Cheap Homes for Rent in the Wellesley Square Neighborhood of Wellesley, MA from $2,350 (6 Rentals)

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

property at 12 Walnut St

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

2 Bedroom, 1.5 Bath Condo for Rent

Available Oct 1

12 Walnut St

NatickMA01760
property at 15 Oak St

$2,695

Total Monthly Price

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

1 Bedroom, 1 Bath Townhome for Rent

Available Oct 1

15 Oak St

NeedhamMA02492

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

property at 60 Denton Rd

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

60 Denton Rd

WellesleyMA02482
property at 100 Rosemary Way

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

100 Rosemary Way

NeedhamMA02494
property at 243 Walnut St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1.5 Bath Townhome for Rent

Available Sep 1

243 Walnut St

WellesleyMA02481

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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 Studio unit found at Commonwealth Residences priced from $2,100. Natick Corner has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,600. Here are the most affordable Wellesley Square apartments for rent in Boston, MA:

Apartment ListingModel NameBed/BathPriced From
Commonwealth ResidencesStudioStudio,1BA$2,100
Natick CornerOne Bedroom1BR,1BA$2,600
13 West Central Street2 bed2BR,1BA$3,101

Best Value Apartments for Rent in Wellesley Square, MA

As of August 30, 2026 the best value apartment in the Wellesley Square area is the $4.72 price per square foot The Longwood Model at Woodland Station Apartments in the in the Wellesley Hills neighborhood starting from $7,021. The second greatest value Wellesley Square apartment is the 2BR/2.0BA Model at Hillside Estates starting at $4,000 with a $3.81 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.
Woodland Station ApartmentsThe Longwood3BR,2BA$4.72
Hillside Estates2BR/2.0BA2BR,2BA$3.81
21 Summer St2 Bed2BR,2BA$4.22
Highland Park2 Bed - 2 Bath2BR,2BA$4.25
13 West Central Street2 bed2BR,1BA$4.00
45 E. Central St.1-BD1BR,1BA$4.21
198 Concord St, Unit 16198 Concord St2BR,1BA$3.66
Natick CornerOne Bedroom1BR,1BA$3.64
Commonwealth ResidencesStudioStudio ,1BA$4.40

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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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Frequently Asked Questions about Wellesley Square

What type of rentals are currently available in Wellesley Square?

There are currently 64 Apartments for Rent in Wellesley Square, MA with pricing that ranges from $1,950 to $7,026. There are also 36 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Square ranging from $2,350 to $16,800.

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 $2,350 to $16,800 with an average monthly rent of $6,444.

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 $2,850 to $7,026, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,395 to $8,400. Four Bedroom Single-Family rentals are also available starting from $5,200 and Four Bedroom Apartments start at $5,400.

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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