Brighton's Cleveland Circle Real Estate

Welcome to Brighton's Cleveland Circle, a vibrant and charming neighborhood nestled in the heart of Boston, Massachusetts. Known for its unique blend of urban convenience and suburban tranquility, Cleveland Circle offers residents an inviting atmosphere that feels like home.

As part of the larger Brighton area, Cleveland Circle is characterized by its tree-lined streets, historic architecture, and a rich tapestry of cultural diversity. The neighborhood is anchored by the iconic Boston College and is just a stone's throw away from the scenic Chestnut Hill Reservoir, providing ample opportunities for outdoor activities, jogging, and leisurely strolls.

Cleveland Circle is also a hub for dining and entertainment, boasting a variety of restaurants, cafes, and shops that cater to every palate. Whether you're in the mood for a cozy brunch spot or a vibrant dinner scene, you'll find it all just around the corner. The area is well-connected to public transportation, making it easy to explore the rest of Boston and beyond.

Families will appreciate the excellent local schools and parks, while young professionals will enjoy the dynamic atmosphere and proximity to downtown Boston. With its strong sense of community and diverse offerings, Cleveland Circle is more than just a place to live; it's a lifestyle.

Whether you're looking to buy your first home, invest in rental properties, or simply explore the area, Cleveland Circle is a neighborhood that promises charm, convenience, and a welcoming community spirit. Come discover the magic of this hidden gem in Boston!

Newest Listings in Brighton's Cleveland Circle

$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 offers two well-proportioned bedrooms, a full bathroom, and a comfortable layout that blends classic character with modern convenience. Enjoy exceptional access to the Green Line’s B, C, and D branches, along with the Chestnut Hill Reservoir, neighborhood parks, restaurants, cafés, and shops. With Boston College, Coolidge Corner, and major commuting routes nearby, this home offers an ideal combination of comfort, convenience, 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.

1662 Commonwealth Ave Unit 43, Boston

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

$379,000

1 Baths ⋅ 73534323 MLS ⋅ ['Englewood Heights'] BLDG.

Rarely available courtyard-facing 2-room studio at Englewood Heights in Cleveland Circle. This larger second-floor studio layout overlooks the beautifully manicured central courtyard and gardens from every window. A welcoming foyer with coat closet offers space for a dresser or console table and leads through a large arched entryway into the main living area. The spacious gallery kitchen has room for a dining table and features a newer dishwasher. New replacement windows enhance the garden views and natural light. High ceilings and hardwood floors throughout. Pet-friendly, professionally managed elevator building with a large furnished common roof deck. Condo fee includes heat, hot water, water, and professional management. Ideally located near the Chestnut Hill Reservoir, Boston College, restaurants, shopping, the B, C, and D Green Lines, and the bus to Harvard Square.

141 Englewood Ave Unit 23, Boston

Listing courtesy of Listing Agent: Jayne Kramer from Listing Office: Engel & Volkers Boston.

$3,394,000

14 Beds ⋅ 6 Baths ⋅ 73499360 MLS

Dream Generational Opportunity on rare 1/2 acre lot in prime Cleveland Circle location on the MBTA Green Line. Extraordinary oversized three family in absolute PRIME rental location. Two of the 3 units are already pre-rented for September 2026-August 2027 at over nearly $200,000 gross rent - dream rental or condo location with the MBTA Green Line at your door and Boston College and Brookline/Boston's best dining and shopping just minutes away. Rare generational NEARLY 1/2 ACRE lot in a neighborhood where properties are typically on lots less than 1/4 the size. Ample parking and amazing long-term location in the heart of it all. An exceptional investment.

1789 Commonwealth, Boston

Listing courtesy of Listing Agent: Todd Glaskin from Listing Office: Coldwell Banker Realty - Newton.

$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.

$295,000

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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