Rent to Own Homes near Winchester, MA

  • Winchester is a town of just over 21,000 residents in Middlesex County, Massachusetts. Located just eight miles north of Boston, Winchester was an important crossroad of trade between Boston and outlying textile mills. The small town grew prosperous as the Middlesex Canal and the Boston and Lowell Railroad brought many people to the area. Today, the town is known for excellent public schools and scenic views of its waterways.

Check out over 300 Winchester, MA rent to own homes for sale, which may include auction properties, for sale by owner, and more.

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Top 6 Reasons to Live in Winchester, MA

  • Rising home values! The average home value in Winchester is $813,300, up 5.7 percent over the last year. These values are expected to continue to rise in the coming year as well. Winchester Highlands is an affordable neighborhood to look for a rent to own house or a starter home. For more upscale properties, the winding cul de sacs on the west side of Route 3 are filled with lovely, large homes.
  • Italian restaurants galore! For a small town, Winchester has more than its fair share of great eateries. Italian food lovers are in for a particular treat. From local delis to upscale establishments, Winchester specializes in Italian food. Cafe Piazza Dolce serves up a wide variety of filling paninis, while D'Agostino's Delicatessen is a classic for both hot and cold lunch fare. For a night out, splurge on duck breast prosciutto and rich olive oil cake at A Tavola.
  • Affordable rents! The average monthly rent in Winchester in 2012 was just $1,393, which is far below the Boston metro area average of $2,200 per month. Stetson Hall on Elm Street is an apartment complex within walking distance from the Commuter Rail station, perfect for getting to and from Boston with ease. A Realtor can guide you to several rental homes on the side streets around Main Street.
  • Arts and culture! Winchester is home to the Griffin Museum of Photography, a small but impressive rotating collection of photography of all genres and styles. They also host events like book signings, so be sure to check their calendar. The Winchester Historical Society offers programs about architecture and local history at the Sanborn House Historical and Cultural Center, a beaux arts mansion that is currently being restored to its former glory.
  • Great local shops! In addition to basic grocery stores and pharmacies, Winchester is home to many boutiques and locally-owned small businesses. It's an especially great place for arts-lovers to shop. Mouradian Guitar Co. has both electric and acoustic guitars for sale, and musicians love their years of experience in repairing instruments as well. For crafty types, Another Yarn supplies knitters and crocheters with all the supplies they need to make that next sweater.