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Rent Specials
$3,375 - $6,530
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowHancock Village
1 Hancock Village DrChestnut Hill, MA 02467
2 Bedroom Apartments for Rent in Chestnut Hill, MA (1,426 Rentals)
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Rent Specials
$5,750 - $6,530
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowHancock Estates
200 Estate DrChestnut Hill, MA 02467
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Rent Specials
$4,345 - $4,700
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowThe Adams at Hancock Village
101 Asheville RdChestnut Hill, MA 02467
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Rent Specials
$3,687 - $4,770
Plus Fees
2 Bedroom Apartments Available NowAvalon at Chestnut Hill
160 Boylston StChestnut Hill, MA 02467
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$3,820
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,820
Total Monthly Price
$3,820
156 Gerry Rd, Unit 1
156 Gerry RdChestnut Hill, MA 02467
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$3,455
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,455
Total Monthly Price
$3,455
39 Gerry Rd, Unit 1
39 Gerry RdChestnut Hill, MA 02467
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$3,565
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,565
Total Monthly Price
$3,565
235 Gerry Rd, Unit 1
235 Gerry RdChestnut Hill, MA 02467
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$3,455
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,455
Total Monthly Price
$3,455
39 Gerry Rd, Unit 1
39 Gerry RdChestnut Hill, MA 02467
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$3,820
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,820
Total Monthly Price
$3,820
94 Gerry Rd, Unit 1
94 Gerry RdChestnut Hill, MA 02467
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$3,820
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,820
Total Monthly Price
$3,820
156 Gerry Rd, Unit 1
156 Gerry RdChestnut Hill, MA 02467
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$3,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,710
Total Monthly Price
$3,710
115 Gerry Rd, Unit 1
115 Gerry RdChestnut Hill, MA 02467
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$3,455
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,455
Total Monthly Price
$3,455
491 Vfw Pky, Unit 1
491 Vfw PkyChestnut Hill, MA 02467
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$3,820
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,820
Total Monthly Price
$3,820
94 Gerry Rd, Unit 1
94 Gerry RdChestnut Hill, MA 02467
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$3,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,710
Total Monthly Price
$3,710
115 Gerry Rd, Unit 1
115 Gerry RdChestnut Hill, MA 02467
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$3,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,710
Total Monthly Price
$3,710
128 Gerry Rd, Unit 1
128 Gerry RdChestnut Hill, MA 02467
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$4,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,100
Total Monthly Price
$4,100
326 Hammond St, Unit 3
326 Hammond StChestnut Hill, MA 02467
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$3,455
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,455
Total Monthly Price
$3,455
136 Thornton Rd, Unit 1
136 Thornton RdChestnut Hill, MA 02467
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$3,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,300
Total Monthly Price
$3,300
62 Crosby Road, Unit 1
62 Crosby RoadChestnut Hill, MA 02467
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$3,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,710
Total Monthly Price
$3,710
180 Thornton Rd
180 Thornton RdChestnut Hill, MA 02467
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$3,710
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,710
Total Monthly Price
$3,710
180 Thornton Rd, Unit 1
180 Thornton RdChestnut Hill, MA 02467
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$3,810
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,810
Total Monthly Price
$3,810
76 Gerry Rd, Unit 1
76 Gerry RdChestnut Hill, MA 02467
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$3,770
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,770
Total Monthly Price
$3,770
165 Gerry Rd
165 Gerry RdChestnut Hill, MA 02467
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$3,715
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,715
Total Monthly Price
$3,715
55 Gerry Rd, Unit 1
55 Gerry RdChestnut Hill, MA 02467
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$3,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,700
Total Monthly Price
$3,700
172 Thornton Rd, Unit 1
172 Thornton RdChestnut Hill, MA 02467
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$3,810
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,810
Total Monthly Price
$3,810
116 Independence Dr
116 Independence DrChestnut Hill, MA 02467
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$3,810
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,810
Total Monthly Price
$3,810
235 Gerry Rd, Unit 4
235 Gerry RdChestnut Hill, MA 02467
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$2,999
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,999
Total Monthly Price
$2,999
165 Grove St, Unit #6
165 Grove StChestnut Hill, MA 02467
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$3,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
110 Gerry Rd, Unit #108
110 Gerry RdChestnut Hill, MA 02467
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$3,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,700
Total Monthly Price
$3,700
285 Beverly Rd, Unit #2
285 Beverly RdChestnut Hill, MA 02467
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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
326 Hammond St, Unit 401
326 Hammond StChestnut Hill, MA 02467
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.
