Luxury Apartments for Rent in the Wellesley Square Neighborhood of Wellesley, MA (101 Rentals)
The most luxurious Apartments in the Wellesley Square area of Wellesley with high-end amenities, features, and finishes.

64 Shore Rd

22 Cleveland Rd

1 Sunnyside Ave

22 Cleveland Rd

20 Lovewell Rd

55 Park Ave

41 Howe St

15 Edgemoor Cir
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.

15 Edgemoor Cir

22 Cleveland Rd, Unit 1

5 Seaward Rd

312 Washington St

41 Howe St

291 Linden St
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.

10 Wellesley Ave

22 Cleveland Rd

7 Sunnyside Ave

105 Parker Rd

407 Weston Rd

440 Washington St

31B Oak St

41 Willow St

5 Temple Rd

63 Russell Rd

33 Jackson Rd

16 Pinevale Ave

84 Cleveland Rd
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 Woodridge Rd

55 Park Ave

14 Lilac Cir

29 Burke Ln

39 Oak St

22 Leighton Rd

94 Rice St
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

67 Oak St

67 Overbrook Dr

65 Denton Rd

1 Edmunds Rd

28 Burke Ln

41 Oakridge Rd

62 Pond Rd

61 Hundreds

Stonegate St. Patrick

Natick Corner
Wellesley Square, Wellesley, MA Local Guide

How much does it cost to rent an apartment in Wellesley Square?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Wellesley Square Studio Apartments | $3,683 | $1,750 | $7,500 |
Wellesley Square 1 Bedroom Apartments | $3,686 | $1,750 | $10,000+ |
Wellesley Square 2 Bedroom Apartments | $3,977 | $2,100 | $8,902 |
Wellesley Square 3 Bedroom Apartments | $4,151 | $2,800 | $5,650 |
Wellesley Square 4 Bedroom Apartments | $5,514 | $5,400 | $5,600 |
Browse Apartments in this Neighborhood
There are currently 101 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
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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.
Pet Friendly LifestyleWellesley Square, Wellesley, MA
Ranked #2
Among neighborhoods in Wellesley, MA 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 Wellesley Square
What is the current price range for One Bedroom Wellesley Square Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Wellesley Square ranges from $1,750 to $10,277 with an average monthly rent of $3,686.
What does renting a Two Bedroom Apartment in Wellesley Square cost?
The monthly rent prices of Two Bedroom Apartments currently available in Wellesley Square range from $2,100 to $8,902. Today's average rental price for Two Bedrooms here is $3,977.
How expensive are Wellesley Square Three Bedroom Apartments?
There are currently 14 Three Bedroom Apartments listings available in Wellesley Square on ApartmentHomeLiving.com. The pricing ranges from $2,800 to $5,650 - averaging $4,151 for the location.
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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.