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Winchester, MA Homes for Rent

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  • /19

    $3,250 per month

    • 2 Beds
    • 1 Bath
    • 1,057 Sq Ft
    • Condo for Rent

    115 Washington St Unit 2B, Winchester, MA 01890

    Stunning unit in the heart of Winchester with easy access to Boston and the surroundings. Conveniently located near commuter rail, library, resturants and shopping.The unit has an Open floor plan with high ceilings.The unit welcomes you with plenty of natural light with oversized windows. Completely updated kitchen with granite counter tops and upgraded cabinets. Also gather around the kitchen

    Agent Photo

    Vijoy Abraham

    Abraham Realty

    (781) 650-7300

    115 Washington St Unit 2B, Winchester, MA 01890
  • /46

    $3,071 - $7,424 per month

    Sanctuary at Winchester North

    1-3 Beds

    25-35 River St, Winchester, MA 01890

    Welcome to your private Sanctuary, where luxury finishes and top-tier amenities offer you a stress-free lifestyle. Curated indoor and outdoor spaces invite you to relax, recharge, or socialize with friends. Make this lifestyle your reality at The Sanctuary at Winchester North.

    25-35 River St, Winchester, MA 01890
  • /15

    $3,900 per month

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft
    • Condo for Rent

    90 Sylvester Ave, Winchester, MA 01890

    Available now! This 2016-built 3-bedroom, 2-bath condo plus den offers modern living with an open-concept layout and hardwood floors throughout. The stylish kitchen features a granite island with bar seating, built-in desk, and stainless steel appliances. Both bathrooms are beautifully finished—one with a walk-in shower, the other with a tub/shower combo. Enjoy central heat and A/C, in-unit

    The Elite Team Phoenix Real Estate Partners, LLC

    90 Sylvester Ave, Winchester, MA 01890
  • /35

    $2,493 - $6,497 per month

    Sanctuary at 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
  • /13

    $2,680 per month

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

    200 Swanton St Unit 239, Winchester, MA 01890

    Enjoy scenic water 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 available on the lower level. One dedicated

    Joan Powell Advisors Living - Merrimac

    200 Swanton St Unit 239, Winchester, MA 01890
  • /4

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    2 Elmwood Ave Unit 25, Winchester, MA 01890

    This nice 1 Bed 1 Bath place in the WINCHESTER area is available for 06-02-2025.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 25, Winchester, MA 01890
  • /7

    $4,800 per month

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

    4 Dix Terrace Unit 4, Winchester, MA 01890

    Stunning 2-Bedroom 2-Bathroom beautifully constructed multi-family apartment walking distance to Winchester Center. Pride of craftsmanship is more than evident including top of the line fully applianced custom kitchen. Some features include radiant floor heat, meticulously crafted woodwork and modern fixtures. Entertainment system installed including flat screen TVs and Sonos music system

    Rachel Ventresca Greater Metropolitan R. E.

    4 Dix Terrace Unit 4, Winchester, MA 01890
  • /30

    $4,200 per month

    • 4 Beds
    • 2 Baths
    • Condo for Rent

    10 Cedar St Unit 2, Winchester, MA 01890

    This nice 4 Bed 2 Bath place in the WINCHESTER area is available for Now. Included Features are: Gas Heat, Yard, Patio, Rear Porch, Front Porch, and Laundry in Unit, Free.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

    10 Cedar St Unit 2, Winchester, MA 01890
  • /38

    $11,000 per month

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

    31 Coolidge Rd, Winchester, MA 01890

    Available now! Welcome to this beautifully renovated and maintained colonial at a very quiet street in a desirable neighborhood with easy commute to schools, Boston, highways and MBTA train stations. The 1st floor offers a foyer with formal dining room and living room in either sides. The kitchen, with island and full breakfast/dining area, flows into a family room that transitions to a private

    Carlos Xu Lexwin Realty

    31 Coolidge Rd, Winchester, MA 01890
  • /7

    $2,100 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    2 Elmwood Ave Unit 1, Winchester, MA 01890

    This nice 1 Bed 1 Bath place in the WINCHESTER area is available for 05-02-2025. Included Features are: Laundry in Basement.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

    2 Elmwood Ave Unit 1, Winchester, MA 01890
  • /19

    $3,450 per month

    • 3 Beds
    • 2 Baths
    • 1,745 Sq Ft
    • Apartment for Rent

    11 Irving St Unit 2, Winchester, MA 01890

    Sensational multi level Townhouse. Gourmet kitchen. 2 Living levels /7-8Room /3BR+Office /2Bath Ready to go. Contractor work does nothing but impress. 1st/main level sees kitchen with breakfast bar, dining room, 1 bed, office, 1 bath, outer access @ birds eye view deck space. Kitchen sports 20 feet of wrap around GRANITE COUNTERS, MAPLE CABINETS, STAINLESS: refrigerator, dishwasher, disposal,

    Jack Lambergs Ingram Realty Co.

