Boston Area Search Results

$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 ⋅ SOLD Status ⋅ 73493638 MLS ⋅ 1,378 SqFt.

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

$620,000

Price Improvement! A rare opportunity to create your ideal home in a highly desirable Winthrop location. Offering strong bones, generous living space, and beautiful sunset views, this property is the perfect canvas to add personal style and value. Ideally situated just steps from Winthrop Shore Drive, Winthrop Yacht Club, local restaurants, ice cream shops, Winthrop Golf Club, the High School, and July 4th fireworks in every direction. West-northwest roof views are stunning. While 33 Dolphin requires cosmetic updates and is BEING SOLD STRICTLY AS IS, its location in a well-maintained neighborhood offers exceptional potential. The first floor features a wraparound screened porch, foyer, spacious living and dining rooms, kitchen with deck access, pantry, and ¾ bath. The second floor offers three bedrooms with hardwood floors and walk-in closets, plus a full bath. The third floor includes beamed ceilings, loft area, walk-in closet, and roof access for sweeping views.

4 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73493754 MLS ⋅ 2,456 SqFt.

Price Improvement! A rare opportunity to create your ideal home in a highly desirable Winthrop location. Offering strong bones, generous living space, and beautiful sunset views, this property is the perfect canvas to add personal style and value. Ideally situated just steps from Winthrop Shore Drive, Winthrop Yacht Club, local restaurants, ice cream shops, Winthrop Golf Club, the High School, and July 4th fireworks in every direction. West-northwest roof views are stunning. While 33 Dolphin requires cosmetic updates and is BEING SOLD STRICTLY AS IS, its location in a well-maintained neighborhood offers exceptional potential. The first floor features a wraparound screened porch, foyer, spacious living and dining rooms, kitchen with deck access, pantry, and ¾ bath. The second floor offers three bedrooms with hardwood floors and walk-in closets, plus a full bath. The third floor includes beamed ceilings, loft area, walk-in closet, and roof access for sweeping views.

33 Dolphin Avenue, Winthrop

$1,299,000

2 BAY MECHANIC SHOP. Corner lot commercial building in a great location. Property features a two-bay garage with 2 lifts, 15-foot ceilings, approximately 1,152 sq. ft. of interior space, office, and 2 half baths. FHA heating system with new motor and pump installed about 6 months ago. 200-amp circuit breakers. Rubber roof is about 8 years old. Situated on a 6,500 sq. ft. lot. Many possible uses, including car lot, taxi stand or other business opportunities. Potential for future development may exist. Buyer & Buyer agent to do own due diligence.

2 Baths ⋅ ACTIVE Status ⋅ 73493587 MLS ⋅ 1,152 SqFt.

2 BAY MECHANIC SHOP. Corner lot commercial building in a great location. Property features a two-bay garage with 2 lifts, 15-foot ceilings, approximately 1,152 sq. ft. of interior space, office, and 2 half baths. FHA heating system with new motor and pump installed about 6 months ago. 200-amp circuit breakers. Rubber roof is about 8 years old. Situated on a 6,500 sq. ft. lot. Many possible uses, including car lot, taxi stand or other business opportunities. Potential for future development may exist. Buyer & Buyer agent to do own due diligence.

250 Washington Ave, Winthrop

$1,107,000

Winthrop is one of the last undervalued waterfront towns in Greater Boston, and opportunities like this don't sit long. 11 Pearl Ave is a vacant 3-family just a block from the ocean, generating $10,500/month at market rents with zero displacement headaches. Three floors, 11 bedrooms total, 4,032 sq ft of income-producing space on a town where the average days on market keeps shrinking. 3 separate heat systems, and 200-amp electric. Flood insurance runs about $2,600/year. Live in one, rent two, or hold all three. Priced at $1,050,000 with a cap rate that pencils with room for improvement and valuate add. Don't sleep on Winthrop.

11 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73491764 MLS ⋅ 4,032 SqFt.

Winthrop is one of the last undervalued waterfront towns in Greater Boston, and opportunities like this don't sit long. 11 Pearl Ave is a vacant 3-family just a block from the ocean, generating $10,500/month at market rents with zero displacement headaches. Three floors, 11 bedrooms total, 4,032 sq ft of income-producing space on a town where the average days on market keeps shrinking. 3 separate heat systems, and 200-amp electric. Flood insurance runs about $2,600/year. Live in one, rent two, or hold all three. Priced at $1,050,000 with a cap rate that pencils with room for improvement and valuate add. Don't sleep on Winthrop.

