
Cheap Apartments for Rent in the Wellesley Square Neighborhood of Wellesley, MA from $1,500 (14 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Square area of Wellesley.


3 Waban St, Unit 6

Total Monthly Price
14 Abbott St, Unit 3

Rosemary Lake Apartments

28 Spring St

26 N Main St
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

7 Allen Ct, Unit 7 Allen Court

Total Monthly Price
55 E Central St, Unit 2

24 N Main St

New Falls Apartments
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.
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 1 Bedroom Apartments | $2,942 | $1,500 | $9,176 | 
| Wellesley Square 2 Bedroom Apartments | $3,692 | $2,000 | $4,849 | 
| Wellesley Square 3 Bedroom Apartments | $4,316 | $2,350 | $5,300 | 
| Wellesley Square 4 Bedroom Apartments | $5,000 | $3,500 | $5,600 | 
Browse Apartments in this Neighborhood
There are currently 14 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
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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 1 Bed unit found at Commonwealth Residences priced from $2,750. New Falls Apartments has the second lowest priced unit, which is a 2 Beds apartment currently listed from $2,795. 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 | 
| New Falls Apartments | 2 Bedroom Townhouse | 2BR,1BA | $2,795 | 
| Natick Corner | One Bedroom | 1BR,1BA | $2,800 | 
| Chestnut Hollow Apartments | 1 Bedroom Senior Apartment | 1BR,1BA | $2,950 | 
| 45 E. Central St. Apartments | 1-BD | 1BR,1BA | $3,200 | 
Best Value Apartments for Rent in Wellesley Square, MA
As of November 04, 2025 the best value apartment in the Wellesley Square area is the $0.29 price per square foot 16 Lafayette Rd Model at 16 Lafayette Rd, Unit 11A in the in the Wellesley Hills neighborhood starting from $2,850. The second greatest value Wellesley Square apartment is the 2044 Beacon St Model at 2044 Beacon St, Unit 2 starting at $5,500 with a $2.75 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. | 
|---|---|---|---|
| 16 Lafayette Rd, Unit 11A | 16 Lafayette Rd | 2BR,1BA | $0.29 | 
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $2.75 | 
| 14 Abbott St, Unit 3 | 14 Abbott St | 2BR,1BA | $1.63 | 
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $3.73 | 
| New Falls Apartments | 2 Bedroom Townhouse | 2BR,1.5BA | $2.09 | 
| 25 Harris Ave, Unit 1 | 25 Harris Ave | 2BR,1BA | $2.60 | 
| 45 E. Central St. Apartments | 1-BD | 1BR,1BA | $4.16 | 
| Commonwealth Residences | One Bedroom | 1BR,1BA | $3.59 | 
| Natick Corner | One Bedroom | 1BR,1BA | $3.92 | 
| 21 Summer St | 1 Bed | 1BR,1BA | $4.55 | 
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read ArticleDon'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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleQuick 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.
Pet Friendly LifestyleWellesley Square, Wellesley, MA
Ranked #2
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet 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 $2,795 at New Falls 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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.



