Brighton's Cleveland Circle Real Estate

Welcome to Cleveland Circle, a charming neighborhood nestled in the vibrant heart of Brighton, Boston, Massachusetts. Known for its rich history and dynamic atmosphere, Cleveland Circle is a delightful blend of residential comfort and urban convenience. This area is characterized by its picturesque tree-lined streets, historic architecture, and a welcoming community spirit that makes it a sought-after destination for families, young professionals, and students alike.

One of the standout features of Cleveland Circle is its accessibility. The neighborhood is well-connected by public transportation, including the B and C lines of the Green Line, making commuting to downtown Boston and beyond a breeze. Whether you're heading to work, exploring the city's cultural landmarks, or enjoying a day out, you'll find that Cleveland Circle serves as an ideal launching point.

Cleveland Circle is also home to an array of local businesses, cafes, and restaurants that cater to diverse tastes. From cozy coffee shops perfect for a casual meet-up to delightful eateries offering everything from Italian to Asian cuisine, there’s something to satisfy every palate. The nearby Chestnut Hill Reservoir provides a scenic backdrop for outdoor activities, with walking and jogging paths that invite you to soak in the beauty of nature.

In addition to its recreational offerings, Cleveland Circle boasts a strong sense of community, with various events and gatherings that bring residents together. Whether you're looking to invest in a home or simply explore a new area, Cleveland Circle is a neighborhood that combines the best of Boston living with a welcoming, small-town feel. Discover the charm of Cleveland Circle and see why so many choose to call it home!

Newest Listings in Brighton's Cleveland Circle

$329,900

1 Baths ⋅ 73566107 MLS ⋅ ['Strathmore Arms Condominium'] BLDG.

Wake to morning light in this bright, airy top floor studio at the Strathmore Arms, a classic 1910 brick building on the Brighton/Brookline line. East facing with no neighboring buildings in view, the studio is full of light, with open city views beyond. Perched on the fourth floor of this classic Boston walkup, the unit offers something rare in the city: real quiet, above a peaceful street. Hardwood floors run throughout, a closet with double glass doors and built in storage makes the most of every inch, and the tiled bathroom charms with its glass block detail. Bring your ideas: fresh paint, refinished floors, and your dream kitchen would build real equity here, and the bones, the character, and the location are already in place. The $331 monthly HOA fee covers heat, hot water, water, sewer, master insurance, and laundry, plus exterior maintenance and snow removal, keeping ownership costs remarkably predictable year after year, an appealing alternative to renting. Boston College is minutes away, and three nearby Green Line branches put Boston University, Longwood, and downtown within easy reach, no car required. Cleveland Circle offers the kind of everyday life that makes a small home feel large: coffee shops and restaurants along Beacon Street, the path around Chestnut Hill Reservoir, and Star Market just up the street. Pet friendly with restrictions, professionally managed, and sold as is. Opportunities in a neighborhood this connected do not linger. See it in person and picture what it becomes.

70 Strathmore Road Unit 10B, Boston

Listing courtesy of Listing Agent: Stewart Woodward from Listing Office: Real Broker MA, LLC.

$550,000

2 Beds ⋅ 1 Baths ⋅ 73554393 MLS ⋅ ['Englewood Condominium Trust'] BLDG.

Discover refined city living at 39 Englewood Ave #24, ideally located in Brighton’s desirable Cleveland Circle neighborhood near Brookline and Washington Square. This inviting third-floor condo is located in an ELEVATOR BUILDING, offering added convenience and easy access. The home features two well-proportioned bedrooms, a full bathroom, and a comfortable layout blending classic character with modern convenience. Enjoy exceptional access to the Green Line’s B, C, and D branches, Chestnut Hill Reservoir, parks, restaurants, cafés, and shops. Boston College, Coolidge Corner, and major commuting routes are all nearby, creating an ideal combination of comfort, accessibility, and connectivity.

39 Englewood Ave Unit 24, Boston

Listing courtesy of Listing Agent: Gary Medina from Listing Office: Centre Realty Group.

