2 Bedroom Apartments for Rent in Wellesley, MA (57 Rentals)

Hastings Village

The Nines
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

Charles River Landing

The Flats at Natick Center

The Aven at Newton Highlands

Woodland Station Apartments

Rosemary Lake Apartments

Chestnut Hollow Apartments

Commonwealth Residences

1181 Commonwealth Ave, Unit 8

18 Highland Terrace

31 S Main St

59 Wyman St

266 Grove St

278 Grove St

276 Grove St

680 Boylston St

55 Woodcliff Rd

290 Grove St

268 Grove 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 | $3,693 | $2,400 | $7,500 |
Wellesley 1 Bedroom Apartments | $3,590 | $1,750 | $9,306 |
Wellesley 2 Bedroom Apartments | $4,187 | $2,150 | $10,000+ |
Wellesley 3 Bedroom Apartments | $4,812 | $2,650 | $10,000+ |
Wellesley 4 Bedroom Apartments | $5,839 | $4,695 | $7,000 |
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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 Hastings Village in the Wellesley Hills neighborhood and is 1,850 square feet priced from $4,308. Charles River Landing has the second largest 2 Bedroom, which is sized at 1,588 square feet and currently listed start at $3,797. Here is today’s list of the largest available 2 Bedroom units in Wellesley:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
Hastings Village | Thoreau | 1,850 Sq Ft | $4,308 |
Charles River Landing | Plan K (B2D) | 1,588 Sq Ft | $3,797 |
The Nines | M | 1,351 Sq Ft | $5,338 |
The Kendrick | 2 Bed/2 Bath Den-B14D | 1,299 Sq Ft | $4,681 |
The Aven at Newton Highlands | B7L | 1,280 Sq Ft | $4,247 |
Hamilton Highlands | B2 | 1,200 Sq Ft | $3,125 |
Woodland Station Apartments | The Woodland | 1,130 Sq Ft | $4,052 |
Cheapest Available Wellesley 2 Bedroom Apartments
As of March 27, 2025 the lowest priced 2 Bedroom apartment unit in Wellesley, MA is the 2 Bedroom Model starting from $2,775 at Woodland Park in the Wellesley Hills neighborhood. The second most affordable Wellesley 2 Bedroom is the B2 Model at Hamilton Highlands starting at $3,125 . The average price for all 2 Bedroom apartments in Wellesley is currently $4,187. Here is today’s list of the cheapest available 2 Bedroom options in Wellesley:
Apartment Listing | Model Name | Priced From |
---|---|---|
Woodland Park | 2 Bedroom | $2,775 |
Hamilton Highlands | B2 | $3,125 |
Commonwealth Residences | Two Bedroom (1) | $3,200 |
Chestnut Hollow Apartments | 2 Bedroom Senior Apartment | $3,250 |
Charles River Landing | Plan Ka (B2E) | $3,797 |
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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 $2,775.
How much is the average rent for a 2 Bedroom Wellesley Apartment?
The average rent for a 2 Bedroom Apartment in Wellesley is $4,187.
What is the largest available 2 Bedroom Wellesley Apartment for rent?
Today's apartment with the most square footage in Wellesley is a 1,850 square feet unit starting from $4,308 at Hastings Village.
What is the average size for Wellesley 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Wellesley is currently 2,301 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.

The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
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Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.