Cheap Homes for Rent in Wellesley Square Neighborhood of Wellesley, MA from $2,000 (8 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Search the lowest-cost Homes 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
property at 7 Allen Ct

7 Allen Ct, Unit 7 Allen Court

7 Allen Ct
NatickMA01760
property at 57 Harvard Street Extension

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 460 Worcester St

460 Worcester St

WellesleyMA02481
property at 161 Hunnewell St

161 Hunnewell St

NeedhamMA02494
property at 11 Franklin St

11 Franklin St

NatickMA01760

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.

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 $2,750. 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$2,750
New Falls Apartments2 Bedroom Townhouse2BR,1BA$2,795

Best Value Apartments for Rent in Wellesley Square, MA

As of November 06, 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
2044 Beacon St, Unit 22044 Beacon St4BR,4BA$3.73
14 Abbott St, Unit 314 Abbott St2BR,1BA$1.63
New Falls Apartments2 Bedroom Townhouse2BR,1.5BA$2.09
25 Harris Ave, Unit 125 Harris Ave2BR,1BA$2.60
45 E. Central St. Apartments1-BD1BR,1BA$4.16
Commonwealth ResidencesOne Bedroom1BR,1BA$3.59
Natick CornerOne Bedroom1BR,1BA$3.64

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

Read Article
Decorative image

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 Article
Decorative image

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.

Read Article
Decorative image

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

Pet Friendly Lifestyle
Wellesley Square, Wellesley, MA

Ranked #2

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

decorative image of woman handing cat to small boy

Frequently Asked Questions about Wellesley Square

What type of rentals are currently available in Wellesley Square?

There are currently 80 Apartments for Rent in Wellesley Square, MA with pricing that ranges from $1,500 to $6,587. There are also 47 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Square ranging from $2,000 to $18,000.

What is the current price range for Rental Homes in Wellesley Square?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Wellesley Square ranges from $2,000 to $18,000 with an average monthly rent of $5,842.

How much are larger Three and Four Bedroom Rentals in Wellesley Square?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Wellesley Square range from $2,350 to $5,300, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,750 to $5,495. Four Bedroom Single-Family rentals are also available starting from $4,000 and Four Bedroom Apartments start at $3,000.

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 Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.