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$5,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$5,200
Total Monthly Price
$5,200
18 Glenland Rd, Unit 1
18 Glenland RdChestnut Hill, MA 02467
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$5,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
18 Glenland Rd, Unit 1
18 Glenland RdChestnut Hill, MA 02467
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$3,595
Plus Fees
2 Bedroom Apartments Available Now204 Independence Dr
204 Independence DrChestnut Hill, MA 02446
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$3,465
Plus Fees
2 Bedroom Apartments Available Now563 VFW Parkway
563 VFW ParkwayChestnut Hill, MA 02467
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The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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Rent Specials
$4,535 - $6,515
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowThe Franklin at Hancock Village
201 Sherman RdBrookline, MA 02445
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Rent Specials
$5,365
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,795 - $6,385
Total Monthly Price
$2,795 - $6,385
The Indie
35-43 Braintree StBoston, MA 02134
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$3,700 - $3,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,500 - $3,800
Total Monthly Price
$2,500 - $3,800
Linden Apartments
199 Gardner StWest Roxbury, MA 02132
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Rent Specials
$4,160 - $4,672
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,084 - $5,539
Required Monthly Fees
$65
Total Monthly Price
$3,149 - $5,604
Avalon Brighton
139 Washington StBrighton, MA 02135
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Rent Specials
$4,327 - $4,720
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,892 - $4,720
Total Monthly Price
$2,892 - $4,720
Harper
80 Rugg RdAllston, MA 02134
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Rent Specials
$3,838 - $19,954
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,197 - $19,954
Total Monthly Price
$3,197 - $19,954
Trio Newton
845 Washington StNewton, MA 02460
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 | $2,449 | $1,650 | $5,650 |
| Chestnut Hill 1 Bedroom Apartments | $2,794 | $950 | $6,298 |
Chestnut Hill 2 Bedroom Apartments | $3,444 | $375 | $9,780 |
| Chestnut Hill 3 Bedroom Apartments | $4,047 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,800 | $1,225 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $6,050 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,336 | $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
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Chestnut Hill, MA Local Guide
- Nearby Cities
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Cheapest Available Chestnut Hill 2 Bedroom Apartments
As of January 02, 2026 the lowest priced 2 Bedroom apartment unit in Chestnut Hill, MA is the Two Bedroom Model starting from $2,120 at Stony Brook Village in the Brush Hill neighborhood. The second most affordable Chestnut Hill 2 Bedroom is the 2 Bedroom Model at 1459-1461 VFW Pky starting at $2,250 in the East Dedham neighborhood. The average price for all 2 Bedroom apartments in Chestnut Hill is currently $3,444. Here is today’s list of the cheapest available 2 Bedroom options in Chestnut Hill:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Stony Brook Village | Two Bedroom | $2,120 |
| 1459-1461 VFW Pky | 2 Bedroom | $2,250 |
| Hamilton Union | 400 Cambridge Block-1Bd | $2,300 |
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 ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
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
Frequently Asked Questions about 2 Bedroom Chestnut Hill Apartments
What is the Cheapest apartment in Chestnut Hill with 2 Bedroom?
Currently the most affordable 2 Bedroom in Chestnut Hill is at Stony Brook Village listed at $2,120.
How much is the average rent for a 2 Bedroom Chestnut Hill Apartment?
The average rent for a 2 Bedroom Apartment in Chestnut Hill is $3,444.
What is the largest available 2 Bedroom Chestnut Hill Apartment for rent?
Today's apartment with the most square footage in Chestnut Hill is a square feet unit at .
What is the average size for Chestnut Hill 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Chestnut Hill is currently 2,185 sq ft.
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
Written by: Amelia Ramstead
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
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 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.
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!