19

2-Bedroom Homes for Rent in Winchester, MA

Section Image Section Image
  • 4 Stratton Dr Unit 205, Woburn, MA 01801
    4 Stratton Dr Unit 205, Woburn, MA 01801
    4 Stratton Dr Unit 205, Woburn, MA 01801
    /17

    $4,250 per month

    • 2 Beds
    • 2 Baths
    • 1,796 Sq Ft
    • Condo for Rent

    4 Stratton Dr Unit 205, Woburn, MA 01801

    Spacious & Modern 2 Bed, 2 Bath + Office/flex bonus room condo spanning nearly 1,800 SqFt this unit offers a bright, open-concept layout with high ceilings, hardwood and carpet floors, and abundant natural light throughout. The luxury kitchen features updated appliances, sleek finishes, and plenty of counter space perfect for everyday living and entertaining. A private covered balcony provides a

    Agent Photo

    Chris Charido

    RE/MAX Renaissance Inc.

    (339) 356-0504

    4 Stratton Dr Unit 205, Woburn, MA 01801
  • 25-35 River St, Winchester, MA 01890
    25-35 River St, Winchester, MA 01890
    25-35 River St, Winchester, MA 01890
    /24

    $3,195 - $4,350 per month

    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
  • 37-39 Spruce St Unit 37, Winchester, MA 01890
    37-39 Spruce St Unit 37, Winchester, MA 01890
    37-39 Spruce St Unit 37, Winchester, MA 01890
    /20

    $2,950 per month

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

    37-39 Spruce St Unit 37, Winchester, MA 01890

    Welcome to this beautifully home in a prime Winchester location! Recently gut renovated and in pristine condition, this unit is truly move-in ready.The open floor plan features gleaming hardwood floors, a spacious living area, and a stunning chef’s kitchen with granite countertops, stainless steel appliances, new cabinetry, and a charming breakfast nook with wet bar. Enjoy the convenience of

    Kim Covino Compass

    37-39 Spruce St Unit 37, Winchester, MA 01890
  • 416 Cambridge St, Winchester, MA 01890
    416 Cambridge St, Winchester, MA 01890
    416 Cambridge St, Winchester, MA 01890
    /20

    $3,220 - $4,250 per month

    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
  • 23 Elmwood Ave Unit C, Winchester, MA 01890
    23 Elmwood Ave Unit C, Winchester, MA 01890
    23 Elmwood Ave Unit C, Winchester, MA 01890
    /26

    $5,995 per month

    • 2 Beds
    • 2.5 Baths
    • 2,173 Sq Ft
    • Condo for Rent

    23 Elmwood Ave Unit C, Winchester, MA 01890

    Incredible opportunity to live carefree in vibrant downtown Winchester. Recently built condo featuring almost 2,200 interior SqFt of beautifully designed space, open concept living, hardwood floors and over sized windows. Three generous bedrooms, two full and one half bath, in-unit laundry, gas fireplace and two off-street parking makes this condo a true joy. A rare find in the heart of downtown

    Catherine Albiani Better Homes and Gardens Real Estate - The Shanahan Group

    23 Elmwood Ave Unit C, Winchester, MA 01890
  • 200 Swanton St, Winchester, MA 01890
    200 Swanton St, Winchester, MA 01890
    200 Swanton St, Winchester, MA 01890
    /10

    $2,680 per month

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

    200 Swanton St, Winchester, MA 01890

    HEAT, HOT WATER, AC and ELECTRIC included. Enjoy scenic pond views from this beautifully updated second-floor condo, perfectly situated overlooking the pond. This two-bedroom unit features an inviting open-concept layout that flows seamlessly onto a spacious private balcony—ideal for relaxing or entertaining outdoors. Generous closet space is found throughout the home, with additional storage

    200 Swanton St, Winchester, MA 01890
  • 29 Vine St Unit 3, Winchester, MA 01890
    29 Vine St Unit 3, Winchester, MA 01890
    29 Vine St Unit 3, Winchester, MA 01890
    /13

    $3,200 per month

    • 2 Beds
    • 1.5 Baths
    • 1,331 Sq Ft
    • Condo for Rent

    29 Vine St Unit 3, Winchester, MA 01890

    Two-level apartment with two bedrooms, two baths, and a parking space. Possible second parking space - negotiable. Large kitchen space with stainless steel appliances. Spacious off-living room, fenced porch. In-unit laundry. Walk-in closet. Dream location: t-station, shops, bike path, cafes, and much more, all within a 5-minute walk. Beautiful views of the Fells. First month and security deposit.

    Jasmina Cesic Danehy Realty Corp.

