Luxury Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (31 Rentals)

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

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10 Webster St, Unit 1
$4,150
Total Monthly Price17 Month Lease Term

Total Monthly Price

Base Rent
$4,150

Total Monthly Price
$4,150
4 Bedroom Apartment Available Now

10 Webster St, Unit 1

10 Webster StWinchester, MA 01890
Cost Per Sq.Ft.
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property at 415 Washington St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Home for Rent

Available Now

415 Washington St

WinchesterMA01890
property at 36 Cross St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Home for Rent

Available Now

36 Cross St

WinchesterMA01890

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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The Mave
$2,510 - $5,440
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,510 - $5,440

Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Now

The Mave

225 Fallon RdStoneham, MA 02180
  • Verified
  • Customer Reviewed
  • 3D Tour
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Hanover Stoneham
Rent Specials
$2,431 - $5,446
Total Monthly Price

Total Monthly Price

Base Rent
$2,431 - $5,446

Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Hanover Stoneham

95 Maple StStoneham, MA 02180
Luxury
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  • Customer Reviewed
  • Utilities Included
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44 Montvale Avenue
$2,380 - $2,800
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,380 - $2,800

Total Monthly Price
$2,380 - $2,800
Studio to 1 Bedroom Apartments Available Now

44 Montvale Avenue

44 Montvale AveWoburn, MA 01801
Furnished
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  • Utilities Included
  • 3D Tour
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12 Montvale Ave
$2,900 - $3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900 - $3,200

Total Monthly Price
$2,900 - $3,200
2 Bedroom Apartments Available Now

12 Montvale Ave

12 Montvale AveWoburn, MA 01801
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  • Utilities Included
  • Smoke Free

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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Alta Clara
$3,131 - $4,889
Total Monthly Price

Total Monthly Price

Base Rent
$3,131 - $4,889

Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Now

Alta Clara

21 Executive DrStoneham, MA 02180
Luxury
  • Verified
  • Customer Reviewed
  • 3D Tour
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Mill Street Gardens
Rent Specials
$1,950 - $2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,950 - $2,600

Total Monthly Price
$1,950 - $2,600
1 to 2 Bedroom Apartments Available Now

Mill Street Gardens

57 Mill StWoburn, MA 01801
Pet Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included
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477 Fulton St, Unit F
$5,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200
4 Bedroom Apartment Available Jun 1

477 Fulton St, Unit F

477 Fulton StMedford, MA 02155

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.

property at 79 Franklin St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

3 Bedroom, 1 Bath Home for Rent

Available Now

79 Franklin St

StonehamMA02180
property at 39 Cottage St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Now

39 Cottage St

StonehamMA02180
property at 22 Leonard St

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Home for Rent

Available Now

22 Leonard St

WoburnMA01801
property at 224 Park St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1.5 Bath Home for Rent

Available Now

224 Park St

StonehamMA02180
property at 59 Mill St

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom Rentals

Available Now

59 Mill St

WoburnMA01801

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

property at 29 Garfield Ave

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Home for Rent

Available Now

29 Garfield Ave

WoburnMA01801
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307 Main St
2 Bedroom Apartments

307 Main St

307 Main StWoburn, MA 01801
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48 Pleasant St
2 Bedroom Apartments

48 Pleasant St

48 Pleasant StStoneham, MA 02180

Frequently Asked Questions about Winchester Highlands

How much are Studio apartments in Winchester Highlands?

There are currently 43 Studio Apartments in Winchester Highlands with rent ranges from $1,700 to $2,733 with an average price of $2,285.

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 $1,795 to $4,304 with an average monthly rent of $3,013.

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 $2,250 to $5,150. Today's average rental price for Two Bedrooms here is $3,455.

How expensive are Winchester Highlands Three Bedroom Apartments?

There are currently 14 Three Bedroom Apartments listings available in Winchester Highlands on ApartmentHomeLiving.com. The pricing ranges from $2,300 to $5,761 - averaging $4,386 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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