14

Winchester, MA Homes for Sale with Garage

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  • /36

    $3,600,000 Open Sun 1PM - 2PM

    • 6 Beds
    • 7 Baths
    • 8,866 Sq Ft

    20 Amberwood Dr, Winchester, MA 01890

    Discover this brand-new custom-built home featuring 6 bedrooms and 7 full baths, located in a highly desirable neighborhood just steps from VO Elementary School. The expansive 1st floor welcomes you with soaring ceilings and an elegant layout, including a sophisticated living room, family room, and private home office. The chef’s kitchen is a true centerpiece, boasting premium Thermador

    Agent Photo

    Wei Wang

    WW Real Estate LLC

    (781) 678-8050

    20 Amberwood Dr, Winchester, MA 01890
  • /42

    $1,999,000 Open Sat 1:30PM - 2:30PM

    • 4 Beds
    • 2 Baths
    • 3,509 Sq Ft

    35 Glen Green, Winchester, MA 01890

    Welcome to this beautifully maintained Colonial in a highly desirable family neighborhood directly across from a scenic conservation area. The main level offers a bright, seamless flow with a living room, dining room, updated kitchen, full bath, family room, and a sunroom opening to the backyard. Upstairs features three comfortable bedrooms and a full bath, while the third-floor bonus room offers

    Andersen Group Realty Keller Williams Realty Boston Northwest

    35 Glen Green, Winchester, MA 01890
  • /42

    $2,999,000

    • 5 Beds
    • 5.5 Baths
    • 5,257 Sq Ft

    19 Town Way, Winchester, MA 01890

    Welcome to a stunning new-construction home in Winchester’s coveted Lincoln Elementary district, where thoughtful design and refined style come together effortlessly. Every detail has been curated to create a warm, inviting vibe, from the gorgeous family room with custom walnut built-ins and artful lighting to the seamless flow of the open yet intentionally defined floor plan. The impressive

    Philip Vita Compass

    19 Town Way, Winchester, MA 01890
  • /42

    $1,188,888

    • 3 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    7 Trinity Rd, Winchester, MA 01890

    Welcome to 7 Trinity Road, a warm & inviting split level home tucked away on a quiet side street in sought after Winchester. From the moment you step inside, the home feels welcoming & comfortable, offering 3 bed & 2.5 baths with a layout that easily supports both everyday living & entertaining. Your foyer provides a convenient place to arrive home, with direct access to the attached garage. The

    Gayle Winters Compass

    7 Trinity Rd, Winchester, MA 01890
  • /42

    $1,399,000

    • 4 Beds
    • 3.5 Baths
    • 2,490 Sq Ft

    95 Irving St, Winchester, MA 01890

    Beautiful newer-construction home in a wonderful Muraco school location! This meticulous 4-bed, 3.5-bath property offers modern living with an inviting open-concept layout & high ceilings spanning across 4 finished levels with attached garage! The stunning chef’s kitchen features high-end appliances, large island & abundant storage, flowing seamlessly into the dining area & living room with a gas

    Kim Covino Compass

    95 Irving St, Winchester, MA 01890
  • /42

    $1,985,000 Open Fri 4PM - 5:30PM

    • 4 Beds
    • 4.5 Baths
    • 3,263 Sq Ft

    7 Appalachian Rd, Winchester, MA 01890

    Sophisticated updates and a bright, open layout define this beautifully appointed Winchester Fells home. Generous living spaces and thoughtful design enhance both everyday comfort and entertaining. The gourmet kitchen flows seamlessly into inviting gathering areas, while French doors and multiple outdoor access points create an effortless indoor–outdoor connection. Two dedicated home offices

    Anne Spry Barrett Sotheby's International Realty

    7 Appalachian Rd, Winchester, MA 01890
  • /37

    $2,299,000 Pre-Foreclosure

    • 7 Beds
    • 5.5 Baths
    • 4,929 Sq Ft

    89 Wildwood St, Winchester, MA 01890

    Welcome to 89 Wildwood — Winchester’s best new value, where modern design meets classic New England charm! This new construction home offers a flexible layout with spaces for hosting, relaxing & everyday living. The chef’s kitchen impresses with an oversized island, stylish finishes, ample cabinetry & opens to a designated dining area. Fireplaced family room, bedroom/office with ensuite & half

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    89 Wildwood St, Winchester, MA 01890
  • /35