    29 Vine St Unit 3, Winchester, MA 01890
  • 200 Swanton St, Winchester, MA 01890
    200 Swanton St, Winchester, MA 01890
    200 Swanton St, Winchester, MA 01890
    /11

    $2,475 per month

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

    200 Swanton St, Winchester, MA 01890

    2-Bedroom Apartment with Pond Views – Available Now!This sunny 2-bedroom, 1-bathroom apartment offers beautiful views of the pond and a private balcony to enjoy them. Rent includes heat, hot water, electricity, and A/C for added convenience. Additional amenities include access to a pool, bike parking, storage, and one included parking spot, with the option to purchase extra parking

    200 Swanton St, Winchester, MA 01890
  • 273 Cross St Unit 273, Winchester, MA 01890
    273 Cross St Unit 273, Winchester, MA 01890
    273 Cross St Unit 273, Winchester, MA 01890
    /14

    $2,800 per month

    • 2 Beds
    • 2 Baths
    • 1,452 Sq Ft
    • Apartment for Rent

    273 Cross St Unit 273, Winchester, MA 01890

    Available September 1, 2025! Don’t miss this charming and spacious 6-room duplex townhouse—ready for you to move right in! This well-maintained home features a bright and airy living room and formal dining area, perfect for relaxing or entertaining. The renovated kitchen boasts granite countertops, modern finishes, and a walk-out to your private fenced yard—ideal for seamless indoor-outdoor

    coldown jx Phoenix Real Estate Partners, LLC

    273 Cross St Unit 273, Winchester, MA 01890
  • 6 Skillings Rd Unit 2j, Winchester, MA 01890
    6 Skillings Rd Unit 2j, Winchester, MA 01890
    6 Skillings Rd Unit 2j, Winchester, MA 01890
    /30

    $2,750 per month

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

    6 Skillings Rd Unit 2j, Winchester, MA 01890

    Two bedroom one bath unit located right out of Winchester Center. Open loft style living room and kitchen. Two good size bedrooms and full bath with w/d in unit. Hardwood floors throughout unit. Lots of natural sun light, gas heat and gas cooking, central ac, attic storage, 1 or 2 car parking. Walk to many shops, restaurants, commuter rail, duck pond, library, etc. Close to Winchester Hospital.

    6 Skillings Rd Unit 2j, Winchester, MA 01890
  • 4 Stratton Dr Unit 301, Woburn, MA 01801
    4 Stratton Dr Unit 301, Woburn, MA 01801
    4 Stratton Dr Unit 301, Woburn, MA 01801
    /22

    $5,000 per month

    • 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
  • 343 Washington St, Winchester, MA 01890
    343 Washington St, Winchester, MA 01890
    343 Washington St, Winchester, MA 01890
    /10

    $2,600 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    343 Washington St, Winchester, MA 01890

    343 Washington St, Winchester, MA 01890
  • 200 Swanton St Unit 2, Winchester, MA 01890
    200 Swanton St Unit 2, Winchester, MA 01890
    200 Swanton St Unit 2, Winchester, MA 01890
    /9

    $2,700 per month

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

    200 Swanton St Unit 2, Winchester, MA 01890

    200 Swanton St Unit 2, Winchester, MA 01890
  • 3 Conant Rd Unit 1, Winchester, MA 01890
    3 Conant Rd Unit 1, Winchester, MA 01890
    3 Conant Rd Unit 1, Winchester, MA 01890
    /10

    $3,300 per month

    • 2 Beds
    • 2.5 Baths
    • 1,634 Sq Ft
    • Condo for Rent

    3 Conant Rd Unit 1, Winchester, MA 01890

    2 bed and 2.5 bath located in Winchester. Easy access to downtown and public transportation!

    3 Conant Rd Unit 1, Winchester, MA 01890
  • 247 Washington St Unit 13, Winchester, MA 01890
    247 Washington St Unit 13, Winchester, MA 01890
    /2

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft
    • Condo for Rent

    247 Washington St Unit 13, Winchester, MA 01890

    Tucked away in the rear of the complex and facing a peaceful courtyard, this sparkling clean 2-bedroom, 1-bath unit offers the perfect blend of comfort, convenience, and charm. Accessible via a quiet side street, this home is ideal for anyone looking for tranquility without sacrificing location. Open-concept first floor with a non-working fireplace. Bonus loft space for a home office. Private

    247 Washington St Unit 13, Winchester, MA 01890
  • 41 Church St Unit 1, Winchester, MA 01890
    41 Church St Unit 1, Winchester, MA 01890
    41 Church St Unit 1, Winchester, MA 01890
    /23

    $4,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • Condo for Rent

    41 Church St Unit 1, Winchester, MA 01890

    2 bed and 2.5 bath located in Winchester. Easy access to downtown and public transportation!

    41 Church St Unit 1, Winchester, MA 01890
  • 225 Fallon Rd, Stoneham, MA 02180
    225 Fallon Rd, Stoneham, MA 02180
    225 Fallon Rd, Stoneham, MA 02180
    /45

    $2,810 - $5,235 per month

    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
  • 5 Border St, Woburn, MA 01801
    5 Border St, Woburn, MA 01801
    5 Border St, Woburn, MA 01801
    /12

    $2,300 per month

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

    5 Border St, Woburn, MA 01801

    Available Now! A two bedroom, kitchen, Living room and full bath. This unit has hardwood floors and many windows letting in plenty of sunlight. Basement has laundry hook ups and 1 spot for parking. Convenient to Shopping, Schools, Restaurants, Horn Pond and Major Highway access.

    5 Border St, Woburn, MA 01801
  • 5 Border St Unit 1, Woburn, MA 01801
    5 Border St Unit 1, Woburn, MA 01801
    5 Border St Unit 1, Woburn, MA 01801
    /7

    $2,395 per month

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

    5 Border St Unit 1, Woburn, MA 01801

    2 bed and 1 bath located in Woburn. Easy access to downtown and public transportation!

    5 Border St Unit 1, Woburn, MA 01801
Massachusetts Middlesex County Winchester

2-Bedroom Homes for Rent in Winchester, MA

How to Rent a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group