Welcome home to this pristine and exceptionally well-kept two-bedroom, one-bath condominium in the heart of Winthrop’s vibrant 02152 community. This inviting home offers comfortable living along with private outdoor space—perfect for relaxing, entertaining, or enjoying coastal breezes. Conveniently located with easy access to Orient Heights, major highways, Logan Airport, and downtown Boston. The location of 43 Sagamore makes commuting simple while still enjoying the charm of a seaside town. Winthrop Beach is just moments away, offering the perfect setting for everything coastal living has to offer. A wonderful opportunity to own and become part of this welcoming waterfront community. Ask about available mortgage options.
Located in one of the most desirable neighborhoods in town, this grand home has been the home to 4 generations of the same family since it was built. It has been cherished by the same family for over 100 years. Rich original woodwork and timeless character can be found throughout. Step into the sun-filled enclosed front porch before entering the impressive foyer featuring a stunning quarter-sawn oak staircase. The spacious kitchen offers endless potential for renovation and customization. The second floor features a generous landing, 5 large bedrooms, and a three-quarter bath. The third floor offers three additional spacious rooms plus a bonus area leading to a loft space, providing flexibility for extended living, office, or creative use. Situated on a corner lot with ample backyard space, this property is a rare opportunity to restore and personalize a truly special home.
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 one-bedroom 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. Live moments from the sand, surf, and vibrant coastal community that make Winthrop one of Boston’s best-kept secrets.
Welcome to Unit 406 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, complemented by quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout. Step outside to your private balcony, ideal for savoring morning coffee or unwinding in the evening. The Somerset offers a fitness room, elevator access, and a cozy resident lounge ideal for remote work or casual connection. Located near sandy beaches, scenic waterfront parks, and neighborhood restaurants, with easy 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 406 delivers space, style, and a lifestyle by the sea. Book a tour today!
Rooted in history and shaped by design, this loft at The Pearl offers something truly rare. Original hardwood floors and exposed beams, oversized windows & 15’6” ceilings create a striking sense of scale and atmosphere. The kitchen is both refined and dramatic, appointed with White shaker cabinetry, a Moonstone island, London Smoke quartzite, Bosch appliances, architectural hood, and a farmhouse sink set against warm wood details. Statement lighting, electric fireplace, library ladder and a hidden powder room tucked beneath the staircase add warmth, depth, and a strong sense of character throughout. The primary suite features a private deck, walk-in closet and a modern bath with radiant heated floors. Two off-street parking spaces, private storage, security system, and Butterfly entry add convenience. Moments from beaches, shoreline paths, local cafés & restaurants, this home offers the kind of lifestyle buyers often hope to find, but rarely expect this close to Boston.
Opportunity in Winthrop just moments from the beach. This 2-bedroom, 1-bath first-floor condo offers 698 sq ft of single-level living with easy access, hardwood flooring, tile bath, gas heat, and one assigned off-street parking space. The monthly association fee includes heat, hot water, water, sewer, laundry facilities, exterior maintenance, landscaping, snow removal, and refuse removal, helping simplify ownership. Enjoy public beach access nearby, with area amenities including public transportation, shopping, parks, restaurants, schools, and highway access. A great option for buyers looking to enter the Winthrop market, downsize, or add to their portfolio.
Perched on the top floor, where the light lingers and views stretch toward the water, this two-bedroom condo in Winthrop’s Highlands feels quietly elevated from the moment you arrive. Sunlight pours through oversized windows, drawing your eye to the ocean and filling the open living and dining space with an easy, natural flow.The kitchen has been thoughtfully updated, offering both style and function at the center of the home, while hardwood floors and timeless details add warmth and character throughout. Step outside to front and back decks—two private spots to take in the coastal air, from morning coffee to evening unwind. A flexible bonus room offers space to work, create, or store, while two comfortable bedrooms and a renovated bath complete the home. Below, a shared yard adds a bit of green, and off-street parking brings everyday ease. Set in one of Winthrop’s most sought-after neighborhoods, this is a home where light, character, and ocean views come together effortlessly.