11 Pearl Ave, Winthrop

$605,000

Attention Investors and Contractors – Prime Opportunity! Four-bedroom home with a third-floor in-law suite ready for its next chapter. Set on a charming tree-lined street, this property offers a solid footprint for renovation along with a detached garage and manageable yard space. Vacant and being sold as-is, this home will require a full rehab. Ideal for investors or owner-occupants looking to renovate and personalize a property to their own style. A great opportunity to transform a well-located property and bring new life to a classic home.

4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73491119 MLS ⋅ 1,996 SqFt.

Attention Investors and Contractors – Prime Opportunity! Four-bedroom home with a third-floor in-law suite ready for its next chapter. Set on a charming tree-lined street, this property offers a solid footprint for renovation along with a detached garage and manageable yard space. Vacant and being sold as-is, this home will require a full rehab. Ideal for investors or owner-occupants looking to renovate and personalize a property to their own style. A great opportunity to transform a well-located property and bring new life to a classic home.

36 Sargent St, Winthrop

$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 ⋅ SOLD Status ⋅ 73489652 MLS ⋅ 1,079 SqFt.

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

$380,000

811 sq. ft. 2-bedroom, 1-bath condo located less than a mile from the beach. The layout features a large primary bedroom with a spacious walk-in closet and a functional second bedroom. Building amenities include an in-ground pool, gym, sauna, and tennis courts. This unit comes with two off-street parking spaces. Conveniently situated near local shops, public schools, and transportation. A straightforward, well-located home with practical features.

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73490261 MLS ⋅ 811 SqFt.

811 sq. ft. 2-bedroom, 1-bath condo located less than a mile from the beach. The layout features a large primary bedroom with a spacious walk-in closet and a functional second bedroom. Building amenities include an in-ground pool, gym, sauna, and tennis courts. This unit comes with two off-street parking spaces. Conveniently situated near local shops, public schools, and transportation. A straightforward, well-located home with practical features.

800 Governors Dr Unit 17, Winthrop

$2,250,000

DEVELOPMENT OPPORTUNITY WITH EXISTING MIXED USE PROPERTY GENERATING $71K NET ANNUAL INCOME. A rare coastal investment and development opportunity in the heart of Winthrop, Massachusetts. The mixed use property currently consists of a cash-flowing four-unit mixed-use building with stable in-place NOI of 71,300, combined with a Board of Appeals–approved plan to construct a new 12-unit building with podium parking beneath — all on one site steps from the harbor and in the middle of a quaint yet thriving downtown Winthrop. 5-10 min commute to Boston Logan Airport, quick access to the MBTA Blue Line and ferry access to downtown Boston.

ACTIVE Status ⋅ 73490169 MLS

DEVELOPMENT OPPORTUNITY WITH EXISTING MIXED USE PROPERTY GENERATING $71K NET ANNUAL INCOME. A rare coastal investment and development opportunity in the heart of Winthrop, Massachusetts. The mixed use property currently consists of a cash-flowing four-unit mixed-use building with stable in-place NOI of 71,300, combined with a Board of Appeals–approved plan to construct a new 12-unit building with podium parking beneath — all on one site steps from the harbor and in the middle of a quaint yet thriving downtown Winthrop. 5-10 min commute to Boston Logan Airport, quick access to the MBTA Blue Line and ferry access to downtown Boston.

63-69 Putnam St, Winthrop

$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.

SOLD Status ⋅ 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

$1,650,000

Situated just steps from the sand, 304 Shirley presents a rare opportunity to own a fully occupied 6-unit building in one of Winthrop's most desirable seaside neighborhoods. Each unit is a well-maintained 1-bedroom, offering consistent rental income and strong tenant demand. This beachside property is perfectly positioned near local shops, restaurants, and public transportation, making it a convenient and attractive location for tenants year-round. Unit 2 has the following updates: new flooring, new paint, updated kitchen, new light fixtures.

6 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73489316 MLS ⋅ 4,122 SqFt.

