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Rent Specials
$2,575 - $3,995
Plus Fees
1 to 2 Bedroom Apartments Available NowReservoir Towers
1931 Commonwealth AveBrighton, MA 02135
Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (518 Rentals)
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Rent Specials
$3,495 - $3,595
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowLangley Terrace
392 Langley RdNewton, MA 02459
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Rent Specials
$3,325 - $6,100
Plus Fees
Studio to 3 Bedroom Apartments Available NowAvalon at Chestnut Hill
160 Boylston StChestnut Hill, MA 02467
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Rent Specials
$4,100 - $4,900
Plus Fees12 Month Lease Term
2 to 3 Bedroom Apartments Available Now81 Chestnut Hill Ave
81 Chestnut Hill AveBoston, MA 02135
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Rent Specials
$3,000 - $3,600
Total Monthly Price
1 to 3 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$3,000 - $3,600
Total Monthly Price
$3,000 - $3,600
31-35 South Street
31 South StBrighton, MA 02135
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Rent Specials
$2,100 - $3,100
Total Monthly Price
Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,100 - $3,100
Total Monthly Price
$2,100 - $3,100
286 & 288 Chestnut Hill Avenue
286-288 Chestnut Hill AveBrighton, MA 02135
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$4,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$4,850
Total Monthly Price
$4,850
2016 Commonwealth Ave, Unit F
2016 Commonwealth AveBoston, MA 02135
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$5,040
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,040
Total Monthly Price
$5,040
1999 Commonwealth Ave, Unit 5
1999 Commonwealth AveBoston, MA 02135
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
231 Chestnut Hill Ave, Unit 3
231 Chestnut Hill AveBoston, MA 02135
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$5,850
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,850
Total Monthly Price
$5,850
209 Chestnut Hill Ave, Unit 1
209 Chestnut Hill AveBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
163 Chestnut Hill Ave, Unit 202
163 Chestnut Hill AveBoston, MA 02135
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$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
14 Breck Ave, Unit 2
14 Breck AveBoston, MA 02135
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$4,000
Total Monthly Price8 Month Lease Term
4 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
14 Breck Ave, Unit 2
14 Breck AveBoston, MA 02135
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$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
1933 Commonwealth Ave
1933 Commonwealth AveBrighton, MA 02135
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$4,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$4,750
Total Monthly Price
$4,750
2021 Commonwealth Ave, Unit S
2021 Commonwealth AveBoston, MA 02135
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$2,100
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,100
Total Monthly Price
$2,100
2005 Commonwealth Ave, Unit 27
2005 Commonwealth AveBrighton, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
21 Wiltshire Rd, Unit 1
21 Wiltshire RdBoston, MA 02135
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$7,100
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$7,100
Total Monthly Price
$7,100
200 Commonwealth Ave, Unit 1
200 Commonwealth AveChestnut Hill, MA 02467
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$3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
2001 Commonwealth Ave, Unit 16
2001 Commonwealth AveBrighton, MA 02135
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$2,200
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
1997 Commonwealth Ave, Unit 27
1997 Commonwealth AveBrighton, MA 02135
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$6,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total 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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$7,100
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$7,100
Total Monthly Price
$7,100
200 Commonwealth Ave, Unit 1
200 Commonwealth AveChestnut Hill, MA 02467
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$9,500
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$9,500
Total Monthly Price
$9,500
15 Radnor Rd, Unit 15 Radnor Road
15 Radnor RdBoston, MA 02135
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$5,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
16 South St, Unit 4
16 South StBoston, MA 02135
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$5,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
52 Bostonia Ave, Unit 3
52 Bostonia AveBrighton, MA 02135
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$7,100
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 23, 2026Total Monthly Price
Base Rent
$7,100
Total Monthly Price
$7,100
200 Commonwealth Ave, Unit 1
200 Commonwealth AveChestnut Hill, MA 02467
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$5,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
20 South St, Unit 2
20 South StBoston, MA 02135
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$5,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
15 South St, Unit 2
15 South StBoston, MA 02135
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$5,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
120 Kenrick St
120 Kenrick StBoston, MA 02135
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$4,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,100
Total Monthly Price
$4,100
145 Englewood Ave, Unit 2
145 Englewood AveBoston, MA 02135
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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$3,250
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,250
Total Monthly Price
$3,250
