Luxury Apartments for Rent in the Wellesley Square Neighborhood of Wellesley, MA (48 Rentals)

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The most luxurious Apartments in the Wellesley Square area of Wellesley with high-end amenities, features, and finishes.

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Highland Park
$3,750 - $4,750

Total Monthly Price

Base Rent$3,750 - $4,750

Total Monthly Price$3,750 - $4,750
2 Bedroom Apartments Available Now

Highland Park

680 Worcester StWellesley, MA 02482
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  • Utilities Included
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Phillips Park Apartments
$2,100 - $3,550

Total Monthly Price

Base Rent$2,100 - $3,550

Total Monthly Price$2,100 - $3,550
12 Month Lease Term
1 Bedroom Apartments Available Oct 1

Phillips Park Apartments

324 Washington StWellesley, MA 02481
Affordability
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property at 39 Twitchell St
$4,600

Total Monthly Price

Base Rent$4,600

Total Monthly Price$4,600
3 Month Lease Term
2 Bedroom, 1 Bath Home for Rent
Available Jan 1, 2027

39 Twitchell St

WellesleyMA02482
property at 5 Seaward Rd
$2,750

Total Monthly Price

Base Rent$2,750

Total Monthly Price$2,750
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

5 Seaward Rd

WellesleyMA02481
property at 243 Walnut St
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now

243 Walnut St

WellesleyMA02481
property at 5 Westerly St
$3,900

Total Monthly Price

Base Rent$3,900

Total Monthly Price$3,900
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now

5 Westerly St

WellesleyMA02482
property at 62 Washington St
$3,950

Total Monthly Price

Base Rent$3,950

Total Monthly Price$3,950
3 Bedroom, 2 Bath Townhome for Rent
Available Now

62 Washington St

WellesleyMA02481

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property at 7 Sunnyside Ave
$4,500

Total Monthly Price

Base Rent$4,500

Total Monthly Price$4,500
12 Month Lease Term
4 Bedroom, 2.5 Bath Home for Rent
Available Now

7 Sunnyside Ave

WellesleyMA02482
property at 39 R Twitchell St
$4,600

Total Monthly Price

Base Rent$4,600

Total Monthly Price$4,600
2 Bedroom, 1 Bath Home for Rent
Available Now

39 R Twitchell St

WellesleyMA02482
property at 440 Washington St
$4,750

Total Monthly Price

Base Rent$4,750

Total Monthly Price$4,750
4 Bedroom, 2 Bath Townhome for Rent
Available Now

440 Washington St

WellesleyMA02481
property at 26 Pleasant St
$5,000

Total Monthly Price

Base Rent$5,000

Total Monthly Price$5,000
2 Bedroom, 2 Bath Townhome for Rent
Available Now

26 Pleasant St

WellesleyMA02482
property at 11 Springdale Ave
$6,000

Total Monthly Price

Base Rent$6,000

Total Monthly Price$6,000
12 Month Lease Term
4 Bedroom, 2 Bath Home for Rent
Available Oct 15

11 Springdale Ave

WellesleyMA02481
property at 33 College Rd
$6,200

Total Monthly Price

Base Rent$6,200

Total Monthly Price$6,200
3 Bedroom, 3 Bath Home for Rent
Available Nov 1

33 College Rd

WellesleyMA02482
property at 49 Cottonwood Rd
$7,400

Total Monthly Price

Base Rent$7,400

Total Monthly Price$7,400
4 Bedroom, 4 Bath Home for Rent
Available Oct 19

49 Cottonwood Rd

WellesleyMA02482
property at 20 Donizetti St
$7,900

Total Monthly Price

Base Rent$7,900

Total Monthly Price$7,900
5 Bedroom, 3 Bath Home for Rent
Available Now

20 Donizetti St

WellesleyMA02482
property at 144 Linden St
$7,900

Total Monthly Price

Base Rent$7,900

Total Monthly Price$7,900
3 Bedroom, 2.5 Bath Condo for Rent
Available Now

144 Linden St

WellesleyMA02482

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property at 15 Waban St
$10,000

Total Monthly Price

Base Rent$10,000

Total Monthly Price$10,000
4 Bedroom, 4.5 Bath Condo for Rent
Available Now

15 Waban St

WellesleyMA02482
property at 99 Pond Rd
$11,500

Total Monthly Price

Base Rent$11,500

Total Monthly Price$11,500
4 Bedroom, 4 Bath Home for Rent
Available Oct 1

99 Pond Rd

WellesleyMA02482
property at 23 Bellevue Rd
$16,800

Total Monthly Price

Base Rent$16,800

Total Monthly Price$16,800
12 Month Lease Term
5 Bedroom, 4.5 Bath Home for Rent
Available Now

23 Bellevue Rd

WellesleyMA02481
property at 12 Leighton Rd
$5,300

Total Monthly Price

Base Rent$5,300

Total Monthly Price$5,300
4 Bedroom, 2 Bath Home for Rent
Available Now

12 Leighton Rd

WellesleyMA02482
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Wellesley Place
2 Bedroom Apartments

