close
View Me
Rent Specials
$5,271 - $6,018
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,702 - $20,860
Total Monthly Price
Varies
The Nines
40 William StWellesley, MA 02481
2 Bedroom Apartments for Rent in Wellesley, MA (113 Rentals)
close
View Me
Rent Specials
$3,928 - $4,659
Plus Fees
2 Bedroom Apartments Available Jun 6Hastings Village
66 Hastings StWellesley, MA 02481
close
View Me
$3,750 - $4,750
Plus Fees
2 Bedroom Apartments Available NowHighland Park
680 Worcester StWellesley, MA 02482
close
View Me
$3,500 - $4,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,500 - $4,000
Total Monthly Price
$3,500 - $4,000
Phillips Park Apartments
324 Washington StWellesley, MA 02481
close
View Me
$2,695
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,695
Total Monthly Price
$2,695
15 Bemis Rd, Unit Apt #2
15 Bemis RdWellesley, MA 02481
139 R Linden St
WellesleyMA02482
5 Linden St
WellesleyMA02482
5 Westerly St
WellesleyMA02482
close
View Me
2 Bedroom Apartments
Terrazza
100 Linden StWellesley, MA 02482
close
View Me
2 Bedroom Apartments
127 Linden St
127 Linden StWellesley, MA 02482
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
close
View Me
2 Bedroom Apartments
Linden Square Townhomes
11 Oak StWellesley, MA 02482
close
View Me
2 Bedroom Apartments
Cedar Place
3 Burke LnWellesley, MA 02481
close
View Me
2 Bedroom Apartments
7 Bethel Rd
7 Bethel RdWellesley, MA 02481
close
View Me
2 Bedroom Apartments
Washington House
600 Washington 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
Ardemore At Wellesley
4-6 Cedar StWellesley, MA 02481
close
View Me
$3,600 - $4,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,600 - $4,300
Total Monthly Price
Varies
Natick Corner
69 E Central StNatick, MA 01760
close
View Me
$3,810 - $4,572
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,614 - $6,324
Total Monthly Price
$2,614 - $6,324
The Aven at Newton Highlands
99 Needham StNewton, MA 02461
close
View Me
$3,476 - $5,395
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,503 - $6,520
Total Monthly Price
Varies
The Kendrick
275 2nd AveNeedham, MA 02494
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
close
View Me
$3,850
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now45 E. Central St.
45 E Central StNatick, MA 01760
close
View Me
$4,038 - $4,198
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,855 - $4,198
Required Monthly Fees
$15
Total Monthly Price
$2,870 - $4,213
Charles River Landing
300 2nd AveNeedham, MA 02494
close
View Me
Rent Specials
$4,431 - $4,707
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,577 - $14,232
Total Monthly Price
$3,577 - $14,232
Woodland Station Apartments
1940 Washington StNewton, MA 02461
close
View Me
$2,800
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
Chestnut Hollow Apartments
141 Chestnut StNeedham, MA 02492
close
View Me
$2,400 - $2,700
Total Monthly Price
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,800 - $3,700
Total Monthly Price
$1,800 - $3,700
Rosemary Lake Apartments
187 Rosemary StNeedham, MA 02494
close
View Me
$3,300 - $4,450
Plus Fees6 Month Lease Term
2 Bedroom Apartments Available Jul 121 Summer St
21 Summer StNatick, MA 01760
close
View Me
Rent Specials
$2,776 - $3,007
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityNew Falls Apartments
2281 Washington StNewton, MA 02462
close
View Me
$3,600 - $3,800
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Jul 113 West Central Street
13 W Central StNatick, MA 01760
close
View Me
$4,150
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,150
Total Monthly Price
$4,150
282 Melrose St, Unit 282 Melrose Street Newton
282 Melrose StAuburndale, MA 02466
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 1Total Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
27 Elliot St, Unit 27 Elliot St
27 Elliot StNewton, MA 02461
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.
