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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
Gated Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (31 Rentals)
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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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Contact Us For Pricing1 to 3 Bedroom Apartments Contact Us For Availability
31-35 South Street
31 South StBrighton, MA 02135
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Rent Specials
$2,250 - $3,100
Plus Fees
Studio to 2 Bedroom Apartments Available Now286 & 288 Chestnut Hill Avenue
286-288 Chestnut Hill AveBrighton, MA 02135
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$2,400
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
258 Chestnut Hill Ave, Unit 4
258 Chestnut Hill AveBoston, MA 02135
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$4,350
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,350
Total Monthly Price
$4,350
2016 Commonwealth Ave, Unit #2001 - 5
2016 Commonwealth AveBoston, MA 02135
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$4,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
2000 Commonwealth Ave, Unit #2003 -32
2000 Commonwealth AveBoston, MA 02135
Cash 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.
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$4,850
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,850
Total Monthly Price
$4,850
1999 Commonwealth Ave, Unit #31
1999 Commonwealth AveBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
64 Langley Rd
64 Langley RdBoston, MA 02135
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
35 Dickinson Rd, Unit 1
35 Dickinson RdBoston, MA 02135
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$4,200
Total Monthly Price
$4,200
5 Egan Way, Unit 2
5 Egan WayBoston, MA 02135
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$4,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
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$4,500
Total Monthly Price
$4,500
39 South St, Unit 5
39 South StBoston, MA 02135
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$2,295
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$2,295
Total Monthly Price
$2,295
39 South St, Unit 24
39 South StBoston, MA 02135
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$5,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
16 Gerald Rd, Unit 1
16 Gerald RdBoston, MA 02135
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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$10,500
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$10,500
Total Monthly Price
$10,500
44 Greycliff Rd, Unit 1
44 Greycliff RdBoston, MA 02135
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$4,799
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,799
Total Monthly Price
$4,799
25 Greycliff Rd, Unit #1
25 Greycliff RdBoston, MA 02135
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$2,999
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,999
Total Monthly Price
$2,999
137 Chiswick Rd, Unit #12
137 Chiswick RdBoston, MA 02135
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$3,299
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,299
Total Monthly Price
$3,299
160 Chestnut Hill Ave, Unit #15
160 Chestnut Hill AveBoston, MA 02135
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$2,499
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,499
Total Monthly Price
$2,499
258 Chestnut Hill Ave, Unit #12A
258 Chestnut Hill AveBoston, MA 02135
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$3,175
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,175
Total Monthly Price
$3,175
315 Foster St, Unit 2017 COMM AVE
315 Foster StBoston, MA 02135
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$3,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,650
Total Monthly Price
$3,650
25 South St, Unit #31 - B2
25 South StBoston, 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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$2,795
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,795
Total Monthly Price
$2,795
1857 Commonwealth Ave, Unit 3
1857 Commonwealth AveBoston, MA 02135
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$2,750
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
16 Chestnut Hill Ave, Unit 28-6
16 Chestnut Hill AveBoston, MA 02135
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$4,650
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,650
Total Monthly Price
$4,650
27 Greycliff Rd, Unit 1
27 Greycliff RdBoston, MA 02135
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$3,750
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,750
Total Monthly Price
$3,750
12 Nonantum St, Unit 1
12 Nonantum StBoston, MA 02135
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
30 Hatherly Rd, Unit 1
30 Hatherly RdBoston, MA 02135
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$2,100
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$2,100
Total Monthly Price
$2,100
2018 Commonwealth Avenue, Unit 48
2018 Commonwealth AvenueBoston, MA 02135
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$1,650
Plus Fees
1 Bedroom Apartments Available Jan 1, 2026Furnished Bedroom with Private Ensuite Bat
12 Nonantum StBoston, MA 02135
Navigating the Rental Market: Tips for First-Time Renters
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Showing Results 1-31, Page 1 of 1
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 | $2,401 | $1,950 | $3,205 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,505 | $1,050 | $4,500 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,392 | $1,975 | $5,200 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,939 | $2,550 | $6,005 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $5,365 | $3,150 | $9,600 |
| Chestnut Hill Middlesex 5 Bedroom Apartments | $7,086 | $4,300 | $9,000 |
| Chestnut Hill Middlesex 6 Bedroom Apartments | $9,870 | $6,000 | $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 31 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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Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
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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.
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.
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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
3.5Pet 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 Gated Chestnut Hill Middlesex Apartments
What is the Cheapest Gated apartment in Chestnut Hill Middlesex?
Currently the most affordable Gated Apartment in Chestnut Hill Middlesex is at 2018 Commonwealth Avenue, Unit 48 listed at $2,100.
How much is the average rent for a Gated Chestnut Hill Middlesex Apartment?
The average rent for a Gated Apartment in Chestnut Hill Middlesex is $4,004.
What is the largest Gated Chestnut Hill Middlesex Apartment for rent?
Today's Gated apartment with the most square footage in Chestnut Hill Middlesex is a 9,999 square feet unit starting from $2,295 at 39 South St, Unit 24.
What is the average size for Chestnut Hill Middlesex Gated Apartments for rent?
The average size for a Gated rental in Chestnut Hill Middlesex is currently at 3,472 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.