Luxury Homes for Rent in Winchester Highlands Neighborhood of Winchester, MA (36 Rentals)

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

property at 2 George Rd

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 2 Bath Home for Rent

Available Now

2 George Rd

WinchesterMA01890
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 Jun 1

5 Sheridan Cir, Unit 5, Unit 5

5 Sheridan Cir
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 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 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 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 34 Glen Rd

$12,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,000

Total Monthly Price
$12,000

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, Unit 635

200 Swanton St
WinchesterMA01890

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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, Unit 237

200 Swanton St
WinchesterMA01890
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, Unit 14

289 Elm St
MedfordMA02155
property at 289 Elm St

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 2 Bath Condo for Rent

Available Now

289 Elm St, Unit 1, Unit 1

289 Elm St
MedfordMA02155
property at 39 Cottage St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

39 Cottage St, Unit 1, Unit 1

39 Cottage St
StonehamMA02180
property at 40 Sturges St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

3 Bedroom, 1.5 Bath Condo for Rent

Available Now

40 Sturges St, Unit 1, Unit 1

40 Sturges St
MedfordMA02155
property at 151 Walsh St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 2 Bath Home for Rent

Available Jun 1

151 Walsh St

MedfordMA02155
property at 11 Garfield Ave

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 3 Bath Townhome for Rent

Available Now

11 Garfield Ave

WoburnMA01801
property at 476 Fulton St

$4,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,850

Total Monthly Price
$4,850

4 Bedroom, 4.5 Bath Townhome for Rent

Available Jun 1

476 Fulton St

MedfordMA02155
property at 476 Fulton St

$4,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,850

Total Monthly Price
$4,850

4 Bedroom, 4.5 Bath Townhome for Rent

Available Jun 1

476 Fulton St

MedfordMA02155

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property at 476 Fulton St

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 4.5 Bath Townhome for Rent

Available Jun 1

476 Fulton St

MedfordMA02155
property at 480 Fulton St

$5,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300

4 Bedroom, 4.5 Bath Condo for Rent

Available Now

480 Fulton St, Unit 478, Unit 478

480 Fulton St
MedfordMA02155
property at 36 Gould St

$5,497

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,497

Total Monthly Price
$5,497

6 Bedroom, 2 Bath Home for Rent

Available Now

36 Gould St

StonehamMA02180
property at 476 Fulton St

$5,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,995

Total Monthly Price
$5,995

5 Bedroom, 4.5 Bath Condo for Rent

Available Now

476 Fulton St, Unit 476, Unit 476

476 Fulton St
MedfordMA02155
property at 64 Newcomb Rd

$25,000

Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$25,000

Total Monthly Price
$25,000

5 Bedroom, 4 Bath Home for Rent

Available Now

64 Newcomb Rd

StonehamMA02180
property at 39 Franklin St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 1 Bath Townhome for Rent

Available Now

39 Franklin St

WoburnMA01801
property at 4 Kilby St

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

2 Bedroom, 1 Bath Townhome for Rent

Available Now

4 Kilby St

WoburnMA01801

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property at 1 Main St

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Home for Rent

Available Now

1 Main St

WoburnMA01801
property at 6 Stratton Dr

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

6 Stratton Dr

WoburnMA01801
property at 16 Kilby St

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

4 Bedroom, 1 Bath Townhome for Rent

Available Now

16 Kilby St

WoburnMA01801
property at 380 Place Ln

$3,450

Total Monthly Price

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

2 Bedroom, 2 Bath Condo for Rent

Available Now

380 Place Ln

WoburnMA01801
property at 7 Carol St

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 2.5 Bath Home for Rent

Available Now

7 Carol St

StonehamMA02180
property at 18 Eaton Ave

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

4 Bedroom, 3 Bath Townhome for Rent

Available Now

18 Eaton Ave

WoburnMA01801
property at 99 Garfield Ave

$3,975

Total Monthly Price

Total Monthly Price

Base Rent
$3,975

Total Monthly Price
$3,975

4 Bedroom, 1.5 Bath Home for Rent

Available Now

99 Garfield Ave

WoburnMA01801
property at 17 St Denis Ave

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 1.5 Bath Home for Rent

Available Now

17 St Denis Ave

MedfordMA02155
property at 7 Spring Ct

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 3 Bath Townhome for Rent

Available Now

7 Spring Ct

WoburnMA01801

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Frequently Asked Questions about Winchester Highlands

What type of rentals are currently available in Winchester Highlands?

There are currently 125 Apartments for Rent in Winchester Highlands, MA with pricing that ranges from $1,500 to $12,505. There are also 62 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester Highlands ranging from $1,890 to $25,000.

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 $1,890 to $25,000 with an average monthly rent of $6,099.

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 $3,500 to $5,573, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $8,000. Four Bedroom Single-Family rentals are also available starting from $3,100 and Four Bedroom Apartments start at $3,100.

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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