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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 Hills Neighborhood of Wellesley, MA (81 Rentals)
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$3,594 - $5,251
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,791 - $21,360
Total Monthly Price
$2,791 - $21,360
The Nines
40 William StWellesley, MA 02481
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$3,940 - $4,508
Plus Fees
2 Bedroom Apartments Available Dec 6Hastings Village
66 Hastings StWellesley, MA 02481
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$2,999
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,999
Total Monthly Price
$2,999
19 Bernard Rd, Unit 2
19 Bernard RdWellesley, MA 02481
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
25 Harris Ave, Unit 1
25 Harris AveWellesley, MA 02481
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$2,450
Total Monthly Price11 Month Lease Term
2 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$2,450
Total Monthly Price
$2,450
14 Abbott St, Unit 3
14 Abbott StWellesley, MA 02482
39 Twitchell St
WellesleyMA02482
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39 Twitchell St
WellesleyMA02482
3 Burke Ln
WellesleyMA02481
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.
324 Washington St
WellesleyMA02481
16 Stonecleve Rd
WellesleyMA02482
37 Linden St
WellesleyMA02482
133 Walnut St
WellesleyMA02481
40 Cedar St
WellesleyMA02481
133 Walnut St
WellesleyMA02481
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Cash 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.
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Rent Specials
$4,167 - $4,673
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,449 - $10,125
Total Monthly Price
$3,449 - $10,125
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
Plus Fees
2 Bedroom Apartments Contact Us For AvailabilityRosemary Lake Apartments
187 Rosemary StNeedham, MA 02494
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Rent Specials
$2,395 - $2,795
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowNew Falls Apartments
2281 Washington StNewton, MA 02462
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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$3,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,650
Total Monthly Price
$3,650
1935 Commonwealth Ave, Unit 603
1935 Commonwealth AveAuburndale, MA 02466
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$2,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,850
Total Monthly Price
$2,850
746 Highland Ave, Unit 310
746 Highland AveNeedham, MA 02494
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$3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
45 Wyman St, Unit #3
45 Wyman StWaban, MA 02468
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$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
53 Wyman St, Unit A-11
53 Wyman StWaban, MA 02468
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$3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
9 Keefe Ave, Unit 1
9 Keefe AveNewton, MA 02464
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$2,450
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,450
Total Monthly Price
$2,450
1024 Chestnut St, Unit B
1024 Chestnut StNewton, MA 02464
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$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
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$2,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 30Total Monthly Price
Base Rent
$2,850
Total Monthly Price
$2,850
43 Evergreen Ave, Unit 1
43 Evergreen AveNewton, MA 02466
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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
266 Grove St, Unit #11
266 Grove St
AuburndaleMA02466
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.
67 Wyman St, Unit 2
67 Wyman St
WabanMA02468
11 Keefe Ave, Unit 2
11 Keefe Ave
NewtonMA02464
37 Wyman St, Unit #2
37 Wyman St
WabanMA02468
53 Wyman St, Unit 4
53 Wyman St
WabanMA02468
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$2,700
Plus Fees
2 Bedroom Apartments Available Jan 1, 2026757 Highland Ave
757 Highland AveNeedham, MA 02494
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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.
Wellesley Hills, 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 Hills?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Hills Studio Apartments | $2,829 | $2,500 | $3,087 |
| Wellesley Hills 1 Bedroom Apartments | $2,954 | $1,500 | $7,229 |
Wellesley Hills 2 Bedroom Apartments | $3,485 | $2,350 | $5,251 |
| Wellesley Hills 3 Bedroom Apartments | $4,873 | $3,000 | $8,895 |
| Wellesley Hills 4 Bedroom Apartments | $5,258 | $4,250 | $5,600 |
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 81 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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Largest Available Wellesley Hills 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Wellesley Hills area of Boston, MA is found at The Nines and is listed at 1,518 square feet priced from $5,251. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| The Nines | P | 1,518 Sq Ft | $5,251 |
| New Falls Apartments | 2 Bedroom Garden | 1,360 Sq Ft | $2,395 |
| Woodland Station Apartments | The Park Street | 1,220 Sq Ft | $4,167 |
Cheapest Available Wellesley Hills 2 Bedroom Apartments
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| New Falls Apartments | 2 Bedroom Garden | $2,395 |
| Woodland Park | 2 Bedroom | $2,700 |
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 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 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 2 Bedroom Wellesley Hills Apartments
How much is the average rent for a 2 Bedroom Wellesley Hills Apartment?
The average rent for a 2 Bedroom Apartment in Wellesley Hills is $3,485.
What is the largest available 2 Bedroom Wellesley Hills Apartment for rent?
Today's apartment with the most square footage in Wellesley Hills is a 1,518 square feet unit starting from $5,251 at The Nines.
What is the average size for Wellesley Hills 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Wellesley Hills is currently 1,502 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
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!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.