$1,594,304Average Value$797Average Price per Sq Ft8Homes For Sale
Cleveland Circle offers access to Boston's hotspots
Cleveland Circle is a convenient community, and some may say it’s home to the best pizza in Boston. This Brookline neighborhood has quite a few Boston College students, but there’s more to Cleveland Circle than keggers and tailgates. With access to several parks, “it’s a beautiful blend of urban and suburban,” says Joan Solomont, Realtor with Coldwell Banker and resident of Brookline for 47 years. “You’re close to Boston College, and you can also get on the T and go anywhere — The Museum of Fine Arts, shopping on Newbury Street, the Financial District and even Fenway Park.” When the original trolley line was added in the late 1800s, mansions and row houses sprang up alongside the tracks. Today, a mix of the original row houses and late 1900s condos provide housing to those who enjoy Cleveland Circle’s location and amenities.
Cleveland Circle makes up the city of Brookline in MA.
Cleveland Circle is just West of Boston and has everything you might need in a home.
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Historic row houses and late 1900s condos comprise Cleveland Circle housing options
Housing in Cleveland Circle consists of multi-family options that vary in age and condition. Elegantly curved historic brick bow-front rowhouses are interspersed with the stark, clean-lined facades of 1970s-era brick condo buildings. Units in the newer condos generally list between $750,000 and $850,000, but those in tastefully remodeled historic rowhouses often sell in the $1.2 million to $1.7 million range.
You can find many Historic Brick Rowhouses in Cleveland Circle.
Homes in Cleveland Circle also include townhomes with private small front yards.
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Pino's famous pizza and gigantic burgers at Eagle's Deli & Restaurant
On Beacon Street, a strip of popular restaurants offers residents quick meal options. Pino’s on Beacon Street has been in business since 1962, and in that time, has won many awards and recognitions. Despite this, diners won’t see any plaques hanging on the walls because the owner prefers to let the food speak for itself. Next door to it is Eagle’s Deli & Restaurant, which has garnered media attention for its “gigantic” 6-pound challenge burger. Solomont mentions that Washington Square, which is just a short walk or a quick trip on the T, is a hot spot for dining out. One of its newest additions is Bar Vlaha, which specializes in Vlachian-style Greek cuisine; patrons can feast on hearty feta pies, fava beans and slow-roasted lamb. Those wanting to prepare their own culinary masterpieces can find Star Market within a short walk of most area homes; other shopping is accessible via the T.
Eagle's Deli is hot spot for students in Cleveland Circle.
Pino's Pizza is the perfect place to enjoy dinner with the family in Cleveland Circle.
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Cheering on Boston Marathon runners as they make their way down Beacon Street
There is always something to do in the city, from Boston Red Socks games at Fenway Park to performances at Symphony Hall. Each April, locals can cheer on Boston Marathon runners as they make their final push down Beacon Street. To see Fourth of July fireworks, residents can take the T to the Charles River Esplanade, Solomont says.
Enjoy baseball season at Fenway Park.
Every year runners from all over the world come together for the famous Boston Marathon.
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Brookline High School scores an A-plus on Niche
When the morning bell rings, the neighborhood’s kindergarten through eighth-grade students head to the John D. Runkle School, which gets an A on Niche. Runkle School students participate in cross-grade partnerships, which often occur in reading, poetry and science. These partnerships give younger students someone to look up to and older students the opportunity to serve as mentors. After completing their studies at Runkle, students may attend A-plus-rated Brookline High School, the No. 1 public high school in Norfolk County, according to Niche. The Boston area is also rich with private school opportunities — some highly accredited schools in the vicinity include Dexter Southfield and Beaver Country Day School, both of which receive A-plus Niche scores.
Brookline High School in Brookline received an overall score of A+ on niche.
John D. Runkle school offers an array of extracurriculars for their students.
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Plenty of place to play at Jean B. Waldstein Playground
The Cleveland Circle community is home to the Jean B. Waldstein Playground, which offers a splash pad, play structures and, most importantly, ample green space. “It’s a phenomenal park,” Solomont says. “One of the beautiful things about Brookline is that you’re never more than a five-minute walk from a park.” Just west of Cleveland Circle is the Chestnut Hill Reservoir, surrounded by a walking path and the Reilly Memorial Recreation Center. In summer, locals can swim in their outdoor pool; during winter months, the indoor skating rink is open for free skating when it isn’t being used by youth hockey teams.
Enjoy a run at the Chestnut Hill Reservoir in Cleveland Circle.
Enjoy some basketball with your friends at Waldstein Playground in Cleveland Circle.
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Pick up the Green Line and head to downtown
On Beacon Street and Chestnut Hill Avenue, locals can catch the Massachusetts Bay Transportation Authority (the T) C and D Green Line trains, respectively. There are also bike lanes along Beacon Street, as well as well-maintained sidewalks and crosswalks for those who prefer to get around on foot. Though the neighborhood has a pharmacy, grocery stores and a couple of picturesque stone churches, access to nearby Boston College and the rest of downtown Boston are major draws.
Furry residents can mingle in Cleveland Circle before heading to the park for a run.
The green line in Cleveland Circle gives you easy access to your next destination.
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 Cleveland Circle neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Cleveland Circle
US
Homicide
3
4
Sexual Assault
2
4
Assault with Weapon
3
4
Robbery
3
4
Burglary
3
4
Motor Vehicle Theft
2
4
Larceny
1
4
Crime Score
1
4
Source: WhatIsMyCrimeRisk.com
Cleveland Circle Demographics and Home Trends
On average, homes in Cleveland Circle, Brookline sell after 42 days on the market compared to the national average of 56 days. The median sale price for homes in Cleveland Circle, Brookline over the last 12 months is $1,131,000, down 14% from the median home sale price over the previous 12 months.
