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Winchester, MA Homes for Rent

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  • /13

    $3,795 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Apartment for Rent

    7 Lewis Rd Unit 2, Winchester, MA 01890

    Wonderful opportunity to rent in Winchester, less than a half mile from the town common. Rarely available First floor unit with hardwood floors throughout, 2 bedrooms and one full tiled bath. Additional storage space in lower level that is wired to your specific unit...could be used for office space, home gym, craft room, etc. Carefree living with Heat, basic cable tv and all exterior maintenance

    Agent Photo

    Catherine Albiani

    Better Homes and Gardens Real Estate - The Shanahan Group

    (781) 404-8664

    7 Lewis Rd Unit 2, Winchester, MA 01890
  • /16

    $4,250 total monthly price

    • 4 Beds
    • 6 Baths
    • 1,500 Sq Ft
    • Apartment for Rent

    20 Lebanon St Unit 22, Winchester, MA 01890

    Convenient FURNISHED rental available for immediate occupancy in a great Winchester neighborhood. This well-maintained townhouse-style unit offers hardwood floors, four comfortable bedrooms, and 1.5 baths. The lower level includes in-unit laundry and plenty of storage—perfect for anyone seeking an easy, turnkey option while renovating or in transition. Enjoy two off-street parking spaces and a

    Agent Photo

    Catherine Albiani

    Better Homes and Gardens Real Estate - The Shanahan Group

    (781) 675-1642

    20 Lebanon St Unit 22, Winchester, MA 01890
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    $2,200 total monthly price

    • 1 Bed
    • 1 Bath
    • 634 Sq Ft
    • Condo for Rent

    200 Swanton St Unit T28, Winchester, MA 01890

    Terrace-level one-bedroom condo at 200 Swanton St, Unit T28 offers easy, maintenance-free living in the desirable Parkview Condominiums. Enjoy a peaceful setting with a patio overlooking landscaped grounds, plus low HOA fees that include heat, hot water, electricity, and air conditioning. This well-managed community features secure entry, on-site laundry, pool access, and ample parking.

    Agent Photo

    Joan Powell

    RE/MAX Andrew Realty Services

    (781) 678-4828

    200 Swanton St Unit T28, Winchester, MA 01890
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    $2,958 - $20,471 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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    $2,700 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. Priced competitively. Very close to 93 yet neatly tucked away, you'll have two side by side parking spaces on the side street (off the main road). Screened in backdoor area so you can be as close to comfort as possible. Once entering the space you'll be greeted by large bedrooms, a cozy kitchen and your choice of an

    Thomas Tsui Keller Williams Realty

    415 Washington St Unit 1, Winchester, MA 01890
  • /24

    $2,597 - $8,870 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
  • /8

    $1,900 total monthly price

    • 1 Bath
    • 450 Sq Ft
    • Condo for Rent

    200 Swanton St Unit T36, Winchester, MA 01890

    Overlooking the duck pond at Swanton Condominiums is this updated 1st flr studio suite. Granite Kitchen with electric stove and refrigerator. Avail now and has 1 car parking. 4x8 storage unit included.Included in rent is the heat, hot water and electricity. Tile bath with shower stall. Solid flooring. Walk in closet. Private exterior patio overlooking the duck pond. No smokers. No pets. Upfront

    Kelly Catallo Realty ONE Group Cosmopolitan

    200 Swanton St Unit T36, Winchester, MA 01890
  • /4

    $3,000 per month plus fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    45 Church St Unit 3, Winchester, MA 01890

    Property Id: 2254146Sunny spacious center of town ; 2 mantels, high ceilings, Victorian apartment. Walk to stores, restaurants, bank and commuter rail. Convenient to Boston and art. 95.Heated, with washer dryer in unit. Off street parking.

