close
View Me
$3,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,700
Total Monthly Price
$3,700
16 South St, Unit 12
16 South StBoston, MA 02135
Luxury Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (351 Rentals) Page 2 of 8
The most luxurious Apartments in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.
close
View Me
$4,195
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,195
Total Monthly Price
$4,195
14 Selkirk Rd, Unit 2
14 Selkirk RdBoston, MA 02135
close
View Me
$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
close
View Me
$3,150
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,150
Total Monthly Price
$3,150
1952 Beacon St
1952 Beacon StBoston, MA 02135
close
View Me
$3,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
10 Selkirk Rd
10 Selkirk RdBoston, MA 02135
close
View Me
$4,350
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,350
Total Monthly Price
$4,350
2016 Commonwealth Ave, Unit #2001 - 5
2016 Commonwealth AveBoston, MA 02135
close
View Me
$4,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
2000 Commonwealth Ave, Unit #2003 -32
2000 Commonwealth AveBoston, MA 02135
close
View Me
$4,850
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,850
Total Monthly Price
$4,850
1999 Commonwealth Ave, Unit #31
1999 Commonwealth AveBoston, MA 02135
close
View Me
$2,895
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,895
Total Monthly Price
$2,895
1782 Commonwealth Ave, Unit #2
1782 Commonwealth AveBoston, MA 02135
close
View Me
$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
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.
close
View Me
$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
close
View Me
$9,300
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 23, 2026Total Monthly Price
Base Rent
$9,300
Total Monthly Price
$9,300
53 Radnor Rd, Unit 1
53 Radnor RdBoston, MA 02135
close
View Me
$2,750
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
258 Chestnut Hill Ave, Unit 6
258 Chestnut Hill AveBoston, MA 02135
close
View Me
$3,850
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,850
Total Monthly Price
$3,850
6 Sutherland Rd
6 Sutherland RdBoston, MA 02135
close
View Me
$4,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
39 South St, Unit 5
39 South StBoston, MA 02135
close
View Me
$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
close
View Me
$3,180
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,180
Total Monthly Price
$3,180
77 Chiswick Rd, Unit 3
77 Chiswick RdBoston, MA 02135
close
View Me
$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
close
View Me
$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
67 Chiswick Rd, Unit 6
67 Chiswick RdBoston, MA 02135
close
View Me
$3,100
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
36 Cummings Rd, Unit B
36 Cummings RdBoston, 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
close
View Me
$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
1933 Commonwealth Ave, Unit 1933
1933 Commonwealth AveBoston, MA 02135
close
View Me
$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
close
View Me
$2,750
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
235 Chestnut Hill Ave, Unit #12A
235 Chestnut Hill AveBoston, MA 02135
close
View Me
$2,950
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
136 Chiswick Rd, Unit #6
136 Chiswick RdBoston, MA 02135
close
View Me
$3,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,300
Total Monthly Price
$3,300
1992 Commonwealth Ave
1992 Commonwealth AveBoston, MA 02135
close
View Me
$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
close
View Me
$4,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,600
Total Monthly Price
$4,600
20 South St, Unit #1
20 South StBoston, MA 02135
close
View Me
$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
close
View Me
$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
close
View Me
$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
close
View Me
$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
close
View Me
$4,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
1945 Commonwealth Ave, Unit 47
1945 Commonwealth AveBoston, MA 02135
close
View Me
$3,175
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,175
Total Monthly Price
$3,175
46 Englewood Ave, Unit 6
46 Englewood AveBoston, MA 02135
close
View Me
$2,995
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,995
Total Monthly Price
$2,995
42 Englewood Ave, Unit 2
42 Englewood AveBoston, MA 02135
close
View Me
$4,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,300
Total Monthly Price
$4,300
47 Englewood Ave, Unit 2
47 Englewood AveBoston, MA 02135
close
View Me
$8,750
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,750
Total Monthly Price
$8,750
2021 Commonwealth Avenue, Unit D
2021 Commonwealth AvenueBoston, MA 02135
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
1875 Commonwealth Ave, Unit 2
1875 Commonwealth AveBoston, MA 02135
close
View Me
$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
close
View Me
$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 Orkney Rd, Unit 2
34 Orkney RdBoston, MA 02135
close
View Me
$2,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
65 Chiswick Rd, Unit 4
65 Chiswick RdBoston, MA 02135
close
View Me
$4,350
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,350
Total Monthly Price
$4,350
1963 Commonwealth Ave
1963 Commonwealth AveBoston, MA 02135
close
View Me
$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
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
130 Sutherland Rd, Unit B
130 Sutherland RdBoston, MA 02135
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
1990 Commonwealth Ave
1990 Commonwealth AveBoston, MA 02135
close
View Me
$3,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
6 South St
6 South StBoston, MA 02135
close
View Me
$4,950
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,950
Total Monthly Price
$4,950
21 Kinross Rd
21 Kinross RdBoston, MA 02135
close
View Me
$3,095
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,095
Total Monthly Price
$3,095
124 Sutherland Rd, Unit N
124 Sutherland RdBoston, MA 02135
close
View Me
$3,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
90 Kilsyth Rd
90 Kilsyth RdBoston, MA 02135
close
View Me
$3,225
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,225
Total Monthly Price
$3,225
1782 Commonwealth Ave, Unit 3
1782 Commonwealth AveBoston, MA 02135
close
View Me
$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
97 Kilsyth Rd, Unit 1
97 Kilsyth RdBoston, MA 02135
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 | $2,181 | $1,800 | $3,620 |
| Chestnut Hill 1 Bedroom Apartments | $2,640 | $1,800 | $4,500 |
| Chestnut Hill 2 Bedroom Apartments | $3,252 | $2,300 | $5,200 |
| Chestnut Hill 3 Bedroom Apartments | $4,195 | $2,700 | $5,985 |
| Chestnut Hill 4 Bedroom Apartments | $5,326 | $3,600 | $9,600 |
| Chestnut Hill 5 Bedroom Apartments | $6,562 | $4,100 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,990 | $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 351 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
See all Apartments in BostonExplore Boston
Let everyone know!
Do you know the Chestnut Hill area?
If you’re an expert on all things Chestnut Hill, tell us what you love (and don't) by rating it and writing a review.
Write a Review
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 $1,800 to $3,620 with an average price of $2,181.
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 $1,800 to $4,500 with an average monthly rent of $2,640.
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 $3,252.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 80 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $2,700 to $5,985 - averaging $4,195 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.