Coastal living in Winthrop! This 2 bed 1 bath condo offers many updates including NEW roof and siding (2025), NEW furnace for gas cooking (2024). Additional conveniences include, in-unit laundry 2023, and 1 off street parking spot! Located just steps away from the shoreline, beaches, local restaurants, and Winthrop's vibrant coastal community. Showings begin at open houses Saturday 12/6 11-1230 and Sunday 12/7 11-1230.
Welcome to the Highlands, Winthrop’s most coveted neighborhood where modern design meets sweeping Boston views. This renovated home rises high on the hill with sunlit interiors, wide white oak floors, and timeless details throughout. The main level offers an open layout with a living room and fireplace, Thermador-Pro kitchen with island, beverage bar, and pantry, plus a dining area that opens to a skyline deck. A first-floor bedroom, full bath, and mudroom add versatility. Upstairs features three bedrooms, including a luxe primary suite with Juliet balcony, walk-in closet, and a spa bath with steam shower, soaking tub, heated floors, and double vanity. The lower level provides a complete one-bedroom living space with its own kitchen, laundry, French doors to the yard, and private entrance ideal for multi-generational living, an au pair, or added flexibility. With a tiered backyard and three-car parking, this home blends sophistication, versatility and unmatched city views.
Belle Mer is a newer built 16 unit condo association just on the outskirts of vibrant Winthrop Center, Nearby bountiful dining options, a best of North Shore boutique, coffee shops, fitness studios, book store, and unlimited conveniences. The unit is completely modernized with a timeless aesthetic. Seldom available,modern design 2 level floor plan with oversized windows, dramatic tall ceilings, exquisite appointments, 2 bedrooms, 2 bathrooms, charming window seats and ultimately desired PRIVATE front and back entries and assigned parking space 25. The association has curated wonderful professionally landscaped grounds creating a beautiful ambience nearby Boston Harbor. Hardwood floors, recessed lighting. Chef ready kitchen with Bosch appliances and fabulous island. In unit laundry. . 2 pets max. Easy access to Boston. Professionally managed. Your furry pet will love the harbor at low tide end of Woodside.
Welcome to Unit 405 at The Somerset, a premier boutique condominium community in the heart of Winthrop. This well-designed 1-bedroom residence offers a spacious bedroom with a generous closet and an open-concept kitchen and living area that’s perfect for both entertaining and unwinding. The home features quartz countertops, stainless steel appliances, central A/C, and modern, stylish finishes throughout.Residents of The Somerset enjoy exceptional on-site amenities, including a fitness room, elevator, and a warm, inviting lounge ideal for remote work or casual gatherings. Located near sandy beaches, waterfront parks, and popular local dining—and offering convenient access to downtown Boston via the Blue Line or seasonal ferry—this home seamlessly combines coastal charm with urban accessibility.Whether you're searching for a primary residence or a serene seaside escape, Unit 405 offers comfort, style, and an enviable lifestyle by the water. Schedule your tour today!
Welcome to Unit 201 at The Somerset—Winthrop’s premier boutique condo community where coastal charm meets modern design. This spacious 2-bed, 2-bath home features an open-concept layout with a large living/dining area perfect for entertaining or relaxing. A generous kitchen island anchors the space and faces the front of the building, inviting natural light and a welcoming flow. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout. The Somerset offers garage parking, a fitness room, elevator access, and a cozy resident lounge ideal for remote work or casual connection. Close proximity to sandy beaches, waterfront parks, and local restaurants, with convenient access to downtown Boston via the Blue Line or seasonal ferry. Whether you're seeking your next home or a seaside escape with city access, Unit 201 delivers space, style, and a lifestyle by the sea. Book a tour today!
Welcome to Unit 404 at The Somerset—a premier boutique condo community in the heart of Winthrop. This thoughtfully designed studio features an open-concept kitchen and living area, perfect for entertaining or relaxing, along with a versatile bonus room with a sliding barn door for flexible use. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout. The Somerset offers exceptional amenities, including a fitness room, elevator, and a cozy resident lounge ideal for remote work or casual gatherings. Just moments from sandy beaches, waterfront parks, and local restaurants—with easy access to downtown Boston via the Blue Line or seasonal ferry—this home blends coastal charm with city convenience. Whether you’re seeking your next home or a seaside retreat, Unit 304 delivers style and a lifestyle by the sea. Schedule your tour today!
