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Welcome home to 41 Sargent Street. Set on one of Winthrop’s most desirable picturesque tree-lined streets and just a short walk to the ocean, this 3 Bed, 2 Bath lovely Colonial is just waiting to be lovingly restored for it's next chapter. Offering convenience and charm and a thoughtful flow throughout. With a large sun-filled kitchen, 1st floor laundry & full bath, and a vast & versatile living space, the possibilities are endless. Hardwood floors lie hidden beneath the carpet, ready to shine again. Upstairs you'll find generously sized bedrooms, another full bath, plus a walk-up attic for even more potential. Start your day with coffee on the charming covered porch, then enjoy a peaceful walk along the water. Conveniently located near the airport, schools, shops, restaurants, public transportation, golf club, and the marina— this home blends character, location, and opportunity. Being sold "as-is." Bring your vision & restorative imagination and make this coastal beauty your own!

3 Beds ⋅ 2 Baths ⋅ 73433469 MLS

Welcome home to 41 Sargent Street. Set on one of Winthrop’s most desirable picturesque tree-lined streets and just a short walk to the ocean, this 3 Bed, 2 Bath lovely Colonial is just waiting to be lovingly restored for it's next chapter. Offering convenience and charm and a thoughtful flow throughout. With a large sun-filled kitchen, 1st floor laundry & full bath, and a vast & versatile living space, the possibilities are endless. Hardwood floors lie hidden beneath the carpet, ready to shine again. Upstairs you'll find generously sized bedrooms, another full bath, plus a walk-up attic for even more potential. Start your day with coffee on the charming covered porch, then enjoy a peaceful walk along the water. Conveniently located near the airport, schools, shops, restaurants, public transportation, golf club, and the marina— this home blends character, location, and opportunity. Being sold "as-is." Bring your vision & restorative imagination and make this coastal beauty your own!

41 Sargent St, Winthrop

Listing courtesy of Listing Agent: Erin Dinsmoor from Listing Office: Keller Williams Realty Metropolitan.

$550,000

Experience refined waterfront living in this fully renovated, ocean-facing residence. The chef’s kitchen is a true centerpiece, featuring a brand-new center island, quartz countertops, and premium appliances—perfect for effortless entertaining. Modern upgrades shine throughout, including new electrical, recessed lighting, and sleek ceiling fans. Relax in the spa-inspired bathroom with a walk-in shower, or retreat to the spacious bedroom offering magnificent ocean views and ample space for a home office. Step onto your private balcony to savor morning coffee or golden hour sunsets over the water. This turn-key home includes garage parking and access to premier amenities: a pool, fitness center, and tennis(pickleball) courts. Embrace the Winthrop lifestyle with it's local beaches, a golfclub, and yacht clubs. Commuting is a breeze via the seasonal city ferry or nearby transit. From vibrant dining to scenic coastal trails, everything is ready for you to move in and enjoy!

1 Beds ⋅ 1 Baths ⋅ 73517090 MLS

Experience refined waterfront living in this fully renovated, ocean-facing residence. The chef’s kitchen is a true centerpiece, featuring a brand-new center island, quartz countertops, and premium appliances—perfect for effortless entertaining. Modern upgrades shine throughout, including new electrical, recessed lighting, and sleek ceiling fans. Relax in the spa-inspired bathroom with a walk-in shower, or retreat to the spacious bedroom offering magnificent ocean views and ample space for a home office. Step onto your private balcony to savor morning coffee or golden hour sunsets over the water. This turn-key home includes garage parking and access to premier amenities: a pool, fitness center, and tennis(pickleball) courts. Embrace the Winthrop lifestyle with it's local beaches, a golfclub, and yacht clubs. Commuting is a breeze via the seasonal city ferry or nearby transit. From vibrant dining to scenic coastal trails, everything is ready for you to move in and enjoy!

1 Seal Harbor Rd Unit 300, Winthrop

Listing courtesy of Listing Agent: Alla Rossi from Listing Office: Coldwell Banker Realty - Boston.

$550,000

OPEN HOUSE CANCELED!! 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 is 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 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 character and ocean views come together effortlessly.

2 Beds ⋅ 1 Baths ⋅ 73513260 MLS

OPEN HOUSE CANCELED!! 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 is 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 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 character and ocean views come together effortlessly.

173 Grovers Ave Unit 3, Winthrop

Listing courtesy of Listing Agent: Leighann Eruzione from Listing Office: Lantern Residential.