Situated just steps from the sand, 304 Shirley presents a rare opportunity to own a fully occupied 6-unit building in one of Winthrop's most desirable seaside neighborhoods. Each unit is a well-maintained 1-bedroom, offering consistent rental income and strong tenant demand. This beachside property is perfectly positioned near local shops, restaurants, and public transportation, making it a convenient and attractive location for tenants year-round. Unit 2 has the following updates: new flooring, new paint, updated kitchen, new light fixtures.

304 Shirley Street, Winthrop

$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 ⋅ SOLD Status ⋅ 73488853 MLS ⋅ 1,374 SqFt.

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

$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 ⋅ SOLD Status ⋅ 73488822 MLS ⋅ 1,116 SqFt.

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

$305,000

Stop renting, start owning your slice of the coast! Welcome to The Cove at 600 Shirley Street in Winthrop! This charming studio offers stunning, unobstructed ocean views from your own private deck, perfect for enjoying morning coffee or evening sunsets. Inside, you’ll find warm wood flooring throughout and an updated kitchen with space for a dining table, creating both functionality and comfort. The bright, well-appointed bathroom features a spacious walk-in shower. Additional amenities include laundry in the building and the rare convenience of two off-street parking spaces. Just minutes to downtown Boston, ideal for commuters, easy access to Logan Airport, close to major highways while still feeling tucked away. Experience all Winthrop has to offer- local shops, restaurants, family-owned businesses and ocean breezes!

1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73487696 MLS ⋅ 330 SqFt.

Stop renting, start owning your slice of the coast! Welcome to The Cove at 600 Shirley Street in Winthrop! This charming studio offers stunning, unobstructed ocean views from your own private deck, perfect for enjoying morning coffee or evening sunsets. Inside, you’ll find warm wood flooring throughout and an updated kitchen with space for a dining table, creating both functionality and comfort. The bright, well-appointed bathroom features a spacious walk-in shower. Additional amenities include laundry in the building and the rare convenience of two off-street parking spaces. Just minutes to downtown Boston, ideal for commuters, easy access to Logan Airport, close to major highways while still feeling tucked away. Experience all Winthrop has to offer- local shops, restaurants, family-owned businesses and ocean breezes!

600 Shirley St Unit 15, Winthrop

$599,000

Wonderful opportunity to own a coastal Winthrop home with tremendous potential. A welcoming mudroom opens to a spacious foyer and a large living and dining area with great flow for everyday living. A bonus front room offers flexible space for a home office, playroom, or an expanded open-concept layout. The kitchen leads directly to the back deck for warm-weather entertaining. Upstairs features two bedrooms, a smaller third bedroom, and a full bath. The lower level includes an opportunity to finish basement offering generous bonus space ideal for a family room, guest suite, gym, or creative studio. A small fenced-in backyard below the deck provides room for pets, gardening, or flexible outdoor use. Steps to the beach, coffee shops, restaurants, and public transportation, this home is sold as-is and ready for its next owner to bring their vision to life with meaningful long-term investment potential.

3 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73486365 MLS ⋅ 1,728 SqFt.

Wonderful opportunity to own a coastal Winthrop home with tremendous potential. A welcoming mudroom opens to a spacious foyer and a large living and dining area with great flow for everyday living. A bonus front room offers flexible space for a home office, playroom, or an expanded open-concept layout. The kitchen leads directly to the back deck for warm-weather entertaining. Upstairs features two bedrooms, a smaller third bedroom, and a full bath. The lower level includes an opportunity to finish basement offering generous bonus space ideal for a family room, guest suite, gym, or creative studio. A small fenced-in backyard below the deck provides room for pets, gardening, or flexible outdoor use. Steps to the beach, coffee shops, restaurants, and public transportation, this home is sold as-is and ready for its next owner to bring their vision to life with meaningful long-term investment potential.

47 Highland Ave, Winthrop

$650,000

1080 Shirley St presents a rare two-family property with two separate structures, offering exceptional flexibility for owner-occupants or investors seeking strong rental potential. Ideally located just steps from the ocean in Winthrop, the property enjoys beautiful water views and a true coastal setting. The front unit features a spacious sunroom that fills the home with natural light, along with a bright and inviting living area. Originally built in 1930 and well maintained over the years, the property offers a combined 2,278 square feet of living space across both units, providing comfortable living and income potential. Outdoor space offers the perfect place to relax and enjoy the ocean breeze. Located moments from beaches, the marina, parks, restaurants, and local shops, the home also offers convenient access to public transportation and an easy commute to Boston. A rare chance to own a versatile coastal property in one of Winthrop’s most desirable seaside locations.

