
Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (328 Rentals)


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Reservoir Towers

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Avalon at Chestnut Hill

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Langley Terrace

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320 Hammond Pond Pkwy

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31-35 South Street

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286 & 288 Chestnut Hill Avenue

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541 Washington St, Unit Top Floor Three-Bedroom

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12 Gerald Rd, Unit 1

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1860 Commonwealth Ave, Unit 1860 Comm Ave House
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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52 Bostonia Ave, Unit 3

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141 Englewood Ave, Unit 38

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8 Cenacle Rd, Unit 8 Cenacle

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315 Foster St, Unit 1

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45 Radnor Rd, Unit 1

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45 Radnor Rd, Unit 1A

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104 Strathmore Rd, Unit 2

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516 Washington St, Unit 516 Washington St 2

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541 Washington St, Unit 3

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16 Gerald Rd, Unit 1
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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120 Kenrick St, Unit 5

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124 Kenrick St, Unit 5

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28 Manet Rd

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324 Chestnut Hill Ave, Unit 1

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189 Chestnut Hill Ave, Unit 1

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54 Crosby Rd, Unit 2

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106 Strathmore Rd, Unit 3T

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82 Academy Hill Rd

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106 Strathmore Rd, Unit 3

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57 Breck Ave, Unit #2
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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39 North Crescent Circuit, Unit 1

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15 Chiswick Ter, Unit 1

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104 Strathmore Rd, Unit 3

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92 Brayton Rd, Unit 92 Brayton Rd Brighton

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513 Heath St, Unit 1

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19 Braemore Rd, Unit 1

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71 Foster St, Unit 2

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1986 Commonwealth Ave, Unit 4

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315 Foster St, Unit 1

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315 Foster 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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43 Glenmont Rd, Unit 2

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2 Chestnut Hill Ave, Unit 4

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104 Strathmore Rd, Unit 104-2

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104 Strathmore Rd

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69 Breck Ave

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6 Leicester St, Unit 1

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276 Chestnut Hill Ave, Unit 3

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16 Nonantum St, Unit 2

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11 Travis Dr, Unit Travis

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39 Larch St, Unit 39
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 | $2,410 | $1,800 | $4,320 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,576 | $1,800 | $4,841 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,531 | $2,350 | $6,120 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,946 | $1,000 | $7,790 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $5,076 | $1,350 | $9,900 |
| Chestnut Hill Middlesex 5 Bedroom Apartments | $5,953 | $4,100 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 328 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 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 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, September 12, 2026, there are currently 328 available Chestnut Hill Middlesex apartments priced from $1,000 to $13,500, with an average monthly rent of $3,865.
How much are Studio apartments in Chestnut Hill Middlesex?
There are currently 46 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,800 to $4,320 with an average price of $2,410.
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 $1,800 to $4,841 with an average monthly rent of $2,576.
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 $2,350 to $6,120. Today's average rental price for Two Bedrooms here is $3,531.
How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?
There are currently 75 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $1,000 to $7,790 - averaging $3,946 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

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.

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.