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$529,900
3 Beds ⋅ 1 Baths ⋅ PRICE CHANGED Status ⋅ 73564952 MLS ⋅ 1,788 SqFt.
Second-floor home in the heart of Winthrop, a short walk to the beach, parks, and the golf course. This three-bedroom condominium pairs 1920s character with modern updates. The living and dining rooms feature hardwood flooring, natural woodwork, and built-ins, with bay windows bringing in natural light throughout. The kitchen offers granite counters, stainless steel appliances, a breakfast bar, and a walk-through pantry. Three well-proportioned bedrooms and a tiled full bath complete the main level, with laundry located in the building. One assigned off-street spaces, gas heat, and a full basement add everyday convenience. The self-managed two-unit association carries a low monthly fee that covers master insurance and snow removal. Commuters gain quick access to the bus, the Blue Line, and the Winthrop ferry, putting downtown Boston within easy reach. Enjoy coastal living with the space and character of a classic New England home.

283 Revere St Unit 2, Winthrop
$549,999
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
$350,000
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 beautiful white kitchen with modern appliances, quartz countertops and backsplash, and crisp, timeless finishes that flows seamlessly into the living area. Also on this level, a generously sized bedroom offers a private ensuite bathroom with double vanity and bathtub, along with a spacious walk-in closet. A convenient guest half bath, high ceilings, hardwood flooring, and in-unit laundry add to the ease and functionality of the home. Upstairs, the impressive primary suite offers a generous retreat with an oversized private bathroom featuring a double vanity, beautifully tiled shower, and spacious walk-in closet. Outside, dedicated garage parking and an electric vehicle charging station make coming and going effortless. Located within walking distance of some of Winthrop’s favorite neighborhood spots for coffee, lunch, and dinner, this home also offers easy access to transportation and major routes into Boston and beyond. When it’s time to unwind, Winthrop Beach is just moments away, offering the perfect setting for a peaceful shoreline walk, a relaxing beach day, or simply enjoying the calming ocean breeze. Winthrop isn’t just a place to live—it’s a lifestyle. This is a rare opportunity to own a completely move-in-ready property that combines modern luxury, thoughtful design, and the relaxed coastal lifestyle so many dream of.

21 Hutchinson St Unit 2, Winthrop
$659,000
2 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT 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
$469,000
2 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT 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
$585,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73561782 MLS ⋅ 1,203 SqFt.
Sixth-floor waterfront living at Seal Harbor in Winthrop Highlands. This 2-bedroom, 2-bath condo offers 1,203 square feet of single-level living with brand new hardwood floors throughout and direct ocean views from the main living space. The living and dining rooms flow together in an open layout, with a slider out to a private balcony where the water views are the main event morning and night. The kitchen sits just off the dining area with tile flooring and ample cabinet and counter space. Both bedrooms are well proportioned with new hardwood, the main bedroom comfortably fitting a king with room to spare and the second serving easily as a guest room or home office. Two full bathrooms, in-unit laundry, central heat and air, and a garage parking space beneath the building, and additional storage is available on site. Seal Harbor is a professionally managed, 127-unit brick building with a concierge, swimming pool, tennis courts, exercise room, sauna and steam room, clubroom, elevator, walking and jogging trails, professionally landscaped grounds with a gazebo, and beach access. The monthly fee includes water, sewer, master insurance, exterior and road maintenance, landscaping, snow removal, refuse removal, and management. The location puts you minutes from Winthrop Beach and the Deer Island trails, close to shops, restaurants, and public transportation, and a short drive to Logan Airport and downtown Boston. A rare combination of water views, garage parking, and full-service amenities at this price point.

1 Seal Harbor Rd. Unit 615, Winthrop
$250,000
1 Baths ⋅ ACTIVE Status ⋅ 73561045 MLS
TURNKEY ITALIAN BAKERY & CAFÉ — REDUCED TO $250,000Rare opportunity to acquire a beautifully built-out, fully equipped bakery and café with approximately $450,000 invested in the build-out and equipment. Offered at just $250,000, this is an exceptional opportunity to step into an established commercial food-service facility without the substantial cost and time required to build one from scratch.The attractive café/retail area is complemented by a serious commercial production kitchen featuring extensive refrigeration and freezer capacity, refrigerated pastry displays, Blodgett convection and double-deck pizza ovens, commercial dough mixer and sheeter, 8-burner range, twin Pitco fryers, commercial hood with fire suppression, CMA dishwasher, stainless preparation areas, bakery racks, sinks and storage.Ideal for an Italian bakery, café, pizza/focaccia concept, catering operation, commissary kitchen, wholesale bakery, specialty desserts or breakfast/lunch operation.A tremendous amount of the costly infrastructure and equipment is already in place — offering the next operator the opportunity to move in and begin producing.

