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$1,850 - $7,200Studio to 6 Bedroom Apartments Available Now
Plus Fees
35 Orkney Rd
35 Orkney RdBoston, MA 02135
Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (310 Rentals)
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$2,500
Total Monthly Price
Base Rent$2,500
Total Monthly Price$2,500
141 Englewood Ave, Unit 38
141 Englewood AveBoston, MA 02135
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$9,800
Total Monthly Price
Base Rent$9,800
Total Monthly Price$9,800
45 Radnor Rd, Unit 1
45 Radnor RdBoston, MA 02135
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$9,800
Total Monthly Price
Base Rent$9,800
Total Monthly Price$9,800
45 Radnor Rd, Unit 1A
45 Radnor RdBoston, MA 02135
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$4,300
Total Monthly Price
Base Rent$4,300
Total Monthly Price$4,300
104 Strathmore Rd, Unit 2
104 Strathmore RdBoston, MA 02135
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$6,700
Total Monthly Price
Base Rent$6,700
Total Monthly Price$6,700
315 Foster St, Unit 1
315 Foster StBoston, MA 02135
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$5,350 - $6,995
Total Monthly Price
Base Rent$5,350 - $6,995
Total Monthly Price$5,350 - $6,995
34 Orkney Rd
34 Orkney RdBoston, MA 02135
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$2,600 - $5,000
Total Monthly Price
Base Rent$2,600 - $5,000
Total Monthly Price$2,600 - $5,000
50 Englewood Ave
50 Englewood AveBoston, MA 02135
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$5,000
Total Monthly Price
Base Rent$5,000
Total Monthly Price$5,000
1914 Beacon St, Unit 2
1914 Beacon StBoston, MA 02135
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$2,650
Total Monthly Price
Base Rent$2,650
Total Monthly Price$2,650
324 Chestnut Hill Ave, Unit 1
324 Chestnut Hill AveBoston, MA 02135
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Moving to Boston? Discover how to handle unique rental rules, avoid common moving day pitfalls, and prepare for your first winter in the city
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$4,700
Total Monthly Price
Base Rent$4,700
Total Monthly Price$4,700
106 Strathmore Rd, Unit 3T
106 Strathmore RdBoston, MA 02135
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$4,900
Total Monthly Price
Base Rent$4,900
Total Monthly Price$4,900
39 Strathmore Rd, Unit 2
39 Strathmore RdBoston, MA 02135
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$7,495 - $7,795
Total Monthly Price
Base Rent$7,495 - $7,795
Total Monthly Price$7,495 - $7,795
34 Orkney Rd
34 Orkney RdBoston, MA 02135
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$4,500
Total Monthly Price
Base Rent$4,500
Total Monthly Price$4,500
106 Strathmore Rd, Unit 3
106 Strathmore RdBoston, MA 02135
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$4,000
Total Monthly Price
Base Rent$4,000
Total Monthly Price$4,000
97 Kilsyth Rd, Unit 1
97 Kilsyth RdBoston, MA 02135
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$4,300
Total Monthly Price
Base Rent$4,300
Total Monthly Price$4,300
104 Strathmore Rd, Unit 3
104 Strathmore RdBoston, MA 02135
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$4,600
Total Monthly Price
Base Rent$4,600
Total Monthly Price$4,600
41 Orkney Rd, Unit 41-3
41 Orkney RdBoston, MA 02135
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$3,425
Total Monthly Price
Base Rent$3,425
Total Monthly Price$3,425
19 Braemore Rd, Unit 1
19 Braemore RdBoston, MA 02135
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$2,650
Total Monthly Price
Base Rent$2,650
Total Monthly Price$2,650
1986 Commonwealth Ave, Unit 4
1986 Commonwealth AveBoston, MA 02135
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$2,750 - $2,875
Total Monthly Price
Base Rent$2,750 - $2,875
Total Monthly Price$2,750 - $2,875
258 Chestnut Hill Ave
258 Chestnut Hill AveBoston, MA 02135
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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$2,050
Total Monthly Price
Base Rent$2,050
Total Monthly Price$2,050
77 Chiswick Rd, Unit 2
77 Chiswick RdBoston, MA 02135
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$3,475
Total Monthly Price
Base Rent$3,475
Total Monthly Price$3,475