$549,000

Waterfront stunning ocean views from this corner unit with breathtaking sunrises and sunsets. This bright and relaxing 1,005 square foot residence has been lovingly enjoyed by the same owner for 25 years. Spacious living room opened to separate dining area-. One bedroom with beautiful views ,full bath & generous walk-in closet. Captivating views of the ocean, and Cruise ships- Private balcony and underground garage parking, Oceanside pool Private gym. A perfect waterfront retreat you won't want to miss. O H Sunday April 12 Noon to 2;00... Minutes to Boston—-

1 Beds ⋅ 1 Baths ⋅ 73477376 MLS ⋅ ['Seal Harbor'] BLDG.

Waterfront stunning ocean views from this corner unit with breathtaking sunrises and sunsets. This bright and relaxing 1,005 square foot residence has been lovingly enjoyed by the same owner for 25 years. Spacious living room opened to separate dining area-. One bedroom with beautiful views ,full bath & generous walk-in closet. Captivating views of the ocean, and Cruise ships- Private balcony and underground garage parking, Oceanside pool Private gym. A perfect waterfront retreat you won't want to miss. O H Sunday April 12 Noon to 2;00... Minutes to Boston—-

1 Seal Harbor Rd Unit 701, Winthrop

Listing courtesy of Listing Agent: Peggie Gilbert from Listing Office: Coldwell Banker Peggy Carter Team.

$545,000

Victorian-inspired 2-bed, 1.5-bath condo offering 1,400+ sq ft across two levels, featuring two fireplaces (one outfitted with a working gas insert), one assigned off-street parking, and a sizeable backyard for rare outdoor space in Winthrop. An updated kitchen with vintage accents and quality craftmanship deliver timeless character —charm you simply can’t reproduce in today’s construction. The space immediately provides a single-family feel by opening to a generous living and dining area boasting ten ft. ceilings, with a well-suited half bath on the main level and a full bath adjacent to the primary bedroom. This home combines cozy ambiance and coastal neighborhood living in one standout residence. The property is located directly next to the historic library and near downtown Winthrop, with convenient access to coffee shops, a yoga studio, and local restaurants. HOA covers water, blanket insurance, and snow removal. The stairs and deck are brand new.

2 Beds ⋅ 2 Baths ⋅ 73467944 MLS

Victorian-inspired 2-bed, 1.5-bath condo offering 1,400+ sq ft across two levels, featuring two fireplaces (one outfitted with a working gas insert), one assigned off-street parking, and a sizeable backyard for rare outdoor space in Winthrop. An updated kitchen with vintage accents and quality craftmanship deliver timeless character —charm you simply can’t reproduce in today’s construction. The space immediately provides a single-family feel by opening to a generous living and dining area boasting ten ft. ceilings, with a well-suited half bath on the main level and a full bath adjacent to the primary bedroom. This home combines cozy ambiance and coastal neighborhood living in one standout residence. The property is located directly next to the historic library and near downtown Winthrop, with convenient access to coffee shops, a yoga studio, and local restaurants. HOA covers water, blanket insurance, and snow removal. The stairs and deck are brand new.

270 Winthrop Unit 2, Winthrop

Listing courtesy of Listing Agent: Clara Arroyave from Listing Office: .

$543,000

SELLER MOTIVATED! 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.

2 Beds ⋅ 2 Baths ⋅ 73466980 MLS

SELLER MOTIVATED! 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.

1 Seal Harbor Road Unit 415, Winthrop

Listing courtesy of Listing Agent: Camilo & Co. Group from Listing Office: Realty One Group Nest.

$541,000

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!

2 Beds ⋅ 1 Baths ⋅ 73506269 MLS

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!

35 Nevada St Unit #2, Winthrop

Listing courtesy of Listing Agent: Maryellen Russo from Listing Office: The Aland Realty Group LLC.

$540,000

15 Ocean Dr #10 delivers flexible two-level living with dramatic ceiling height and oversized windows, all just minutes from Winthrop Beach. Newly renovated and move-in ready, this condo features two luxurious full baths, in-unit laundry, central A/C, one deeded off-street parking space, and access to a common roof deck with water views. The smart, versatile layout includes a main kitchen and living area on the upper level, plus a finished lower perfect for an office —ideal to work-from-home suite, media room, or private retreat. The well-maintained, professionally managed building includes water and sewer in the condo fee for added convenience. Enjoy an easy commute to both downtown Boston and Logan Airport by car, public transportation, or rideshare while still coming home to a quiet coastal community. This prime walkable location puts you close to Winthrop Beach, Norman Playground, local restaurants and cafés, the Winthrop Golf Club,

2 Beds ⋅ 2 Baths ⋅ 73505007 MLS

15 Ocean Dr #10 delivers flexible two-level living with dramatic ceiling height and oversized windows, all just minutes from Winthrop Beach. Newly renovated and move-in ready, this condo features two luxurious full baths, in-unit laundry, central A/C, one deeded off-street parking space, and access to a common roof deck with water views. The smart, versatile layout includes a main kitchen and living area on the upper level, plus a finished lower perfect for an office —ideal to work-from-home suite, media room, or private retreat. The well-maintained, professionally managed building includes water and sewer in the condo fee for added convenience. Enjoy an easy commute to both downtown Boston and Logan Airport by car, public transportation, or rideshare while still coming home to a quiet coastal community. This prime walkable location puts you close to Winthrop Beach, Norman Playground, local restaurants and cafés, the Winthrop Golf Club,

15 Ocean Ave Unit 101, Winthrop

Listing courtesy of Listing Agent: Jorge Betancur from Listing Office: Century 21 Mario Real Estate.

