50

Winchester, MA Homes for Rent

Section Image Section Image
  • /13

    $2,600 per month

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

    200 Swanton St Unit 239, 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

    Agent Photo

    Joan Powell

    Advisors Living - Merrimac

    (781) 818-0292

    200 Swanton St Unit 239, Winchester, MA 01890
  • /17

    $4,500 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
  • /24

    $3,275 - $6,220 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
  • /16

    $4,200 per month

    • 3 Beds
    • 1.5 Baths
    • 2,052 Sq Ft
    • House for Rent

    30 Bellevue Ave, Winchester, MA 01890

    Beautifully Updated Home in Winchester Muraco School District! Welcome to this charming and sun-filled home tucked away on a quiet cul-de-sac, set on over half an acre of fully fenced land. Located in one of Winchester’s most desirable neighborhoods and within the top-rated Muraco School District, this home offers the ideal blend of comfort, space, and location. Inside, enjoy a bright, open

    Nancy Zhang Zhenning Fairview Partners International LLC

    30 Bellevue Ave, Winchester, MA 01890
  • /20

    $2,650 - $5,850 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
  • /14

    $6,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,836 Sq Ft
    • House for Rent

    3 Wainwright Rd Unit SFAM, Winchester, MA 01890

    Explore Sanctuary West's one-of-a-kind 1,836 square foot single family home! This 3-bedroom, 2.5 bathroom standalone home features luxury finishes with added historical touches such as exposed wood beams.

    Christine Ferris Ideal Real Estate Services, Inc.

    3 Wainwright Rd Unit SFAM, 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
  • /25

    $3,000 per month

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    7 Ridge St Unit 7, Winchester, MA 01890

    Move in ready 6 rooms, 2 beds, 1.5 baths townhouse in a Duplex AVAILABLE NOW! Set in the desirable west side of Winchester. Family Room in lower level with a space that can be used in many ways with brand new carpet. Hardwood floors throughout main levels. Two large bedrooms on the second floor including a primary with a walk in closet and a secondary closet. Sizable storage space and exclusive

    Paul Cirignano The Synergy Group

    7 Ridge St Unit 7, 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
  • /35

    $14,000 per month

    • 5 Beds
    • 4.5 Baths
    • 5,250 Sq Ft
    • House for Rent

    4 Norwood St, Winchester, MA 01890

    Welcome to 4 Norwood St, a stunning custom-built home by Mark Stephen Development. Just a short walk to Winchester town center with easy access to Boston, this home features exquisite millwork, custom built-ins, and premium finishes throughout. The main home offers 4 bedrooms, 3.5 bathrooms, a living room, dining room, sitting room, pantry, and a bar alcove, along with an expansive second-floor

    Mark Donnellan Advisors Living - Winchester

    4 Norwood St, Winchester, MA 01890
  • /14

    $1,900 per month

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

    200 Swanton St, Winchester, MA 01890

    Studio Apartment for Rent – Parkview Condominiums, Winchester, MAWelcome to Parkview Condominiums. This spacious studio apartment offers comfort, convenience, and a scenic setting overlooking the Parkview duck pond.Studio | 1 BathPrivate balcony with peaceful viewsOutdoor pool and landscaped groundsOff-street parking includedUtilities

    200 Swanton St, Winchester, MA 01890
  • /25

    $2,550 per month

    • 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
  • /15

    $1,900 per month

    • Studio
    • 1 Bath
    • 600 Sq Ft
    • House for Rent

    66 Irving St, Winchester, MA 01890

    Newly Renovated , huge one bed studio 600 square feet. HW floor, Beautiful new kitchen which loaded everything you will need and ALL utilities has included : fully furnished(Queen size bed); TV; electric; nature gas; hot water; Wi-Fi; Central AC ; Heating; gas ranger ; washer and dryer; refrigerator; microwave, bread toast; dishwasher; garbage disposal; one yard parking; plus more free street

    66 Irving St, 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
  • /8

    $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
  • /13

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft
    • Apartment 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

