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16 Loring Rd., Winthrop
$569,000
2 Beds ⋅ 1 Baths ⋅ 73585619 MLS
Opportunity awaits at 16 Loring Road in Winthrop! This 6-room home offers 2 bedrooms and plenty of potential for buyers looking to renovate, customize, or invest. The property features oil heat, an unfinished basement with convenient walkout access, and a detached two-car garage offering additional parking and storage. Situated on an approximately 5,500 sq. ft. lot. Bring your ideas and vision to unlock the possibilities this property has to offer. Property is being sold strictly AS-IS. Seller makes no representations or warranties regarding the property or its condition. Buyer and buyer’s agent are responsible for conducting their own due diligence and verifying all information to their satisfaction.

16 Loring Rd., Winthrop

Listing courtesy of Listing Agent: Martin Tokos from Listing Office: Coldwell Banker First Quality Realty.
129 Strandway, Winthrop
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 73585487 MLS
Welcome to your ultimate beachfront oasis in Winthrop, where every day feels like a permanent getaway with direct access from your back door straight into the sand. This stunning home features an inviting, fireplaced living room, a kitchen boasting sleek marble countertops and tile flooring, a convenient main-floor full bath and an outdoor shower for rinsing off after the beach, and two flexible bedrooms ideal for guests, children, or a home office. Take in breathtaking ocean sunrises over morning coffee from the year-round heated sunroom, and retreat upstairs to a spacious primary suite complete with its own private bath. The finished lower level functions as a fully separate suite—an incredible asset as one of only 10 legal Airbnbs in all of Winthrop, complete with its own family room, bonus space, full bathroom, and laundry. Positioned in an unbeatable location with two off-street parking spots and an EV charger, this property sits less than 1 mile from the Winthrop Landing MBTA ferry for easy transit to Logan, Central Wharf, and the Seaport, perfectly balancing everyday coastal luxury with elite short-term rental potential.

129 Strandway, Winthrop

Listing courtesy of Listing Agent: Kyle MacNichol from Listing Office: Redfin Corp..
54 Trident Ave Unit 54, Winthrop
$574,995
2 Beds ⋅ 1 Baths ⋅ 73585000 MLS
Ocean views, salty breezes & beachside living just minutes from Boston! This bright 2-bedroom, two-level condo offers direct ocean views & a deeded patio exclusive to the unit. Across the street, enjoy the beach & a 2-mile walking trail, perfect for morning strolls. Abundant windows fill the open-concept living space with natural light, while a 3 sided gas fireplace adds warmth & charm to the center of the entertaining space. The updated and spacious eat-in kitchen features newer appliances, a coffee bar, and bar seating. Wake up to ocean views in the primary bedroom, complete with a walk-in closet! The updated bath offers a spacious shower & jetted tub with a unique ceiling-mounted water feature and a large steam shower. The lower level adds flexibility with a bonus room, separate office & ample storage. Deeded parking, in-unit laundry, central A/C, a new hot water heater & newer HVAC complete the package. Sip coffee on your deck, unwind to the sounds of waves & seagulls, & make every day feel like a vacation!

54 Trident Ave Unit 54, Winthrop

Listing courtesy of Listing Agent: Candice Pagliarulo Hodgson from Listing Office: Lyv Realty.
900 Governors Dr Unit 37, Winthrop
$349,900
2 Beds ⋅ 1 Baths ⋅ 73584904 MLS
Welcome to 900 Governors Dr, Unit 37, Winthrop, MA, where easy condo living meets the charm of one of Greater Boston’s most desirable seaside communities. Just minutes from the water, this inviting 2-bedroom, 1-bath condo offers a bright, comfortable interior, a functional layout, and the low-maintenance lifestyle today’s buyers are looking for. Whether you’re a first-time buyer ready to make the move from renting to owning, a downsizer looking for simplicity, or someone who wants to live close to Boston while enjoying a coastal setting, this home offers an excellent opportunity. Inside, you’ll find comfortable living space with plenty of flexibility for everyday life. The two bedrooms provide options for a primary bedroom, guest room, home office, or additional living space. The thoughtful layout makes the condo feel welcoming and functional while still offering the opportunity to add your own personal style. One of the biggest advantages is the convenience of condo living. Spend less time worrying about exterior maintenance and more time enjoying everything Winthrop has to offer. Outside you will experience the lifestyle that makes this location so appealing. Winthrop’s beaches and shoreline are just minutes away, along with local restaurants, shops, cafés, and everyday conveniences. And with Boston only a short commute away, you can enjoy the best of both worlds — the relaxed atmosphere of a coastal community with easy access to the city. Move-in ready, conveniently located, and full of potential, Unit 37 is ready for its next owner. Come experience Winthrop living and see what makes 900 Governors Dr a wonderful place to call home.

