$672,470Average Value$444Average Price per Sq Ft7Homes For Sale
Coastal living in the heart of Winthrop
Part of a peninsula town on the Atlantic Coast that sits about 6 miles east of downtown Boston, Downtown Winthrop is outlined by pristine ocean shores, docks and marinas, creating a community that's oriented by its coastal lifestyle. Nautical homes with ocean views and properties within minutes of the beach are prime attractions for homebuyers, and the town’s proximity to Boston is convenient for commuters. “Lots of people come to town looking for waterfront properties,” says Elizabeth Ferrara, local Realtor and partner at Cottage Hill Real Estate with 13 years of experience. “Winthrop has lots of sailing programs and many marinas and beaches; it has a nice beach town feel here.”
Large homes are found along the coast, waterfront of Downtown Winthrop.
There is no shortage of placing to launch your boat in Downtown Winthrop.
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Historic waterfront homes in Downtown Winthrop
Peaceful beach cottages, Cape Cods and colonial-inspired homes sit close together on Downtown Winthrop’s established streets. Single-family houses are often alongside multi-family properties, condos and some multi-use or commercial storefronts. While some homes can date from the early 1800s to the present day, most properties were built between the 1850s and 1950s. Lot sizes usually fall between 3,000 and 7,000 square feet, with occasional waterfront estates having over three-quarter acres of yard space. “There are lots of condo conversions here from multi-family properties,” Ferrara says. “Single-family homes go between $700,000 to $1.2 million, and multi-families can go from $600,000 to $1.1 million. Waterfront properties are definitely priced higher, but they are still really hard to come by.” Condos typically start at $300,000 and can fetch $800,000 if they offer ocean views. Homebuyers may be required to purchase flood insurance for properties in designated flood zones.
Colonial style homes can be found throughout Downtown Winthrop.
Smaller homes are also found throughout Downtown Winthrop.
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From yacht clubs to public parks
As a coastal community, downtown Winthrop is surrounded by beaches, marinas and yacht clubs. Residents are often out walking along the shores of Donovan’s Beach or Winthrop Beach while watching planes flying in and out of Logan International Airport. In the warmer seasons, after people go boating and sailing, they usually park their boats at one of the many marinas in town. Yacht clubs such as Winthrop Yacht Club and Pleasant Park Yacht Club not only serve as social venues for community members, but also offer activities such as youth and adult sailing instructions and programs. Winthrop Golf Club opened in 1917, featuring a nine-hole course that’s open to the public on Mondays. Community events such as the local farmers market take place at Ingleside Park, which also has a skate park, tennis courts and a baseball field. Fort Banks Elementary School has a soccer field often used for games and practices.
Winthrop Beach is known for it's proximity to Boston but also for being a warm coastal town.
Locals can walk through the Nerio pathway as they enjoy the sunset falling on Belle Isle Marsh Marine Ecology Park.
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Historic waterfront restaurants that anchor the community
Belle Isle Seafood is a popular waterfront restaurant with classic New England fare. People can enjoy fresh seafood entrees while watching planes take off against the Boston skyline. The Winthrop Arms Hotel and Restaurant is a historic hallmark that overlooks the Atlantic Ocean. “The place dates back to 1916,” Ferrara says. “When you step inside you feel like you are going back in time. It was beautifully renovated recently, and people from all over come to Winthrop specifically to see this establishment.” The restaurant is known for its signature chicken pot pie and other American dishes. For fine dining, Vuolo's is an independent Italian eatery with a cosmopolitan atmosphere, and Nick’s Place is the area’s staple pizzeria. For groceries, Winthrop Market Place sits in the center of the community on Revere Street. About 2 miles north in Revere, The Shops at Suffolk Downs is a shopping mall home to Target, Stop & Shop, local businesses and chain restaurants.
Nick's Place in Winthrop has some of the best sandwiches in town.
Grab some dinner with friends at Belle Isle Seafood in Downtown Winthrop.
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Winthrop Public Schools
The community is served by Winthrop Public Schools, which has an overall B Niche grade and a student-teacher ratio of 13-to-1. Young learners may begin schooling at the A-minus rated William P. Gorman Fort Banks Elementary School, which serves students from prekindergarten to second grade. The B-minus rated Arthur T. Cummings Elementary School is for students in grades three to five. Winthrop Middle School and Winthrop High School both score a B and are rated by Niche as the No. 11 best public middle and high school in Suffolk County. “Most public schools here are brand new schools built in the last 20 years with state-of-the-art classrooms,” Ferrara says. “It’s a small town, so the class sizes are also small.”
WHS's core values are Perseverance, Respect, Intelligence, Determination, and Excellence.
Winthrop Middle School has an overall grade of B on Niche.
William P. Gorman/Fort Banks Elementary School has an overall rating of A- on Niche.
The Arthur T Cummings School has an overall grade of B- on Niche.
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Century-old traditions in Winthrop
There are many community events in Winthrop, including an Independence Day celebration featuring The Horrible’s Parade, a long-held tradition for over 140 years. The town also has an annual Strawberry Festival that dates back to 1912. Highlighting the signature strawberry shortcake, the event includes free tours of the Deane Winthrop House Barn, raffles, live performances, family friendly activities and strawberry daiquiris for adults. Additional events include a lighting ceremony for winter holidays and waterfront concerts such as Music on the Landing.