$540,000

“The Cove at 600” was converted in 2022 and is located on the site of the historic Crystal Cove Hotel with breathtaking views of the Boston Skyline and the Atlantic Ocean. Unit 3, located on the side of the building with a private entrance, exclusive use patio and exclusive use deck at the front of the building offers many ways to take in the view and the sea air. The open concept living room and dining room are bright and airy. The front bedroom is currently used as an office with striking views of the Boston Skyline. The main bedroom features an en-suite ¾ bath with beautiful tiled shower. This unit has baseboard heat and 3 mini splits for a/c. Full Size, in-unit laundry, great closet space, 2 exclusive use parking spaces and keyless building entry are some additional features. Short distance to bus lines, restaurants, beaches, and so much more. Easy living with the condo association taking care of the exterior maintenance. Now is the time to get in and enjoy the summer in Winthrop!

2 Beds ⋅ 2 Baths ⋅ 73383627 MLS

“The Cove at 600” was converted in 2022 and is located on the site of the historic Crystal Cove Hotel with breathtaking views of the Boston Skyline and the Atlantic Ocean. Unit 3, located on the side of the building with a private entrance, exclusive use patio and exclusive use deck at the front of the building offers many ways to take in the view and the sea air. The open concept living room and dining room are bright and airy. The front bedroom is currently used as an office with striking views of the Boston Skyline. The main bedroom features an en-suite ¾ bath with beautiful tiled shower. This unit has baseboard heat and 3 mini splits for a/c. Full Size, in-unit laundry, great closet space, 2 exclusive use parking spaces and keyless building entry are some additional features. Short distance to bus lines, restaurants, beaches, and so much more. Easy living with the condo association taking care of the exterior maintenance. Now is the time to get in and enjoy the summer in Winthrop!

600 Shirley Street Unit 3, Winthrop

Listing courtesy of Listing Agent: Erika Leigh Pereira from Listing Office: Keller Williams Realty Boston Northwest.

$536,000

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!

3 Beds ⋅ 1 Baths ⋅ 73452771 MLS

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!

28 Pearl Ave Unit 3, Winthrop

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

$535,000

Located in one of Winthrop’s most convenient & commuter-friendly neighborhoods, this updated two-level condo offers a comfortable layout with modern touches throughout. Enter through your private entrance and head up to the main living level, where a spacious landing provides the perfect spot to drop coats & shoes before stepping into the open living, dining & kitchen area. Toward the back of the main level you’ll find a coat closet, in-unit stackable laundry, and a full full bath. Enjoy time outside on either the front or rear deck, offering great spots to relax and catch some sun. Upstairs features three bedrooms, providing flexible space for family, guests, or a home office. The oversized primary bedroom is filled with natural light, and a renovated bathroom is conveniently located between the bedrooms. Parking is plentiful for both units with access from Revere Street or the rear of the property & the shared yard space offers a great outdoor area to enjoy.

3 Beds ⋅ 2 Baths ⋅ 73493638 MLS ⋅ ['286 Revere Street Condo Association'] BLDG.

Located in one of Winthrop’s most convenient & commuter-friendly neighborhoods, this updated two-level condo offers a comfortable layout with modern touches throughout. Enter through your private entrance and head up to the main living level, where a spacious landing provides the perfect spot to drop coats & shoes before stepping into the open living, dining & kitchen area. Toward the back of the main level you’ll find a coat closet, in-unit stackable laundry, and a full full bath. Enjoy time outside on either the front or rear deck, offering great spots to relax and catch some sun. Upstairs features three bedrooms, providing flexible space for family, guests, or a home office. The oversized primary bedroom is filled with natural light, and a renovated bathroom is conveniently located between the bedrooms. Parking is plentiful for both units with access from Revere Street or the rear of the property & the shared yard space offers a great outdoor area to enjoy.

286 Revere St Unit 286, Winthrop

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

$530,000

Rare Winthrop duplex development opportunity offering the chance to build ground-up new construction in a highly desirable coastal community. The project allows for two spacious 2,500+ sqft units, ideal for resale as luxury condos or as long-term income-producing properties. Each unit includes two off-street parking spaces, a valuable amenity in this sought-after location. With strong buyer demand and limited new inventory in the area, this is a prime opportunity for builders, investors, or owner-occupants looking to create value. Whether you plan to sell both units or hold for rental income, the flexibility and upside potential make this a standout project.

73490066 MLS

Rare Winthrop duplex development opportunity offering the chance to build ground-up new construction in a highly desirable coastal community. The project allows for two spacious 2,500+ sqft units, ideal for resale as luxury condos or as long-term income-producing properties. Each unit includes two off-street parking spaces, a valuable amenity in this sought-after location. With strong buyer demand and limited new inventory in the area, this is a prime opportunity for builders, investors, or owner-occupants looking to create value. Whether you plan to sell both units or hold for rental income, the flexibility and upside potential make this a standout project.

54 Wilshire St, Winthrop

Listing courtesy of Listing Agent: Lou Markakis from Listing Office: Lynnway Associates.