    Brooke Zarbano Regatta Realty

    247 Washington St Unit 13, Winchester, MA 01890
  • /9

    $1,895 per month

    • 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
  • /35

    $7,500 per month

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

    846 Main St Unit III, 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 III, 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
  • /36

    $7,000 per month

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

    846 Main St Unit IV, 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 IV, Winchester, MA 01890
  • /33

    $4,200 per month

    • 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
  • /41

    $9,800 per month

    • 5 Beds
    • 4.5 Baths
    • 5,016 Sq Ft
    • House for Rent

    22 Amberwood Dr, Winchester, MA 01890

    Fabulous rental opportunity with full wing of an additional in-law suite for multi-generational living at its best. Beautiful designers’ grade high-end finishes throughout! Features separate side entry with inviting south-facing covered porch, a dramatic two-story foyer/ceiling, and the main kitchen that flows into an additional meal prep kitchen area with integrated appliances – Thermador

    Anita Lin Coldwell Banker Realty - Lexington

    22 Amberwood Dr, Winchester, MA 01890
  • /11

    $2,200 per month

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

    253 Swanton St Unit 428, Winchester, MA 01890

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

    253 Swanton St Unit 428, Winchester, MA 01890
  • /12

    $2,300 per month

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

    4 Border St Unit 4, 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.

    Robin Griffiths J. Mulkerin Realty

    4 Border St Unit 4, Woburn, MA 01801
  • /40

    $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
  • /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
  • /39

    $3,500 per month

    • 3 Beds
    • 1 Bath
    • 9,999 Sq Ft
    • Condo for Rent

    10 Cross St Unit 1, Woburn, MA 01801

    Welcome to this charming 3-bedroom, 1.5-bathroom apartment in Woburn! This delightful home boasts two off-street parking spaces. Enjoy the comfort of a spacious back yard and the ease of a dishwasher in the kitchen. With laundry facilities located in the basement, managing chores becomes a breeze. The apartment offers three large bedrooms, a cozy living room, and a lovely dining room, ensuring

    10 Cross St Unit 1, Woburn, MA 01801
  • /18

    $3,300 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    40 Florence St Unit 40, Winchester, MA 01890

    2-Bedroom apartment in a desirable Winchester neighborhood for rent. Situated at a quiet street, this two-bedroom and one-bathroom in a two-family house setting has a nice floor plan and decent flow. Hardwood floor throughout. It has a spacious eat-in kitchen with a pantry and with stainless appliances, granite counter tops and a side door that leads to the big and bright backyard. Two bright

    Weidong Li WINN Real Estate & Consulting

    40 Florence St Unit 40, Winchester, MA 01890
  • /13

    $3,295 per month

    • 3 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • Condo for Rent

    6 Border St Unit 6, Woburn, MA 01801

    3 bed and 1.5 bath located in Woburn. Easy access to downtown and public transportation!

    6 Border St Unit 6, Woburn, MA 01801
  • /33

    $6,800 per month

    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft
    • Apartment for Rent

    37 Rumford St Unit 37, Winchester, MA 01890

    This 4-bed,3.5-bath custom-designed and built in 2012 townhouse feels like a single family. Step onto the welcoming farmer’s porch into an open, airy layout with natural light streaming through large windows. It features gleaming wood floors and a chef’s kitchen with stainless steel appliances, granite countertops, custom cabinets, and a beautifully designed kitchen island. Living room has a

    Alina Wang Coldwell Banker Realty - Lexington

    37 Rumford St Unit 37, 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
  • /16

    $2,700 per month

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

    200 Swanton St Unit 205, Winchester, MA 01890

    Sunny & Bright 2-Bedroom Condo in Winchester Park View – Available 09/01. Enjoy comfortable living in this updated and sunny 2-bedroom, 1-bathroom condo featuring: Modern kitchen and bathroom. Private balcony. Heat, electricity, hot water, and more included in rent. 2 parking spaces. Ground maintenance and trash removal included. Conveniently located near shopping, restaurants, and Winchester

    Wei Wang WW Real Estate LLC

    200 Swanton St Unit 205, Winchester, MA 01890
  • /12

    $2,875 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
  • /12

    $2,100 per month

    • 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 ! 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! No pets. No smoking of any substance.

