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Rent Specials
$2,970 - $6,095
Plus Fees
Studio to 3 Bedroom Apartments Available NowAvalon at Chestnut Hill
160 Boylston StChestnut Hill, MA 02467
Apartments for Rent in Chestnut Hill, MA with Swimming Pool (105 Rentals)
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$2,970
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,970
Total Monthly Price
$2,970
120 Gerry Rd, Unit 203
120 Gerry RdChestnut Hill, MA 02467
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$2,300
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
55 Broadlawn Park, Unit 17
55 Broadlawn ParkChestnut Hill, MA 02467
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$3,240 - $8,475
Plus Fees12 Month Lease Term
1 to 3 Bedroom Apartments Available NowThe Franklin at Hancock Village
201 Sherman RdBrookline, MA 02445
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$2,654 - $6,191
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,654 - $6,191
Total Monthly Price
$2,654 - $6,191
The Aven at Newton Highlands
99 Needham StNewton, MA 02461
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Rent Specials
$2,700 - $6,682
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,700 - $6,682
Total Monthly Price
$2,700 - $6,682
Overlook at St. Gabriels
175 Washington StBrighton, MA 02135
Apartment Common Area Rules: What Renters Need to Know
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$2,490 - $4,749
Plus Fees
Studio to 3 Bedroom Apartments Available NowThe Charley
46 Soldiers Field PlBoston, MA 02135
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Rent Specials
$3,925 - $7,775
Plus Fees
1 to 3 Bedroom Apartments Contact Us For Availability1443 Beacon
1443 Beacon StBrookline, MA 02446
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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
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$2,790 - $4,700
Plus Fees12 Month Lease Term
1 to 3 Bedroom Apartments Available NowBarclay on Beacon
1530 Beacon StBrookline, MA 02446
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$2,671 - $9,282
Total Monthly Price
1 to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,671 - $9,282
Total Monthly Price
$2,671 - $9,282
Gables Arsenal Street
204 Arsenal StWatertown, MA 02472
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$2,588 - $11,018
Total Monthly Price
Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,588 - $11,018
Total Monthly Price
$2,588 - $11,018
Elan Union Market
130 Arsenal StWatertown, MA 02472
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Rent Specials
$2,652 - $7,350
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,652 - $7,350
Total Monthly Price
$2,652 - $7,350
Lantera at Boston Landing
125 Guest StBoston, MA 02135
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$4,730
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,730
Total Monthly Price
$4,730
204 Sherman Rd, Unit 829
204 Sherman RdBoston College, MA 02467
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$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$4,000
Total Monthly Price
$4,000
95 Boylston St, Unit 3R
95 Boylston StBrookline, MA 02445
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$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
31 Westgate Rd, Unit 1
31 Westgate RdBoston College, MA 02467
It's time to soak up some sun!