$530,000

Welcome to Unit 408 – a spacious 1-bedroom + den home at The Somerset, Winthrop’s newest boutique condo community blending coastal charm with modern comfort. This thoughtfully designed layout offers an open-concept living space, a versatile den ideal for a home office or guest room, and a walk-in closet in the bedroom. Enjoy upscale finishes throughout—quartz countertops, stainless steel appliances, central A/C, and sleek modern details. The Somerset is an elevator building featuring a fitness room, resident lounge, and garage parking. Located in the heart of Winthrop, just minutes from beaches, neighborhood shops, and an easy commute to downtown Boston. Schedule your tour today— and see why so many are choosing The Somerset as their new home.

1 Beds ⋅ 1 Baths ⋅ 73401776 MLS

Welcome to Unit 408 – a spacious 1-bedroom + den home at The Somerset, Winthrop’s newest boutique condo community blending coastal charm with modern comfort. This thoughtfully designed layout offers an open-concept living space, a versatile den ideal for a home office or guest room, and a walk-in closet in the bedroom. Enjoy upscale finishes throughout—quartz countertops, stainless steel appliances, central A/C, and sleek modern details. The Somerset is an elevator building featuring a fitness room, resident lounge, and garage parking. Located in the heart of Winthrop, just minutes from beaches, neighborhood shops, and an easy commute to downtown Boston. Schedule your tour today— and see why so many are choosing The Somerset as their new home.

10 Somerset Unit 408, Winthrop

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

$515,000

Situated at the ocean's edge in Winthrop, the Seal Harbor condominium community is located just fifteen minutes from Boston's financial district. The building is amenity-rich offering 24/7 concierge, on-site management, secure underground garage parking, a heated outdoor pool with shower, bathrooms, full poolhouse kitchen, an outdoor Jacuzzi, and two gas grills. Residents also enjoy year-round access to an indoor pool on the 9th floor, complete with dramatic views, a new fitness center, as well as an indoor Jacuzzi and sauna with a large deck-perfect for viewing Independence Day fireworks! 3 Seal Harbor boasts three separate function rooms, where guests are able to enjoy table tennis, billiards and television. And in addition to the mature grounds, owners also have access to tennis courts, basement storage, bicycle storage, water sports storage and a full recycling facility. Unparalleled for its location, value, amenities, breathtaking views and proximity to Boston.NO DOGS PERMITTED.

1 Beds ⋅ 1 Baths ⋅ 73495543 MLS ⋅ ['Seal Harbor'] BLDG.

Situated at the ocean's edge in Winthrop, the Seal Harbor condominium community is located just fifteen minutes from Boston's financial district. The building is amenity-rich offering 24/7 concierge, on-site management, secure underground garage parking, a heated outdoor pool with shower, bathrooms, full poolhouse kitchen, an outdoor Jacuzzi, and two gas grills. Residents also enjoy year-round access to an indoor pool on the 9th floor, complete with dramatic views, a new fitness center, as well as an indoor Jacuzzi and sauna with a large deck-perfect for viewing Independence Day fireworks! 3 Seal Harbor boasts three separate function rooms, where guests are able to enjoy table tennis, billiards and television. And in addition to the mature grounds, owners also have access to tennis courts, basement storage, bicycle storage, water sports storage and a full recycling facility. Unparalleled for its location, value, amenities, breathtaking views and proximity to Boston.NO DOGS PERMITTED.

3 Seal Harbor Rd Unit 634, Winthrop

Listing courtesy of Listing Agent: Mark Carangelo from Listing Office: Mark Carangelo.

$512,000

Built in 2023 and still feeling brand new — this 3-bedroom stunner puts you steps from the beach and minutes to Downtown Boston. Sunlight pours across hardwood floors, while the sleek kitchen with white shaker cabinets and high-end appliances anchors the open layout. Central air keeps things comfortable year-round, and deeded off-street parking seals the deal. Coastal living without sacrificing city access — that’s Winthrop done right.

3 Beds ⋅ 1 Baths ⋅ 73478335 MLS

Built in 2023 and still feeling brand new — this 3-bedroom stunner puts you steps from the beach and minutes to Downtown Boston. Sunlight pours across hardwood floors, while the sleek kitchen with white shaker cabinets and high-end appliances anchors the open layout. Central air keeps things comfortable year-round, and deeded off-street parking seals the deal. Coastal living without sacrificing city access — that’s Winthrop done right.

279-283 Shirley Street Unit 2, Winthrop

Listing courtesy of Listing Agent: Adam Mundt from Listing Office: Kingston Real Estate & Management.

$505,000

Welcome to 101 Summit Ave, a beautifully updated condo offering ocean proximity and stunning views of the Boston skyline, all just a short walk to Winthrop Beach. The bright, open living area is perfect for both relaxing and entertaining. The updated kitchen features a newly installed oversized island, stainless steel appliances, quartz countertops, white shaker cabinets, and a charming coffee nook for your morning routine. Additional highlights include stained hardwood flooring throughout, an updated tiled bath, in-unit laundry, central AC, and recessed lighting. Step outside to your private deck and take in sweeping views of Winthrop and Boston. Dedicated storage space beneath the home, a large shared yard, and garden area add to the home’s appeal. All just minutes to the beach, local shops, and restaurants. A rare opportunity at this price to enjoy both high-end finishes and an unbeatable coastal location with easy access to the city. Open House Sunday, April 26th, 11:00AM-1:00PM.

