Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (180 Rentals)

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3 Glengarry Rd, Unit 3
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400
1 Bedroom Apartment Available Jun 1

3 Glengarry Rd, Unit 3

3 Glengarry RdWinchester, MA 01890
Furnished
  • Smoke Free
property at 5 Sheridan Cir

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Townhome for Rent

Available Jul 1

5 Sheridan Cir, Unit 5

5 Sheridan Cir
WinchesterMA01890
property at 200 Swanton St

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Rentals

Available Sep 1

200 Swanton St, Unit 310

200 Swanton St
WinchesterMA01890

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property at 10-12-12 Webster St

$4,150

Total Monthly Price

Total Monthly Price

Base Rent
$4,150

Total Monthly Price
$4,150

4 Bedroom, 2 Bath Home for Rent

Available Now

10-12-12 Webster St

WinchesterMA01890
property at 31 Fells Rd

$8,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,000

Total Monthly Price
$8,000

3 Bedroom, 2 Bath Home for Rent

Available Now

31 Fells Rd

WinchesterMA01890
property at 488 Washington St

$4,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,850

Total Monthly Price
$4,850

4 Bedroom, 1.5 Bath Home for Rent

Available Now

488 Washington St

WinchesterMA01890
property at 17 Cardinal St

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

3 Bedroom, 3.5 Bath Townhome for Rent

Available Now

17 Cardinal St

WinchesterMA01890
property at 18 Grant Rd

$7,900

Total Monthly Price

Total Monthly Price

Base Rent
$7,900

Total Monthly Price
$7,900

4 Bedroom, 2.5 Bath Home for Rent

Available Now

18 Grant Rd

WinchesterMA01890
property at 31 Irving St

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1 Bath Condo for Rent

Available Now

31 Irving St

WinchesterMA01890
property at 7 Conant Rd

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

7 Conant Rd

WinchesterMA01890
property at 63 Holland St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

2 Bedroom, 1 Bath Townhome for Rent

Available Now

63 Holland St

WinchesterMA01890
property at 11 Highland View Ave

$4,450

Total Monthly Price

Total Monthly Price

Base Rent
$4,450

Total Monthly Price
$4,450

3 Bedroom, 3 Bath Townhome for Rent

Available Now

11 Highland View Ave

WinchesterMA01890
property at 200 Swanton St

$2,250 - $2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

1 To 2 Bedroom Rentals

Available Now

200 Swanton St

WinchesterMA01890

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property at 8 Richardson St

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

8 Richardson St

WinchesterMA01890
property at 35 Vine St

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 2 Bath Condo for Rent

Available Now

35 Vine St

WinchesterMA01890
property at 60 Lake St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

60 Lake St

WinchesterMA01890
property at 67 Church St

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

2 Bedroom, 1 Bath Townhome for Rent

Available Now

67 Church St

WinchesterMA01890
property at 6 Risley Rd

$7,400

Total Monthly Price

Total Monthly Price

Base Rent
$7,400

Total Monthly Price
$7,400

3 Bedroom, 2.5 Bath Home for Rent

Available Now

6 Risley Rd

WinchesterMA01890
property at 59 Wedgemere Ave

$12,000

Total Monthly Price

Total Monthly Price

Base Rent
$12,000

Total Monthly Price
$12,000

4 Bedroom, 3.5 Bath Home for Rent

Available Now

59 Wedgemere Ave

WinchesterMA01890
property at 34 Glen Rd

$11,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,500

Total Monthly Price
$11,500

7 Bedroom, 3.5 Bath Home for Rent

Available Now

34 Glen Rd

WinchesterMA01890
property at 200 Swanton St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

200 Swanton St, Unit 635

200 Swanton St
WinchesterMA01890
property at 200 Swanton St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

200 Swanton St, Unit 237

200 Swanton St
WinchesterMA01890

The Art of the Rental Viewing: What to look for during a property tour

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Hanover Stoneham
Rent Specials
$2,438 - $5,249
Total Monthly Price

Total Monthly Price

Base Rent
$2,438 - $5,249

Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Hanover Stoneham

95 Maple StStoneham, MA 02180
Luxury
  • Verified
  • Customer Reviewed
  • Utilities Included
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The Mave
$2,680 - $5,440
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,680 - $5,440

Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Now

The Mave

225 Fallon RdStoneham, MA 02180
Family Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour

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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102 Main St, Unit B
$1,995
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995
2 Bedroom Apartment Available Now

102 Main St, Unit B

102 Main StWoburn, MA 01801
Cost Per Sq.Ft.
  • Smoke Free

Frequently Asked Questions about Winchester Highlands

How much are Studio apartments in Winchester Highlands?

There are currently 41 Studio Apartments in Winchester Highlands with rent ranges from $1,700 to $2,700 with an average price of $2,319.

What is the current price range for One Bedroom Winchester Highlands Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winchester Highlands ranges from $1,895 to $4,215 with an average monthly rent of $2,938.

What does renting a Two Bedroom Apartment in Winchester Highlands cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester Highlands range from $1,995 to $5,440. Today's average rental price for Two Bedrooms here is $3,519.

How expensive are Winchester Highlands Three Bedroom Apartments?

There are currently 17 Three Bedroom Apartments listings available in Winchester Highlands on ApartmentHomeLiving.com. The pricing ranges from $1,065 to $5,811 - averaging $3,905 for the location.

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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