Luxury Apartments for Rent in Winchester, MA (225 Rentals) Page 3 of 5

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

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

close
View Me
123 Winthrop St, Unit 1
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
5 Bedroom Apartment Available Sep 1

123 Winthrop St, Unit 1

123 Winthrop StMedford, MA 02155
close
View Me
260 Boston Ave, Unit 2
$5,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500
5 Bedroom Apartment Available Sep 1

260 Boston Ave, Unit 2

260 Boston AveMedford, MA 02155
close
View Me
24 Chetwynd Rd, Unit 2
$6,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,150

Total Monthly Price
$6,150
5 Bedroom Apartment Available Now

24 Chetwynd Rd, Unit 2

24 Chetwynd RdSomerville, MA 02144
Cost Per Sq.Ft.
close
View Me
14 Fairmount St, Unit 1
$6,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250
5 Bedroom Apartment Available Sep 1

14 Fairmount St, Unit 1

14 Fairmount StMedford, MA 02155
close
View Me
142 W Adams St, Unit 1
$6,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300
5 Bedroom Apartment Available Sep 1

142 W Adams St, Unit 1

142 W Adams StSomerville, MA 02144
close
View Me
11 Garrison Rd, Unit NA
$7,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,350

Total Monthly Price
$7,350
5 Bedroom Apartment Available Aug 1

11 Garrison Rd, Unit NA

11 Garrison RdArlington, MA 02474
Cost Per Sq.Ft.
close
View Me
17 Tesla Ave, Unit B1
$7,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,600

Total Monthly Price
$7,600
5 Bedroom Apartment Available Jun 1, 2027

17 Tesla Ave, Unit B1

17 Tesla AveMedford, MA 02155
Cost Per Sq.Ft.
close
View Me
17 Tesla Ave, Unit #2
$8,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,100

Total Monthly Price
$8,100
6 Bedroom Apartment Available Now

17 Tesla Ave, Unit #2

17 Tesla AveMedford, MA 02155
Cost Per Sq.Ft.
  • Smoke Free
property at 5 Dundee Rd

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 1 Bath Home for Rent

Available Aug 1

5 Dundee Rd

ArlingtonMA02476
property at 117 Auburn St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

117 Auburn St

MedfordMA02155
property at 99 Garfield Ave

$2,500 - $3,975

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 To 4 Bedroom Rentals

Available Now

99 Garfield Ave

WoburnMA01801
property at 67 Greenleaf Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Home for Rent

Available Now

67 Greenleaf Ave

MedfordMA02155
property at 455 Massachusetts Ave

$2,695 - $3,450

Total Monthly Price

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

Studio To 1 Bedroom Rentals

Available Aug 1

455 Massachusetts Ave

ArlingtonMA02474
property at 6 Prentiss Rd

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

6 Prentiss Rd

ArlingtonMA02476
property at 3 Forest St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Now

3 Forest St

MedfordMA02155
property at 2 Pomeworth St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Now

2 Pomeworth St

StonehamMA02180
property at 50 Lee St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

3 Bedroom, 2 Bath Home for Rent

Available Oct 1

50 Lee St

StonehamMA02180
property at 142 Washington St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Now

142 Washington St

WoburnMA01801
property at 97 Bow St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

97 Bow St

ArlingtonMA02474
property at 32 Century St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

32 Century St

MedfordMA02155
property at 75 Marathon St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

3 Bedroom, 1.5 Bath Home for Rent

Available Aug 1

75 Marathon St

ArlingtonMA02474
property at 17 Ashland St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Home for Rent

Available Now

17 Ashland St

MedfordMA02155
close
View Me
292 Boston Ave
2 Bedroom Apartments

292 Boston Ave

292 Boston AveMedford, MA 02155
property at 76 Grafton St

$2,975

Total Monthly Price

Total Monthly Price

Base Rent
$2,975

Total Monthly Price
$2,975

2 Bedroom, 1 Bath Home for Rent

Available Now

76 Grafton St

ArlingtonMA02474
property at 969 Massachusetts Ave

$2,975

Total Monthly Price

Total Monthly Price

Base Rent
$2,975

Total Monthly Price
$2,975

3 Bedroom, 2 Bath Home for Rent

Available Now

969 Massachusetts Ave

ArlingtonMA02476
property at 19-21-21 Orient Ave

$2,999

Total Monthly Price

Total Monthly Price

Base Rent
$2,999

Total Monthly Price
$2,999

2 Bedroom, 1 Bath Home for Rent

Available Dec 1

19-21-21 Orient Ave

ArlingtonMA02474
property at 80 Hillsdale Rd

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

80 Hillsdale Rd

MedfordMA02155
property at 40-42 Walnut St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Home for Rent

Available Aug 1

40-42 Walnut St

MedfordMA02155
property at 27-29 Kilby St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1.5 Bath Home for Rent

Available Now

27-29 Kilby St

WoburnMA01801
property at 18 Cottage St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Home for Rent

Available Sep 1

18 Cottage St

MedfordMA02155

Frequently Asked Questions about Winchester

How much are Studio apartments in Winchester?

There are currently 106 Studio Apartments in Winchester with rent ranges from $1,650 to $3,350 with an average price of $2,462.

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 $1,695 to $4,170 with an average monthly rent of $2,686.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,200 to $5,440. Today's average rental price for Two Bedrooms here is $3,342.

How expensive are Winchester Three Bedroom Apartments?

There are currently 81 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,600 to $6,063 - averaging $3,653 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

decorative image for What It Really Costs to Live in Boston: A Local Renter's Guide article

What It Really Costs to Live in Boston: A Local Renter's Guide

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

decorative image for Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities article

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

decorative image for Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert   article

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

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

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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

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

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.