    11 Irving St Unit 2, Winchester, MA 01890
  • /4

    $2,100 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    2 Elmwood Ave Unit 2, Winchester, MA 01890

    This nice 1 Bed 1 Bath place in the WINCHESTER area is available for Now. Included Features are: Laundry in Common Area, Coin-Op. 1.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

    2 Elmwood Ave Unit 2, Winchester, MA 01890
  • /18

    $6,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft
    • Apartment for Rent

    48 Spruce St Unit 48, Winchester, MA 01890

    Walk to town from this completely renovated 4 bedroom, 3.5 bath, 4 level attached home. Excellent finishes and space. Beautifully appointed open concept kitchen and family room with space for entire family. Three full and one half bathrooms with heated floors. Three levels of finished living space. Clean, partially finished basement for multiple uses. Walk to the High School. Located on a

    Julia Marino Archambault Real Estate

    48 Spruce St Unit 48, Winchester, MA 01890
  • /18

    $2,150 per month

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

    200 Swanton St Unit 704, Winchester, MA 01890

    Bright & Updated 1-Bedroom Apartment – All Utilities IncludedThis renovated one-bedroom apartment is available immediately just outside Winchester Center. Featuring a modern kitchen with a dishwasher, a sun-filled living room, and picturesque pond views, this unit offers both comfort and convenience. All utilities—heat, hot water, A/C, and electricity—are included for hassle-free living. The

    200 Swanton St Unit 704, Winchester, MA 01890
  • /42

    $9,500 per month

    • 6 Beds
    • 4.5 Baths
    • 3,118 Sq Ft
    • House for Rent

    23 Jefferson Rd, Winchester, MA 01890

    Stunning 6BR/4.5BA Fully Furnished Home w/ Office, Fireplace & Private Patio – Move-In Ready! Spacious and beautifully appointed single-family home featuring 6 bedrooms, 4.5 bathrooms, and a dedicated office—ideal for remote work. Fully furnished with high-end finishes, including a cozy fireplace and a perfect layout for entertaining and everyday living. Gourmet kitchen, large bedrooms, and ample

    Andersen Group Realty Keller Williams Realty Boston Northwest

    23 Jefferson Rd, Winchester, MA 01890
  • /52

    $6,000 per month

    • 4 Beds
    • 4 Baths
    • 2,700 Sq Ft
    • House for Rent

    270 Cross St, Winchester, MA 01890

    **Winchester Gorgeous SF Home w/ Garage 4 Prkng, Big Deck, Yard**Fully Renovated 4-BR+ 4BA Single-Family Home for Rent in WinchesterThree Levels of Living Space - Spacious and versatile, great home office space for remote work. 4BR, 4BA + bonus room/office + basement level walkout (potential in-law or au-pair suite). 2 Heating Zones (gas) with NEST thermostats. Attached 2-Car

    270 Cross St, Winchester, MA 01890
  • /11

    $3,100 per month

    • 2 Beds
    • 1.5 Baths
    • 1,210 Sq Ft
    • Apartment for Rent

    31 George Rd, Winchester, MA 01890

    Conveniently located just outside the town centre, this bright and specious townhome offers two bedrooms and one a half bathroom on three levels of living. The main level welcomes you with updated kitchen that opens up to the dining area and living room. Second floor features two bedrooms and a full bath. Additional living space with half bath is located in the basement, perfect for

    The D'Agostino Team Compass

    31 George Rd, Winchester, MA 01890
  • /11

    $1,895 per month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    75 Church St Unit R, Winchester, MA 01890

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

    75 Church St Unit R, Winchester, MA 01890
  • /38

    $4,200 per month

    • 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
  • /7

    $2,100 per month

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

    160 Swanton St Unit 713, Winchester, MA 01890

    1 bed and 1 bath located in Winchester Highlands. Easy access to downtown and public transportation!

