
Luxury Apartments for Rent in the South Brookline Neighborhood of Chestnut Hill, MA (1,108 Rentals)
The most luxurious Apartments in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.


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3985 Washington St, Unit 1, Unit 1

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21 Stellman Rd, Unit #3, Unit #3

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79 Belgrade Ave, Unit #3, Unit #3

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81 Florence St, Unit #1, Unit #1

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8 Hazelmere Rd, Unit #2, Unit #2

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74 Saint Rose St

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48 Manthorne Rd

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9 Wenham St, Unit #3, Unit #3

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7 Wenham St, Unit #1, Unit #1
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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1914 Beacon St, Unit #2, Unit #2

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108 Hyde Park Ave

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30 Allandale St, Unit #3, Unit #3

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575 Weld St, Unit #2, Unit #2

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27 Parkton Rd, Unit #3, Unit #3

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41 Philbrick St, Unit #1, Unit #1

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2 Braemore Rd, Unit 1, Unit 1

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69 Strathmore Rd, Unit 4, Unit 4

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108 Hyde Park Ave, Unit 1083, Unit 1083

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6 Hazelmere Rd, Unit #1, Unit #1
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.

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39 Goldsmith St, Unit #2, Unit #2

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2 Braemore Rd, Unit 1, Unit 1

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20 Colbert St, Unit 20 Colbert St., Unit #1, Unit 20 Colbert St., Unit #1

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63 Selkirk Rd, Unit 2, Unit 2

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31 South St

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164 Strathmore Rd, Unit 21, Unit 21

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28 Pond St, Unit #2, Unit #2

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46 Orkney Rd, Unit 2, Unit 2

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8 Selkirk Rd, Unit 8, Unit 8

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12 Braemore Rd, Unit 3, Unit 3
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.

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30 Mount Hope St, Unit 2, Unit 2

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12 Parkton Rd, Unit 2, Unit 2

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164 Strathmore Rd, Unit 21, Unit 21

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12 Sutherland Rd, Unit 1, Unit 1

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22 Sutherland Rd, Unit 1, Unit 1

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41 Orkney Rd, Unit 1, Unit 1

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34 Orkney Rd, Unit 1, Unit 1

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31 South St

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34 Orkney Rd, Unit 3, Unit 3

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238 South St, Unit 2, Unit 2
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.

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51 Custer St, Unit 1, Unit 1

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25 McBride St, Unit 3, Unit 3

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39 Goldsmith St, Unit 3, Unit 3

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40 Custer St, Unit 2, Unit 2

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47 Orkney Rd, Unit 2, Unit 2

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34 Chiswick Rd, Unit 9, Unit 9

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25 Amherst St, Unit 4, Unit 4

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43 Orkney Rd, Unit 3, Unit 3

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1933 Commonwealth Ave, Unit 409, Unit 409

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1875 Commonwealth Ave
Navigating 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.
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 | $2,384 | $1,800 | $4,950 |
| South Brookline 1 Bedroom Apartments | $2,912 | $1,275 | $7,030 |
| South Brookline 2 Bedroom Apartments | $3,711 | $2,200 | $10,000+ |
| South Brookline 3 Bedroom Apartments | $4,480 | $1,295 | $10,000+ |
| South Brookline 4 Bedroom Apartments | $5,549 | $3,200 | $10,000+ |
| South Brookline 5 Bedroom Apartments | $6,353 | $3,600 | $10,000+ |
| South Brookline 6 Bedroom Apartments | $8,881 | $6,000 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 1108 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
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10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleBoston 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 ArticleDon'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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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 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 #93
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 122 Studio Apartments in South Brookline with rent ranges from $1,800 to $4,950 with an average price of $2,384.
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 $1,275 to $7,030 with an average monthly rent of $2,912.
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 $2,200 to $11,506. Today's average rental price for Two Bedrooms here is $3,711.
How expensive are South Brookline Three Bedroom Apartments?
There are currently 331 Three Bedroom Apartments listings available in South Brookline on ApartmentHomeLiving.com. The pricing ranges from $1,295 to $13,056 - averaging $4,480 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

The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.