3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73486096 MLS ⋅ 2,278 SqFt.

1080 Shirley St presents a rare two-family property with two separate structures, offering exceptional flexibility for owner-occupants or investors seeking strong rental potential. Ideally located just steps from the ocean in Winthrop, the property enjoys beautiful water views and a true coastal setting. The front unit features a spacious sunroom that fills the home with natural light, along with a bright and inviting living area. Originally built in 1930 and well maintained over the years, the property offers a combined 2,278 square feet of living space across both units, providing comfortable living and income potential. Outdoor space offers the perfect place to relax and enjoy the ocean breeze. Located moments from beaches, the marina, parks, restaurants, and local shops, the home also offers convenient access to public transportation and an easy commute to Boston. A rare chance to own a versatile coastal property in one of Winthrop’s most desirable seaside locations.

1080 Shirley St, Winthrop

$357,000

Oceanfront living just minutes from Boston! This bright first-floor one-bedroom condo sits directly across from Winthrop Beach in a classic seaside building with wraparound porches offering sweeping Atlantic views. With windows on three sides, the 725 sqft home is filled with natural light all day. The living room features hardwood floors and recessed lighting, while the kitchen with white cabinetry and durable flooring opens to a private porch—perfect for enjoying the salty ocean air. The spacious corner bedroom easily accommodates a queen or king bed and offers beautiful light throughout the day. Full bath with tiled tub/shower. Pet friendly with reasonable HOA fees! Additional highlights include off-street assigned parking plus guest parking, new gas-fired boiler, ample closets, basement storage and common laundry. Close to beaches, marinas, Winthrop Yacht Club, restaurants, Logan Airport and public transportation—yet outside the flight path.

1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73485475 MLS ⋅ 725 SqFt.

Oceanfront living just minutes from Boston! This bright first-floor one-bedroom condo sits directly across from Winthrop Beach in a classic seaside building with wraparound porches offering sweeping Atlantic views. With windows on three sides, the 725 sqft home is filled with natural light all day. The living room features hardwood floors and recessed lighting, while the kitchen with white cabinetry and durable flooring opens to a private porch—perfect for enjoying the salty ocean air. The spacious corner bedroom easily accommodates a queen or king bed and offers beautiful light throughout the day. Full bath with tiled tub/shower. Pet friendly with reasonable HOA fees! Additional highlights include off-street assigned parking plus guest parking, new gas-fired boiler, ample closets, basement storage and common laundry. Close to beaches, marinas, Winthrop Yacht Club, restaurants, Logan Airport and public transportation—yet outside the flight path.

203 Winthrop Shore Dr Unit 2, Winthrop

$630,000

Enter coastal luxury living at The Seal Harbor Condominiums! This 1 bed/1 bath unique unit doesn't just offer an unbeatable location- it has been meticulously renovated from top to bottom with premium finishes & custom touches throughout. Updates include new tile flooring, all-new wooden six-panel doors with glass knobs, fully rewired living room, kitchen, and entryway for modern convenience. Enjoy the spa like fully renovated bathroom, complete with new copper piping, vanity, sink, toilet, mirrors, lighting, and tile work (THE TILE WORK!). The open layout living/dining area boasts a custom-built electric fireplace & new recessed lighting-ideal for relaxing or entertaining. Sleep comfortably w/ your newer windows & new sliding door. The kitchen is a true chefs kiss w/ custom flush-to-ceiling upper cabinetry & farmhouse sink. Storage unit, covered parking, 24/7 concierge, indoor/outdoor pool & fitness room are just a few of the building amenities. Don't miss out on this seaside gem!

1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73485345 MLS ⋅ 910 SqFt.

