close
View Me
$5,514 - $5,604
Total Monthly Price
Base Rent$3,310 - $19,639
Total Monthly PriceVaries
The Nines
40 William StWellesley, MA 02481
2 Bedroom Apartments for Rent in Wellesley, MA (96 Rentals)
close
View Me
$3,928 - $4,659
Total Monthly Price
Base Rent$3,928 - $4,659
Total Monthly PriceVaries
Hastings Village
66 Hastings StWellesley, MA 02481
close
View Me
$3,750 - $4,7502 Bedroom Apartments Available Now
Plus Fees
Highland Park
680 Worcester StWellesley, MA 02482
312 Washington St, Unit 4-6
312 Washington St
WellesleyMA02481
60 Denton Rd
WellesleyMA02482
243 Walnut St
WellesleyMA02481
5 Westerly St
WellesleyMA02482
close
View Me
2 Bedroom Apartments
Terrazza
100 Linden StWellesley, MA 02482
close
View Me
2 Bedroom Apartments
7 Bethel Rd
7 Bethel RdWellesley, MA 02481
close
View Me
2 Bedroom Apartments
Cedar Place
3 Burke LnWellesley, MA 02481
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Moving to Boston? Discover how to handle unique rental rules, avoid common moving day pitfalls, and prepare for your first winter in the city
close
View Me
2 Bedroom Apartments
Washington House
600 Washington StWellesley, MA 02482
close
View Me
2 Bedroom Apartments
Linden Square Townhomes
11 Oak StWellesley, MA 02482
close
View Me
2 Bedroom Apartments
127 Linden St
127 Linden StWellesley, MA 02482
close
View Me
2 Bedroom Apartments
Wellesley Place
978 Worcester StWellesley, MA 02482
close
View Me
2 Bedroom Apartments
312 Washington St
312 Washington StWellesley, MA 02481
close
View Me
2 Bedroom Apartments
Glen Grove
50 Grove StWellesley, MA 02482
close
View Me
$3,600 - $4,300
Total Monthly Price
Base Rent$2,600 - $4,300
Total Monthly Price$2,600 - $4,300
Natick Corner
69 E Central StNatick, MA 01760
close
View Me
Rent Specials
$4,505 - $4,847
Total Monthly Price
Base Rent$3,257 - $13,473
Total Monthly PriceVaries
Woodland Station Apartments
1940 Washington StNewton, MA 02461
close
View Me
$3,476 - $5,820
Total Monthly Price
Base Rent$2,503 - $7,295
Total Monthly PriceVaries
The Kendrick
275 2nd AveNeedham, MA 02494
close
View Me
$3,195 - $3,5952 Bedroom Apartments Available Now
Plus Fees12 Month Lease Term
45 E. Central St.
45 E Central StNatick, MA 01760
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.
close
View Me
$3,808 - $4,104
Total Monthly Price
Base Rent$2,685 - $4,064
Required Monthly Fees$15
Total Monthly Price$2,700 - $4,079
Charles River Landing
300 2nd AveNeedham, MA 02494
close
View Me
$3,705 - $4,568
Total Monthly Price
Base Rent$3,336 - $5,971
Total Monthly Price$3,336 - $5,971
The Aven at Newton Highlands
99 Needham StNewton, MA 02461
close
View Me
Rent Specials
$4,000 - $4,5002 Bedroom Apartments Available Oct 1
Plus Fees
Hillside Estates
26 Union StNatick, MA 01760
close
View Me
$3,250
Total Monthly Price
Base Rent$3,250
Total Monthly Price$3,250
Chestnut Hollow Apartments
141 Chestnut StNeedham, MA 02492
close
View Me
$2,400 - $2,700
Total Monthly Price
Base Rent$2,000 - $3,700
Total Monthly Price$2,000 - $3,700
Rosemary Lake Apartments
187 Rosemary StNeedham, MA 02494
close
View Me
$3,800 - $4,4502 Bedroom Apartments Available Now
Plus Fees6 Month Lease Term
21 Summer St
21 Summer StNatick, MA 01760
close
View Me
Rent Specials
$2,776 - $3,0072 Bedroom Apartments Contact Us For Availability
Plus Fees12 Month Lease Term
New Falls Apartments
2281 Washington StNewton, MA 02462
close
View Me
Rent Specials
$3,2002 Bedroom Apartments Available Now
Plus Fees12 Month Lease Term
Commonwealth Residences
373 Commonwealth RdWayland, MA 01778
close
View Me
$3,101 - $3,8002 Bedroom Apartments Available Now
Plus Fees12 Month Lease Term
13 West Central Street
13 W Central StNatick, MA 01760
close
View Me
$2,300
Total Monthly Price
Base Rent$2,300
Total Monthly Price$2,300
975 Chestnut St, Unit #2
975 Chestnut StNewton, MA 02464
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.
close
View Me
$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
close
View Me
$2,600
Total Monthly Price
Base Rent$2,600
Total Monthly Price$2,600
24 Elliot Ter, Unit 24 Elliot Ter
24 Elliot TerNewton, MA 02464
close
View Me
$2,650
Total Monthly Price
Base Rent$2,650
Total Monthly Price$2,650
198 Concord St, Unit 16
198 Concord StNewton, MA 02462
close
View Me
$2,700
Total Monthly Price
Base Rent$2,700
Total Monthly Price$2,700
9 Keefe Ave, Unit 1
9 Keefe AveNewton, MA 02464
760 Highland Ave
NeedhamMA02494
680 Boylston St
NewtonMA02459
52 Troy Ln
WabanMA02468
close
View Me
$2,7752 Bedroom Apartments Available Now
757 Highland Ave, Unit 116N
757 Highland AveNeedham, MA 02494
close
View Me
$2,7752 Bedroom Apartments Available Now
757 Highland Ave, Unit 207S
757 Highland AveNeedham, MA 02494
close
View Me
$2,8502 Bedroom Apartments Available Now
757 Highland Ave, Unit 220N
757 Highland AveNeedham, MA 02494
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.
