$676,043Average Value$495Average Price per Sq Ft9Homes For Sale
City and ocean views
Those who consider living along Winthrop’s coastline, don't have to choose between seascape or cityscape. Real estate professional Seth Williams, founder of Reference Real Estate, says this area, with its views of Boston and the ocean, is becoming more attractive to buyers all the time. “Homes here are pretty affordable. Plus, you’re on the coast,” Williams says. Even though there’s some airplane noise from Logan, homes still tend to “fly” right off the market in Winthrop.
The coastline of Winthrop Beach is a truly serene place to go and relax or read a book.
The Boston skyline is not far from sight within Winthrop Beach.
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Converted vintage homes
In Winthrop Beach, homebuyers can expect to find converted condominiums and multifamily homes tightly packed along the beach area’s one-way streets. There are 1920s low-rise buildings with one-bedroom units on Trident Avenue and two-family converted colonial properties from the late 1800s and early 1900s on Seafoam Avenue. Shirley Street is home to more recently built condominiums, including three-bedroom condos that offer views of the waterfront and the skyline. Home sizes range from around 700 to 2,700 square feet, and prices fall between $320,000 and $900,000. “You’re going to find a few family investment homes here, too,” Williams says.
A varying amount of architectura styles can be found on the many side streets of Winthrop Beach.
Sunny homes sit along quiet streets in Winthrop Beach.
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Above-average school ratings
Winthrop Public Schools, which is comprised of four schools, has a B+ rating from Niche. At Arthur T. Cummings Elementary, rated a B-minus, students and teachers benefit from an active parent and teacher organization that helps raise funds through 50/50 raffles and restaurant nights. It’s common in Winthrop for restaurants such as La Siesta, a family-owned Mexican eatery on Woodside Avenue, to partner with the local schools for special restaurant nights. After Cummings Elementary, students move to Winthrop Middle and then Winthrop High School, both of which earn a B from Niche.
D'Parma is a must try for Italian food when visiting Winthrop Beach.
Mangia at local Italian restaurants
“The beach area also has a lot of great Italian spots,” Williams says. Café Rossetti’s, located on Winthrop Shore Drive, serves a variety of pasta and seafood dishes. D’Parma, a family-run Italian restaurant on Shirley Street, also offers pasta varieties, as well as hot and cold subs. D&T Market, a small, locally-owned store with a lot of options, is a convenient destination for grabbing a few essentials.
Beach fun anytime
Long-time residents, including Betsy Shane, executive director of Winthrop Chamber of Commerce, appreciate Winthrop’s quaint, coastal vibe along with its proximity to Boston. “It’s a small town, and that can be a really nice feeling,” Shane says. She says another perk to living on Winthrop’s coast is being able to enjoy the beach, even on a workday. Winthrop Beach is popular for swimming, paddleboarding and fishing. Folks also enjoy gazing overhead at the planes departing Logan.
The Winthrop Beach Reservation is a wonderful place to enjoy a picnic on the weekend.
Winthrop Beach offers plenty of space to stretch out and enjoy the water.
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Vibrant boating community
Betsy Shane notes that Winthrop is a boating community, where folks frequently head out on the water for the day from one of the town’s boat ramps or yacht clubs. Another familiar sight is the Winthrop Ferry, a seasonal option for those who want to ride the boat into Boston instead of taking the nearby Blue Line.
Winthrop is a small town that radiates vacation vibes regardless of the season. Here residents enjoy the ocean and a view of Boston’s skyline in one of the more affordable and perhaps underrated coastal areas around.
Winthrop Beach is known for it's proximity to Boston but also for being a warm coastal town.
When in Winthrop Beach the local ferry conveniently runs often into the city.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
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Crime and Safety
1 - Low Crime, 10 - High Crime
Winthrop Beach
US
Homicide
4
4
Sexual Assault
3
4
Assault with Weapon
3
4
Robbery
3
4
Burglary
2
4
Motor Vehicle Theft
3
4
Larceny
3
4
Crime Score
2
4
Source: WhatIsMyCrimeRisk.com
Winthrop Beach Demographics and Home Trends
On average, homes in Winthrop Beach, Winthrop sell after 30 days on the market compared to the national average of 57 days. The median sale price for homes in Winthrop Beach, Winthrop over the last 12 months is $470,500, down 8% from the median home sale price over the previous 12 months.
