Homes for Rent in the Winchester Highlands Neighborhood of Winchester, MA (53 Rentals)

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property at 161 Highland Ave

$8,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,500

Total Monthly Price
$8,500

6 Bedroom, 2.5 Bath Home for Rent

Available Aug 1

161 Highland Ave

WinchesterMA01890
property at 270 Cross St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 4 Bath Home for Rent

Available Sep 1

270 Cross St

WinchesterMA01890
property at 200 Swanton St

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

200 Swanton St, Unit 228

200 Swanton St
WinchesterMA01890
property at 31 Fells Rd

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

3 Bedroom, 2 Bath Home for Rent

Available Now

31 Fells Rd

WinchesterMA01890
property at 488 Washington St

$4,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

4 Bedroom, 1.5 Bath Home for Rent

Available Now

488 Washington St

WinchesterMA01890
property at 18 Grant Rd

$6,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,995

Total Monthly Price
$6,995

4 Bedroom, 2.5 Bath Home for Rent

Available Now

18 Grant Rd

WinchesterMA01890
property at 17 Churchill Rd

$5,750

Total Monthly Price

Total Monthly Price

Base Rent
$5,750

Total Monthly Price
$5,750

5 Bedroom, 3.5 Bath Home for Rent

Available Aug 15

17 Churchill Rd

WinchesterMA01890
property at 63-65 Harvard St

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 2 Bath Townhome for Rent

Available Now

63-65 Harvard St

WinchesterMA01890

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property at 22 Baldwin St

$4,700

Total Monthly Price

Total Monthly Price

Base Rent
$4,700

Total Monthly Price
$4,700

3 Bedroom, 2 Bath Home for Rent

Available Sep 1

22 Baldwin St

WinchesterMA01890
property at 129 Washington St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 3.5 Bath Townhome for Rent

Available Now

129 Washington St

WinchesterMA01890
property at 46 Loring Ave

$6,500

Total Monthly Price

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

4 Bedroom, 2.5 Bath Home for Rent

Available Now

46 Loring Ave

WinchesterMA01890
property at 200 Swanton St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

Studio, 1 Bath Condo for Rent

Available Now

200 Swanton 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 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 Aug 1

59 Wedgemere Ave

WinchesterMA01890
property at 63 Holland St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1 Bath Home for Rent

Available Now

63 Holland St

WinchesterMA01890
property at 200 Swanton St

$2,150

Total Monthly Price

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150

1 Bedroom, 1 Bath Condo for Rent

Available Now

200 Swanton St, Unit 412

200 Swanton St
WinchesterMA01890
property at 200 Swanton St

$2,675

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,675

Total Monthly Price
$2,675

2 Bedroom, 1 Bath Condo for Rent

Available Now

200 Swanton St, Unit T37

200 Swanton St
WinchesterMA01890
property at 64 Newcomb Rd

$15,000

Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$15,000

Total Monthly Price
$15,000

5 Bedroom, 4 Bath Home for Rent

Available Aug 7

64 Newcomb Rd

StonehamMA02180

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property at 177 Central 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

177 Central St

StonehamMA02180
property at 289 Elm St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

289 Elm St, Unit 14

289 Elm St
MedfordMA02155
property at 300 Park Terrace Dr

$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 Aug 15

300 Park Terrace Dr, Unit 343

300 Park Terrace Dr
StonehamMA02180
property at 6 Johnson St

$4,000

Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Townhome for Rent

Available Aug 1

6 Johnson St

WoburnMA01801
property at 555 Main St

$3,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350

2 Bedroom, 2.5 Bath Townhome for Rent

Available Sep 1

555 Main St

WoburnMA01801
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

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property at 533-535-535 Main St

$3,475

Total Monthly Price

Total Monthly Price

Base Rent
$3,475

Total Monthly Price
$3,475

4 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

533-535-535 Main St

StonehamMA02180
property at 20 Bryant St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Townhome for Rent

Available Now

20 Bryant St

WoburnMA01801
property at 27 Highland St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1.5 Bath Townhome for Rent

Available Aug 1

27 Highland St

WoburnMA01801

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property at 74 Beach St

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

74 Beach St

WoburnMA01801
property at 182 Central St

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

182 Central St

StonehamMA02180
property at 15 Wason St

$4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

3 Bedroom, 2 Bath Home for Rent

Available Sep 1

15 Wason St

MedfordMA02155
property at 202 Central 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 Aug 1

202 Central St

StonehamMA02180
property at 555 Main St

$3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom, 2.5 Bath Townhome for Rent

Available Aug 1

555 Main St

WoburnMA01801
property at 16 Kilby St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

4 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

16 Kilby St

WoburnMA01801
property at 28 Park Ave

$5,900

Total Monthly Price

Total Monthly Price

Base Rent
$5,900

Total Monthly Price
$5,900

3 Bedroom, 3.5 Bath Home for Rent

Available Sep 1

28 Park Ave

MedfordMA02155
property at 50 Belle Ave

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 3.5 Bath Condo for Rent

Available Now

50 Belle Ave

MedfordMA02155
property at 39 Mishawum Rd

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Townhome for Rent

Available Aug 1

39 Mishawum Rd

WoburnMA01801
property at 380 Place Ln

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

380 Place Ln

WoburnMA01801

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Frequently Asked Questions about Winchester Highlands

What type of rentals are currently available in Winchester Highlands?

There are currently 123 Apartments for Rent in Winchester Highlands, MA with pricing that ranges from $1,695 to $20,951. There are also 57 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester Highlands ranging from $1,800 to $15,000.

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

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester Highlands ranges from $1,800 to $15,000 with an average monthly rent of $4,850.

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

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester Highlands range from $2,725 to $5,628, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,700 to $6,000. Four Bedroom Single-Family rentals are also available starting from $2,800 and Four Bedroom Apartments start at $3,600.

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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