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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
  • /20

    $2,130 - $9,232 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
  • /12

    $2,050 total monthly price

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

    200 Swanton St Unit 432, Winchester, MA 01890

    This beautifully maintained one-bedroom condo at Parkview offers exceptional value in Winchester—one of Massachusetts’ most desirable towns. Conveniently located within the building, this bright and inviting unit features a stylish kitchen with granite countertops and modern cabinetry, plus a renovated bathroom with contemporary finishes. Enjoy peaceful views from the private balcony. The

    Alex Wang Hestia

    200 Swanton St Unit 432, Winchester, MA 01890
  • /24

    $2,575 - $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
  • /41

    $6,900 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 seperate or open up spaces, front to back fireplace between the massive family

    Sheri O'Connor Plunkett Properties

    31 Coolidge Rd, Winchester, MA 01890
  • /7

    $2,200 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 11-02-2025.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

    2 Elmwood Ave Unit 11, Winchester, MA 01890
  • /17

    $2,000 total monthly price

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

    200 Swanton St Unit L25, Winchester, MA 01890

    The sought after Parkview Condominium! Prime Winchester Location ! All newly PAINTED ! Living room with glass sliders to balcony overlooking a calming and picturesque landscaped wildlife garden and pond with ducks & swans. Rent includes ALL utilities - heat, cold & hot water, electricity and 1 gated parking space! Amenities: swimming pool and on-site laundry facilities! Brand new Vent Hood. No

    Ai Cheng Goh Z. Realty

    200 Swanton St Unit L25, Winchester, MA 01890
  • /16

    $2,000 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
  • /33

    $5,700 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
  • /19

    $1,550 total monthly price

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

    219 Washington St Unit 8, 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

    219 Washington St Unit 8, Winchester, MA 01890
  • /29

    $3,000 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 896 Sq Ft
    • Apartment for Rent

    40 Dunster Ln Unit 1, Winchester, MA 01890

    Welcome to this charming, sun-filled 2-bed, 2-bath home in the heart of Winchester. With nearly 900 sq. ft. of living space, it blends classic New England charm with modern convenience. The house comes fully furnished—down to the silverware, linens, and decor—so you can simply unpack and relax. Enjoy hardwood floors, a bright living room, a modern kitchen with upgraded counters, and a private

    William Dynan Keller Williams Realty Evolution

    40 Dunster Ln Unit 1, Winchester, MA 01890
  • /40

    $3,800 total monthly price

    • 4 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • Townhouse for Rent

    848 Main St, Winchester, MA 01890

    **Elegant Winchester Home Near Wright Pond and Downtown Amenities**Spacious 4-bedroom, 1.5-bathroom townhouse style unit - located close to Winchester Center, with a park across the street and Wright Pond and Park nearby.Enjoy top rated Winchester schools nearby.Open-concept kitchen with granite countertops, island, pantry, and space for your table, plus hardwood floors, central

    848 Main St, Winchester, MA 01890
  • /15

    $2,500 total monthly price

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

    343 Washington St Unit 343, Winchester, MA 01890

    Sunny 2-Bedroom in Winchester! Beautifully maintained 5-room apartment featuring 2 bedrooms, 1 bath, and parking for 2 cars. This first-floor unit offers gleaming hardwood floors throughout, a bright kitchen with dishwasher and spacious pantry, and a dining room with built-in cabinet and charming chandelier. Two generously sized bedrooms with closets, a full bath, and both front (enclosed) and

    Danielle Storella Berkshire Hathaway HomeServices Commonwealth Real Estate

    343 Washington St Unit 343, Winchester, MA 01890
  • /45

    $2,670 - $4,685 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
  • /39

    $6,500 total monthly price

    • 3 Beds
    • 3 Baths
    • 2,443 Sq Ft
    • House for Rent

    25 Berkshire Dr, Winchester, MA 01890

    No broker fee. Pets Negotiable. This beautifully renovated home offers over 2,400 square feet of thoughtfully designed living space across two levels. The home blends modern finishes with functional comfort, making it ideal for today’s lifestyle. Step inside to find a spacious open layout enhanced by high-quality updates throughout. The kitchen, baths, and mudroom feature custom cabinetry with

    Nadia Mounsif Coldwell Banker Realty - Cambridge

    25 Berkshire Dr, Winchester, MA 01890
  • /12

    $3,000 per month plus fees

    • 3 Beds
    • 1 Bath
    • Condo for Rent

    8 Cross St Unit TOWNHOUSE, Woburn, MA 01801

    Available AUGUST.WOBURN.Just Off of MAIN ST. / Near the WINCHESTER Line.3 BEDROOMS / 1.5 BATHS / 1 PARKING SPACE.3 LIVING LEVELS.SPACIOUS KITCHEN with DISHWASHER.Separate DINING ROOM.FRESHLY PAINTED.HARDWOOD FLOORS Throughout.SHARED YARD.(CONVENIENT to):Many RESTAURANTS & SHOPS, HORN POND,Short DRIVE to RT. 93 & RT. 3.Fee

