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4 Bedroom Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (94 Rentals)
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
41 Orkney Rd, Unit 3
41 Orkney RdBoston, MA 02135
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$6,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,400
Total Monthly Price
$6,400
229 Chestnut Hill Ave, Unit 229 Chestnut Hill Ave
229 Chestnut Hill AveBoston, MA 02135
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
41 Orkney Rd, Unit 41 Orkney Road
41 Orkney RdBoston, MA 02135
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$3,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
20 South St, Unit 1
20 South StBoston, MA 02135
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$3,650
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,650
Total Monthly Price
$3,650
148 Strathmore Rd, Unit 1
148 Strathmore RdBoston, MA 02135
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$6,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$6,400
Total Monthly Price
$6,400
229 Chestnut Hill Ave, Unit 1
229 Chestnut Hill AveBoston, MA 02135
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$7,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$7,500
Total Monthly Price
$7,500
15 Radnor Rd, Unit 1
15 Radnor RdBoston, MA 02135
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
41 Orkney Rd, Unit 3
41 Orkney RdBoston, MA 02135
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$7,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$7,600
Total Monthly Price
$7,600
235 Chestnut Hill Ave, Unit 1
235 Chestnut Hill AveBoston, MA 02135
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$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
41 Orkney Rd, Unit 3A
41 Orkney RdBoston, MA 02135
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$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
41 Orkney Rd, Unit 3
41 Orkney RdBoston, MA 02135
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$7,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$7,500
Total Monthly Price
$7,500
15 Radnor Rd, Unit 1
15 Radnor RdBoston, MA 02135
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$4,300
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,300
Total Monthly Price
$4,300
132 Kilsyth Rd, Unit 2
132 Kilsyth RdBoston, MA 02135
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$5,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
41 Orkney Rd, Unit 2
41 Orkney RdBoston, MA 02135
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
225 Chestnut Hill Ave, Unit 1
225 Chestnut Hill AveBoston, MA 02135
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$5,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
9 Radnor Rd, Unit 2
9 Radnor RdBoston, MA 02135
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$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
5 Ayr Rd, Unit 1
5 Ayr RdBoston, MA 02135
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$5,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
41 Orkney Rd, Unit 2
41 Orkney RdBoston, MA 02135
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$5,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,800
Total Monthly Price
$5,800
48 Englewood Ave, Unit 3
48 Englewood AveBoston, MA 02135
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$5,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
41 Orkney Rd, Unit 2
41 Orkney RdBoston, MA 02135
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$4,650
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,650
Total Monthly Price
$4,650
43 Orkney Rd, Unit 1
43 Orkney RdBoston, MA 02135
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
97 Kilsyth Rd, Unit 3
97 Kilsyth RdBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 23, 2026Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
61 Radnor Rd, Unit 2
61 Radnor RdBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 23, 2026Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
49 Radnor Rd, Unit 2
49 Radnor RdBoston, MA 02135
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$3,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
97 Kilsyth Rd, Unit 4
97 Kilsyth RdBoston, MA 02135
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$4,700
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,700
Total Monthly Price
$4,700
43 Orkney Rd
43 Orkney RdBoston, MA 02135
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
97 Kilsyth Rd, Unit 3
97 Kilsyth RdBoston, MA 02135
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
99 Kilsyth Rd, Unit 3
99 Kilsyth RdBoston, MA 02135
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
97 Kilsyth Rd, Unit 3
97 Kilsyth RdBoston, MA 02135
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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$6,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,200
Total Monthly Price
$6,200
21 Radnor Rd
21 Radnor RdBoston, MA 02135
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$4,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,600
Total Monthly Price
$4,600
43 Orkney Rd, Unit 1
43 Orkney RdBoston, MA 02135
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$5,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,800
Total Monthly Price
$5,800
48 Englewood Ave, Unit #3
48 Englewood AveBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
231 Chestnut Hill Ave, Unit 2
231 Chestnut Hill AveBoston, MA 02135
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$6,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,200
Total Monthly Price
$6,200
21 Radnor Rd
21 Radnor RdBoston, MA 02135
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$6,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,200
Total Monthly Price
$6,200
21 Radnor Rd, Unit 21
21 Radnor RdBoston, MA 02135
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
225 Chestnut Hill Ave, Unit 1
225 Chestnut Hill AveBoston, MA 02135
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$5,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
48 Englewood Ave, Unit 1
48 Englewood AveBoston, MA 02135
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$5,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
9 Radnor Rd
9 Radnor RdBoston, MA 02135
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$9,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$9,600
Total Monthly Price
$9,600
292 Foster St, Unit 44
292 Foster StBoston, MA 02135
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$7,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$7,600
Total Monthly Price
$7,600
235 Chestnut Hill Ave, Unit 1
235 Chestnut Hill AveBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
231 Chestnut Hill Ave, Unit uni2 4-bed 2-bath
231 Chestnut Hill AveBoston, MA 02135
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
6 Colliston Rd
6 Colliston RdBoston, MA 02135
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
97 Kilsyth Rd, Unit 3
97 Kilsyth RdBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
42 Englewood Ave
42 Englewood AveBoston, MA 02135
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$3,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
8 South St, Unit 2
8 South StBoston, MA 02135
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$4,100
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,100
Total Monthly Price
$4,100
148 Strathmore Rd, Unit 1
148 Strathmore RdBoston, MA 02135
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$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
235 Chestnut Hill Ave
235 Chestnut Hill AveBoston, MA 02135
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$6,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
9 Radnor Rd, Unit 1
9 Radnor RdBoston, MA 02135
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$6,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 30, 2026Total Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
15 Radnor Rd, Unit 1
15 Radnor RdBoston, MA 02135
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Chestnut Hill, Boston, 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 | $2,160 | $1,775 | $3,720 |
| Chestnut Hill 1 Bedroom Apartments | $2,675 | $1,150 | $4,500 |
| Chestnut Hill 2 Bedroom Apartments | $3,223 | $2,300 | $5,200 |
| Chestnut Hill 3 Bedroom Apartments | $4,193 | $2,700 | $6,075 |
Chestnut Hill 4 Bedroom Apartments | $5,329 | $3,500 | $9,600 |
| Chestnut Hill 5 Bedroom Apartments | $6,566 | $5,000 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,959 | $6,500 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 94 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Chestnut Hill, Boston, MA Local Guide
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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.
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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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Pet Friendly LifestyleChestnut Hill, Boston, MA
Ranked #79
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 51 Studio Apartments in Chestnut Hill with rent ranges from $1,775 to $3,720 with an average price of $2,160.
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 $1,150 to $4,500 with an average monthly rent of $2,675.
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 $2,300 to $5,200. Today's average rental price for Two Bedrooms here is $3,223.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 92 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $2,700 to $6,075 - averaging $4,193 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.
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.