SPACIOUS, STYLISH AND PRICED TO MOVE! Welcome to the Winthrop Highlands! This beautifully updated home offers three levels of versatile living space, starting with a freshly updated kitchen featuring granite countertops, slate appliances, a center island, and gas cooking—perfect for whipping up meals and memories. The living room flows seamlessly into the dining room, both boasting refinished hardwood floors, while a tiled full bath completes the first floor. Upstairs, you'll find four bedrooms and a stunning full tiled bathroom or three bedrooms and a spacious office. You will find a spacious master ensuite on the third level. Meticulously maintained and thoughtfully updated this home includes a newer water line, roof, hot water tank, kitchen, bathrooms, driveway, and fencing. Outside, the backyard is your private oasis, with a fire pit/patio area, garden space, and a play area. All of this is just a short distance from the seaside charm and amenities of Winthrop. All boxes checked!
Penthouse Condo with Harbor Views! Welcome to The Condos at 51 Harborview, ideally perched atop Water Tower Hill where this penthouse residence captures sweeping harbor and Boston skyline views with the ease of just one flight up. The final available home in this boutique collection, Unit 3 offers a rare opportunity for elevated coastal living. Features include 2 bedrooms, 1 bath, plus a bonus top-floor office ideal for work from home or flexible use. Modern kitchen and bath with quartz countertops, tile backsplash, stainless steel appliances, and luxury vinyl flooring. Enjoy a private harbor-facing deck, private yard space, deeded parking, in-unit laundry, gas heat, and mini-split A/C. Minutes to beaches, dining, and ferry service to downtown Boston.
Seaside vibes so close to Boston. If you desire a newer built condominium in a prime Winthrop Center location, Belle Mer is a professionally managed association with 15 of 16 units owner occupied. Kitchen equipped with stainless Bosch appliances, wine cooler, + wonderful island to gather for enjoyment. Harbor views from the main bedroom, incredible closet space, and inviting window seat. Lofty ceiling height thru out + abundant wall space for art and photos. 2 pets are welcomed. 1 assigned parking space plus multiple guest parking. Convenient 2nd floor laundry. Bathrooms boast timeless designer tile. Ideal access into condo via front and back PRIVATE entries. The picturesque neighborhood is surrounded by natural beauty, a wonderful variety of cafes and eateries, yoga studios, farmers market, and ez access to Boston. This modern 2 bedroom, 2 bath condo on 2 levels is easy to show.
Come experience coastal living at its finest in vibrant Winthrop—just minutes from Boston! This seaside single-family home is ideally located just steps from picturesque Winthrop Beach & has been thoughtfully updated for modern living. At the heart of the home is a stunning white quartz kitchen, fully equipped with SS appliances, vent hood, & rich espresso hardwood floors, creating a clean, contemporary aesthetic. The open-concept design flows effortlessly from the radiant-heated entryway into an expansive living room, a bright dining area, & a convenient half bath. French doors lead to a spacious deck overlooking a fenced-in yard—complete with an outdoor shower, perfect for relaxed summer days. Upstairs, you’ll find 3 well-proportioned bedrooms with ample closet space, including a primary walk-in closet, along with a dedicated laundry room & a beautifully renovated oversized bathroom featuring double sinks. Enjoy restaurants, shops, oceanside recreation..your coastal lifestyle awaits!
Get ready to discover your next dream home! A fantastic condo for sale in the vibrant town of Winthrop, MA. This inviting residence features two generously sized bedrooms and a modern bathroom, complemented by an open concept living room and kitchen area.Situated in a large, welcoming complex, you'll enjoy excellent amenities including a tennis court and convenient laundry facilities in the building. The location couldn't be better—just a quick drive to Logan Airport and the Blue Line, making your commute and travel plans a breeze. If you’re looking for a blend of comfort, convenience, and community, this condo could be just the place for you! Don’t miss out on the chance to make it yours. Natural trail directly to the beach, fitness center and community pool. Some pictures are virtually staged.