1234 Bakers Delight St, 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
$397,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73559020 MLS ⋅ 546 SqFt.
LAST STUDIO AVAILABLE! Discover effortless coastal living at Unit 304 at The Somerset, a boutique condominium community ideally located in the heart of Winthrop. This well-appointed studio offers a bright and airy open layout designed for both comfort and functionality, featuring a flexible bonus room with a sliding barn door ideal for a home office, guest room, or additional living space. The modern kitchen and living area are complemented by quartz countertops, stainless steel appliances, central A/C, and stylish contemporary finishes throughout. Residents enjoy convenient amenities including a fitness center, elevator access, and a welcoming resident lounge perfect for working remotely or gathering with friends. Just minutes from beaches, waterfront parks, local dining, and cafés, with quick access to downtown Boston via the Blue Line or seasonal ferry. Whether you're looking for a primary residence, investment property, or weekend escape, Unit 304 is home.

10 Somerset Unit U304, Winthrop
$585,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT 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
$549,000
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
$515,000
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
$625,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE 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
$829,900
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73556586 MLS ⋅ 2,437 SqFt.
Welcome to 43 Dolphin Ave, a charming, move-in-ready Colonial offering ocean views in a desirable Winthrop location just moments from the newly renovated Winthrop Beach. The inviting main level features a sun-filled living room with a gas fireplace and classic arched doorways, a spacious kitchen overlooking the covered deck and fenced backyard, a formal dining room, a half bath, and a versatile room currently used as a home office. Upstairs, you'll find three spacious bedrooms, a cozy sitting area, and a full bath. A porch roof patio over looking the ocean is a favorite spot to appreciate the views while you sit back and reflect on your day. A perfect ADU or in-law space in the finished lower level with a oversized family room featuring a gas fireplace and bamboo flooring, a three-quarter bath, full kitchen with stainless steel appliances and second refrigerator, with a laundry area, along with a bedroom with a full sized cedar closet. Right out your lower door is an area to have a table or another sitting area under cover. The outdoor shed has doors that open up to the pergola with a bar and tv so you can watch the games during your cookouts. Enjoy the convenience of three off-street parking spaces and easy access to Boston, Logan Airport, scenic waterfront trails, shopping, dining, and more. Don't miss it!

43 Dolphin Ave, Winthrop
$859,900
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
$749,995
2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73553054 MLS ⋅ 1,414 SqFt.
Step inside and you'll immediately understand why this residence is unlike any other at Seal Harbor. Thoughtfully redesigned with timeless finishes and meticulously maintained, every detail has been curated to create an exceptional coastal retreat. Wake up to panoramic ocean views and unwind each evening with spectacular sunsets from your private covered balcony, where the fresh salt air and endless water views become part of your everyday lifestyle. The stunning open-concept kitchen is the heart of the home, featuring custom cabinetry, premium appliances, an oversized entertaining island with a built-in wine refrigerator, and designer finishes throughout. Retreat to the luxurious primary suite with a custom spa-inspired bath showcasing an oversized steam shower. Beyond your front door, enjoy concierge service, garage parking, a beautifully renovated lobby and elevators, fitness center, game room, and an oceanfront pool that feels like a private resort. Perfectly located just minutes to Boston, Logan Airport, the Winthrop Ferry, beaches, restaurants, and walking paths, this is coastal luxury at its finest.

