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Cleveland Circle Homes for Sale

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  • 37 Englewood Ave Unit 3, Brookline, MA 02445
    37 Englewood Ave Unit 3, Brookline, MA 02445
    37 Englewood Ave Unit 3, Brookline, MA 02445
    /22

    $1,275,000

    • 3 Beds
    • 3 Baths
    • 1,814 Sq Ft

    37 Englewood Ave Unit 3, Brookline, MA 02445

    Experience exceptional value in this beautifully refreshed top-floor penthouse in Brookline, where contemporary style blends seamlessly with comfort. This renovated 3-bedroom, 3-bath home offers an impressive layout enhanced by warm, natural light from its desirable south-facing exposure. The open living area welcomes you with a bright, airy feel perfect for relaxing or hosting. A standout chef’s

    Shad Ghazarian Ghazarian Group LLC

    37 Englewood Ave Unit 3, Brookline, MA 02445
  • 1880 Beacon St Unit 6, Brookline, MA 02445
    1880 Beacon St Unit 6, Brookline, MA 02445
    1880 Beacon St Unit 6, Brookline, MA 02445
    /19

    $489,000

    • 1 Bed
    • 1 Bath
    • 474 Sq Ft

    1880 Beacon St Unit 6, Brookline, MA 02445

    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, and air conditioning.

    laura esdale Conway - West Roxbury

    1880 Beacon St Unit 6, Brookline, MA 02445
  • 3 Englewood Ave Unit 9, Brookline, MA 02445
    3 Englewood Ave Unit 9, Brookline, MA 02445
    3 Englewood Ave Unit 9, Brookline, MA 02445
    /25

    $559,000

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft

    3 Englewood Ave Unit 9, Brookline, MA 02445

    Beautifully renovated 3rd-floor condo in prime Brookline! High ceilings, open layout, exposed brick, and just refinished oak hardwood floors. The modern eat-in kitchen shines with brand-new stainless-steel appliances, quartz countertops, and a striking quartz backsplash. Newly renovated bathroom with updated vanity and fixtures. Bright living and dining area with a spacious bedroom.

    Tatyana Anokhina RE/MAX Real Estate Center

    3 Englewood Ave Unit 9, Brookline, MA 02445
  • 38 Kilsyth Rd Unit 21, Brookline, MA 02445
    38 Kilsyth Rd Unit 21, Brookline, MA 02445
    38 Kilsyth Rd Unit 21, Brookline, MA 02445
    /25

    $809,000

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft

    38 Kilsyth Rd Unit 21, Brookline, MA 02445

    Fantastic opportunity to own a spacious 2-bedroom, 2-bath condo with one off-street parking space, ideally situated on a picturesque tree-lined street between vibrant Washington Square and the Chestnut Hill Reservoir. The open-concept living and dining room is bathed in natural light, perfect for both relaxing and entertaining. The primary bedroom features an en suite full bath and three closets,

    Better Home Team Coldwell Banker Realty - Boston

    38 Kilsyth Rd Unit 21, Brookline, MA 02445
  • 17 Strathmore Rd Unit 2, Brookline, MA 02445
    17 Strathmore Rd Unit 2, Brookline, MA 02445
    17 Strathmore Rd Unit 2, Brookline, MA 02445
    /39

    $1,089,000

    • 3 Beds
    • 2 Baths
    • 1,329 Sq Ft

    17 Strathmore Rd Unit 2, Brookline, MA 02445

    Welcome to this charming second-floor Brownstone condo in the heart of Brookline, MA—perfect for the discerning buyer seeking style, space, and convenience. Step into a marble foyer up to Unit 2 where you'll find beautiful hardwood flooring throughout.This thoughtfully laid-out home features, 3 spacious bedrooms with ample closet space, 1 full bath and an additional 3/4 bath, Laundry area

    Charlotte Marrocco-Mohler BHHS Verani Nashua

    17 Strathmore Rd Unit 2, Brookline, MA 02445
  • 9 Willard Rd, Brookline, MA 02445
    9 Willard Rd, Brookline, MA 02445
    9 Willard Rd, Brookline, MA 02445
    /5

    $2,950,000

    • Land
    • 0.26 Acre
    • $11,346,154 per Acre

    9 Willard Rd, Brookline, MA 02445

    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

    Celine Sellam Coldwell Banker Realty - Brookline

    9 Willard Rd, Brookline, MA 02445
  • 9 Willard Rd, Brookline, MA 02445
    9 Willard Rd, Brookline, MA 02445
    9 Willard Rd, Brookline, MA 02445
    /5

    $5,950,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,825 Sq Ft

    9 Willard Rd, Brookline, MA 02445

    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.

