
Cheap Apartments for Rent in the Wellesley Hills Neighborhood of Wellesley, MA from $1,600 (26 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Hills area of Wellesley.


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14 Abbott St, Unit 2Rear

Ardemore At Wellesley

Room in Shared 5 bed/2.5 bath home in Newton Corner, Unit B

Room in Shared 5 bed/2.5 bath home in Newton Corner, Unit C

Room in Shared 5 bed/2.5 bath home in Newton Corner, Unit D
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

Room in Shared 5 bed/2.5 bath home in Newton Corner, Unit A

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Rosemary Lake Apartments

61 Evelyn Rd

31 Auburn St

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198 Concord St, Unit 16

2366 Commonwealth Ave
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373 Lexington St, Unit 1

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1024 Chestnut St, Unit 2A

2360 Commonwealth Ave

66 Spring Rd

24 Leslie Rd

Total Monthly Price
9 Keefe Ave, Unit 1
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Concord Street Apartments

61-63-63 Newell Rd

57 Eliot St

Golda Meir House 62+ Senior Housing

Woodland Park

63 Oak St, Unit 2B
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1839 Washington St

266 Grove St
Wellesley Hills, Wellesley, MA Local Guide

How much does it cost to rent an apartment in Wellesley Hills?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Hills Studio Apartments | $3,959 | $3,423 | $5,000 |
| Wellesley Hills 1 Bedroom Apartments | $3,228 | $1,900 | $4,584 |
| Wellesley Hills 2 Bedroom Apartments | $4,147 | $2,400 | $6,500 |
| Wellesley Hills 3 Bedroom Apartments | $4,798 | $2,990 | $8,428 |
| Wellesley Hills 4 Bedroom Apartments | $5,133 | $4,250 | $5,750 |
Browse Apartments in this Neighborhood
There are currently 26 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
 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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Woodland Park | 1 Bedroom | 1BR,1BA | $1,900 |
| Chestnut Hollow Apartments | 2 Bedroom Senior Apartment | 2BR,1BA | $2,800 |
| 59-75 Wyman Street | 2 Bedroom | 2BR,1BA | $2,900 |
| The Nines | A | Studio,1BA | $3,423 |
| Phillips Park Apartments | Two bedroom | 2BR,1BA | $3,500 |
| Highland Park | 2 Bed - 2 Bath | 2BR,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Woodland Station Apartments | The Longwood | 3BR,2BA | $4.79 |
| 69 Saco St | 69 Saco St | 3BR,1.5BA | $3.29 |
| Hastings Village | Emerson | 2BR,2BA | $3.42 |
| Phillips Park Apartments | Two Bedroom | 2BR,2BA | $3.48 |
| 676 Worcester St, Unit in-law | 676 Worcester St | 3BR,1BA | $3.32 |
| Highland Park | 2 Bed - 2 Bath | 2BR,2BA | $4.25 |
| Woodland Park | 2 Bedroom | 2BR,1BA | $3.29 |
| 59-75 Wyman Street | 2 Bedroom | 2BR,1BA | $3.69 |
| 1024 Chestnut St, Unit 2A | 1024 Chestnut St | 1BR,1BA | $3.27 |
| 14 Abbott St, Unit 2Rear | 14 Abbott St | 1BR,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.
Read ArticleReal 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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How much rent can you afford?
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.
Pet Friendly LifestyleWellesley Hills, Wellesley, MA
Ranked #5
Among cities in Massachusetts 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
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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