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Winchester Highlands Homes for Rent

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  • 225 Fallon Rd, Stoneham, MA 02180
    225 Fallon Rd, Stoneham, MA 02180
    225 Fallon Rd, Stoneham, MA 02180
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    $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
  • 24 Clematis St Unit 2, Winchester, MA 01890
    24 Clematis St Unit 2, Winchester, MA 01890
    24 Clematis St Unit 2, Winchester, MA 01890
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    $4,000 per month

    • 3 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Apartment for Rent

    24 Clematis St Unit 2, Winchester, MA 01890

    Welcome to Winchester! Discover this stylishly renovated home perfect for comfortable living. Features include a modern kitchen with white cabinets and butcher block counters, a cozy living room with a sectional sofa and floor lamp, an elegant dining area, a sleek bathroom with marble tiles, and a chic staircase. Enjoy a private living near Winchester Hospital and the town center. Enjoy a

    The North Star Group Keller Williams Realty Evolution

    24 Clematis St Unit 2, Winchester, MA 01890
  • 343 Washington St, Winchester, MA 01890
    343 Washington St, Winchester, MA 01890
    343 Washington St, Winchester, MA 01890
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    $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
  • 534 Washington St Unit 2, Winchester, MA 01890
    534 Washington St Unit 2, Winchester, MA 01890
    534 Washington St Unit 2, Winchester, MA 01890
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    $3,500 per month

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Apartment for Rent

    534 Washington St Unit 2, Winchester, MA 01890

    Welcome to this 3-bedroom spacious and bright apartment near the North Reservoir and Middlesex Fells Reservation!!! With many windows, the unit is flooded with natural light. The open-concept living space features a hardwood floor and recessed lighting. Cook with joy in a kitchen that includes granite countertops, a 5-burner stainless steel gas cooktop, and abundant cabinetry. All 3 bedrooms

    Mena Boone Keller Williams Realty Boston Northwest

    534 Washington St Unit 2, Winchester, MA 01890
  • 40 Florence St Unit 2, Winchester, MA 01890
    40 Florence St Unit 2, Winchester, MA 01890
    40 Florence St Unit 2, Winchester, MA 01890
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    $3,600 per month

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Condo for Rent

    40 Florence St Unit 2, Winchester, MA 01890

    (All is just repainted, brand new kitchen floor and countertops - Ready to rent out) 3-Bed / 2 Full-bath apartment in a desirable Winchester neighborhood for rent. Situated at a quiet street, this three-bedroom and two-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

    40 Florence St Unit 2, Winchester, MA 01890
  • 40 Florence St Unit 40, Winchester, MA 01890
    40 Florence St Unit 40, Winchester, MA 01890
    40 Florence St Unit 40, Winchester, MA 01890
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    $3,200 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
  • 65 Highland Ave Unit 1, Winchester, MA 01890
    65 Highland Ave Unit 1, Winchester, MA 01890
    65 Highland Ave Unit 1, Winchester, MA 01890
    /12

    $3,200 per month

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

    65 Highland Ave Unit 1, Winchester, MA 01890

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

    65 Highland Ave Unit 1, Winchester, MA 01890
  • 17 Irving St Unit 3, Winchester, MA 01890
    17 Irving St Unit 3, Winchester, MA 01890
    17 Irving St Unit 3, Winchester, MA 01890
    /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
  • 52 N Border Rd, Winchester, MA 01890
    52 N Border Rd, Winchester, MA 01890
    52 N Border Rd, 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
Massachusetts Middlesex County Winchester Winchester Highlands

Homes for Rent in Winchester Highlands, Winchester

Why Live in Winchester Highlands
Winchester Highlands is a neighborhood known for its diverse and grand homes, ranging from late 19th-century builds to contemporary houses, featuring styles such as ranches, colonials, and two-family homes. The area is part of one of the best public school districts in the state, with highly rated institutions like Muraco Elementary, McCall Middle, and Winchester High School, all offering robust academic and extracurricular programs. The neighborhood is safer than the national average, providing a secure environment for residents. Outdoor enthusiasts will appreciate the proximity to the 2,200-acre Middlesex Fells Reservation, which features over 100 miles of trails, and the Tri-Community Greenway, a paved path for walking, jogging, and biking. Winchester Highlands also has local dining options like Eighty Eight Cafe and The Gingerbread Construction Co., with more restaurants and a Stop & Shop located in nearby Winchester Center. The neighborhood is well-connected, with the Massachusetts Bay Transportation Authority commuter rail at Winchester Center offering a roughly one-hour ride to Boston, and Interstate 93 providing a convenient 11-mile drive to the city. Additionally, Winchester Hospital, a 229-bed medical center, is located within the neighborhood. Residents can enjoy community events such as Winchester Town Day, which features a block party, street fair, and fireworks each June.
Learn more about living in Winchester Highlands

Frequently Asked Questions

What are the most popular neighborhoods for renters near Winchester Highlands?
The most popular neighborhoods for renters near Winchester Highlands are Nobility Hill, Walnut Hill, North Main, The Flats and Haywardville.
What are the most popular zip codes for renters near Winchester Highlands?
The most popular zip codes for renters near Winchester Highlands are 01890, 02180, 01801, 02155 and 02176.
How to Rent a Home

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