Luxury Apartments for Rent in Winchester, MA (225 Rentals)

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

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10 Webster St, Unit 1
$4,000
Total Monthly Price17 Month Lease Term

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000
4 Bedroom Apartment Available Now

10 Webster St, Unit 1

10 Webster StWinchester, MA 01890
Cost Per Sq.Ft.
  • Smoke Free
property at 10-12-12 Webster St

$3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900
Total Monthly Price
$3,900

4 Bedroom, 2 Bath Home for Rent

Available Now

10-12-12 Webster St

WinchesterMA01890

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

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GlenBrook Estates
Rent Specials
$2,400 - $2,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400 - $2,650
Total Monthly Price
$2,400 - $2,650
1 to 2 Bedroom Apartments Available Now

GlenBrook Estates

200 Bedford RdWoburn, MA 01801
Family Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included
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Hanover Stoneham
Rent Specials
$2,448 - $5,408
Total Monthly Price

Total Monthly Price

Base Rent
$2,448 - $5,408
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Hanover Stoneham

95 Maple StStoneham, MA 02180
Luxury
  • Verified
  • Customer Reviewed
  • Utilities Included
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Stonehill Towers
$2,500 - $3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500 - $3,100
Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Jul 15

Stonehill Towers

5 Stonehill DrStoneham, MA 02180
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
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67 Sterling St
$2,600 - $2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600 - $2,800
Total Monthly Price
$2,600 - $2,800
3 Bedroom Apartment Available Now

67 Sterling St

67 Sterling StSomerville, MA 02144
Affordability

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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The Mave
$2,680 - $5,440
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,680 - $5,440
Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Now

The Mave

225 Fallon RdStoneham, MA 02180
Family Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour
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124 Forest St, Unit 3B
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

124 Forest St, Unit 3B

124 Forest StMedford, MA 02155
Cost Per Sq.Ft.
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66 Cleveland St, Unit 1
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800
Total Monthly Price
$2,800
2 Bedroom Apartment Available Now

66 Cleveland St, Unit 1

66 Cleveland StArlington, MA 02474
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59 Conwell Ave, Unit 1
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800
Total Monthly Price
$2,800
2 Bedroom Apartment Available Now

59 Conwell Ave, Unit 1

59 Conwell AveSomerville, MA 02144
Affordability

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Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.

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74 Cotting St, Unit 2
$2,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900
Total Monthly Price
$2,900
2 Bedroom Apartment Available Sep 1

74 Cotting St, Unit 2

74 Cotting StMedford, MA 02155
  • Smoke Free
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74 Cotting St, Unit 2
$2,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900
Total Monthly Price
$2,900
2 Bedroom Apartment Available Sep 1

74 Cotting St, Unit 2

74 Cotting StMedford, MA 02155
  • Smoke Free
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22 Bradlee Rd
$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

22 Bradlee Rd

22 Bradlee RdMedford, MA 02155

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

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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29 Capen St
$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

29 Capen StMedford, MA 02155
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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.
  • Smoke Free
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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.
  • Smoke Free
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21 Belknap St, Unit 23
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000
Total Monthly Price
$3,000
3 Bedroom Apartment Available Sep 1

21 Belknap St, Unit 23

21 Belknap StSomerville, MA 02144
Affordability
  • Smoke Free

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

Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

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Winchester, MA Local Guide

Boston Neighborhood Guide: Living Near UMass, MGH, and State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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Top Neighborhoods Near Boston Colleges and Universities

Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about Winchester

How much are Studio apartments in Winchester?

There are currently 104 Studio Apartments in Winchester with rent ranges from $1,650 to $2,832 with an average price of $2,245.

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 $1,110 to $4,724 with an average monthly rent of $2,705.

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 $5,440. Today's average rental price for Two Bedrooms here is $3,352.

How expensive are Winchester Three Bedroom Apartments?

There are currently 76 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $950 to $6,297 - averaging $3,792 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.

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Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.