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Winchester, MA Homes for Rent

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    $2,458 - $11,422 per month plus fees

    Sanctuary Winchester West

    Studio - 3 Beds

    416 Cambridge St, Winchester, MA 01890

    The Sanctuary at Winchester West makes living your best life as easy as walking through your front door. Contemporary design and state-of-the-art amenities offer modern luxury at your fingertips. With shopping and a Whole Foods right next door, this community provides convenience at every turn.

    416 Cambridge St, Winchester, MA 01890
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    $2,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,305 Sq Ft
    • Apartment for Rent

    415 Washington St Unit 1, Winchester, MA 01890

    At 1300sqft, this unit far exceeds the average size for a 2 bed 1 bath. Very well maintained and close to 93, yet neatly tucked away, parking space on the side street (off the main road). A second off-street parking spot is negotiable. Screened in backdoor area so you can be as close to comfort as possible. Once inside the space, you'll be greeted by large bedrooms, a cozy kitchen and your choice

    Thomas Tsui Keller Williams Realty

    415 Washington St Unit 1, Winchester, MA 01890
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    $3,089 - $13,102 per month plus fees

    Sanctuary Winchester North

    1 - 3 Beds

    25-35 River St, Winchester, MA 01890

    The Sanctuary at Winchester North is designed for the way you live - casual fireside gatherings in the Den, a game of billiards in the Hive, a meal with friends prepared in the Nest's Chef's Kitchen. Maybe you prefer to make a splash in the pool, or stay on track with personal health goals in the fitness and health facility. With meticulously appointed common spaces designed for work, play, and

    25-35 River St, Winchester, MA 01890
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    $2,750 total monthly price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    200 Swanton St Unit T37, Winchester, MA 01890

    ALL UTILITIES INCLUDED!!!! Ground Level with Private Entrance. NO STAIRS! Lovely terrace level unit at Parkview available 5/1 This immaculate and well cared for home includes dishwasher, on site laundry, parking,Situated in a very convenient location, near everything! Enjoy the beautifully landscaped common area with pool, cabana and picnic table. Super Value with ALL UTILITIES INCLUDED make this

    Mary Doyle Berkshire Hathaway HomeServices Commonwealth Real Estate

    200 Swanton St Unit T37, Winchester, MA 01890
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    $2,000 total monthly price

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    200 Swanton St Unit 310, Winchester, MA 01890

    NO BROKER FEE TO TENANT OWNER PAYS!Fee Disclosure:Last Month Rent: $2,000First Month Rent: $2,000Security Deposit: $1,000Disclaimer: Contact EDGE for more information on this listing, and hundreds of our other listings! See why more people are choosing the highest and most-reviewed real estate firm in Massachusetts. Brokerage fee applies. EDGE Realty Advisors is not

    200 Swanton St Unit 310, Winchester, MA 01890
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    $4,500 total monthly price

    • 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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    $4,200 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,786 Sq Ft
    • Townhouse for Rent

    5 Sheridan Cir Unit 5, Winchester, MA 01890

    $4,200month, Beautiful newly renovated side by side 3 level townhouse, 1768 sqft, featuring 4 Bedrooms, 2 full bathrooms, walk in closet, high ceiling, huge kitchen with lots of storage, entire hardwood floor. Top rated school system and great location. Minutes walking distance to daycares and Lynch elementary School. About 15 minutes walking distance to Winchester high school. Near bus stop,

    5 Sheridan Cir Unit 5, Winchester, MA 01890
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    $2,400 total monthly price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    6 Skillings Rd Unit 1, Winchester, MA 01890

    Great sunny two bedroom with high ceilings, open living/ kitchen, good size bedrooms, laundry in the unit, central a/c and one off street parking spot.

    Kristen Day RE/MAX Realty Plus

    6 Skillings Rd Unit 1, Winchester, MA 01890
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    $2,000 total monthly price

    • 1 Bed
    • 1 Bath
    • 9,999 Sq Ft
    • Condo for Rent

    200 Swanton St Unit 3, Winchester, MA 01890

    All utilities are included and 1 parking space included! NO BROKER'S FEE.

    200 Swanton St Unit 3, Winchester, MA 01890
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    $10,000 total monthly price

    • 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
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    $2,900 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    17 Linden St Unit 17 Linden St, Winchester, MA 01890

    Walk to Winchester center from this 2 bedroom, eat in kitchen with SS appliances and granite countertops, large living room, small office and 1 and 1/2 baths. Hard wood floors laundry hook up (previous tenant left washer/dryer in unit central AC gas heat. 2 off street parking spots.