Penthouse Waterfront Luxury at Atlantis Marina – Oversized Boat Slip Included!Experience sophisticated coastal living in this stunning top-floor corner penthouse at Atlantis Marina, offering sweeping water views and panoramic Boston skyline vistas. This rare fifth-floor residence combines luxury, space, and an unbeatable location in the charming seaside town of Winthrop.This exceptional 2-bedroom, 2-bath home features an open-concept layout perfect for entertaining, complete with private deck overlooking the marina and city. Gourmet kitchen with stainless steel appliances, gas cooking, stone counters, and an oversized refrigerator. Gas fireplace, recessed lighting, and abundant natural light.In-unit washer/dryer and central heat/air conditioning. A highlight of this residence is the large deeded boat slip, ideal for boating enthusiasts and available for use with a small yearly maintenance fee. Located just minutes from downtown Boston. This is coastal living at its finest!
Experience the best of coastal living just minutes from Boston—close to the city without the high prices! This bright and spacious home features soaring ceilings, abundant natural light, large rooms, and hardwood floors. The traditional dining room with a built-in cabinet adds classic charm, while the fully applianced kitchen offers warm wood cabinetry and an oversized pantry. Enjoy morning coffee or evening breezes on either of two private porches. Each unit includes its own washer and dryer in the basement, and the pet-friendly building is well-maintained with a low condo fee. Perfectly located near Winthrop’s beautiful beaches, scenic trails, and popular local restaurants. Priced to sell quickly—come see why this is the best value on the coast!
Located just one house from the water, this well-maintained 3-bedroom, 2-bath home offers comfortable living in a prime Winthrop location. The freshly painted interior features large, well-proportioned rooms throughout. A fully finished lower level adds valuable living space, while the converted garage provides a unique bar and entertainment area. The private, fully fenced patio is perfect for outdoor relaxation. Additional highlights include a walk-up attic with potential for a roof deck with a little creativity. This thoughtfully cared-for property combines desirable waterside proximity with versatile indoor and outdoor spaces, making it an excellent opportunity for those seeking coastal living convenience.
Ideally located just steps from Winthrop Beach, this spacious top-floor condo has been meticulously maintained over the years. Filled with natural light and water views, the unit feels bright and welcoming from the moment you walk in. Hardwood floors throughout, with high ceilings & large windows create an open, bright living space. The living room features charming bay windows and opens to a generous formal dining room, perfect for entertaining. The kitchen, set toward the back of the unit, features stainless steel appliances, a pantry, and a convenient laundry room with a washer & dryer included, plus access to your private back deck. Three comfortable bedrooms all with ceiling fans & closets provide space to relax & unwind or for home office potential. Enjoy your private front porch with year-round ocean views. Just minutes from local beaches, marinas, shops, and restaurants, this home is full of character with beach town vibes. Don't miss your opportunity to call this unit home!
Discover true beachfront living at 129 Strandway, where every day feels like vacation. Step from your back door directly into the sand and enjoy panoramic ocean views from the heated sunroom. The main level offers an updated kitchen with marble counters, a cozy fireplaced living room, two bedrooms, and a convenient beach-entry bath. The spacious second-floor primary suite provides its own private bath and sweeping coastal vistas. The fully finished lower level is one of only ten legal Airbnbs in Winthrop, offering exceptional income potential, or use it as an ideal in-law or au pair suite with its family room, bonus room, full bath, and laundry. Parking is effortless with two off-street spots and additional front potential. Low, transferable flood insurance at $1,138.00. Embrace waterfront living at its best.
Discover the perfect blend of modern design and seaside charm at 130 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.
Discover the perfect blend of modern design and seaside charm at 130 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This one-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.
SELLER MOTIVATED! NEW PRICE! AMAZING VALUE! Enjoy the ease of COASTAL LIVING in this beautiful 2-bed, 2-bath unit designed for comfort and convenience. Filled with natural light, it offers an open layout and a private balcony with OCEAN VIEWS—perfect for morning coffee or sunset unwinding. The spacious primary suite includes an EN-SUITE BATH and a generous walk-in closet. FRESHLY PAINTED THROUGHOUT with NEW CARPET in the LR and primary bedroom, this MOVE-IN READY home includes ample storage and in-unit laundry. ENJOY MAINTENANCE FREE LIVING with 24/7 concierge, fitness center, garage parking, private storage, in-ground pool, tennis courts, and a penthouse great room with panoramic city and ocean views. Steps from the entrance, a seaside path leads to a charming gazebo for peaceful starts and finishes to your day. You've got it all and more!! Located on the WINTHROP COAST - MINUTES FROM BOSTON—this condo offers the perfect blend of COASTAL SERENITY and EVERYDAY CONVENIENCE.
