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Cheap Homes for Rent in Wellesley Square Neighborhood of Wellesley, MA from $2,600 (12 Rentals)
Search the lowest-cost Homes available for rent right now in the Wellesley Square area of Wellesley.
57 Harvard Street Extension
NatickMA01760
11 Franklin St
NatickMA01760
44 Pond St
NatickMA01760
63 Pierrepont Rd
NewtonMA02462
206 Concord St
NewtonMA02462
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.
16 Stonecleve Rd
WellesleyMA02482
5 Tibbetts St
NatickMA01760
37 Linden St
WellesleyMA02482
133 Walnut St
WellesleyMA02481
133 Walnut St
WellesleyMA02481
32 Rathbun Rd
NatickMA01760
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.
Showing Results 1-12, 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 a home in Wellesley Square?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Square 2 Bedroom Homes for Rent | $3,595 | $2,600 | $4,200 |
| Wellesley Square 3 Bedroom Homes for Rent | $4,003 | $3,000 | $6,800 |
| Wellesley Square 4 Bedroom Homes for Rent | $6,076 | $4,000 | $7,950 |
| Wellesley Square 5 Bedroom Homes for Rent | $10,635 | $7,900 | $10,000+ |
| Wellesley Square 6 Bedroom Homes for Rent | $7,418 | $5,555 | $9,500 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 12 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
- Nearby Wellesley neighborhoods
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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 Natick Corner priced from $2,600. New Falls Apartments has the second lowest priced unit, which is a 2 Beds apartment currently listed from $2,776. Here are the most affordable Wellesley Square apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Natick Corner | One Bedroom | 1BR,1BA | $2,600 |
| New Falls Apartments | 2 Bedroom Garden | 2BR,1BA | $2,776 |
| Commonwealth Residences | One Bedroom | 1BR,1BA | $2,800 |
| Chestnut Hollow Apartments | 1 Bedroom Senior Apartment | 1BR,1BA | $2,950 |
| 21 Summer St | 1 Bed | 1BR,1BA | $3,000 |
Best Value Apartments for Rent in Wellesley Square, MA
As of December 25, 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 $5,400 with a $0.54 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 | $0.54 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $2.75 |
| New Falls Apartments | 2 Bedroom Townhouse | 2BR,1.5BA | $2.24 |
| Hastings Village | Emerson | 2BR,2BA | $3.43 |
| 5 General Greene Ave, Unit 4 | 5 General Greene Ave | 2BR,1BA | $2.35 |
| 15 Bemis Rd, Unit Apt #1 | 15 Bemis Rd | 2BR,1BA | $3.17 |
| Woodland Station Apartments | The Hynes | 1BR,1BA | $4.17 |
| Commonwealth Residences | One Bedroom | 1BR,1BA | $3.66 |
| Natick Corner | One Bedroom | 1BR,1BA | $3.64 |
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 Article
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
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Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleQuick Rent Budget Calculator
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Pet Friendly LifestyleWellesley Square, Wellesley, MA
Ranked #2
Among cities in Massachusetts 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 Wellesley Square
What type of rentals are currently available in Wellesley Square?
There are currently 75 Apartments for Rent in Wellesley Square, MA with pricing that ranges from $1,900 to $5,500. There are also 49 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Square ranging from $2,600 to $18,000.
What is the current price range for Rental Homes in Wellesley Square?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Wellesley Square ranges from $2,600 to $18,000 with an average monthly rent of $6,345.
How much are larger Three and Four Bedroom Rentals in Wellesley Square?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Wellesley Square range from $3,000 to $5,300, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $6,800. Four Bedroom Single-Family rentals are also available starting from $4,000 and Four Bedroom Apartments start at $5,400.
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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Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
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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!