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$410,000
2 Beds ⋅ 1 Baths ⋅ 73555750 MLS ⋅ NEW Status
Coastal living at its best! Just steps from the beach, this beautifully maintained 2-bedroom, 1-bath condominium offers the perfect blend of charm, comfort, and convenience. The bright, open-concept living and dining area flows seamlessly into a spacious kitchen featuring rich cabinetry, granite countertops, and large penninsula—ideal for entertaining. A sun-filled enclosed porch provides the perfect spot to enjoy your morning coffee or unwind after a day by the ocean. Additional highlights include low condo fees, ample street parking, generous private dry storage in the basement, and a small four-unit association. Whether you're looking for a year-round home, weekend retreat, or investment opportunity, this move-in ready condo offers an unbeatable location just moments from Winthrop's beaches, restaurants, and Boston.

25 Winthrop Shore Drive Unit 1, Winthrop

Listing courtesy of Listing Agent: Jenny Golic from Listing Office: Bowdoin Real Estate Partners.
$859,900
2 Beds ⋅ 2 Baths ⋅ 73554136 MLS ⋅ ACTIVE Status ⋅ ['Seal Harbor Three Condominium'] BLDG.
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

Listing courtesy of Listing Agent: Cathie Curran from Listing Office: Charlesgate Realty Group, llc.
$749,995
2 Beds ⋅ 2 Baths ⋅ 73553054 MLS ⋅ ACTIVE Status
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

Listing courtesy of Listing Agent: Candice Pagliarulo Hodgson from Listing Office: Lyv Realty.
$495,000
2 Beds ⋅ 2 Baths ⋅ 73550972 MLS ⋅ ACTIVE Status ⋅ ['34 Underhill Street Condominium'] BLDG.
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

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
$649,000
2 Beds ⋅ 2 Baths ⋅ 73546559 MLS ⋅ ACTIVE Status
Start your homeownership journey at Unit 402 at The Somerset, a bright and spacious top-floor 2-bedroom, 2-bath condo in the heart of Winthrop. Designed for modern living, this move-in-ready home features an open-concept layout, two private balconies, quartz countertops, stainless steel appliances, central A/C, and generous closet space. Garage parking is included, along with access to an elevator, fitness room, and inviting resident lounge. Whether you're purchasing your first home or looking to simplify your lifestyle, this residence offers exceptional value and low-maintenance living. Just minutes from beaches, local restaurants, shops, and convenient transportation to downtown Boston, Unit 402 combines coastal charm with everyday convenience in one of Winthrop's most desirable new communities.

10 Somerset Unit 402, Winthrop

Listing courtesy of Listing Agent: Charlesgate New Development Team from Listing Office: Charlesgate Realty Group, llc.
$589,900
2 Beds ⋅ 1 Baths ⋅ 73542372 MLS ⋅ EXTENDED Status
Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, one-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed lighting, and a bright, open-concept layout ideal for everyday living or entertaining. The contemporary kitchen features double-stacked soft-close shaker cabinets, quartz countertops, and stainless-steel appliances, creating a clean and timeless look. Enjoy the comfort of central heating and cooling, elevator access from the elegant lobby, and garage parking (with the option to purchase a second space). Live moments from the sand, surf, and vibrant coastal community that make Winthrop one of Boston’s best-kept secrets.

140 Shirley Street Unit 220, Winthrop

Listing courtesy of Listing Agent: The Kovacs Team from Listing Office: Compass.
$725,000
2 Beds ⋅ 2 Baths ⋅ 73542361 MLS ⋅ EXTENDED Status
Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, two-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed lighting, and a bright, open-concept layout ideal for everyday living or entertaining. The contemporary kitchen features soft-close shaker cabinets, quartz countertops, and stainless-steel appliances, creating a clean and timeless look. Enjoy the comfort of central heating and cooling, elevator access from the elegant lobby, and garage parking. Live moments from the sand, surf, and vibrant coastal community that make Winthrop one of Boston’s best-kept secrets.

140 Shirley Street Unit 250, Winthrop

Listing courtesy of Listing Agent: The Kovacs Team from Listing Office: Compass.
$549,000
2 Beds ⋅ 1 Baths ⋅ 73541725 MLS ⋅ ACTIVE Status ⋅ ['The Somerset'] BLDG.
Welcome to The Somerset, this thoughtfully designed 2-bedroom, 1-bath residence blends modern comfort with coastal charm. The open-concept layout offers an inviting living and dining area, complemented by a stylish kitchen featuring quartz countertops, stainless steel appliances, and contemporary finishes. Central A/C, abundant natural light, and quality craftsmanship create a comfortable and functional living space. Unit 203 includes garage parking, and residents enjoy access to an elevator-serviced building, a fitness room, and a welcoming common lounge perfect for relaxing, socializing, or working remotely. Ideally situated in the heart of Winthrop, The Somerset is just moments from beautiful beaches, local restaurants, shops, parks, and public transportation, providing an easy commute to downtown Boston while embracing a relaxed seaside lifestyle. Don't miss the opportunity to own in one of Winthrop's most exciting new residential communities.