    45 Church St Unit 3, Winchester, MA 01890
  • /36

    $6,900 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 2,900 Sq Ft
    • Apartment for Rent

    846 Main St Unit 3, Winchester, MA 01890

    No equal. Stunning, newer construction luxury Penthouse available for rent. Elevator access steps from private, heated, two (2) car garage parking completes the 2,900 square feet of open, fabulous, three (3) bedroom, two and half (2-1/2) bath space. Ten (10') foot ceilings throughout this airy, bright, light filled remarkable residence. Exquisite hardwood floors compliment the generous white trim

    Anthony Marino The Marino Group Collection

    846 Main St Unit 3, Winchester, MA 01890
  • /6

    $1,950 per month plus fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    2 Elmwood Ave Unit 52, Winchester, MA 01890

    This nice 1 Bedroom 1 Bath place in the WINCHESTER area is available for Now.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the information was obtained.

    2 Elmwood Ave Unit 52, Winchester, MA 01890
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    $2,650 total monthly price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    29 Harvard St Unit 1, Winchester, MA 01890

    Don’t miss this charming rental located in a desirable Winchester neighborhood! This unit features three spacious rooms and one full bathroom, offering comfortable and convenient living. Perfect for professionals or anyone seeking a quiet, well-situated home close to shops, dining, and public transportation. Pet friendly, recently updated with off street parking available. Kitchen boasts

    Prestige Homes Realty Team Prestige Homes Real Estate, LLC

    29 Harvard St Unit 1, Winchester, MA 01890
  • /7

    $1,950 per month plus fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    2 Elmwood Ave Unit 11, Winchester, MA 01890

    This nice 1 Bedroom 1 Bath place in the WINCHESTER area is available for Now.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the information was obtained.

    2 Elmwood Ave Unit 11, 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

    Beautiful 2 bed 2.5 bath townhouse with a 2 car parking at the sought-after Willows in Winchester. Condo community with use of exercise facility, outdoor pool and community center. In-unit laundry, no lead paint, Central AC, hardwood floors on main level and newer carpet on second level. Elevator building to second floor then the unit is a spacious townhouse 2nd and 3rd floors. No one above you.

    Dave Ledwig Coldwell Banker Realty - Lexington

    7 Conant Rd Unit 67, Winchester, MA 01890
  • /20

    $1,850 per month plus fees

    • Studio
    • 1 Bath
    • Condo for Rent

    2 Elmwood Ave Unit 14, Winchester, MA 01890

    This nice Studio 1 Bath place in the WINCHESTER area is available for Now.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the information was obtained. We

    2 Elmwood Ave Unit 14, Winchester, MA 01890
  • /16

    $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 bright first-floor unit featuring a spacious eat-in kitchen with new flooring, ample cabinet space, and bonus closet/pantry area. The kitchen also boasts an additional bonus room for your customization. This home offers two bedrooms, high ceilings, a renovated bathroom with a large shower, and beautiful hardwood floors. Enjoy the convenience of in-unit laundry and plenty of

    Dawn Felicani Gibson Sotheby's International Realty

    36 Cross St Unit 1, 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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    $5,750 total monthly price

    • 4 Beds
    • 2 Baths
    • 2,948 Sq Ft
    • House for Rent

    113 Cambridge St, Winchester, MA 01890

    Ideally located near Winchester Center, this beautifully updated home combines modern design with classic New England charm. 113 Cambridge Street features a fully renovated kitchen with custom cabinetry, quartz counters, and premium appliances, opening to bright, inviting living spaces. The newly finished basement adds incredible versatility, ideal for a playroom, gym, or guest suite. With four

    Ryan Clunan Campion & Company Fine Homes Real Estate

    113 Cambridge St, Winchester, MA 01890
  • /14

    $3,500 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,900 Sq Ft
    • Townhouse for Rent

    112 Church St, Winchester, MA 01890

    Winchesters finest neighborhood among beautiful homes and surroundings. 2 bed townhouse with separate basement area and laundry and private porches. Lease flexible short or long term, be the first to rent this home from new buyer.2 private rooms upstairs for office (or 2 more bedrooms). Available now.

