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$2,800 - $4,500
Plus Fees
2 Bedroom Apartments Available Now35 Orkney Rd
35 Orkney RdBoston, MA 02135
2 Bedroom Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (157 Rentals)
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
1776 Commonwealth Ave, Unit B1
1776 Commonwealth AveBoston, MA 02135
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$2,625
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,625
Total Monthly Price
$2,625
131 Sutherland Rd, Unit H
131 Sutherland RdBoston, MA 02135
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$2,875
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750 - $2,875
Total Monthly Price
$2,750 - $2,875
258 Chestnut Hill Ave
258 Chestnut Hill AveBoston, MA 02135
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$3,475
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$3,475
Total Monthly Price
$3,475
48 Englewood Ave, Unit 6
48 Englewood 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
15 South St, Unit 6
15 South StBoston, MA 02135
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
46 Orkney Rd, Unit 2
46 Orkney RdBoston, 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
34 Chiswick Rd, Unit 8
34 Chiswick RdBoston, MA 02135
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$2,795
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,795 - $3,895
Total Monthly Price
$2,795 - $3,895
1857 Commonwealth Ave
1857 Commonwealth AveBoston, MA 02135
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$2,950
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
70 Strathmore Rd, Unit 2B
70 Strathmore RdBoston, MA 02135
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.
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$2,995 - $3,095
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available SoonTotal Monthly Price
Base Rent
$2,995 - $3,095
Total Monthly Price
$2,995 - $3,095
124 Sutherland Rd
124 Sutherland RdBoston, MA 02135
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$3,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
24 Lanark Rd, Unit 2
24 Lanark RdBoston, MA 02135
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$3,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,250
Total Monthly Price
$3,250
39 Englewood Ave, Unit 2
39 Englewood AveBoston, MA 02135
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$3,050
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,050
Total Monthly Price
$3,050
46 Orkney Rd, Unit 2
46 Orkney RdBoston, MA 02135
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
43 Orkney Rd, Unit 3
43 Orkney RdBoston, MA 02135
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$2,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
52 Strathmore Rd, Unit 25
52 Strathmore RdBoston, MA 02135
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$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
1933 Commonwealth Ave, Unit 409
1933 Commonwealth AveBoston, MA 02135
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$3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,600 - $3,100
Total Monthly Price
$2,600 - $3,100
260 Chestnut Hill Ave
260 Chestnut Hill AveBoston, MA 02135
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
2 Sutherland Rd, Unit 3
2 Sutherland RdBoston, MA 02135
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Aug 1Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
63 Selkirk Rd, Unit 6
63 Selkirk RdBoston, MA 02135
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
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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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$3,050
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,050 - $4,000
Total Monthly Price
$3,050 - $4,000
45 Selkirk Rd
45 Selkirk 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
6 Sutherland Rd, Unit 3
6 Sutherland RdBoston, MA 02135
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$3,400
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,400
Total Monthly Price
$3,400
2025 Commonwealth Ave, Unit 7
2025 Commonwealth AveBoston, MA 02135
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$4,050
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,050
Total Monthly Price
$4,050
126 Englewood Ave, Unit 2
126 Englewood AveBoston, MA 02135
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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
16 South St, Unit 12
16 South StBoston, MA 02135
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$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
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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
12 Sutherland Rd, Unit 3
12 Sutherland RdBoston, MA 02135
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$4,675
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,675
Total Monthly Price
$4,675
2009 Commonwealth Ave
2009 Commonwealth AveBoston, MA 02135
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$3,050
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,100 - $4,000
Total Monthly Price
$2,100 - $4,000
163 Strathmore Rd
163 Strathmore RdBoston, MA 02135
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.
