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$1,850 - $5,500
Plus Fees
Studio to 5 Bedroom Apartments Available Now35 Orkney Rd
35 Orkney RdBoston, MA 02135
Luxury Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (389 Rentals)
The most luxurious Apartments in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.
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$3,500
Total Monthly Price
1 Bedroom Apartment Available Dec 14Total Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
90 Kilsyth Rd, Unit 37
90 Kilsyth RdBoston, MA 02135
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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
145 Englewood Ave, Unit 2
145 Englewood AveBoston, MA 02135
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$5,400
Total Monthly Price
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
20 South St, Unit 2
20 South StBoston, MA 02135
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$5,400
Total Monthly Price
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
15 South St, Unit 2
15 South StBoston, MA 02135
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$3,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Dec 13Total Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
90 Kilsyth Rd, Unit 37
90 Kilsyth RdBoston, MA 02135
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$3,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
90 Kilsyth Rd, Unit 37
90 Kilsyth RdBoston, MA 02135
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$9,600
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 1, 2026Total Monthly Price
Base Rent
$9,600
Total Monthly Price
$9,600
5 Ayr Rd, Unit 1
5 Ayr RdBoston, MA 02135
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$3,595
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,595
Total Monthly Price
$3,595
10 Selkirk Rd, Unit 2
10 Selkirk 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
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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$5,040
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,040
Total Monthly Price
$5,040
1999 Commonwealth Ave, Unit A12A
1999 Commonwealth AveBoston, MA 02135
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$4,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
47 Englewood Ave, Unit 1
47 Englewood AveBoston, MA 02135
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$9,600
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 1, 2026Total Monthly Price
Base Rent
$9,600
Total Monthly Price
$9,600
5 Ayr Rd, Unit 1
5 Ayr RdBoston, MA 02135
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$3,354
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,354
Total Monthly Price
$3,354
1874 Commonwealth Ave, Unit 1
1874 Commonwealth AveBoston, MA 02135
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$5,040
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$5,040
Total Monthly Price
$5,040
1997 Commonwealth Ave, Unit 1
1997 Commonwealth AveBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
6 Sutherland Rd, Unit 31
6 Sutherland 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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$4,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
1870 Commonwealth Ave, Unit 12A
1870 Commonwealth AveBoston, MA 02135
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$5,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jul 31, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
34 Orkney Rd, Unit 3
34 Orkney 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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$2,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
63 Selkirk Rd, Unit #1
63 Selkirk 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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$5,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Aug 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
34 Orkney Rd, Unit #3
34 Orkney 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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$4,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$4,750
Total Monthly Price
$4,750
2009 Commonwealth Ave, Unit 4
2009 Commonwealth AveBoston, MA 02135
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
130 Sutherland Rd, Unit #1
130 Sutherland RdBoston, MA 02135
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$4,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Aug 28, 2026Total Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
1870 Commonwealth Ave, Unit 3
1870 Commonwealth 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 3
41 Orkney RdBoston, MA 02135
Cash 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.
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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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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
63 Selkirk Rd, Unit 6
63 Selkirk RdBoston, MA 02135
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$3,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
43 Strathmore Rd, Unit 3
43 Strathmore RdBoston, MA 02135
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$5,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Aug 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
32 Orkney Rd, Unit 3
32 Orkney RdBoston, MA 02135
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$9,500
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 25, 2026Total Monthly Price
Base Rent
$9,500
Total Monthly Price
$9,500
15 Radnor Rd, Unit 2
15 Radnor 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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$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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$2,600
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
1863 Commonwealth Ave, Unit 51
1863 Commonwealth AveBoston, MA 02135
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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
123 Sutherland Rd, Unit N
123 Sutherland RdBoston, MA 02135
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
97 Kilsyth Rd, Unit 1
97 Kilsyth RdBoston, MA 02135
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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$3,095
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,095
Total Monthly Price
$3,095
126 Englewood Ave, Unit 2
126 Englewood AveBoston, MA 02135
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$2,550
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,550
Total Monthly Price
$2,550
59 Lanark Rd, Unit 12
59 Lanark RdBoston, MA 02135
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$2,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Dec 31Total Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
63 Selkirk Rd, Unit 1
63 Selkirk RdBoston, MA 02135
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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
41 Selkirk Rd, Unit 12Ac
41 Selkirk RdBoston, MA 02135
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$4,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
1870 Commonwealth Ave, Unit 12A
1870 Commonwealth AveBoston, MA 02135
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$2,750
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
1959 Commonwealth Ave, Unit 9
1959 Commonwealth 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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$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
46 Orkney Rd
46 Orkney RdBoston, MA 02135
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$3,445
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,445
Total Monthly Price
$3,445
48 Englewood Ave, Unit 2
48 Englewood AveBoston, 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
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, 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 389 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.
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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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.