2 Beds ⋅ 1 Baths ⋅ 73505743 MLS ⋅ ['Summit Place Condominiums'] BLDG.

Welcome to 101 Summit Ave, a beautifully updated condo offering ocean proximity and stunning views of the Boston skyline, all just a short walk to Winthrop Beach. The bright, open living area is perfect for both relaxing and entertaining. The updated kitchen features a newly installed oversized island, stainless steel appliances, quartz countertops, white shaker cabinets, and a charming coffee nook for your morning routine. Additional highlights include stained hardwood flooring throughout, an updated tiled bath, in-unit laundry, central AC, and recessed lighting. Step outside to your private deck and take in sweeping views of Winthrop and Boston. Dedicated storage space beneath the home, a large shared yard, and garden area add to the home’s appeal. All just minutes to the beach, local shops, and restaurants. A rare opportunity at this price to enjoy both high-end finishes and an unbeatable coastal location with easy access to the city. Open House Sunday, April 26th, 11:00AM-1:00PM.

101 Summit Ave Unit 1, Winthrop

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

$505,000

Welcome to The Somerset—Winthrop’s newest boutique condo development! This collection of 29 thoughtfully designed homes offers studios, 1-bed, 1+ bed, and 2-bedroom layouts with quality finishes and a coastal vibe. Enjoy open-concept living, stainless steel appliances, quartz countertops, central A/C, and stylish modern touches. Most units include garage parking, and select homes feature private decks. The elevator building also offers a fitness room and a welcoming common area—perfect for relaxing or enjoying a coffee. Ideally located in the heart of Winthrop, just a short distance from sandy beaches, local shops, and an easy commute to downtown Boston.

1 Beds ⋅ 1 Baths ⋅ 73376494 MLS

Welcome to The Somerset—Winthrop’s newest boutique condo development! This collection of 29 thoughtfully designed homes offers studios, 1-bed, 1+ bed, and 2-bedroom layouts with quality finishes and a coastal vibe. Enjoy open-concept living, stainless steel appliances, quartz countertops, central A/C, and stylish modern touches. Most units include garage parking, and select homes feature private decks. The elevator building also offers a fitness room and a welcoming common area—perfect for relaxing or enjoying a coffee. Ideally located in the heart of Winthrop, just a short distance from sandy beaches, local shops, and an easy commute to downtown Boston.

10 Somerset Unit 211, Winthrop

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

$500,000

Very large two level condominium which has recently been remodeled. This second and third floor unit was recently cleaned, painted, hardwood floors refinished and has a new dishwasher and microwave. Steps to Short Beach and walking trails, great restaurants and Revere Beach.

4 Beds ⋅ 1 Baths ⋅ 73541057 MLS ⋅ ['293 Revere Street Condominium'] BLDG.

Very large two level condominium which has recently been remodeled. This second and third floor unit was recently cleaned, painted, hardwood floors refinished and has a new dishwasher and microwave. Steps to Short Beach and walking trails, great restaurants and Revere Beach.

293 Revere St Unit 2, Winthrop

Listing courtesy of Listing Agent: John Schwagerl from Listing Office: Northeastern Realty Group.

$500,000

Attention builders, developers, investors & rehabbers! Situated on 4,869 sq ft lot in desirable Winthrop neighborhood, this legal two-family home has been loved for generations & now ready for its next chapter. Originally a single-family, this unique property now offers many options for future use. For ambitious owner-occupants, this could be a great home for multi-generational living or having a rental unit help pay the mortgage. Or it could be converted back to single-family offering at least 3 beds & 2 full baths w/potential to add living space. For investors, fix & flip or hold for rental income & appreciation. For builders, it’s a potential teardown/redevelopment opportunity in one of Greater Boston's most sought-after coastal communities. Features include public water, public sewer, off-street parking, detached garage, fenced yard & level lot. Conveniently located near Main St, town center, beaches, parks, schools & public transportation. Easy access to Boston & Logan Airport.

3 Beds ⋅ 2 Baths ⋅ 73539637 MLS

Attention builders, developers, investors & rehabbers! Situated on 4,869 sq ft lot in desirable Winthrop neighborhood, this legal two-family home has been loved for generations & now ready for its next chapter. Originally a single-family, this unique property now offers many options for future use. For ambitious owner-occupants, this could be a great home for multi-generational living or having a rental unit help pay the mortgage. Or it could be converted back to single-family offering at least 3 beds & 2 full baths w/potential to add living space. For investors, fix & flip or hold for rental income & appreciation. For builders, it’s a potential teardown/redevelopment opportunity in one of Greater Boston's most sought-after coastal communities. Features include public water, public sewer, off-street parking, detached garage, fenced yard & level lot. Conveniently located near Main St, town center, beaches, parks, schools & public transportation. Easy access to Boston & Logan Airport.

