
Cheap Apartments for Rent in the Wellesley Hills Neighborhood of Wellesley, MA from $1,600 (22 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Hills area of Wellesley.


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14 Abbott St, Unit 3

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628 Washington St, Unit 3

Room in Shared 5 bed/2 bath home

Room in Shared 5 bed/2.5 bath home
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.

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Rosemary Lake Apartments

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979 Chestnut St

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1026 Chestnut St, Unit 2A

1026 Chestnut St

25 Westfield Rd
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.

25 Westfield Rd, Unit 1

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1595 Commonwealth Ave

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25 Westfield Rd, Unit STU W. Newton
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 Hills, Wellesley, MA Local Guide

How much does it cost to rent an apartment in Wellesley Hills?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Hills Studio Apartments | $2,814 | $2,500 | $3,045 |
| Wellesley Hills 1 Bedroom Apartments | $2,891 | $1,900 | $3,644 |
| Wellesley Hills 2 Bedroom Apartments | $3,708 | $2,350 | $5,779 |
| Wellesley Hills 3 Bedroom Apartments | $4,285 | $3,000 | $7,099 |
| Wellesley Hills 4 Bedroom Apartments | $5,190 | $4,250 | $5,500 |
Browse Apartments in this Neighborhood
There are currently 22 rentals with your search options within a 3 mile radius of the Wellesley Hills Neighborhood of Wellesley, MA.
See all Apartments in WellesleyExplore Wellesley
Wellesley Hills, Wellesley, MA Local Guide
- Nearby Wellesley neighborhoods
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Cheapest Available Wellesley Hills Apartments for Rent
 | Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Woodland Park | 1 Bedroom | 1BR,1BA | $2,300 |
| New Falls Apartments | 2 Bedroom Garden | 2BR,1BA | $2,776 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of January 03, 2026 the best value apartment in the Wellesley Hills area is the $0.29 price per square foot 16 Lafayette Rd Model at 16 Lafayette Rd, Unit 11A in the in the Wellesley Hills neighborhood starting from $2,850. The second greatest value Wellesley Hills apartment is the 53 Wyman St Model at 53 Wyman St, Unit A-11 starting at $2,700 with a $0.27 price per square foot in the Wellesley Hills neighborhood. Here is today’s list of the best values for Wellesley Hills apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 16 Lafayette Rd, Unit 11A | 16 Lafayette Rd | 2BR,1BA | $0.29 |
| 53 Wyman St, Unit A-11 | 53 Wyman St | 2BR,1BA | $0.27 |
| 45 Wyman St, Unit #3 | 45 Wyman St | 2BR,1BA | $0.31 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.54 |
| 27 Gammons Rd | 27 Gammons Rd | 5BR,4.5BA | $2.00 |
| 829 Chestnut St | 829 Chestnut St | 5BR,4.5BA | $2.36 |
| 14 Abbott St, Unit 3 | 14 Abbott St | 2BR,1BA | $1.63 |
| 9 Keefe Ave, Unit 1 | 9 Keefe Ave | 2BR,1BA | $2.00 |
| New Falls Apartments | 2 Bedroom Townhouse | 2BR,1.5BA | $2.24 |
| 1026 Chestnut St, Unit 2A | 1026 Chestnut St | 1BR,1BA | $2.35 |
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 Hills, Wellesley, MA
Ranked #5
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Best Local Schools in Wellesley Hills, Wellesley, MA
School data provided by Great Schools
Frequently Asked Questions about Cheap Wellesley Hills Apartments
What is a cheap apartment in Wellesley Hills?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Wellesley Hills is under $2,776.
What is the price of a cheap apartment in Wellesley Hills?
The cheapest apartment in Wellesley Hills is Woodland Park which is listed at $2,300, while the average apartment in Wellesley Hills costs $10,250.
What types of apartments are the cheapest in Wellesley Hills?
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 Hills 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 Hills?
Cheap apartments in Wellesley Hills have an average cost of $148 which is $10,102 cheaper than the average rent for all rentals in Wellesley Hills.
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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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.

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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!








