$681,237Average Value$492Average Price per Sq Ft11Homes 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
Are you familiar with the Winthrop Beach neighborhood?
to let others know what life in this neighborhood is like.
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 56 days. The median sale price for homes in Winthrop Beach, Winthrop over the last 12 months is $499,999, up 6% from the median home sale price over the previous 12 months.
Welcome to coastal living at its finest in this truly unique and beautifully appointed townhome residence. Spanning three expansive levels, this exceptional three-bedroom, two-and-a-half-bath home seamlessly blends comfort, style, and privacy in the one and only seaside community of Winthrop 02152 Privately situated with its own separate entrance, this rare offering lives like a single-family
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
FRESH NEW PRICE! Best value in the neighborhood! Charming 1930's two family, originally a seaside cottage, just steps to the beach. Family owned for over 70 years, it's now time for someone else to enjoy this coastal home. It offers off street parking and flexible living options. It could be a great single family. Unit 1 is a one bedroom while Unit 2 has three bedrooms. This property is brimming
LAST ONE BEDROOM UNIT. Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This one-bedroom home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood
Welcome to coastal living at its best. HOA FEE INCLUDES HEAT & HOT WATER! This top-floor corner 2-bedroom condo offers ocean views & an ideal vantage point overlooking the water, bringing in incredible natural light throughout. Hardwood floors run throughout the living area, while the kitchen features granite countertops, stainless steel appliances, & ample storage. Recent upgrades include appx.
Great opportunity in Winthrop just moments from the beach. This 2-bedroom, 1-bath first-floor condo offers 698 sq ft of single-level living with easy access, hardwood flooring, tile bath, gas heat, and one assigned off-street parking space. The monthly association fee includes heat, hot water, water, sewer, laundry facilities, exterior maintenance, landscaping, snow removal, and refuse removal,
The TrustPoint GroupeXp Realty LLC - Corporate Office
Ultimate beachside living awaits in this stunning top-floor condo with direct ocean views and two private decks! Located across from Winthrop Beach, you can wake up to the sights and sounds of the Atlantic right from your bed. The sun-drenched interior features high ceilings, hardwood floors, and an abundance of windows that flood almost every room with natural light and ocean breezes. The layout
A rare opportunity to own a 4-unit multi-family investment property in one of Winthrop's most sought-after coastal locations, just minutes from downtown Boston and Logan Airport. This asset offers an ideal mix for investors and owner-occupants alike. The property features one three-bedroom apartment, one two-bedroom apartment, and two studio units. The three-bedroom and one studio apartments are
The seller is offering a unique opportunity to lower buyer's payment temporarily for 3 years. The offer is a 3-2-1 temporary rate buy-down that reduces payments years 1-3 by 3% first year, 2% second year, 1% third year.Experience the best of seaside living in Winthrop, just steps from the beach. This beautifully updated two-bedroom corner condo offers stunning ocean views along with breathtaking
Jack MiddletonBerkshire Hathaway HomeServices Commonwealth Real Estate
Luxury living with downtown Boston just a few Train stops away! Escape the hustle and bustle of the city and enjoy the best of coastal living, with the beach right down the street. Step inside to a spacious mudroom that opens to a stunning open-concept kitchen—perfect for entertaining. Gleaming hardwood floors, granite countertops, and sun-drenched windows create a warm and inviting atmosphere
Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, two-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed
Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, one-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed
Oceanfront updated two-bedroom, one bath, eat-in kitchen with Quartz countertops, stainless steel appliances, an updated bath, and a private deck overlooking Winthrop Beach! Additional features include central heat and AC, hardwoods, and a building laundry. The rent includes hot water. The unit is ready for occupancy on June 1, 2026.
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
This property at 411 Shirley St offers a lovely 1300 square foot apartment to call home. It includes essential amenities such as air conditioning, a dishwasher, and laundry hook ups. The living room provides ample space for relaxation and entertainment, while the bedrooms are designed to accommodate various layouts. The bathroom is equipped with standard fixtures for convenience. The property
$1100-1300/month (all utilities included) (flexible) Lease terms Parking: Driveway parking available Furnished option: Available for an additional fee Rules: No smoking, no pets House vibe: Quiet, respectful, no parties or large gatherings Included: Electric & heat High-speed Wi-Fi In-unit washer/dryer Good-sized closet 1 bathrooms shared with working professionals This place is ideal for:
Rent$2,695Avail DateNOW (06/01/2026)Beds2Baths1LaundryLaundry in BuildingPetCats & Small Dogs Only, Breed & weight restrictionsParkingAvailable, Street
$1100-1300/month (all utilities included) (flexible) Lease terms Parking: Driveway parking available Furnished option: Available for an additional fee Rules: No smoking, no pets House vibe: Quiet, respectful, no parties or large gatherings Included: Electric & heat High-speed Wi-Fi In-unit washer/dryer Good-sized closet 1 bathrooms shared with working professionals This place is ideal for:
Seaside 2-bed, 1-bath spread across two levels, directly across from Winthrop Beach. Wake up to ocean views from the primary bedroom, which opens to its own private deck. Hardwood floors in the bedrooms, in-unit laundry, central A/C, and a sunroom that makes a perfect home office or extra storage. Off-street parking included; water, sewer, and hot water are included in the rent (tenant pays
Step into luxury at this stunning, top-floor penthouse with breathtaking panoramic views of the ocean. Perfect for a romantic getaway, family vacation, or serene retreat, this exclusive beachfront oasis combines modern elegance with coastal charm. Relax on your private terrace as you enjoy endless sea views, or take a short walk to the beach just steps from your door.Private terrace with
Perched on the top floor of a beautifully maintained building, Unit #3 at 50 Trident Ave delivers a renovation that doesn't cut corners — gleaming hardwood floors throughout, stainless steel appliances with gas cooking, quartz countertops, custom shaker cabinets, and a sleek double-vanity bathroom, all in pristine move-in ready condition. The layout offers three spacious bedrooms plus a versatile
Kristel StavriDouglas Elliman Real Estate - The Sarkis Team
Experience luxury living in this one-of-a-kind gem: two bedrooms, one bathroom, living room and kitchen. This apartment offers breathtaking ocean views. The bedrooms and living room have stylish furniture and luxury linens.This tranquil residence is just steps from the Orient Heights Blue Line, putting Boston within easy reach.In a quiet residential neighborhood with an ocean promenade.
Beautifully renovated 3-bedroom apartment available now, offering generous space and modern finishes throughout. This bright and spacious home features gorgeous hardwood floors, updated fixtures, and a fresh contemporary design that blends comfort with style. The layout includes a large living room plus an additional flexible room perfect for a formal dining area, home office, or play space—ideal
2-Bedroom, 1-Bath rental available 9/1. Pets Allowed. Welcome to coastal living at its best! This home offers stunning water views of Winthrop Beach from bright picture windows that fill the home with natural light. Enjoy convenience of in-unit laundry, stainless steel appliances, gas stove, charming pantry, and beautiful hardwood floors throughout. The home features two private outdoor spaces.
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