    $1,995,000

    • 5 Beds
    • 4 Baths
    • 4,334 Sq Ft

    237 Swanton St, Winchester, MA 01890

    NEWER CONSTRUCTION! This 2020 home showcases 5 beds, 4 baths-4300sf of style & luxury situated on the corner of Loring Ave. The home features high ceilings, hardwood floors & a stunning sunny open floor plan w/ eat in kitchen, center island, custom cabinetry, stainless appliances & walk-in pantry. Formal dining room & dramatic oversized family room will impress, featuring vaulted ceilings, gas

    Kim Covino Compass

    237 Swanton St, Winchester, MA 01890
  • /24

    $969,000

    • 3 Beds
    • 1.5 Baths
    • 1,302 Sq Ft

    139 High St, Winchester, MA 01890

    This charming Cape style home on a half-acre lot combines classic character with modern updates. Step inside to find newly refinished hardwood floors throughout the inviting fireplaced living room, dining room, and bedrooms. The recently updated kitchen and bathrooms blend style and function with contemporary finishes. The dining room with built-in China cabinet provides an inviting space to

    Katie Tully Better Homes and Gardens Real Estate - The Shanahan Group

    139 High St, Winchester, MA 01890
  • /42

    $1,699,000

    • 4 Beds
    • 4 Baths
    • 3,343 Sq Ft

    263 Highland Ave, Winchester, MA 01890

    Exceptional Victorian era gem, steps from Town Center, schools, commuter rail, and the Fells! This spacious period home seamlessly blends modern elegance with timeless charm. It’s special features include: an inviting farmer’s porch, generous living and dining rooms well-suited for entertaining, first floor family room, covered porch for al fresco dining, primary suite with ensuite bath, home

    Seeme Moreira Coldwell Banker Realty - Lexington

    263 Highland Ave, Winchester, MA 01890
  • /40

    $2,250,000 Open Sun 12PM - 1:30PM

    • 6 Beds
    • 5 Baths
    • 3,728 Sq Ft

    6 Ivy Cir, Winchester, MA 01890

    Spacious newly gut renovated colonial set back on a cul-de-sac! Unbeatable location in quiet neighborhood less than a mile from all Winchester's amazing public schools and Wedge Pond. Hardwood floors throughout with gorgeous kitchen featuring huge island, large living and dining rooms. A vaulted family room with authentic barn board detailing sits adjacent to the kitchen, opening to a large

    Rose Hall Blue Ocean Realty, LLC

    6 Ivy Cir, Winchester, MA 01890
  • /31

    $1,299,999 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,909 Sq Ft

    2 Mason Way Unit 6524, Woburn, MA 01801

    This stunning new construction end-unit townhome offers 3 bedrooms, 3.5 bathrooms, and a finished basement with full bath—perfect for flexible living or guest space. The chef’s kitchen boasts stainless steel appliances, a large center island, and abundant cabinetry, opening seamlessly to the spacious living room and private deck. A formal dining room with a charming bay window adds warmth and

    Erin Sullivan Pulte Homes of New England

    2 Mason Way Unit 6524, Woburn, MA 01801
  • /31

    $1,149,999 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,143 Sq Ft

    6 Mason Way Unit 6324, Woburn, MA 01801

    New Construction Move- In Ready Townhome at Highland at Vale in Woburn! The Jackson floor plan offers over 2,100 sq. ft. of thoughtfully designed living space with 3 spacious bedrooms and 2.5 baths. The main level features a bright kitchen with stainless steel appliances, abundant cabinetry, and a large center island, flowing into an oversized gathering room and an octagon-shaped dining room with

    Erin Sullivan Pulte Homes of New England

    6 Mason Way Unit 6324, Woburn, MA 01801
  • /31

    $1,349,999 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,909 Sq Ft

    17 Mason Way Unit 74, Woburn, MA 01801

    New construction at Highland at Vale in Woburn! The Jackson floor plan offers over 2,900 sq. ft. of well-designed living space, including a finished basement. The bright, open kitchen features abundant cabinetry, stainless steel appliances, and a large island that opens to a spacious gathering room and a distinctive octagon-shaped dining area with bay window. Enjoy wooded views from your private

    Erin Sullivan Pulte Homes of New England

    17 Mason Way Unit 74, Woburn, MA 01801

Home Trends in Winchester, MA

Housing Trends

Median Sale Price
$1,650,000
Median Single Family Sale Price
$1,800,000
Median Townhouse Sale Price
$1,424,500
Median 2 Bedroom Sale Price
$940,000
Median 1 Bedroom Sale Price
$425,000
Average Price Per Sq Ft
$563
Number of Homes for Sale
11
Last 12 months Home Sales
164
Months of Supply
0.80
Median List Price
$1,693,944
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
8%
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