48 Englewood Ave, Unit 6
48 Englewood AveBoston, MA 02135
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$2,645
Total Monthly Price
Base Rent$2,645
Total Monthly Price$2,645
115 Sutherland Rd, Unit A
115 Sutherland RdBoston, MA 02135
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$2,625
Total Monthly Price
Base Rent$2,625
Total Monthly Price$2,625
131 Sutherland Rd, Unit H
131 Sutherland RdBoston, MA 02135
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$4,500
Total Monthly Price
Base Rent$4,500
Total Monthly Price$4,500
1914 Beacon St, Unit 2
1914 Beacon StBoston, MA 02135
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$10,100
Total Monthly Price
Base Rent$10,100
Total Monthly Price$10,100
315 Foster St, Unit 2
315 Foster StBoston, MA 02135
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$3,800 - $7,000
Total Monthly Price
Base Rent$3,800 - $7,000
Total Monthly Price$3,800 - $7,000
14 Chiswick Rd
14 Chiswick RdBoston, MA 02135
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$2,000
Total Monthly Price
Base Rent$2,000
Total Monthly Price$2,000
2 Chestnut Hill Ave, Unit 4
2 Chestnut Hill AveBoston, MA 02135
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$3,800
Total Monthly Price
Base Rent$3,800
Total Monthly Price$3,800
104 Strathmore Rd, Unit 104-2
104 Strathmore RdBoston, MA 02135
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$4,300 - $4,500
Total Monthly Price
Base Rent$4,300 - $4,500
Total Monthly Price$4,300 - $4,500
104 Strathmore Rd
104 Strathmore RdBoston, MA 02135
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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$2,550
Total Monthly Price
Base Rent$2,550
Total Monthly Price$2,550
34 Chiswick Rd, Unit 8
34 Chiswick RdBoston, MA 02135
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$5,200
Total Monthly Price
Base Rent$5,200
Total Monthly Price$5,200
48 Englewood Ave, Unit 3
48 Englewood AveBoston, MA 02135
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$4,500
Total Monthly Price
Base Rent$4,500
Total Monthly Price$4,500
36 Cummings Rd, Unit 9
36 Cummings RdBoston, MA 02135
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$2,995 - $3,095
Total Monthly Price
Base Rent$2,995 - $3,095
Total Monthly Price$2,995 - $3,095
124 Sutherland Rd
124 Sutherland RdBoston, MA 02135
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$4,500
Total Monthly Price
Base Rent$4,500
Total Monthly Price$4,500
2 Sutherland Rd
2 Sutherland RdBoston, MA 02135
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$3,400
Total Monthly Price
Base Rent$3,400
Total Monthly Price$3,400
276 Chestnut Hill Ave, Unit 3
276 Chestnut Hill AveBoston, MA 02135
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$2,200 - $2,500
Total Monthly Price
Base Rent$2,200 - $2,500
Total Monthly Price$2,200 - $2,500
126 Englewood Ave
126 Englewood AveBoston, MA 02135
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$3,950
Total Monthly Price
Base Rent$3,950
Total Monthly Price$3,950
2009 Commonwealth Ave, Unit 3
2009 Commonwealth AveBoston, MA 02135
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$4,100
Total Monthly Price
Base Rent$4,100
Total Monthly Price$4,100
148 Strathmore Rd, Unit 1
148 Strathmore RdBoston, MA 02135
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$3,650
Total Monthly Price
Base Rent$3,650
Total Monthly Price$3,650
104 Strathmore Rd, Unit 1
104 Strathmore RdBoston, MA 02135
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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$3,250
Total Monthly Price
Base Rent$3,250
Total Monthly Price$3,250
39 Englewood Ave, Unit 2
39 Englewood AveBoston, MA 02135
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$4,800
Total Monthly Price
Base Rent$4,800
Total Monthly Price$4,800
2009 Commonwealth Ave, Unit 32
2009 Commonwealth AveBoston, MA 02135
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$4,400
Total Monthly Price
Base Rent$4,400
Total Monthly Price$4,400
97 Kilsyth Rd, Unit #3
97 Kilsyth RdBoston, MA 02135
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$2,600
Total Monthly Price
Base Rent$2,600
Total Monthly Price$2,600
2 Braemore Rd, Unit 1
2 Braemore RdBoston, MA 02135