Rarely available PENTHOUSE unit w/ sweeping, unobstructed Atlantic Ocean views from private top-flr balcony. 2BR/2BA residence renovated in 2024 featuring oversized windows w/ abundant natural light in living area, built in window seat, white oak HW floors throughout w/ inlay foyer detail under skylight/ recessed lighting. Updated kitchen w/ honed granite counters, SS appliances & blue glass backsplash and breakfast nook. Primary suite offers ocean views, walk-in spa shower, custom vanity & detailed tile work; Second bedroom w/ potential for walk-in custom closet and pocket door to full bath. Entry foyer includes built-in bench & laundry closet. Add’l storage & deeded garage pkg. Resort-style amenities incl in-ground pool, tennis cts, fitness ctr, sauna, game rm, clubhouse & concierge/security. Prime waterfront loc close to Winthrop Beach, dining, shopping, boating & public transit, w/ easy access to Downtown Boston & Logan Airport. Amenity rich coastal living—move in by summer!
Want to live in Winthrop’s Highlands area? This beautifully renovated 3-BR, 2-Bath home offers the perfect blend of coastal charm and modern upgrades, featuring 2 car parking, water views, hardwood and porcelain tile floors. NO flood insurance required. A recent front room addition with sunset deck enhances both living space and the home’s connection to its surroundings. Chef’s kitchen featuring a Wolf 6-burner stove, built-in microwave, Sub-Zero refrigerator, beverage center, custom cabinetry. A large center island with abundant cabinet space makes this a true focal point of the home. Enjoy ocean views and a short walk to the beach. The outdoor space has been thoughtfully landscaped featuring flower beds in the front and side, vegetable beds, and a beautifully finished backyard with raised beds, perennials, fire pit, water fountain and an all-stone design creating a peaceful, Zen-like setting. Additional generous storage in the basement with potential for future extra living space.
Handymen, fixers and flippers! Beachside location! Less than 100 yards to the beach. This 4-5 Bedroom single will need a total renovation but all the potential is here! There is a yard, off street parking, a garage, and a gas FHW boiler. The home is habitable. Flood insurance is required.
A rare opportunity in one of Winthrop's most sought-after waterfront locations. Ideally set on an expansive lot directly across from the water, this property offers beautiful views from multiple rooms and a setting that truly is hard to replicate. The home is comfortable and livable as-is, while offering exceptional potential to renovate or reimagine into a custom coastal retreat. Whether you're planning thoughtful updates or a full transformation this is a unique chance to secure both location and land in a premier seaside neighborhood. Bring your vision and unlock the full potential of this remarkable coastal property. Estate Sale - being sold strictly as-is. Refrigerator, Washer, & Dryer are being left as gifts!
Offered for the first time in over 60 years, this meticulously maintained 3-bedroom, 2 full bath home sits on a private corner lot in Winthrop's coveted Point Shirley neighborhood. The main level offers two distinct living areas, a fireplace, eat-in kitchen, a full bathroom and a bedroom or home office. Featuring two spacious bedrooms, the upper level also provides a generous walk-in closet, a second full bath and glimpses of the ocean and Boston Harbor from three windows. The walk-out lower level includes a spacious family room or guest area with two closets, plus utility, storage, laundry area and extra space for a future third bath. Move-in ready with a brand-new retaining wall and expanded driveway. Short distance from Yirrell Beach, Deer Island trails and Coughlin Park - with stunning sunsets and the Boston skyline. Commuters will value easy access to public transit, Logan Airport and downtown Boston.
Welcome to Unit 309—a bright corner 1-bedroom, 1-bath home featuring an open-concept layout, high-quality finishes, and a relaxed coastal style. The kitchen features stainless steel appliances, quartz countertops, central A/C, and modern design touches throughout. Residents enjoy elevator access, a fitness room, and a stylish common area—perfect for relaxing or savoring a morning coffee. Ideally located in the heart of Winthrop, you’re just minutes to sandy beaches, local shops, and an easy commute to downtown Boston.
Experience coastal living in a vibrant beachside community featuring a park with tennis and basketball courts, a dog park, and a scenic shoreline overlooking the Boston skyline. This thoughtfully updated home offers peace of mind with a recently painted exterior, a roof approximately 5 years old, and upgraded electrical and plumbing systems. Inside, you’ll find newer flooring, fresh interior paint, updated lighting, and a beautifully remodeled kitchen complete with stainless steel appliances. The home also features an updated bathroom, newer windows, and exterior doors throughout. The first floor boasts an open and versatile layout with a modern kitchen, spacious living and dining areas, and a bedroom currently being used a home office—all enhanced by water views. Upstairs, you’ll find two well-appointed bedrooms and a full bathroom. Conveniently located near public transportation, including bus routes with direct access to the MBTA.