10 Somerset Unit 203, Winthrop

Listing courtesy of Listing Agent: Charlesgate New Development Team from Listing Office: Charlesgate Realty Group, llc.
$615,000
2 Beds ⋅ 2 Baths ⋅ 73535066 MLS ⋅ ACTIVE Status ⋅ ['Seal Harbor'] BLDG.
Seal Harbor I Gorgeous ocean views from this sunny corner 8th-floor unit. Spacious living room with slider to a private balcony-This home features two comfortable bedrooms with large closets and beautiful views, a well-appointed kitchen with ample cabinetry and updated appliances, plus a newer washer/dryer. Enjoy resort-style amenities including an in-ground heated pool, fitness area, and a private walking path along the ocean. Winthrop offers miles of beaches, the Deer Island walking path, yacht clubs, golf, great restaurants, and easy access to Boston and Logan Airport. Includes underground parking space D11. If you love coastal living, you will love it here.......Open House Saturday and Sunday July 25 & 26 12:00–1:30

1 Seal Harbor Rd Unit 815, Winthrop

Listing courtesy of Listing Agent: Peggie Gilbert from Listing Office: Coldwell Banker Peggy Carter Team.
$385,000
2 Beds ⋅ 1 Baths ⋅ 73534695 MLS ⋅ ACTIVE Status
Welcome to coastal living at its best. HOA FEE INCLUDES HEAT & HOT WATER! This top-floor corner 2-bedroom condo offers ocean views & an ideal vantage point overlooking the water, bringing in incredible natural light throughout. Hardwood floors run throughout the living area, while the kitchen features granite countertops, stainless steel appliances, & ample storage. Recent upgrades include appx. $10K in custom built-ins & thoughtfully designed closet systems to maximize storage & functionality throughout the home. The open living & dining space creates an inviting setting for everyday living or entertaining. Both bedrooms offer generous space, while in-unit laundry provides everyday convenience. Enjoy a professionally managed, well-maintained building with many recent improvements such as a new roof & whole building water heater/boiler. Deeded parking, large locked deeded storage unit, two bus lines incl. a stop at the top of the street w/ direct Blue Line access, ferry access, & walkable walkable restaurants complete this ideal coastal lifestyle

53 Trident Ave Unit 301, Winthrop

Listing courtesy of Listing Agent: Amanda Woodward from Listing Office: Coldwell Banker Realty - Boston.
$578,000
2 Beds ⋅ 2 Baths ⋅ 73534065 MLS ⋅ ACTIVE Status
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 a large outdoor pool, basement gym with sauna, extra storage, and the convenience of underground garage parking so you can stay protected from the elements year-round. 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

Listing courtesy of Listing Agent: Tammy Merk from Listing Office: Lantern Residential.
$775,000
2 Beds ⋅ 2 Baths ⋅ 73532729 MLS ⋅ ACTIVE Status
Turnkey corner PENTHOUSE unit in Seal Harbor with $5k credit if UAG by 7/20! Offering sweeping Atlantic Ocean views from a private top-flr balcony this 2023 renovated 2BR/2BA residence showcases oversized windows that flood the living area with natural light, built-in window seat, white oak HW floors throughout, and an elegant inlay foyer detail beneath skylight/ recessed lighting. Updated kitchen features soapstone counters, SS appliances, blue glass backsplash + sunny breakfast nook. Ocean-facing primary suite offers a walk-in spa shower, custom vanity/detailed tile work. 2nd bedroom provides flexibility w/ walk-in closet area and pocket-door access to a full bath. Entry foyer includes built-in bench + laundry closet. Add’l storage and deeded garage D8 spot. Enjoy an exceptional coastal lifestyle with resort-style amenities: in-ground pool, tennis cts, fitness ctr, sauna, game rm, clubhouse and concierge/security. Near Winthrop Beach, marinas, dining, shopping/ public transit

1 Seal Harbor Unit PH16, Winthrop

Listing courtesy of Listing Agent: Meg Grady from Listing Office: The Persac Group, LLC.
$499,000
2 Beds ⋅ 1 Baths ⋅ 73529631 MLS ⋅ ACTIVE Status
Ultimate beachside living awaits in this stunning top-floor condo with direct ocean views and two private decks! Located across from Winthrop Beach, you can wake up to the sights and sounds of the Atlantic right from your bed. The sun-drenched interior features high ceilings, hardwood floors, and an abundance of windows that flood almost every room with natural light and ocean breezes. The layout boasts an updated, functional eat-in kitchen and a modernized bathroom. For added flexibility, a lower-level bonus room with a large walk-in cedar closet makes the perfect home office or guest space. Convenient amenities include deeded parking and in-unit laundry. Whether you are sipping morning coffee on the deck listening to the waves or enjoying a stroll along the shore, this stylish coastal retreat makes every day feel like a vacation—all just minutes from downtown Boston!

