Cheap Homes for Rent in Wellesley Hills Neighborhood of Wellesley, MA from $2,000 (22 Rentals)

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

property at 1117 Chestnut St

1117 Chestnut St

NewtonMA02464

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

property at 9 Higgins St

9 Higgins St, Unit 3

9 Higgins St
AuburndaleMA02466
property at 53 Wyman St

53 Wyman St, Unit 4

53 Wyman St
WabanMA02468

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

Wellesley Hills, Wellesley, MA Local Guide

Cheapest Available Wellesley Hills Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
The NinesAStudio,1BA$2,580

Best Value Apartments for Rent in Wellesley Hills, MA

As of April 18, 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 ListingModel NameBed/BathPrice Per Sq.Ft.
2044 Beacon St, Unit 22044 Beacon St4BR,4BA$0.54
1383 Washington St, Unit #31383 Washington St3BR,1BA$0.36
1383 Washington St, Unit 31383 Washington St3BR,1BA$0.36
1383 Washington St, Unit 31383 Washington St3BR,1BA$0.36
1383 Washington St, Unit 31383 Washington St3BR,1BA$0.36
1383 Washington St, Unit 31383 Washington St3BR,1BA$0.36
27 Gammons Rd27 Gammons Rd5BR,4.5BA$2.00
194 Auburn St, Unit 2194 Auburn St5BR,3BA$2.16
46 Auburn St, Unit 246 Auburn St3BR,1.5BA$1.81
934 Watertown St, Unit #2934 Watertown St2BR,1BA$1.70

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Frequently Asked Questions about Wellesley Hills

What type of rentals are currently available in Wellesley Hills?

There are currently 103 Apartments for Rent in Wellesley Hills, MA with pricing that ranges from $1,050 to $19,728. There are also 94 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $2,000 to $19,500.

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 $2,000 to $19,500 with an average monthly rent of $5,650.

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 $2,900 to $19,728, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,650 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,950 and Four Bedroom Apartments start at $5,400.

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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

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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.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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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.