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$2,950
Plus Fees
2 Bedroom Apartments Available Jan 1, 202665 Chiswick Rd
65 Chiswick RdBoston, MA 02135
Luxury Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (392 Rentals) Page 6 of 8
The most luxurious Apartments in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.
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$2,500
Plus Fees
1 Bedroom Apartments Available Now288 Chestnut Hill Ave
288 Chestnut Hill AveBoston, MA 02135
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$2,550
Plus Fees
1 Bedroom Apartments Available Now286 Chestnut Hill Ave
286 Chestnut Hill AveBoston, MA 02135
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$3,605
Total Monthly Price
1 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$3,230
Required Monthly Fees
$375
Total Monthly Price
$3,605
1925 Commonwealth Ave
1925 Commonwealth AveBoston, MA 02135
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$2,875
Plus Fees
1 Bedroom Apartments Available Now288 Chestnut Hill Ave
288 Chestnut Hill AveBoston, MA 02135
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$2,750
Plus Fees
1 Bedroom Apartments Available Now288 Chestnut Hill Ave
288 Chestnut Hill AveBoston, MA 02135
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$4,500
Plus Fees
3 Bedroom Apartments Available Sep 1, 20262 Sutherland Rd
2 Sutherland RdBoston, MA 02135
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$4,500
Plus Fees
3 Bedroom Apartments Available Aug 1, 2026370 Chestnut Hill Ave
370 Chestnut Hill AveBoston, MA 02135
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$14,200
Plus Fees
8 Bedroom Apartments Available Aug 31, 20261778 Commonwealth Ave
1778 Commonwealth AveBoston, MA 02135
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$11,375
Plus Fees
6 Bedroom Apartments Available Aug 15, 20261778 Commonwealth Ave
1778 Commonwealth AveBoston, MA 02135
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$5,500
Plus Fees
4 Bedroom Apartments Available Jun 1, 20261778 Commonwealth Ave
1778 Commonwealth AveBoston, MA 02135
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$3,120
Total Monthly Price
2 Bedroom Apartments Available May 1, 2026Total Monthly Price
Base Rent
$2,680
Required Monthly Fees
$440
Total Monthly Price
$3,120
35 South St
35 South StBoston, MA 02135
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$5,040
Plus Fees
3 Bedroom Apartments Available Sep 1, 20261999 Commonwealth Avenue
1999 Commonwealth AvenueBoston, MA 02135
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$5,040
Plus Fees
3 Bedroom Apartments Available Sep 1, 20262001 Commonwealth Ave
2001 Commonwealth AveBoston, MA 02135
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21 Sutherland Rd
BostonMA02135
101 Kilsyth Rd
BostonMA02135
6 Lothian Rd
BostonMA02135
183 Strathmore Rd
BostonMA02135
231 Chestnut Hill Ave
BostonMA02135
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Rent Specials
$3,125 - $3,995
Plus Fees
1 to 2 Bedroom Apartments Available NowReservoir Towers
1931 Commonwealth AveBrighton, MA 02135
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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
$3,290 - $6,285
Plus Fees
Studio to 3 Bedroom Apartments Available NowAvalon at Chestnut Hill
160 Boylston StChestnut Hill, MA 02467
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$2,300 - $4,400
Plus Fees12 Month Lease Term
1 to 3 Bedroom Apartments Available NowReservoir Court
1862-1870 Beacon StBrookline, MA 02445
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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
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 | $2,222 | $1,850 | $3,810 |
| Chestnut Hill 1 Bedroom Apartments | $2,661 | $1,150 | $4,500 |
| Chestnut Hill 2 Bedroom Apartments | $3,253 | $2,295 | $5,200 |
| Chestnut Hill 3 Bedroom Apartments | $4,241 | $2,700 | $6,360 |
| Chestnut Hill 4 Bedroom Apartments | $5,401 | $3,500 | $9,600 |
| Chestnut Hill 5 Bedroom Apartments | $6,439 | $5,000 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,922 | $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 392 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 51 Studio Apartments in Chestnut Hill with rent ranges from $1,850 to $3,810 with an average price of $2,222.
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 $1,150 to $4,500 with an average monthly rent of $2,661.
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 $2,295 to $5,200. Today's average rental price for Two Bedrooms here is $3,253.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 100 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $2,700 to $6,360 - averaging $4,241 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
The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
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!