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Winchester, MA Homes for Rent

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  • /16

    $4,000 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) 799-6252

    20 Lebanon St Unit 22, Winchester, MA 01890
  • /13

    $2,400 total monthly price

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

    43 Harvard St Unit 1, Winchester, MA 01890

    Completly remodeled 5years ago (only one tenant since). This generously sized first floor unit within a two-family home is located a convenient side street. Take advantage of the beautiful bright turn-key space. Off-street parking for 1 car, hardwood floors throughout, stained glass window in the living room highlights the homes original detail and close proximiity to Winchester center, major

    Agent Photo

    Catherine Albiani

    Better Homes and Gardens Real Estate - The Shanahan Group

    (781) 799-6252

    43 Harvard St Unit 1, Winchester, MA 01890
  • /20

    $2,899 - $9,535 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
  • /39

    $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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    $2,789 - $10,429 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
  • /38

    $5,900 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
  • /28

    $3,100 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
  • /18

    $3,200 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,845 Sq Ft
    • Apartment for Rent

    19 Eaton St Unit 23, Winchester, MA 01890

    Spacious unit in triplex building Available Feb 1st. First floor has spacious living room, dining room, kitchen and full bath. Second floor has 3 bedroom's and full bath. There are plenty of closet's and windows letting lots of natural light in. Hardwood floors and many upgrades to kitchen and bath. There is parking in private driveway and back yard. Laundry is in unit. First and Last are due at

    Robin Griffiths J. Mulkerin Realty

    19 Eaton St Unit 23, Winchester, MA 01890
  • /32

    $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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    $3,500 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,752 Sq Ft
    • Apartment for Rent

    20 Hancock St, Winchester, MA 01890

    Welcome to this charming Winchester townhouse set on a beautiful tree-lined street. This inviting home offers a spacious shared backyard, a welcoming front porch, and a thoughtfully designed interior layout.The first floor features a bright living room, a dining area, a well-appointed kitchen with in-unit laundry, and a convenient half bath. Upstairs, you’ll find one bedroom (plus a passthrough

    Jie Lian Keller Williams Realty

    20 Hancock St, Winchester, MA 01890
  • /15

    $1,895 total monthly price

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

    200 Swanton St Unit T7, Winchester, MA 01890

    Large studio condominium located on the Terrace level of an apartment complex in Winchester. Private walk-out patio overlooks beautiful Japanese water gardens. Just a short stroll to shops, restaurants, Winchester Center and the commuter train to Boston. All utilities are included. Easy and comfortable living awaits you here. Please call for more information and to set up a time to view the

    200 Swanton St Unit T7, Winchester, MA 01890
  • /19

    $4,200 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,548 Sq Ft
    • House for Rent

    12 James St, Winchester, MA 01890

    Move into a well-maintained 3-bedroom, 1.5-bathroom single-family home in quiet Winchester neighborhood. The house featuring central AC, in-home laundry, and garage parking. The finished lower level provides extra living space. Enjoy your own lovely, private backyard. You're within walking distance to McClennen Park, Wright-Locke Farm, and the scenic Whipple Hill conservation area—boasting 120

    Gigi Nguyen Harmony Hill Realty LLC

    12 James St, Winchester, MA 01890
  • /30

    $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
  • /10

    $1,850 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 with private exterior patio entrance. 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

    Kelly Catallo Realty ONE Group Cosmopolitan

    200 Swanton St Unit T36, Winchester, MA 01890
  • /8

    $1,850 total monthly price

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

    200 Swanton St Unit T36, Winchester, MA 01890

    Overlooking the duck pond at Parkview Condominiums is this updated 1st flr studio suite.Avail 12/11 car parking1 4x8 storage unit includedIncluded in rent is the heat, hot water, and electricityGranite Kitchen with electric stove and refrigeratorTile bath with shower stallSolid flooringWalk in closetPrivate exterior patio overlooking the duck

    200 Swanton St Unit T36, 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
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    $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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    $3,300 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
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    $2,555 - $4,990 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
  • /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
  • /14

    $2,700 total monthly price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    269 Cambridge Rd Unit 202, Woburn, MA 01801

    Property Id: 2308959Amazing 2 bedroom, 2 bathroom condo in Woburn. Amenities included: wheelchair accessible, balcony, central air, central heat, dishwasher, hardwood floors, pool, stainless steel appliances, updated kitchen, updated bathroom, storage, and washer dryer. Utilities included: water. Pets not allowed. Parking reserved for one car. Visitors parking available as

    269 Cambridge Rd Unit 202, Woburn, MA 01801
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    $5,000 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
  • /11

    $1,895 total monthly price

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

    37 Arlington St Unit 1, Woburn, MA 01801

    Available nowGood size one bed on the 2nd floor of a 4 unit house in a quite neighborhood on the Woburn/Winchester line. Kitchen with area for small table, living room with hardwood, bedroom with carpet, and small office with carpet as well. Bathroom has a shower(no tub) Close to Horn Pond, Rte 93, Winchester Hospital, and Commuter rail in Winchester Center.No pets. Tenant pays

    37 Arlington St Unit 1, Woburn, MA 01801
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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
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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 West Side, Downtown Woburn, Winchester Highlands, Shakerhill 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, 02474 and 02420.
How to Rent a Home