Cheap Homes for Rent in Wellesley Hills Neighborhood of Wellesley, MA from $1,100 (13 Rentals)

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

property at 129 North Ave

$1,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

1 Bedroom, 1 Bath Home for Rent

Available Now

129 North Ave

NatickMA01760
property at 270 Grove St

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

Studio, 1 Bath Condo for Rent

Available May 1

270 Grove St

NewtonMA02466
property at 25 Westfield Rd

$2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

Studio, 1 Bath Condo for Rent

Available Now

25 Westfield Rd, Unit 1, Unit 1

25 Westfield Rd
NewtonMA02465

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.

property at 210 Hillside Ave

$2,450

Total Monthly Price

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

1 Bedroom, 1 Bath Condo for Rent

Available Now

210 Hillside Ave

NeedhamMA02494
property at 288 Grove St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Apr 15

288 Grove St

AuburndaleMA02466
property at 268 Grove St

$2,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

2 Bedroom, 1 Bath Condo for Rent

Available Now

268 Grove St, Unit 10, Unit 10

268 Grove St
AuburndaleMA02466
property at 290 Grove St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Home for Rent

Available May 1

290 Grove St

NewtonMA02466

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 266 Grove St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

266 Grove St, Unit #11, Unit #11

266 Grove St
AuburndaleMA02466

Wellesley Hills, Wellesley, MA Local Guide

Cheapest Available Wellesley Hills Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
New Falls Apartments2 Bedroom Garden2BR,1BA$2,776
The NinesAStudio,1BA$2,949

Best Value Apartments for Rent in Wellesley Hills, MA

As of April 12, 2026 the best value apartment in the Wellesley Hills area is the $0.36 price per square foot 1383 Washington St Model at 1383 Washington St, Unit #3 in the in the Wellesley Hills neighborhood starting from $3,600. The second greatest value Wellesley Hills apartment is the 2044 Beacon St Model at 2044 Beacon St, Unit 2 starting at $5,400 with a $0.54 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 ListingModel NameBed/BathPrice Per Sq.Ft.
1383 Washington St, Unit #31383 Washington St3BR,1BA$0.36
2044 Beacon St, Unit 22044 Beacon St4BR,4BA$0.54
282 Grove St, Unit 9282 Grove St1BR,1BA$0.23
286 Grove St, Unit 3286 Grove St1BR,1BA$0.24
27 Gammons Rd27 Gammons Rd5BR,4.5BA$2.00
829 Chestnut St829 Chestnut St5BR,4.5BA$2.36
New Falls Apartments2 Bedroom Townhouse2BR,1.5BA$2.24
27 Oakwood Rd, Unit 227 Oakwood Rd3BR,1BA$2.50
287 Elliot St, Unit 8287 Elliot St1BR,1BA$2.25
268 Grove St, Unit 2268 Grove St2BR,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.

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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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The 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.

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Cash 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.

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Quick 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.

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Pet Friendly Lifestyle
Wellesley Hills, Wellesley, MA

Ranked #5

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

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Wellesley Hills

What type of rentals are currently available in Wellesley Hills?

There are currently 86 Apartments for Rent in Wellesley Hills, MA with pricing that ranges from $1,900 to $12,000. There are also 64 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $1,110 to $17,500.

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 $1,110 to $17,500 with an average monthly rent of $6,900.

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 $7,994, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,400 to $7,000. Four Bedroom Single-Family rentals are also available starting from $4,000 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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