
Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (412 Rentals)


Reservoir Towers

320 Hammond Pond Pkwy

Langley Terrace

31-35 South Street

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286 & 288 Chestnut Hill Avenue

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52 Bostonia Ave, Unit 3

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71 Foster St, Unit 2

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44 Greycliff Rd, Unit 1

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25 Hatherly Rd, Unit 1
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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104 Strathmore Rd, Unit 2

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47 Lake Shore Ct, Unit 47 LSC

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517 Washington St, Unit 1

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96 Academy Hill Rd, Unit 2

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315 Foster St, Unit 2

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19 Braemore Rd, Unit 1

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249 Foster St, Unit 1

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106 Academy Hill Rd

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258 Chestnut Hill Ave

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1986 Commonwealth Ave, Unit 4
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.

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15 South St, Unit 6

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1997 Commonwealth Ave

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28 Sidlaw Rd, Unit #14

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104 Strathmore Rd, Unit 2

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315 Foster St, Unit 1

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43 Glenmont Rd, Unit 2

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551 Washington St

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513 Heath St, Unit 1

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93 Undine Rd, Unit 1

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315 Foster St
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.

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1857 Commonwealth Ave

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104 Strathmore Rd, Unit 3

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87 Wallingford Rd, Unit 3

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2 Chestnut Hill Ave, Unit 4

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104 Strathmore Rd, Unit 104-2

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578 Washington St

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104 Strathmore Rd, Unit 104-2

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209 Chestnut Hill Ave, Unit 1

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4 Wallingford Rd, Unit 2

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29 Fairbanks St, Unit 2
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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21 Chestnut Hill Ave, Unit 3

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111 Nonantum St, Unit A

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539 Washington St

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6 Leicester St, Unit 1

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276 Chestnut Hill Ave, Unit 3

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39 Larch St, Unit 39

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104 Strathmore Rd, Unit 1

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16 Nonantum St, Unit 2

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8 Eulita Ter, Unit 3

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2009 Commonwealth Ave, Unit 3
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.
Chestnut Hill Middlesex, Boston College, MA Local Guide
How much does it cost to rent an apartment in Chestnut Hill Middlesex?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Middlesex Studio Apartments | $2,343 | $1,800 | $4,230 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,635 | $960 | $7,399 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,386 | $1,350 | $5,434 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,785 | $1,350 | $7,999 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $4,755 | $2,400 | $7,000 |
Browse Apartments in this Neighborhood
There are currently 412 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
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Chestnut Hill Middlesex, Boston College, MA Local Guide
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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
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 LifestyleChestnut Hill Middlesex, Chestnut Hill, MA
Ranked #1
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Frequently Asked Questions about Chestnut Hill Middlesex
What is the current pricing and availability for apartments for rent in the Chestnut Hill Middlesex area of Chestnut Hill, MA?
As of today, July 29, 2026, there are currently 412 available Chestnut Hill Middlesex apartments priced from $960 to $14,300, with an average monthly rent of $3,402.
How much are Studio apartments in Chestnut Hill Middlesex?
There are currently 53 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,800 to $4,230 with an average price of $2,343.
What is the current price range for One Bedroom Chestnut Hill Middlesex Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestnut Hill Middlesex ranges from $960 to $7,399 with an average monthly rent of $2,635.
What does renting a Two Bedroom Apartment in Chestnut Hill Middlesex cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill Middlesex range from $1,350 to $5,434. Today's average rental price for Two Bedrooms here is $3,386.
How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?
There are currently 104 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $1,350 to $7,999 - averaging $3,785 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.
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.