Cheap Apartments for Rent in the Wellesley Square Neighborhood of Wellesley, MA from $1,500 (26 Rentals)

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

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Phillips Park Apartments
$2,100 - $3,550

Total Monthly Price

Base Rent$2,100 - $3,550

Total Monthly Price$2,100 - $3,550
12 Month Lease Term
1 Bedroom Apartments Available Oct 1

Phillips Park Apartments

324 Washington StWellesley, MA 02481
Affordability
  • Verified
  • Utilities Included
  • 3D Tour
property at 5 Seaward Rd
$2,750

Total Monthly Price

Base Rent$2,750

Total Monthly Price$2,750
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

5 Seaward Rd

WellesleyMA02481
property at 243 Walnut St
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now

243 Walnut St

WellesleyMA02481
property at 60 N Main St
$1,750

Total Monthly Price

Base Rent$1,750

Total Monthly Price$1,750
1 Bedroom, 1 Bath Home for Rent
Available Oct 1
Affordability

60 N Main St

NatickMA01760
property at 210 Hillside Ave
$1,950

Total Monthly Price

Base Rent$1,950

Total Monthly Price$1,950
1 Bedroom, 1 Bath Home for Rent
Available Now

210 Hillside Ave

NeedhamMA02494

Boston's Best Affordable Neighborhoods

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Commonwealth Residences
Rent Specials
$2,100 - $4,200

Total Monthly Price

Base Rent$2,100 - $4,200

Total Monthly Price$2,100 - $4,200
12 Month Lease Term
Studio to 3 Bedroom Apartments Available Now

Commonwealth Residences

373 Commonwealth RdWayland, MA 01778
Luxury
  • Verified
  • Customer Reviewed
  • Utilities Included
property at 18 Wilson St
$2,150

Total Monthly Price

Base Rent$2,150

Total Monthly Price$2,150
2 Bedroom, 1 Bath Home for Rent
Available Now

18 Wilson St

NatickMA01760
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4 Waban St, Unit 2
$2,480

Total Monthly Price

Base Rent$2,480

Total Monthly Price$2,480
12 Month Lease Term
3 Bedroom Apartment Available Oct 15

4 Waban St, Unit 2

4 Waban StNatick, MA 01760
Cost Per Sq.Ft.
  • Smoke Free
property at 58 North Ave
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 1 Bath Home for Rent
Available Now

58 North Ave

NatickMA01760

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51 Brackett St
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
12 Month Lease Term
2 Bedroom Apartment Available Now

51 Brackett St

51 Brackett StBoston, MA 02135
Cost Per Sq.Ft.
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Natick Corner
$2,600 - $4,300

Total Monthly Price

Base Rent$2,600 - $4,300

Total Monthly Price$2,600 - $4,300
12 Month Lease Term
1 to 2 Bedroom Apartments Available Now

Natick Corner

69 E Central StNatick, MA 01760
Pet Friendly
  • Verified
  • 3D Tour
  • Smoke Free
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Hillside Estates
Rent Specials
$2,750 - $4,500

Total Monthly Price

Base Rent$2,750 - $4,500

Total Monthly Price$2,750 - $4,500
Studio to 2 Bedroom Apartments Available Now

Hillside Estates

26 Union StNatick, MA 01760
Senior Living
  • Verified
  • Smoke Free
property at 24 N Main St
$2,850

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
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New Falls Apartments
Rent Specials
$3,088 - $3,750

Total Monthly Price

Base Rent$3,088 - $3,750

Total Monthly Price$3,088 - $3,750
12 Month Lease Term
2 to 3 Bedroom Apartments Available Now

New Falls Apartments

2281 Washington StNewton, MA 02462
Family Friendly
  • Verified
  • Utilities Included
  • 3D Tour

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45 E. Central St.
$3,195 - $3,595

Total Monthly Price

Base Rent$3,195 - $3,595

Total Monthly Price$3,195 - $3,595
12 Month Lease Term
1 to 2 Bedroom Apartments Available Now

45 E. Central St.

45 E Central StNatick, MA 01760
Furnished
  • Verified
  • Utilities Included
  • Smoke Free
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57 Eliot St
1 to 2 Bedroom Apartments

57 Eliot St

57 Eliot StNatick, MA 01760
property at 12 Walnut St
$2,350

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

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property at 7 Cross St
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
3 Bedroom, 1.5 Bath Home for Rent
Available Now

7 Cross St

NatickMA01760
property at 15 Oak St
$2,695

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

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
Hillside Estates0BR/1.0BAStudio, 1BA$2,750
13 West Central Street2 bed2BR, 1BA$3,101
45 E. Central St.2-BD2BR, 1BA$3,195
New Falls Apartments2 Bedroom Townhouse2BR, 1BA$3,250
Chestnut Hollow Apartments2 Bedroom Senior Apartment2BR, 1BA$3,250
Woodland Station ApartmentsThe Waban1BR, 1BA$3,401

Best Value Apartments for Rent in Wellesley Square, MA

As of September 21, 2026 the best value apartment in the Wellesley Square area is the $0.26 price per square foot 51 Brackett St Model at 51 Brackett St in the Wellesley Hills neighborhood starting from $2,600. The second greatest value Wellesley Square apartment is the 2 Bedroom Townhouse Model at New Falls Apartments in the Wellesley Hills neighborhood starting at $3,250 with a $2.43 price per square foot. 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.
51 Brackett St51 Brackett St2BR, 1BA$0.26
New Falls Apartments2 Bedroom Townhouse2BR, 1.5BA$2.43
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
Hillside Estates0BR/1.0BAStudio, 1BA$3.99
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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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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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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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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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.

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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