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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.

$2,250,000
16 Beds 6 Baths 73554183 MLS ACTIVE Status
566 Shirley St contains six (6) units, consisting of two (2), 2-Bedroom/1-Bathroom units and four (4), 3-Bedroom/1-Bathroom units with 5,553 square feet of living area in 7,968 square feet of total gross area on a 0.09-acre corner parcel. The Property is across the street from the Crystal Cove Marina and is 1,000 feet from Winthrop Beach and the shores of the Atlantic Ocean. The Property has been well maintained and features all new common area lighting and carpeting, the foundation (interior and exterior) has been repointed. The Property has new blown-in insulation, and the rear deck system has been updated with refinished decks and new railings. The Property also has a new 11-camera security system and credit card operated washers and dryers. Two of the units have been fully renovated and two units have renovated bathrooms. The Property is separately metered for a mix of gas & electric powered heat & hot water, as well as electrictity. The Landlord provides town water & sewer.

566 Shirley St, Winthrop

Listing courtesy of Listing Agent: Stephen Girolamo from Listing Office: Horvath & Tremblay.

$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.

$977,700
3 Beds 3 Baths 73552912 MLS ACTIVE Status
Location, location, location! Welcome to 211 Grovers Avenue, perfectly situated in the highly sought-after ocean community of Winthrop Highlands. This iconic brick-front Cape Cod sits on a 5,227 sq. ft. lot and radiates timeless character. Inside, you'll find an inviting living room featuring elegant tray ceilings and a warm fireplace. The home offers 3 bedrooms and 2.5 bathrooms, with incredible potential for expansion—the finished basement could easily become a teen suite, family room, or even an income-generating apartment. Outside, enjoy the coastal lifestyle with a great back deck, an attached garage, and a driveway, all just steps from the ocean. PRIVATE SHOWINGS START 8/7 through 8/9 PLEASE TEXT OR EMAIL LISTING AGENT

211 Grovers Ave, Winthrop

Listing courtesy of Listing Agent: Concetta Cicolini from Listing Office: Lamacchia Realty, Inc..

$489,900
3 Beds 1 Baths 73553580 MLS ACTIVE Status
Welcome to 16 Underhill Rd. #3, a beautifully updated 3-bedroom, 1-bath condo offering 1,036 sq. ft. of move-in ready living space. This bright and inviting home features modern updates, a functional layout, and private laundry in the basement for added convenience. Enjoy your own private deck, perfect for relaxing or entertaining. The property also includes a private garage plus ample additional parking—a rare find. Ideally located just moments from the beach, you'll love the convenience of coastal living with easy access to local shops, restaurants, and commuter routes. Whether you're looking for a primary residence or a low-maintenance lifestyle near the ocean, this turnkey condo is ready for its next owner.

16 Underhill St Unit 3, Winthrop

Listing courtesy of Listing Agent: Goldpath Real Estate Group from Listing Office: United Brokers.

$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.

$499,900
1 Beds 1 Baths 73551484 MLS ACTIVE Status ['Seal Harbor'] BLDG.
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 w/the ocean as your backdrop. The updated kitchen features SS APPLIANCES, GRANITE counters, w/a FULL HEIGHT BACKSPLASH complementing the stylish cabinetry. A SPACIOUS BEDROOM & UPDATED FULL BATH with a wall of closets 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 w/a gazebo, scenic oceanfront walking paths, recreational facilities & the convenience of a 24/7 concierge!

1 Seal Harbor Unit 210, Winthrop

Listing courtesy of Listing Agent: Rita Angelesco from Listing Office: LAER Realty Partners.

$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.

$2,380,000
5 Beds 6 Baths 73550891 MLS ACTIVE Status
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

Listing courtesy of Listing Agent: Atiyeh Cassidy from Listing Office: Blue Sky Realty.

$1,260,000
4 Beds 6 Baths 73550792 MLS ACTIVE Status
Modern living made easy at 21 Hutchinson Street, two family with 3150 SF of living space. Come experience modern finishes in this fully renovated home. Unit 1 offers an easy access layout with first floor main bedroom on-suite bathroom and walking closet. The main area offers a versatile open floor plan with half bathroom and laundry. The second bedroom located in the lower level of this unit to offer full privacy with a sitting area, and generously sized spa bathroom. Unit 2 offers two generously sized bedrooms each with walking closets and on suite bathrooms. The main area features one half bathroom and laundry. New HVAC system offering gas heat and central cooling. Tankless water heaters two thermostat zones for each unit and gas stoves. Outside features 2 car garage, 2 electric car charging stations, new fence, and concrete patio area. All siding, roof, windows, electrical and plumbing are new. Move in Relax and Enjoy your new home in the quaint town of Winthrop!

