
Cheap Apartments for Rent in the Wellesley Square Neighborhood of Wellesley, MA from $1,500 (19 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Square area of Wellesley.


Total Monthly Price
14 Abbott St, Unit 3

Rosemary Lake Apartments

34 Walnut St
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

26 N Main St

56 Eliot St

5 Allen Ct

7 Allen Ct, Unit 7 Allen Court

6 Grant St

Total Monthly Price
5 General Greene Ave, Unit 4
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Commonwealth Residences

66 Summer St

Total Monthly Price
13 Moseley Ave, Unit 2nd Floor Apartment
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
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100 Rosemary Way
Wellesley Square, Wellesley, MA Local Guide

How much does it cost to rent an apartment in Wellesley Square?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Square Studio Apartments | $2,400 | $2,400 | $2,400 |
| Wellesley Square 1 Bedroom Apartments | $2,841 | $1,900 | $3,685 |
| Wellesley Square 2 Bedroom Apartments | $3,677 | $2,000 | $4,729 |
| Wellesley Square 3 Bedroom Apartments | $4,311 | $3,000 | $5,300 |
| Wellesley Square 4 Bedroom Apartments | $5,460 | $5,400 | $5,600 |
Browse Apartments in this Neighborhood
There are currently 19 rentals with your search options within a 3 mile radius of the Wellesley Square Neighborhood of Wellesley, MA.
See all Apartments in WellesleyExplore Wellesley
Wellesley Square, Wellesley, MA Local Guide
- Nearby Wellesley neighborhoods
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Cheapest Available Wellesley Square Apartments for Rent
 The cheapest available apartment rental in the Wellesley Square area of Boston, MA is a 1 Bed unit found at Natick Corner priced from $2,600. Commonwealth Residences has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,800. Here are the most affordable Wellesley Square apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Natick Corner | One Bedroom | 1BR,1BA | $2,600 |
| Commonwealth Residences | One Bedroom | 1BR,1BA | $2,800 |
| Chestnut Hollow Apartments | 1 Bedroom Senior Apartment | 1BR,1BA | $2,950 |
| 45 E. Central St. | 1-BD | 1BR,1BA | $3,200 |
| 21 Summer St | 1 Bed | 1BR,1BA | $3,200 |
Best Value Apartments for Rent in Wellesley Square, MA
As of December 15, 2025 the best value apartment in the Wellesley Square area is the $0.29 price per square foot 16 Lafayette Rd Model at 16 Lafayette Rd, Unit 11A in the in the Wellesley Hills neighborhood starting from $2,850. The second greatest value Wellesley Square apartment is the 2044 Beacon St Model at 2044 Beacon St, Unit 2 starting at $5,400 with a $0.54 price per square foot in the Wellesley Hills neighborhood. Here is today’s list of the best values for Wellesley Square apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 16 Lafayette Rd, Unit 11A | 16 Lafayette Rd | 2BR,1BA | $0.29 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.54 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $2.75 |
| 22 Cleveland Rd, Unit 1 | 22 Cleveland Rd | 3BR,1.5BA | $2.71 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $3.73 |
| Hastings Village | Emerson | 2BR,2BA | $3.43 |
| 5 General Greene Ave, Unit 4 | 5 General Greene Ave | 2BR,1BA | $2.35 |
| Commonwealth Residences | One Bedroom | 1BR,1BA | $3.66 |
| 45 E. Central St. | 1-BD | 1BR,1BA | $4.21 |
| Natick Corner | One Bedroom | 1BR,1BA | $3.64 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleQuick 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.
Pet Friendly LifestyleWellesley Square, Wellesley, MA
Ranked #2
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Best Local Schools in Wellesley Square, Wellesley, MA
School data provided by Great Schools
Frequently Asked Questions about Cheap Wellesley Square Apartments
What is the price of a cheap apartment in Wellesley Square?
The cheapest apartment in Wellesley Square is Natick Corner which is listed at $2,600, while the average apartment in Wellesley Square costs $5,400.
What types of apartments are the cheapest in Wellesley Square?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 31 regular apartments in Wellesley Square that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Wellesley Square?
Cheap apartments in Wellesley Square have an average cost of $1,167 which is $4,233 cheaper than the average rent for all rentals in Wellesley Square.
Expert Rental Resources
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.
Helpful Local Expert Guides

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.

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Explore Like a Local: The Insider's Guide to Boston
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Articles, How-To's, and Tips

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.