Welcome to 5 Quincy Avenue, an architecturally stunning Bungalow located in Winthrop's highly sought-after Highlands neighborhood . This sun-filled 3-bedroom, 2-bath Craftsman home has an open-concept living and dining area featuring original rich oak woodwork, built-in cabinets, hardwood floors, decorative molding, wainscoting, fireplace and a New Furnace! The renovated eat-in kitchen, equipped with stainless steel appliances and marble countertops, overlooks a private backyard with an inground heated swimming pool, ideal for summer entertaining. The home's classic details are beautifully complemented by contemporary elements. Both renovated baths feature marble and subway tile. Ample storage is available throughout the property. The home also features a large front porch with partial ocean views, an attached one-car garage, and a two-car driveway. Easy access to Boston only six miles away. Experience the feeling of living like you are on vacation in this sea side community.
RARELY AVAILABLE "37 stack" spacious 2 bed/2bath corner unit in The Seal Harbor Condominiums. The open dining/living area is the true heart of the home with a working fireplace, gleaming hardwood floors and direct ocean views. The kitchen showcases stone countertops, updated stainless steel appliances, open island concept and plenty of cabinets for storage, blending style with functionality. Bedrooms are located on opposite sides of the unit, each with its own full bath—ideal for privacy. The primary suite boasts a walk-in closet, spa-like tiled shower, and built-in vanity. Amenities include 24/7 concierge, indoor/outdoor pools, fitness center, and more. Now...imagine waking up to breathtaking water views every day, stepping out onto your private patio to savor the fresh air, and enjoying the convenience of a dedicated garage space. Don't miss this opportunity that you deserve!
Welcome to Governor’s Park Condominiums in Winthrop! This well-maintained third-level, two-bedroom, one-bath unit offers the perfect balance of city convenience and coastal charm. Featuring an open-concept layout with a spacious living room and kitchen/dining area, this home also includes hardwood floors, granite countertops, SS appliances, a private balcony, and two deeded off-street parking spaces. The professionally landscaped grounds and common areas enhance the appeal of this desirable community. Ideally located just 10 minutes from downtown Boston and Logan Airport, a short distance to Orient Heights T Station, and only a 3-minute walk to the scenic Belle Isle Marsh Reservation, this condo is a commuter’s dream and a rare opportunity to enjoy peaceful, seaside living near the city. Don’t miss your opportunity to own a home in one of Greater Boston’s most charming coastal towns. Schedule your private showing today!
Move in ready, bright top floor 2 bedroom corner unit with lots of natural light! Freshly painted, beautiful sparkling hardwood floors throughout! White painted kitchen cabinets with newer appliances that include SS refrigerator, stove, dishwasher, and disposal. Two new built in wall a/c units. Newly rebuilt balcony with a partial Marsh water view. Governors Park is located in the small town of Winthrop, surrounded by the Atlantic Ocean and Boston Harbor with miles of beaches, marinas, yacht clubs and a 9 hole golf course! Additional amenities include all new schools, new athletic field and numerous renowned restaurants. Convenient Bus stop at the entrance of this complex takes you to the Blue Line Train at Orient Heights and on to downtown Boston, literally in minutes! Exceptional opportunity to own this affordable condo in Winthrop by the Sea.
Situated at the ocean's edge in Winthrop, Seal Harbor is located just fifteen minutes from Boston's financial district. Building is amenity-rich- 24/7 concierge, on-site management, secure underground deeded garage parking, heated outdoor pool with shower, bathrooms, full poolhouse kitchen, outdoor Jacuzzi & 2 gas grills, year-round access to an indoor pool on the 9th floor, complete with dramatic views, a full, new fitness center, as well as an indoor Jacuzzi and sauna with a large deck-perfect for viewing Independence Day fireworks! Seal Harbor Three boasts 3 separate function rooms where owners and their guests are able to enjoy table tennis, billiards and television. 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 one deeded underground garage parking spot & acres of guest parking. Unit has unrestricted views, new wood floors and carpet.
Waterfront living at its finest with this live-aboard houseboat, offering all the comforts of a traditional condo. Built in 1989 by Hatteras Boats, one of the most respected names in the industry, this flagship model combines quality craftsmanship and functional charm. Step inside to an inviting open-concept living room and kitchen, filled with natural light, enhanced by high ceilings. The spacious primary bedroom is designed to fit a built-in bed for two and includes matching dressers, closet, and a private ensuite bathroom. The second bedroom, a cozy two-piece V-berth, offers additional storage and flexibility. The galley kitchen - heart of the home, serving as an interior space to service both daily functions and entertaining. Enjoy the outdoors on the main-level deck, or take in panoramic views from either your private aft facing deck or the open space located on the bow. If you’re seeking a peaceful retreat or an affordable condo alternative, this houseboat delivers!
