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

978 Worcester St

312 Washington St
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.

The Flats at Natick Center

The Aven at Newton Highlands

Woodland Station Apartments
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Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Rosemary Lake Apartments

Chestnut Hollow Apartments

Commonwealth Residences

278 Grove St, Unit 11A

1012 Chestnut St, Unit 1012

2261 Washington St, Unit 1
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1145 Boylston St, Unit 4

1181 Commonwealth Ave, Unit 8

2251 Washington St, Unit C

264 Grove St

757 Highland Ave
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

757 Highland Ave

757 Highland Ave

757 Highland Ave

757 Highland Ave

757 Highland Ave

757 Highland Ave

1145 Boylston St

757 Highland Ave

66 Spring Rd

21 N Main 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 | $4,065 | $1,875 | $7,552 |
Wellesley 1 Bedroom Apartments | $3,926 | $1,600 | $9,461 |
Wellesley 2 Bedroom Apartments | $4,198 | $2,200 | $10,000+ |
Wellesley 3 Bedroom Apartments | $4,948 | $2,800 | $10,000+ |
Wellesley 4 Bedroom Apartments | $5,553 | $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 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 Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
The Kendrick | BCD3 | 1,292 Sq Ft | $4,565 |
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 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 Listing | Model Name | Priced From |
---|---|---|
Chestnut Hollow Apartments | 2 Bedroom Senior Apartment | $3,250 |
21 Summer St | 2 Bed | $3,600 |
Highland Park | 2 Bed - 2 Bath | $3,750 |
Woodland Station Apartments | The Woodland | $3,917 |
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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
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.

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Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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