close
View Me
$2,9002 Bedroom Apartments Available Now
757 Highland Ave, Unit 211S
757 Highland AveNeedham, MA 02494
close
View Me
$2,7752 Bedroom Apartments Available Now
757 Highland Ave, Unit 217N
757 Highland AveNeedham, MA 02494
close
View Me
$3,0502 Bedroom Apartments Available Now
757 Highland Ave, Unit 306S
757 Highland AveNeedham, MA 02494
close
View Me
$2,7002 Bedroom Apartments Available Now
276 Grove St, Unit 04
276 Grove StNewton, MA 02466
264 Grove St, Unit 7
264 Grove St
NewtonMA02466
99 Needham St, Unit 2235
99 Needham St
NewtonMA02461
1940 Washington St, Unit 130
1940 Washington St
NewtonMA02466
286 Grove St, Unit 1
286 Grove St
NewtonMA02466
278 Grove St, Unit 3
278 Grove St
NewtonMA02466
18 Wilson St
NatickMA01760
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.
Showing Results 1-50, Page 1 of 2
Wellesley, MA Local Guide
How much does it cost to rent an apartment in Wellesley?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Studio Apartments | $3,320 | $2,200 | $5,000 |
| Wellesley 1 Bedroom Apartments | $3,335 | $1,950 | $5,135 |
Wellesley 2 Bedroom Apartments | $3,962 | $2,150 | $5,820 |
| Wellesley 3 Bedroom Apartments | $5,101 | $2,850 | $7,800 |
| Wellesley 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 Top Apartments in Wellesley
See all Apartments in WellesleyExplore Wellesley
Wellesley, MA Local Guide
- Wellesley Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Largest Available Wellesley 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Wellesley, MA is found at Charles River Landing in the Oak Hill neighborhood and is 1,588 square feet priced from $3,985. Natick Corner in the Historic District neighborhood has the second largest 2 Bedroom, which is sized at 1,325 square feet and currently listed start at $4,300. Here is today’s list of the largest available 2 Bedroom units in Wellesley:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Charles River Landing | Plan K (B2D) | 1,588 Sq Ft | $3,985 |
| Natick Corner | Two Bedroom with Den | 1,325 Sq Ft | $4,300 |
| The Aven at Newton Highlands | B4 | 1,297 Sq Ft | $4,293 |
| Woodland Station Apartments | The Park Street | 1,220 Sq Ft | $4,744 |
| Commonwealth Residences | 1,065 Sq Ft | $3,200 | |
| 45 E. Central St. | 2-BD | 908 Sq Ft | $3,195 |
| 21 Summer St | 2 Bed | 901 Sq Ft | $3,800 |
| Highland Park | 2 Bed - 2 Bath | 883 Sq Ft | $3,750 |
| Woodland Park | 2 Bedroom | 790 Sq Ft | $2,475 |
| 59-75 Wyman Street | 2 Bedroom | 786 Sq Ft | $2,900 |
Cheapest Available Wellesley 2 Bedroom Apartments
As of September 04, 2026 the lowest priced 2 Bedroom apartment unit in Wellesley, MA is the 2 Bedroom Model starting from $2,475 at Woodland Park in the Wellesley Hills neighborhood. The second most affordable Wellesley 2 Bedroom is the 2 bed Model at 13 West Central Street starting at $3,101 in the Historic District neighborhood. The average price for all 2 Bedroom apartments in Wellesley is currently $3,962. Here is today’s list of the cheapest available 2 Bedroom options in Wellesley:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Woodland Park | 2 Bedroom | $2,475 |
| 13 West Central Street | 2 bed | $3,101 |
| 45 E. Central St. | 2-BD | $3,195 |
| Chestnut Hollow Apartments | 2 Bedroom Senior Apartment | $3,250 |
| Natick Corner | Two Bedroom | $3,600 |
| The Aven at Newton Highlands | B1 | $3,705 |
Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
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.
Read Article
Top Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
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.
Read Article
Quick Rent Budget Calculator
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.
Let everyone know!
Do you know the Wellesley area?
If you’re an expert on all things Wellesley, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Best Local Schools in Wellesley, MA
John D. Hardy Elementary School
Wellesley School District
Public School - Grades K-5 (310)
10 out of 10
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Wellesley, MA Rentals by Map
See the most popular apartments and homes in Wellesley, MA
Frequently Asked Questions about 2 Bedroom Wellesley Apartments
What is the Cheapest apartment in Wellesley with 2 Bedroom?
Currently the most affordable 2 Bedroom in Wellesley is at Woodland Park listed at $2,475.
How much is the average rent for a 2 Bedroom Wellesley Apartment?
The average rent for a 2 Bedroom Apartment in Wellesley is $3,962.
What is the largest available 2 Bedroom Wellesley Apartment for rent?
Today's apartment with the most square footage in Wellesley is a 1,588 square feet unit starting from $3,985 at Charles River Landing.
What is the average size for Wellesley 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Wellesley is currently 1,040 sq ft.
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
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.
What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!
Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
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
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
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.
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.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.