$535,000

2 Beds ⋅ 1 Baths ⋅ 73550913 MLS

Welcome to 1742 Commonwealth Avenue in Brighton! This inviting 2-bedroom, 1-bathroom residence offers a comfortable and functional layout in a highly desirable location.The unit features two well-proportioned bedrooms, a spacious living area, and plenty of natural light throughout. One of the standout features is the private outdoor porch—perfect for enjoying your morning coffee, unwinding after a long day, or taking advantage of the warmer Boston months.Conveniently located along Commonwealth Avenue, the property provides easy access to public transportation, local restaurants, shops, and everything Brighton has to offer. With a great combination of indoor living space, private outdoor space, and a prime location, this apartment is an excellent opportunity for anyone looking to call Brighton home.Don't miss out—schedule your showing today!

1742 Commonwealth Ave Unit 2, Boston

Listing courtesy of Listing Agent: Heller & Chauvin from Listing Office: Weichert Realtors - Penrose Group.

$360,000

1 Beds ⋅ 1 Baths ⋅ 73539039 MLS ⋅ ['The Condominium @ 1662-1666'] BLDG.

Ideally situated, a bright and inviting condominium in one of Brighton's most convenient and sought-after locations, offering easy access to public transportation, local shops, and restaurants that make the Brighton and Brookline neighborhoods so desirable. This fully renovated, 1-bedroom 1-bathroom condo has low condo fees, is an attractive opportunity for owner-occupants or investors, and is proximate to the MBTA Green Line (B), bus routes, BC/shuttle, BU, Cleveland Circle, Longwood Medical Area, and downtown Boston. Inside, you'll find a thoughtfully designed living space, with a spacious bedroom with solid wood flooring, and abundant natural light. Located in a professionally managed building with an elevator and on-site laundry available, this space offers an outstanding combination of location, accessibility, and value. As an estate-related sale, with the Seller to obtain license to sell, it is already vacant, and is an easy show that can be scheduled through ShowingTime. Seller will need 45 days to close, but seller expects a smooth transaction.

1662 Commonwealth Ave Unit 43, Boston

Listing courtesy of Listing Agent: Jessica Delmonico from Listing Office: Cullen Real Estate & Appraisal Company.

$450,000

1 Beds ⋅ 1 Baths ⋅ 73525902 MLS ⋅ ['8 Kinross Road Condominium'] BLDG.

All 2026 monthly condo fees paid by the seller! With a deeded parking space and a beautifully kept building, this fantastic condo is a stand-out! Located just one block off Comm Ave in Cleveland Circle, this home has high ceilings and hardwood floors. You’ll be greeted by a proper foyer with a coat closet and continue into the eat-in kitchen. It features stainless steel appliances, including a dishwasher, a gas stove, and a brand new refrigerator. The huge sun-filled living room opens out to your private porch with composite decking. A large bedroom and a tiled full bathroom complete this great condo. The unit has been wonderfully maintained, and there is coin-op laundry in the building. Your association fee of $460 per month covers your heat, hot water, snow removal, and more. This is great for an owner-occupant or an investor. Plan a visit today!

8 Kinross Rd Unit 4, Boston

Listing courtesy of Listing Agent: Johnston Lynch Group from Listing Office: Dwell360.

$399,900

1 Beds ⋅ 1 Baths ⋅ 73489485 MLS ⋅ ['Sidlaw Park'] BLDG.

Well-maintained large condo unit features an Eat-In-Kitchen, gas stove, updated bathroom and a fantastic foyer that is big enough to create an office space. Great location: Green B line on street or walk to C or D line. Only a stone throw's away to the reservoir park, Boston College and just one block from the heart of Cleveland Circle. The Unit has good ceiling height and natural sunlight, big windows, and great closet space. This is a large one bedroom (split style), perfect as an investment to rent out as a two-bedroom unit.

28 Sidlaw Rd Unit 2, Boston

Listing courtesy of Listing Agent: Steve Yang from Listing Office: eXp Realty LLC.

$285,000

1 Beds ⋅ 1 Baths ⋅ 73464854 MLS ⋅ ['Chestnut Hill Park'] BLDG.

Great rental property in a prime location. Located in the booming Cleveland Circle area with shops, bars, and restaurants. Also near Boston College and Chestnut Hill Reservoir. On the 3rd floor, this one bedroom (large bedroom) corner unit with an elevator in building. Great location off Commonwealth Ave, steps to Chestnut Hill Ave T stop on B line and short walk to the C and D line stops. Range replaced 2023, shower stall renovated 2024. New boiler 2025. Laundry facilities in complex.

5 Braemore Road Unit 10, Boston

Listing courtesy of Listing Agent: Mei L. Goon from Listing Office: MLG Realty.

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