close
View Me
Cheap Apartments for Rent in the Wellesley Square Neighborhood of Wellesley, MA from $1,500 (11 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Square area of Wellesley.
close
View Me
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.
close
View Me
close
View Me
67 Loker St
WaylandMA01778
close
View Me
from $1,8501 to 3 Bedroom Apartments Contact Us For Availability
Rosemary Lake Apartments
187 Rosemary StNeedham, MA 02494
60 N Main St
NatickMA01760
close
View Me
210 Hillside Ave
NeedhamMA02494
close
View Me
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
close
View Me
Showing Results 1-11, Page 1 of 1
Wellesley Square, Wellesley, MA Local Guide
Residence halls at Wellesley College by Jared and Corin is licensed under CC BY 2.0
How much does it cost to rent an apartment in Wellesley Square?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Wellesley Square Studio Apartments | $3,393 | $1,800 | $7,500 |
| Wellesley Square 1 Bedroom Apartments | $3,762 | $1,750 | $10,000+ |
| Wellesley Square 2 Bedroom Apartments | $3,958 | $2,100 | $8,406 |
| Wellesley Square 3 Bedroom Apartments | $4,387 | $2,800 | $7,600 |
| Wellesley Square 4 Bedroom Apartments | $5,516 | $5,400 | $5,600 |
Browse Apartments in this Neighborhood
There are currently 11 rentals with your search options within a 3 mile radius of the Wellesley Square Neighborhood of Wellesley, MA.
See all Apartments in WellesleyExplore Wellesley
Wellesley Square, Wellesley, MA Local Guide
- Nearby Wellesley neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 Commonwealth Residences priced from $2,750. Chestnut Hollow Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,850. Here are the most affordable Wellesley Square apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Commonwealth Residences | One Bedroom | 1BR,1BA | $2,750 |
| Chestnut Hollow Apartments | 1 Bedroom Senior Apartment | 1BR,1BA | $2,850 |
| Highland Park | 1 Bed - 1 Bath | 1BR,1BA | $3,200 |
| Woodland Station Apartments | The Riverside | 1BR,1BA | $3,209 |
| 21 Summer St | 1 Bed | 1BR,1BA | $3,500 |
Best Value Apartments for Rent in Wellesley Square, MA
As of June 23, 2025 the best value apartment in the Wellesley Square area is the $0.54 price per square foot 2044 Beacon St Model at 2044 Beacon St, Unit 2 in the in the Wellesley Hills neighborhood starting from $5,400. The second greatest value Wellesley Square apartment is the 2044 Beacon St Model at 2044 Beacon St, Unit 2 starting at $5,600 with a $0.56 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. |
|---|---|---|---|
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.54 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.56 |
| 2251 Washington St, Unit 2251 | 2251 Washington St | 2BR,1.5BA | $0.32 |
| 2251 Washington St, Unit 3 | 2251 Washington St | 2BR,1.5BA | $0.32 |
| 2075 Beacon St, Unit 2075 | 2075 Beacon St | Studio ,3.5BA | $2.38 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $2.75 |
| 22 Cleveland Rd, Unit 1 | 22 Cleveland Rd | 3BR,1.5BA | $2.89 |
| Highland Park | 3 Bed - 2 Bath | 3BR,2BA | $3.69 |
| 90 S Main St, Unit 1 | 90 S Main St | 3BR,1BA | $2.50 |
| 66 Church St, Unit 3 | 66 Church St | 1BR,1BA | $2.71 |
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.
Let everyone know!
Do you know the Wellesley Square area?
If you’re an expert on all things Wellesley Square, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Pet Friendly LifestyleWellesley Square, Wellesley, MA
Ranked #2
Among neighborhoods in Wellesley, MA for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
2.5Pet Friendly
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 $2,750 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 $3,250 at Chestnut Hollow Apartments.
What is the most affordable Wellesley Square Three Bedroom Apartment?
The best deal on a cheap Wellesley Square Three Bedroom Apartment rental is at Highland Park and starts from $4,950.
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.
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.