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Winthrop Highlands

Winthrop Highlands

Suburban Neighborhood in Winthrop, Massachusetts

Suffolk County 02152

$745,650 Average Value
$488 Average Price per Sq Ft
6 Homes For Sale

Beautiful waterfront views, tight-knit community

In a quaint, beach-dotted town that has been described as the area’s best-kept secret, Winthrop Highlands still stands out. This is partially because of its geography—jutting out into the ocean, bounded by water on three sides. “It’s a beautiful area,” says Linda Calla, a real estate agent at Cottage Hill Real Estate who has sold in the Winthrop area for 39 years and lived there for over 55 years, raising her sons in the community. “It’s along the Atlantic coastline, the houses along the water are absolutely breathtaking.” The area’s natural beauty is a major draw for many homebuyers, offering both sunrises and sunsets over the water. “Not only are the sunrises amazing but you can occasionally see the full moon rise over the horizon,” says Sharon Tallent, a Realtor with the Highland Group at Compass and a member of the community. In recent years, the town has been noticed for what it has to offer. “It’s a very close-knit community. It’s very artsy, we have a lot of very talented artists in town. We even have our own art gallery,” Calla says. “You’ll meet all kinds of different people. It’s a great place to live. When people move here, they see that, and they fall in love with the town.”

A waterside home with decks has views of Boston yet is located in Winthrop Highlands.
A waterside home with decks has views of Boston yet is located in Winthrop Highlands.
Near Winthrop Highlands is Deer Island with lots of amenities for visitors and residents.
Near Winthrop Highlands is Deer Island with lots of amenities for visitors and residents.
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Halford and Highlands beaches

“If you’re a boater or fisherman, if you just love the beaches, you love to walk, jog, run, it’s great,” Calla says. “We have surfers. We have an active sailing program for the kids at the yacht clubs.” Halford Beach and Highlands Beach sit on opposite sides of the neighborhood, providing water access close to home for nearly everyone. Fort Heath Park, right in the middle of Winthrop Highland’s coastline, is situated on what’s known as Grovers Cliff along the water, making it a popular place for locals to run or walk their dogs alongside stunning views. “Sometimes they have concerts in the park,” Calla says. “Other times you might see a wedding.” Pond Street Playground offers a playground and basketball courts, and the John Joseph Kilmartin Pathway is a popular walking trail. Although there are none in Winthrop Highlands, Tallent and Calla both note that Winthrop has three marinas and three yacht clubs. Nearby, Winthrop Beach is particularly popular, and locals drive 2 miles to the Belle Isle Marsh Reservation to hike among its 28 acres of beautiful marshland.

Halford Beach sits on the west side of the Winthrop Highlands neighborhood.
Halford Beach sits on the west side of the Winthrop Highlands neighborhood.
Winthrop Highlands, Highland Beach, offers a walkway along the coast.
Winthrop Highlands, Highland Beach, offers a walkway along the coast.
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Homes near the water

Although the town as a whole is generally pretty quiet thanks to a lack of through-traffic, Calla says, Winthrop Highlands is even more so. There are a couple of high-rise condominiums on the neighborhood’s point, but most of its peaceful, well-established streets are full of historic single-family homes that vary from Cape Cods and colonials to the occasional Victorian. Most were built around the turn of the 20th century. Compared to other parts of town, the neighborhood features slightly bigger lots. “It’s really more spread out,” Calla says. Home prices in Winthrop Highlands can range from about $550,000 to more than $1 million. Being a small town, Tallent says, “we seldom have lots of inventory,” leading to competition for homes.

There are new construction homes located in the Winthrop Highlands neighborhood.
There are new construction homes located in the Winthrop Highlands neighborhood.
In some areas, the beaches of Winthrop Highlands are wide and are home to large beach villas.
In some areas, the beaches of Winthrop Highlands are wide and are home to large beach villas.
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The traditional Horrible’s Parade

According to Calla and Tallent, Winthrop hosts a lot of events throughout the year, including a Christmas tree lighting ceremony, music festivals, a family beach day and a huge Fourth of July event. In Winthrop, the patriotic holiday involves a 140-year-long tradition called The Horrible’s Parade. “Different groups build floats, they dress in different themes, and then at the end of the parade, there’s a committee that votes which one is the most beautiful, the most patriotic, the most horrible,” Calla says. “And then we have an event at the park with food and music and races for the kids.”

Chicken pot pie at The Winthrop Arms Hotel

Locals drive just outside the neighborhood to pick up groceries at Winthrop Marketplace, but when they don’t feel like cooking, the local restaurant scene is on point. The Winthrop Arms Hotel and Restaurant is one spot visitors must check out, Calla says, noting that it’s particularly well-known for its chicken pot pie. “The food is delicious and they have a nice bar, it’s very cosmopolitan,” Calla says. Locals also enjoy starting their days at Jac’s Café, heading to Antique Table Restaurant for an Italian dish or snag takeout from Bridges Nepali Cuisine.

Do yourself a favor and enjoy the chicken pot pie from Winthrop Arms in Winthrop Highlands.
Do yourself a favor and enjoy the chicken pot pie from Winthrop Arms in Winthrop Highlands.
Spend your afternoons or evenings with the company at Winthrop Arms Restaurant.
Spend your afternoons or evenings with the company at Winthrop Arms Restaurant.
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Niche gives Winthrop Public Schools a B-plus

Children can attend the William P. Gorman Fort Banks Elementary School, which Niche gives an A-minus and lists as the second-best public elementary school in Suffolk County. Children then attend Winthrop Middle School and Winthrop High School, both of which have B ratings and make Niche’s list of the top 10 public middle and high schools in Suffolk County, respectively. Winthrop High has a student-to-teacher ratio of 13 to 1 and strives to make its students enthusiastic lifelong learners.

