30 Bentley St, Unit 1
30 Bentley St
BostonMA02135
Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (470 Rentals) Page 7 of 10
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$5,900
Plus Fees
4 Bedroom Apartments Available Sep 1, 2026235 Commonwealth Ave
235 Commonwealth AveNewton, MA 02467
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$6,600
Plus Fees
6 Bedroom Apartments Available Sep 1, 2026233 Commonwealth Ave
233 Commonwealth AveNewton, MA 02467
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$2,100
Plus Fees
1 Bedroom Apartments Available Now2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
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$4,540
Plus Fees
2 Bedroom Apartments Contact Us For Availability160 Boylston St
160 Boylston StNewton, MA 02467
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$4,590
Plus Fees
2 Bedroom Apartments Contact Us For Availability160 Boylston St
160 Boylston StNewton, MA 02467
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$3,050
Total Monthly Price
2 Bedroom Apartments Available Jan 18, 2026Total Monthly Price
Base Rent
$2,610
Required Monthly Fees
$440
Total Monthly Price
$3,050
35 South St
35 South StBoston, MA 02135
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$3,755
Total Monthly Price
1 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$3,380
Required Monthly Fees
$375
Total Monthly Price
$3,755
1925 Commonwealth Ave
1925 Commonwealth AveBoston, MA 02135
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$3,755
Total Monthly Price
1 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$3,380
Required Monthly Fees
$375
Total Monthly Price
$3,755
1925 Commonwealth Ave
1925 Commonwealth AveBoston, MA 02135
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$2,500
Plus Fees
1 Bedroom Apartments Available Nov 14288 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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$2,750
Plus Fees
1 Bedroom Apartments Available Now288 Chestnut Hill Ave
288 Chestnut Hill 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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$5,850
Plus Fees
4 Bedroom Apartments Available Sep 1, 2026209 Chestnut Hill Ave
209 Chestnut Hill AveBoston, MA 02135
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$5,850
Plus Fees
4 Bedroom Apartments Available Sep 1, 2026209 Chestnut Hill Ave
209 Chestnut Hill AveBoston, MA 02135
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$5,850
Plus Fees
4 Bedroom Apartments Available Sep 1, 2026209 Chestnut Hill Ave
209 Chestnut Hill AveBoston, MA 02135
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$3,200
Plus Fees
3 Bedroom Apartments Available Now27 S Crescent Circuit
27 S Crescent CircuitBoston, MA 02135
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$2,755
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,400
Required Monthly Fees
$355
Total Monthly Price
$2,755
181 Washington St
181 Washington StBoston, MA 02135
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$3,105
Total Monthly Price
Studio Apartments Available Jan 18, 2026Total Monthly Price
Base Rent
$2,740
Required Monthly Fees
$365
Total Monthly Price
$3,105
181 Washington St
181 Washington StBoston, MA 02135
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$3,135
Total Monthly Price
1 Bedroom Apartments Available Nov 22Total Monthly Price
Base Rent
$2,780
Required Monthly Fees
$355
Total Monthly Price
$3,135
181 Washington St
181 Washington StBoston, MA 02135
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$3,165
Total Monthly Price
Studio Apartments Available May 2, 2026Total Monthly Price
Base Rent
$2,820
Required Monthly Fees
$345
Total Monthly Price
$3,165
181 Washington St
181 Washington StBoston, MA 02135
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$3,325
Total Monthly Price
2 Bedroom Apartments Available Dec 21Total Monthly Price
Base Rent
$2,890
Required Monthly Fees
$435
Total Monthly Price
$3,325
181 Washington St
181 Washington StBoston, MA 02135
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$4,035
Total Monthly Price
2 Bedroom Apartments Available Jan 1, 2026Total Monthly Price
Base Rent
$3,600
Required Monthly Fees
$435
Total Monthly Price
$4,035
181 Washington St
181 Washington StBoston, MA 02135
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$3,500
Plus Fees
4 Bedroom Apartments Available Now22-24 Eastburn St.
22-24-24 Eastburn StBoston, MA 02135
42 Crosby Rd
NewtonMA02467
42 Crosby Rd
NewtonMA02467
74 Manet Rd
NewtonMA02467
68 Manet Rd
NewtonMA02467
74 Manet Rd
NewtonMA02467
28 Manet Rd
NewtonMA02467
28 Manet Rd
NewtonMA02467
29 Merrill Rd
NewtonMA02459
66 Algonquin Rd
NewtonMA02467
50 Undine Rd
BostonMA02135
9-11 Undine Rd. Unit 1
9-11-11 Undine Rd
BostonMA02135
Chestnut Hill Middlesex, Boston College, MA Local Guide
How much does it cost to rent a home in Chestnut Hill Middlesex?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Middlesex 2 Bedroom Homes for Rent | $3,103 | $1,900 | $4,800 |
| Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $3,878 | $2,500 | $6,500 |
| Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,372 | $1,080 | $9,600 |
| Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $7,849 | $850 | $10,000+ |
| Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $6,942 | $930 | $10,000+ |
| Chestnut Hill Middlesex 7 Bedroom Homes for Rent | $11,200 | $10,000 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 470 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
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Frequently Asked Questions about Chestnut Hill Middlesex
What type of rentals are currently available in Chestnut Hill Middlesex?
There are currently 431 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $13,500. There are also 470 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $850 to $36,000.
What is the current price range for Rental Homes in Chestnut Hill Middlesex?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill Middlesex ranges from $850 to $36,000 with an average monthly rent of $7,107.
How much are larger Three and Four Bedroom Rentals in Chestnut Hill Middlesex?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill Middlesex range from $2,550 to $5,955, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $6,500. Four Bedroom Single-Family rentals are also available starting from $1,080 and Four Bedroom Apartments start at $3,200.
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.