Winthrop MA Real Estate & Homes for Sale

Beautifully renovated! Discover Seal Harbor. Situated at the ocean's edge in Winthrop, the Seal Harbor condominium community is located just fifteen minutes from Boston's financial district. The buildings are amenity-rich, offering 24/7 concierge, on-site management, secure underground garage parking, a heated outdoor pool with shower, bathrooms, full poolhouse kitchen, an outdoor Jacuzzi, and two gas grills. Residents also enjoy year-round access to an indoor pool on the 9th floor, complete with dramatic views, a full fitness center, as well as an indoor Jacuzzi and sauna with a large deck-perfect for viewing Independence Day fireworks! Seal Harbor Three boasts three separate function rooms where guests are able to enjoy table tennis, billiards and television. And in addition to the mature grounds, owners also have access to tennis courts, private basement storage, bicycle storage, water sports storage and a full recycling facility. This home has two deeded garage parking spots.

Welcome to this spacious center-entrance home in the highly desirable Maze neighborhood of Winthrop, 02152. This three-bedroom, one-and-a-half-bath home is brimming with charm, featuring beautiful original woodwork and a fantastic layout that offers plenty of space to entertain or simply stretch out and relax.Inside, you'll find a traditional dining room, a cozy fireplace, and a lower-level family room"ideal for gatherings and everyday living. All three bedrooms are conveniently located on the same level, adding to the home's functional design.Step outside to a huge backyard, a perfect retreat for outdoor entertaining, gardening, or enjoying fresh seaside air.Nestled in the quaint seaside town of Winthrop, just north of Boston, this home provides multiple commuting options to the city, Logan Airport, and major highways"making it an ideal location for those looking for convenience with a coastal charm.

Imagine waking up to the soothing sound of waves and sipping your morning coffee as the ocean stretches out before you. This spacious first-floor condo invites you to live effortlessly by the water, with sunlight pouring through oversized windows and an open-concept living and dining area designed for both quiet moments and lively gatherings. The modern kitchen, outfitted with sleek Viking appliances, makes cooking feel like a luxury, while the primary suite's soaker tub offers the perfect retreat at the end of the day. With plenty of in-unit storage"plus bonus basement space"you'll never run out of room for your beach gear. Step out to your private rear deck or relax in the shared patio, where ocean breezes make every moment feel special. All this, plus easy access to public transportation, you're seamlessly connected to the city while enjoying your own coastal haven.

Discover this stunningly renovated 2-bed, 2-bath condo with breathtaking views of the bay and the iconic Winthrop water tower. Step inside to enjoy luxurious new flooring, sleek, modern appliances, and the comfort of central air and heating. Bathed in natural light, the open living spaces flow effortlessly to expansive outdoor areas, perfect for relaxing or entertaining. The crown jewel of this home is the spacious primary suite, complete with its own private deck. Wake up to the sun rising over the water and soak in the tranquility of the bay from the comfort of your bedroom. With incredible views and thoughtful upgrades throughout, this home offers the perfect blend of style and comfort. A garage adds convenient parking and storage, making this home a must-see!

Welcome to the beach! This multi-family property has been cherished by the same family for generations and offers breathtaking ocean views. Home is fully rented, with 3 tenants currently on a tenancy-at-will basis and one lease extending until Nov. Hardwood floors run throughout most of the units, and tenants are responsible for their own utilities, except for water/sewer. 2nd floor features 2 spacious units, each offering 2 levels of living and multiple beds.1st floor units are single-level, each with 1 bedroom. All residents have access to exterior porches, perfect for enjoying the stunning waterfront scenery. This property presents an excellent investment opportunity or an ideal owner-occupied residence. Conveniently located just 15 mins from Boston by car, it also offers easy access to public transportation take the bus to Orient Heights or drive just two miles to Suffolk Downs Within two blocks, you'll find coffee shops, a laundromat, medical facilities, gyms, restaurants & parks.

Great investment opportunity in Winthrop! This property is a 4 family property offering strong rental income potential in a prime location. Each unit features, separate utilities for easy management. The property includes off-street parking, 8-10 spots on large lot, adding to its appeal. Recent updates include newer roof. Located just minutes from Boston, Logan Airport, and public transportation, this home is steps from beaches, parks, and local restaurants, making it highly desirable for tenants. Whether you're an investor or an owner-occupant looking for additional income, this multi-family is a fantastic opportunity in a thriving seaside community.This fully occupied four-family property features reliable, long-term tenants who pay on time and take great care of their units, making it a stress-free investment. With strong rental history and a well-maintained building, this is a rare opportunity for steady income.

