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$2,100 - $3,550
Total Monthly Price
Base Rent$2,100 - $3,550
Total Monthly Price$2,100 - $3,550
Phillips Park Apartments
324 Washington StWellesley, MA 02481
Cheap Apartments for Rent in the Wellesley Hills Neighborhood of Wellesley, MA from $1,750 (42 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Hills area of Wellesley.
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$2,100
Total Monthly Price
Base Rent$2,100
Total Monthly Price$2,100
62 Church St, Unit 2 F
62 Church StWellesley, MA 02482
5 Seaward Rd
WellesleyMA02481
312 Washington St, Unit 4-6
312 Washington St
WellesleyMA02481
Room in Shared 5 bed/2.5 bath home in Newton Corner, Unit B
337 Central St
BostonMA02466
Room in Shared 5 bed/2.5 bath home in Newton Corner, Unit C
337 Central St
BostonMA02466
210 Hillside Ave
NeedhamMA02494
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$2,000 - $3,700
Total Monthly Price
Base Rent$2,000 - $3,700
Total Monthly Price$2,000 - $3,700
Rosemary Lake Apartments
187 Rosemary StNeedham, MA 02494
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
31 Auburn St
NewtonMA02465
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$2,175 - $2,600
Total Monthly Price
Base Rent$2,175 - $2,600
Total Monthly Price$2,175 - $2,600
282 Grove St
282 Grove StAuburndale, MA 02466
270 Grove St, Unit 4
270 Grove St
NewtonMA02466
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$2,300
Total Monthly Price
Base Rent$2,300
Total Monthly Price$2,300
975 Chestnut St, Unit #2
975 Chestnut StNewton, MA 02464
2360 Commonwealth Ave
NewtonMA02466
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$2,450
Total Monthly Price
Base Rent$2,450
Total Monthly Price$2,450
299 Elliot St, Unit 299 Elliot St #4
299 Elliot StNewton, MA 02464
24 Leslie Rd
NewtonMA02466
286 Grove St, Unit 1
286 Grove St
NewtonMA02466
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
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$2,5752 Bedroom Apartments Available Now
276 Grove St, Unit 04
276 Grove StNewton, MA 02466
278 Grove St, Unit 3
278 Grove St
NewtonMA02466
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$2,650
Total Monthly Price
Base Rent$2,650
Total Monthly Price$2,650
198 Concord St, Unit 16
198 Concord StNewton, MA 02462
280 Grove St, Unit 10
280 Grove St
NewtonMA02466
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$2,6501 Bedroom Apartments Available Oct 15
280 Grove St, Unit 10
280 Grove StNewton, MA 02466
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$2,700
Total Monthly Price
Base Rent$2,700
Total Monthly Price$2,700
9 Keefe Ave, Unit 1
9 Keefe AveNewton, MA 02464
2310 Commonwealth Ave
NewtonMA02466
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Rent Specials
$2,750 - $4,500Studio to 2 Bedroom Apartments Available Sep 15
Plus Fees
Hillside Estates
26 Union StNatick, MA 01760
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
2320 Commonwealth Ave
NewtonMA02466
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$2,7752 Bedroom Apartments Available Now
757 Highland Ave, Unit 207S
757 Highland AveNeedham, MA 02494
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$2,7752 Bedroom Apartments Available Now
757 Highland Ave, Unit 116N
757 Highland AveNeedham, MA 02494
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$2,7752 Bedroom Apartments Available Now
757 Highland Ave, Unit 217N
757 Highland AveNeedham, MA 02494
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Rent Specials
$2,776 - $3,4002 to 3 Bedroom Apartments Contact Us For Availability
Plus Fees12 Month Lease Term
New Falls Apartments
2281 Washington StNewton, MA 02462
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1 to 2 Bedroom Apartments
Concord Street Apartments
151 Concord StNewton Lower Falls, MA 02462
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1 to 2 Bedroom Apartments
57 Eliot St
57 Eliot StNatick, MA 01760
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Studio to 2 Bedroom Apartments
Woodland Park
264 Grove StAuburndale, MA 02466
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
250 Grove St
NewtonMA02466
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1 to 2 Bedroom Apartments
Golda Meir House 62+ Senior Housing
160 Stanton AveAuburndale, MA 02466
1077 Chestnut St
NewtonMA02464
187 St Mary St
NeedhamMA02494
282 Grove St
NewtonMA02466
288 Grove St
NewtonMA02466
292 Grove St
NewtonMA02466
278 Grove St
NewtonMA02466
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
15 Oak St
NeedhamMA02492
747 Highland Ave
NeedhamMA02494
Showing Results 1-42, Page 1 of 1
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 | $3,473 | $2,750 | $5,000 |
| Wellesley Hills 1 Bedroom Apartments | $3,123 | $1,950 | $4,223 |
| Wellesley Hills 2 Bedroom Apartments | $3,581 | $2,300 | $6,229 |
| Wellesley Hills 3 Bedroom Apartments | $4,592 | $3,000 | $7,800 |
| Wellesley Hills 4 Bedroom Apartments | $4,825 | $4,250 | $5,400 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 42 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 Studio unit found at Woodland Park priced from $2,175. 59-75 Wyman Street has the second lowest priced unit, which is a 2 Beds apartment currently listed from $2,900. Here are the most affordable Wellesley Hills apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Woodland Park | Studio | Studio,1BA | $2,175 |
| 59-75 Wyman Street | 2 Bedroom | 2BR,1BA | $2,900 |
| Woodland Station Apartments | The Riverside | 1BR,1BA | $2,925 |
| Chestnut Hollow Apartments | 2 Bedroom Senior Apartment | 2BR,1BA | $3,250 |
| The Nines | B | 1BR,1BA | $3,279 |
| Highland Park | 2 Bed - 2 Bath | 2BR,2BA | $3,750 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of September 09, 2026 the best value apartment in the Wellesley Hills 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 Hills 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 Hills apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 975 Chestnut St, Unit #2 | 975 Chestnut St | 2BR,1BA | $0.23 |
| 984 Chestnut St, Unit 2 | 984 Chestnut St | 3BR,1.5BA | $1.60 |
| 1096 Highland Ave, Unit #2 | 1096 Highland Ave | 3BR,1.5BA | $2.67 |
| 44 High St, Unit 1 | 44 High St | 4BR,2BA | $3.04 |
| 9 Keefe Ave, Unit 1 | 9 Keefe Ave | 2BR,1BA | $2.00 |
| 62 Church St, Unit 2 F | 62 Church St | 1BR,1BA | $2.33 |
| Highland Park | 2 Bed - 2 Bath | 2BR,2BA | $4.25 |
| 59-75 Wyman Street | 2 Bedroom | 2BR,1BA | $3.69 |
| Woodland Station Apartments | The Riverside | 1BR,1BA | $3.89 |
| 282 Grove St | 282 Grove St | 1BR,1BA | $3.63 |
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.
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Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
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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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
What is the Cheapest Studio apartment in Wellesley Hills?
Currently the most affordable Cheap Studio Apartment in Wellesley Hills is at Woodland Park listed at $2,175.
How much is rent for a Cheap One Bedroom Wellesley Hills Apartment?
The lowest price for a Cheap One Bedroom Wellesley Hills Apartment is $2,925 at Woodland Station Apartments.
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 $2,575 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 Woodland Station Apartments and starts from $5,590.
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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