    Celine Sellam Coldwell Banker Realty - Brookline

    9 Willard Rd, Brookline, MA 02445
Massachusetts Norfolk County Brookline Cleveland Circle

Real Estate & Homes for Sale in Cleveland Circle, Brookline

Why Live in Cleveland Circle
Cleveland Circle in Brookline is a neighborhood that blends urban and suburban living, making it a convenient choice for residents. The area is known for its mix of historic brick bow-front rowhouses and 1970s-era brick condo buildings, providing diverse housing options. The neighborhood is popular among Boston College students but offers much more than just a college atmosphere. Residents enjoy easy access to several parks, including the Jean B. Waldstein Playground and the Chestnut Hill Reservoir, which features a walking path, outdoor pool, and indoor skating rink. The Massachusetts Bay Transportation Authority's C and D Green Line trains on Beacon Street and Chestnut Hill Avenue make commuting straightforward, and bike lanes and well-maintained sidewalks cater to cyclists and pedestrians. Dining options are plentiful, with notable spots like Pino’s on Beacon Street, known for its award-winning pizza, and Eagle’s Deli & Restaurant, famous for its 6-pound challenge burger. Washington Square, a short walk or T ride away, offers additional dining experiences, including the Vlachian-style Greek cuisine at Bar Vlaha. For those who prefer cooking at home, Star Market is within walking distance. Cleveland Circle is home to highly rated schools, including John D. Runkle School for kindergarten through eighth grade and Brookline High School. Private schools such as Dexter Southfield and Beaver Country Day School are also nearby. The neighborhood is safer than the national average, adding to its appeal for families. With numerous things to do, from Boston Red Sox games at Fenway Park to performances at Symphony Hall, Cleveland Circle offers a vibrant lifestyle with easy access to downtown Boston.
Learn more about living in Cleveland Circle

Frequently Asked Questions

Is Cleveland Circle a good place to live?
Cleveland Circle is a good place to live. Cleveland Circle is considered fairly walkable and bikeable with great transit options. Cleveland Circle is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Cleveland Circle has 6 parks for recreational activities. It is very dense in population with 19.2 people per acre and a median age of 36. The average household income is $179,959 which is above the national average. College graduates make up 91.8% of residents. A majority of residents in Cleveland Circle are home owners, with 49.1% of residents renting and 50.9% of residents owning their home. A local real estate agent serving Cleveland Circle can help you decide if this neighborhood is the right one for you. Learn more on our Cleveland Circle neighborhood guide.
Is Cleveland Circle, MA a safe neighborhood?
Cleveland Circle, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Cleveland Circle?
The median home price in Cleveland Circle is $1,225,000. If you put a 20% down payment of $245,000 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $6,000 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $257K a year to afford the median home price in Cleveland Circle. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Cleveland Circle is $180K.
What are the best public schools in Cleveland Circle?
The best public schools that serve Cleveland Circle are:
What are the best private schools in Cleveland Circle?
The best private schools that serve Cleveland Circle are:
  • St Columbkille Partnership School has an A+ Niche grade, a student teacher ratio of 10:1 and an average review score of 4.9.
  • The Park School has an A+ Niche grade, a student teacher ratio of 7:1 and an average review score of 4.5.
  • Maimonides School has an A+ Niche grade, a student teacher ratio of 6:1 and an average review score of 4.3.
What are the most popular zip codes in Cleveland Circle, Brookline, MA?
The most popular zip codes in Cleveland Circle, Brookline, MA include 02445, 02135, 02467, 02446 and 02108.
What are the most popular neighborhoods near Cleveland Circle, Brookline, MA?
The most popular neighborhoods near Cleveland Circle, Brookline, MA are Commonwealth, Washington Square, Chestnut Hill, Saint Elizabeths and Brookline Village.

Home Trends in Cleveland Circle, MA

On average, homes in Cleveland Circle, Brookline sell after 16 days on the market compared to the national average of 53 days. The median sale price for homes in Cleveland Circle, Brookline over the last 12 months is $1,340,000, up 28% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,340,000
Median Single Family Sale Price
$2,700,000
Median 2 Bedroom Sale Price
$765,000
Median 1 Bedroom Sale Price
$559,000
Average Price Per Sq Ft
$795
Number of Homes for Sale
6
Last 12 months Home Sales
22
Months of Supply
3.30
Median List Price
$1,225,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
28%
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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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