Cheap Homes for Rent in Wellesley, MA from $1,050 (24 Rentals)

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

property at 250 Grove St
$2,175

Total Monthly Price

Base Rent$2,175

Total Monthly Price$2,175
Studio, 1 Bath Condo for Rent
Available Now
Affordability

250 Grove St

NewtonMA02466
property at 282 Grove St
$2,350

Total Monthly Price

Base Rent$2,350

Total Monthly Price$2,350
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

282 Grove St

NewtonMA02466
property at 1185 Commonwealth Ave
$2,350

Total Monthly Price

Base Rent$2,350

Total Monthly Price$2,350
12 Month Lease Term
Studio, 1 Bath Home for Rent
Available Now
Affordability
property at 12 Walnut St
$2,350

Total Monthly Price

Base Rent$2,350

Total Monthly Price$2,350
2 Bedroom, 1.5 Bath Condo for Rent
Available Oct 1
Affordability

12 Walnut St

NatickMA01760
property at 1077 Chestnut St
$2,350

Total Monthly Price

Base Rent$2,350

Total Monthly Price$2,350
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1077 Chestnut St

NewtonMA02464

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property at 61 Newell Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

61 Newell Rd

NewtonMA02466
property at 288 Grove St
$2,575

Total Monthly Price

Base Rent$2,575

Total Monthly Price$2,575
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

288 Grove St

NewtonMA02466
property at 292 Grove St
$2,575

Total Monthly Price

Base Rent$2,575

Total Monthly Price$2,575
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

292 Grove St

NewtonMA02466
property at 278 Grove St
$2,575

Total Monthly Price

Base Rent$2,575

Total Monthly Price$2,575
12 Month Lease Term
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

278 Grove St

NewtonMA02466
property at 289 Webster St
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

289 Webster St

NewtonMA02466

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

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property at 15 Oak St
$2,695

Total Monthly Price

Base Rent$2,695

Total Monthly Price$2,695
1 Bedroom, 1 Bath Townhome for Rent
Available Oct 1

15 Oak St

NeedhamMA02492
property at 747 Highland Ave
$2,775

Total Monthly Price

Base Rent$2,775

Total Monthly Price$2,775
2 Bedroom, 1 Bath Condo for Rent
Available Now

747 Highland Ave

NeedhamMA02494

What It Really Costs to Live in Boston: A Local Renter’s Guide

Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.

Wellesley, MA Local Guide

Cheapest Available Wellesley Apartments for Rent

 

The cheapest available apartment rental in Wellesley, MA is a Studio unit found at Commonwealth Residences in the Historic District neighborhood priced from $2,100. Woodland Park in the Wellesley Hills neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $2,175. Here is today’s list of the most affordable Wellesley apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Commonwealth ResidencesStudioStudio,1BA$2,100
Woodland ParkStudioStudio,1BA$2,175
Natick CornerOne Bedroom1BR,1BA$2,600
Charles River LandingPlan A (A1A)1BR,1BA$2,823
59-75 Wyman Street2 Bedroom2BR,1BA$2,900

Best Value Apartments for Rent in Wellesley, MA

As of September 06, 2026 the best value apartment in the Wellesley area is the $0.23 price per square foot 975 Chestnut St Model at 975 Chestnut St, Unit #2 in the in the Wellesley Hills neighborhood starting from $2,300. The second greatest value Wellesley apartment is the 984 Chestnut St Model at 984 Chestnut St, Unit 2 starting at $3,850 with a $1.60 price per square foot in the Wellesley Hills neighborhood. Here is today’s list of the best values for Wellesley apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
975 Chestnut St, Unit #2975 Chestnut St2BR,1BA$0.23
984 Chestnut St, Unit 2984 Chestnut St3BR,1.5BA$1.60
1096 Highland Ave, Unit #21096 Highland Ave3BR,1.5BA$2.67
44 High St, Unit 144 High St4BR,2BA$3.04
9 Keefe Ave, Unit 19 Keefe Ave2BR,1BA$2.00
69 Thurston Rd, Unit 69 Thurston Rd69 Thurston Rd3BR,1.5BA$2.49
24 Elliot Ter, Unit 24 Elliot Ter24 Elliot Ter2BR,1BA$2.89
62 Church St, Unit 2 F62 Church St1BR,1BA$2.33
Charles River LandingPlan A (A1A)1BR,1BA$3.56
282 Grove St282 Grove St1BR,1BA$3.63

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Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

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Navigating the Rental Market: Tips for First-Time Renters

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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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about Wellesley

What type of rentals are currently available in Wellesley?

There are currently 118 Apartments for Rent in Wellesley, MA with pricing that ranges from $1,950 to $7,800. There are also 103 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley ranging from $975 to $16,800.

What is the current price range for Rental Homes in Wellesley?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Wellesley ranges from $975 to $16,800 with an average monthly rent of $4,998.

How much are larger Three and Four Bedroom Rentals in Wellesley?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Wellesley range from $2,850 to $7,800, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,995 to $7,900. Four Bedroom Single-Family rentals are also available starting from $3,750 and Four Bedroom Apartments start at $4,250.

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.

Helpful Local Expert Guides

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Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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What It Really Costs to Live in Boston: A Local Renter's Guide

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Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

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Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

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Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

Articles, How-To's, and Tips

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

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.