Welcome to The Grand Victorian Condominiums. Step into the elegance of this 2-bedroom, 2-bath home nestled in a beautiful late 19th-century Victorian building. This residence exudes timeless character with its soaring high ceilings and exquisite woodwork throughout. The spacious living areas are enhanced by gorgeous fireplace mantels, showcasing the fine craftsmanship that defines this historical gem. Enjoy the luxury of exclusive access to side deck, perfect for outdoor relaxation, and additional private storage in the basement for your convenience. The shared backyard is ideal for entertaining or quiet moments. There is parking for one car. This is a rare opportunity to own a piece of history with all the amenities you need for contemporary living. Walking distance to Winthrop Public Library, bus stop, Metcalf Square, Winthrop Center, restaurants and so much more. Winthrop By The Sea does not disappoint!

Enjoy breathtaking ocean views and sunrises in this spacious 4-bedroom condo, situated along Winthrop's stunning shoreline. Offering the best of beach living just minutes from Boston, this home is a rare gem in one of the area's most desirable neighborhoods. Step inside to an open floor plan, where large windows frame the sparkling Atlantic, filling the space with natural light. The primary bedroom features a walk-in closet, while three additional bedrooms provide versatility for guests, a home office, or a growing family. One of the home's standout features is the expansive deck overlooking the water"the perfect spot to enjoy morning coffee, host gatherings, or simply unwind to the sound of the waves. Additional conveniences include deeded off-street parking for two cars, including one space in the garage. Recent updates include a new roof in February 2025, new driveway in 2024 and newer vinyl siding. The perfect blend of coastal serenity and city convenience.

Tucked away on a quiet street, this home boasts stately features and has been meticulously renovated. From the elegant newel post to the timeless kitchen details, nothing was overlooked. During the condo conversion, preserving the home's original integrity was a priority. The first floor offers 2 bedrooms, laundry, and a full bath with marble tile floors. The sunlit living room, complete with a fireplace, opens to the dining room and the first of two decks, offering ocean views. The second deck is covered, perfect for rainy days. The kitchen features high-end appliances and classic white cabinetry. Upstairs, find 2 more bedrooms, including a primary with a large walk-in closet and full bath. Plenty of basement storage, separate entrances, and just minutes from Boston by car, with coffee shops and restaurants within walking distance.

Welcome to 35 Somerset in the heart of Winthrop French square! This sun drenched unit offers 2 beds, 2 baths, central air and deeded parking. The high ceilings accentuate the hardwood floors throughout and the eat-in kitchen boasts quartz countertops, subway back-splash, high-end stainless steel appliances and elegant modern shaker cabinets. Enjoy your marble bathroom and in-unit laundry. Winthrop by the Sea is minutes to Boston by car, train and by the town owned water Ferry. Winthrop offers 3+ yacht clubs, marinas, a golf course, miles of beaches and miles of seaside walking trails. Winthrop center is home to multiple new restaurants and shops.

Cozy Beachside Bungalow in Point ShirleyWelcome to your seaside escape! Nestled in the heart of Winthrop's coveted Point Shirley neighborhood, this charming 2-bedroom, 1-bath bungalow offers the ultimate beach lover's dream"just steps from the ocean. Enjoy the ease of a private driveway and endless potential to make this cozy retreat truly your own. Whether you're looking for a year-round residence or a seasonal getaway, bring your imagination and unlock the possibilities of this delightful beachside gem. Embrace coastal living at its finest!

Welcome to 1077-1079 Shirley St, a rare multi-family opportunity in Winthrop's coveted Point Shirley neighborhood, offering two charming homes just steps from the ocean. Perfect for multi-generational living, investors, or those seeking a flexible coastal lifestyle, this property blends charm, comfort, and stunning ocean views.The main residence features 4 bedrooms and 2 baths, with an inviting living room highlighted by a cozy fireplace and picture-perfect ocean vistas. The formal dining room is ideal for hosting, while the updated kitchen offers style and functionality. A versatile bonus room with exterior access and a full bath is perfect as a family room, guest suite, or private retreat. Upstairs, four spacious bedrooms and another full bath provide room for everyone. The second home is a 2-bedroom, 1-bath beachside bungalow"perfect as a year-round residence, seasonal escape, or potential income-producing unit.

Coastal Living with Stunning Ocean Views! Welcome to 1079 Shirley St in the heart of Point Shirley, Winthrop"a spacious 4-bedroom, 2-bathroom single-family home offering the perfect blend of charm, comfort, and breathtaking ocean views. Step into the inviting living room, where a cozy fireplace and picture-perfect ocean vistas create a warm and relaxing ambiance. Flow seamlessly into the formal dining room, perfect for hosting, and an updated kitchen designed for both style and functionality.Need extra space? A versatile bonus room with exterior access and a full bath is ideal as a family room, guest suite, or private retreat. Upstairs, you'll find four generously sized bedrooms and another full bath, ensuring plenty of space for everyone. Located just moments from the beach, yacht clubs, and scenic coastal trails, this home offers a true seaside lifestyle while being a short commute to Boston. Don't miss this opportunity to wake up to the sound of the waves"schedule a showing today.

