$1,557,181Average Value$318Average Price per Sq Ft2Homes For Sale
Quiet homes and streets just north of Blue Hills Reservation
Just south of the center of Milton lies Hillside Street, a small neighborhood with historic homes surrounded by green spaces. The Harland Street Conservation Area and the Blue Hills Reservation create scenic backdrops to town life. Homes are a short drive away from golf courses, local restaurants, highly rated schools and community parks. “It’s a really nice area because you can be in the forest while still being right next to the city,” says Sarah Truog, assistant director of the Milton Public Library and Milton resident since 2011.
Hillside Street is situated ten miles from downtown Boston.
Hillside Street families treat themselves to homemade ice cream from The Ice Creamsmith.
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Historic plaques on Colonials and New Englanders
Home styles in the Hillside Street community include Cape Cod, Colonial Revival and New Englander designs that were commonly constructed between the early 1800s and mid-1900s. “It's really nice to drive around and see all of the signs on houses that show just how old they are,” Truog says. Lot sizes can vary heavily, but many open up in the backyard to forests and trails. Homes commonly range between $800,000 and $1.8 million.
Historic homes from the 1800s are scattered throughout the Hillside Street neighborhood.
Spacious Cape Cod and Colonial-style homes line the road in the Hillside Street neighborhood.
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Milton Public Schools and Curry College
Students in Hillside Street can start off their education at Tucker Elementary School before continuing to Charles S. Pierce Middle School. Both schools earn an overall A-minus rating on Niche. Milton High School scores an A. “The school is very well known for its French immersion program, only one other school in the state has it,” Truog says. The neighborhood is also close to Curry College, known for its numerous degree options and small class sizes.
Children of Hillside Street begin their academic journey at Tucker Elementary School.
After elementary school, the students from Hillside Street move on to Charles S. Pierce Middle School.
Students of Hillside Street finish their education at Milton High School.
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Local trails and Milton sports fields
Hillside Street residents are close to the Blue Hills Reservation, an expansive park with miles of hiking trails, mountain bike tracks and views of the Boston skyline in the distance. Kelly Field has a playground and a number of sports fields for softball, tennis and even floor hockey games. The community is also just south of the Wollaston Golf Club, a private club with an 18-hole course, a pool and regular social events.
Blue Hills Reservation offers miles of trails with stunning views for Hillside Street residents to explore.
Children of Hillside Street burn off some extra energy at Kelly Field Playground.
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Local diners and nearby brunch spots
Newcomb Farms Restaurant, part of the community for over 40 years, is a diner-style eatery that serves all-day breakfast and lunch specials. Steel & Rye is a newer spot, also known for its brunch and custom craft cocktails. “I typically tend to dine outside of Milton, but when I’m in town, these are my go-to spots,” Truog says. Nearby grocery stores include Star Market in Dorchester and the America's Food Basket in Mattapan.
Newcomb Farms has been serving the Hillside Street community for more than 40 years.
The people of Hillside Street love Steel & Rye for its lively and family-friendly atmosphere.
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Multiple routes from Milton to Boston
Commuters can take Interstate 93 or Blue Hill Avenue via Randolph Avenue to head to Boston. The area also offers access to multiple Massachusetts Bay Transit Authority stations for the Red Line, commuter rail and bus stops. The Beth Israel Deaconess Hospital’s Milton branch is less than 2 miles away, and Boston Logan International Airport is about 13 miles away.
Local band concerts in yards and parks
The Milton Music Fest is held each year in June in Hutchinson Park. Here, the town comes together for a day full of local bands, vendors and a fireworks show over the water. “We don’t do big Fourth of July because the festival happens only a few weeks beforehand,” Truog says. In September, residents can attend Milton Porchfest, where bands play from porches, driveways and front lawns.
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
Vanessa Foster,
an experienced agent in this neighborhood.
