Cheap Apartments for Rent in the Wellesley Hills Neighborhood of Wellesley, MA from $1,600 (26 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

Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

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Rosemary Lake Apartments
$1,900 - $3,700
Total Monthly Price

Total Monthly Price

Base Rent
$1,900 - $3,700

Total Monthly Price
$1,900 - $3,700
1 to 3 Bedroom Apartments Contact Us For Availability

Rosemary Lake Apartments

187 Rosemary StNeedham, MA 02494
Family Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included
property at 61 Evelyn Rd

$1,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

1 Bedroom, 1 Bath Home for Rent

Available Aug 1

61 Evelyn Rd

NeedhamMA02494
property at 31 Auburn St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

1 Bedroom, 1 Bath Home for Rent

Available Aug 1

31 Auburn St

NewtonMA02465
property at 2366 Commonwealth Ave

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

1 Bedroom, 1 Bath Home for Rent

Available Sep 1

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

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373 Lexington St, Unit 1
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400
1 Bedroom Apartment Available Aug 1

373 Lexington St, Unit 1

373 Lexington StAuburndale, MA 02466
property at 2360 Commonwealth Ave

$2,450

Total Monthly Price

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

1 Bedroom, 1 Bath Home for Rent

Available Sep 1

property at 66 Spring Rd

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

66 Spring Rd

NeedhamMA02494
property at 24 Leslie Rd

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Home for Rent

Available Aug 15

24 Leslie Rd

NewtonMA02466

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property at 61-63-63 Newell Rd

$1,975 - $3,145

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
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Woodland Park
Studio to 2 Bedroom Apartments

Woodland Park

264 Grove StAuburndale, MA 02466
  • Utilities Included
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 Condo for Rent

Available Now

63 Oak St, Unit 2B

63 Oak St
NeedhamMA02492

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

property at 1839 Washington St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Townhome for Rent

Available Aug 15

1839 Washington St

NewtonMA02466
property at 266 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 Now

266 Grove St

NewtonMA02466

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 1 Bed unit found at Woodland Park priced from $1,900. 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 ListingModel NameBed/BathPriced From
Woodland Park1 Bedroom1BR,1BA$1,900
Chestnut Hollow Apartments2 Bedroom Senior Apartment2BR,1BA$2,800
59-75 Wyman Street2 Bedroom2BR,1BA$2,900
The NinesAStudio,1BA$3,423
Phillips Park ApartmentsTwo bedroom2BR,1BA$3,500
Highland Park2 Bed - 2 Bath2BR,2BA$3,750

Best Value Apartments for Rent in Wellesley Hills, MA

As of July 25, 2026 the best value apartment in the Wellesley Hills area is the $4.79 price per square foot The Longwood Model at Woodland Station Apartments in the in the Wellesley Hills neighborhood starting from $7,138. The second greatest value Wellesley Hills apartment is the 69 Saco St Model at 69 Saco St starting at $3,950 with a $3.29 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.
Woodland Station ApartmentsThe Longwood3BR,2BA$4.79
69 Saco St69 Saco St3BR,1.5BA$3.29
Hastings VillageEmerson2BR,2BA$3.42
Phillips Park ApartmentsTwo Bedroom2BR,2BA$3.48
676 Worcester St, Unit in-law676 Worcester St3BR,1BA$3.32
Highland Park2 Bed - 2 Bath2BR,2BA$4.25
Woodland Park2 Bedroom2BR,1BA$3.29
59-75 Wyman Street2 Bedroom2BR,1BA$3.69
1024 Chestnut St, Unit 2A1024 Chestnut St1BR,1BA$3.27
14 Abbott St, Unit 2Rear14 Abbott St1BR,1BA$4.46

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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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 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 $2,350 at Woodland Park.

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 $6,904.

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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