Cheap Apartments for Rent in the Wellesley Hills Neighborhood of Wellesley, MA from $900 (19 Rentals)

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

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Ardemore At Wellesley
1 to 3 Bedroom Apartments

Ardemore At Wellesley

4-6 Cedar StWellesley, MA 02481
  • Utilities Included

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 129 North Ave

$1,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

1 Bedroom, 1 Bath Home for Rent

Available Now

129 North Ave

NatickMA01760
property at 31 Auburn St

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 Bedroom, 1 Bath Home for Rent

Available Now

31 Auburn St

NewtonMA02465
property at 63 Oak St

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Home for Rent

Available Now

63 Oak St

NeedhamMA02492

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 210 Hillside Ave

$1,895 - $2,375

Total Monthly Price

Total Monthly Price

Base Rent
$1,895

Total Monthly Price
$1,895

Studio To 1 Bedroom Rentals

Available Now

210 Hillside Ave

NeedhamMA02494
property at 61-63-63 Newell Rd

$1,975 - $3,275

Total Monthly Price

Total Monthly Price

Base Rent
$1,975

Total Monthly Price
$1,975

Studio To 2 Bedroom Rentals

Available Now

61-63-63 Newell Rd

NewtonMA02466
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57 Eliot St
1 to 2 Bedroom Apartments

57 Eliot St

57 Eliot StNatick, MA 01760
property at 1932 Washington St

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 Bedroom, 1 Bath Townhome for Rent

Available Now

1932 Washington St

NewtonMA02466

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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Woodland Park
Studio to 2 Bedroom Apartments

Woodland Park

264 Grove StAuburndale, MA 02466
  • Utilities Included

Wellesley Hills, Wellesley, MA Local Guide

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 Woodland Park priced from $2,600. The Nines has the second lowest priced unit, which is a Studio apartment currently listed from $2,649. Here are the most affordable Wellesley Hills apartments for rent in Boston, MA:

Apartment ListingModel NameBed/BathPriced From
Woodland Park2 Bedroom2BR,1BA$2,600
The NinesAStudio,1BA$2,649
Chestnut Hollow Apartments2 Bedroom Senior Apartment2BR,1BA$2,800
Woodland Station ApartmentsThe Riverside1BR,1BA$3,414

Best Value Apartments for Rent in Wellesley Hills, MA

As of June 10, 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 282 Melrose St Model at 282 Melrose St, Unit 282 starting at $3,650 with a $2.15 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.
27 Gammons Rd27 Gammons Rd5BR,4.5BA$2.00
282 Melrose St, Unit 282282 Melrose St2BR,1BA$2.15
282 Melrose St, Unit 282 Melrose Street Newton282 Melrose St2BR,1BA$2.44
44 High St, Unit 144 High St4BR,2BA$3.04
9 Keefe Ave, Unit 19 Keefe Ave2BR,1BA$2.00
1383 Washington St1383 Washington St3BR,1BA$3.00
287 Elliot St, Unit 287-12287 Elliot St1BR,1BA$2.10
15 Bemis Rd, Unit Apt #215 Bemis Rd2BR,1BA$3.17
Woodland Park2 Bedroom2BR,1BA$3.29
62 Elm St, Unit 62 Elm St. Newton62 Elm St1BR,1BA$2.38

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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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 #4

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Frequently Asked Questions about Cheap Wellesley Hills Apartments

How much is rent for a Cheap One Bedroom Wellesley Hills Apartment?

The lowest price for a Cheap One Bedroom Wellesley Hills Apartment is $2,800 at Chestnut Hollow Apartments.

What is the lowest price for a Cheap Two Bedroom Wellesley Hills Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Wellesley Hills is starting from $2,600 at Woodland Park.

What is the most affordable Wellesley Hills Three Bedroom Apartment?

The best deal on a cheap Wellesley Hills Three Bedroom Apartment rental is at The Nines and starts from $7,669.

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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For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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