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$3,000 - $3,050
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000 - $3,050
Total Monthly Price
$3,000 - $3,050
77 Chiswick Rd
77 Chiswick 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
45 Selkirk Rd, Unit 2
45 Selkirk RdBoston, MA 02135
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$3,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,995
Total Monthly Price
$3,995
10 Selkirk Rd, Unit 3
10 Selkirk RdBoston, MA 02135
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$3,175
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,175
Total Monthly Price
$3,175
42 Englewood Ave, Unit #47-6
42 Englewood AveBoston, MA 02135
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$2,495
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,350 - $2,495
Total Monthly Price
$2,350 - $2,495
2031 Commonwealth Ave
2031 Commonwealth AveBoston, MA 02135
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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
22 Chiswick Rd, Unit #7
22 Chiswick RdBoston, MA 02135
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$3,100
Total Monthly Price10 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
43 Selkirk Rd, Unit #4
43 Selkirk RdBoston, MA 02135
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$1,900 - $2,800
Total Monthly Price
$1,900 - $2,800
26 Chiswick Rd
26 Chiswick RdBoston, MA 02135
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,300 - $2,900
Total Monthly Price
$2,300 - $2,900
127 Sutherland Rd
127 Sutherland RdBoston, MA 02135
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
6 Gerald Rd, Unit A
6 Gerald RdBoston, MA 02135
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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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$3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Aug 1Total Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
123 Sutherland Rd, Unit L
123 Sutherland 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
65 Chiswick Rd, Unit 6
65 Chiswick RdBoston, MA 02135
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$4,299
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,299
Total Monthly Price
$4,299
10 Selkirk Rd, Unit 2
10 Selkirk RdBoston, MA 02135
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$2,425
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$2,425 - $2,500
Total Monthly Price
$2,425 - $2,500
6 Sutherland Rd
6 Sutherland RdBoston, MA 02135
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$2,795 - $2,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$2,795 - $2,995
Total Monthly Price
$2,795 - $2,995
10 Selkirk Rd
10 Selkirk RdBoston, MA 02135
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$2,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
63 Selkirk Rd, Unit 7
63 Selkirk RdBoston, MA 02135
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$2,225
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$2,225
Total Monthly Price
$2,225
127 Sutherland Rd, Unit I
127 Sutherland RdBoston, MA 02135
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$3,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$2,500 - $3,300
Total Monthly Price
$2,500 - $3,300
22 Chiswick Rd
22 Chiswick RdBoston, MA 02135
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$3,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$3,300
Total Monthly Price
$3,300
2018 Commonwealth Ave, Unit 1
2018 Commonwealth AveBoston, MA 02135
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$3,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
148 Beacon St, Unit 1
148 Beacon StBoston, MA 02467
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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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 | $2,288 | $1,795 | $4,950 |
| Chestnut Hill 1 Bedroom Apartments | $2,685 | $1,200 | $7,399 |
Chestnut Hill 2 Bedroom Apartments | $3,296 | $1,950 | $6,706 |
| Chestnut Hill 3 Bedroom Apartments | $3,981 | $2,200 | $8,033 |
| Chestnut Hill 4 Bedroom Apartments | $4,929 | $1,400 | $7,000 |
| Chestnut Hill 5 Bedroom Apartments | $5,986 | $3,195 | $8,500 |
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 157 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Largest Available Chestnut Hill 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Chestnut Hill area of Boston, MA is found at Avalon at Chestnut Hill and is listed at 1,579 square feet priced from $5,310. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Avalon at Chestnut Hill | B7D | 1,579 Sq Ft | $5,310 |
| Langley Terrace | 2 bed 2bath | 1,100 Sq Ft | $3,795 |
| 320 Hammond Pond Pkwy | 2 Bedrooms | 1,014 Sq Ft | $3,000 |
| 35 Orkney Rd | 2 bed 2 bath | 1,000 Sq Ft | $4,000 |
| Reservoir Towers | 2 Bed 1 Bath | 860 Sq Ft | $4,125 |
| 286 & 288 Chestnut Hill Avenue | Two Bedroom | 780 Sq Ft | $2,900 |
Cheapest Available Chestnut Hill 2 Bedroom Apartments
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| 35 Orkney Rd | 2 bed 1 bath w/ parking | $2,800 |
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 35 Orkney Rd listed at $2,800.
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 $3,296.
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 1,579 square feet unit starting from $5,310 at Avalon at Chestnut Hill.
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 988 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
What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
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Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!
Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
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
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.