52 Trident Ave Unit 52, Winthrop

Listing courtesy of Listing Agent: Alla Rossi from Listing Office: Coldwell Banker Realty - Boston.
$340,000
2 Beds ⋅ 1 Baths ⋅ 73525062 MLS ⋅ ACTIVE Status
Bright and updated 2-bedroom condo at Governors Park featuring an open floor plan, renovated kitchen with granite countertops and stainless steel appliances, and spacious bedrooms with ample closet space. Professionally managed complex offers on-site laundry, swimming pool, tennis courts, and off-street parking. Conveniently located near public transportation, Winthrop Beach, shopping, dining, and just minutes to Boston and Logan Airport. Ideal for owner-occupants or investors seeking coastal living with city convenience.

800 Governors Dr Unit 6, Winthrop

Listing courtesy of Listing Agent: Fiorella Marte from Listing Office: Coldwell Banker Realty - Beverly.
$399,900
2 Beds ⋅ 1 Baths ⋅ 73524736 MLS ⋅ ACTIVE Status
The seller is offering a unique opportunity to lower buyer's payment temporarily for 3 years. The offer is a 3-2-1 temporary rate buy-down that reduces payments years 1-3 by 3% first year, 2% second year, 1% third year.Experience the best of seaside living in Winthrop, just steps from the beach. This beautifully updated two-bedroom corner condo offers stunning ocean views along with breathtaking sunrises and sunsets from nearly every window. Conveniently located close to public transportation and Boston Logan International Airport, this home offers the perfect balance of coastal charm and city accessibility.The bright and sunny third-floor unit features an updated kitchen with granite countertops, stainless steel appliances, and the convenience of an in-unit washer and dryer. HOA fees include heat and hot water. Also a nice size storage unit in the basement for extra storage. The professionally maintained building has undergone extensive recent improvements.

53 Trident Unit 303, Winthrop

Listing courtesy of Listing Agent: Jack Middleton from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$565,000
2 Beds ⋅ 1 Baths ⋅ 73522468 MLS ⋅ ACTIVE Status ⋅ ['Finlayson House On The Point Condominium'] BLDG.
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 St Unit 2, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.
$849,900
2 Beds ⋅ 3 Baths ⋅ 73518550 MLS ⋅ ACTIVE Status
Residence 3 at The Pearl offers a bright, refined take on loft living within a reimagined church conversion. Original hardwood floors, exposed beams, oversized windows, and 15’6” ceilings give the home rare scale and character. The kitchen features white cabinetry, Bosch appliances, green soapstone counters, a waterfall island with seating, farmhouse sink, and architectural hood. The living area is anchored by a floor-to-ceiling fireplace wall with integrated display niches. Sculptural statement chandeliers, a library ladder, and hidden powder room beneath the staircase add thoughtful detail. The primary suite includes a private deck with automated retractable awning, walk-in closet, and modern bath with radiant heated floors. Two parking spaces, private storage, security system, Butterfly entry, and pre-wiring for electric curtains/blinds, sound, cable, and Comcast complete the home. Moments from beaches, shoreline paths, cafés, restaurants, and Boston access.

1001 Shirley Unit 3, Winthrop

Listing courtesy of Listing Agent: The Legacy Group from Listing Office: Serhant.
$485,000
2 Beds ⋅ 1 Baths ⋅ 73515219 MLS ⋅ ACTIVE Status
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.

43 Sagamore Ave Unit 1A, Winthrop

Listing courtesy of Listing Agent: Philip Lundberg from Listing Office: Lantern Residential.
$949,900
2 Beds ⋅ 3 Baths ⋅ 73514310 MLS ⋅ ACTIVE Status
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.

1001 Shirley Unit 2, Winthrop

Listing courtesy of Listing Agent: The Legacy Group from Listing Office: Serhant.
$275,000
2 Beds ⋅ 1 Baths ⋅ 73513443 MLS ⋅ ACTIVE Status
Great 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.

173-175 Shirley St Unit 2, Winthrop

Listing courtesy of Listing Agent: The TrustPoint Group from Listing Office: eXp Realty LLC - Corporate Office.
$600,000
2 Beds ⋅ 2 Baths ⋅ 73511795 MLS ⋅ ACTIVE Status ⋅ ['Belle Mer'] BLDG.
Very reasonable condo fee. 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 Condo fee $300 Dog friendly

142 Pleasant Street Unit 12, Winthrop

Listing courtesy of Listing Agent: Stacey Steck from Listing Office: Gibson Sotheby's International Realty.
$649,000
2 Beds ⋅ 2 Baths ⋅ 73506354 MLS ⋅ ACTIVE Status ⋅ ['Seal Harbor'] BLDG.
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.

3 Seal Harbor Road Unit 342, Winthrop

Listing courtesy of Listing Agent: Nancy Ciampa McLaughlin from Listing Office: Redfin Corp..
$549,900
2 Beds ⋅ 2 Baths ⋅ 73504907 MLS ⋅ ACTIVE Status
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!

35 Somerset Ave. Unit 3, Winthrop

Listing courtesy of Listing Agent: Sharon Tallent from Listing Office: Compass.

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