Room in Shared 5 bed/2.5 bath home
337 Central St
BostonMA02466
Cheap Homes for Rent in Wellesley Hills Neighborhood of Wellesley, MA from $1,100 (13 Rentals)
Search the lowest-cost Homes available for rent right now in the Wellesley Hills area of Wellesley.
Room in Shared 5 bed/2.5 bath home
337 Central St
BostonMA02466
Room in Shared 5 bed/2 bath home
337 Central St
BostonMA02466
Room in Shared 5 bed/2.5 bath home
337 Central St
BostonMA02466
Room in Shared 5 bed/2.5 bath home
337 Central St
BostonMA02466
129 North Ave
NatickMA01760
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.
210 Hillside Ave
NeedhamMA02494
61-63-63 Newell Rd
NewtonMA02466
250 Grove St
NewtonMA02466
270 Grove St
NewtonMA02466
1932 Washington St
NewtonMA02466
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$2,300Studio Apartments Available Sep 1
274 Grove St
274 Grove StNewton, MA 02466
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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$2,4001 Bedroom Apartments Available Jul 1
276 Grove St
276 Grove StNewton, MA 02466
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Wellesley Hills, Wellesley, MA Local Guide
How much does it cost to rent a home in Wellesley Hills?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Hills 2 Bedroom Homes for Rent | $2,896 | $2,650 | $4,200 |
| Wellesley Hills 3 Bedroom Homes for Rent | $5,496 | $4,200 | $8,750 |
| Wellesley Hills 4 Bedroom Homes for Rent | $5,984 | $3,700 | $10,000+ |
| Wellesley Hills 5 Bedroom Homes for Rent | $6,677 | $1,150 | $10,000+ |
| Wellesley Hills 6 Bedroom Homes for Rent | $15,000 | $10,000 | $10,000+ |
| Wellesley Hills 7 Bedroom Homes for Rent | $15,000 | $10,000 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 13 rentals with your search options within a 3 mile radius of the Wellesley Hills Neighborhood of Wellesley, MA.
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Wellesley Hills, Wellesley, MA Local Guide
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Cheapest Available Wellesley Hills Apartments for Rent
The cheapest available apartment rental in the Wellesley Hills area of Boston, MA is a Studio unit found at The Nines priced from $2,775. Chestnut Hollow Apartments has the second lowest priced unit, which is a 2 Beds apartment currently listed from $2,800. Here are the most affordable Wellesley Hills apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Nines | A | Studio,1BA | $2,775 |
| Chestnut Hollow Apartments | 2 Bedroom Senior Apartment | 2BR,1BA | $2,800 |
| Phillips Park Apartments | Two bedroom | 2BR,1BA | $3,500 |
| Woodland Station Apartments | The Riverside | 1BR,1BA | $3,776 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of May 28, 2026 the best value apartment in the Wellesley Hills area is the $2.00 price per square foot 27 Gammons Rd Model at 27 Gammons Rd in the in the Wellesley Hills neighborhood starting from $12,000. The second greatest value Wellesley Hills apartment is the 44 High St Model at 44 High St, Unit 1 starting at $4,250 with a $3.04 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. |
|---|---|---|---|
| 27 Gammons Rd | 27 Gammons Rd | 5BR,4.5BA | $2.00 |
| 44 High St, Unit 1 | 44 High St | 4BR,2BA | $3.04 |
| 9 Keefe Ave, Unit 1 | 9 Keefe Ave | 2BR,1BA | $2.00 |
| 69 Saco St | 69 Saco St | 3BR,1.5BA | $3.29 |
| 1383 Washington St | 1383 Washington St | 3BR,1BA | $3.00 |
| Phillips Park Apartments | Two Bedroom | 2BR,2BA | $3.48 |
| 287 Elliot St, Unit 287-12 | 287 Elliot St | 1BR,1BA | $2.10 |
| Woodland Station Apartments | The Riverside | 1BR,1BA | $5.02 |
| The Nines | A | Studio ,1BA | $4.61 |
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.
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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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.
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Pet Friendly LifestyleWellesley Hills, Wellesley, MA
Ranked #4
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 Wellesley Hills
What type of rentals are currently available in Wellesley Hills?
There are currently 74 Apartments for Rent in Wellesley Hills, MA with pricing that ranges from $1,900 to $12,000. There are also 93 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $1,150 to $15,000.
What is the current price range for Rental Homes in Wellesley Hills?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Wellesley Hills ranges from $1,150 to $15,000 with an average monthly rent of $6,924.
How much are larger Three and Four Bedroom Rentals in Wellesley Hills?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Wellesley Hills range from $2,800 to $8,139, while Three Bedroom Homes, Condos, and Townhomes for rent range from $4,200 to $8,750. Four Bedroom Single-Family rentals are also available starting from $3,700 and Four Bedroom Apartments start at $4,250.
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.
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The 10 Best Affordable Neighborhoods in Boston, MA
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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.
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I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
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This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
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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.