Luxury Apartments for Rent in Winchester, MA (260 Rentals) Page 2 of 6

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

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293 Boston Ave, Unit 2
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

293 Boston Ave, Unit 2

293 Boston AveMedford, MA 02155
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96 Conwell Ave, Unit 2
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

96 Conwell Ave, Unit 2

96 Conwell AveSomerville, MA 02144
Affordability
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29 Capen St, Unit #2
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

29 Capen St, Unit #2

29 Capen StMedford, MA 02155
Cost Per Sq.Ft.
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1 Victoria St, Unit #1A
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

1 Victoria St, Unit #1A

1 Victoria StSomerville, MA 02144
Cost Per Sq.Ft.
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50 Whitfield Rd, Unit 1
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

50 Whitfield Rd, Unit 1

50 Whitfield RdSomerville, MA 02144
Affordability
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65 Sterling St, Unit 1
$3,025
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,025

Total Monthly Price
$3,025
3 Bedroom Apartment Available Sep 1

65 Sterling St, Unit 1

65 Sterling StSomerville, MA 02144
Affordability

Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

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69 Conwell Ave
$3,100 - $3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100 - $3,200

Total Monthly Price
$3,100 - $3,200
2 Bedroom Apartment Available Now

69 Conwell Ave

69 Conwell AveSomerville, MA 02144
Affordability
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69 Conwell Ave, Unit 1
$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

69 Conwell Ave, Unit 1

69 Conwell AveSomerville, MA 02144
Affordability
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1 Victoria St
$3,100 - $4,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100 - $4,500

Total Monthly Price
$3,100 - $4,500
2 to 4 Bedroom Apartment Available Now

1 Victoria St

1 Victoria StSomerville, MA 02144
Cost Per Sq.Ft.
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376 Massachusetts Ave, Unit 32
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
2 Bedroom Apartment Available May 2

376 Massachusetts Ave, Unit 32

376 Massachusetts AveArlington, MA 02474
Cost Per Sq.Ft.
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5 Freeman St, Unit 1
$3,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150
2 Bedroom Apartment Available Jun 1

5 Freeman St, Unit 1

5 Freeman StArlington, MA 02474
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73 Gordon St, Unit 1
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
3 Bedroom Apartment Available Now

73 Gordon St, Unit 1

73 Gordon StSomerville, MA 02144
Affordability
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67 Orchard St, Unit 1
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
3 Bedroom Apartment Available Now

67 Orchard St, Unit 1

67 Orchard StMedford, MA 02155
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50 Hamilton St, Unit 2
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
3 Bedroom Apartment Available Apr 1

50 Hamilton St, Unit 2

50 Hamilton StMedford, MA 02155
Affordability
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92 Sylvia St, Unit 2
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
3 Bedroom Apartment Available Now

92 Sylvia St, Unit 2

92 Sylvia StArlington, MA 02476
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26 Bradlee Rd
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
2 Bedroom Apartment Available Now

26 Bradlee Rd

26 Bradlee RdMedford, MA 02155
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224 Arlington St
$3,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300
3 Bedroom Apartment Available Now

224 Arlington St

224 Arlington StMedford, MA 02155
Cost Per Sq.Ft.
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258 Boston Ave, Unit 3
$3,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300
3 Bedroom Apartment Available Now

258 Boston Ave, Unit 3

258 Boston AveMedford, MA 02155
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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 Apr 1

48 Chester Ave, Unit 1

48 Chester AveMedford, MA 02155
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Arlington 360
$3,396 - $10,426
Total Monthly Price

Total Monthly Price

Base Rent
$3,396 - $10,426

Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Arlington 360

4105 Symmes CirArlington, MA 02474
Corporate Housing
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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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104 W Quincy St, Unit 1
$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

104 W Quincy St, Unit 1

104 W Quincy StSomerville, MA 02144
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258 Boston Ave, Unit 3
$3,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450
3 Bedroom Apartment Available Jun 1

258 Boston Ave, Unit 3

258 Boston AveMedford, MA 02155

Frequently Asked Questions about Winchester

How much are Studio apartments in Winchester?

There are currently 105 Studio Apartments in Winchester with rent ranges from $1,700 to $2,731 with an average price of $2,189.

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 $1,600 to $4,355 with an average monthly rent of $2,692.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,000 to $5,150. Today's average rental price for Two Bedrooms here is $3,246.

How expensive are Winchester Three Bedroom Apartments?

There are currently 94 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,300 to $5,761 - averaging $3,672 for the location.

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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The 10 Best Affordable Neighborhoods in Boston, MA

Written by: Amelia Ramstead

Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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A Local Experts Guide to the Top Boston Neighborhoods for College Renters

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

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Explore Like a Local: The Insider's Guide to Boston

Written by: Amelia Ramstead

Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

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Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.

Articles, How-To's, and Tips

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.