
Cheap Apartments for Rent in the Wellesley Hills Neighborhood of Wellesley, MA from $1,600 (34 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Hills area of Wellesley.


Total Monthly Price
70 Church St, Unit 2, Unit 2

Total Monthly Price
15 Bemis Rd, Unit Apt #4, Unit Apt #4

312 Washington St, Unit 3-2

Ardemore At Wellesley

Room in Shared 5 bed/2.5 bath home, Unit C

Room in Shared 5 bed/2.5 bath home, Unit D

Total Monthly Price
Rosemary Lake Apartments
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

270 Grove St, Unit 5

Total Monthly Price
282 Grove St, Unit 9, Unit 9

Total Monthly Price
286 Grove St, Unit 3, Unit 3

Total Monthly Price
53 Wyman St

25 Westfield Rd, Unit 1, Unit 1

63 Oak St

Total Monthly Price
1595 Commonwealth Ave

Total Monthly Price
16 Lafayette Rd
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
25 Westfield Rd, Unit STU W. Newton, Unit STU W. Newton

22 High St

268 Grove St, Unit 10, Unit 10

Total Monthly Price
268 Grove St, Unit 2, Unit 2

264 Grove St, Unit 8

288 Grove St

New Falls Apartments

19 Rowe St
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.

266 Grove St, Unit 4

Concord Street Apartments

57 Eliot St

Golda Meir House 62+ Senior Housing

250 Grove St

1932 Washington St

100 Rosemary Way, Unit 210, Unit 210

210 Hillside Ave
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.

15 Oak St

290 Grove St
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 | $3,074 | $2,500 | $3,336 |
| Wellesley Hills 1 Bedroom Apartments | $3,204 | $1,900 | $4,056 |
| Wellesley Hills 2 Bedroom Apartments | $4,070 | $2,400 | $6,350 |
| Wellesley Hills 3 Bedroom Apartments | $4,621 | $2,800 | $9,479 |
| Wellesley Hills 4 Bedroom Apartments | $5,050 | $4,250 | $5,400 |
Browse Apartments in this Neighborhood
There are currently 34 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
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Wellesley Hills Apartments for Rent
 The cheapest available apartment rental in the Wellesley Hills area of Boston, MA is a 2 Beds unit found at New Falls Apartments priced from $2,776. The Nines has the second lowest priced unit, which is a Studio apartment currently listed from $2,935. Here are the most affordable Wellesley Hills apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| New Falls Apartments | 2 Bedroom Garden | 2BR,1BA | $2,776 |
| The Nines | A | Studio,1BA | $2,935 |
| Chestnut Hollow Apartments | 1 Bedroom Senior Apartment | 1BR,1BA | $2,950 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of April 26, 2026 the best value apartment in the Wellesley Hills area is the $0.23 price per square foot 282 Grove St Model at 282 Grove St, Unit 9 in the in the Wellesley Hills neighborhood starting from $2,300. The second greatest value Wellesley Hills apartment is the 286 Grove St Model at 286 Grove St, Unit 3 starting at $2,350 with a $0.24 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. |
|---|---|---|---|
| 282 Grove St, Unit 9 | 282 Grove St | 1BR,1BA | $0.23 |
| 286 Grove St, Unit 3 | 286 Grove St | 1BR,1BA | $0.24 |
| 1383 Washington St, Unit #3 | 1383 Washington St | 3BR,1BA | $0.36 |
| 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 |
| New Falls Apartments | 2 Bedroom Townhouse | 2BR,1.5BA | $2.24 |
| 27 Oakwood Rd, Unit 2 | 27 Oakwood Rd | 3BR,1BA | $2.50 |
| 1935 Commonwealth Ave, Unit 603 | 1935 Commonwealth Ave | 2BR,1BA | $2.97 |
| 268 Grove St, Unit 2 | 268 Grove St | 2BR,1BA | $2.70 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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
4.0Pet 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 the price of a cheap apartment in Wellesley Hills?
The cheapest apartment in Wellesley Hills is Chestnut Hollow Apartments which is listed at $2,950, 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 $128 which is $10,122 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
Written by: Amelia Ramstead
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
Written by: Amelia Ramstead
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
Written by: Amelia Ramstead
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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.