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$2,600 - $3,100
Total Monthly Price
Base Rent$2,600 - $3,100
Total Monthly Price$2,600 - $3,100
260 Chestnut Hill Ave
260 Chestnut Hill AveBoston, MA 02135
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$2,600
Total Monthly Price
Base Rent$2,600
Total Monthly Price$2,600
2 Sutherland Rd, Unit 3
2 Sutherland RdBoston, MA 02135
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$2,650
Total Monthly Price
Base Rent$2,650
Total Monthly Price$2,650
262 Chestnut Hill Ave, Unit 17
262 Chestnut Hill AveBoston, MA 02135
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$6,400
Total Monthly Price
Base Rent$6,400
Total Monthly Price$6,400
229 Chestnut Hill Ave, Unit 1
229 Chestnut Hill AveBoston, MA 02135
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$4,600
Total Monthly Price
Base Rent$4,600
Total Monthly Price$4,600
41 Orkney Rd, Unit 2
41 Orkney RdBoston, MA 02135
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$2,000
Total Monthly Price
Base Rent$2,000
Total Monthly Price$2,000
193 Strathmore Rd, Unit 10
193 Strathmore RdBoston, MA 02135
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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Chestnut Hill, Boston, MA Local Guide
How much does it cost to rent an apartment in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Studio Apartments | $2,293 | $1,800 | $4,320 |
| Chestnut Hill 1 Bedroom Apartments | $2,609 | $1,900 | $5,043 |
| Chestnut Hill 2 Bedroom Apartments | $3,337 | $2,350 | $6,350 |
| Chestnut Hill 3 Bedroom Apartments | $4,122 | $2,695 | $7,489 |
| Chestnut Hill 4 Bedroom Apartments | $4,646 | $1,400 | $6,700 |
| Chestnut Hill 5 Bedroom Apartments | $5,143 | $4,300 | $6,895 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 310 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Chestnut Hill, Boston, 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.
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18 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.
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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.
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
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Real 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.
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Quick Rent Budget Calculator
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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.
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Lifestyle Ratings
ApartmentHomeLiving.com works hard to bring you our detailed rental search system called 'Lifestyle ratings', composed of rentals and neighborhoods across the USA, including Boston. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including our Star Ratings to compare for proximity to parks, luxury amenities, transit availability, pet-friendly communities, places that make kids happy, and how walkable or bikeable each community and area is. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!
Frequently Asked Questions about Chestnut Hill
What is the current pricing and availability for apartments for rent in the Chestnut Hill area of Boston, MA?
As of today, September 08, 2026, there are currently 310 available Chestnut Hill apartments priced from $1,400 to $10,100, with an average monthly rent of $3,497.
How much are Studio apartments in Chestnut Hill?
There are currently 46 Studio Apartments in Chestnut Hill with rent ranges from $1,800 to $4,320 with an average price of $2,293.
What is the current price range for One Bedroom Chestnut Hill Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestnut Hill ranges from $1,900 to $5,043 with an average monthly rent of $2,609.
What does renting a Two Bedroom Apartment in Chestnut Hill cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill range from $2,350 to $6,350. Today's average rental price for Two Bedrooms here is $3,337.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 48 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $2,695 to $7,489 - averaging $4,122 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
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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.