Welcome to where coastal living meets effortless style in the heart of Winthrop. This is more than a home. It’s a lifestyle. Wake up just moments from the ocean, where morning walks along the shoreline become part of your daily routine. Inside, the residence welcomes you with a bright, open flow designed for both comfort and connection—sunlight pouring in, tranquility at its finest, and a layout that simply feels right.The kitchen anchors the space, seamlessly blending into your living and dining areas—perfect for hosting, relaxing, or just enjoying a quiet night in. Every detail is designed for easy living, low maintenance, and maximum enjoyment.Step outside and you’re minutes to beaches, local restaurants, and an easy commute into Boston—giving you the rare balance of city access and coastal escape.Whether you’re a first-time home buyer, downsizing, or looking for that perfect seaside retreat—this is where your next chapter begins.
Imagine starting your day with a walk along the beach. You could do that if you buy this terrific 2 bedroom corner unit. Featuring an open concept floor plan, this unit has no wasted space as well as terrific storage. The kitchen features custom cabinetry, granite counters, high end stainless steel appliances including a whisper quiet Bosch dishwasher and an island with ample storage below. The kitchen opens up to a generous living space and a perfect dining space in front of bowed windows. Both bedrooms are generous in size, easily accommodate queen sized beds and feature great closet space. The renovated bathroom features marble tiles, additional storage cabinets and a cast iron/ceramic bathtub with solid chrome hardware throughout. Additional features include hardwood floors, western light, private storage, 1 car parking and a condo fee that includes heat and hot water. Ideal Winthrop by the sea location next to the ocean, close to restaurants, shopping and easy access to Boston.
Seal Harbor in Winthrop offers an elevated coastal living experience that is unparalleled. Timeless detail inside & out of this building is complemented by white-glove concierge service. Unit 342 is a luxury residence with ocean & pool views from every window. It is conveniently located a few steps from the new elevators & welcomes you into an open floor plan with striking natural sunlight; hardwood floors & a modern kitchen with island dining. Unit offers 2 spacious bedrooms with marble en-suite baths & walk-in closets. A private oversized balcony is the crown jewel with magnificent views. Conveniences include garage parking, extra storage ideal for seasonal items, in-unit laundry & central A/C. Residents enjoy premium amenities such as game room, club room with full kitchen, hobby room & multiple meeting rooms. Building also showcases a fitness center, sauna, hot tub, indoor pool & roof deck with Boston skyline & ocean views. Seal Harbor is a hidden gem on the Boston City line.
Beautifully refinished condo! Enjoy year-round comfort with central heating and air conditioning. The renovated kitchen is a standout, featuring newer cabinetry, quartz countertops, and a full suite of stainless steel appliances, including a dishwasher and garbage disposal. A spacious walk-in pantry with in-unit washer and dryer adds both convenience and functionality. Hardwood floors run throughout the expansive interior, complemented by abundant natural light. Offering over 1,300 square feet of living space, this home provides exceptional room to spread out, along with ample storage options. Two good size bedrooms, and a versatile office adjacent to the primary bedroom for those work from home days. A large walk-in closet too! Step outside to a private porch and take in beautiful beach views! More shared outside space out back with firepit area. Don't miss this beauty less only 3 doors down from Winthrop Beach!
MAJOR NEW RENOVATION IN 2023.......EXCITING 2 BEDROOM, 2BATH UPSCALE CONDOMINIUM AT WINTHROP CENTER. Stunning oak floors and state of the art quartz and stainless kitchen, fully applianced with subway tile accents and an over sized island with pendant lighting. All open to a generous living area and access to an exclusive deck for personal outdoor space. A beautiful main suite with an amazing custom marble bath along with another room as a 2nd bedroom or bonus room. Incredible guest bath has stackable laundry as well. Basement storage and off street parking provide all the extras you hope for! A very convenient location near restaurants, coffee shops, banks, bakery, schools and lots more! Discover all of the natural beauty of WINTHROP by the SEA, WHERE PRIDE OF OWNERSHIP CAN BE YOURS!

Winthrop is located in Massachusetts.