
Luxury Apartments for Rent in the South Brookline Neighborhood of Chestnut Hill, MA (709 Rentals)
The most luxurious Apartments in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.


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108 Hyde Park Ave, Unit 1

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177 Wachusett St, Unit 1

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7 Carolina Ave, Unit 3A

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104 Strathmore Rd, Unit 2

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108 Bourne St, Unit 2

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116 Theodore Parker Rd, Unit 1

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640 Lagrange St, Unit 2

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41 Orkney Rd, Unit 41-3

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19 Braemore Rd, Unit 1
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.

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25 Child St, Unit 25 Child St., Apt. 2

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115 Sutherland Rd, Unit A

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258 Chestnut Hill Ave

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48 Englewood Ave, Unit 6

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31 Cummins Hwy, Unit 3

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7 Kilsyth Ter, Unit 1

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1986 Commonwealth Ave, Unit 4

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41 Orkney Rd, Unit 2

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253 Belgrade Ave, Unit 3

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46 Orkney Rd, Unit 2
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.

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8 Selkirk Rd, Unit 8

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5 Colliston Rd, Unit B

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104 Strathmore Rd, Unit 2

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24 Lanark Rd, Unit 2

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45 Orkney Rd

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1914 Beacon St, Unit 2

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41 Orkney Rd

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34 Orkney Rd

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34 Chiswick Rd, Unit 8

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14 Chiswick Rd
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.

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1857 Commonwealth Ave

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15 Myrtle St, Unit 2

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104 Strathmore Rd, Unit 3

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106 Hyde Park Ave, Unit 3

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26 Chiswick Rd

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104 Strathmore Rd, Unit 104-2

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71 Park St, Unit 1

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70 Strathmore Rd, Unit 2B

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104 Strathmore Rd, Unit 104-2

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228 South St
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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1950 Beacon St, Unit 1

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1914 Beacon St, Unit 2C

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276 Chestnut Hill Ave, Unit 3

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24 Lanark Rd, Unit 2

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53 Strathmore Rd, Unit 3

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126 Englewood Ave

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12 Parkton Rd, Unit 1

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104 Strathmore Rd, Unit 1

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148 Strathmore Rd, Unit 1

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5 Colliston Rd, Unit B
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.
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 709 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
South Brookline, Boston, MA Local Guide
- Nearby Chestnut Hill neighborhoods
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Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
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 LifestyleSouth Brookline, Chestnut Hill, MA
Ranked #101
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in South Brookline, Chestnut Hill, MA
School data provided by Great Schools
Frequently Asked Questions about South Brookline
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.