    8 Cross St Unit TOWNHOUSE, Woburn, MA 01801
  • /29

    $7,150 total monthly price

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

    29 Wainwright Rd, Winchester, MA 01890

    Picture-perfect single-family home in Winchester, just 8 miles north of Boston, but in a world of its own. This light-filled home features a large kitchen with stainless steel appliances and granite countertops opening to the dining area, living room, family room and extra-large office on first floor with a treehouse feel outdoor patio. Second level has primary bedroom and ensuite bath and 2

    Helen Stefan Gibson Sotheby's International Realty

    29 Wainwright Rd, Winchester, MA 01890
  • /26

    $2,980 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
  • /34

    $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
  • /20

    $4,000 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 1,830 Sq Ft
    • Apartment for Rent

    171 Swanton St Unit 65, Winchester, MA 01890

    Newly renovated Town home at The Village in Winchester offers an idyllic condominium community nestled near conservation land and the Aberjona River. This 3-bedroom home features a spacious living room with a gas fireplace and a dining area leading to a private patio. The kitchen was renovated in 2023. The main level includes a half bath and ample storage. Upstairs, the master bedroom has plenty

    Yuanming Cheng Dreamega International Realty LLC

    171 Swanton St Unit 65, Winchester, MA 01890
  • /7

    $2,100 total monthly price

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

    200 Swanton St Unit 713, Winchester, MA 01890

    Spacious top floor 1 bedroom with private deck with stunning pond views. Convenient location to public transportation, shopping and restaurants. Heat, hot water and electricity included. Laundry and extra storage in the building. 1 parking spot. No smoking and no pets.

    Brunna Henrique Keller Williams Realty Boston-Metro | Back Bay

    200 Swanton St Unit 713, Winchester, MA 01890
  • /19

    $8,000 total monthly price

    • 4 Beds
    • 3 Baths
    • 2,666 Sq Ft
    • House for Rent

    10 Hillcrest Pkwy, Winchester, MA 01890

    An elegant property on one of Winchester's most beautiful residential side streets, facing the Middlesex Fells, with breathtaking seasonal views of the reservoir. Feels like a wooded retreat! Features 4 BR, 3 full BA; granite & stainless kitchen; a huge open-concept living area with 10ft+ ceilings, grand fireplace & wet bar; secluded screened patio, deck. Hardwood floors, designer light fixtures.

    Robyn Bonnett Coldwell Banker Realty - Lexington

    10 Hillcrest Pkwy, Winchester, MA 01890
  • /8

    $2,450 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 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 Florida.

    Michael Gilbert Stuart St James, Inc.

    211 Forest St, Winchester, MA 01890
  • /36

    $3,800 total monthly price

    • 4 Beds
    • 1.5 Baths
    • 2,480 Sq Ft
    • Apartment for Rent

    848 Main St Unit 1, Winchester, MA 01890

    Spacious 4-bedroom, 1.5-bathroom townhouse - duplex unit - located close to Winchester Center, with a park across the street and Wright Pond and Park nearby. Enjoy top rated Winchester schools nearby. Open-concept kitchen with granite countertops, island, pantry, and space for your table, plus hardwood floors, central gas heating, in-unit washer and dryer, and modern/new appliances. Close to Stop

    The Abundant Group Real Broker MA, LLC

    848 Main St Unit 1, Winchester, MA 01890
  • /33

    $6,950 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 9/10, 9/15, 10/15. 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

    Collin Bray Century 21 Cityside

    10 Farrow St, Winchester, MA 01890
  • /24

    $3,750 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,542 Sq Ft
    • House for Rent

    104 Wendell St, Winchester, MA 01890

    3-Bedroom single colonial house in Winchester for rent. Situated at a quiet neighborhood, this 3-bedroom and 1.5 bathroom single family house has a nice floor plan with a good kitchen. Hardwood floor throughout. The first floor has a spacious living room, an open concept kitchen and dining area. Kitchen is equipped with stainless appliances, granite counter tops and a slider that leads to the

    Weidong Li WINN Real Estate & Consulting

    104 Wendell St, Winchester, MA 01890
  • /26

    $8,000 total monthly price

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

    35 Thornberry Rd, Winchester, MA 01890

    No Broker Fee! Large Sun-filled Windows, Contemporary, Minimalist, and Modern Design. A truly rare opportunity to rent this magnificent single-family home in one of Winchester’s most desirable neighborhoods. The home was ground-up construction in 2010 with over 3,500 square feet of living space. Its open concept, large loft-style office / second living room area, four bedrooms, three and a half

    Frank Celeste Gibson Sotheby's International Realty

    35 Thornberry Rd, Winchester, MA 01890
  • /16

    $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
  • /20

    $3,500 total monthly price

    • 4 Beds
    • 1.5 Baths
    • 1,345 Sq Ft
    • Apartment for Rent

    34 Main St, Woburn, MA 01801

    Welcome to 34 Main St! This beautifully renovated New England classic is hitting the market for the first time in years. Inside, you’ll find a brand-new kitchen and half bath, fresh flooring, and modern paint throughout—be the very first tenant to enjoy these upgrades. The spacious kitchen easily accommodates a dining table, while the bright living room offers plenty of space to relax. Added

    Beth Sager Group Keller Williams Realty Boston Northwest

    34 Main St, Woburn, MA 01801
  • /22

    $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 North Main, West Side, Downtown Woburn, Shakerhill and Winchester Highlands.
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, 02155 and 02420.
How to Rent a Home