Apartments For Rent in Winchester, MA

40 rentals

Apartments For Rent Near Winchester, MA

We found 30 more apartments matching your filters just outside Winchester

What Locals Say about Winchester

  • Diana P.
    "Winchester is the cutest town, perfect for families. There is Town Say, and Enka, and everything is very family oriented. We even have great pubs/restaurants as well as sub shops, Greek food, nail salons, anything you could want in a home town!"
    7
    Flag
  • Dominic
    "Phenomenal public school system beginning from Kindergarten and extremely welcoming to new residents transferring in."
    0
    Flag
  • Stacie
    "Very family oriented. Not a great neighborhood if you don’t have children. Great, easy commute into the city. Not enough good restaurants that aren’t overpriced though. "
    0
    Flag
  • Yjchoi7
    "Very safe neighborhood.there are often summer events on the common. Teenagers can take train into Boston area fairly easily as there are two stops within Winchester. Fells is a great place for summer walks. "
    2
    Flag
  • Luis B.
    "perfect for my family It is livable stores Closer to me Barbershop computer store Restaurants I will love to buy a house in this area "
    2
    Flag
  • Yjchoiyjchoi
    "It’s very quiet and safe generally. Yet it’s close to Boston and Cambridge city life within a few stops of the commuter from Winchester. "
    0
    Flag
  • Tara
    "I have lived in this neighborhood for 25 years. I love it. Everybody is friendly and kind. The crime is minimal and it’s very quiet. "
    2
    Flag
  • Katie41287
    "I’m not afraid to walk home at 11pm, the town is clean and has plenty of events around town, the people are friendly and it is near public transportation. "
    1
    Flag
  • Anna S.
    "Excellent school Easy commute to Boston Downtown Great parks and pond nearby"
    0
    Flag
  • tod g.
    "Lovely town with easy access to Boston and easy getaway to northern New England."
    0
    Flag
  • jfrancis6
    "Family community built around three streets that form a circle that only has traffic of residents. The area borders the Town of Winchester forest that is great for walks and snow shoeing in winter. All homes are large and attract families were children can safely play and bike in the neighborhood. Many homes have residents who grow up in the neighborhood as children and returned to raise their families. A short walk 4/10 of a mile to train station for those who work in Boston a trip that takes 12 minutes with only one stop. Schools in Winchester are among the best in Massachusetts, a primary attraction to the Town. The Town center is only one mile away and has an addition train station there as well. The Mystic lakes are just beyond the train station with a Town beach and boating opportunities. The Town also borders a 2500 acre forest known as the Fells consisting of the Town water supply and miles of hiking or mountain biking."
    0
    Flag
  • marta3467
    "Can see kids playing ball in street; people walking their dog and Horn Pond and several nice restaurants all within walking distance"
    1
    Flag

Average Rent Trends in Winchester, MA

Rent in Winchester, MA varies by number of bedrooms and home type. Use these charts to quickly see how rent changes.
Average rent stayed about the same in Aug 2026 compared to the previous month. Rent previously peaked in Jan 2025.
MonthAverage rent
Sep 2025$3,300
Oct 2025$3,788
Nov 2025$3,544
Dec 2025$3,500
Jan 2026$3,295
Feb 2026$3,100
Mar 2026$2,975
Apr 2026$2,650
May 2026$2,950
Jun 2026$3,946
Jul 2026$3,500
Aug 2026$3,500
View as a graph

Average Rent By Bedroom and Home Type

In August 2026, Apartments and Condos were the most affordable home type to rent compared with Townhomes and Houses.
1 bed2 beds3 beds4 bedsAll
All home types$2,200$2,999$4,450$6,000$3,934
Townhomes—$3,500$3,600$5,000$3,600
Apartments and Condos$2,200$2,650$3,322$3,900$2,650
Houses——$4,700$6,500$6,000
See more information about local market trends in Winchester, MA

Frequently Asked Questions about Rentals in Winchester, MA

  • What is the average rent of an apartment in Winchester, MA?
    The average rent of an apartment in Winchester, MA is $3,065 per month. This is about 56% higher than the national average.
  • When is the average rent cheapest in Winchester, MA?
    In the last year, the average rent in Winchester, MA was lowest in Jun 2025 when it was $2,600 per month.
  • When is the average rent most expensive in Winchester, MA?
    In the last year, the average rent in Winchester, MA was highest in Jan 2025 when it was $4,050 per month.
  • How does the rent of a 1 bedroom apartment compare to a studio apartment in Winchester, MA?
    The average rent of a 1 bedroom apartment in Winchester, MA is $2,200 per month. That is about $400 more than the cost of a studio apartment.
  • How many available rental listings are in Winchester, MA?
    There are 33 available rental listings in Winchester, MA.
  • What are some zip codes in Winchester, MA?
    Winchester, MA includes zip codes such as: 01890.
  • What are some cities near Winchester, MA?
    Some nearby cities include: Arlington, Woburn, Medford, Stoneham, Belmont. These cities may have more rental options to explore.
View this page in Spanish: Apartamentos en renta en los alrededores de Winchester, MA - 154 Rentas | Trulia