2 Bedroom Apartments for Rent in Wellesley, MA (74 Rentals)

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Phillips Park Apartments
2 Bedroom Apartments

Phillips Park Apartments

324 Washington StWellesley, MA 02481
Senior Living
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Wellesley Place
2 Bedroom Apartments

Wellesley Place

978 Worcester StWellesley, MA 02482
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7 Bethel Rd
2 Bedroom Apartments

7 Bethel Rd

7 Bethel RdWellesley, MA 02481

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Cedar Place
2 Bedroom Apartments

Cedar Place

3 Burke LnWellesley, MA 02481
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Washington House
2 Bedroom Apartments

Washington House

600 Washington StWellesley, MA 02482
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127 Linden St
2 Bedroom Apartments

127 Linden St

127 Linden StWellesley, MA 02482
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Terrazza
2 Bedroom Apartments

Terrazza

100 Linden StWellesley, MA 02482

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Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

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Wellesley, MA Local Guide

Largest Available Wellesley 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Wellesley, MA is found at The Nines in the Wellesley Hills neighborhood and is 1,346 square feet priced from $6,643. The Kendrick in the Oak Hill neighborhood has the second largest 2 Bedroom, which is sized at 1,292 square feet and currently listed start at $4,565. Here is today’s list of the largest available 2 Bedroom units in Wellesley:

Apartment ListingModel NameSquare FootagePriced From
The NinesM1,346 Sq Ft$6,643
The KendrickBCD31,292 Sq Ft$4,565
21 Summer St2+ Bed1,235 Sq Ft$4,200
Highland Park2 Bed - 2 Bath1,110 Sq Ft$3,850
Woodland Station ApartmentsThe Woodland1,095 Sq Ft$4,030

Cheapest Available Wellesley 2 Bedroom Apartments

As of June 23, 2025 the lowest priced 2 Bedroom apartment unit in Wellesley, MA is the 2 Bedroom Senior Apartment Model starting from $3,250 at Chestnut Hollow Apartments in the Wellesley Hills neighborhood. The second most affordable Wellesley 2 Bedroom is the 2 Bed Model at 21 Summer St starting at $3,600 in the Historic District neighborhood. The average price for all 2 Bedroom apartments in Wellesley is currently $4,032. Here is today’s list of the cheapest available 2 Bedroom options in Wellesley:

Apartment ListingModel NamePriced From
Chestnut Hollow Apartments2 Bedroom Senior Apartment$3,250
21 Summer St2 Bed$3,600
Highland Park2 Bed - 2 Bath$3,850
Woodland Station ApartmentsThe Woodland$4,030
The KendrickBC3$4,270
The NinesL$5,781

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Best Local Schools in
Wellesley, MA

School data provided by Great Schools

Remember the 3 Rules of Real Estate:
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See the most popular apartments and homes 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 Chestnut Hollow Apartments listed at $3,250.

How much is the average rent for a 2 Bedroom Wellesley Apartment?

The average rent for a 2 Bedroom Apartment in Wellesley is $4,032.

What is the largest available 2 Bedroom Wellesley Apartment for rent?

Today's apartment with the most square footage in Wellesley is a 1,346 square feet unit starting from $6,643 at The Nines.

What is the average size for Wellesley 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Wellesley is currently 6,379 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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A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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Written by: Marie Brown

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Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.