋅ 3 Baths ⋅ 73579972 MLS ⋅ ['The Pearl'] BLDG.
The largest residence in the Pearl, loft-style living, high ceilings, oversized windows, and original wood details. The layout offers flexibility, including space that works well for a home office. Premium kitchen, radiant-heated primary bath,2 off-street parking spaces, private storage, and secure entry. Close to beaches, trails, cafes, and an easy ride into Boston. Also being offered for SALE & LEASE!

1001 Shirley St Unit 1, Winthrop

Listing courtesy of Listing Agent: Vincenzo Caraglia from Listing Office: Sciaraffa Real Estate, LLC.
1001 Shirley St Unit 4, Winthrop
$815,000
2 Beds ⋅ 3 Baths ⋅ 73579968 MLS ⋅ ['The Pearl'] BLDG.
Ready for more space? Unit4 at The Pearl offers 1,665 square feet of loft style living, ideal for buyers who have outgrown a starter condo. Soaring ceilings, oversized windows, original wood details and premium finishes give it character and room to spread out. Premium kitchen, radiant-heated primary bath, 2 off-street parking spaces, private storage and secure entry. All that plus Winthrop’s beaches, trails, cafés and quick access to Boston. Also available for lease see MLS

1001 Shirley St Unit 4, Winthrop

Listing courtesy of Listing Agent: Vincenzo Caraglia from Listing Office: Sciaraffa Real Estate, LLC.
483 Shirley St. Unit 6A, Winthrop
$299,900
1 Beds ⋅ 1 Baths ⋅ 73579862 MLS
HERE IS A GREAT INVESTMENT OPPORTUNITY OR OWNER OCCUPY.....Why rent when this updated seaside condo can give you a start to have a place of your own? Conveniently located on the Bus Line to the Blue Line and just steps to the beach. This unit has been freshly painted, new grey vinyl flooring throughout, new updated fully applianced kitchen with white cabinets, quartz counters and good size rooms. A large main bedroom, generous living room and a bonus room/office all waiting for your personal touches. This area has some of the many great eateries that can be enjoyed around this amazing seaside town. SMALL TOWN LIVING JUST MINUTES TO BOSTON and LOGAN AIRPORT, DON'T MISS OUT !!

483 Shirley St. Unit 6A, Winthrop

Listing courtesy of Listing Agent: Sharon Tallent from Listing Office: Compass.
130 Shirley Street Unit 220, Winthrop
$549,900
2 Beds ⋅ 1 Baths ⋅ 73579484 MLS
Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, one-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed lighting, and a bright, open-concept layout ideal for everyday living or entertaining. The contemporary kitchen features double-stacked soft-close shaker cabinets, quartz countertops, and stainless-steel appliances, creating a clean and timeless look. Enjoy the comfort of central heating and cooling, elevator access from the elegant lobby, and garage parking (with the option to purchase a second space). Live moments from the sand, surf, and vibrant coastal community that make Winthrop one of Boston’s best-kept secrets.

130 Shirley Street Unit 220, Winthrop

Listing courtesy of Listing Agent: The Kovacs Team from Listing Office: Compass.
62 Pleasant St Unit 2, Winthrop
$624,995
3 Beds ⋅ 2 Baths ⋅ 73579407 MLS
THIS ONE FEELS LIKE A SINGLE FAMILY HOME!!! Off in the distance you will enjoy spectacular sunsets over the water in this beautifully renovated and spacious two-level condominium offering 3 bedrooms, 2 full baths and an open layout ideal for ease of living and outside enjoy exclusive to this unit yard space with deck, paver patio and fire pit. Highlights include new paint, lighting, an updated kitchen, updated baths, central air, in-unit laundry, a striking staircase and more of those ocean views from various windows. Commuting is easy with the Boston bus line nearby, providing access to the T in approximately 15 minutes and Boston in about 30. The Winthrop Ferry offers another convenient option. Enjoy Winthrop’s beaches, waterfront trails, golf course, yacht clubs, and popular restaurants—all just minutes from Boston. No monthly association fee; owners share the insurance expenses, pets allowed, private outdoor spaces, and 2 car parking round up the benefits of this beautiful townhome! Each unit owner responsible for 1/2 the insurance costs - no condo fee otherwise!