    17 Linden St Unit 17 Linden St, Winchester, MA 01890
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    $3,000 total monthly price

    • 2 Beds
    • 1 Bath
    • 810 Sq Ft
    • Apartment for Rent

    200 Swanton St Unit T35, Winchester, MA 01890

    SPRING TIME IS COMING! Welcome to this Stunning 2 BR unit on Terrace level with amazing view of duck pond and flowering garden area from private outdoor patio at Parkview Condominiums. Spacious open LR/DR with updated kitchen and bath. Kitchen to include stainless steel appliances, glass tile backsplash, very nice countertops and huge peninsula great for parties. 2 huge bedrooms with lots of

    Nuri Tirana Tirana Real Estate Group

    200 Swanton St Unit T35, Winchester, MA 01890
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    $4,150 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,967 Sq Ft
    • Condo for Rent

    10 Webster St Unit 1, Winchester, MA 01890

    Amazing 4 bed 2 bath located within close proximity of Winchester Center! This spacious apartment takes up the first floor and lower level of a 2 family, but it has a single-family feel to it! Inside on the first floor, you'll find hardwood floors throughout, a living room, a dining room, two spacious bedrooms, and a great eat-in kitchen featuring a new dishwasher and refrigerator. Downstairs

    10 Webster St Unit 1, Winchester, MA 01890
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    $9,500 total monthly price

    • 6 Beds
    • 4.5 Baths
    • 3,100 Sq Ft
    • House for Rent

    23 Jefferson Rd, Winchester, MA 01890

    Stunning home situated in one of Winchester's most sought-after neighborhoods available for rare 1 or 2 year rental. Enter the elegant foyer to find large living room, sun-drenched playroom and dining room next to generous kitchen which overlooks the large, private back yard. Laundry in side entry mud room offers convenience and a front-facing home office overlooks the picturesque neighborhood.

    Kim Covino Compass

    23 Jefferson Rd, Winchester, MA 01890
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    $2,596 total monthly price

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    19 Irving St Unit 3-J, Winchester, MA 01890

    Top Floor (3rd floor) 2 Bedroom 1 Bathroom located minutes from Winchester Center & Commuter Rail. Fully carpeted Livingroom, bedrooms hallway ,with kitchen and bathroom ceramic tile. Private deck overlooking yard. gas cooking, gas heat; dishwasher being installed, carpet is being cleaned; washer dryer in unit.Tenant pays gas & electric (and trash at Winchester Transfer Station. Transfer

    19 Irving St Unit 3-J, Winchester, MA 01890
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    $8,000 total monthly price

    • 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
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    $1,800 - $1,850 total monthly price

    • Studio
    • 1 Bath
    • 300 Sq Ft
    • Condo for Rent

    219 Washington St, Winchester, MA 01890

    Amazing location right in the heart of Winchester! Close walking distance to downtown. - Utilities INCLUDED! - Off-street parking available- Laundry on-site- Close to public transportation

    219 Washington St, Winchester, MA 01890
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    $3,000 total monthly price

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

    36 Cross St Unit 1, Winchester, MA 01890

    Recently updated and filled with natural light, this bright first-floor unit offers a flexible and spacious layout. The eat-in kitchen features new flooring, abundant cabinet space, a bonus closet/pantry, and an additional adjoining room ready to be customized to fit your needs.The home includes two well-sized bedrooms, high ceilings, and beautiful hardwood floors throughout. The renovated

    Dawn Felicani Gibson Sotheby's International Realty

    36 Cross St Unit 1, Winchester, MA 01890
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    $2,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    232 Washington St Unit 1, Winchester, MA 01890

    JUNE 1ST1ST FLOOR5rm/2bd 1 bath with drivewayEat in kitchenCeramic Tile BathroomTwo good sized bedrooms with good closet spaceDining room and living roomUtilities are to be paid by tenant, heat is by oilWalking distance to downtown and the pond.Winchester does not have trash pickup- you take it to the dump or hire your own service.No pets preferred

    232 Washington St Unit 1, Winchester, MA 01890
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    $6,995 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 3,230 Sq Ft
    • Apartment for Rent

    11 Tufts Rd Unit 11, Winchester, MA 01890

    Available July 1, 2026 or later. 3000+ sq ft,4-story townhouse in a side-by-side 2-family lives like a single. Like-new quality on a cul-de-sac that ends at Muraco Elementary. Features 4 beds, 21⁄2 ba, 2-zone central AC and gas heat. Soaring ceilings and lots of light. Delightful open-plan kitchen w/stainless Bosch appliances, quartz countertops, gas cooking, walk-in pantry, bookshelves. Huge

    Robyn Bonnett Coldwell Banker Realty - Lexington

    11 Tufts Rd Unit 11, Winchester, MA 01890
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    $2,300 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    4 Quigley Ct Unit 4, Winchester, MA 01890

    $2300 WINCHESTER apartment for rent3 bedrooms | 1 and 1/2 bathroomsElectric baseboard heatLaundry hookups2 parking spaces—tandem¡Se habla español!

