Cheap Apartments for Rent in the Wellesley Hills Neighborhood of Wellesley, MA from $1,600 (24 Rentals)

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

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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property at 270 Grove St

270 Grove St

NewtonMA02466
property at 286 Grove St

286 Grove St

NewtonMA02466
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Woodland Park
Studio to 2 Bedroom Apartments

Woodland Park

264 Grove StAuburndale, MA 02466
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757 Highland Ave
Studio to 2 Bedroom Apartments

757 Highland Ave

757 Highland AveNeedham, MA 02494
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Showing Results 1-24, Page 1 of 1

Wellesley Hills, Wellesley, MA Local Guide

Cheapest Available Wellesley Hills Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
57 Eliot StOne Bedroom1BR,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 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
7 Abbott St, Unit 27 Abbott St3BR,1.5BA$1.60
934 Watertown St, Unit #2934 Watertown St2BR,1BA$1.70
936 Watertown St, Unit #2936 Watertown St2BR,1BA$1.70
944 Watertown St, Unit #2944 Watertown St2BR,1BA$1.70

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Pet Friendly Lifestyle
Wellesley Hills, Wellesley, MA

Ranked #5

Among neighborhoods in Wellesley, MA for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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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.

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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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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.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

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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.