    112 Church St, Winchester, MA 01890
  • /16

    $3,400 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • Apartment for Rent

    317 Cross St Unit 319, Winchester, MA 01890

    Townhouse available 12/1! This Townhouse offers spacious 3 bedrooms, living room, kitchen and 1 full bath. There have been many updates with hardwood flooring through out, new kitchen floor, and painting in all rooms. Basement has Washer and Dryer Hook ups and 2 parking spots. There is a backyard and deck coming off kitchen. Tenant is to shovel driveway and walkway in winter months. There is a

    Robin Griffiths J. Mulkerin Realty

    317 Cross St Unit 319, Winchester, MA 01890
  • /19

    $2,700 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Condo for Rent

    145 Washington St Unit 415, Winchester, MA 01890

    At 1300sqft, this unit far exceeds the average size for a 2 bed 1 bath. Priced competitively. Very close to 93 yet neatly tucked away, you'll have two side by side parking spaces on the side street (off the main road). Screened in backdoor area so you can be as close to comfort as possible. Once entering the space you'll be greeted by large bedrooms, a cozy kitchen and your choice of an

    145 Washington St Unit 415, Winchester, MA 01890
  • /27

    $3,300 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • Condo for Rent

    7 Conant Rd Unit 21, Winchester, MA 01890

    Welcome to 7 Conant Road! This unit offers a spacious open floor plan with 1,338 square feet, featuring two bedrooms and two full bathrooms, including a roomy primary suite. Enjoy open concept living with nice flow from the kitchen to the living room & dining area. Updated & move-in ready, the bedrooms are large, complete with generous closet space. This rental showcases modern charm with an

    Kim Covino Compass

    7 Conant Rd Unit 21, Winchester, MA 01890
  • /27

    $6,500 total monthly price

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

    31 Coolidge Rd, Winchester, MA 01890

    A grand home with a perfect mix of serenity and entertaining spaces. The main level has endless possibilities with its ability to provide cozy living areas and also an open concept with great flow. Fully equipped modern kitchen with tons of storage and island, Formal dining room with custom built ins, french doors to separate or open up spaces, front to back fireplace between the massive family

    31 Coolidge Rd, Winchester, MA 01890
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    $5,700 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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    $2,465 - $4,740 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
  • /33

    $5,500 total monthly price

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft
    • Apartment for Rent

    378 Washington St Unit 378, Winchester, MA 01890

    A rare find! Newer construction rental home/ attached single family/ featuring 5 bedrooms & 4 baths over 4 finished levels, close to Winchester center and Muraco Elementary School. This great home features large spacious rooms, a sunny granite kitchen w/ maple cabinets, hardwood floors/ open concept w/ family room & a gas fireplace w/ sliders that lead to a spacious deck overlooking a fenced in

    Kim Covino Compass

    378 Washington St Unit 378, Winchester, MA 01890
  • /11

    $1,895 total monthly price

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    37 Arlington St Unit 1R, Woburn, MA 01801

    Sunny- great windows--first floor one bed located in a 4 unit multi family. Large living room and eat in kitchen with new range. Bedroom and small office area. Gleaming hardwood floors! Washer/dryer hookups in basement, 1 car off street parking, Close to Winchester Hospital/Horn Pond/Rte 93.No laundry on site but laundry mat close by. Close to Horn Pond, Rte 93, Winchester Hospital, and Commuter

    37 Arlington St Unit 1R, Woburn, MA 01801
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    $7,150 total monthly price

    • 4 Beds
    • 3.5 Baths
    • 3,218 Sq Ft
    • House for Rent

    29 Wainwright Rd, Winchester, MA 01890

    No Broker Fee! Beautifully updated 4-bedroom single-family home in a top Winchester neighborhood. Over 3,200 sq ft of space with multiple living areas, a flexible layout, and a private yard—ideal for families, professionals, or anyone needing room to spread out. The main level offers an open kitchen with stainless appliances and granite counters, dining area, and two bright living spaces with

    Helen Stefan Gibson Sotheby's International Realty

    29 Wainwright Rd, Winchester, MA 01890
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    $2,500 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 9,999 Sq Ft
    • Condo for Rent

    8 Cross St Unit 1, Woburn, MA 01801

    8 Cross St Unit 1, Woburn, MA 01801
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    $11,000 total monthly price

    • 6 Beds
    • 4.5 Baths
    • 5,000 Sq Ft
    • House for Rent

    52 N Border Rd Unit 52, 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

    Dylan Archambault Archambault Real Estate

    52 N Border Rd Unit 52, Winchester, MA 01890
  • /8

    $2,350 total monthly price

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

    6 Skillings Rd Unit 2, Winchester, MA 01890

    Great two bedroom with hardwood floors, super sunny, updated kitchen and bath, in unit laundry, central A/C, good size bedrooms, one off street parking spot. Great location. 9/1 move in no pets.

