
Cheap Homes for Rent in the Cleveland Circle Neighborhood of Brookline, MA from $1,280 (36 Rentals)
Search the lowest-cost Homes available for rent right now in the Cleveland Circle area of Brookline.


39 Englewood Ave, Unit 14

70 Strathmore Rd, Unit 11A

70 Strathmore Rd, Unit 11A

65 Chiswick Rd

11 Englewood Ave

360 Tappan St, Unit #B

6 Orkney Rd, Unit 25

39 Englewood Ave
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

35 Chiswick Rd, Unit 5

66 Chiswick Rd, Unit 20

66 Chiswick Rd, Unit 20

66 Chiswick Rd, Unit 20

46 Chiswick Rd, Unit 4

72 Strathmore Rd, Unit 9

72 Strathmore Rd

70 Chiswick Rd, Unit 6

12 Kilsyth Terrace
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

22 Orkney Rd

21 Regent Cir, Unit 1

41 Strathmore Rd, Unit 4

21 Regent Cir, Unit 1

21 Regent Cir, Unit #1

8 Ayr Rd

61 Selkirk Rd, Unit 3

61 Selkirk Rd, Unit 3

69 Chiswick Rd, Unit 7
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

59 Selkirk Rd

48 Strathmore Rd, Unit 26

2 Ayr Rd

61 Selkirk Rd, Unit 3

69 Chiswick Rd, Unit 4

23 Regent Cir, Unit 1

69 Chiswick Rd, Unit 4

3 Englewood Ave, Unit 10

50 Englewood Ave, Unit 3
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Cleveland Circle, Brookline, MA Local Guide

How much does it cost to rent a home in Cleveland Circle?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Cleveland Circle 2 Bedroom Homes for Rent | $3,335 | $2,650 | $5,500 |
| Cleveland Circle 3 Bedroom Homes for Rent | $4,309 | $2,800 | $6,400 |
| Cleveland Circle 4 Bedroom Homes for Rent | $4,959 | $1,280 | $5,900 |
| Cleveland Circle 5 Bedroom Homes for Rent | $5,907 | $5,000 | $7,250 |
Browse Homes for Rent in this Neighborhood
There are currently 36 rentals with your search options within a 2 mile radius of the Cleveland Circle Neighborhood of Brookline, MA.
Explore Brookline
Cleveland Circle, Brookline, MA Local Guide
- Nearby Brookline neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Available Cleveland Circle Apartments for Rent
 The cheapest available apartment rental in the Cleveland Circle area of Boston, MA is a Studio unit found at 35 Orkney Rd priced from $1,850. 44 Orkney Rd has the second lowest priced unit, which is a Studio apartment currently listed from $1,850. Here are the most affordable Cleveland Circle apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 35 Orkney Rd | studios, 1 bath | Studio,1BA | $1,850 |
| 44 Orkney Rd | Studio | Studio,1BA | $1,850 |
| Reservoir Court | 1 Bedroom/1 Bath | 1BR,1BA | $2,300 |
Best Value Apartments for Rent in Cleveland Circle, MA
As of September 10, 2026 the best value apartment in the Cleveland Circle area is the $0.23 price per square foot 61 Selkirk Rd Model at 61 Selkirk Rd, Unit 10 in the in the Chestnut Hill neighborhood starting from $2,300. The second greatest value Cleveland Circle apartment is the 61 Selkirk Rd Model at 61 Selkirk Rd, Unit 10 starting at $2,400 with a $0.24 price per square foot in the Chestnut Hill neighborhood. Here is today’s list of the best values for Cleveland Circle apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 61 Selkirk Rd, Unit 10 | 61 Selkirk Rd | 1BR,1BA | $0.23 |
| 61 Selkirk Rd, Unit 10 | 61 Selkirk Rd | 1BR,1BA | $0.24 |
| 24 Orkney Rd | 24 Orkney Rd | 1BR,1BA | $0.27 |
| 65 Chiswick Rd, Unit 6 | 65 Chiswick Rd | 2BR,1BA | $0.28 |
| 12 Sutherland Rd, Unit 3 | 12 Sutherland Rd | 2BR,1BA | $0.28 |
| 45 Selkirk Rd, Unit 2 | 45 Selkirk Rd | 2BR,1BA | $0.29 |
| 17 Warwick Rd, Unit 5 | 17 Warwick Rd | 2BR,1BA | $0.29 |
| 63 Selkirk Rd, Unit 6 | 63 Selkirk Rd | 2BR,1BA | $0.30 |
| 306 Tappan St, Unit 3A | 306 Tappan St | 2BR,1BA | $0.32 |
| 1824 Beacon St, Unit 5 | 1824 Beacon St | 2BR,1BA | $0.36 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleNavigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Pet Friendly LifestyleCleveland Circle, Brookline, MA
Ranked #1
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about Cleveland Circle
What type of rentals are currently available in Cleveland Circle?
There are currently 110 Apartments for Rent in Cleveland Circle, MA with pricing that ranges from $1,350 to $7,200. There are also 202 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cleveland Circle ranging from $1,280 to $7,250.
What is the current price range for Rental Homes in Cleveland Circle?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Cleveland Circle ranges from $1,280 to $7,250 with an average monthly rent of $3,939.
How much are larger Three and Four Bedroom Rentals in Cleveland Circle?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Cleveland Circle range from $3,000 to $5,550, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $6,400. Four Bedroom Single-Family rentals are also available starting from $1,280 and Four Bedroom Apartments start at $1,350.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
Articles, How-To's, and Tips

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.