900 Governors Dr Unit 37, Winthrop

Listing courtesy of Listing Agent: Brandon Dervishian from Listing Office: Lyv Realty.
16 North Ave, Winthrop
$649,900
3 Beds ⋅ 2 Baths ⋅ 73584839 MLS
A rare opportunity to own a spacious Folk Victorian cherished by the same family for four generations. Tucked away on a quiet dead end street, this 1,925 sq. ft. home welcomes you with a classic screened front porch and an impressive amount of living space inside. The expansive first floor features open concept living and dining with parquet floors and a built in serving cabinet, plus an oversized kitchen with plenty of cabinet and counter space, stainless steel appliances, a gas range and 10 foot ceilings waiting to be revealed. A spacious den with a freestanding gas stove offers another inviting gathering space, along with a full bath and first floor laundry. Sliders lead to the deck and backyard, where an in ground pool and patio with gazebo create a fantastic setting for summer entertaining. Upstairs are three generously sized bedrooms and a second full bath, with one bedroom opening directly onto a flat roof offering potential for a future deck or expansion. The finished third floor adds flexible space for a den, office or playroom, plus ample storage. Central heat and A/C and three car tandem parking add everyday comfort and convenience. Bring your vision and make this special home your own, with Winthrop’s coastal setting right outside your door, a short walk to Fisherman’s Bend, close to Winthrop Center, and minutes from Logan Airport and downtown Boston. Open House, Saturday 10/3 10:30 -12pm, Sunday 10/4 10:30 - 12pm

16 North Ave, Winthrop

Listing courtesy of Listing Agent: Danielle Freudenthal from Listing Office: D & R Realty.
10 Somerset Unit 307, Winthrop
$637,900
2 Beds ⋅ 2 Baths ⋅ 73584622 MLS
Introducing Unit 307 at Somerset Winthrop, where refined design, modern convenience, and effortless comfort come together in a beautifully appointed residence. Ideally situated in the heart of Winthrop, this spacious 2-bedroom, 2-bath home offers an inviting retreat just moments from local shops, restaurants, and neighborhood amenities.The thoughtfully designed interior features an open-concept living space and a modern kitchen appointed with quartz countertops, stainless steel appliances, and a convenient breakfast bar. The private primary suite offers a generous walk-in closet, while the additional bedroom and full bath provide exceptional flexibility for guests, a home office, or everyday living. In-unit laundry adds to the ease and convenience. Residents also enjoy access to a well-equipped exercise room and meeting room, with carport parking. With its sophisticated finishes, generous living spaces, and prime Winthrop location, Unit 307 offers an exceptional opportunity to enjoy a polished, low-maintenance lifestyle.

10 Somerset Unit 307, Winthrop

Listing courtesy of Listing Agent: Charlesgate New Development Team from Listing Office: Charlesgate Realty Group, llc.
32 Elmwood Avenue, Winthrop
$879,900
4 Beds ⋅ 2 Baths ⋅ 73584025 MLS
Stunning single family home located in the desirable Town of Winthrop. This completely updated and spacious single family home offers four bedrooms with one and a half baths and plenty of space for everyone. Additional bonus rooms on the attic level and a large unfinished basement provide even more opportunities for expanded living. An open floor plan and a beautiful kitchen, complete with stainless steel appliances and upgraded countertops make this a perfect home for entertaining. Hardwood flooring throughout, central forced air, and ductless mini-splits round out some of the great features this home has to offer. An ample and airy backyard and off-street parking are a huge plus. Incredible location - just steps to the ocean and minutes to Downtown Boston, Logan Airport and the North Shore. See all that Winthrop has to offer - close to beaches, parks, restaurants and much more!

