Luxury Homes for Rent in Winchester, MA (211 Rentals) Page 4 of 5

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The most luxurious Homes in Winchester with high-end amenities, features, and finishes.

property at 33 Raymond Ave

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

33 Raymond Ave, Unit 3

33 Raymond Ave
SomervilleMA02144
property at 15 Governor Rd

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Home for Rent

Available Now

15 Governor Rd

ArlingtonMA02474
property at 14 Sturtevant Ter

$4,800 - $8,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800 - $8,700

Total Monthly Price
$4,800 - $8,700

4 To 6 Bedroom Condos for Rent

Available Now

14 Sturtevant Ter

MedfordMA02155
property at 9 Peacock Farm Rd

$4,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,850

Total Monthly Price
$4,850

3 Bedroom, 2 Bath Home for Rent

Available Now

9 Peacock Farm Rd

LexingtonMA02421
property at 14 Kings Ct

$4,950

Total Monthly Price

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

4 Bedroom, 2.5 Bath Home for Rent

Available Sep 1

14 Kings Ct

ArlingtonMA02474
property at 14 Kings Ct

$4,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

4 Bedroom, 2.5 Bath Home for Rent

Available Sep 1

14 Kings Ct

ArlingtonMA02474
property at 318 Mystic St

$4,980

Total Monthly Price

Total Monthly Price

Base Rent
$4,980

Total Monthly Price
$4,980

3 Bedroom, 2 Bath Home for Rent

Available Sep 1

318 Mystic St

ArlingtonMA02474
property at 34 Hume Ave

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

34 Hume Ave, Unit 2

34 Hume Ave
MedfordMA02155
property at 33 Hamilton St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 2.5 Bath Home for Rent

Available Now

33 Hamilton St

MedfordMA02155
property at 34 Park St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

34 Park St

ArlingtonMA02474
property at 34 Linden St

$5,200

Total Monthly Price

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

34 Linden St

BrooklineMA02445
property at 36 Whittier Rd

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

5 Bedroom, 2.5 Bath Home for Rent

Available Now

36 Whittier Rd

MedfordMA02155
property at 10 Greenleaf Ave

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 1 Bath Condo for Rent

Available Now

10 Greenleaf Ave, Unit 1

10 Greenleaf Ave
MedfordMA02155
property at 217 Arlington St

$5,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250

4 Bedroom, 3.5 Bath Townhome for Rent

Available Sep 1

217 Arlington St

MedfordMA02155
property at 479 Fulton St

$5,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,295

Total Monthly Price
$5,295

5 Bedroom, 4.5 Bath Condo for Rent

Available Now

479 Fulton St

MedfordMA02155
property at 61 Wollaston Ave

$5,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300

4 Bedroom, 1.5 Bath Condo for Rent

Available Now

61 Wollaston Ave, Unit 61 Wollaston Ave - 2

61 Wollaston Ave
ArlingtonMA02476
property at 30 Peacock Farm Rd

$5,400

Total Monthly Price

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

4 Bedroom, 4 Bath Home for Rent

Available Now

30 Peacock Farm Rd

LexingtonMA02421
property at 61 Warren St

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 3 Bath Townhome for Rent

Available Now

61 Warren St

MedfordMA02155
property at 11 Raymond Ave

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 2 Bath Condo for Rent

Available Jun 1, 2027

11 Raymond Ave

SomervilleMA02144
property at 21 Franklin St

$5,995

Total Monthly Price

Total Monthly Price

Base Rent
$5,995

Total Monthly Price
$5,995

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

21 Franklin St

ArlingtonMA02474
property at 455 Summer St

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 4.5 Bath Townhome for Rent

Available Now

455 Summer St

ArlingtonMA02474
property at 6 Lily Pond Ln

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

3 Bedroom, 2.5 Bath Townhome for Rent

Available Sep 1

6 Lily Pond Ln

LexingtonMA02420
property at 2 Michael St

$6,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 3.5 Bath Home for Rent

Available Aug 1

2 Michael St

ArlingtonMA02474
property at 52 Hillsdale Rd

$6,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom, 3.5 Bath Home for Rent

Available Aug 1

52 Hillsdale Rd

MedfordMA02155
property at 120 Jerome St

$6,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,495

Total Monthly Price
$6,495

6 Bedroom, 5 Bath Condo for Rent

Available Aug 1

120 Jerome St, Unit 1

120 Jerome St
MedfordMA02155
property at 3 Day Cir

$6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

4 Bedroom, 2 Bath Home for Rent

Available Now

3 Day Cir

WoburnMA01801
property at 18 Winchester Dr

$6,500

Total Monthly Price

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

4 Bedroom, 3 Bath Home for Rent

Available Sep 1

18 Winchester Dr

LexingtonMA02420
property at 82 Arlmont St

$6,500

Total Monthly Price

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

4 Bedroom Rentals

Available Aug 1

82 Arlmont St

ArlingtonMA02476
property at 322 Lowell St

$6,600

Total Monthly Price

Total Monthly Price

Base Rent
$6,600

Total Monthly Price
$6,600

4 Bedroom, 3.5 Bath Home for Rent

Available Now

322 Lowell St

LexingtonMA02420
property at 559 Winthrop St

$6,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,800

Total Monthly Price
$6,800

5 Bedroom, 3 Bath Home for Rent

Available Aug 1

559 Winthrop St

MedfordMA02155
property at 15 University Rd

$6,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,800

Total Monthly Price
$6,800

3 Bedroom, 3.5 Bath Home for Rent

Available Sep 1

15 University Rd

ArlingtonMA02474
property at 140 Jerome St

$6,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,995

Total Monthly Price
$6,995

6 Bedroom, 5 Bath Condo for Rent

Available Now

140 Jerome St

MedfordMA02155
property at 230 Fulton St

$6,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,995

Total Monthly Price
$6,995

6 Bedroom, 6.5 Bath Condo for Rent

Available Now

230 Fulton St

MedfordMA02155
property at 15 Campbell Rd

$7,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,000

Total Monthly Price
$7,000

4 Bedroom, 3.5 Bath Home for Rent

Available Oct 1

15 Campbell Rd

ArlingtonMA02476
property at 15 Campbell Rd

$7,000

Total Monthly Price

Total Monthly Price

Base Rent
$7,000

Total Monthly Price
$7,000

4 Bedroom, 3.5 Bath Home for Rent

Available Oct 1

15 Campbell Rd

ArlingtonMA02476
property at 11 Garrison Rd

$7,350

Total Monthly Price

Total Monthly Price

Base Rent
$7,350

Total Monthly Price
$7,350

5 Bedroom, 4 Bath Home for Rent

Available Now

11 Garrison Rd

ArlingtonMA02474
property at 120 Jerome St

$7,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,350

Total Monthly Price
$7,350

6 Bedroom, 5 Bath Condo for Rent

Available Aug 1

120 Jerome St

MedfordMA02155

Frequently Asked Questions about Winchester

What type of rentals are currently available in Winchester?

There are currently 399 Apartments for Rent in Winchester, MA with pricing that ranges from $1,650 to $20,951. There are also 263 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $985 to $20,000.

What is the current price range for Rental Homes in Winchester?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $985 to $20,000 with an average monthly rent of $5,008.

How much are larger Three and Four Bedroom Rentals in Winchester?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $2,600 to $5,994, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $6,800. Four Bedroom Single-Family rentals are also available starting from $3,475 and Four Bedroom Apartments start at $3,300.

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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