Apartments for Rent in Winchester, MA (652 Rentals) Page 8 of 14

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141 George St, Unit 1
$5,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500
Total Monthly Price
$5,500
5 Bedroom Apartment Available Jun 1, 2026

141 George St, Unit 1

141 George StMedford, MA 02155
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56 Gordon St, Unit 1
$3,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900
Total Monthly Price
$3,900
4 Bedroom Apartment Available Now

56 Gordon St, Unit 1

56 Gordon StSomerville, MA 02144
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59 Quincy St, Unit 1
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600
Total Monthly Price
$3,600
3 Bedroom Apartment Available Now

59 Quincy St, Unit 1

59 Quincy StMedford, MA 02155
Furnished
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96 Conwell Ave, Unit 2
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100
Total Monthly Price
$3,100
3 Bedroom Apartment Available Now

96 Conwell Ave, Unit 2

96 Conwell AveSomerville, MA 02144
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5 Hamilton Rd, Unit 1
$5,945
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,945
Total Monthly Price
$5,945
6 Bedroom Apartment Available Now

5 Hamilton Rd, Unit 1

5 Hamilton RdSomerville, MA 02144
Pet Friendly
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294 Boston Ave, Unit 1
$3,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,250
Total Monthly Price
$3,250
3 Bedroom Apartment Available Now

294 Boston Ave, Unit 1

294 Boston AveMedford, MA 02155
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49 Conwell Ave, Unit 2
$3,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400
Total Monthly Price
$3,400
3 Bedroom Apartment Available Now

49 Conwell Ave, Unit 2

49 Conwell AveSomerville, MA 02144
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48 Chester Ave, Unit 1
$3,325
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,325
Total Monthly Price
$3,325
3 Bedroom Apartment Available Now

48 Chester Ave, Unit 1

48 Chester AveMedford, MA 02155
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227 Boston Ave, Unit 1
$3,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450
Total Monthly Price
$3,450
4 Bedroom Apartment Available Now

227 Boston Ave, Unit 1

227 Boston AveMedford, MA 02155
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95 North St, Unit 2
$3,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,950
Total Monthly Price
$3,950
4 Bedroom Apartment Available Now

95 North St, Unit 2

95 North StSomerville, MA 02144
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3 Hamilton Rd, Unit #1
$7,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500
Total Monthly Price
$7,500
6 Bedroom Apartment Available Now

3 Hamilton Rd, Unit #1

3 Hamilton RdSomerville, MA 02144
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1 Boline Pl
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700
Total Monthly Price
$2,700
2 Bedroom Apartments Available Now

1 Boline Pl

1 Boline PlWoburn, MA 01801
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3 Boline Pl
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700
Total Monthly Price
$2,700
3 Bedroom Apartments Available Now

3 Boline Pl

3 Boline PlWoburn, MA 01801
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32 George St
$4,218
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,218
Total Monthly Price
$4,218
3 Bedroom Apartments Available Jun 1, 2026

32 George St

32 George StMedford, MA 02155
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93 Winthrop St
$5,625
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,625
Total Monthly Price
$5,625
4 Bedroom Apartments Available Jun 1, 2026

93 Winthrop St

93 Winthrop StMedford, MA 02155
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89 Winthrop St
$5,625
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,625
Total Monthly Price
$5,625
4 Bedroom Apartments Available Jun 1, 2026

89 Winthrop St

89 Winthrop StMedford, MA 02155
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89 Winthrop St
$8,348
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,348
Total Monthly Price
$8,348
6 Bedroom Apartments Available Jun 1, 2026

89 Winthrop St

89 Winthrop StMedford, MA 02155
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86 Conwell Ave
$4,218
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,218
Total Monthly Price
$4,218
3 Bedroom Apartments Available Jun 1, 2026

86 Conwell Ave

86 Conwell AveSomerville, MA 02144
Showing Results 351-400, Page 8 of 14

Getting Around Winchester, MA

Walk Score®

71 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

67 / 100

Bikeable

Some bike infrastructure

Transit Score®

1 / 100

Minimal Transit

It may be possible to get on a bus

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about Winchester

How much are Studio apartments in Winchester?

There are currently 102 Studio Apartments in Winchester with rent ranges from $1,550 to $2,829 with an average price of $2,253.

What is the current price range for One Bedroom Winchester Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winchester ranges from $1,850 to $4,195 with an average monthly rent of $2,752.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,995 to $5,050. Today's average rental price for Two Bedrooms here is $3,224.

How expensive are Winchester Three Bedroom Apartments?

There are currently 156 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,250 to $7,500 - averaging $3,709 for the location.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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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