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Winchester, MA Houses for Rent

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  • /52

    $6,000 per month

    • 4 Beds
    • 4 Baths
    • 2,700 Sq Ft
    • House for Rent

    270 Cross St, Winchester, MA 01890

    **Winchester Gorgeous SF Home w/ Garage 4 Prkng, Big Deck, Yard**Fully Renovated 4-BR+ 4BA Single-Family Home for Rent in WinchesterThree Levels of Living Space - Spacious and versatile, great home office space for remote work. 4BR, 4BA + bonus room/office + basement level walkout (potential in-law or au-pair suite). 2 Heating Zones (gas) with NEST thermostats. Attached 2-Car

    270 Cross St, Winchester, MA 01890
  • /38

    $11,000 per month

    • 4 Beds
    • 4 Baths
    • 4,650 Sq Ft
    • House for Rent

    31 Coolidge Rd, Winchester, MA 01890

    Available now! Welcome to this beautifully renovated and maintained colonial at a very quiet street in a desirable neighborhood with easy commute to schools, Boston, highways and MBTA train stations. The 1st floor offers a foyer with formal dining room and living room in either sides. The kitchen, with island and full breakfast/dining area, flows into a family room that transitions to a private

    Carlos Xu Lexwin Realty

    31 Coolidge Rd, Winchester, MA 01890
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    $9,500 per month

    • 6 Beds
    • 4.5 Baths
    • 3,118 Sq Ft
    • House for Rent

    23 Jefferson Rd, Winchester, MA 01890

    Stunning 6BR/4.5BA Fully Furnished Home w/ Office, Fireplace & Private Patio – Move-In Ready! Spacious and beautifully appointed single-family home featuring 6 bedrooms, 4.5 bathrooms, and a dedicated office—ideal for remote work. Fully furnished with high-end finishes, including a cozy fireplace and a perfect layout for entertaining and everyday living. Gourmet kitchen, large bedrooms, and ample

    Andersen Group Realty Keller Williams Realty Boston Northwest

    23 Jefferson Rd, Winchester, MA 01890
  • /39

    $11,000 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
  • /27

    $8,500 per month

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • House for Rent

    54 Spruce St Unit 1, Winchester, MA 01890

    Walk to town location. Bright and spacious 10 room, 5 bedroom, 3.5 bath home! Large family room with Brazilian cherry flooring and gas fireplace. Kitchen with granite countertops and stainless appliances. Private outdoor deck and fenced in yard. Two car garage under. Gas heating and central air. Ample off street parking. Available July 1, 2025. Possibility for early move in.

    Julia Marino Archambault Real Estate

    54 Spruce St Unit 1, Winchester, MA 01890
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    $8,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,700 Sq Ft
    • House for Rent

    271 Washington St Unit 1, Winchester, MA 01890

    Walk to town and schools from this spacious 11 room, 5 bedroom, 3.5 bath home! Open floor plan and high ceilings. Bonus rooms/ home office space. Delightful and bright sun porch. New kitchen with classic white cabinetry and quartz countertops. Two car attached garage and mud room. New heating and central air. Ample off street parking. Available July 1, 2025

    Julia Marino Archambault Real Estate

    271 Washington St Unit 1, Winchester, MA 01890
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    $4,500 per month

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

    17 Russell Rd, Winchester, MA 01890

    Single-family home with 3 bedrooms and 1.5 baths. Move in date: 6/1/2025. Tenant pays all utilities (gas, heat, electricity, cold/hot water and trash disposal). Lead Paint: Certified Treated. No pets allowed. Laundry in the unit. Move-in costs: First month's rent, one month's rent as a security deposit, and one month's rent as a broker fee.

    KoKo Kwan Kwan Realty Inc.

    17 Russell Rd, Winchester, MA 01890
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    $11,000 per month

    • 6 Beds
    • 4.5 Baths
    • 6,500 Sq Ft
    • House for Rent

    52 N Border Rd, Winchester, MA 01890

    Grand and masterfully crafted home on this private road abutting 2200 acre Fells conservation land. This spacious home has 6 bedrooms, and 5 bathrooms. The stunning foyer welcomes you to the sprawling first floor. The custom work throughout each sun filled room is exquisite. Gourmet kitchen with top of the line appliances. Generous sized rooms to entertain guests. A private home office with built

    Julia Marino Archambault Real Estate

    52 N Border Rd, Winchester, MA 01890
  • /36

    $5,000 per month

    • 3 Beds
    • 1.5 Baths
    • 2,364 Sq Ft
    • House for Rent

    27 Ledyard Rd Unit SF, Winchester, MA 01890

    SHORT TERM RENTAL - Oversized cape with hardwood floors throughout. Large front to back living room with working fireplace, built in bookcases and cabinets and lots of natural light. Formal dining room with built in china cabinet and French door leading to spacious 3-season porch. Kitchen has all new stainless steel appliances and access to side porch for relaxing with morning coffee or

    Diane Plunkett Plunkett Properties

    27 Ledyard Rd Unit SF, Winchester, MA 01890
  • /20

    $15,000 per month

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

    186 Ridge St, Winchester, MA 01890

    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-endappliances, oversized island, dining area, adjacent family room with gas FP, custom

    Anzor Sidamonidze Skylight Real Estate, LLC

    186 Ridge St, Winchester, MA 01890
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