    Kristen Day RE/MAX Realty Plus

    6 Skillings Rd Unit 2, Winchester, MA 01890
  • /41

    $7,500 total monthly price

    • 5 Beds
    • 3.5 Baths
    • 3,474 Sq Ft
    • House for Rent

    211 Forest St, Winchester, MA 01890

    FURNISHED ONLY 1,2 or 3 MONTH WINTER RENTAL. If you’ve been thinking of a kitchen renovation or addition but dread the chaos of construction, or maybe you're visiting one of our world renowned hospitals, our stunning 5-bedroom, 3.5-bathroom, 3,500-square-foot home in the coveted Muraco school district is available for a 3-month winter rental (January through March) while my family snowbirds in

    Michael Gilbert Stuart St James, Inc.

    211 Forest St, Winchester, MA 01890
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    $6,450 total monthly price

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

    10 Farrow St, Winchester, MA 01890

    Single Family Home Rental in Winchester. NO BROKERS FEE. Available Now. Completely rebuilt from ground up in 2019 w/Attached 1 Car Garage. 4 Beds, 3.5 baths & 3500SF w/ 2 dedicated home offices. Modern kitchen w/Quartz Countertops, Stainless Steel Appliances & Venting for cooking. Open concept has an Island connecting dining & living spaces. Sundrenched Living Room offers a wood burning stove!

    Collin Bray Century 21 Cityside

    10 Farrow St, Winchester, MA 01890
  • /15

    $2,375 total monthly price

    • 1 Bed
    • 1 Bath
    • 737 Sq Ft
    • Condo for Rent

    144 Marble St Unit 103, Stoneham, MA 02180

    Welcome to 144 Marble Street! A stylish and modernly updated 1-bedroom, 1-bath. This 737 sq. ft. unit offers an open-concept layout with great natural light, an updated contemporary kitchen with sleek cabinetry and modern appliances, and a comfortable living area perfect for relaxing after a long day. The bedroom features ample closet space, and the updated bathroom adds to the unit’s fresh,

    Maria Fabiano Maria Fabiano Realty

    144 Marble St Unit 103, Stoneham, MA 02180
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    $2,500 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft
    • Apartment for Rent

    269 Cambridge Rd Unit 602, Woburn, MA 01801

    Welcome to this desirable 2-bedroom, 2-full-bath unit located conveniently on the Winchester and Woburn line at Crescent Park Condominiums. With utilities included (except electric), this apartment also boasts sizeable bedrooms, a large open-concept living/dining area, private balcony, dedicated parking spot, AC, and the convenience of an in-unit washer and dryer. Enjoy Crescent Park's

    Amy Lipinski BENJAMIN Apartments + Cityside Homes

    269 Cambridge Rd Unit 602, Woburn, MA 01801
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    $3,999 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,667 Sq Ft
    • Condo for Rent

    4 Stratton Dr Unit 301, Woburn, MA 01801

    Location! Must see! Beautiful 2 bedroom new construction corner unit available now at Highland at Vale in Woburn! This corner unit offers main bedroom with spacious bathroom, as well as large- walk- in closet. Second bedroom has plenty of space and full bath. Spacious kitchen brand new appliances, oversized Island for entertaining, beautiful European style cabinets with beautiful hardwood floors.

    Robin Griffiths J. Mulkerin Realty

    4 Stratton Dr Unit 301, 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 The Flats, Shakerhill, Downtown Woburn, Winchester Highlands and West Medford.
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, 02155, 02420 and 02474.
How to Rent a Home