Enter coastal luxury living at The Seal Harbor Condominiums! This 1 bed/1 bath unique unit doesn't just offer an unbeatable location- it has been meticulously renovated from top to bottom with premium finishes & custom touches throughout. Updates include new tile flooring, all-new wooden six-panel doors with glass knobs, fully rewired living room, kitchen, and entryway for modern convenience. Enjoy the spa like fully renovated bathroom, complete with new copper piping, vanity, sink, toilet, mirrors, lighting, and tile work (THE TILE WORK!). The open layout living/dining area boasts a custom-built electric fireplace & new recessed lighting-ideal for relaxing or entertaining. Sleep comfortably w/ your newer windows & new sliding door. The kitchen is a true chefs kiss w/ custom flush-to-ceiling upper cabinetry & farmhouse sink. Storage unit, covered parking, 24/7 concierge, indoor/outdoor pool & fitness room are just a few of the building amenities. Don't miss out on this seaside gem!

3 Seal Harbor Rd Unit 133, Winthrop

$844,000

Rare opportunity just one street from the beach, offering strong rental income potential ideal for investors and owner-occupants alike. This well-maintained two-family offers a flexible layout with a 2-bedroom 1st floor unit and a spacious second unit with 3 bedrooms & 1.5 baths across two levels. The second unit is currently rented for $3,650/month, providing immediate income, while the 1st floor unit is vacant & ready for an owner-occupant or new tenant. Both units feature hardwood floors and fresh interior paint. Unit 1 includes a decorative fireplace in the living room, while Unit 2 offers in-unit laundry & a well-maintained kitchen. Major updates include a 2020 roof, 2024 water heater, and 2024 boilers with separate gas heating systems. Basement space offers additional storage, plus a rear porch and low-maintenance yard. Ideally located one street from the beach with easy access to Boston via ferry, bus, and MBTA, & close to restaurants and marinas. Schedule a showing today

5 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73484508 MLS ⋅ 2,212 SqFt.

Rare opportunity just one street from the beach, offering strong rental income potential ideal for investors and owner-occupants alike. This well-maintained two-family offers a flexible layout with a 2-bedroom 1st floor unit and a spacious second unit with 3 bedrooms & 1.5 baths across two levels. The second unit is currently rented for $3,650/month, providing immediate income, while the 1st floor unit is vacant & ready for an owner-occupant or new tenant. Both units feature hardwood floors and fresh interior paint. Unit 1 includes a decorative fireplace in the living room, while Unit 2 offers in-unit laundry & a well-maintained kitchen. Major updates include a 2020 roof, 2024 water heater, and 2024 boilers with separate gas heating systems. Basement space offers additional storage, plus a rear porch and low-maintenance yard. Ideally located one street from the beach with easy access to Boston via ferry, bus, and MBTA, & close to restaurants and marinas. Schedule a showing today

19 Moore St, Winthrop

$393,000

Rare opportunity to own a harbor front condo with beautiful marina and water views in desirable Winthrop. This bright second-floor unit features an open layout and updated kitchen with granite countertops, stainless steel appliances, recessed lighting, and a peninsula that opens to the living area. Sliding glass doors lead to a private balcony overlooking the water, perfect for relaxing and enjoying the coastal setting. The spacious bedroom offers a walk-in closet and its own slider with balcony access and the same scenic views. Elevator building with deeded off-street parking and common laundry. Ideally located near beaches, marina, parks, restaurants, shopping, and public transportation with easy access to Boston.

1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73484073 MLS ⋅ 702 SqFt.

Rare opportunity to own a harbor front condo with beautiful marina and water views in desirable Winthrop. This bright second-floor unit features an open layout and updated kitchen with granite countertops, stainless steel appliances, recessed lighting, and a peninsula that opens to the living area. Sliding glass doors lead to a private balcony overlooking the water, perfect for relaxing and enjoying the coastal setting. The spacious bedroom offers a walk-in closet and its own slider with balcony access and the same scenic views. Elevator building with deeded off-street parking and common laundry. Ideally located near beaches, marina, parks, restaurants, shopping, and public transportation with easy access to Boston.

247 Washington Ave Unit 10, Winthrop

$460,000

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, 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. Live moments from the sand, surf, and vibrant coastal community that make Winthrop one of Boston’s best-kept secrets.

1 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73483298 MLS ⋅ 611 SqFt.

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, 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. Live moments from the sand, surf, and vibrant coastal community that make Winthrop one of Boston’s best-kept secrets.

