
Apartments for Rent in the South Brookline Neighborhood of Chestnut Hill, MA (1,021 Rentals) Page 2 of 21


Total Monthly Price
41 Orkney Rd, Unit 41 Orkney Road

Total Monthly Price
5 Colliston Rd, Unit B

Total Monthly Price
39 Englewood Ave, Unit 2

Total Monthly Price
1914 Beacon St, Unit 1

Total Monthly Price
46 Orkney Rd, Unit 2

Total Monthly Price
38 Farquhar St, Unit Loft

Total Monthly Price
28 Pond St, Unit #2

Total Monthly Price
2 Braemore Rd, Unit 1

Total Monthly Price
25 McBride St, Unit 3
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

Total Monthly Price
43 Orkney Rd, Unit 3

Total Monthly Price
34 Chiswick Rd, Unit 9

Total Monthly Price
52 Strathmore Rd, Unit 25

Total Monthly Price
260 Chestnut Hill Ave

Total Monthly Price
1933 Commonwealth Ave, Unit 409

Total Monthly Price
237 Chestnut Hill Ave, Unit 1

Total Monthly Price
66 Park St, Unit 31-1

Total Monthly Price
262 Chestnut Hill Ave, Unit 17

Total Monthly Price
2 Sutherland Rd, Unit 3

Total Monthly Price
229 Chestnut Hill Ave, Unit 1
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

Total Monthly Price
41 Orkney Rd, Unit 2

Total Monthly Price
59A Strathmore Rd, Unit 1B

Total Monthly Price
32 Orkney Rd, Unit 3

Total Monthly Price
235 Chestnut Hill Ave, Unit 1

Total Monthly Price
229 Chestnut Hill Ave, Unit 1

Total Monthly Price
41 Orkney Rd, Unit 3A

Total Monthly Price
41 Orkney Rd, Unit 3

Total Monthly Price
63 Selkirk Rd, Unit 6

Total Monthly Price
1848 Commonwealth Avenue, Unit 57

Total Monthly Price
2018 Commonwealth Ave
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

Total Monthly Price
258 Chestnut Hill Ave, Unit 4

Total Monthly Price
258 Chestnut Hill Ave, Unit 1

Total Monthly Price
65 Strathmore Rd

Total Monthly Price
1845 Commonwealth Ave, Unit 14

Total Monthly Price
126 Englewood Ave, Unit 2

Total Monthly Price
45 Selkirk Rd

Total Monthly Price
26 Cummins Hwy, Unit #32 - 2

Total Monthly Price
6 Sutherland Rd, Unit 3

Total Monthly Price
45 Orkney Rd, Unit 1

Total Monthly Price
45 Orkney Rd, Unit 1
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Total Monthly Price
164 Strathmore Rd, Unit 25

Total Monthly Price
41 Orkney Rd

Total Monthly Price
104 Strathmore Rd, Unit 2

Total Monthly Price
14 Selkirk Rd, Unit 2

Total Monthly Price
16 South St, Unit 12

Total Monthly Price
27 Orkney Rd, Unit 1945-62

Total Monthly Price
12 Sutherland Rd, Unit 3

Total Monthly Price
48 Englewood Ave, Unit 1

Total Monthly Price
27 Parkton Rd, Unit 3

Total Monthly Price
31 Cummins Hwy
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
South Brookline, Boston, MA Local Guide

How much does it cost to rent an apartment in South Brookline?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| South Brookline Studio Apartments | $2,317 | $1,795 | $4,950 |
| South Brookline 1 Bedroom Apartments | $2,957 | $1,220 | $7,399 |
| South Brookline 2 Bedroom Apartments | $3,809 | $2,000 | $10,000+ |
| South Brookline 3 Bedroom Apartments | $4,315 | $2,200 | $10,000+ |
| South Brookline 4 Bedroom Apartments | $5,127 | $1,350 | $9,995 |
| South Brookline 5 Bedroom Apartments | $6,017 | $3,195 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 1021 rentals with your search options within a 2 mile radius of the South Brookline Neighborhood of Chestnut Hill, MA.
See all Apartments in Chestnut HillExplore Chestnut Hill
Frequently Asked Questions about South Brookline
What is the current pricing and availability for apartments for rent in the South Brookline area of Chestnut Hill, MA?
As of today, July 27, 2026, there are currently 1,021 available South Brookline apartments priced from $1,220 to $12,600, with an average monthly rent of $3,766.
How much are Studio apartments in South Brookline?
There are currently 105 Studio Apartments in South Brookline with rent ranges from $1,795 to $4,950 with an average price of $2,317.
What is the current price range for One Bedroom South Brookline Apartments for rent?
Today's rental pricing for One Bedroom Apartments in South Brookline ranges from $1,220 to $7,399 with an average monthly rent of $2,957.
What does renting a Two Bedroom Apartment in South Brookline cost?
The monthly rent prices of Two Bedroom Apartments currently available in South Brookline range from $2,000 to $10,805. Today's average rental price for Two Bedrooms here is $3,809.
How expensive are South Brookline Three Bedroom Apartments?
There are currently 221 Three Bedroom Apartments listings available in South Brookline on ApartmentHomeLiving.com. The pricing ranges from $2,200 to $12,600 - averaging $4,315 for the location.
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

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!

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.