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Recently Sold Grove Street Homes

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  • /32

    $1,280,000 Sold Jul 15, 2025

    • 2,349 Sq Ft
    • $545/SF
    • 6 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1948

    25 Canterbury Rd, Winchester, MA 01890

    Don't miss your opportunity to own on Canterbury Road! This sun-drenched, 4-bedroom home with hardwood flooring offers an open and classic layout. Enjoy the spacious living room with built-ins, four, second floor bedrooms, and an expansive .37 acre lot. The versatile family room provides flexible space for a home office, playroom, or guest space! Imagine evenings on the covered porch or patio,

    Lynne Russo Better Homes and Gardens Real Estate - The Shanahan Group

    25 Canterbury Rd, Winchester, MA 01890
  • /26

    $2,160,000 Sold Jul 14, 2025

    • 4,023 Sq Ft
    • $537/SF
    • 37 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1998

    19 Sussex Rd, Winchester, MA 01890

    Ideally located in a very desirable neighborhood that abuts the town forest and surrounded by cul-de-sacs, this elegant well-designed 4-bedroom, 3.5-bathroom colonial home has been meticulously maintained by the original owners and features a spacious layout with ample room for comfortable living. The floorplan is thoughtfully designed, with a nice flow from one room to the next. The family room

    Ida Bianco Coldwell Banker Realty - Lexington

    19 Sussex Rd, Winchester, MA 01890
  • /38

    $1,924,000 Sold Jul 10, 2025

    • 4,195 Sq Ft
    • $459/SF
    • 4 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1995

    5 Hastings Rd, Winchester, MA 01890

    Rare opportunity on a peaceful cul-de-sac. This extraordinary 4-bedroom, 4-bathroom home is nestled in one of Winchester's most sought-after neighborhoods. For the first time ever, this meticulously maintained residence is available on a street where properties rarely change hands. Bathed in abundant natural light, the thoughtfully designed floor plan showcases generously sized living spaces that

    Nancy Pallotta Advisors Living - Winchester

    5 Hastings Rd, Winchester, MA 01890
  • /41

    $2,850,000 Sold Jun 09, 2025

    • 4,325 Sq Ft
    • $659/SF
    • 8 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1953

    45 Brooks St, Winchester, MA 01890

    Sprawling expanded cape set on stunning private 1/2 acre lot in coveted Brooks neighborhood! The curb appeal alone will draw you in to this spacious 4300+ sf 4BD 4 BA home offering a classic exterior with a stunning "must see" interior; featuring formal spaces great for entertaining blended w/casual living areas both inside & out w/ walls of floor to ceiling windows capturing the elements of

    Kim Covino Compass

    45 Brooks St, Winchester, MA 01890
  • /42

    $2,111,000 Sold Jun 05, 2025

    • 4,744 Sq Ft
    • $445/SF
    • 6 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1922

    14 Grove St, Winchester, MA 01890

    Located just outside the town center near Brooks neighborhood & the train to Boston! This spacious home has it all! Situated on a lovely level lot w/ 2 car garage & private yard, this updated move in ready home boasts an abundance of space w/ideal layout & large sun drenched eat in kitchen with skylights & bay window, adjacent family room, living room w/ fplc, formal dining, office, laundry & 2

    Kim Covino Compass

    14 Grove St, Winchester, MA 01890
  • /42

    $2,825,000 Sold Feb 25, 2025

    • 5,850 Sq Ft
    • $483/SF
    • 8 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2018

    16 Wickham Rd, Winchester, MA 01890

    Tucked away on a quiet sought after neighborhood, just steps away from the Wedgemere Station and Winchester Center, this meticulously maintained 5-bedroom home built in 2018 perfectly blends modern design with refined details, including beautiful coffered ceilings, wainscoting, chair rails, and crown moulding. The 1st floor offers a formal living room, a spacious family room with a fireplace, a

    Rodrigo Serrano Leading Edge Real Estate

    16 Wickham Rd, Winchester, MA 01890
  • /36

    $1,025,000 Sold Dec 23, 2024

    • 3,045 Sq Ft
    • $337/SF
    • 5 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1986

    22 Grove Place Unit 30, Winchester, MA 01890

    Welcome to 22 Grove Place Unit 30, a 3-bedroom, 3-bathroom townhouse in Winchester, MA, that combines single-family privacy with the ease of townhouse living. This home just had the walls and ceilings freshly painted, along with new light fixtures that add a modern touch. The main level offers a spacious living room with high ceilings, a cozy double sided gas fireplace, a home office, first floor

    Peter Kasseris Coldwell Banker Realty - Lexington

    22 Grove Place Unit 30, Winchester, MA 01890
  • /42

    $3,005,000 Sold Oct 25, 2024

    • 5,896 Sq Ft
    • $510/SF
    • 8 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 2024

    15 W Chardon Rd, Winchester, MA 01890

    Elegance meets modern luxury in this stunning new construction home located at 15 W Chardon Road, Winchester. Nestled in a sought after neighborhood, this 5/6-bedroom, 5.5-bathroom residence offers a timeless appeal and an array of upscale amenities. The primary suite is a sanctuary of indulgence, featuring an oversized deck, offering a serene retreat for relaxation and enjoyment. For those with

    Philip Vita Compass

    15 W Chardon Rd, Winchester, MA 01890
  • /42

    $2,355,000 Sold Oct 03, 2024

    • 4,278 Sq Ft
    • $550/SF
    • 35 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1992

    9 Brooks St, Winchester, MA 01890

    Stunning home in wonderful Brooks neighborhood convenient to Commuter Rail, town center, walking trails and Fells. All living space is above grade with huge potential to finish basement as your heart desires. Kitchen, bathrooms RENOVATED by current owners with attention to details. You'll love how the kitchen eating area is the perfect spot to hang out adjacent to the family room with fireplace

    Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

    9 Brooks St, Winchester, MA 01890
  • /40

    $1,890,000 Sold Aug 30, 2024

    • 2,809 Sq Ft
    • $673/SF
    • 3 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1910

    6 Fenwick Rd, Winchester, MA 01890

    Welcome to this beautifully renovated home seamlessly blending original old world charm with modern day design. A gorgeous farmers porch welcomes you into this spacious 5 bed 3.5 bath home w/ a rear addition nicely expanding the original design. Featuring a large open concept kitchen w/ ample prep space & peninsula seating w/ adjacent dining area or family room showcasing walls of windows

    Kim Covino Compass

    6 Fenwick Rd, Winchester, MA 01890
  • /41

    $2,725,000 Sold Aug 26, 2024

    • 5,171 Sq Ft
    • $527/SF
    • 0 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1998

    10 Briarwood Ln, Winchester, MA 01890

    Experience the perfect blend of nature and luxury in this custom-built Colonial! Private home with a resort like backyard abuts Brooks Parkhurst Town Forest. This stunning 6-bedroom home offers a dramatic layout and design that's sure to impress. A elegant & captivating buttress staircase greets you upon entry. The heart of the home is an updated open-concept kitchen, complete with pantry & half

    Monte Marrocco Coldwell Banker Realty - Lexington

    10 Briarwood Ln, Winchester, MA 01890
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