    160 Swanton St Unit 713, Winchester, MA 01890
  • /23

    $4,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,823 Sq Ft
    • Condo for Rent

    171 Swanton St Unit 63, Winchester, MA 01890

    Available at "The Village." End unit with three bedrooms/two and a half bathrooms, attached garage, granite kitchen, skylight dining area, private patio, gas fireplace, primary suite features walk-in closet, spacious second bedroom, in unit laundry area. Close to pool, clubhouse, tennis court. Near Winchester center, schools, commuter rail..and the Fells! Easy access to 93 as well. NEW STAINLESS

    Gary Vrotsos Coldwell Banker Realty - Cambridge

    171 Swanton St Unit 63, Winchester, MA 01890
  • /4

    $1,995 per month

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

    8 Chapin St Unit 1, Winchester, MA 01890

    8 Chapin St Unit 1, Winchester, MA 01890
  • /39

    $11,000 per month

    • 7 Beds
    • 3.5 Baths
    • 3,300 Sq Ft
    • House for Rent

    34 Glen Rd, Winchester, MA 01890

    TOP location! Beautifully renovated single family colonial in Ambrose elementary district, situated on a gorgeous lot with oversized new 2 car garage, This 6-7 bedroom 3.5 bath home has been tastefully updated & redesigned offering desirable open concept living w/ central air & all new systems. This home features a welcoming front porch, spacious foyer, beautiful custom chefs kitchen w/

    Kim Covino Compass

    34 Glen Rd, Winchester, MA 01890
  • /30

    $2,600 - $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
  • /18

    $8,000 per month

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

    846 Main St Unit 4, Winchester, MA 01890

    Top of the Line! Stunning newer construction luxury Penthouse available for rent. Elevator access steps from private, heated, two (2) car garage 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 4, Winchester, MA 01890
  • /11

    $2,895 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    34 Lake Ave Unit 2, Woburn, MA 01801

    Large 2 bedroom 1 bath located on 1st flr in a well maintained multi family home. Breathtaking views of the pond from the living room and bedroom. Huge living room with fire place open to the eat in kitchen.Kitchen had granite counters and stainless steel appliances. Hardwood and ceramic tile floors.This unit has a/c and a outside storage shed. Efficient gas heating system. Area in the backyard

    34 Lake Ave Unit 2, Woburn, MA 01801
  • /13

    $3,050 per month

    • 3 Beds
    • 1.5 Baths
    • 968 Sq Ft
    • Apartment for Rent

    19-21 George Rd Unit 21, Winchester, MA 01890

    Bright modern 2-level townhouse condo.THREE bedrooms. ONE full bath. ONE half bath. Hardwood Floors. Lots of storage. Common Back yard. Oil Tank will be delivered FULL at move in. Tenants to refill FULL TANK at move-out. Updated cabinets, In-unit washer and dryer on lower level. 3 parking Spaces on driveway. Situated just 2 miles from the commuter rail. Close to Winchester hospital, top rated

    Ai Cheng Goh Z. Realty

    19-21 George Rd Unit 21, Winchester, MA 01890
  • /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
  • /23

    $7,000 per month

    • 4 Beds
    • 3.5 Baths
    • 4,000 Sq Ft
    • Apartment for Rent

    40 Church St Unit A, Winchester, MA 01890

    ONE OF A KIND 4 bed, 3.5 baths, luxury townhouse in the heart of Winchester Center! Don’t miss out on this home with both luxury & convenience. Top of the line Viking appliances in the kitchen as well as French Doors which draw in natural sunlight to further enhance the Hardwood floors & Granite countertops. The master bedroom is sure to impress, with a wall to wall fireplace & magnificent high

    Sarkis Kavlakian Real Estate by Hughes & Assoc. Inc.

    40 Church St Unit A, Winchester, MA 01890
  • /7

    $2,595 per month

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

    3 Border St Unit 2, Woburn, MA 01801

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

    3 Border St Unit 2, Woburn, MA 01801
  • /27

    $8,500 per month

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

    54 Spruce St Unit 1, Winchester, MA 01890

    Walk to town location. Bright and spacious 10 room, 5 bedroom, 3.5 bath home! Large family room with Brazilian cherry flooring and gas fireplace. Kitchen with granite countertops and stainless appliances. Private outdoor deck and fenced in yard. Two car garage under. Gas heating and central air. Ample off street parking. Available July 1, 2025. Possibility for early move in.

    Julia Marino Archambault Real Estate

    54 Spruce St Unit 1, Winchester, MA 01890
  • /17

    $2,935 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    34 Lake Ave Unit 3, Woburn, MA 01801

    Two bedroom 1 bath unit located on the 2ND floor of a three family home. Large kitchen with lots of counter space, stainless steel appliances, hardwood laminate flooring in entire unit, open to living room. Two good size bedrooms with hardwood, multiple closets throughout the apartment for extra storage, bath with shower(no tub). Coin op laundry in the building. Heat is gas,wall ac unit, large

    34 Lake Ave Unit 3, Woburn, MA 01801
  • /42

    $8,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,700 Sq Ft
    • House for Rent

    271 Washington St Unit 1, Winchester, MA 01890

    Walk to town and schools from this spacious 11 room, 5 bedroom, 3.5 bath home! Open floor plan and high ceilings. Bonus rooms/ home office space. Delightful and bright sun porch. New kitchen with classic white cabinetry and quartz countertops. Two car attached garage and mud room. New heating and central air. Ample off street parking. Available July 1, 2025

