16

Pet-Friendly Homes for Rent in Winchester, MA

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  • /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
  • /9

    $4,900 Per Month

    • 3 Beds
    • 1.5 Baths
    • 2,754 Sq Ft
    • House for Rent

    16 Nathaniel Rd, Winchester, MA 01890

    Available now, Spacious 3 bedroom, 1.5 bathroom single family home for rent in the heart of Winchester. This house offers a large first floor, an updated kitchen with ample cabinet space, and a private fenced backyard perfect for entertaining. The property also features a two car garage, providing additional storage and convenience. Enjoy the convenience of being just steps away from a top-rated

    Yu Li Blue Ocean Realty, LLC

    16 Nathaniel Rd, Winchester, MA 01890
  • /15

    $3,150 Per Month

    • 2 Beds
    • 1 Bath
    • 1,172 Sq Ft
    • Condo for Rent

    31 Irving St Unit 1, Winchester, MA 01890

    Bright and sunny 1st floor unit is ready to move in. Large sun drenched living with newer hardwood and large windows; modern kitchen equipped with stainless appliances and plenty of cabinets connects with the dinning room to create an open floor plan. Both good sized bedrooms are with hard floors and double door closets. Full bath on the same living level is complete with tile floors and tub.

    Amy Guo Phoenix Real Estate

    31 Irving St Unit 1, Winchester, MA 01890
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    $7,400 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • House for Rent

    6 Risley Rd Unit 1, Winchester, MA 01890

    This completely renovated, thoughtfully designed and very comfortable home is located in a lovely East Hill neighborhood. It features a wonderful floor plan with a living room, open kitchen to dining room, center island and leads to an inviting den with cathedral ceilings. The kitchen includes cathedral ceilings, pantry, granite counters and newer stainless-steel appliances. There is a large deck

    Ida Bianco Coldwell Banker Realty - Lexington

    6 Risley Rd Unit 1, 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
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    $4,400 Per Month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    67 Church St, Winchester, MA 01890

    Enjoy this beautiful recently renovated home right outside Winchester center! Direct entry unit completely updated all new high end gorgeous kitchen & bath, hardwood floors, new heating system with central air, new windows, electric, very high ceilings, washer & dryer in unit, 2 car parking driveway in rear, exclusive patio area great for grilling! Beautifully finished lower level offers a large

    Kim Covino Compass

    67 Church St, Winchester, MA 01890
  • /15

    $5,000 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
  • /16

    $3,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Apartment for Rent

    9 Mount Vernon St Unit A, Winchester, MA 01890

    Beautiful, modern 3-bedroom, 2-bathroom unit located in the town's center! Steps to the commuter rail, shops and restaurants nearby. The unit ison the second floor, featuring an open floor plan with the kitchen (full stainless steel appliances) overseeing the dining area and living room, highceilings, large windows- great natural lighting, gleaming hardwood floors throughout, two full bathrooms,

    Anna Mean AC Realty

    9 Mount Vernon St Unit A, Winchester, MA 01890
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    $15,000 Per Month

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

    186 Ridge St, Winchester, MA 01890

    Flexible rental options available - property can be delivered fully furnished or unfurnished, depending on tenant preference. 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

    Anzor Sidamonidze Skylight Real Estate, LLC

    186 Ridge St, Winchester, MA 01890
  • /26

    $6,500 Per Month

    • 4 Beds
    • 4 Baths
    • 3,436 Sq Ft
    • House for Rent

    37 Emerson Rd, Winchester, MA 01890

    This sunlit, upgraded Winchester single-family home offers a perfect blend of comfort and elegance. The versatile 4-bedrooms & 4-Bathrooms layout features a convenient 1st-floor full bath alongside a formal living room, dining room, office, and spacious family room. The primary suite is located on the 2nd floor with a private ensuite. Skylights brighten the living areas, which open to a wide

    Hao Wang Dreamega International Realty LLC

    37 Emerson 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
  • /38

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,811 Sq Ft
    • Condo for Rent

    8 Richardson St Unit 2, Winchester, MA 01890

    Beautiful, high end two story condo for rent; close to everything Winchester has to offer! This unique penthouse dulpex condo offers all the space of a single family home with an open concept floor plan featuring high end finishes and hardwood floors throughout. Enjoy a private entrance, a stunning living room w/ high ceilings, a beautiful gas fireplace and high end buit ins; chefs kitchen

    Kim Covino Compass

    8 Richardson St Unit 2, Winchester, MA 01890
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    $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
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    $5,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Apartment for Rent

    44 Spruce St Unit 2, Winchester, MA 01890

    Spacious 4-bedroom, 2.5-bath townhouse ideally located within walking distance to the town center, schools, and commuter rail. This well-maintained home features beautiful hardwood flooring throughout, a bright and functional layout, and generous living space perfect for everyday living and entertaining. Enjoy outdoor living with a private deck and a fenced-in yard. Additional highlights include

    Dylan Archambault Archambault Real Estate

    44 Spruce St Unit 2, 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
  • /19

    $3,000 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,355 Sq Ft
    • Apartment for Rent

    146 Marble St Unit 211, Stoneham, MA 02180

    Welcome to luxury at The Gates, this rare pet-friendly townhouse is perfectly situated on the Stoneham/Winchester line. Step inside and feel instantly at home in this beautifully updated unit with an open floor plan, featuring a large modern kitchen adorned with stainless steel appliances and quartz countertops. Step outside onto the private balcony and enjoy grilling in the fresh air. On the

    Joelle Smith Compass

    146 Marble St Unit 211, Stoneham, MA 02180

Rental Home Trends in Winchester, MA

Rental Home Trends

Number of Homes for Rent
16
Median Rent
$6,000
Median Single Family Home Rent
$4,925
Median Townhouse Rent
$6,650
Median Condo Rent
$2,775
How to Rent a Home