Experience luxury living in this stunning 2-bedroom, 2-bathroom condo with a rooftop that has unparalleled city views! This noise-controlled unit ensures complete privacy"no sound from neighbors and none escaping from within, providing a peaceful retreat in the heart of the city. Ideally located just minutes from Boston, this prime residence offers easy access to public transportation, top-rated restaurants, and vibrant city life. The spacious layout features an open-concept living and dining area, complemented by expansive windows that allow ample sunlight. Recent updates include an updated heating system installed in 2023, ensuring year-round comfort. Whether you're a commuter, a foodie, or someone who loves the energy of the city while enjoying serenity at home, this condo is the perfect fit. Don't miss this rare opportunity"schedule a showing today!

Welcome to 19 Johnson Ave, one of the most coveted streets in Winthrop and in the desirable neighborhood of "Cottage Park". This property presents an incredible opportunity and endless possibilities for customization. The home offers four levels of living, 5 bedrooms, 2 baths, completely finished lower level, marble fireplace, off-street parking, ocean views and much more! As you explore this sizable home, you'll appreciate the potential it holds. The generously sized bedrooms all have individual mini split a/c units and hardwood floors. A sunroom off the kitchen overlooks an in-ground gunite pool and fenced in backyard. The location is steps to the Cottage Park Yacht Club and minutes to Downtown Boston via the Winthrop Ferry. This delightful seaside community is home to seven beaches and only 6 miles from Boston.

EASY, UPSCALE, OCEANFRONT LIVING IN WINTHROP by the SEA, This amazing unit was recently updated and the Open Floor Plan offers a fully applianced Stainless Steel kitchen with quartz counters and recessed lighting. The living room/dining room combo is prefect for entertaining or personal enjoyment with sliders to a balcony overlooking the wide open ocean with its incredible sunrises and the sounds of the waves along the shore! French doors leading to the lg. main bedroom with 2 custom closets and more amazing views....very nice tile and marble bath can transform into a half bath for guests. Stackable laundry in the unit and deeded underground parking. This building offers lots of amenities, an outdoor pool area, a roof top deck and a top floor common area with an indoor lap pool, exercise facility and game room/function area, all overlooking the ocean. Discover Winthrop with 2 beaches, 3 Yacht Clubs, 3 Marinas a 9 hole golf course and lots of great restaurants, Just Minutes to Boston!

Discover your new home in the luxurious Seal Harbor III high-rise.This newly updated 1-bedroom, 1-bathroom condo offers a modern and inviting space with stunning views of the pool and the Atlantic Ocean. Step into a sleek, stylish interior featuring recessed lighting, brand-new flooring, and all-new appliances. With upgraded storm windows and a new HVAC system, comfort and efficiency are a priority. Seal Harbor III is renowned for its incredible amenities and meticulously maintained grounds. Enjoy peace of mind with 24-hour concierge service, stay active with access to both indoor and outdoor pools, a well-equipped gym, tennis court and a beautiful clubroom for entertaining. Underground garage parking keeps you out of the elements year-round.Experience luxury living by the ocean in the 02152 zip code"schedule your showing today and make this gorgeous condo your own.

Discover this vintage 1970s-style gem just a block from the ocean, perfectly situated in one of Winthrop's most sought-after neighborhoods. This inviting single-family home features three spacious bedrooms and two and a half baths, ideal for comfortable living. Step inside to find a blend of retro charm and modern convenience. The spacious mezzanine living room has soaring ceilings and is open to the home's second level. The large, bright kitchen is perfect for family gatherings and connects to a comfortable dining area and a stylish sun porch. Enjoy the serenity of a lovely yard, perfect for outdoor entertaining or quiet afternoons.With nearby beaches, parks, and local shops, this home offers the best of coastal living. Don't miss your chance to own a piece of Winthrop's charm in a prime location. Schedule a showing today!

Direct Ocean Front Living. Feel like you're on vacation every day! This spacious 2 level, 7 room, 4 bed, 2 bath condo is located Directly on Yirrell Beach. The sand in your own back yard. Ocean breeze and sounds of the waves crashing onto the shore, are sure to relax you after a long day. Every day the view is different. Featuring beautiful cherry hard wood floors, Family room, Formal dining room,( Living room-could be master bedroom) the beautiful kitchen has cherry cabinets granite countertops, stainless appliances sliders to the large deck facing the sandy yard and Beach. This is one of a kind and Direct Ocean front living. All the rooms are large with plenty of character. Walk in closets and Laundry room make this for easy living. Bus line to the Blue line and Water shuttle into Boston is just a couple minutes away at the landing next to Winthrop yacht club. Marinas, shops and restaurants add to this great community. Don't miss out on this Opportunity to live Directly on the Ocean!