95 Marshall St, Winthrop

Listing courtesy of Listing Agent: Wilson Group from Listing Office: Keller Williams Realty.

$499,999

A Spacious 3-Bedroom Coastal Condo, Just Moments from the Beach, and shy of 1400 sqft living space with Deeded Parking in the Heart of Winthrop. This beautifully maintained first-floor home offers the perfect blend of coastal charm, comfort, and convenience. The sun-filled layout features three generously sized bedrooms, an ambient bathroom, and a versatile bonus space ideal for a home office—perfect for today’s flexible lifestyle. High ceilings and newly renovated hardwood floors add warmth and character, while the open living and dining areas create an inviting space for relaxing or entertaining. Additional highlights include Central Heat and AC, Laundry In Unit, dedicated basement storage, and Deeded Parking. Enjoy easy coastal living with the beach just moments away and a quick commute to Downtown Boston by car or ferry. A fantastic opportunity for first-time homebuyers seeking space, location, and lifestyle. Homes this well-kept and ideally situated rarely come to market.

3 Beds ⋅ 1 Baths ⋅ 73488853 MLS

A Spacious 3-Bedroom Coastal Condo, Just Moments from the Beach, and shy of 1400 sqft living space with Deeded Parking in the Heart of Winthrop. This beautifully maintained first-floor home offers the perfect blend of coastal charm, comfort, and convenience. The sun-filled layout features three generously sized bedrooms, an ambient bathroom, and a versatile bonus space ideal for a home office—perfect for today’s flexible lifestyle. High ceilings and newly renovated hardwood floors add warmth and character, while the open living and dining areas create an inviting space for relaxing or entertaining. Additional highlights include Central Heat and AC, Laundry In Unit, dedicated basement storage, and Deeded Parking. Enjoy easy coastal living with the beach just moments away and a quick commute to Downtown Boston by car or ferry. A fantastic opportunity for first-time homebuyers seeking space, location, and lifestyle. Homes this well-kept and ideally situated rarely come to market.

23 Trident Ave Unit 1, Winthrop

Listing courtesy of Listing Agent: The Boston ONE Team from Listing Office: Serhant.

$490,000

UPSCALE 2 BEDROOM, 2 BATH TOP FLOOR UNIT WITH ROOFTOP EXCLUSIVE OUTDOOR DECK......A two year old renovation and a must see! Bright sun-filled condo with a spacious kitchen/living room combo with plenty of cabinets and huge center island with pretty pendant lighting......perfect for entertaining and personal enjoyment. Two large bedrooms, one a main suite with it's own full bath and the other bath has a corner shower stall and stackable laundry. Beautiful hardwood floors throughout, stainless appliances, central air conditioning, recessed lighting, pet friendly and off street parking! This has it all, a great place to make your own!

2 Beds ⋅ 2 Baths ⋅ 73433674 MLS

UPSCALE 2 BEDROOM, 2 BATH TOP FLOOR UNIT WITH ROOFTOP EXCLUSIVE OUTDOOR DECK......A two year old renovation and a must see! Bright sun-filled condo with a spacious kitchen/living room combo with plenty of cabinets and huge center island with pretty pendant lighting......perfect for entertaining and personal enjoyment. Two large bedrooms, one a main suite with it's own full bath and the other bath has a corner shower stall and stackable laundry. Beautiful hardwood floors throughout, stainless appliances, central air conditioning, recessed lighting, pet friendly and off street parking! This has it all, a great place to make your own!

35 Somerset Ave. Unit 6, Winthrop

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

212 Winthrop Shore Drive Unit 1, Winthrop

$490,000

Wake up to the sound of waves and ocean views just outside your window. This spacious first-floor condo offers effortless coastal living with sun-filled oversized windows and an open-concept living and dining area. The modern Viking-equipped kitchen makes everyday cooking a luxury, while the primary suite boasts a spa-like bath with a soaking tub. Two additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy abundant in-unit storage plus bonus basement space for all your beach gear. Step out to your private rear deck or gather on the shared patio, where ocean breezes set the scene. With public transportation close by, you’ll enjoy the perfect blend of city convenience and seaside serenity.

3 Beds ⋅ 2 Baths ⋅ 73423786 MLS ⋅ ['Sunrise Condominium Trust'] BLDG.

Wake up to the sound of waves and ocean views just outside your window. This spacious first-floor condo offers effortless coastal living with sun-filled oversized windows and an open-concept living and dining area. The modern Viking-equipped kitchen makes everyday cooking a luxury, while the primary suite boasts a spa-like bath with a soaking tub. Two additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy abundant in-unit storage plus bonus basement space for all your beach gear. Step out to your private rear deck or gather on the shared patio, where ocean breezes set the scene. With public transportation close by, you’ll enjoy the perfect blend of city convenience and seaside serenity.

212 Winthrop Shore Drive Unit 1, Winthrop

Listing courtesy of Listing Agent: Leighann Eruzione from Listing Office: Lantern Residential.

