11

Winchester, MA Houses for Rent

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  • /36

    $15,000 Per Month

    • 6 Beds
    • 7 Baths
    • 8,866 Sq Ft
    • House for Rent

    20 Amberwood Dr, Winchester, MA 01890

    New construction 6 bedrooms and 7 full baths, 2 Car garage. Located in a highly desirable neighborhood just steps from VO Elementary School. The expansive 1st floor welcomes you with soaring ceilings and an elegant layout, including a sophisticated living room, family room, and private home office. The chef’s kitchen is a true centerpiece, boasting premium Thermador appliances, custom cabinetry,

    Agent Photo

    Wei Wang

    WW Real Estate LLC

    (781) 992-2320

    20 Amberwood Dr, Winchester, MA 01890
  • /27

    $10,000 Per Month

    • 6 Beds
    • 4.5 Baths
    • 6,583 Sq Ft
    • House for Rent

    282 High St, Winchester, MA 01890

    Fabulous 6 month rental opportunity with full additional in-law suite with private kitchen, bedroom, bath, and laundry. Very generous in size and scale.Light filled,modern all brick home abundant in space and comfort.Unrivaled privacy at end of cul-de-sac.Masterfully built staircase presents the two story great room with double sided fireplace.Spacious kitchen with island, double gas range, and

    Anthony Marino The Marino Group Collection

    282 High St, Winchester, MA 01890
  • /22

    $6,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 3,500 Sq Ft
    • House for Rent

    40 Church St Unit B, Winchester, MA 01890

    One of a kind 3 bed, 2.5 bath, luxury townhouse in the heart of Winchester Center! Don’t miss out on this home with both luxury & convenience. Top of the line Viking appliances and French doors in the kitchen which draw in natural sunlightthat enhances the hardwood floors & granite countertops. The spacious master bedroom is sure to impress, with its highlighted wall-to-wall fireplace. Each

    Sarkis Kavlakian Real Estate by Hughes & Assoc. Inc.

    40 Church St Unit B, Winchester, MA 01890
  • /15

    $5,150 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,657 Sq Ft
    • House for Rent

    17 Russell Rd, Winchester, MA 01890

    Move in date: 6/15/2025. Tenant pays all utilities (gas, heat, electricity, cold/hot water and trash disposal). Lead Paint: Certified Treated. 2 off street parking. Central AC ,Pets negotiable. Laundry in the unit. 12-month lease minimumMove-in costs: First month's rent, one month's rent as a security deposit, Last month rentWelcome to 17 Russell Road, a well-maintained single-family home tucked

    KoKo Kwan Kwan Realty Inc.

    17 Russell Rd, Winchester, MA 01890
  • /27

    $15,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 5,820 Sq Ft
    • House for Rent

    186 Ridge St, Winchester, MA 01890

    Short-and long-term options are available. Fully furnished beautiful new construction home located on the West Side of Town and proudly situated on over an acre lot with gorgeous views! 5 bedroom 4.5 bath,5,820SF custom built colonial with three-car attached garage with side entrance into oversized mudroom. Main level features gourmet kitchen with high-end appliances, oversized island, dining

    Anzor Sidamonidze Skylight Real Estate, LLC

    186 Ridge St, Winchester, MA 01890
  • /14

    $7,900 Per Month

    • 4 Beds
    • 2.5 Baths
    • 4,300 Sq Ft
    • House for Rent

    18 Grant Rd, Winchester, MA 01890

    An exceptional 4-bedroom, 2.5 bath home offers both comfort and versatility. The expansive family room, located just off the kitchen, creates a welcoming setting for entertaining or relaxing. The kitchen is equipped with modern appliances and features a slider that opens to the back deck. A first-floor laundry room and a conveniently located bedroom/office enhance the home’s practicality. The

    Jill Shanley CJL Rentals & Property Management Co., Inc.

    18 Grant Rd, Winchester, MA 01890
  • /39

    $13,000 Per Month

    • 6 Beds
    • 5.5 Baths
    • 6,400 Sq Ft
    • House for Rent

    52 N Border Rd, Winchester, MA 01890

    Grand and masterfully crafted, this exceptional residence sits on a private road abutting the Fells conservation land, offering rare privacy and natural surroundings. The spacious home features 6 bedrooms and 6 bathrooms, beginning with a stunning foyer that opens to a sprawling first floor. Sun-filled rooms showcase exquisite custom craftsmanship throughout. The gourmet kitchen is equipped with

    Dylan Archambault Archambault Real Estate

    52 N Border Rd, Winchester, MA 01890
  • /39

    $12,000 Per Month

    • 7 Beds
    • 3.5 Baths
    • 3,300 Sq Ft
    • House for Rent

    34 Glen Rd, Winchester, MA 01890

    TOP location! Beautifully renovated single family colonial in Ambrose elementary district, situated on a gorgeous lot with oversized new 2 car garage, This 6-7 bedroom 3.5 bath home has been tastefully updated & redesigned offering desirable open concept living w/ central air & all new systems. This home features a welcoming front porch, spacious foyer, beautiful custom chefs kitchen w/

    Kim Covino Compass

    34 Glen Rd, Winchester, MA 01890
  • /22

    $8,000 Per Month

    • 3 Beds
    • 2 Baths
    • 3,500 Sq Ft
    • House for Rent

    31 Fells Rd, Winchester, MA 01890

    Available for short term rental through October 2025 with flexible lease options. Prime location on desirable Fells Road with easy access to Middlesex Fells trails and conservation land. This charming home sits on a beautiful lot and offers a spacious first floor featuring a large family room, updated kitchen, and a den or optional first floor bedroom. Enjoy the screened porch overlooking the

    Kim Covino Compass

    31 Fells Rd, Winchester, MA 01890
  • /29

    $8,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 3,369 Sq Ft
    • House for Rent

    54 Spruce St, Winchester, MA 01890

    Well maintained 5 bedroom, 3.5-bath single-family home built in 2004, ideally located within walking distance to the town center, schools, shopping, and the commuter rail. This spacious home features hardwood floors, central AC, and a thoughtfully designed layout perfect for everyday living and entertaining. The bright kitchen flows into generous living and dining spaces, while the finished

    Dylan Archambault Archambault Real Estate

    54 Spruce St, Winchester, MA 01890
  • /20

    $4,850 Per Month

    • 4 Beds
    • 1.5 Baths
    • 1,700 Sq Ft
    • House for Rent

    488 Washington St, Winchester, MA 01890

    Charming, updated Colonial filled with character. This beautiful home features an updated kitchen that is bright and open and offers granite counter tops, stainless steel appliances, frameless maple cabinets & recessed lights. Updated bathrooms. Hardwood floors throughout the 1st & 2nd floors. Access the stone and granite patio through French doors in the dining room. The patio is fenced in and

    Matthew Pierce True North Realty

    488 Washington St, Winchester, MA 01890

Rental Home Trends in Winchester, MA

Rental Home Trends

Number of Houses for Rent
11
Median Single Family Home Rent
$4,900
Median 3 Bedroom Single Family Home Rent
$4,300
Median 4 Bedroom Single Family Home Rent
$5,100
Median 5 Bedroom Single Family Home Rent
$7,550
How to Rent a Home