close
View Me
$3,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jun 6Total Monthly Price
Base Rent
$3,650
Total Monthly Price
$3,650
282 Melrose St, Unit 282
282 Melrose StAuburndale, MA 02466
close
View Me
$3,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
88 High St, Unit ADU
88 High StNewton, MA 02464
close
View Me
$3,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Aug 1Total Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
1084 Chestnut St, Unit 1084 Chestnut St
1084 Chestnut StNewton, MA 02464
close
View Me
$3,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,300
Total Monthly Price
$3,300
36 Bernard St, Unit NA
36 Bernard StNewton, MA 02461
close
View Me
$4,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
1139 Beacon St, Unit #21
1139 Beacon StNewton, MA 02461
close
View Me
$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
9 Keefe Ave, Unit 1
9 Keefe AveNewton, MA 02464
close
View Me
$3,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 1Total Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
44 High St, Unit 3
44 High StNewton, MA 02464
266 Grove St
AuburndaleMA02466
288 Grove St
AuburndaleMA02466
760 Highland Ave
NeedhamMA02494
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com
close
View Me
$2,8002 Bedroom Apartments Available Sep 1
757 Highland Ave, Unit 222N
757 Highland AveNeedham, MA 02494
close
View Me
$3,0502 Bedroom Apartments Available Sep 1
757 Highland Ave, Unit 103S
757 Highland AveNeedham, MA 02494
close
View Me
$2,7502 Bedroom Apartments Available Jul 1
280 Grove St, Unit 2
280 Grove StNewton, MA 02466
close
View Me
$3,0502 Bedroom Apartments Available Sep 1
757 Highland Ave, Unit 211S
757 Highland AveNeedham, MA 02494
close
View Me
$2,8002 Bedroom Apartments Available Sep 1
282 Grove St, Unit 11
282 Grove StNewton, MA 02466
close
View Me
$2,9002 Bedroom Apartments Available Sep 1
757 Highland Ave, Unit 115N
757 Highland AveNeedham, MA 02494
close
View Me
$2,9002 Bedroom Apartments Available Sep 1
278 Grove St, Unit 3
278 Grove StNewton, MA 02466
close
View Me
$2,6502 Bedroom Apartments Available Sep 1
286 Grove St, Unit 1
286 Grove StNewton, MA 02466
close
View Me
$3,0502 Bedroom Apartments Available Aug 1
757 Highland Ave, Unit 219N
757 Highland AveNeedham, MA 02494
close
View Me
$3,0502 Bedroom Apartments Available Sep 1
757 Highland Ave, Unit 306S
757 Highland AveNeedham, MA 02494
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & 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.
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 | $2,869 | $2,300 | $3,875 |
| Wellesley 1 Bedroom Apartments | $3,232 | $1,550 | $4,926 |
Wellesley 2 Bedroom Apartments | $3,903 | $2,400 | $6,018 |
| Wellesley 3 Bedroom Apartments | $4,738 | $3,200 | $8,266 |
| Wellesley 4 Bedroom Apartments | $5,100 | $4,200 | $6,450 |
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
- School Districts
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 1,379 square feet priced from $4,144. 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 I (B2B) | 1,379 Sq Ft | $4,144 |
| Natick Corner | Two Bedroom with Den | 1,325 Sq Ft | $4,300 |
| The Nines | L | 1,318 Sq Ft | $5,271 |
| Woodland Station Apartments | The Fenway | 1,273 Sq Ft | $4,706 |
| The Kendrick | BC8 | 1,169 Sq Ft | $4,422 |
| Highland Park | 2 Bed - 2 Bath | 1,110 Sq Ft | $3,750 |
| The Aven at Newton Highlands | B8 | 1,103 Sq Ft | $4,041 |
| Phillips Park Apartments | Two Bedroom | 1,000 Sq Ft | $3,500 |
| 45 E. Central St. | 2-BD | 908 Sq Ft | $3,850 |
Cheapest Available Wellesley 2 Bedroom Apartments
As of June 05, 2026 the lowest priced 2 Bedroom apartment unit in Wellesley, MA is the 2 Bedroom Senior Apartment Model starting from $2,800 at Chestnut Hollow Apartments in the Wellesley Hills neighborhood. The second most affordable Wellesley 2 Bedroom is the Two bedroom Model at Phillips Park Apartments starting at $3,500 . The average price for all 2 Bedroom apartments in Wellesley is currently $3,903. Here is today’s list of the cheapest available 2 Bedroom options in Wellesley:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Chestnut Hollow Apartments | 2 Bedroom Senior Apartment | $2,800 |
| Phillips Park Apartments | Two bedroom | $3,500 |
| Natick Corner | Two Bedroom | $3,600 |
| Highland Park | 2 Bed - 2 Bath | $3,750 |
| The Aven at Newton Highlands | B1 | $3,810 |
| 45 E. Central St. | 2-BD | $3,850 |
| Charles River Landing | Plan I (B2B) | $4,144 |
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 ArticleQuick 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
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 Chestnut Hollow Apartments listed at $2,800.
How much is the average rent for a 2 Bedroom Wellesley Apartment?
The average rent for a 2 Bedroom Apartment in Wellesley is $3,903.
What is the largest available 2 Bedroom Wellesley Apartment for rent?
Today's apartment with the most square footage in Wellesley is a 1,379 square feet unit starting from $4,144 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 1,043 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
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.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.