As the flagship residence at The Pearl, Unit 1 showcases one of the most spacious layouts in the collection, blending ocean views with striking modern details. Steps from the shoreline in Winthrop’s Point Shirley, it spans two levels with hardwood floors, soaring cathedral beamed ceilings, and a fireplace that anchors the living room while a second warms the primary suite. The chef’s kitchen is appointed with a generous island, Bosch appliances, and custom cabinetry designed for both style and function. Upstairs, the primary suite opens to a private deck with ocean views, a custom walk-in closet, and a sleek tiled shower bath, while the second bedroom includes its own walk-in closet and a full bath with a soaking tub. Additional highlights include in-unit laundry, two off-street parking spaces, and the assurance of a one-year builder warranty. Minutes to downtown Boston by car or ferry, The Pearl delivers coastal living at its most elevated.
Once a cornerstone of the Point Shirley community, this former church has been completely reimagined into five striking townhomes that blend architectural soul with modern precision. The Pearl is a bold statement... Thoughtful design, coastal light, and space that actually feels like home. Unit 3 offers over 1,500 square feet across two levels with an open main floor that feels expansive but never cold. Beamed cathedral ceilings and warm hardwood floors frame a chef’s kitchen anchored by Bosch appliances and custom cabinetry. Upstairs, two ensuite bedrooms feature custom walk-in closets and private deck access that looks out toward the Atlantic. Every detail was done with intention, energy-efficient systems, marble and stone finishes and so much more. This is not just a renovation, it’s a resurrection, balancing old-world character with new-world craftsmanship. Book a showing today!
Nestled on a peaceful street, this charming single family home presents an incredible opportunity for generational living. Sandwiched between Donavan's Beach and Ingleside Park you can walk and enjoy the coastal living, with space to play. Recently renovated from rooftop to lower level, this is a turn key home. Multiple levels for gathers, private workspace with loads of natural light. Incredible outdoor space that can be used for all seasons. schedule a tour today.
Enjoy turn-key living just steps from Winthrop Beach! This stunning condo blends seaside tranquility with modern comfort. A dramatic picture window in the living room frames sweeping ocean views, filling the home with natural light and salt air breezes. Sun-filled open spaces feature hardwood floors and a coastal-modern design. The chef's kitchen offers sleek cabinetry, high-end appliances, and a spacious layout for everyday living and entertaining. The large primary suite provides a private retreat with a spa-inspired bath. Year-round comfort comes with central heating and A/C, in-unit washer and dryer, plus the convenience of off-street parking and private basement storage. An exclusive-use detached garage conveys, providing valuable, flexible utility. Whether a full-time residence or a weekend getaway, this home delivers the rare combination of coastal charm and easy urban connection with direct access to Boston by train or ferry. Luxury, location, and lifestyle meet at the beach.
WELCOME HOME to 14 Pleasant Park Road...BEEN IN THE SAME FAMILY FOR OVER 17 YEARS!!!...This BEAUTIFUL 4 BEDROOMS/ 1 FULL BATH 'GAMBREL COLONIAL STYLE HOME' is ready for new owners...1st FLOOR offers WELCOMING FOYER w/Hardwood Floors, CHERRY KITCHEN CABINETS w/GRANITE COUNTERS & GRANITE ISLAND w/Tiled Flooring & Recess Lighting, DINING ROOM w/Hardwood Floors, LIVING ROOM w/Hardwood Floors...2nd FLOOR offers 3 Good sized BEDROOMS w/Hardwood Floors, FULL TILED BATH w/Shower Stall & Separate Soaking Tub w/Tile Flooring, 2nd Floor LAUNDRY ROOM w/Hardwood Floors...3rd Floor offers BEDROOM w/ Walk-In Closet & BRAND NEW W/W CARPET...FRESH NEW PAINT THROUGHOUT...GLEAMING HARDWOOD FLOORS...BRAND NEW HOT WATER TANK (2025)...OIL HEATING SYSTEM (2006)...MASSPORT WINDOWS...VINYL SIDING...NEWER ROOF(2008)...CB ELECTRICAL...CENTRAL AIR...OFF-STREET TANDEM PARKING...WATERVIEWS & BOSTON SKYLINE VIEWS FROM TOP BEDROOM WINDOW...A PLEASURE TO SHOW!!!

Winthrop is located in Massachusetts.