William P. Gorman/Fort Banks Elementary School has an overall rating of A- on Niche.
William P. Gorman/Fort Banks Elementary School has an overall rating of A- on Niche.
Multiple electives and the performing arts are all offered at the Winthrop High School.
Multiple electives and the performing arts are all offered at the Winthrop High School.
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Commuting to Boston by highway or ferry

Revere Street, also known as U.S. Route 145, makes up one of the neighborhood’s borders. Following it takes residents to Downtown Boston just 10 miles away, but commuters can also get there by the ferry located less than 2 miles from Winthrop Highlands. This option is particularly helpful, Calla says, when the tunnel is under repair. It’s just over 5 miles from Boston Logan International Airport.

Suffolk Downs is a quick bus ride from Winthrop Highlands and can get you into Boston quickly.
Suffolk Downs is a quick bus ride from Winthrop Highlands and can get you into Boston quickly.
There is no shortage of public transportation in and around Winthrop Highlands.
There is no shortage of public transportation in and around Winthrop Highlands.
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Christina Norwood
Written By
Christina Norwood
Photography Contributed By
Kyle Cook
Tony Simonetti
Video By
Tony Simonetti

Agents Specializing in this Area

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Schools

Source:
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 neighborhood? Reach out to Ana Picanco Linnehan, an experienced agent in this area.

Parks in this Area

Transit

Airport

General Edward Lawrence Logan International

11 min drive

Bus

Crest Ave & Grovers Ave

Bus

Crest Ave & Highland Ave

Crime and Safety

1 - Low Crime, 10 - High Crime Winthrop Highlands US
Homicide 2 4
Sexual Assault 3 4
Assault with Weapon 3 4
Robbery 4 4
Burglary 3 4
Motor Vehicle Theft 4 4
Larceny 3 4
Crime Score 3 4

Source: WhatIsMyCrimeRisk.com

Demographics and Home Trends

Home Trends

Median Price (12 Mo)
$641,500
Median Single Family Price
$825,000
Median 2 Bedroom Price
$606,750
Median 1 Bedroom Price
$522,500
Average Price Per Sq Ft
$488
Number of Homes for Sale
6
Last 12 months Home Sales
18
Months of Supply
4.00
Median List Price
$634,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
6%

Home Facts

Number of Homes in Neighborhood
567
Median Year Built
1956
Avg. Single Family Home Size Sq Ft
1,856
On par with the national average
1,935
Average Townhouse Size Sq Ft
2,562
Average 2 Bedroom Size Sq Ft
1,316
Average 1 Bedroom Size Sq Ft
988
Median Lot Size Sq Ft
5,662

Open Houses

  • Sunday, Apr 27
    1 - 3pm

    12 Sewall Ave Unit 3, Winthrop, MA 02152

    $474,900

    • 1 Bed
    • 1 Bath
    • 742 Sq Ft
    • 12 Sewall Ave
    • Unit 3
    • New 23 days ago

    Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's most sought-after areas!We are thrilled to present this stunning, totally renovated 1-bedroom, 1-bathroom condominium, boasting some water views. This beautiful condo has been meticulously transformed to offer the ultimate in modern living, featuring: A brand new kitchen with

    Jorge Betancur Century 21 Mario Real Estate

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  • Sunday, Apr 27
    1 - 3pm

    12 Sewall Ave Unit 2, Winthrop, MA 02152

    $554,900

    • 2 Beds
    • 2 Baths
    • 825 Sq Ft
    • 12 Sewall Ave
    • Unit 2
    • New 23 days ago

    Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's most sought-after areas!We are thrilled to present this stunning, totally renovated 2-bedroom, 2-bathroom condominium, boasting some water views. This beautiful condo has been meticulously transformed to offer the ultimate in modern living, featuring: A brand new kitchen with

    Jorge Betancur Century 21 Mario Real Estate

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  • Sunday, Apr 27
    12 - 2pm

    158 Highland Ave, Winthrop, MA 02152

    $1,499,900

    • 6 Beds
    • 3 Baths
    • 4,102 Sq Ft
    • 158 Highland Ave
    • New 27 days ago

    Rare opportunity! Well maintained oversized 3-family, in Winthrop's most desirable area "The Highland's." Just steps from the beach, close to schools, shops, and restaurants. Convenient access to bus/train lines. Solid investment! Tons of updates inside & out. Nice corner lot. Each unit features many updates including kitchens & baths. Washer & Dryer in every unit. Huge basement for plenty of

    Anthony Tammaro United Brokers

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Distribution of Home Values

Source: Public Records

Homes for Sale

Homes for Rent

Interested in learning more about homes in this neighborhood? Reach out to Ana Picanco Linnehan, an experienced agent in this area.

Average Home Value




Source: Public Records

Property Mix - Square Feet

This Neighborhood Has More Owners

Demographics

Total Population
1,619
Median Age
59
Population Density
15 ppl/acre
Population under 18
12.8%
Below the national average
23.8%
Population over 65
40%
Above the national average
19.1%

Finances

Median Household Income
$90,747
Above the national average
$71,702
Average Household Income
$125,618

Education and Workforce

High School Graduates
98.3%
Above the national average
89.1%
College Graduates
55.1%
Above the national average
34.1%
Advanced Degrees
18%
% Population in Labor Force
70.7%

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®

36 / 100

Very Walkable

Walk Score®

74 / 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.

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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.
NEIGHBORHOOD
Winthrop Highlands