140 Shirley Street Unit 340, Winthrop

$399,000

$6,000 closing cost credit to buyer!!! WATER VIEWS & PRIVATE DECK! Welcome to The Cove at 600, a premier condominium development in Winthrop, situated on the historic site of the Crystal Cove Hotel. This meticulously renovated first-floor unit features 1 bedroom and 2 baths, epitomizing perfect beach town living. Every detail has been updated finishes, including newer kitchen & bathrooms. Your living room offers stunning water views, creating a serene and picturesque setting. This unit offers a generous sized bedroom and ample closet space top to bottom. Two parking spots add to the convenience for commuting. Start your mornings with a coffee on your private balcony, soaking in breathtaking views of Boston and the Crystal Cove Ocean, right across the street. The common lobby is thoughtfully designed to maximize stunning Boston Harbor views. The vibrant Winthrop downtown area, with its charming restaurants and shops, is just a short distance away. Don't miss your chance!

1 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73481124 MLS ⋅ 604 SqFt.

$6,000 closing cost credit to buyer!!! WATER VIEWS & PRIVATE DECK! Welcome to The Cove at 600, a premier condominium development in Winthrop, situated on the historic site of the Crystal Cove Hotel. This meticulously renovated first-floor unit features 1 bedroom and 2 baths, epitomizing perfect beach town living. Every detail has been updated finishes, including newer kitchen & bathrooms. Your living room offers stunning water views, creating a serene and picturesque setting. This unit offers a generous sized bedroom and ample closet space top to bottom. Two parking spots add to the convenience for commuting. Start your mornings with a coffee on your private balcony, soaking in breathtaking views of Boston and the Crystal Cove Ocean, right across the street. The common lobby is thoughtfully designed to maximize stunning Boston Harbor views. The vibrant Winthrop downtown area, with its charming restaurants and shops, is just a short distance away. Don't miss your chance!

600 Shirley St Unit 1, Winthrop

$632,000

Situated at the ocean's edge in Winthrop, Seal Harbor is located just fifteen minutes from Boston's financial district. Building is amenity-rich- 24/7 concierge, on-site management, secure underground deeded garage parking, heated outdoor pool with shower, bathrooms, full poolhouse kitchen, outdoor Jacuzzi & 2 gas grills, year-round access to an indoor pool on the 9th floor, complete with dramatic views, a full, new fitness center, as well as an indoor Jacuzzi and sauna with a large deck-perfect for viewing Independence Day fireworks! Seal Harbor Three boasts 3 separate function rooms where owners and their guests are able to enjoy table tennis, billiards and television. In addition to the mature grounds, owners also have access to tennis courts, private basement storage, bicycle storage, water sports storage and a full recycling facility. This home has ONE deeded underground garage parking spot & acres of guest parking. Unit has new HVAC, H2O tank & laundry and unrestricted views.

2 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73480701 MLS ⋅ 1,302 SqFt.

Situated at the ocean's edge in Winthrop, Seal Harbor is located just fifteen minutes from Boston's financial district. Building is amenity-rich- 24/7 concierge, on-site management, secure underground deeded garage parking, heated outdoor pool with shower, bathrooms, full poolhouse kitchen, outdoor Jacuzzi & 2 gas grills, year-round access to an indoor pool on the 9th floor, complete with dramatic views, a full, new fitness center, as well as an indoor Jacuzzi and sauna with a large deck-perfect for viewing Independence Day fireworks! Seal Harbor Three boasts 3 separate function rooms where owners and their guests are able to enjoy table tennis, billiards and television. In addition to the mature grounds, owners also have access to tennis courts, private basement storage, bicycle storage, water sports storage and a full recycling facility. This home has ONE deeded underground garage parking spot & acres of guest parking. Unit has new HVAC, H2O tank & laundry and unrestricted views.

3 Seal Harbor Unit 344, Winthrop

$990,000

Outstanding Winthrop investment opportunity offering strong income potential in a highly desirable coastal community. This newly renovated two-family property features two spacious units (2BR and 4BR), ideal for owner-occupants seeking rental income or investors looking to expand their portfolio. Both units provide modern living with off-street parking for four vehicles total. Conveniently located just minutes from major highways, public transportation, shopping, beaches, and local schools, this property combines location, flexibility, and long-term upside in one exceptional offering.1st Open House Sat FEB 28TH (12-2 PM)

6 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73480670 MLS ⋅ 2,212 SqFt.

