2 Bedroom Apartments for Rent in Wellesley, MA (70 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
Phillips Park Apartments
2 Bedroom Apartments

Phillips Park Apartments

324 Washington StWellesley, MA 02481
Senior Living
  • Utilities Included
close
View Me
978 Worcester St
2 Bedroom Apartments

978 Worcester St

978 Worcester StWellesley, MA 02482
  • Utilities Included
close
View Me
Cedar Place
2 Bedroom Apartments

Cedar Place

3 Burke LnWellesley, MA 02481
close
View Me
Washington House
2 Bedroom Apartments

Washington House

600 Washington StWellesley, MA 02482

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Read Article
close
View Me
7 Bethel Rd
2 Bedroom Apartments

7 Bethel Rd

7 Bethel RdWellesley, MA 02481
close
View Me
127 Linden St
2 Bedroom Apartments

127 Linden St

127 Linden StWellesley, MA 02482
close
View Me
Terrazza
2 Bedroom Apartments

Terrazza

100 Linden StWellesley, MA 02482

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.

Read Article

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

Read Article

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

Read Article
Showing Results 1-50, Page 1 of 2

Wellesley, MA Local Guide

Largest Available Wellesley 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Wellesley, MA is found at The Kendrick in the Wellesley Hills neighborhood and is 1,292 square feet priced from $4,565. 21 Summer St in the Historic District neighborhood has the second largest 2 Bedroom, which is sized at 1,235 square feet and currently listed start at $4,200. Here is today’s list of the largest available 2 Bedroom units in Wellesley:

Apartment ListingModel NameSquare FootagePriced From
The KendrickBCD31,292 Sq Ft$4,565
21 Summer St2+ Bed1,235 Sq Ft$4,200
Woodland Station ApartmentsThe Woodland1,130 Sq Ft$4,233
Highland Park2 Bed - 2 Bath1,110 Sq Ft$3,750

Cheapest Available Wellesley 2 Bedroom Apartments

As of May 17, 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 $4,198. 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$3,750
Woodland Station ApartmentsThe Woodland$3,917

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Best Local Schools in
Wellesley, MA

School data provided by Great Schools

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Wellesley, MA Rentals by Map

Decorative image of map

See the most popular apartments and homes in Wellesley, MA

View MapWellesley, MA Apartments MapView MapWellesley, MA Rental Homes Map

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

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

The average rent for a 2 Bedroom Apartment in Wellesley is $4,198.

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

Today's apartment with the most square footage in Wellesley is a 1,292 square feet unit starting from $4,565 at The Kendrick.

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

The average size for a 2 Bedroom rental in Wellesley is currently 4,395 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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for Know Your Budget: Calculating What You Can Realistically Afford When Renting article

Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

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.

decorative image for The Freedom of Short-Term Leases: Exploring the Advantages for Renters article

The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

decorative image for Navigating the Rental Market: Tips for First-Time Renters article

Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.