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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
452 Centre St, Unit 2
452 Centre StBoston, MA 02130
5 Bedroom Apartments for Rent in Chestnut Hill, MA (329 Rentals) Page 3 of 7
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$6,500
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5 Bedroom Apartment Available NowTotal Monthly Price
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$6,500
Total Monthly Price
$6,500
57 Glenville Ave
57 Glenville AveBoston, MA 02134
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
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$6,000
Total Monthly Price
$6,000
41 Ashford St, Unit 1
41 Ashford StBoston, MA 02134
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$5,300
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,300
Total Monthly Price
$5,300
11 Henshaw St, Unit 1
11 Henshaw StBoston, MA 02135
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$6,750
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,750
Total Monthly Price
$6,750
73 Gordon St, Unit 7
73 Gordon StBoston, MA 02134
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$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
24 Greylock Rd, Unit 2
24 Greylock RdBoston, MA 02134
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$5,700
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,700
Total Monthly Price
$5,700
26 Playstead Rd, Unit 2
26 Playstead RdNewton, MA 02458
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$8,750
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,750
Total Monthly Price
$8,750
2021 Commonwealth Avenue, Unit D
2021 Commonwealth AvenueBoston, MA 02135
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$5,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
34 Orkney Rd, Unit 2
34 Orkney RdBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
16 Foster St
16 Foster StBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
186 Kelton St, Unit 2
186 Kelton StBoston, MA 02134
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$6,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,200
Total Monthly Price
$6,200
17 Holman St, Unit 1
17 Holman StBoston, MA 02134
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$8,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,500
Total Monthly Price
$8,500
119 Westbourne Ter, Unit 1
119 Westbourne TerBrookline, MA 02446
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$8,600
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,600
Total Monthly Price
$8,600
163 Foster St, Unit 153 #1
163 Foster StBoston, MA 02135
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$5,250
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,250
Total Monthly Price
$5,250
25 Mapleton St, Unit 2
25 Mapleton StBoston, MA 02135
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$5,250
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,250
Total Monthly Price
$5,250
81 Mapleton St, Unit 2
81 Mapleton StBoston, MA 02135
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$8,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,500
Total Monthly Price
$8,500
119 Westbourne Ter, Unit 1
119 Westbourne TerBrookline, MA 02446
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$5,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,800
Total Monthly Price
$5,800
12 Chester St, Unit 2
12 Chester StBoston, MA 02134
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$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
32 Perthshire Rd
32 Perthshire RdBoston, MA 02135
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$5,900
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,900
Total Monthly Price
$5,900
4 Farrington Ave
4 Farrington AveBoston, MA 02134
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$4,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
42 Gerrish St, Unit 1
42 Gerrish StBoston, MA 02135
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$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
79 Brighton Ave, Unit 1
79 Brighton AveBoston, MA 02134
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$6,050
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,050
Total Monthly Price
$6,050
86 Linden St, Unit 1
86 Linden StBoston, MA 02134
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$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
34 Pratt St
34 Pratt StBoston, MA 02134
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$8,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,500
Total Monthly Price
$8,500
119 Westbourne Ter
119 Westbourne TerBrookline, MA 02446
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$4,600
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,600
Total Monthly Price
$4,600
64-66 Litchfield St, Unit 1
64-66 Litchfield StBoston, MA 02135
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$5,300
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,300
Total Monthly Price
$5,300
7 Farrington Ave, Unit 1
7 Farrington AveBoston, MA 02134
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$5,900
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,900
Total Monthly Price
$5,900
1914 Beacon St
1914 Beacon StBoston, MA 02135
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$9,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$9,000
Total Monthly Price
$9,000
153 Foster St
153 Foster StBoston, MA 02135
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$14,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$14,000
Total Monthly Price
$14,000
27 Orkney Rd, Unit 2
27 Orkney RdBoston, MA 02135
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$4,600
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,600
Total Monthly Price
$4,600
194 Kelton St, Unit 3
194 Kelton StBoston, MA 02134
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$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
28 Linden St, Unit 1
28 Linden StBoston, MA 02134
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$5,600
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
42 Brainerd Rd, Unit 2
42 Brainerd RdBoston, MA 02134
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
14-16 Seager Ct, Unit 1
14-16 Seager CtBoston, MA 02135
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$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
21 Ashford St
21 Ashford StBoston, MA 02134
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$4,100
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,100
Total Monthly Price
$4,100
785 Washington St, Unit 2
785 Washington StBrookline, MA 02446
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$5,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
28 Linden St, Unit 1
28 Linden StBoston, MA 02134
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$5,250
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,250
Total Monthly Price
$5,250
47 Orkney Rd, Unit 2
47 Orkney RdBoston, MA 02135
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$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
21 Ashford St
21 Ashford StBoston, MA 02134
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$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
17 Holman St, Unit 1
17 Holman StBoston, MA 02134
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$8,950
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 24, 2026Total Monthly Price
Base Rent
$8,950
Total Monthly Price
$8,950
241 Foster St, Unit 1
241 Foster StBoston, MA 02135
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$9,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 24Total Monthly Price
Base Rent
$9,000
Total Monthly Price
$9,000
153 Foster St
153 Foster StBoston, MA 02135
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$5,900
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,900
Total Monthly Price
$5,900
1914 Beacon St, Unit 2
1914 Beacon StBoston, MA 02135
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$5,900
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,900
Total Monthly Price
$5,900
1914 Beacon St, Unit 2
1914 Beacon StBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
17 Holman St
17 Holman StBoston, MA 02134
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$9,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$9,800
Total Monthly Price
$9,800
180 Clark Rd, Unit A
180 Clark RdBrookline, MA 02445
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$4,300
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,300
Total Monthly Price
$4,300
69 Breck Ave
69 Breck AveBoston, MA 02135
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$5,100
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,100
Total Monthly Price
$5,100
14 Farrington Ave, Unit 1
14 Farrington AveBoston, MA 02134
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$5,600
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
42 Brainerd Rd, Unit 2
42 Brainerd RdBoston, MA 02134
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$6,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,200
Total Monthly Price
$6,200
8 Kilsyth Rd, Unit 3
8 Kilsyth RdBrookline, MA 02445
Chestnut Hill, 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 | $2,441 | $900 | $9,695 |
| Chestnut Hill 1 Bedroom Apartments | $2,806 | $950 | $8,526 |
| Chestnut Hill 2 Bedroom Apartments | $3,446 | $375 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $3,986 | $999 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,742 | $1,050 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $5,762 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $7,665 | $1,200 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Getting Around Chestnut Hill, MA
Walk Score®
54 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
47 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
46 / 100
Some Transit
A few 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
How much are Studio apartments in Chestnut Hill?
There are currently 528 Studio Apartments in Chestnut Hill with rent ranges from $900 to $9,695 with an average price of $2,441.
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 $950 to $8,526 with an average monthly rent of $2,806.
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 $375 to $11,335. Today's average rental price for Two Bedrooms here is $3,446.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 1,517 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $999 to $12,500 - averaging $3,986 for the location.
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.
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.
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.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.