Cheap Apartments for Rent in the Wellesley Square Neighborhood of Wellesley, MA from $1,500 (19 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Wellesley Square area of Wellesley.

property at 3 Waban St

3 Waban St, Unit 6

3 Waban St
WellesleyMA02482
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14 Abbott St, Unit 3
$2,450
Total Monthly Price8 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450
2 Bedroom Apartment Available Jan 1, 2026

14 Abbott St, Unit 3

14 Abbott StWellesley, MA 02482
Affordability
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Ardemore At Wellesley
1 to 3 Bedroom Apartments

Ardemore At Wellesley

4-6 Cedar StWellesley, MA 02481
  • Utilities Included
property at 34 Walnut St

34 Walnut St

NatickMA01760

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.

property at 26 N Main St

26 N Main St

NatickMA01760
property at 56 Eliot St

56 Eliot St

NatickMA01760
property at 5 Allen Ct

5 Allen Ct

NatickMA01760
property at 7 Allen Ct

7 Allen Ct, Unit 7 Allen Court

7 Allen Ct
NatickMA01760
property at 6 Grant St

6 Grant St

NatickMA01760
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5 General Greene Ave, Unit 4
$2,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350
2 Bedroom Apartment Available Now

5 General Greene Ave, Unit 4

5 General Greene AveNatick, MA 01760
Affordability

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.

property at 66 Summer St

66 Summer St

NatickMA01760
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57 Eliot St
1 to 2 Bedroom Apartments

57 Eliot St

57 Eliot StNatick, MA 01760

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

property at 100 Rosemary Way

100 Rosemary Way

NeedhamMA02494

Wellesley Square, Wellesley, MA Local Guide

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 ListingModel NameBed/BathPriced From
Natick CornerOne Bedroom1BR,1BA$2,600
Commonwealth ResidencesOne Bedroom1BR,1BA$2,800
Chestnut Hollow Apartments1 Bedroom Senior Apartment1BR,1BA$2,950
45 E. Central St.1-BD1BR,1BA$3,200
21 Summer St1 Bed1BR,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 ListingModel NameBed/BathPrice Per Sq.Ft.
16 Lafayette Rd, Unit 11A16 Lafayette Rd2BR,1BA$0.29
2044 Beacon St, Unit 22044 Beacon St4BR,4BA$0.54
2044 Beacon St, Unit 22044 Beacon St4BR,4BA$2.75
22 Cleveland Rd, Unit 122 Cleveland Rd3BR,1.5BA$2.71
2044 Beacon St, Unit 22044 Beacon St4BR,4BA$3.73
Hastings VillageEmerson2BR,2BA$3.43
5 General Greene Ave, Unit 45 General Greene Ave2BR,1BA$2.35
Commonwealth ResidencesOne Bedroom1BR,1BA$3.66
45 E. Central St.1-BD1BR,1BA$4.21
Natick CornerOne Bedroom1BR,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.

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The 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.

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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.

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Pet Friendly Lifestyle
Wellesley Square, Wellesley, MA

Ranked #2

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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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.

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