    Ai Cheng Goh Z. Realty

    200 Swanton St Unit L25, 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
  • /34

    $15,000 per month

    • 6 Beds
    • 7 Baths
    • 8,866 Sq Ft
    • House for Rent

    20 Amberwood Dr, Winchester, MA 01890

    Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceiling welcomes you to this elegant home loaded with natural light and architectural detail. Custom features include a gourmet eat-in kitchen w/ granite countertops, high-end appliances, secondary prep area, and fabulous outside dining options from the oversized deck. The

    Dan Li Keller Williams Realty

    20 Amberwood Dr, Winchester, MA 01890
  • /25

    $2,875 per month

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

    34 Lake Ave Unit 1J, Woburn, MA 01801

    Two bedroom 1 bath unit located on the first 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 1J, Woburn, MA 01801
  • /12

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Apartment for Rent

    17 Irving St Unit 3, Winchester, MA 01890

    Great opportunity to live close to Winchester Center.Available June 1st this 2nd floor unit features a large deck before entering kitchen. Kitchen has been completely done over new floors, cabinets and all new appliances, living room, bedroom and full bath. Next level, has two bedrooms, bath with shower. All hardwood floors and many windows. Tenant is responsible for Gas, Electric and Cable.

    Robin Griffiths J. Mulkerin Realty

    17 Irving St Unit 3, Winchester, MA 01890
  • /18

    $7,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Apartment for Rent

    72 Holland St Unit 72, Winchester, MA 01890

    Welcome to your dream home in the heart of Winchester! This beautifully built 2021 townhouse offers the perfect blend of modern style, comfort, and convenience, featuring 4 spacious bedrooms, 2.5 sleek bathrooms, and bright open-concept living areas. Located just steps from Winchester High School and within walking distance to the town center and public library, you’ll enjoy easy access to

    Haosheng Zhang Phoenix Real Estate Partners, LLC

    72 Holland St Unit 72, Winchester, MA 01890
  • /25

    $4,300 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    67 Church St, Winchester, MA 01890

    Enjoy this beautiful renovated home right outside Winchester center! Direct entry unit completely updated all new with gorgeous kitchen & bath, hardwood floors, new heating system with central air, new windows, electric, very high ceilings, washer & dryer in unit, 2 car parking driveway in rear, exclusive patio area great for grilling! beautifully finished lower level offers a large room/

    Kim Covino Compass

    67 Church St, Winchester, MA 01890

Showing Results 1 - 40, Page 1 of 2

Why Live in Winchester

Winchester, a peaceful suburban town located 8 miles north of Boston, offers a blend of residential charm and outdoor recreation. With a population of nearly 23,000, Winchester boasts a median household income of $218,176, double the state’s median. The town is known for its grand New England homes, ranging from historic Colonial Revivals to modern Cape Cods and ranch styles, particularly in neighborhoods like North Main and Winchester Highlands. Winchester Public Schools, rated as one of the best in Massachusetts, serve over 4,300 students with an impressive student-teacher ratio of 12-to-1. The Acera School, a private institution, also holds a high rating. Outdoor enthusiasts can enjoy Mystic Lakes State Park, Middlesex Fells Reservation, and the Tri-Community Greenway, which offers nearly 7 miles of trails connecting Winchester with neighboring towns. Downtown Winchester features a variety of markets, restaurants, taverns, and boutiques, primarily along Main Street and near Wedge and Mill Ponds. Community events such as Winchester Town Day, PRIDEFest, and summer concerts at Town Common foster a strong sense of local pride. Wright-Locke Farm, a historic conservancy, provides 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 11 miles away. The town's crime rate is below the national average, contributing to its appeal as a safe residential area.

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, North Main, Downtown Woburn, West Side 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 02135, 02125, 02127, 02215 and 02134.
How to Rent a Home