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300 apartments for rent near Winchester, MA

Last updated March 23 at 9:16PM
525 Washington Street
Winchester Highlands
Winchester, MA
Updated March 23 at 5:28PM
2 Bedrooms
$2,800
19 Hancock
Winchester Highlands
Winchester, MA
Updated March 21 at 1:28PM
2 Bedrooms
$2,500
2 George Rd
Winchester Highlands
Winchester, MA
Updated March 15 at 12:13PM
3 Bedrooms
$2,400
Results within 1 miles of Winchester, MA
98 Monument
West Medford
Medford, MA
Updated March 23 at 5:27PM
2 Bedrooms
$1,900
399 High Street
Medford Hillside
Medford, MA
Updated March 18 at 8:40PM
4 Bedrooms
$4,000
241 Lexington St
Cummingsville
Woburn, MA
Updated March 23 at 5:28PM
1 Bedroom
$1,595
Results within 5 miles of Winchester, MA
Gables Arsenal Street
204 Arsenal St
Watertown Town, MA
Updated March 23 at 8:59PM
1 Bedroom
$2,368
2 Bedrooms
$3,207
3 Bedrooms
$4,487
The Batch Yard
25 Charlton St
Everett, MA
Updated March 23 at 8:01PM
Studio
$1,881
1 Bedroom
$1,784
2 Bedrooms
$2,530
Watermark Kendall West
350 3rd St
Cambridge, MA
Updated March 23 at 8:59PM
1 Bedroom
$2,647
2 Bedrooms
$3,470
Avalon Burlington
1 Arboretum Way
Burlington, MA
Updated March 23 at 11:20AM
1 Bedroom
$2,030
2 Bedrooms
$2,060
3 Bedrooms
$2,750
Cambridge Park
30 Cambridgepark Dr
Cambridge, MA
Updated March 23 at 8:34PM
1 Bedroom
$2,376
2 Bedrooms
$2,381
Watermark Kendall East
300 Kendall St
Cambridge, MA
Updated March 23 at 9:16PM
Studio
$2,525
1 Bedroom
$3,000
2 Bedrooms
$3,925
Cronins Landing
25 Crescent St.
Waltham, MA
Updated March 23 at 8:34PM
1 Bedroom
$2,430
2 Bedrooms
$2,450
3 Bedrooms
Ask
Kimball Towers
8 Kimball Ct
Burlington, MA
Updated March 23 at 9:16PM
Studio
$2,011
1 Bedroom
$2,216
2 Bedrooms
$2,461
Gateway at Malden Center
14 Summer St
Malden, MA
Updated March 23 at 8:22PM
Studio
Ask
1 Bedroom
$2,060
2 Bedrooms
$2,535
KBL
129 Franklin St
Cambridge, MA
Updated March 1 at 2:47AM
Studio
$2,242
1 Bedroom
$2,469
2 Bedrooms
$3,020
Avalon at Assembly Row
333 Great River Rd
Somerville, MA
Updated March 23 at 11:20AM
Studio
$2,145
1 Bedroom
Ask
2 Bedrooms
$3,655
Axis Admiral's Hill
325 Commandants Way
Chelsea, MA
Updated March 23 at 7:32PM
Studio
Ask
1 Bedroom
$2,202
2 Bedrooms
$2,246
The Merc at Moody and Main
45 Moody St
Waltham, MA
Updated March 23 at 8:37PM
Studio
Ask
1 Bedroom
$2,349
2 Bedrooms
$2,770
Millbrook
9 Medford St
Cambridge, MA
Updated March 23 at 9:00PM
Studio
Ask
1 Bedroom
$2,700
2 Bedrooms
$4,299
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City Guide
Winchester
Moving to Winchester

Demand for rental homes in Winchester is high, so it is important to plan in advance if you are interested in moving to the city. The price of homes in Winchester didn't fall much during the national real estate crisis of 2008, and median home prices has risen gradually since then as well. Because demand for rental apartments and rental condos is so high, it can be hard to find furnished apartments in the city without at least a month or two of advance scouting. If you do decide to scout places to live in Winchester, be sure to learn about the different neighborhoods ahead of time in order to find the place best suited to your situation.

Neighborhoods in Winchester

The city of Winchester is broken into five major neighborhoods. While all the neighborhoods have an abundance of trees and natural beauty, one size does not fit all.

Winchester Highlands: This is the easternmost neighborhood in Winchester and also the most spread out. While there are numerous scenic vistas of trees and lakes in Winchester Highlands, it also takes longer to reach major highways and roads into Boston.

Washington Street and Cross Street: This is the northernmost neighborhood in the city, and is the first place incoming residents should look if they want large single-family homes that are four bedrooms and above.

Downtown Winchester: Downtown Winchester is home of many of the oldest and most historic buildings in Winchester. For residents looking for 1 bedroom apartments for rent, this is the first place to look.

Cambridge Street and High Street: Located at the heart of the city, this neighborhood is where you'll find some of the most popular restaurants in Winchester, such as A Tavola and Lucia Ristorante.

Church Street and Fletcher Street: This is the westernmost part of the city, as well as the area most often in high demand. Many of Winchester's established families live in this part of town, and the homes found here are often true works of art.

Things to do in Winchester

You can always sleep or brush up on your bird watching, but with the city of Boston just eight miles away, many residents of this bedroom community tend to simply commute to the city for their entertainment. However, Winchester is known for their abundance of woodland areas, as well as the water park known as Splash Park. Get wet and wild at this fun and exciting recreation spot. During the summers, of course, because the winters can be just a little frosty.