210 Hillside Ave
NeedhamMA02494
Cheap Homes for Rent in Wellesley Square Neighborhood of Wellesley, MA from $1,800 (17 Rentals)
Search the lowest-cost Homes available for rent right now in the Wellesley Square area of Wellesley.
1315 Highland Ave
NeedhamMA02492
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165 Concord St, Unit 24
165 Concord St
NewtonMA02462
161 Hunnewell St
NeedhamMA02494
161 Hunnewell St
NeedhamMA02494
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15 Oak St
NeedhamMA02492
100 Rosemary Way
NeedhamMA02494
2323 Washington St
NewtonMA02462
16 Whittier Rd
NatickMA01760
2251 Washington St
NewtonMA02462
100 Rosemary Way, Unit 332
100 Rosemary Way
NeedhamMA02494
100 Rosemary Way, Unit 332
100 Rosemary Way
NeedhamMA02494
2261 Washington St, Unit 2261
2261 Washington St
NewtonMA02462
36 Cottage St, Unit 3
36 Cottage St
NatickMA01760
2261 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 Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Square 2 Bedroom Homes for Rent | $3,235 | $2,650 | $3,900 |
| Wellesley Square 3 Bedroom Homes for Rent | $4,355 | $3,100 | $6,800 |
| Wellesley Square 4 Bedroom Homes for Rent | $5,692 | $3,400 | $10,000+ |
| Wellesley Square 5 Bedroom Homes for Rent | $9,714 | $4,200 | $10,000+ |
| Wellesley Square 6 Bedroom Homes for Rent | $13,351 | $6,555 | $10,000+ |
| Wellesley Square 7 Bedroom Homes for Rent | $5,900 | $5,900 | $5,900 |
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 17 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 1 Bed unit found at Commonwealth Residences priced from $2,750. Natick Corner has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,800. 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 |
| Natick Corner | One Bedroom | 1BR,1BA | $2,800 |
| Chestnut Hollow Apartments | 1 Bedroom Senior Apartment | 1BR,1BA | $2,950 |
| Woodland Station Apartments | The Riverside | 1BR,1BA | $3,198 |
| 21 Summer St | 1 Bed | 1BR,1BA | $3,200 |
Best Value Apartments for Rent in Wellesley Square, MA
As of September 15, 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 16 Lafayette Rd Model at 16 Lafayette Rd, Unit 11A starting at $2,600 with a $0.26 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 |
| 16 Lafayette Rd, Unit 11A | 16 Lafayette Rd | 2BR,1BA | $0.26 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.54 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $2.75 |
| 22 Cleveland Rd, Unit 1 | 22 Cleveland Rd | 3BR,1.5BA | $2.71 |
| 22 Cleveland Rd, Unit 22 Cleveland Rd | 22 Cleveland Rd | 3BR,1.5BA | $2.73 |
| 14 Abbott St, Unit 3 | 14 Abbott St | 2BR,1BA | $1.77 |
| Hastings Village | Emerson | 2BR,2BA | $3.43 |
| 15 N Main St, Unit 2 | 15 N Main St | 3BR,1BA | $2.59 |
| 628 Washington St, Unit 3 | 628 Washington St | 1BR,1BA | $3.33 |
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Pet Friendly LifestyleWellesley Square, Wellesley, MA
Ranked #1
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 Wellesley Square
What type of rentals are currently available in Wellesley Square?
There are currently 82 Apartments for Rent in Wellesley Square, MA with pricing that ranges from $1,600 to $9,200. There are also 81 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Square ranging from $1,850 to $30,000.
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 $1,850 to $30,000 with an average monthly rent of $5,846.
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 $2,898 to $6,491, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,100 to $6,800. Four Bedroom Single-Family rentals are also available starting from $3,400 and Four Bedroom Apartments start at $3,200.
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 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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
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.