19 Bostonia Ave, Unit 4
19 Bostonia AveBrighton, MA 02135
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$4,650
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$4,650
Total Monthly Price
$4,650
1999 Commonwealth Ave, Unit A12A
1999 Commonwealth AveBoston, MA 02135
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$8,500
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 24, 2026Total Monthly Price
Base Rent
$8,500
Total Monthly Price
$8,500
26 Foster St, Unit 2T
26 Foster StBoston, MA 02135
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$2,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
193 Strathmore Rd, Unit 10
193 Strathmore RdBoston, MA 02135
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$2,400
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
117 Lake Shore Rd, Unit #1
117 Lake Shore RdBoston, MA 02135
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$1,850
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,850
Total Monthly Price
$1,850
1880 Commonwealth Ave, Unit #1
1880 Commonwealth AveBoston, MA 02135
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$3,354
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,354
Total Monthly Price
$3,354
1874 Commonwealth Ave, Unit 1
1874 Commonwealth AveBoston, MA 02135
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$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 24, 2026Total Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
28 Manet Rd, Unit 1
28 Manet RdChestnut Hill, MA 02467
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$5,040
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,040
Total Monthly Price
$5,040
1997 Commonwealth Ave, Unit 1
1997 Commonwealth AveBoston, MA 02135
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$6,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,400
Total Monthly Price
$6,400
229 Chestnut Hill Ave, Unit 229 Chestnut Hill Ave
229 Chestnut Hill AveBoston, MA 02135
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.
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$3,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
27 South Crescent Circuit, Unit A
27 South Crescent CircuitBoston, MA 02135
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$4,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
1870 Commonwealth Ave, Unit 12A
1870 Commonwealth AveBoston, MA 02135
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$7,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$7,500
Total Monthly Price
$7,500
15 Radnor Rd, Unit 1
15 Radnor RdBoston, MA 02135
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$6,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total 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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$3,354
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,354
Total Monthly Price
$3,354
1870 Commonwealth Ave, Unit 3
1870 Commonwealth AveBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
163 Chestnut Hill Ave, Unit 202
163 Chestnut Hill AveBoston, MA 02135
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$7,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$7,600
Total Monthly Price
$7,600
235 Chestnut Hill Ave, Unit 1
235 Chestnut Hill AveBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
209 Chestnut Hill Ave, Unit 2
209 Chestnut Hill AveBoston, MA 02135
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$3,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
27 South Crescent Circuit, Unit A
27 South Crescent CircuitBoston, MA 02135
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
96 Brayton Rd, Unit 1
96 Brayton RdBoston, MA 02135
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 | $2,442 | $1,850 | $3,810 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,507 | $945 | $4,500 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,374 | $2,000 | $5,200 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,915 | $2,550 | $6,100 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $5,407 | $3,200 | $9,600 |
| Chestnut Hill Middlesex 5 Bedroom Apartments | $6,820 | $4,300 | $9,000 |
| Chestnut Hill Middlesex 6 Bedroom Apartments | $10,196 | $6,500 | $10,000+ |
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 518 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
See all Apartments in Chestnut HillExplore Chestnut Hill
Chestnut Hill Middlesex, Boston College, MA Local Guide
- Nearby Chestnut Hill neighborhoods
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Don'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.
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The 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 ArticleHow a Move-In Inspection Can Protect Your Security Deposit
Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.
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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
4.0Pet Friendly
Getting Around the Chestnut Hill Middlesex Neighborhood in Chestnut Hill, MA
Walk Score®
59 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
47 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
53 / 100
Good Transit
Many nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Chestnut Hill Middlesex
How much are Studio apartments in Chestnut Hill Middlesex?
There are currently 51 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,850 to $3,810 with an average price of $2,442.
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 $945 to $4,500 with an average monthly rent of $2,507.
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 $2,000 to $5,200. Today's average rental price for Two Bedrooms here is $3,374.
How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?
There are currently 127 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $2,550 to $6,100 - averaging $3,915 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
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.