Don't miss this move-in ready 2-bedroom, 1-bath condo in one of Brookline's most convenient locations! This sun-filled home features an updated kitchen with granite countertops and stainless steel appliances, an open living and dining area ideal for everyday living and entertaining, two spacious bedrooms with ample closet space. Heat, hot water, and one assigned parking space are all included in
Magnificent estate on one of Brookline’s most beautiful residential streets, blending timeless architecture with modern luxury. Expansive first floor features elegant period details, grand entertaining rooms, an impressive foyer, custom chef’s kitchen, and spacious family room, with a covered porch and large deck extending the living space outdoors. The home offers a palatial primary suite with
This bright and updated corner residence offers the perfect blend of comfort, convenience, and location in the heart of Cleveland Circle. Thoughtfully laid out, this 2 bedroom home features an inviting living space filled with natural light, an updated kitchen, full-size windows, tile flooring throughout, and generous closet storage. Additional highlights include upgraded electrical, an off
Beautifully renovated 1 bedroom in Brownstone. Fantastic Brookline location! Great layout with no wasted space! This condo has many nice features including a Stylish kitchen with quartz countertops and stainless steel appliances. The bathroom has lovely tile and a custom glass shower as well as a heated floor. Additional amenities include great closet space, a fireplace, air conditioning, and
Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining.
New price! Offering both classic charm and detail with a modern touch, this spacious 3 bedroom 2 bathroom home has everything on your wish list. The living room features classic built-ins, bowed windows and a cozy fireplace. Directly off of the living room with french doors is a bedroom that also functions well as a office or flex space. Down the hall are 2 additional comfortable bedrooms and 2
Ideally located in a beautiful brownstone in Brookline's sought-after Washington Square neighborhood, this spacious turn-key two bedroom garden-level unit features its own private entryway and 1,043 sq ft of living space. Freshly painted, the property offers a versatile layout with an inviting living space and an open plan dining / eat-in-kitchen area. There is also a separate home office space.
Unique opportunity! Bring your builder and create your dream home in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco
Renovated 2nd floor 1 bed/1 bath at the corner of Beacon St and Strathmore Rd in Brookline’s Cleveland Circle. Bright corner living room with oversized windows and excellent natural light throughout. Updated kitchen with granite countertops, stainless steel appliances, and ample cabinet space. Hardwood floors throughout and a well-proportioned layout with comfortable living and dining
Apartment complex on the Brookline/Brighton town line. Garbage disposal and dishwasher in kitchen. Right on Beacon St, steps to the green line C train. Short walk to Cleveland Circle and Washington Square. Historic and beautiful building with onsite maintenance and coin-op laundry. Tenant controlled temperature! Window AC included. 12 month lease required.
Spacious and sun-filled 3 bed / 1 bath ideally located on Beacon Street between Cleveland Circle and Englewood Ave. This classic Brookline apartment blends charm with modern updates, featuring hardwood floors, high ceilings, and excellent natural light throughout. Updated kitchen features full-size appliances and stone counters.Enjoy the convenience of in-building laundry and a prime location
1801 Beacon St. #6, Brookline, MA 02445Spacious 4-bedroom, 2-bath apartment available 9/1 in a prime Brookline location along Beacon Street. This professionally maintained unit features hardwood floors throughout, high ceilings, recessed lighting, and a bright, flexible layout ideal for graduate students or young professionals.The apartment offers a modern kitchen with dark
NO BROKERAGE FEE OR SECURITY DEPOSIT DUE!AVAILABLE SEPTEMBER 1, 2026!DONT MISS OUT ON THIS FANTASTIC DEAL IN THE HIGHLY DESIRABLE BRIGHTON/BROOKLINE LINE IN BETWEEN THE CLEVELAND CIRCLE AND WASHINGTON SQUARE NEIGHBORHOODS! THIS MASSIVE 4 BED 2 BATH HAS MUCH TO BE DESIRED! FEATURES INCLUDE:- LARGE BEDROOMS WITH TONS OF NATURAL SUNLIGHT- FULLY APPLIANCED EAT-IN-KITCHEN
This nice 4 Bedrooms 2 Bath place in the Brookline - Cleveland Circle area is available for 09-01-2026.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 conditions at the time the
Call today about this beautiful Brookline apartment. Plenty of space, natural light, and a charm all its own greet you every time you come home to this 1-bedroom apartment. Neighborhood amenities include dining, shopping, access to public transit, and more! You will love calling 1871 Beacon St. home. A/C All Utilities Included Cable Internet Included Eat-in Kitchen Fully
Gorgeous layout. Huge closets. Equal sized bedrooms. Heat and hot water are included w/ rent. Cats allowed. Laundry availableHeat and hot water are included in the rent. Laundry on site. Cat welcome.Located on a very broad stretch of Beacon Street in Brookline and near Cleveland Circle. Very handy to Brookline parks, Brighton recreation fields, skating and swimming, the Ts Green
This nice 1 Bedroom 1 Bath place in the Brookline - Cleveland Circle area is available for 09-01-2026. Included Features are: Rear Porch. 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
Four bedroom apt w/ parking available for additional $225 per month for each space.this is as close to the d and c train lines as you get with this price! you can also catch the boston college bus line, 86 bus and other downtown.Move-In Costs Fees:Last Month Rent: $5,200First Month Rent: $5,200Security Deposit: $5,200Application Fee: $35Parking Fee: $225 / month
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