Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (113 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
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
property at 343 Washington St

343 Washington St

WinchesterMA01890
close
View Me
The Village
2 to 3 Bedroom Apartments

The Village

171 Swanton StWinchester, MA 01890
close
View Me
Winchester Gardens
2 to 3 Bedroom Apartments

Winchester Gardens

1-11 George RdWinchester, MA 01890
close
View Me
200 Swanton St
1 Bedroom Apartments

200 Swanton St

200 Swanton StWinchester, MA 01890

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

close
View Me
10 Winchester Plz
2 Bedroom Apartments

10 Winchester Plz

10 Winchester PlzWinchester, MA 01890
close
View Me
40 Elmwood Ave
2 Bedroom Apartments

40 Elmwood Ave

40 Elmwood AveWinchester, MA 01890
close
View Me
Noonan Glen
1 Bedroom Apartments

Noonan Glen

75 Hemingway StWinchester, MA 01890
close
View Me
29-55 Palmer St
Studio Apartments

29-55 Palmer St

29-55 Palmer StWinchester, MA 01890
Senior Living
close
View Me
The Devon at Weiss Farm
Rent Specials
$2,247 - $5,618
Total Monthly Price

Total Monthly Price

Base Rent
$2,247 - $5,618

Total Monthly Price
$2,247 - $5,618
Studio to 3 Bedroom Apartments Available Now

The Devon at Weiss Farm

168 Franklin StStoneham, MA 02180
  • Verified
  • Utilities Included
  • Matterport 3D Tour
close
View Me
The Mave
Rent Specials
$2,670 - $4,685
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,670 - $4,685

Total Monthly Price
$2,670 - $4,685
1 to 2 Bedroom Apartments Available Now

The Mave

225 Fallon RdStoneham, MA 02180
Pet Friendly
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
close
View Me
Alta Clara
$2,980 - $6,107
Total Monthly Price

Total Monthly Price

Base Rent
$2,980 - $6,107

Total Monthly Price
$2,980 - $6,107
1 to 2 Bedroom Apartments Available Now

Alta Clara

21 Executive DrStoneham, MA 02180
Pet Friendly
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour

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

close
View Me
220 Hancock St, Unit 1
$2,400
Total Monthly Price10 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400
2 Bedroom Apartment Available Nov 1

220 Hancock St, Unit 1

220 Hancock StStoneham, MA 02180
  • Smoke Free
close
View Me
159 Main St
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600
2 Bedroom Apartment Available Now

159 Main St

159 Main StStoneham, MA 02180
close
View Me
22 Scott St, Unit 1
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400
2 Bedroom Apartment Available Now

22 Scott St, Unit 1

22 Scott StWoburn, MA 01801
close
View Me
8 Cross St, Unit 1
$2,980
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,980

Total Monthly Price
$2,980
3 Bedroom Apartment Available Oct 15

8 Cross St, Unit 1

8 Cross StWoburn, MA 01801
Cost Per Sq.Ft.

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

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

close
View Me
107 Belle Ave, Unit 107
$3,895
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,895

Total Monthly Price
$3,895
3 Bedroom Apartment Available Now

107 Belle Ave, Unit 107

107 Belle AveMedford, MA 02155
property at 455 Main St

455 Main St

StonehamMA02180
property at 489 Main St

489 Main St

StonehamMA02180
property at 120 Park St

120 Park St

StonehamMA02180

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 79 Franklin St

79 Franklin St

StonehamMA02180
property at 50 Lee St

50 Lee St

StonehamMA02180
property at 22 Franklin St

22 Franklin St

WoburnMA01801
close
View Me
Hillside Gardens
1 to 2 Bedroom Apartments

Hillside Gardens

101-116 Hill StStoneham, MA 02180
close
View Me
The Terraces
1 to 2 Bedroom Apartments

The Terraces

12 Hillside RdStoneham, MA 02180
close
View Me
588 Main St
1 to 2 Bedroom Apartments

588 Main St

588 Main StStoneham, MA 02180
close
View Me
507-509 Main St
1 Bedroom Apartments

507-509 Main St

507-509 Main StStoneham, MA 02180
close
View Me
39 Chestnut St
1 to 3 Bedroom Apartments

39 Chestnut St

39 Chestnut StStoneham, MA 02180
close
View Me
29 Orange St
Studio Apartments

29 Orange St

29 Orange StWoburn, MA 01801

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Winchester Highlands, Winchester, MA Local Guide

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Winchester Highlands, Winchester, MA

Ranked #2

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

decorative image of woman handing cat to small boy

Getting Around the Winchester Highlands Neighborhood in Winchester, MA

Walk Score®

44 / 100

Car-Dependent

Most errands require a car

Bike Score®

65 / 100

Bikeable

Some bike infrastructure

Transit Score®

5 / 100

Minimal Transit

It may be possible to get on a bus

Frequently Asked Questions about Winchester Highlands

How much are Studio apartments in Winchester Highlands?

There are currently 40 Studio Apartments in Winchester Highlands with rent ranges from $1,550 to $2,819 with an average price of $2,383.

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

Today's rental pricing for One Bedroom Apartments in Winchester Highlands ranges from $1,895 to $4,195 with an average monthly rent of $2,922.

What does renting a Two Bedroom Apartment in Winchester Highlands cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester Highlands range from $2,250 to $4,872. Today's average rental price for Two Bedrooms here is $3,699.

How expensive are Winchester Highlands Three Bedroom Apartments?

There are currently 16 Three Bedroom Apartments listings available in Winchester Highlands on ApartmentHomeLiving.com. The pricing ranges from $2,980 to $5,329 - averaging $4,745 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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.