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Winchester Highlands Homes for Rent

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    $2,800 - $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
  • /34

    $11,000 per month

    • 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
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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
  • /19

    $8,000 per month

    • 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
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    $2,600 per month

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

    343 Washington St Unit 343, Winchester, MA 01890

    Beautiful, charming 5-room, 2 bedrooms 1 bath apartment with 2 car parking (tandem, 1 in the garage) in 2 Family home. Hardwood floors throughout, 2 porches, a yard, and a washer and dryer hookup in basement. Close to Winchester Town center and commuter rail and easy access to Route 2, Route 3, Route 93, and Route 95. No pets and smoking. First, last and security deposit. Must have good credit

    343 Washington St Unit 343, Winchester, MA 01890
  • /41

    $10,000 per month

    • 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

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.

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