1 Seal Harbor Unit 700, Winthrop
$479,900
1 Beds ⋅ 1 Baths ⋅ PRICE CHANGED Status ⋅ 73551484 MLS ⋅ 947 SqFt.
NEW PRICE - NEW OPPORTUNITY!! Wake up to SPECTACULAR SUNRISES over the Atlantic and fall asleep to the soothing sound of OCEAN WAVES in this affordable OCEANFRONT UNIT at Seal Harbor Condominiums! Offering UNOBSTRUCTED OCEAN VIEWS from EVERY ROOM, this beautifully maintained home delivers the ultimate coastal lifestyle while being a short drive to Boston & Logan Airport! Gleaming HW FLOORS flow throughout the OPEN CONCEPT LIVING & DINING AREAS, where a PRIVATE BALCONY provides the perfect setting to relax with the ocean as your backdrop. The updated kitchen features SS APPLIANCES, GRANITE counters, with a FULL HEIGHT BACKSPLASH complementing the stylish cabinetry. A SPACIOUS BEDROOM and UPDATED FULL BATH, a private shower area with a wall of closets and a NEW WASHER AND DRYER complete the space. Experience RESORT STYLE LIVING w/exceptional amenities including an inground pool, fitness center, sauna, steam room, tennis courts, clubhouse, beautifully manicured gardens with a gazebo, scenic oceanfront walking paths, recreational facilities and the convenience of a 24/7 concierge! This is COASTAL LIVING at its best!

1 Seal Harbor Unit 210, Winthrop
$449,900
2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73550972 MLS ⋅ 879 SqFt.
This like-new 2-bedroom, 2 bath condo at 34 Underhill Street delivers the finish level of new construction at a fraction of the cost. Gut renovated and converted in 2020, every detail was approached with care, from the white shaker kitchen with quartz countertops, blue glass tile backsplash, gold hardware, and stainless steel appliances including gas cooking, to the wide plank hardwood floors that run throughout the entire unit. The primary bedroom features a custom walk-in closet with built-in shelving and drawers, and direct access to a full bath. The open living area is bright and generously sized with recessed lighting and mini-split systems for year-round comfort. Ground-floor entry with private access adds convenience rarely found in condo living. Set steps from the Winthrop coastline with the Boston ferry, Rt. 1A, and Logan Airport all just minutes away, this is a turnkey home in a location that continues to attract buyers who want coastal living without sacrificing quality.

34R Underhill St Unit 3, Winthrop
$2,100,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73550891 MLS ⋅ 6,224 SqFt.
One of the most coveted locations in Winthrop, 174 Bartlett Rd is your dream costal retreat where luxury meets seaside living. Completely gut renovated, this exceptional home offers over 6,000 sq ft of beautifully designed living space across four expansive levels. The heart of the home is the stunning chefs kitchen with seamless oversized Brazilian Quartzite island surrounded by premium Sub-Zero, Wolf & Miele appliances, & a fully appointed entertaining bar. Anchored by a striking Valor fireplace, the two thoughtfully designed seating areas & expansive dining room create space for intimate or larger-scale entertaining. The Primary suite is a water view retreat with steam shower & BainUltra therapeutic soaking tub, dual walk-in closets, & private laundry. Welcome guests in the lower level suite, enjoy resort style yard with Gunite in-ground pool, basketball court & grilling island, or end days on the roof top deck with incredible views. This thoughtfully crafted home is unforgettable!

174 Bartlett Road, Winthrop
$1,475,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73549582 MLS ⋅ 3,056 SqFt.
Custom built in 2021, 38 Nahant Avenue was put together with real attention to detail and the finishes back it up. This home runs on Savant for full smart home control, plus Ring cameras for security. The kitchen is built around a full Thermador appliance package, including three Thermador columns: a full fridge, a full freezer, and a wine fridge. The exterior is Hardie plank with a 7 inch exposure, oversized black Pella windows, a paver driveway and a rear covered deck for year round use. Inside you get 9 foot ceilings on the main level and 10 foot ceilings on the second floor, with 17 in ceiling speakers wired throughout the first floor alone. The primary suite has its own bath with a walk in shower, freestanding tub, and dual vanity. A first floor master suite and an upstairs office with ocean views wrap the the floor plan on the main living levels. Downstairs there is a fully framed out and roughed basement ready for your finishing touches.