    4 Quigley Ct Unit 4, Winchester, MA 01890
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    $13,000 total monthly price

    • 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
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    $2,510 - $5,150 total monthly price

    The Mave

    1 - 2 Beds

    225 Fallon Rd, Stoneham, MA 02180

    Here, smart design imbues modern comforts with alfresco joys. Quartz countertops, glass-enclosed showers, and quality stainless steel appliances add to your quality of life. Energy-efficient windows stream in sunlight while wood-style flooring inspires your next jaunt outside. But with thoughtful features like our enhanced fitness center and cyber studio, you won't have to wander far to activate

    225 Fallon Rd, Stoneham, MA 02180
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    $5,400 total monthly price

    • 4 Beds
    • 2 Baths
    • 2,659 Sq Ft
    • House for Rent

    330 Cambridge St, Winchester, MA 01890

    Well-maintained updated two-level single-family rental offering a bright, open feel and a flexible layout. The home features 4 bedrooms and two full baths, with generous living space across both levels.The main level includes spacious living and dining areas filled with natural light from large windows. An open kitchen offers space for a dining table and a functional, livable layout that opens to

    Leigh Ventura Compass

    330 Cambridge St, Winchester, MA 01890
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    $3,300 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 1,486 Sq Ft
    • Apartment for Rent

    7 Conant Rd Unit 67, Winchester, MA 01890

    Condo community with use of wonderful exercise facility, outdoor heated pool and community center. In-unit laundry, no lead paint, Central AC. Beautiful 2 bed 2.5 bath townhouse with a 2 car parking at the sought-after Willows in Winchester. Elevator building to second floor then the unit is a spacious townhouse 2nd and 3rd floors. No one above you. Open floor plan from kitchen to living room

    Dave Ledwig Coldwell Banker Realty - Lexington

    7 Conant Rd Unit 67, Winchester, MA 01890
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    $5,350 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 1,575 Sq Ft
    • Condo for Rent

    2 Rangeley Rd Unit 2, Winchester, MA 01890

    Location, Location, Location!! This beautifully updated 2 bedroom 2.5 bath conveniently located in Winchester Center. Recently renovated, this unit boasts a stunning kitchen with farmer sink, high end stainless appliances, custom cabinetry and pantry. First floor offers living room w/ fireplace and large dining room with hardwood throughout. 2 spacious bedrooms and 1.5 baths complete the second

    Kim Covino Compass

    2 Rangeley Rd Unit 2, Winchester, MA 01890
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    $3,750 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,424 Sq Ft
    • Condo for Rent

    2 Stratton Dr Unit 102, Woburn, MA 01801

    Available for rent, this 2024-built Pulte home at Highland at Vale offers easy single-level living with 2 bedrooms plus a flexible den/home office. The open-concept layout is bright and modern, ideal for everyday living and entertaining. The bonus flex room adapts easily for a home office, guest space, or workout area. The white kitchen features shaker cabinets, ample storage, and a large center

    Philip Harasek Keller Williams Gateway Realty

    2 Stratton Dr Unit 102, Woburn, MA 01801

Why Live in Winchester

Winchester, MA, a peaceful Greater Boston suburb, has evolved from a rural farming community to a primarily residential town with a population of nearly 23,000. Located 8 miles north of Boston, Winchester is known for its grand New England homes, ranging from historic Colonial Revivals to modern Cape Cods and ranch styles. The town boasts one of the best school districts in the state, with Winchester Public Schools serving over 4,300 students and receiving high ratings. The private Acera School also offers quality education. Outdoor enthusiasts can enjoy Mystic Lakes State Park, Middlesex Fells Reservation, and the Tri-Community Greenway, which connects Winchester with Woburn and Stoneham. The town's downtown area, bordered by Wedge and Mill Ponds, features a variety of markets, restaurants, boutiques, and service shops. Community events such as Winchester Town Day, PRIDEFest, and summer concerts at Town Common foster a strong sense of community. Wright-Locke Farm, a 383-year-old sustainable conservancy, provides fresh organic produce and nature-based activities. Winchester is accessible via U.S. Route 3 and Interstates 93 and 95, with public transit options including the MBTA bus and commuter rail. Logan International Airport is about 11 miles away. The town has a lower crime risk compared to the national average, with recent data indicating a decrease in violent crimes.

Frequently Asked Questions

What are the most popular neighborhoods in Winchester, MA for renters?
The most popular neighborhoods in Winchester, MA for renters are Downtown Woburn, Winchester Highlands, Arlington Center, Arlington Heights and Cummingsville.
What are the most popular zip codes in Winchester, MA for renters?
The most popular zip codes in Winchester, MA for renters include 01890, 01801, 02474, 02420 and 02155.
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