Transit
Airport
General Edward Lawrence Logan International
23 min drive
Bus
Randolph Ave And Hillside St
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Randolph Ave & Susi Ln
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Randolph Ave And Chickatawbut Rd
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Randolph Ave And Sassamon Ave
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Randolph Ave Opp Hilltop St
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Randolph Ave Opp Eager Rd
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Randolph Ave Opp Nahanton Ave
Hillside Street Demographics and Home Trends
On average, homes in Hillside Street, Milton sell after 45 days on the market compared to the national average of 70 days. The median sale price for homes in Hillside Street, Milton over the last 12 months is $646,250, up 24% from the median home sale price over the previous 12 months.
Welcome to your dream home in one of Milton’s most coveted neighborhoods! Located just steps from the impressive Wollaston Golf Club, this 3-bedroom, 2-bath residence offers the perfect blend of charm, comfort, and convenience. Formal living room with a cozy fireplace — perfect for relaxing or entertaining, inviting den ideal for a home office or quiet retreat, bright porch to enjoy your morning
One of Milton's finest estates. This 1915 mansion sits on nearly three acres of land in a private setting at the foot of the Blue Hills Reservation. The estate consists of a 9,000+ square foot home, an in-ground swimming pool with a pool house, and a two-story, 5-bay garage with an attached greenhouse. The residence features 7 bedrooms, 7 full bathrooms, 3 half bathrooms, and 9 fireplaces. The
Majestic and utterly one-of-a-kind, this ultra-private equestrian estate redefines luxury living. Welcome to your gated sanctuary tucked within the pristine Blue Hills Reservation, featuring a private equestrian entrance to over 7,000 acres of unspoiled natural beauty and year-round outdoor pursuits. Gracefully sited on more than 8 acres of lush, wooded grounds, the Grand Estate encompasses a
Stephen KraunelisGibson Sotheby's International Realty
Welcome to 4 Mark Lane, a rare gem nestled in one of Greater Boston’s most desirable suburbs—Milton, Massachusetts. This beautifully maintained home blends timeless elegance with modern comfort, featuring spacious living areas, gleaming hardwood floors, a chef’s kitchen with granite countertops and high-end appliances, and a finished lower level perfect for a home office, gym, or guest suite. The
Chic & Move-In Ready Single-Family Home in Prime Milton Location! Don’t miss this beautifully updated 2-bedroom, 2-bath ranch tucked into one of Milton’s most charming and quiet neighborhoods—just off Randolph Ave with easy access to I-93, public transportation and the Blue Hills for year-round outdoor adventure. Step inside to find refinished hardwood floors throughout, a sleek remodeled kitchen
Perfect home for your family - large lot, ample space, open floor plan, central A/C, and lots more. New interior painting planned, as well as updates to bathrooms. Be the first to see this gorgeous Milton single located in a child friendly neighborhood, with great highway access, and close to all that Milton and greater Boston has to offer. All showings by appointment. You do not want to miss
Interested in learning more about homes in this area?
Reach out to
Vanessa Foster,
an experienced agent in this neighborhood.
Average Home Value
Source: Public Records
Property Mix - Square Feet
This Neighborhood Has More Owners
Demographics
Total Population
1,169
Median Age
43
Population under 18
23.4%
On par with the national average
23.8%
Population over 65
21.1%
On par with the national average
19.1%
Finances
Median Household Income
$150,658
Significantly above the national average
$71,702
Average Household Income
$180,182
Education and Workforce
High School Graduates
99.1%
College Graduates
70.2%
Significantly above the national average
34.1%
Advanced Degrees
35.1%
Above the national average
13.3%
% Population in Labor Force
69.5%
Weather
Annual Precipitation
53''
Average Winter Low Temperature
19°F
Average Summer High Temperature
81°F
Annual Snowfall
10''
Area Factors
Somewhat Bikeable
Bike Score®
23/ 100
Car-Dependent
Walk Score®
12/ 100
Some Transit
Transit Score®
33/ 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.