38 Nahant Ave, Winthrop
$715,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73548082 MLS ⋅ 1,586 SqFt.
Cape-style home in Point Shirley, steps from the beach and within Winthrop's most walkable stretch of coastline. Built in 1900 and updated with a remodeled kitchen featuring granite counters and recessed lighting, plus a remodeled full bath with a tiled tub and shower. Original hardwood floors run through the main level and all four bedrooms, paired with bay windows that bring in natural light and water views. The main level includes a living room with a fireplace, a formal dining room, and a sunroom that opens to a screened porch. Central air and forced air heat keep the home comfortable year-round. A full basement with sump pump offers storage and utility space, and a paved driveway provides two off-street parking spaces. Ocean views and public beach access nearby. 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.

52 Pebble Ave, Winthrop
$869,900
3 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73546996 MLS ⋅ 2,125 SqFt.
PRIDE OF OWNERSHIP CAN BE YOURS.......METICULOUSLY CARED FOR AND READY FOR THE NEW OWNERS! Located in one of Winthrop's most desirable areas, this Center Entrance Colonial has Harwood oak floors and a bath on every level. A huge fireplaced living room, eat in kitchen with a slider and deck overlooking the enormous (pool size) yard with a garden area and lots of off street parking. The second level has 3 bedrooms and a full bath and laundry. The Main bedroom is King-sized! The Bonus Room in the basement is multi purposed and easily works for extended family ( IN-LAW POTENTIAL) with another full bath, exrta high ceilings, open floor plan and a direct walk out to the yard. Another separate basement area is a handy workshop/storage area. THIS COULD BE THE ONE! In Winthrop by the Sea boasting 2 beaches, new schools, 3 Yacht Clubs, a nine hole golf course and lots of Great Restaurants!

37 Loring Rd., Winthrop
$760,000
6 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73545756 MLS ⋅ 2,000 SqFt.
Capitalize on the tremendous potential of this centrally located multi with a rare 10,000sqft lot located one block from Ingleside Park. The untouched backyard is ready for your ideas - transform it into additional garage parking, an outdoor oasis, or more. Complete with off-street parking for 2-3 cars and additional easy parking on this quiet side street. The first floor unit offers a large deck, two bedrooms, one full bath. The second floor bi-level unit has two beds downstairs with 2 beds upstairs, one full bath, and an extra rear sunroom. The building is equipped with separate electric and gas meters for each unit. Located just a few blocks away from Winthrop Center, Ingleside Park, and only one mile to the MBTA Blue Line direct to Logan airport and Boston.

120 Hermon St, Winthrop
$875,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73542949 MLS ⋅ 2,016 SqFt.
Two-family home in a prime Winthrop location, directly across from Ingleside Park and minutes from Winthrop Center. Each unit offers 2 bedrooms, 1 full bath, a bright living room, eat-in kitchen, and private porch. Set on a 0.14-acre lot, the property features a partially fenced backyard—ideal for entertaining, gardening, grilling, or relaxing. The lower level, accessible via a private rear entrance, offers excellent potential for flexible use such as a recreation area, home office, gym, workshop, or storage. Recent updates include a roof replacement in 2021. Just a short stroll to Winthrop Center shops and restaurants, and to Donovan Beach, with bus service connecting to the Blue Line and approximately a 30-minute door-to-door commute to Boston via public transit. Whether you're an owner-occupant looking to live in one unit and offset your mortgage with rental income, or an investor seeking rental income in a desirable coastal location, this is an opportunity you won't want to miss.

126 Brookfield, Winthrop
$1,499,000
5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73541145 MLS ⋅ 2,889 SqFt.
Every evening, the harbor turns amber from the west, 516 Pleasant Street has a front-row seat. A one-of-a-kind home set along Winthrop's harbor front with direct water access, a concrete seawall, and a private boat launch, (all outside the flood-zone by the way!!) this residence offers a lifestyle that cannot be assembled from scratch in today's coastal market. The rights to rebuild a pier remain intact, a dormant asset in a harbor where private moorings are nearly impossible to find. The units span 2,889 square feet across three floors, and this home could easily be transformed into the single-family of your dreams. An in-ground pool, roof deck, sunroom with gas stove, and west-facing harbor views complete the picture.Close to logan sirport, Rt 1A, ferry service to Boston, parks, summer farmers market and more!

516 Pleasant St, Winthrop

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