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$4,700
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,700
Total Monthly Price
$4,700
66 Litchfield St, Unit 1
66 Litchfield StBoston, MA 02135
5 Bedroom Apartments for Rent in Chestnut Hill, MA (329 Rentals) Page 2 of 7
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$4,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
47 Orkney Rd, Unit 2
47 Orkney RdBoston, MA 02135
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$4,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
34 Brainerd Rd, Unit 2
34 Brainerd RdBoston, 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
74 Brooks St, Unit 2
74 Brooks 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
96 Columbia St, Unit 2
96 Columbia StBrookline, MA 02446
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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
26 Bothwell Rd, Unit 1
26 Bothwell RdBoston, MA 02135
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$6,325
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,325
Total Monthly Price
$6,325
7 Farrington Ave, Unit 1
7 Farrington AveBoston, MA 02134
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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
18 Glenville Ave, Unit 2
18 Glenville AveBoston, MA 02134
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$1,020
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,020
Total Monthly Price
$1,020
120 Holton St, Unit 120 Holton
120 Holton StBoston, 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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$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
58 Saunders St
58 Saunders StBoston, MA 02134
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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
36 Raymond St, Unit A
36 Raymond StBoston, 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, Unit 2
1914 Beacon StBoston, MA 02135
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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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$6,500
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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$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, Unit 1
153 Foster StBoston, MA 02135
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$7,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,500
Total Monthly Price
$7,500
25 Gibbs St, Unit 1
25 Gibbs StBrookline, MA 02446
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$8,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,000
Total Monthly Price
$8,000
81 Gibbs St, Unit 2
81 Gibbs 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
29 Montcalm Ave, Unit 2
29 Montcalm AveBoston, MA 02135
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
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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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$5,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
42 Burton St, Unit 2
42 Burton StBoston, MA 02135
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$7,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,000
Total Monthly Price
$7,000
20 Mossdale Rd
20 Mossdale RdBoston, MA 02130
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$7,700
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,700
Total Monthly Price
$7,700
38 Babcock St, Unit 3
38 Babcock 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
34 Raymond St, Unit 34A
34 Raymond 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
34 Raymond St, Unit A
34 Raymond StBoston, 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
62 Saunders St
62 Saunders 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
96 Columbia St, Unit 2
96 Columbia StBrookline, MA 02446
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$7,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,000
Total Monthly Price
$7,000
288 Foster St, Unit #2
288 Foster StBoston, MA 02135
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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
23 Aldie St, Unit #1
23 Aldie StBoston, 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
74 Brooks St, Unit 2
74 Brooks StBoston, MA 02135
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$4,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
39 Falkland St, Unit 39
39 Falkland StBoston, 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
64 Litchfield St, Unit 1
64 Litchfield StBoston, MA 02135
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$4,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
23 Aldie St, Unit 1
23 Aldie StBoston, 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
452 Centre St, Unit 2
452 Centre StBoston, MA 02130
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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
9 Wadsworth St, Unit 1,
9 Wadsworth StBoston, 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
86 Linden St, Unit 1m
86 Linden StBoston, MA 02134
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$5,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
45 Montcalm Ave, Unit 1
45 Montcalm AveBoston, MA 02135
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$4,875
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,875
Total Monthly Price
$4,875
40 Orchard Rd, Unit 2
40 Orchard RdBrookline, MA 02445
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$6,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,400
Total Monthly Price
$6,400
129 Sutherland Rd, Unit 2
129 Sutherland RdBoston, MA 02135
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$7,850
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,850
Total Monthly Price
$7,850
23 Highgate St, Unit 3
23 Highgate 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
75 Leicester St, Unit 2
75 Leicester 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
30 Linden St, Unit 30 Linden, #30, Boston
30 Linden 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
7 Justin Rd
7 Justin 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
23 Moraine St
23 Moraine StBoston, MA 02130
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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
129 Sutherland Rd
129 Sutherland RdBoston, MA 02135
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$4,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
140 Brooks St, Unit 2
140 Brooks StBoston, MA 02135
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$7,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,000
Total Monthly Price
$7,000
1284 Commonwealth Ave, Unit 5
1284 Commonwealth AveBoston, MA 02134
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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
699 Washington St
699 Washington 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
28 Linden St
28 Linden 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
17 Greylock Rd
17 Greylock RdBoston, MA 02134
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.