$489,000

Corner-positioned harborfront residence at Nautilus Condominiums with unobstructed Boston skyline and water views from every room. This 2-bedroom, 2-bath home spans 1,100+ sq ft and benefits from a south-to-west exposure, delivering consistent natural light throughout the day. A private balcony is set directly over the harbor, extending the living space outward. The layout balances openness and definition, with a distinct living and dining area, hardwood flooring throughout, and a primary suite with en-suite bath. Both bedrooms capture direct water views—an uncommon feature at this level. Elevator building with covered assigned parking, fitness area, resident amenities, function room with 360 views of the city and ocean views. Situated near Winthrop Beach, Crystal Cove, marina access, and coastal walking paths, with convenient access to Logan Airport, downtown Boston, and public transportation.

2 Beds ⋅ 2 Baths ⋅ 73488822 MLS

Corner-positioned harborfront residence at Nautilus Condominiums with unobstructed Boston skyline and water views from every room. This 2-bedroom, 2-bath home spans 1,100+ sq ft and benefits from a south-to-west exposure, delivering consistent natural light throughout the day. A private balcony is set directly over the harbor, extending the living space outward. The layout balances openness and definition, with a distinct living and dining area, hardwood flooring throughout, and a primary suite with en-suite bath. Both bedrooms capture direct water views—an uncommon feature at this level. Elevator building with covered assigned parking, fitness area, resident amenities, function room with 360 views of the city and ocean views. Situated near Winthrop Beach, Crystal Cove, marina access, and coastal walking paths, with convenient access to Logan Airport, downtown Boston, and public transportation.

247 Washington Unit 9, Winthrop

Listing courtesy of Listing Agent: Creatini Group from Listing Office: eXp Realty LLC - Corporate Office.

$480,000

With modern qualities and the charm and character of a classic home, this two bedroom, one bath condo in an ultra convenient Winthrop location is a true hidden gem. Tucked away from the street and perched on the top floor, this spacious and breezy condo offers an updated kitchen with brand new stainless steel appliances, completely refurbished hardwood floors throughout, Harvey windows, private outdoor space and deeded off-street parking complete with a garage. Private laundry, ample closet space - including a pantry, and custom woodwork round out some of the features this property has to offer. Great location - just steps to shops and restaurants in Winthrop Center, close to parks, beaches and all the Winthrop has to offer. Just minutes to Downtown Boston, Logan Airport and Points North. Incredible opportunity to get into Winthrop at a very competitive price - one of the best deals in town!

2 Beds ⋅ 1 Baths ⋅ 73567471 MLS

With modern qualities and the charm and character of a classic home, this two bedroom, one bath condo in an ultra convenient Winthrop location is a true hidden gem. Tucked away from the street and perched on the top floor, this spacious and breezy condo offers an updated kitchen with brand new stainless steel appliances, completely refurbished hardwood floors throughout, Harvey windows, private outdoor space and deeded off-street parking complete with a garage. Private laundry, ample closet space - including a pantry, and custom woodwork round out some of the features this property has to offer. Great location - just steps to shops and restaurants in Winthrop Center, close to parks, beaches and all the Winthrop has to offer. Just minutes to Downtown Boston, Logan Airport and Points North. Incredible opportunity to get into Winthrop at a very competitive price - one of the best deals in town!

2 Edgar Terrace Unit 3, Winthrop

Listing courtesy of Listing Agent: Edward Deveau from Listing Office: Century 21 Mario Real Estate.

$480,000

Don’t miss the chance to own this well-maintained 2-bedroom, third-floor condo in Winthrop, Massachusetts. Enjoy being just steps from the ocean while staying only minutes from Boston, a perfect mix of seaside living and city convenience. The unit features an open floor plan with hardwood floors throughout and great natural light. The spacious primary bedroom includes its own private balcony, while the main living area opens to a deck, perfect for enjoying the coastal air. A dedicated in-unit laundry area adds everyday convenience, and the layout offers flexibility for a home office or work-from-home space. Whether you're looking for a primary residence or a chance to own in one of the area's most desirable seaside communities, this condo is a great opportunity to enjoy everything Winthrop has to offer.

2 Beds ⋅ 1 Baths ⋅ 73489652 MLS ⋅ ['Sagamore Ocean View Condo Association'] BLDG.

Don’t miss the chance to own this well-maintained 2-bedroom, third-floor condo in Winthrop, Massachusetts. Enjoy being just steps from the ocean while staying only minutes from Boston, a perfect mix of seaside living and city convenience. The unit features an open floor plan with hardwood floors throughout and great natural light. The spacious primary bedroom includes its own private balcony, while the main living area opens to a deck, perfect for enjoying the coastal air. A dedicated in-unit laundry area adds everyday convenience, and the layout offers flexibility for a home office or work-from-home space. Whether you're looking for a primary residence or a chance to own in one of the area's most desirable seaside communities, this condo is a great opportunity to enjoy everything Winthrop has to offer.