21 Hutchinson Street, Winthrop

Listing courtesy of Listing Agent: Matthew Gallego from Listing Office: Gallego Realty.

$729,900
4 Beds 2 Baths 73548082 MLS ACTIVE Status
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

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.

$899,900
3 Beds 3 Baths 73546996 MLS ACTIVE Status
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 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

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

$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.

$800,000
6 Beds 2 Baths 73545756 MLS ACTIVE Status
Ingleside Park 2-unit with oversized 10,000sqft lot and parking for 2 cars that has had the same owner for 23 years. Property is in need of interior updating and is currently occupied. Can be delivered vacant at closing and qualifies for mortgage financing. First floor unit has two bedrooms, one full bath, and a large rear deck. Upper unit has two floors with four bedrooms and a full bath. Building has separate electric meters, separate gas meters currently power hot water and kitchen stoves, oil furnace heats the second floor unit, electric baseboard heats the first. Located next to Ingleside Park and Winthrop Center, and one mile to the MBTA Blue Line direct to Logan airport and Boston.

120 Hermon St, Winthrop

Listing courtesy of Listing Agent: Steve Binder from Listing Office: Binder Residential.

$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.

$499,900
1 Beds 1 Baths 73542366 MLS EXTENDED Status
LAST ONE BEDROOM UNIT. 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.

140 Shirley Street Unit 330, 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.

$1,499,000
5 Beds 3 Baths 73541145 MLS ACTIVE Status
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

Listing courtesy of Listing Agent: Amanda George from Listing Office: Lamacchia Realty, Inc..

$939,000
3 Beds 2 Baths 73537801 MLS ACTIVE Status
NEW PRICE! Fresh Updates! Now Vacant! Exceptional 2-family in desirable Winthrop. Same owner for 20 years! Turnkey opportunity for Investors or Owner-Occupants seeking strong rental income. Great for Multi-Gen living! Both units offer hardwood floors, closets, and spacious Kitchens w/ Pantrys. Windows galore! Gorgeous natural light! Beautifully proportioned rooms, easy floorplans, great storage. Welcoming farmer’s porch, fenced yard, and more! 3 OFF-ST PARKING SPACES. Unit 1 offers 2 BR’s, LR, DR, and huge Kitchen. Upstairs, Unit 2 features 1BR plus a windowed dressing room/WFH office, LR, DR, roomy Kitchen, along with exclusive access to a finished heated attic with 2 sunny bonus rooms ideal for WFH/guests/storage/gym. Unfinished basement with flex space for storage/hobbies. Steps to WINTHROP H.S. Close to parks, beaches, restaurants. Minutes to East Boston, Orient Heights MBTA/Buses, Logan, DT Boston. GPS "Oceanview"

105 Ocean View St., Winthrop

Listing courtesy of Listing Agent: Claudia Perkins from Listing Office: William Raveis R.E. & Home Services.

$499,000
1 Beds 1 Baths 73536723 MLS ACTIVE Status
Welcome to Unit 405 at The Somerset, Winthrop’s premier boutique condo community, where coastal charm meets modern design. This bright, open 1-bedroom, 1-bath home features a spacious living and dining area perfect for relaxing or entertaining plus a flex area for those who work from home. The kitchen blends style and functionality with quartz countertops and stainless steel appliances. Enjoy a pet-friendly building, a fitness studio, elevator access, and a resident lounge ideal for connection or remote work. Located in the heart of downtown Winthrop, steps from local shops and restaurants, and with a quick, easy commute to downtown Boston via the Blue Line or seasonal ferry, Unit 405 offers the perfect combination of seaside living, modern comfort, and effortless city access.

10 Somerset Unit U405, Winthrop

Listing courtesy of Listing Agent: Charlesgate New Development Team from Listing Office: Charlesgate Realty Group, llc.