    Julia Marino Archambault Real Estate

    271 Washington St Unit 1, Winchester, MA 01890
  • /13

    $4,500 per month

    • 3 Beds
    • 1.5 Baths
    • 1,657 Sq Ft
    • House for Rent

    17 Russell Rd, Winchester, MA 01890

    Single-family home with 3 bedrooms and 1.5 baths. Move in date: 6/1/2025. Tenant pays all utilities (gas, heat, electricity, cold/hot water and trash disposal). Lead Paint: Certified Treated. No pets allowed. Laundry in the unit. Move-in costs: First month's rent, one month's rent as a security deposit, and one month's rent as a broker fee.

    KoKo Kwan Kwan Realty Inc.

    17 Russell Rd, Winchester, MA 01890
  • /7

    $2,395 per month

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

    2 Border St Unit 2, Woburn, MA 01801

    Great Location! Available Now 2nd Floor Apartment! This Unit Offers 2 Bedrooms, Spacious Living Room with Plenty of Sunlight, Eat in Kitchen and Full Bath. Basement has Washer and Dryer Hook Ups. Parking for 1 Car. Conveniently Located to Woburn Center, Shopping, Public Transportation, Restaurants, Schools, Horn Pond and Major Highway Access.

    Robin Griffiths J. Mulkerin Realty

    2 Border St Unit 2, Woburn, MA 01801
  • /11

    $2,200 per month

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

    200 Swanton St Unit 428, Winchester, MA 01890

    Bright and sunny 1 bedroom and 1 bathroom condo in Winchester Park View. close to shopping, restaurants, town Center and walking to commuter train. Easy access to all major highways. Rental fee Including heat, electricity, hot water and a lot of more... Available 06/01.

    Wei Wang WW Real Estate LLC

    200 Swanton St Unit 428, Winchester, MA 01890
  • /36

    $11,000 per month

    • 6 Beds
    • 4.5 Baths
    • 6,500 Sq Ft
    • House for Rent

    52 N Border Rd, 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

    Julia Marino Archambault Real Estate

    52 N Border Rd, Winchester, MA 01890
  • /36

    $5,000 per month

    • 3 Beds
    • 1.5 Baths
    • 2,364 Sq Ft
    • House for Rent

    27 Ledyard Rd Unit SF, Winchester, MA 01890

    SHORT TERM RENTAL - Oversized cape with hardwood floors throughout. Large front to back living room with working fireplace, built in bookcases and cabinets and lots of natural light. Formal dining room with built in china cabinet and French door leading to spacious 3-season porch. Kitchen has all new stainless steel appliances and access to side porch for relaxing with morning coffee or

    Diane Plunkett Plunkett Properties

    27 Ledyard Rd Unit SF, Winchester, MA 01890
  • /8

    $2,500 per month

    • 1 Bed
    • 1.5 Baths
    • 800 Sq Ft
    • Apartment for Rent

    253 Swanton St Unit Rear, Winchester, MA 01890

    Enjoy this beautifully renovated 1 bedroom, 1.5 bathroom comfortable living area only minutes away from downtown Winchester, pubic schools, T-Station, commuter rail, restaurants, and shopping. A beautiful custom kitchen featuring mahogany countertops, Subzero and Wolfe appliances opens up to a family room complete with impeccable finishes. Escape downstairs to a large spacious bedroom complete

    Rachel Ventresca Greater Metropolitan R. E.

    253 Swanton St Unit Rear, Winchester, MA 01890
  • /20

    $15,000 per month

    • 5 Beds
    • 4.5 Baths
    • 5,820 Sq Ft
    • House for Rent

    186 Ridge St, Winchester, MA 01890

    Fully furnished beautiful new construction home located on the West Side of Town and proudly situated on over an acre lot with gorgeous views! 5 bedroom 4.5 bath,5,820SF custom built colonial with three-car attached garage with side entrance into oversized mudroom. Main level features gourmet kitchen with high-endappliances, oversized island, dining area, adjacent family room with gas FP, custom

    Anzor Sidamonidze Skylight Real Estate, LLC

    186 Ridge St, Winchester, MA 01890

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About Winchester

Throughout the years, Winchester has grown from a rural farming community to a primarily residential town. Located in proximity to Broad Sound and 8 miles north of Boston, the peaceful suburb today is home to one of the best school districts in the state, grand New England homes and plenty of outdoor recreation space. Winchester has close to 23,000 people, and the median household income is $218,176, which is double the state’s median. Most people work in the science, technology and healthcare sectors, and many commute outside of town for work. ...

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