Nestled in the coastal community of Winthrop by The Sea. This spacious home has proximity to the beach, views of Boston skyline and bay. This multilevel home has four plus bedrooms, a den,office. The kitchen is updated with modern amenities and separate sunny breakfast area for morning coffee overlooking rear yard. Living has two sided gas fireplace for both dining and living room. Large open deck with expansive views make for great entertaining year round.Off street parking for three cars includes heated garage space. This home has the space you need to grow or multiple home offcespace.

Welcome to 187 Winthrop Shore Drive, where the views don't quit, no matter where you are"even from the kitchen. This 3-bed, 1.5-bath beachfront condo combines classic charm with modern updates. You'll love the stunning woodwork throughout, adding so much character to the place. Original light fixtures and medallions have been revitalized to keep the charm alive, while the remodeled slate kitchen with black stainless KitchenAid appliances gives it a sleek, updated vibe. The bedrooms are a great size, the layout is smart with no wasted space, and there's even a bonus office or play area for whatever you need. Laundry's in the unit, so no extra trips, and those killer ocean views are everywhere you look. You also get extra basement storage and tandem parking for two cars. 2 Zones of hot water radiators in unit from newer Burnham tankless gas unit, 2023 hot water tank, and 4 mini-splits run the back up heat and A/C in the summer. If you are looking to live on the Ocean, this is the spot!

Welcome to 35 Somerset Ave, Unit #6PH (Pent House), nestled in the heart of Winthrop! This stunning newly renovated 2-bedroom, 2 full bathroom condo, offers a perfect fusion of modern comfort and seaside charm. Located just moments from the beach, this inviting unit offers breathtaking views from its massive private roof deck and seamless access to downtown and the beach. Every aspect of this unit reflects a fresh, modern aesthetic, thoughtfully designed with updates for effortless living. Enjoy abundant natural light in the spacious living room with an open layout connecting to the dining area and kitchen.The well-appointed kitchen features updated appliances, ample cabinetry, stylish countertops, and a custom island.Two generously sized bedrooms provide a peaceful retreat, each with plenty of closet space and charming views. Just a short stroll to local shops, cafes, and public transportation. Enjoy the best of coastal living with nearby parks and the beautiful beaches.

DON'T MISS OUT ON THIS AMAZING OPPORTUNITY IN WINTHROP'S SEAL HARBOR CONDOMINIUMS....... A SPACIOUS CORNER UNIT WITH A GREAT LAYOUT! This two bedroom two bath unit offers an open floor plan with a huge living room/dining room combo overlooking the ocean! A beautiful eat in kitchen with plenty of cabinets and lots of counter space, stainless steel appliances, recessed lighting and a dining area with an ocean view. The main bedroom suite has a full bath and more of those incredible ocean views! Stackable laundry in the unit, underground deeded parking, function room, storage, inground pool and patio area and extra outdoor parking. This is a must see, luxury living just minutes to Boston at a fraction of the cost of living in the city. LIVE AS IF YOU ARE ON VACATION!

Breathtaking Ocean Views! This exquisite second-floor condo offers sweeping water views and a sandy beach just steps from your door. Boasting over 2,000 square feet of luxurious single-level living, this 3 bedroom, 1 bathroom home is perfect for entertaining. The grand foyer welcomes you into the home, opening to the renovated Italian designer kitchen. A chef's dream, the kitchen features top-of-the-line appliances including two dishwashers, two sinks, a wine fridge, gas cooktop, and stunning marble countertops. The open floor plan creates a seamless flow for effortless gatherings. Enjoy morning coffee and evening sunsets in the enclosed sun room. Thoughtful details and character throughout, enhance the space. Additional highlights include 1 garage parking space and 1 tandem space, gas heat, basement storage, private washer/dryer and wood floors throughout. This is a must-see opportunity for those seeking a coastal lifestyle with convenient access to downtown Boston!

Discover this stunningly renovated 4-bed, 4-bath 2 Family with breathtaking views of the bay and the iconic Winthrop water tower.Step inside to enjoy townhouse style luxurious living with modern flooring, sleek appliances, and the comfort of central air and heating for those hot summer nights & cool fall evenings. Bathed in natural light, the open living spaces flow effortlessly to expansive outdoor areas, perfect for relaxing or entertaining. The crown jewel of this home is the primary suite, complete with its own private deck overlooking the ocean. Wake up to the sun rising over the water and soak in the tranquility of the bay from the comfort of your bedroom. With incredible views and thoughtful upgrades throughout, this home offers the perfect blend of style and comfort. A garage adds convenient parking and storage, making this home a must-see!