Special Financing Available (30yr Fixed @ 4.25%) on this project for some buyers. 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
Just one block from Winthrop Beach, this spacious and inviting condo offers 1,377 SqFt of comfortable living. With 3 large bedrooms and 1 full bath, there’s plenty of room for working from home, entertaining, or simply relaxing.Step inside to discover an open-concept living and dining area that flows seamlessly into a large, modern kitchen, featuring gas cooking, ample counter space, and a
Special Financing Available (30yr Fixed @ 4.25%) on this project for some buyers. Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, one-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style
Half a block from Winthrop Beach, this spacious 3-bedroom first-floor condo offers over 1,300 square feet of character-filled coastal living in a classic 1890 three-family home. From the moment you enter, you’ll appreciate the welcoming foyer and period details, including Chelsea-tiled fireplaces, high ceilings, and hardwood floors. Built-in AC across the property. A formal living room and a
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
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
Located just steps from the Atlantic, 24 Trident Ave delivers the rare combination of ocean lifestyle and investment fundamentals that rarely surfaces at this price point just minutes from Boston. This property delivers immediate income and serious long-term upside. Two leased (TAW) units generate $4,300/mo with the first-floor updated unit delivered vacant — perfect for an owner-occupant who
Imagine starting your day with a walk along the beach. You could do that if you buy this terrific 2 bedroom corner unit. Featuring an open concept floor plan, this unit has no wasted space as well as terrific storage. The kitchen features custom cabinetry, granite counters, high end stainless steel appliances including a whisper quiet Bosch dishwasher and an island with ample storage below. The
Come experience coastal living at its finest in vibrant Winthrop—just minutes from Boston! This seaside single-family home is ideally located just steps from picturesque Winthrop Beach & has been thoughtfully updated for modern living. At the heart of the home is a stunning white quartz kitchen, fully equipped with SS appliances, vent hood, & rich espresso hardwood floors, creating a clean,
Handymen, fixers and flippers! Beachside location! Less than 100 yards to the beach. This 4-5 Bedroom single will need a total renovation but all the potential is here! There is a yard, off street parking, a garage, and a gas FHW boiler. The home is habitable. Flood insurance is required.
Winthrop Beach, brand-new two-bedroom, one-bathroom home with a modern kitchen featuring quartz countertops, stainless steel appliances (including an electric stove), refrigerator, dishwasher, microwave, and disposal, new vinyl floors, recessed lighting, central heat, and air conditioning. The unit offers a separate entry door through the courtyard and a coin-operated laundry in the building. The
Welcome to The Abby at 91 Veterans Road in Winthrop, MA, where city-access meets coastal charm. Nestled just steps from the beach and the Winthrop Golf Club, this professionally managed community offers modern, pet-friendly apartments with reserved parking, in-unit laundry, and easy highway and public-transit access to Boston.Walkable town, breeze-filled viewsResidents love Winthrop’s
Charming 2-Bedroom Oceanview Condo. Partially furnished, This beautifully maintained first-floor unit offers the perfect blend of coastal charm and everyday convenience, just steps from the ocean. Inside, you’ll find two spacious bedrooms, hardwood floors throughout, and a stylish kitchen featuring granite countertops. The home is move-in ready, complete with the convenience of in-unit laundry
This nice Studio 1 Bath place in the Winthrop area is available for Now. Included Features are: Laundry in Common Area.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect
**AVAILABLE MAY 1ST**Amazing 2 bedroom 1 bathroom** 2ND FLOOR WITH OCEAN VIEWS- off the living room you are going to love how this apartment makes you feel. This spacious unit is drenched in sunlight and features gleaming hardwood floors, ceramic tile, high ceilings, laundry in unit, large eat in kitchen, shared back yard, and a shed for extra storage. Pets Negotiable. Get ready to enjoy life by
Property Id: 2475488Recently painted first floor, three-bedroom by the beach, hardwood wood floors, open concept living room and kitchen, granite countertops, new kitchen cabinets, washer and dryer in the apartment, new stainless steel appliances, electric heat, separate utilities. Easy to show
This nice 2 Bedrooms 1 Bath place in the Winthrop area is available for 06-01-2026. Included Features are: Front Porch, and Laundry in Common Area.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the
This nice Studio 1 Bath place in the Winthrop area is available for Now. Included Features are: Electric Heat, and Laundry in Common Area. 1.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the
Looking for a space that fits your fast-paced work life and your need to unplug by the ocean? This updated one-bedroom unit in Winthrop strikes that perfect balance. Tucked just one block from Winthrop Shore Drive beach, this apartment offers more than just a place to live—it gives you a lifestyle. Wake up, grab your morning coffee, take a yoga/fitness class and hop on public bus transportation
This renovated STUDIO apartment is an ideal space for any beach lover with Winthrop Beach just across the street! Renovations include a brand new kitchen brand with quartz counters & stainless steel appliances, a tiled bathroom, and refinished hardwood floors. Additionally, laundry and storage are provided in basement. Hot water included in rent!Situated alongside Massachusetts Bay, Winthrop
Utilities included!! Updated 1-bedroom, 1-bath residence ideally situated along Winthrop Shore Drive. This well-appointed unit offers a refreshed interior, open kitchen/living area, eat in kitchen, in-unit laundry, and one dedicated parking space. directly across from Winthrop Beach, the home offers effortless access to the shoreline just steps from your door. Enjoy morning walks along the water,
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