Wellesley Place

978 Worcester StWellesley, MA 02482
  • Utilities Included
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Natick Corner
$2,600 - $4,300

Total Monthly Price

Base Rent$2,600 - $4,300

Total Monthly Price$2,600 - $4,300
12 Month Lease Term
1 to 2 Bedroom Apartments Available Now

Natick Corner

69 E Central StNatick, MA 01760
Pet Friendly
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  • 3D Tour
  • Smoke Free
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45 E. Central St.
$3,195 - $3,595

Total Monthly Price

Base Rent$3,195 - $3,595

Total Monthly Price$3,195 - $3,595
12 Month Lease Term
1 to 2 Bedroom Apartments Available Now

45 E. Central St.

45 E Central StNatick, MA 01760
Furnished
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  • Utilities Included
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Hillside Estates
Rent Specials
$2,750 - $4,500

Total Monthly Price

Base Rent$2,750 - $4,500

Total Monthly Price$2,750 - $4,500
Studio to 2 Bedroom Apartments Available Now

Hillside Estates

26 Union StNatick, MA 01760
Senior Living
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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.

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21 Summer St
$3,800 - $4,450

Total Monthly Price

Base Rent$3,800 - $4,450

Total Monthly Price$3,800 - $4,450
6 Month Lease Term
2 Bedroom Apartments Available Now

21 Summer St

21 Summer StNatick, MA 01760
Luxury
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  • 3D Tour
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Commonwealth Residences
Rent Specials
$2,100 - $4,200

Total Monthly Price

Base Rent$2,100 - $4,200

Total Monthly Price$2,100 - $4,200
12 Month Lease Term
Studio to 3 Bedroom Apartments Available Now

Commonwealth Residences

373 Commonwealth RdWayland, MA 01778
Luxury
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  • Utilities Included
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New Falls Apartments
Rent Specials
$3,088 - $3,750

Total Monthly Price

Base Rent$3,088 - $3,750

Total Monthly Price$3,088 - $3,750
12 Month Lease Term
2 to 3 Bedroom Apartments Available Now

New Falls Apartments

2281 Washington StNewton, MA 02462
Family Friendly
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  • Utilities Included
  • 3D Tour
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51 Brackett St
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
12 Month Lease Term
2 Bedroom Apartment Available Now

51 Brackett St

51 Brackett StBoston, MA 02135
Cost Per Sq.Ft.
property at 283 Hillside Ave
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
12 Month Lease Term
3 Bedroom, 2 Bath Condo for Rent
Available Now

283 Hillside Ave, Unit 1

283 Hillside Ave
NeedhamMA02494

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property at 37 Centre St
$3,650

Total Monthly Price

Base Rent$3,650

Total Monthly Price$3,650
12 Month Lease Term
3 Bedroom, 2 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

37 Centre St

NatickMA01760
property at 58 North Ave
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 1 Bath Home for Rent
Available Now

58 North Ave

NatickMA01760
property at 24 N Main St
$2,850

Total Monthly Price

Base Rent$2,850

Total Monthly Price$2,850
3 Bedroom, 2 Bath Home for Rent
Available Now

24 N Main St

NatickMA01760
property at 7 Cross St
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
3 Bedroom, 1.5 Bath Home for Rent
Available Now

7 Cross St

NatickMA01760
property at 15 Oak St
$2,695

Total Monthly Price

Base Rent$2,695

Total Monthly Price$2,695
1 Bedroom, 1 Bath Townhome for Rent
Available Oct 1

15 Oak St

NeedhamMA02492
property at 8 Grant St
$3,650

Total Monthly Price

Base Rent$3,650

Total Monthly Price$3,650
3 Bedroom, 1.5 Bath Townhome for Rent
Available Now

8 Grant St

NatickMA01760
property at 27 Woodland St
$4,500

Total Monthly Price

Base Rent$4,500

Total Monthly Price$4,500
3 Bedroom, 2.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

27 Woodland St

NatickMA01760
property at 445 Glen Rd
$5,200

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
4 Bedroom, 2 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

445 Glen Rd

WestonMA02493

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property at 20 Florence St
$7,500

Total Monthly Price

Base Rent$7,500

Total Monthly Price$7,500
12 Month Lease Term
5 Bedroom, 4 Bath Townhome for Rent
Available Now

20 Florence St

NatickMA01760
property at 114 Jarvis Cir
$7,800

Total Monthly Price

Base Rent$7,800

Total Monthly Price$7,800
4 Bedroom, 2.5 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

114 Jarvis Cir

NeedhamMA02492
property at 48 Homsy Ln
$8,000

Total Monthly Price

Base Rent$8,000

Total Monthly Price$8,000
4 Bedroom, 3.5 Bath Home for Rent
Available Now

48 Homsy Ln

NeedhamMA02494

Wellesley Square, Wellesley, MA Local Guide

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.

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Real 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.

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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 $3,554 with an average monthly rent of $2,914.

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 $2,150 to $4,659. Today's average rental price for Two Bedrooms here is $3,563.

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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