$485,000
1 Beds 2 Baths 73535636 MLS ACTIVE Status ['Crystal Cove'] BLDG.
Stunning water views from every angle make this exceptional condo truly one of a kind. Enjoy breathtaking sunsets over the Boston skyline and harbor from the comfort of your own home. Nestled in the charming seaside community of Winthrop, you'll experience the perfect balance of coastal living and city convenience. The ferry is just one block away, offering a scenic and stress free commute to Boston. Unit features tasteful upgrades, including a custom kitchen marble backsplash, quartz countertop and boasts not one, but two private decks featuring Trex decking. Unit 7 is widely considered the premier residence in the building, featuring the largest private waterfront-facing deck an ideal setting for morning coffee, outdoor dining, or simply taking in the spectacular views. Vinyle double hung windows with thermopane glass. Just in time for summer, this rare offering presents an incredible opportunity to enjoy, waterfront living at its finest.

600 Shirley St Unit 7, Winthrop

Listing courtesy of Listing Agent: Elizabeth Ferrara from Listing Office: Cottage Hill Real Estate.

$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.

$1,480,000
4 Beds 3 Baths 73534719 MLS ACTIVE Status
Perched above the shoreline with sweeping, unobstructed water views toward Broad Sound and Revere Beach, this extensively reconstructed and thoughtfully expanded coastal home offers an exceptional combination of natural light, modern design, and quality craftsmanship. Recently completed following an extensive reconstruction and thoughtful expansion, the home features 4 bedrooms, 2.5 baths, central air, natural gas heat, a new HVAC system, new water heater, new kitchen, new baths, new flooring, new windows, new siding, new roof, and extensive improvements throughout. The open-concept layout is filled with natural light and showcases a beautifully appointed kitchen with custom cabinetry, quartz countertops, stainless steel appliances, a beverage refrigerator, and a large center island. Occupying the entire third level, the private primary suite offers breathtaking water views, a private balcony, a walk-in closet, and a spa-inspired bath. A rare opportunity to own a thoughtfully reimagined coastal home where panoramic water views, abundant natural light, and extensive recent reconstruction come together in one exceptional setting.

89R Upland, Winthrop

Listing courtesy of Listing Agent: David Cody from Listing Office: Orchard Park Realty.

$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.

$1,100,000
5 Beds 4 Baths 73534385 MLS ACTIVE Status
A rare opportunity to own a 4-unit multi-family investment property in one of Winthrop's most sought-after coastal locations, just minutes from downtown Boston and Logan Airport. This asset offers an ideal mix for investors and owner-occupants alike. The property features one three-bedroom apartment, one two-bedroom apartment, and two studio units. The three-bedroom and one studio apartments are currently leased, and the remaining studio and two-bedroom apartments can be delivered vacant. Three off-street parking spaces come with the property. Set on a 4,075± sq ft lot in a supply-constrained market with strong, year-round rental demand, the property delivers a compelling blend of in-place income and future growth potential through both rent increases and value-addition. Steps to the beach, Winthrop Golf Club, and the heart of Shirley Street, come see everything that this property has to offer.

32 Irwin St, Winthrop

Listing courtesy of Listing Agent: Michael Giannone from Listing Office: The Aland Realty Group LLC.

$750,000
4 Beds 3 Baths 73534235 MLS ACTIVE Status
Steps from the shore, this corner lot offers coastal living w a wide, expansive front porch perfect for catching the harbor breeze or entertaining. This move-in ready home features 2,700 sq.ft. of spacious living and an unbeatable beachside location. The interior boasts hardwood floors throughout most of the home, featuring four bedrooms and 2.5 bathrooms. Additionally, a finished third floor offers a versatile space for a home office or yoga studio, while the finished lower level is perfect for a home gym . The airy first floor features 8' ceilings and a seamless flow between the fireplaced living and dining rooms. The kitchen comes fully equipped with granite countertops, and the upper levels offer bedrooms with select water views. The property includes a driveway and a one-car garage. It is ideally situated just steps from the beach, parks, dining, and the MBTA water shuttle, providing easy access to Boston's Waterfront, the Seaport, and Logan Airport. Minutes into Boston.

546 Shirley St, Winthrop

Listing courtesy of Listing Agent: Melissa Flamburis from Listing Office: Redfin Corp..

$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.

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