
Cheap Homes for Rent in Wellesley Square North Neighborhood of Wellesley, MA from $1,000 (15 Rentals)
Search the lowest-cost Homes available for rent right now in the Wellesley Square North area of Wellesley.


Room in Shared 5 bed/2.5 bath home

Room in Shared 5 bed/2 bath home

7 Allen Ct, Unit 7 Allen Court

270 Grove St
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.

276 Grove St, Unit 11

288 Grove St

286 Grove 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.

161 Hunnewell St

288 Grove St

161 Hunnewell St

268 Grove St

266 Grove St, Unit #11
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 North, Wellesley, MA Local Guide

How much does it cost to rent a home in Wellesley Square North?
Bedroom | Average Price | Cheapest Price | Highest Price |
---|---|---|---|
Wellesley Square North 2 Bedroom Homes for Rent | $2,886 | $2,200 | $3,999 |
Wellesley Square North 3 Bedroom Homes for Rent | $3,778 | $3,000 | $4,440 |
Wellesley Square North 4 Bedroom Homes for Rent | $5,180 | $4,000 | $6,900 |
Wellesley Square North 5 Bedroom Homes for Rent | $4,798 | $1,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 15 rentals with your search options within a 3 mile radius of the Wellesley Square North Neighborhood of Wellesley, MA.
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Wellesley Square North, Wellesley, MA Local Guide
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Cheapest Available Wellesley Square North Apartments for Rent
 The cheapest available apartment rental in the Wellesley Square North area of Boston, MA is a 1 Bed unit found at Woodland Park priced from $2,400. Natick Corner has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,600. Here are the most affordable Wellesley Square North apartments for rent in Boston, MA:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Woodland Park | 1 Bedroom | 1BR,1BA | $2,400 |
Natick Corner | One Bedroom | 1BR,1BA | $2,600 |
Commonwealth Residences | One Bedroom | 1BR,1BA | $2,750 |
Modera Natick Center | A1B | 1BR,1BA | $2,780 |
Woodland Station Apartments | The Riverside | 1BR,1BA | $3,142 |
Best Value Apartments for Rent in Wellesley Square North, MA
As of October 15, 2025 the best value apartment in the Wellesley Square North area is the $0.21 price per square foot 268 Grove St Model at 268 Grove St, Unit 2-A in the in the Wellesley Hills neighborhood starting from $2,100. The second greatest value Wellesley Square North apartment is the 16 Lafayette Rd Model at 16 Lafayette Rd, Unit 11A starting at $2,850 with a $0.29 price per square foot in the Wellesley Hills neighborhood. Here is today’s list of the best values for Wellesley Square North apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
268 Grove St, Unit 2-A | 268 Grove St | 1BR,1BA | $0.21 |
16 Lafayette Rd, Unit 11A | 16 Lafayette Rd | 2BR,1BA | $0.29 |
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 |
2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $3.73 |
Hastings Village | Longfellow | 2BR,2BA | $2.97 |
25 Harris Ave, Unit 1 | 25 Harris Ave | 2BR,1BA | $2.87 |
Woodland Park | 2 Bedroom | 2BR,1BA | $3.29 |
Commonwealth Residences | One Bedroom | 1BR,1BA | $3.59 |
Natick Corner | One Bedroom | 1BR,1BA | $3.64 |
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Pet Friendly LifestyleWellesley Square North, Wellesley, MA
Ranked #1
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Best Local Schools in Wellesley Square North, Wellesley, MA
School data provided by Great Schools
Frequently Asked Questions about Wellesley Square North
What type of rentals are currently available in Wellesley Square North?
There are currently 79 Apartments for Rent in Wellesley Square North, MA with pricing that ranges from $1,500 to $9,278. There are also 70 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Square North ranging from $1,000 to $10,000.
What is the current price range for Rental Homes in Wellesley Square North?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Wellesley Square North ranges from $1,000 to $10,000 with an average monthly rent of $3,557.
How much are larger Three and Four Bedroom Rentals in Wellesley Square North?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Wellesley Square North range from $3,600 to $6,391, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $4,440. Four Bedroom Single-Family rentals are also available starting from $4,000 and Four Bedroom Apartments start at $5,400.
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.

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.

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.