Cheap Homes for Rent in Wellesley Square North Neighborhood of Wellesley, MA from $1,000 (15 Rentals)

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Search the lowest-cost Homes available for rent right now in the Wellesley Square North area of Wellesley.

property at 7 Allen Ct

7 Allen Ct, Unit 7 Allen Court

7 Allen Ct
NatickMA01760

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.

property at 276 Grove St

276 Grove St, Unit 11

276 Grove St
AuburndaleMA02466
property at 288 Grove St

288 Grove St

AuburndaleMA02466

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.

property at 161 Hunnewell St

161 Hunnewell St

NeedhamMA02494
property at 266 Grove St

266 Grove St, Unit #11

266 Grove St
AuburndaleMA02466

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

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 ListingModel NameBed/BathPriced From
Woodland Park1 Bedroom1BR,1BA$2,400
Natick CornerOne Bedroom1BR,1BA$2,600
Commonwealth ResidencesOne Bedroom1BR,1BA$2,750
Modera Natick CenterA1B1BR,1BA$2,780
Woodland Station ApartmentsThe Riverside1BR,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 ListingModel NameBed/BathPrice Per Sq.Ft.
268 Grove St, Unit 2-A268 Grove St1BR,1BA$0.21
16 Lafayette Rd, Unit 11A16 Lafayette Rd2BR,1BA$0.29
2044 Beacon St, Unit 22044 Beacon St4BR,4BA$2.75
22 Cleveland Rd, Unit 122 Cleveland Rd3BR,1.5BA$2.71
2044 Beacon St, Unit 22044 Beacon St4BR,4BA$3.73
Hastings VillageLongfellow2BR,2BA$2.97
25 Harris Ave, Unit 125 Harris Ave2BR,1BA$2.87
Woodland Park2 Bedroom2BR,1BA$3.29
Commonwealth ResidencesOne Bedroom1BR,1BA$3.59
Natick CornerOne Bedroom1BR,1BA$3.64

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Pet Friendly Lifestyle
Wellesley Square North, Wellesley, MA

Ranked #1

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

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.