Cheap Apartments for Rent in the Wellesley Square Neighborhood of Wellesley, MA from $1,500 (28 Rentals)

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

property at 4 Cedar St

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

2 Bedroom, 1 Bath Home for Rent

Available Aug 15

4 Cedar St

WellesleyMA02481
property at 5 Seaward Rd

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

1 Bedroom, 1 Bath Home for Rent

Available Now

5 Seaward Rd

WellesleyMA02481
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Phillips Park Apartments
$3,500 - $4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500 - $4,000

Total Monthly Price
$3,500 - $4,000
2 Bedroom Apartments Available Now

Phillips Park Apartments

324 Washington StWellesley, MA 02481
Family Friendly
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  • Utilities Included
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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

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Wellesley Place
2 Bedroom Apartments

Wellesley Place

978 Worcester StWellesley, MA 02482
  • Utilities Included
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Rosemary Lake Apartments
$1,900 - $3,700
Total Monthly Price

Total Monthly Price

Base Rent
$1,900 - $3,700

Total Monthly Price
$1,900 - $3,700
1 to 3 Bedroom Apartments Contact Us For Availability

Rosemary Lake Apartments

187 Rosemary StNeedham, MA 02494
Family Friendly
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  • Utilities Included
property at 18 Wilson St

$2,150

Total Monthly Price

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

18 Wilson St

NatickMA01760
property at 59 Pond St

$2,425

Total Monthly Price

Total Monthly Price

Base Rent
$2,425

Total Monthly Price
$2,425

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

59 Pond St

NatickMA01760
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Natick Corner
$2,600 - $4,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600 - $4,300

Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Now

Natick Corner

69 E Central StNatick, MA 01760
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property at 24 N Main St

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

3 Bedroom, 2 Bath Home for Rent

Available Now

24 N Main St

NatickMA01760

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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57 Eliot St
1 to 2 Bedroom Apartments

57 Eliot St

57 Eliot StNatick, MA 01760
property at 52 N Main St

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

52 N Main St, Unit 5

52 N Main St
NatickMA01760
property at 35 Clyde St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1.5 Bath Home for Rent

Available Now

35 Clyde St

NeedhamMA02492
property at 100 Rosemary Way

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

100 Rosemary Way

NeedhamMA02494

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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
45 E. Central St.1-BD1BR,1BA$3,200
Chestnut Hollow Apartments2 Bedroom Senior Apartment2BR,1BA$3,250
Phillips Park ApartmentsTwo bedroom2BR,1BA$3,500
26 Union Street1BR/1.0BA1BR,1BA$3,500

Best Value Apartments for Rent in Wellesley Square, MA

As of August 07, 2026 the best value apartment in the Wellesley Square area is the $3.48 price per square foot Two Bedroom Model at Phillips Park Apartments in the in the Wellesley Hills neighborhood starting from $4,000. The second greatest value Wellesley Square apartment is the Emerson Model at Hastings Village starting at $3,928 with a $3.42 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.
Phillips Park ApartmentsTwo Bedroom2BR,2BA$3.48
Hastings VillageEmerson2BR,2BA$3.42
13 West Central Street2 bed2BR,1BA$3.42
21 Summer St2 Bed2BR,2BA$4.22
676 Worcester St, Unit in-law676 Worcester St3BR,1BA$3.32
Highland Park2 Bed - 2 Bath2BR,2BA$4.25
26 Union Street1BR/1.0BA1BR,1BA$4.08
45 E. Central St.1-BD1BR,1BA$4.21
Natick CornerOne Bedroom1BR,1BA$3.64
198 Concord St, Unit 16198 Concord St1BR,1BA$3.21

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 Cheap Wellesley Square Apartments

How much is rent for a Cheap One Bedroom Wellesley Square Apartment?

The lowest price for a Cheap One Bedroom Wellesley Square Apartment is $2,500 at Commonwealth Residences.

What is the lowest price for a Cheap Two Bedroom Wellesley Square Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Wellesley Square is starting from $3,101 at 13 West Central Street.

What is the most affordable Wellesley Square Three Bedroom Apartment?

The best deal on a cheap Wellesley Square Three Bedroom Apartment rental is at Woodland Station Apartments and starts from $7,026.

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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