2 Bedroom Apartments for Rent in Wellesley, MA (67 Rentals)

312 Washington St
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The Flats at Natick Center

Charles River Landing

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Woodland Station Apartments

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Chestnut Hollow Apartments

Commonwealth Residences

1145 Boylston St, Unit 4

1181 Commonwealth Ave, Unit 8
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757 Highland Ave

59 Wyman St

757 Highland Ave

757 Highland Ave

757 Highland Ave

757 Highland Ave

757 Highland Ave

757 Highland Ave

67 Wyman St

75 Wyman St

1145 Boylston St

18 Highland Terrace

66 Spring Rd

21 N Main St

757 Highland Ave

366 Elliot St
Wellesley, MA Local Guide

How much does it cost to rent an apartment in Wellesley?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Wellesley Studio Apartments | $4,175 | $2,400 | $7,500 |
Wellesley 1 Bedroom Apartments | $3,947 | $1,500 | $9,339 |
Wellesley 2 Bedroom Apartments | $4,109 | $2,175 | $10,000+ |
Wellesley 3 Bedroom Apartments | $5,169 | $3,250 | $10,000+ |
Wellesley 4 Bedroom Apartments | $5,569 | $3,900 | $9,000 |
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Wellesley, MA Local Guide
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Largest Available Wellesley 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Wellesley, MA is found at Charles River Landing in the Wellesley Hills neighborhood and is 1,588 square feet priced from $3,680. The Kendrick has the second largest 2 Bedroom, which is sized at 1,292 square feet and currently listed start at $4,480. Here is today’s list of the largest available 2 Bedroom units in Wellesley:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
Charles River Landing | Plan Ka (B2E) | 1,588 Sq Ft | $3,680 |
The Kendrick | BCD3 | 1,292 Sq Ft | $4,480 |
21 Summer St | 2+ Bed | 1,235 Sq Ft | $4,200 |
Woodland Station Apartments | The Woodland | 1,130 Sq Ft | $4,233 |
Highland Park | 2 Bed - 2 Bath | 1,110 Sq Ft | $3,750 |
Cheapest Available Wellesley 2 Bedroom Apartments
As of May 05, 2025 the lowest priced 2 Bedroom apartment unit in Wellesley, MA is the 2 Bedroom Model starting from $2,800 at Woodland Park in the Wellesley Hills neighborhood. The second most affordable Wellesley 2 Bedroom is the 2 Bedroom Senior Apartment Model at Chestnut Hollow Apartments starting at $3,250 . The average price for all 2 Bedroom apartments in Wellesley is currently $4,109. Here is today’s list of the cheapest available 2 Bedroom options in Wellesley:
Apartment Listing | Model Name | Priced From |
---|---|---|
Woodland Park | 2 Bedroom | $2,800 |
Chestnut Hollow Apartments | 2 Bedroom Senior Apartment | $3,250 |
21 Summer St | 2 Bed | $3,600 |
Charles River Landing | Plan Ka (B2E) | $3,680 |
Highland Park | 2 Bed - 2 Bath | $3,750 |
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Best Local Schools in Wellesley, MA
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Getting Around Wellesley, MA
Walk Score®
63 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
40 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
1 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about 2 Bedroom Wellesley Apartments
What is the Cheapest apartment in Wellesley with 2 Bedroom?
Currently the most affordable 2 Bedroom in Wellesley is at Woodland Park listed at $2,800.
How much is the average rent for a 2 Bedroom Wellesley Apartment?
The average rent for a 2 Bedroom Apartment in Wellesley is $4,109.
What is the largest available 2 Bedroom Wellesley Apartment for rent?
Today's apartment with the most square footage in Wellesley is a 1,588 square feet unit starting from $3,680 at Charles River Landing.
What is the average size for Wellesley 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Wellesley is currently 4,136 sq ft.
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.

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