Cheap Apartments for Rent in the Wellesley Square North Neighborhood of Wellesley, MA from $1,500 (22 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Square North area of Wellesley.

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14 Abbott St, Unit 3

Room in Shared 5 bed/2 bath home

Room in Shared 5 bed/2.5 bath home

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Rosemary Lake Apartments

26 N Main 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.

Total Monthly Price
268 Grove St, Unit 2-A

Total Monthly Price
282 Grove St, Unit 11

6 Grant St

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5 General Greene Ave, Unit 4

Total Monthly Price
2 General Greene Ave, Unit 3
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.

66 Summer St

Commonwealth Residences

Total Monthly Price
13 Moseley Ave, Unit 2nd Floor Apartment
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
Wellesley Square North, Wellesley, MA Local Guide

How much does it cost to rent an apartment in Wellesley Square North?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Square North Studio Apartments | $2,400 | $2,400 | $2,400 |
| Wellesley Square North 1 Bedroom Apartments | $2,853 | $1,900 | $3,500 |
| Wellesley Square North 2 Bedroom Apartments | $3,629 | $2,000 | $4,897 |
| Wellesley Square North 3 Bedroom Apartments | $4,167 | $3,000 | $5,300 |
| Wellesley Square North 4 Bedroom Apartments | $5,425 | $5,400 | $5,500 |
Browse Apartments in this Neighborhood
There are currently 22 rentals with your search options within a 3 mile radius of the Wellesley Square North Neighborhood of Wellesley, MA.
See all Apartments in WellesleyExplore Wellesley
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 Natick Corner priced from $2,600. Woodland Park has the second lowest priced unit, which is a 2 Beds apartment currently listed from $2,650. Here are the most affordable Wellesley Square North apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Natick Corner | One Bedroom | 1BR,1BA | $2,600 |
| Woodland Park | 2 Bedroom | 2BR,1BA | $2,650 |
| New Falls Apartments | 2 Bedroom Garden | 2BR,1BA | $2,776 |
| Commonwealth Residences | One Bedroom | 1BR,1BA | $2,800 |
| Modera Natick Center | A1 | 1BR,1BA | $2,808 |
Best Value Apartments for Rent in Wellesley Square North, MA
As of December 25, 2025 the best value apartment in the Wellesley Square North area is the $0.23 price per square foot 268 Grove St Model at 268 Grove St, Unit 2-A in the in the Wellesley Hills neighborhood starting from $2,300. 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 | $0.23 |
| 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 |
| 27 Oakwood Rd, Unit 2 | 27 Oakwood Rd | 3BR,1BA | $2.50 |
| 2 General Greene Ave, Unit 3 | 2 General Greene Ave | 2BR,1BA | $2.35 |
| 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 Park | 2 Bedroom | 2BR,1BA | $3.35 |
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 ArticleThe 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.
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
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Pet Friendly LifestyleWellesley Square North, Wellesley, MA
Ranked #1
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Best Local Schools in Wellesley Square North, Wellesley, MA
School data provided by Great Schools
Frequently Asked Questions about Cheap Wellesley Square North Apartments
What is the price of a cheap apartment in Wellesley Square North?
The cheapest apartment in Wellesley Square North is Natick Corner which is listed at $2,600, while the average apartment in Wellesley Square North costs $5,400.
What types of apartments are the cheapest in Wellesley Square North?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 2 regular apartments in Wellesley Square North that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Wellesley Square North?
Cheap apartments in Wellesley Square North have an average cost of $105 which is $5,295 cheaper than the average rent for all rentals in Wellesley Square North.
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.
Helpful Local Expert Guides

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.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
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Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
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Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
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!