Outstanding Winthrop investment opportunity offering strong income potential in a highly desirable coastal community. This newly renovated two-family property features two spacious units (2BR and 4BR), ideal for owner-occupants seeking rental income or investors looking to expand their portfolio. Both units provide modern living with off-street parking for four vehicles total. Conveniently located just minutes from major highways, public transportation, shopping, beaches, and local schools, this property combines location, flexibility, and long-term upside in one exceptional offering.1st Open House Sat FEB 28TH (12-2 PM)

50-52 Wilshire St, Winthrop

$649,000

Harborview Condo with Sweeping ViewsWelcome to The Condos at 51 Harborview. This beautifully renovated condo is perched high on the hill with stunning harbor and city skyline views. Unit 1 features two bedrooms and one bath, including a spacious primary with walk-in closet, and a brand-new kitchen and bath with quartz countertops, tile backsplash, stainless steel appliances, and luxury vinyl flooring.Enjoy in-unit laundry, gas heat, mini-split A/C, private deck, yard, covered patio, and one deeded off-street parking space. Steps from Yirrell Beach, Winthrop Beach, the ferry, and local cafes and dining, this turnkey condo offers modern coastal living in a serene, elevated setting.

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73480436 MLS ⋅ 1,213 SqFt.

Harborview Condo with Sweeping ViewsWelcome to The Condos at 51 Harborview. This beautifully renovated condo is perched high on the hill with stunning harbor and city skyline views. Unit 1 features two bedrooms and one bath, including a spacious primary with walk-in closet, and a brand-new kitchen and bath with quartz countertops, tile backsplash, stainless steel appliances, and luxury vinyl flooring.Enjoy in-unit laundry, gas heat, mini-split A/C, private deck, yard, covered patio, and one deeded off-street parking space. Steps from Yirrell Beach, Winthrop Beach, the ferry, and local cafes and dining, this turnkey condo offers modern coastal living in a serene, elevated setting.

51 Harbor View Ave Unit 1, Winthrop

$655,000

Street-Level Coastal Condo with Sweeping Views! Welcome to The Condos at 51 Harborview. This street-level condo offers easy access with sweeping harbor and city skyline views. The home features two bedrooms, one bath, and a modern kitchen and bath with quartz countertops, tile backsplash, stainless steel appliances, and luxury vinyl flooring.Relax or entertain on the front porch, deck off the living room, private yard, and enjoy one deeded side-by-side off-street parking space. With in-unit laundry, gas heat, and mini-split A/C, this turnkey condo blends coastal charm and convenience just minutes from Yirrell Beach, Winthrop Beach, the ferry, and local dining.

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73480153 MLS ⋅ 1,220 SqFt.

Street-Level Coastal Condo with Sweeping Views! Welcome to The Condos at 51 Harborview. This street-level condo offers easy access with sweeping harbor and city skyline views. The home features two bedrooms, one bath, and a modern kitchen and bath with quartz countertops, tile backsplash, stainless steel appliances, and luxury vinyl flooring.Relax or entertain on the front porch, deck off the living room, private yard, and enjoy one deeded side-by-side off-street parking space. With in-unit laundry, gas heat, and mini-split A/C, this turnkey condo blends coastal charm and convenience just minutes from Yirrell Beach, Winthrop Beach, the ferry, and local dining.

51 Harbor View Ave Unit 2, Winthrop

$1,550,000

Stunning 6-bedroom, 3 full bath single-family home with a private in-law suite offering its own separate entrance and laundry ideal for extended family or additional income potential. Set on a corner lot, this home includes an additional parcel at 16 Elmwood Ave (separate address), adding exceptional value and opportunity. Enjoy beautiful water views from the charming front porch and the primary bedroom. Three finished levels provide flexible living space to fit a variety of needs. The beautifully renovated chef’s kitchen is the centerpiece, showcasing a massive island with seating, coffee bar, and a customized pantry. Opening to a dining area and a warm, inviting living room with fireplace. A fenced backyard and abundant parking complete this rare coastal offering combining seaside serenity with effortless access to Boston.

6 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73479928 MLS ⋅ 4,754 SqFt.