62 Pleasant St Unit 2, Winthrop

Listing courtesy of Listing Agent: Candice Pagliarulo Hodgson from Listing Office: Lyv Realty.
93 1/2 Winthrop Shore Drive, Winthrop
$900,000
3 Beds ⋅ 2 Baths ⋅ 73579256 MLS
**$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

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
34 Underhill Street Unit #4, Winthrop
$465,000
2 Beds ⋅ 2 Baths ⋅ 73579212 MLS ⋅ ['34 Underhill Street Condominium'] BLDG.
**$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

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
35 Triton Ave, Winthrop
$799,900
3 Beds ⋅ 2 Baths ⋅ 73578454 MLS
**$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

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
93 1/2 Winthrop Shore Drive, Winthrop
$900,000
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

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
94 Winthrop Shore Dr, Winthrop
$1,095,000
2 Beds ⋅ 3 Baths ⋅ 73577096 MLS
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

Listing courtesy of Listing Agent: The Movement Group from Listing Office: Compass.
1 Seal Harbor Unit 916, Winthrop
$699,999
2 Beds ⋅ 2 Baths ⋅ 73576630 MLS
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

Listing courtesy of Listing Agent: Meg Grady from Listing Office: The Persac Group, LLC.
194 Washington Ave Unit 4, Winthrop
$540,000
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.
194 Washington Ave Unit 2, Winthrop
$575,000
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.
194 Washington Ave Unit 3, Winthrop
$825,000
3 Beds ⋅ 3 Baths ⋅ 73575705 MLS
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

Listing courtesy of Listing Agent: Ella Goren from Listing Office: Sunrise Realty & Investment LLC.
550 Pleasant St Unit 201, Winthrop
$660,000
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.
111 Locust St Unit 2, Winthrop
$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.
3 Seal Harbor Rd Unit 632, Winthrop
$639,000
1 Beds ⋅ 2 Baths ⋅ 73573980 MLS ⋅ ['Seal Harbor'] BLDG.
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

Listing courtesy of Listing Agent: Mark Carangelo from Listing Office: Mark Carangelo.
10 Somerset Unit 402U, Winthrop
$599,900
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.
25 Locust St Unit 2, Winthrop
$849,000
3 Beds ⋅ 2 Baths ⋅ 73573332 MLS
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

Listing courtesy of Listing Agent: Sarah Fillmann from Listing Office: Coldwell Banker Realty - Boston.
15 Ocean Ave Unit 203, Winthrop
$499,900
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.
35 Somerset Ave Unit 3A, Winthrop
$529,900
2 Beds ⋅ 2 Baths ⋅ 73571733 MLS
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

Listing courtesy of Listing Agent: Mark Savage from Listing Office: Byrnes Real Estate Group LLC.
10 Somerset Unit U.305, Winthrop
$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.
33 Bay View Ave, Winthrop
$560,000
3 Beds ⋅ 1 Baths ⋅ 73569960 MLS
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

Listing courtesy of Listing Agent: Living Coastal Group-Greater Boston & Northshore from Listing Office: Real Broker MA, LLC.
84 Tafts Ave., Winthrop
$619,000
3 Beds ⋅ 2 Baths ⋅ 73568805 MLS
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

Listing courtesy of Listing Agent: Patricia Nemes from Listing Office: Century 21 Tassinari & Assoc..
22 Pauline St. Unit 5, Winthrop
$419,900
1 Beds ⋅ 1 Baths ⋅ 73568595 MLS ⋅ ['Pauline Place'] BLDG.
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

Listing courtesy of Listing Agent: Highland Group from Listing Office: Compass.

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