Pick up some jewelry for the perfect gift at the annual Christmas Fair in Downtown Winthrop.
Downtown Winthrop is a great area to go fishing or boating nearly any time of the year.
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Transit options for access to Boston
Winthrop sits adjacent to Boston Logan International Airport, which is often an easy 4-mile drive for residents when they need to travel by air. The town is also about 6 miles east of downtown Boston, which can be accessed via Massachusetts Route 1A. Commuters can also head to nearby Orient Heights for the MBTA T subway lines, or opt for the ferry service at Winthrop Landing between May and October. “Winthrop’s proximity to the city attracts many people,” Ferrara says. “People can get to Boston without ever touching the highway.” Paul Revere Transportation, subsidized by the MBTA, also operates several bus routes in Winthrop. MGH-Revere HealthCare Center, a general hospital in Revere, is 3 miles north.
Commuting to and from Winthrop is a breeze on the Blue Line.
Orient Heights is a nearby train station with lots of bus options for Winthrop residents.
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
Interested in learning more about homes in this area?
Reach out to
Michelle Humphrey,
an experienced agent in this neighborhood.
Parks in this Area
Ingleside Park
Transit
Airport
General Edward Lawrence Logan International
9 min drive
Bus
Main St & Read St
Bus
Pleasant St & Somerset Ave
Bus
Washington Ave & River Rd
Bus
Revere St Opp Summit Ave
Bus
Crest Ave & Revere St
Bus
Pauline St Opp Woodside Ave
Bus
Pleasant St & Vine Ave
Demographics and Home Trends
On average, homes in Downtown Winthrop, Winthrop sell after 25 days on the market compared to the national average of 47 days. The average sale price for homes in Downtown Winthrop, Winthrop over the last 12 months is $635,677, up 11% from the average home sale price over the previous 12 months.
Centrally located on a corner is this 3+ bedroom single family. It's not a huge home but it's PRICED RIGHT & it has some great updates starting w/the freshly painted interior, gas FHW heating system, some replacement windows & vinyl cedar impression shingles. The eat in kitchen has s/s appliances & access to a rear porch. The seller has added loads of built in storage throughout especially in
Welcome to 183 Pauline St. in the desirable town of Winthrop. Owned by the same family for generations, this 3 bed, 2 bath cape cod style home is in need of some updating but has much to offer. Mostly hardwood flooring throughout with picture windows in living/dining room, kitchen that leads to the deck overlooking level backyard, primary bedroom & full bath complete the first level. Second level
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
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
Fantastic Owner-Occupied Multifamily Opportunity in Winthrop! This centrally located home is perfect for both investors and owner-occupants. The owner's unit spans two levels and showcases beautiful hardwood floors, original woodwork, and two full bathrooms offering both charm and functionality. The first-floor unit features a spacious kitchen, hardwood floors, and two generously sized bedrooms.
*Open house 4/26 Saturday 11am to 12:30pm & 4/27 Sunday 2pm to 3:30pm!* Welcome to this Charming coastal condo, just moments away from Winthrop beach! This beautifully updated 4 bedrooms & 2 bathrooms condo has so much to offer, Adorned with gleaming hardwood floors throughout and your very own private deeded outdoor hot tub! The heart of the home is the eat in kitchen with stainless steel
Joseph BarnesKeller Williams Realty Boston-Metro | Back Bay
This nice 1 Bed 1 Bath place in the WINTHROP area is available for 05-15-2025. Included Features are: Extra Storage, Yard, Deck, and Laundry in Unit.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
Adorable 4 bedroom 1 bath apartment with enclosed porch. Centrally located near the Arthur T Cummings elementary school/Winthrop Middle and High School. Town Hall, LIbrary and Ingleside Park is within steps away. Bus to MBTA is a few minutes walk away. Spacious apartment with loads of natural light. This is a third floor unit. Utilities are separate. Gas heat/cooking, electricity and cable paid
This nice Furnished 2 Bed 1 Bath place in the WINTHROP area is available for 09-01-2025. Included Features are: Yard, Deck, Common, Balcony. 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
Interested in learning more about homes in this area?
Reach out to
Michelle Humphrey,
an experienced agent in this neighborhood.
Average Home Value
Source: Public Records
Property Mix - Square Feet
This Neighborhood Has More Owners
Demographics
Total Population
8,136
Median Age
45
Population under 18
20.7%
On par with the national average
23.8%
Population over 65
22.4%
On par with the national average
19.1%
Finances
Median Household Income
$86,612
Above the national average
$71,702
Average Household Income
$118,624
Education and Workforce
High School Graduates
94.5%
Above the national average
89.1%
College Graduates
38.6%
Advanced Degrees
13.8%
% Population in Labor Force
71.1%
Above the national average
65.1%
Weather
Annual Precipitation
43''
Average Winter Low Temperature
23°F
Average Summer High Temperature
82°F
Annual Snowfall
12''
Area Factors
Somewhat Bikeable
Bike Score®
48/ 100
Very Walkable
Walk Score®
86/ 100
Source: Walk Score
Source: Walk Score
Sound Score® measures the noise level of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