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$3,400
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,400
Total Monthly Price
$3,400
85 Brainerd Rd, Unit 302
85 Brainerd RdBoston, MA 02134
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$2,400
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
15 Westgate Rd
15 Westgate RdBoston College, MA 02467
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$6,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,995
Total Monthly Price
$6,995
1471 Beacon St, Unit 6
1471 Beacon StBrookline, MA 02446
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$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
55 Colborne Rd, Unit #1
55 Colborne RdBoston, MA 02135
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$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
52 Colborne Rd, Unit #1
52 Colborne RdBoston, MA 02135
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
15 North Beacon St, Unit 420
15 North Beacon StBoston, MA 02134
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$2,100
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,100
Total Monthly Price
$2,100
50-56 Broadlawn Park, Unit 1
50-56 Broadlawn ParkBoston College, MA 02467
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$3,840
Total Monthly Price9 Month Lease Term
1 Bedroom Apartment Available Jul 9, 2026Total Monthly Price
Base Rent
$3,840
Total Monthly Price
$3,840
1441 Beacon St, Unit 105
1441 Beacon StBrookline, MA 02446
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$2,495
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,495
Total Monthly Price
$2,495
35 Westgate Rd, Unit 3
35 Westgate RdBoston College, MA 02467
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$2,495
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,495
Total Monthly Price
$2,495
14 Bryon Rd, Unit 3
14 Bryon RdBoston College, MA 02467
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
50-56 Broadlawn Park, Unit 3
50-56 Broadlawn ParkBoston College, MA 02467
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$2,350
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,350
Total Monthly Price
$2,350
1959 Commonwealth Ave, Unit 2
1959 Commonwealth AveBoston, MA 02135
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$2,200
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
124 Sutherland Rd, Unit 1
124 Sutherland RdBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
374 Chestnut Hill Ave, Unit 52
374 Chestnut Hill AveBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
33 Pond Ave, Unit 502
33 Pond AveBrookline, MA 02445
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
15 North Beacon St, Unit 1012
15 North Beacon StBoston, MA 02134
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$2,950
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
58 Winship St, Unit NA
58 Winship StBoston, MA 02135
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$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$3,200
Total Monthly Price
$3,200
6 Sutherland Rd, Unit 3
6 Sutherland 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
6 Sutherland Rd, Unit NA
6 Sutherland RdBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
19 Winchester St, Unit 604
19 Winchester StBrookline, MA 02446
Explore Like a Local: The Insider's Guide to Boston
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$2,450
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,450
Total Monthly Price
$2,450
110 Lanark Rd, Unit 12
110 Lanark RdBoston, MA 02135
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$3,610
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Dec 15Total Monthly Price
Base Rent
$3,610
Total Monthly Price
$3,610
12 Everett St, Unit 15-803
12 Everett StBoston, MA 02134
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$3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
94 Babcock St, Unit 3
94 Babcock StBrookline, MA 02446
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$7,595
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,595
Total Monthly Price
$7,595
1441 Beacon St, Unit 616
1441 Beacon StBrookline, MA 02446
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$2,825
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,825
Total Monthly Price
$2,825
144 North Beacon St, Unit A1d
144 North Beacon StBoston, MA 02135
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$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
1089 Commonwealth Ave, Unit Y-14
1089 Commonwealth AveBoston, MA 02215
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$3,700
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,700
Total Monthly Price
$3,700
7 Sutherland Rd, Unit 31
7 Sutherland RdBoston, MA 02135
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$1,950
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
1411 Commonwealth Ave, Unit 504
1411 Commonwealth AveBoston, MA 02135
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$2,825
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,825
Total Monthly Price
$2,825
144 North Beacon St, Unit B16
144 North Beacon StBoston, MA 02135
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$4,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
1965 Commonwealth Ave
1965 Commonwealth AveBoston, MA 02135
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
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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 with Swimming Pool | $2,471 | $1,100 | $5,650 |
| Chestnut Hill 1 Bedroom Apartments with Swimming Pool | $2,759 | $945 | $6,220 |
| Chestnut Hill 2 Bedroom Apartments with Swimming Pool | $3,465 | $375 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments with Swimming Pool | $4,051 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments with Swimming Pool | $4,798 | $1,550 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $5,993 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $7,991 | $1,150 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Chestnut Hill
See all Apartments in Chestnut HillExplore Chestnut Hill
Chestnut Hill, MA Local Guide
- Nearby Cities
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Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
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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.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestnut Hill, MA Rentals by Map
See the most popular apartments and homes in Chestnut Hill, MA
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 Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Chestnut Hill?
Currently the most affordable Apartment in Chestnut Hill with Swimming Pool is at 1411 Commonwealth Ave, Unit 504 listed at $1,950.
How much is the average rent for Chestnut Hill Apartments with Swimming Pool?
The average rent for a Apartment in Chestnut Hill with Swimming Pool is $3,587.
What is the largest Chestnut Hill Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Chestnut Hill is a 9,999 square feet unit starting from $2,825 at 142 North Beacon St, Unit A11.
What is the average size for Chestnut Hill Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Chestnut Hill is currently at 1,836 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.
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.
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.
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!