32 Elmwood Avenue, Winthrop

Listing courtesy of Listing Agent: Edward Deveau from Listing Office: Century 21 Mario Real Estate.
100 Governors Drive Unit 2, Winthrop
$260,000
1 Beds ⋅ 1 Baths ⋅ 73583670 MLS ⋅ ['Governors Park'] BLDG.
Rare one bedroom unit n desirable 100 building at Governors Park entrance. Recently vacated by tenant of over 10 years. Short walk to local restaurants and shops, bus line to T.

100 Governors Drive Unit 2, Winthrop

Listing courtesy of Listing Agent: Pat Sullivan from Listing Office: Century 21 Seaport.
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
$459,900
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
$309,900
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
$649,995
3 Beds ⋅ 2 Baths ⋅ 73579407 MLS
*** OPEN HOUSE CANCELED *** Off in the distance you will enjoy spectacular sunsets over the water in this beautifully renovated and spacious two-level condominium offering 3 bedrooms, 2 full baths and an open layout ideal for ease of living. Highlights include new paint, lighting, an updated kitchen, updated baths, central air, in-unit laundry, a striking staircase and more of those ocean views from various windows. Commuting is easy with the Boston bus line nearby, providing access to the T in approximately 15 minutes and Boston in about 30. The Winthrop Ferry offers another convenient option. Enjoy Winthrop’s beaches, waterfront trails, golf course, yacht clubs, and popular restaurants—all just minutes from Boston. No monthly association fee; owners share the insurance expenses, pets allowed, private outdoor spaces, and 2 car parking round up the benefits of this beautiful townhome! Each unit owner responsible for 1/2 the insurance costs - no condo fee otherwise!

62 Pleasant St Unit 2, Winthrop

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
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
$475,000
2 Beds ⋅ 2 Baths ⋅ 73579212 MLS ⋅ ['34 Underhill Street Condominium'] BLDG.
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.
807 Shirley St, Winthrop
$865,000
3 Beds ⋅ 3 Baths ⋅ 73579115 MLS
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

Listing courtesy of Listing Agent: Elizabeth Ferrara from Listing Office: Cottage Hill Real Estate.
35 Triton Ave, Winthrop
$799,900
3 Beds ⋅ 2 Baths ⋅ 73578454 MLS
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.
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
A dramatic price reduction creates an exceptional opportunity to own this turnkey, penthouse-level corner residence at Seal Harbor, where sweeping Atlantic Ocean views and bespoke designer finishes define an elevated coastal lifestyle. Fully renovated in 2023, this sophisticated 2BR/2BA home is filled with natural light from oversized windows and features a private top-floor balcony, white oak hardwood floors throughout, a custom built-in window seat, and an elegant inlaid foyer beneath skylight and recessed lighting. The beautifully updated kitchen pairs soapstone countertops with stainless steel appliances, a striking blue glass backsplash, and a sunny breakfast nook, while the ocean-facing primary suite offers a spa-inspired walk-in shower, custom vanity, and detailed tilework. The second bedroom includes a brand-new custom walk-in closet and pocket-door access to a full bath, and the welcoming entry foyer offers a built-in bench and convenient laundry closet. Additional storage and deeded garage parking space D8 complete this move-in-ready offering. Residents enjoy resort-style amenities including an in-ground pool, tennis courts, fitness center, sauna, game room, clubhouse, concierge, and security, all moments from Winthrop Beach, marinas, dining, shopping, and public transportation.

1 Seal Harbor Unit 916, Winthrop

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
$679,000
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. 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.

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