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Four Bedroom Apartments for Rent in Winchester Highlands

6 Rentals
.
  2. Building Photo - 10 Webster St
    4 BEDS, 2 BATHS
    $4,150
    Total Monthly Price Total Monthly Price New
    Base Rent$4,150
    Required Monthly FeesNone
    Total Monthly Price$4,150
         - 17 Month Lease

    10 Webster St Unit 1

    10 Webster St, Winchester, MA 01890
  3. Building Photo - 9 Washington Ave
    5 BEDS, 4 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500
         - 12 Month Lease

    9 Washington Ave

    9 Washington Ave, Woburn, MA 01801
  4. Building Photo - 378 Washington St
    5 BEDS, 4.5 BATHS
    $5,500
    Total Monthly Price Total Monthly Price New
    Base Rent$5,500
    Required Monthly FeesNone
    Total Monthly Price$5,500

    378 Washington St

    378 Washington St, Winchester, MA 01890
  5. Building Photo - 10-12-12 Webster St
    4 BEDS, 2 BATHS
    $4,150
    Total Monthly Price Total Monthly Price New
    Base Rent$4,150
    Required Monthly FeesNone
    Total Monthly Price$4,150

    10-12-12 Webster St Unit 1

    10-12-12 Webster St, Winchester, MA 01890
  6. Building Photo - 271 Washington St
    5 BEDS, 3 BATHS
    $7,000
    Total Monthly Price Total Monthly Price New
    Base Rent$7,000
    Required Monthly FeesNone
    Total Monthly Price$7,000

    271 Washington St

    271 Washington St, Winchester, MA 01890

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Winchester at a Glance

Average Rent

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(All bedrooms and property types)
0

School Rating

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Schools in Winchester
5

Some Transit

out of 100 TransitScore® Rating
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Transportation in Winchester
65

Somewhat Bikeable

out of 100 BikeScore® Rating
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Transportation in Winchester

Winchester Highlands Neighborhood in Winchester, MA

So you're looking for the perfect four-bedroom apartment for rent in Winchester Highlands. With great rent specials, price drops, and the best values in the city, Apartment Finder offers a wide selection of spacious four-bedroom apartments that will fit your lifestyle and budget. Whether you're a growing family, roommates, or someone who values extra space, a four-bedroom apartment in Winchester Highlands provides the perfect solution.

If you're moving with roommates, sharing rent makes four-bedroom apartments a budget-friendly way to enjoy more space. If you're moving with a family, the large floor plans of these rentals offer plenty of room for individual privacy and shared activities. With multiple bedrooms, you can create a comfortable home office, guest room, or play area. Enjoy the convenience of larger living areas, additional storage, and potentially enhanced amenities like on-site gyms or parking facilities. Choose any of these 6 four-bedroom apartments for rent to view floor plans, see photos, and get more information on amenities and availability.

Top Budget-Friendly Neighborhoods in Winchester

(For 1 bedroom apartments)

Getting Around Winchester

Transportation

44

Car-Dependent

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
65

Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
5

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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