
Cheap Apartments for Rent in the Wellesley Square Neighborhood of Wellesley, MA from $1,500 (28 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Square area of Wellesley.


4 Cedar St

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14 Abbott St, Unit 2Rear

5 Seaward Rd

312 Washington St, Unit 3-5

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676 Worcester St, Unit in-law

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Phillips Park Apartments
Boston's Best Affordable Neighborhoods
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Wellesley Place

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Rosemary Lake Apartments

Commonwealth Residences

18 Wilson St

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198 Concord St, Unit 16

59 Pond St

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Natick Corner
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New Falls Apartments

24 N Main St

26 Union Street

13 West Central Street

45 E. Central St.

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Chestnut Hollow Apartments

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Woodland Station Apartments
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1940 Washington St, Unit 235

Concord Street Apartments

57 Eliot St

Golda Meir House 62+ Senior Housing

52 N Main St, Unit 5

35 Clyde St

100 Rosemary Way
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Wellesley Square, Wellesley, MA Local Guide

How much does it cost to rent an apartment in Wellesley Square?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Square Studio Apartments | $3,275 | $2,200 | $5,000 |
| Wellesley Square 1 Bedroom Apartments | $2,990 | $1,900 | $3,800 |
| Wellesley Square 2 Bedroom Apartments | $3,904 | $2,150 | $4,996 |
| Wellesley Square 3 Bedroom Apartments | $4,070 | $2,850 | $7,026 |
| Wellesley Square 4 Bedroom Apartments | $5,400 | $5,400 | $5,400 |
Browse Apartments in this Neighborhood
There are currently 28 rentals with your search options within a 3 mile radius of the Wellesley Square Neighborhood of Wellesley, MA.
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Wellesley Square, Wellesley, MA Local Guide
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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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Commonwealth Residences | Studio | Studio,1BA | $2,100 |
| Natick Corner | One Bedroom | 1BR,1BA | $2,600 |
| 13 West Central Street | 2 bed | 2BR,1BA | $3,101 |
| 45 E. Central St. | 1-BD | 1BR,1BA | $3,200 |
| Chestnut Hollow Apartments | 2 Bedroom Senior Apartment | 2BR,1BA | $3,250 |
| Phillips Park Apartments | Two bedroom | 2BR,1BA | $3,500 |
| 26 Union Street | 1BR/1.0BA | 1BR,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Phillips Park Apartments | Two Bedroom | 2BR,2BA | $3.48 |
| Hastings Village | Emerson | 2BR,2BA | $3.42 |
| 13 West Central Street | 2 bed | 2BR,1BA | $3.42 |
| 21 Summer St | 2 Bed | 2BR,2BA | $4.22 |
| 676 Worcester St, Unit in-law | 676 Worcester St | 3BR,1BA | $3.32 |
| Highland Park | 2 Bed - 2 Bath | 2BR,2BA | $4.25 |
| 26 Union Street | 1BR/1.0BA | 1BR,1BA | $4.08 |
| 45 E. Central St. | 1-BD | 1BR,1BA | $4.21 |
| Natick Corner | One Bedroom | 1BR,1BA | $3.64 |
| 198 Concord St, Unit 16 | 198 Concord St | 1BR,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.
Read ArticleReal 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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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.
Best Local Schools in Wellesley Square, Wellesley, MA
School data provided by Great Schools
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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