Cheap Apartments for Rent in the Wellesley Hills Neighborhood of Wellesley, MA from $1,600 (24 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Hills area of Wellesley.

Rosemary Lake Apartments

979 Chestnut St

979 Chestnut St, Unit 3

979 Chestnut St, Unit #3
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

1817 Commonwealth Ave, Unit 17

1026 Chestnut St, Unit 2B

282 Grove St

1595 Commonwealth Ave

270 Grove St

286 Grove St

934 Watertown St, Unit #2

936 Watertown St, Unit #2

944 Watertown St, Unit #2
Wellesley Hills, Wellesley, MA Local Guide

How much does it cost to rent an apartment in Wellesley Hills?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Wellesley Hills Studio Apartments | $3,938 | $2,150 | $7,506 |
Wellesley Hills 1 Bedroom Apartments | $3,887 | $1,775 | $10,000+ |
Wellesley Hills 2 Bedroom Apartments | $4,631 | $2,150 | $10,000+ |
Wellesley Hills 3 Bedroom Apartments | $4,944 | $2,650 | $10,000+ |
Wellesley Hills 4 Bedroom Apartments | $6,125 | $5,400 | $7,000 |
Browse Apartments in this Neighborhood
There are currently 24 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
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Cheapest Available Wellesley Hills Apartments for Rent
 Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
57 Eliot St | One Bedroom | 1BR,1BA | $2,000 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of March 30, 2025 the best value apartment in the Wellesley Hills area is the $0.54 price per square foot 2044 Beacon St Model at 2044 Beacon St, Unit 2 in the in the Wellesley Hills neighborhood starting from $5,400. The second greatest value Wellesley Hills apartment is the 1383 Washington St Model at 1383 Washington St, Unit #3 starting at $3,600 with a $0.36 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. |
---|---|---|---|
2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.54 |
1383 Washington St, Unit #3 | 1383 Washington St | 3BR,1BA | $0.36 |
1383 Washington St, Unit 3 | 1383 Washington St | 3BR,1BA | $0.36 |
1383 Washington St, Unit 3 | 1383 Washington St | 3BR,1BA | $0.36 |
1383 Washington St, Unit 3 | 1383 Washington St | 3BR,1BA | $0.36 |
1383 Washington St, Unit 3 | 1383 Washington St | 3BR,1BA | $0.36 |
7 Abbott St, Unit 2 | 7 Abbott St | 3BR,1.5BA | $1.60 |
934 Watertown St, Unit #2 | 934 Watertown St | 2BR,1BA | $1.70 |
936 Watertown St, Unit #2 | 936 Watertown St | 2BR,1BA | $1.70 |
944 Watertown St, Unit #2 | 944 Watertown St | 2BR,1BA | $1.70 |
Quick Rent Budget Calculator
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Pet Friendly LifestyleWellesley Hills, Wellesley, MA
Ranked #5
Among neighborhoods in Wellesley, MA 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
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 Cheapest Studio apartment in Wellesley Hills?
Currently the most affordable Cheap Studio Apartment in Wellesley Hills is at The Kendrick listed at $2,795.
How much is rent for a Cheap One Bedroom Wellesley Hills Apartment?
The lowest price for a Cheap One Bedroom Wellesley Hills Apartment is $2,000 at 57 Eliot St.
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 $2,775 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 and starts from $2,650.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.