Stunning 6-bedroom, 3 full bath single-family home with a private in-law suite offering its own separate entrance and laundry ideal for extended family or additional income potential. Set on a corner lot, this home includes an additional parcel at 16 Elmwood Ave (separate address), adding exceptional value and opportunity. Enjoy beautiful water views from the charming front porch and the primary bedroom. Three finished levels provide flexible living space to fit a variety of needs. The beautifully renovated chef’s kitchen is the centerpiece, showcasing a massive island with seating, coffee bar, and a customized pantry. Opening to a dining area and a warm, inviting living room with fireplace. A fenced backyard and abundant parking complete this rare coastal offering combining seaside serenity with effortless access to Boston.

142 Washington Ave, Winthrop

$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 ⋅ SOLD Status ⋅ 73478335 MLS ⋅ 1,105 SqFt.

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

$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 ⋅ SOLD Status ⋅ 73477376 MLS ⋅ 1,005 SqFt.

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

$1,240,000

Well-located 4-family investment property in the heart of Winthrop’s Cottage Hill neighborhood. 10–12 Charles Street offers four separately metered units totaling 3,688 square feet on a 6,127 sq ft lot, with strong in-place income and upside. The unit mix consists of two larger units and two one-bedroom units, appealing to both long-term renters and owner-occupants seeking supplemental income. Current rents total approximately $8,550 per month, with additional room for optimization over time. The property features off-street parking for six vehicles, a major value driver in this coastal submarket, along with a full unfinished basement ideal for storage and future improvements. Several units have been refreshed, providing a solid balance of immediate cash flow and long-term capital improvement potential. Located just blocks from the ocean, public transportation, schools, and Winthrop Center amenities, this asset benefits from strong rental demand driven by proximity to Boston & Logan.

7 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73475129 MLS ⋅ 3,688 SqFt.

Well-located 4-family investment property in the heart of Winthrop’s Cottage Hill neighborhood. 10–12 Charles Street offers four separately metered units totaling 3,688 square feet on a 6,127 sq ft lot, with strong in-place income and upside. The unit mix consists of two larger units and two one-bedroom units, appealing to both long-term renters and owner-occupants seeking supplemental income. Current rents total approximately $8,550 per month, with additional room for optimization over time. The property features off-street parking for six vehicles, a major value driver in this coastal submarket, along with a full unfinished basement ideal for storage and future improvements. Several units have been refreshed, providing a solid balance of immediate cash flow and long-term capital improvement potential. Located just blocks from the ocean, public transportation, schools, and Winthrop Center amenities, this asset benefits from strong rental demand driven by proximity to Boston & Logan.

10-12 Charles St, Winthrop

$400,000

Ideally situated just a few homes from the beach, this two-bedroom, pet-friendly condo offers the perfect opportunity to enjoy coastal living in Winthrop. Thoughtfully updated and well maintained, the home blends modern comforts with an unbeatable seaside location. This home features a refreshed kitchen with brand-new stainless steel appliances and a stylish tile backsplash. One of the bedrooms enjoys ocean views, adding a true coastal feel to the space. The layout is both comfortable and functional, suitable for a primary residence, second home, or investment. The building has undergone extensive recent improvements, including new carpeting, siding, roof, freshly painted hallways, and a new furnace, providing peace of mind and low-maintenance ownership. After a long New England winter, imagine stepping into warmer months with the beach just steps away. Enjoy Winthrop’s shoreline, waterfront parks, and easy access to Boston, Logan Airport, and public transportation.

2 Beds ⋅ 1 Baths ⋅ SOLD Status ⋅ 73474408 MLS ⋅ 662 SqFt.

Ideally situated just a few homes from the beach, this two-bedroom, pet-friendly condo offers the perfect opportunity to enjoy coastal living in Winthrop. Thoughtfully updated and well maintained, the home blends modern comforts with an unbeatable seaside location. This home features a refreshed kitchen with brand-new stainless steel appliances and a stylish tile backsplash. One of the bedrooms enjoys ocean views, adding a true coastal feel to the space. The layout is both comfortable and functional, suitable for a primary residence, second home, or investment. The building has undergone extensive recent improvements, including new carpeting, siding, roof, freshly painted hallways, and a new furnace, providing peace of mind and low-maintenance ownership. After a long New England winter, imagine stepping into warmer months with the beach just steps away. Enjoy Winthrop’s shoreline, waterfront parks, and easy access to Boston, Logan Airport, and public transportation.

53 Trident Ave Unit 204, Winthrop