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$3,950 - $4,500
Plus Fees
2 Bedroom Apartments Available NowHighland Park
680 Worcester StWellesley, MA 02482
2 Bedroom Apartments for Rent in the Wellesley Square Neighborhood of Wellesley, MA (49 Rentals)
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$3,940 - $4,508
Plus Fees
2 Bedroom Apartments Available NowHastings Village
66 Hastings StWellesley, MA 02481
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$2,695
Total Monthly Price1 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,695
Total Monthly Price
$2,695
15 Bemis Rd, Unit Apt #1
15 Bemis RdWellesley, MA 02481
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$2,450
Total Monthly Price8 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,450
Total Monthly Price
$2,450
14 Abbott St, Unit 3
14 Abbott StWellesley, MA 02482
40 Cedar St
WellesleyMA02481
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324 Washington St
WellesleyMA02481
16 Stonecleve Rd
WellesleyMA02482
37 Linden St
WellesleyMA02482
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.
133 Walnut St
WellesleyMA02481
11 Oak St
WellesleyMA02482
40 Cedar St
WellesleyMA02481
396 Wellesley Ave
WellesleyMA02481
133 Walnut St
WellesleyMA02481
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The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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$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
$2,600 - $4,300
Natick Corner
69 E Central StNatick, MA 01760
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Rent Specials
$3,300 - $3,800
Plus Fees6 Month Lease Term
2 Bedroom Apartments Available Now21 Summer St
21 Summer StNatick, MA 01760
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$3,850 - $4,300
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now45 E. Central St.
45 E Central StNatick, MA 01760
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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Rent Specials
$4,579 - $4,897
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,304 - $11,142
Total Monthly Price
$3,304 - $11,142
Woodland Station Apartments
1940 Washington StNewton, MA 02461
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$3,550
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,950 - $3,550
Total Monthly Price
$2,950 - $3,550
Chestnut Hollow Apartments
141 Chestnut StNeedham, MA 02492
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$2,400 - $2,700
Total Monthly Price
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,900 - $3,700
Total Monthly Price
$1,900 - $3,700
Rosemary Lake Apartments
187 Rosemary StNeedham, MA 02494
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Rent Specials
$2,776 - $3,007
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowNew Falls Apartments
2281 Washington StNewton, MA 02462
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Feb 1, 2026Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
3 Knox Ct, Unit 2
3 Knox CtNatick, MA 01760
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$2,350
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,350
Total Monthly Price
$2,350
5 General Greene Ave, Unit 4
5 General Greene AveNatick, MA 01760
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$2,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,850
Total Monthly Price
$2,850
16 Lafayette Rd, Unit 11A
16 Lafayette RdNewton, MA 02462
66 Summer St
NatickMA01760
6 Grant St
NatickMA01760
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.
26 N Main St
NatickMA01760
57 Harvard Street Extension
NatickMA01760
63 Pierrepont Rd
NewtonMA02462
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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
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Showing Results 1-49, Page 1 of 1
Wellesley Square, Wellesley, MA Local Guide
Residence halls at Wellesley College by Jared and Corin is licensed under CC BY 2.0
How much does it cost to rent an apartment in Wellesley Square?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Square Studio Apartments | $2,400 | $2,400 | $2,400 |
| Wellesley Square 1 Bedroom Apartments | $2,914 | $1,900 | $3,500 |
Wellesley Square 2 Bedroom Apartments | $3,685 | $2,000 | $4,897 |
| Wellesley Square 3 Bedroom Apartments | $4,279 | $3,000 | $5,300 |
| Wellesley Square 4 Bedroom Apartments | $5,425 | $5,400 | $5,500 |
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 49 rentals with your search options within a 3 mile radius of the Wellesley Square Neighborhood of Wellesley, MA.
See all Apartments in WellesleyExplore Wellesley
Wellesley Square, Wellesley, MA Local Guide
- Nearby Wellesley neighborhoods
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Largest Available Wellesley Square 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Wellesley Square area of Boston, MA is found at New Falls Apartments and is listed at 1,360 square feet priced from $2,776. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| New Falls Apartments | 2 Bedroom Garden | 1,360 Sq Ft | $2,776 |
| Natick Corner | Two Bedroom with Den | 1,325 Sq Ft | $4,300 |
| Hastings Village | Emerson | 1,150 Sq Ft | $3,940 |
| Woodland Station Apartments | The Arlington | 1,142 Sq Ft | $4,669 |
| 45 E. Central St. | 2-BD | 1,089 Sq Ft | $3,850 |
| Highland Park | 2 Bed - 2 Bath | 954 Sq Ft | $3,950 |
Cheapest Available Wellesley Square 2 Bedroom Apartments
Currently the lowest priced 2 Bedroom apartment unit Wellesley Square of Boston, MA is the 2 Bedroom Garden Model starting from $2,776 at New Falls Apartments. The average price for all 2 Bedroom apartments in Wellesley Square is currently $3,685. Here is today’s list of the cheapest available 2 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| New Falls Apartments | 2 Bedroom Garden | $2,776 |
| 21 Summer St | 2 Bed | $3,300 |
| Chestnut Hollow Apartments | 2 Bedroom Senior Apartment | $3,550 |
| Natick Corner | Two Bedroom | $3,600 |
| 45 E. Central St. | 2-BD | $3,850 |
| Hastings Village | Emerson | $3,940 |
| Highland Park | 2 Bed - 2 Bath | $4,500 |
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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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.
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Pet Friendly LifestyleWellesley Square, Wellesley, MA
Ranked #2
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Best Local Schools in Wellesley Square, Wellesley, MA
School data provided by Great Schools
Frequently Asked Questions about 2 Bedroom Wellesley Square Apartments
How much is the average rent for a 2 Bedroom Wellesley Square Apartment?
The average rent for a 2 Bedroom Apartment in Wellesley Square is $3,685.
What is the largest available 2 Bedroom Wellesley Square Apartment for rent?
Today's apartment with the most square footage in Wellesley Square is a 1,360 square feet unit starting from $2,776 at New Falls Apartments.
What is the average size for Wellesley Square 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Wellesley Square is currently 1,224 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.
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Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
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Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!