Luxury Homes for Rent in Winchester, MA (230 Rentals) Page 2 of 5

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

property at 97 W Quincy St
$2,895

Total Monthly Price

Base Rent$2,895

Total Monthly Price$2,895
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

97 W Quincy St, Unit 97

97 W Quincy St
SomervilleMA02144
property at 97-99 W Quincy St
$2,895

Total Monthly Price

Base Rent$2,895

Total Monthly Price$2,895
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

97-99 W Quincy St

SomervilleMA02144
property at 97 W Quincy St
$2,895

Total Monthly Price

Base Rent$2,895

Total Monthly Price$2,895
12 Month Lease Term
2 Bedroom Rentals
Available Now
Affordability

97 W Quincy St

SomervilleMA02144
property at 79 Curtis St
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
12 Month Lease Term
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

79 Curtis St

SomervilleMA02144
property at 83 Harlow St
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
1 Bedroom, 1 Bath Townhome for Rent
Available Now

83 Harlow St

ArlingtonMA02474

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property at 74 Cambridge Rd
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
12 Month Lease Term
3 Bedroom, 1 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

74 Cambridge Rd

WoburnMA01801
property at 31 Lyman Ave
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
12 Month Lease Term
3 Bedroom, 1 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

31 Lyman Ave

MedfordMA02155
property at 29 Harvard Ave
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
12 Month Lease Term
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

29 Harvard Ave, Unit 33

29 Harvard Ave
MedfordMA02155
  • Smoke Free

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property at 92 Hume Ave
$3,100

Total Monthly Price

Base Rent$3,100

Total Monthly Price$3,100
3 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

92 Hume Ave

MedfordMA02155
property at 119 Emerson Gardens Rd
$3,100

Total Monthly Price

Base Rent$3,100

Total Monthly Price$3,100
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

119 Emerson Gardens Rd

LexingtonMA02420
property at 39 Harlow St
$3,150

Total Monthly Price

Base Rent$3,150

Total Monthly Price$3,150
3 Bedroom, 1 Bath Townhome for Rent
Available Now

39 Harlow St

ArlingtonMA02474
property at 2500 Mystic Valley Pky
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
12 Month Lease Term
2 Bedroom, 2 Bath Condo for Rent
Available Now
Luxury

2500 Mystic Valley Pky, Unit 702

2500 Mystic Valley Pky
MedfordMA02155
  • Smoke Free
property at 28 Early Ave
$3,250

Total Monthly Price

Base Rent$3,250

Total Monthly Price$3,250
3 Bedroom, 1 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

28 Early Ave

MedfordMA02155
property at 7 Hillside Ave
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
12 Month Lease Term
2 Bedroom, 2.5 Bath Condo for Rent
Available Now
Affordability

7 Hillside Ave, Unit 3

7 Hillside Ave
MedfordMA02155
  • Smoke Free
property at 152-154-154 Palmer St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
3 Bedroom, 1 Bath Home for Rent
Available Now

152-154-154 Palmer St

ArlingtonMA02474

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property at 14 Belknap St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
12 Month Lease Term
3 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

14 Belknap St, Unit 2

14 Belknap St
SomervilleMA02144
property at 35 Bowker St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

35 Bowker St

LexingtonMA02421
property at 7 Hillside Ave
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
2 Bedroom, 2.5 Bath Condo for Rent
Available Now
Affordability

7 Hillside Ave

MedfordMA02155
property at 72 Harlow St
$3,350

Total Monthly Price

Base Rent$3,350

Total Monthly Price$3,350
12 Month Lease Term
3 Bedroom, 1 Bath Condo for Rent
Available Now
Furnished

72 Harlow St, Unit 72

72 Harlow St
ArlingtonMA02474
property at 993 Massachusetts Ave
$3,400

Total Monthly Price

Base Rent$3,400

Total Monthly Price$3,400
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

993 Massachusetts Ave

LexingtonMA02420
property at 991 Massachusetts Ave
$3,400

Total Monthly Price

Base Rent$3,400

Total Monthly Price$3,400
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

991 Massachusetts Ave

LexingtonMA02420

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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 45 Woods Ave
$3,450

Total Monthly Price

Base Rent$3,450

Total Monthly Price$3,450
4 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

45 Woods Ave

SomervilleMA02144
property at 7 Greenleaf Ave
$3,450

Total Monthly Price

Base Rent$3,450

Total Monthly Price$3,450
12 Month Lease Term
3 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

7 Greenleaf Ave, Unit 1

7 Greenleaf Ave
MedfordMA02155
property at 164 Mystic Valley Pky
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
12 Month Lease Term
3 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

164 Mystic Valley Pky, Unit 164 Mystic Valley Pkwy

164 Mystic Valley Pky
ArlingtonMA02474
property at 33 Sterling St
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
12 Month Lease Term
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

33 Sterling St, Unit 1

33 Sterling St
SomervilleMA02144
property at 459 Appleton St
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
3 Bedroom, 1.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

459 Appleton St

ArlingtonMA02476
property at 459 Appleton St
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
12 Month Lease Term
3 Bedroom, 1.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

459 Appleton St

ArlingtonMA02476
property at 4 Park St
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
12 Month Lease Term
3 Bedroom, 2 Bath Home for Rent
Available Now

4 Park St

ArlingtonMA02474
property at 28 Churchill Ave
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
3 Bedroom, 1 Bath Townhome for Rent
Available Now

28 Churchill Ave

ArlingtonMA02476
property at 4 Park St
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
12 Month Lease Term
3 Bedroom, 2 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

4 Park St, Unit 1

4 Park St
ArlingtonMA02474

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Frequently Asked Questions about Winchester

What type of rentals are currently available in Winchester?

There are currently 445 Apartments for Rent in Winchester, MA with pricing that ranges from $825 to $18,885. There are also 283 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $800 to $18,000.

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 $800 to $18,000 with an average monthly rent of $4,028.

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 $2,500 to $6,718, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,450 and Four Bedroom Apartments start at $2,900.

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.

Helpful Local Expert Guides

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