49 Sagamore Ave Unit 3A, Winthrop

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

$480,000

This two-level corner unit offers a rare blend of comfort and convenience in a well-constructed building just minutes from Boston. The open layout features a modern kitchen, gas fireplace, and hardwood floors throughout, with a freshly painted interior that feels move-in ready. Two outdoor spaces—a private roof deck and patio—extend your living options, while deeded parking plus abundant visitor parking add everyday ease. The home includes a full bath, half bath, and in-unit washer/dryer for practicality. Enjoy a short commute to downtown Boston, Logan Airport, and oceanfront access, making this location ideal for both work and leisure.

1 Beds ⋅ 2 Baths ⋅ 73432339 MLS ⋅ ['Belle Mer'] BLDG.

This two-level corner unit offers a rare blend of comfort and convenience in a well-constructed building just minutes from Boston. The open layout features a modern kitchen, gas fireplace, and hardwood floors throughout, with a freshly painted interior that feels move-in ready. Two outdoor spaces—a private roof deck and patio—extend your living options, while deeded parking plus abundant visitor parking add everyday ease. The home includes a full bath, half bath, and in-unit washer/dryer for practicality. Enjoy a short commute to downtown Boston, Logan Airport, and oceanfront access, making this location ideal for both work and leisure.

142 Pleasant St Unit 2, Winthrop

Listing courtesy of Listing Agent: Creatini Group from Listing Office: .

$480,000

Steps to the BEACH. Minutes to BOSTON. Seconds to fall in LOVE. This isn’t just a condo - it’s a whole new pace of life. Welcome to 23 Trident Ave where you have the opportunity to make your home ownership dreams a reality. This beautiful 4 Bed 1 Bath unit with a heated bonus room has been meticulously maintained. Spacious kitchen with ample cabinet space, granite counters, stainless appliances and recessed lighting. This unit also boasts Central A/C, in unit Laundry, a 10x10 storage room basement Storage, and 1 off street parking spot. What's not to love? It's time to stop paying someone else's mortgage and start being the captain of your own ship or you can have people paying you rent. With excellent rental potential, this unit was previously rented for $3250. Schedule your showing now!

3 Beds ⋅ 1 Baths ⋅ 73428565 MLS ⋅ ['23 Trident Ave Condominiums'] BLDG.

Steps to the BEACH. Minutes to BOSTON. Seconds to fall in LOVE. This isn’t just a condo - it’s a whole new pace of life. Welcome to 23 Trident Ave where you have the opportunity to make your home ownership dreams a reality. This beautiful 4 Bed 1 Bath unit with a heated bonus room has been meticulously maintained. Spacious kitchen with ample cabinet space, granite counters, stainless appliances and recessed lighting. This unit also boasts Central A/C, in unit Laundry, a 10x10 storage room basement Storage, and 1 off street parking spot. What's not to love? It's time to stop paying someone else's mortgage and start being the captain of your own ship or you can have people paying you rent. With excellent rental potential, this unit was previously rented for $3250. Schedule your showing now!

23 Trident Ave Unit 2, Winthrop

Listing courtesy of Listing Agent: Julian Addy from Listing Office: William Raveis R.E. & Home Services.

$479,000

Sunday open house canceled! Accepted offer. Ocean front living on Winthrop Shore Drive! This 2-bedroom, 1-bath condo sits directly across from the beach, offering coastal living at its best. The front deck overlooks the ocean—perfect for taking in sunrises and sea breezes—while the back deck provides extra outdoor space for coffee or relaxing. Inside, the main level has a comfortable layout with an open living room/dining room, a fully applianced kitchen, the main bedroom and the full bath. Upstairs, you’ll find a large open second bedroom that works beautifully as a guest space, workout space or even a home office with plenty of room to spread out. With the beach just steps away and shops, restaurants, and Boston all within easy reach, this condo is an ideal year-round home or seaside getaway. Easy on street parking and direct beach access across from your front door.

2 Beds ⋅ 1 Baths ⋅ 73436878 MLS ⋅ ['Atlantis Condominium'] BLDG.

Sunday open house canceled! Accepted offer. Ocean front living on Winthrop Shore Drive! This 2-bedroom, 1-bath condo sits directly across from the beach, offering coastal living at its best. The front deck overlooks the ocean—perfect for taking in sunrises and sea breezes—while the back deck provides extra outdoor space for coffee or relaxing. Inside, the main level has a comfortable layout with an open living room/dining room, a fully applianced kitchen, the main bedroom and the full bath. Upstairs, you’ll find a large open second bedroom that works beautifully as a guest space, workout space or even a home office with plenty of room to spread out. With the beach just steps away and shops, restaurants, and Boston all within easy reach, this condo is an ideal year-round home or seaside getaway. Easy on street parking and direct beach access across from your front door.

249 Winthrop Shore Dr Unit 6, Winthrop

Listing courtesy of Listing Agent: Kathleen Dailey from Listing Office: Compass.

$475,000

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.

1 Beds ⋅ 1 Baths ⋅ 73514946 MLS

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 230, Winthrop

Listing courtesy of Listing Agent: Kovacs Savage Team from Listing Office: Byrnes Real Estate Group LLC.

$470,000

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.

3 Beds ⋅ 1 Baths ⋅ 73553580 MLS

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.

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