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Cheap Homes for Rent in Wellesley Square Neighborhood of Wellesley, MA from $2,300 (16 Rentals)
Search the lowest-cost Homes available for rent right now in the Wellesley Square area of Wellesley.
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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.
165 Concord St, Unit 21
165 Concord St
NewtonMA02462
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312 Washington St
WellesleyMA02481
9 Winnemay St, Unit 2
9 Winnemay St
NatickMA01760
312 Washington St
WellesleyMA02481
147 Maple St
NeedhamMA02492
161 Hunnewell St
NeedhamMA02494
436 Washington St
WellesleyMA02481
The 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.
100 Rosemary Way
NeedhamMA02494
100 Rosemary Way, Unit 332
100 Rosemary Way
NeedhamMA02494
100 Rosemary Way, Unit 332
100 Rosemary Way
NeedhamMA02494
100 Rosemary Way
NeedhamMA02494
2251 Washington St
NewtonMA02462
Cash 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.
2251 Washington St, Unit 1
2251 Washington St
NewtonMA02462
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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 Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Wellesley Square 2 Bedroom Homes for Rent | $2,996 | $2,395 | $3,500 |
| Wellesley Square 3 Bedroom Homes for Rent | $4,681 | $3,500 | $5,500 |
| Wellesley Square 4 Bedroom Homes for Rent | $5,594 | $3,600 | $8,500 |
| Wellesley Square 5 Bedroom Homes for Rent | $12,111 | $7,500 | $10,000+ |
| Wellesley Square 6 Bedroom Homes for Rent | $14,466 | $7,450 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 16 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 Highland Park priced from $2,950. 21 Summer St has the second lowest priced unit, which is a 1 Bed apartment currently listed from $3,000. Here are the most affordable Wellesley Square apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Highland Park | 1 Bed - 1 Bath | 1BR,1BA | $2,950 |
| 21 Summer St | 1 Bed | 1BR,1BA | $3,000 |
| Commonwealth Residences | Two Bedroom (1) | 2BR,1BA | $3,200 |
| Stonegate St. Patrick | 1-BD | 1BR,1BA | $3,200 |
| Woodland Station Apartments | The Hynes | 1BR,1BA | $3,513 |
Best Value Apartments for Rent in Wellesley Square, MA
As of July 31, 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 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.55 |
| 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 |
| 22 Cleveland Rd, Unit 1 | 22 Cleveland Rd | 3BR,1.5BA | $2.77 |
| 14 Abbott St, Unit 3 | 14 Abbott St | 2BR,1BA | $1.77 |
| Commonwealth Residences | Two Bedroom (1) | 2BR,1BA | $3.33 |
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Frequently Asked Questions about Wellesley Square
What type of rentals are currently available in Wellesley Square?
There are currently 80 Apartments for Rent in Wellesley Square, MA with pricing that ranges from $1,700 to $9,893. There are also 77 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Square ranging from $2,395 to $25,000.
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 $2,395 to $25,000 with an average monthly rent of $7,969.
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 $3,450 to $5,650, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,500 to $5,500. Four Bedroom Single-Family rentals are also available starting from $3,600 and Four Bedroom Apartments start at $3,995.
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.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.
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.