12

Winchester, MA Homes for Sale under $1,000,000

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  • /39

    $999,900

    • 4 Beds
    • 2 Baths
    • 1,719 Sq Ft

    258 Cross St, Winchester, MA 01890

    A rare Winchester opportunity under $1M, 258 Cross Street blends timeless character, meaningful updates, everyday function, and exciting long-term upside. Set on a level, fenced corner lot, this 4 bed, 2 bath Colonial offers the space buyers need today with the flexibility to evolve over time. Inside - hardwood floors, crown molding, arched openings, bay windows, and detailed trim add warmth,

    Agent Photo

    Justin Blankenship

    Fiv Realty Co

    258 Cross St, Winchester, MA 01890
  • /29

    $949,999

    • 4 Beds
    • 2 Baths
    • 2,326 Sq Ft

    96 Loring Ave, Winchester, MA 01890

    Discover a rare opportunity to own a versatile ranch in sought-after Winchester, offering flexible living with a two-bedroom main level and a full two-bedroom in-law suite below. The gracious first floor welcomes you with gleaming hardwood floors and a handsome fireplace anchoring the living room. A generously proportioned dining room, complete with a classic built-in china cabinet, opens

    Agent Photo

    Jeremy Smith

    StartPoint Realty

    96 Loring Ave, Winchester, MA 01890
  • /38

    $849,000

    $51K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,083 Sq Ft

    84 Oak St, Winchester, MA 01890

    Charming and Spacious Custom Built Mid-Century Bungalow offers a terrific opportunity to live in Winchester! Do you want to send your children to the award-winning public schools? Need an in-law apt.? Generously sized, sun-drenched, freshly painted rooms with high ceilings and hardwood floors, beautiful architectural details, and two fireplaces. A private, flat backyard perfect for growing

    John Magazzu Charlesgate Realty Group LLC

    84 Oak St, Winchester, MA 01890
  • /22

    $849,000

    • 3 Beds
    • 1.5 Baths
    • 1,340 Sq Ft

    15 Clark St Unit 17, Winchester, MA 01890

    Walkable to nearly everything, 15 Clark St presents and exceptional opportunity to enjoy refined living in one of Winchester's sought-after neighborhoods. This sun-drenched duplex offers 3 bedrooms, 1.5 bathrooms, and approx 1,336 sq ft of thoughtfully curated living space. Rich hardwood and pine floors, soaring natural light, and an effortless flow in layout create a warm and sophisticated

    Jeffrey Hsu Coldwell Banker Realty - Milton

    15 Clark St Unit 17, Winchester, MA 01890
  • /37

    $975,000

    $125K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft

    83 Church St Unit 15, Winchester, MA 01890

    Stunning corner unit, fully renovated 2 BR,1.5 BA condo offering an exceptional blend of elegance & modern updates in a prime in-town location.Soaring ceilings, dramatic arched openings, & oversized windows flood the space w/natural light.French doors open to charming private balcony.Main living area showcases beautifully refinished marble flooring, gas FP, & designer lighting including crystal

    Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

    83 Church St Unit 15, Winchester, MA 01890
  • /21

    $789,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    50 Middlesex St Unit 52, Winchester, MA 01890

    Completely renovated from top to bottom, this brand-new 2-bedroom, 2-bath condo offers the privacy and feel of a single-family home in one of Winchester's most desirable neighborhoods. Tucked away on a quiet, tree-lined street just moments from vibrant downtown, this home features its own private entrance, driveway, and backyard. Inside, enjoy white oak hardwood floors, a stunning chef's kitchen

    The North Star Group Keller Williams Realty Evolution

    50 Middlesex St Unit 52, Winchester, MA 01890
  • /30

    $950,000

    • 3 Beds
    • 1.5 Baths
    • 1,356 Sq Ft

    47 Water St, Winchester, MA 01890

    Warmth, charm, and an exceptional location come together in this inviting 3-bedroom home. Beautiful wood floors, natural woodwork, French doors, and custom built-ins add character throughout. Generous living spaces provide room to gather, relax, and entertain, while the home's classic appeal offers the perfect opportunity to enjoy today or personalize over time. A detached 2-car garage adds

    The Mary Scimemi Team Leading Edge Real Estate

    47 Water St, Winchester, MA 01890
  • /24

    $849,000

    • 3 Beds
    • 1.5 Baths
    • 1,340 Sq Ft

    15 Clark St Unit 15, Winchester, MA 01890

    Walkable to nearly everything, 15 Clark St presents an exceptional opportunity to enjoy refined living in one of Winchester's most sought-after neighborhoods. This sun-drenched townhome offers 3 bedrooms, 1.5 bathrooms, and approximately 1,336 sq ft of thoughtfully curated living space. Rich hardwood floors, soaring natural light, and an effortless open layout create a warm yet sophisticated

    Jeffrey Hsu Coldwell Banker Realty - Milton

    15 Clark St Unit 15, Winchester, MA 01890
  • /12

    $789,000

    $40K PRICE DROP
    • Land
    • 19,166 Sq Ft
    • $1,793,182 per Acre

    14 Cross St, Woburn, MA 01801

    Improved Land Opportunity - Developers, Contractors, Investors and Future single-family homeowners – recently reconfigured 14 Cross Street located immediately over the WINCHESTER line is an attractive sized residential lot consisting of 19,277 square feet of land (see attached recorded plan, Lot 1) Lot is zoned R-2 (Per Building Department - single or 2 family residential structure permitted.)

    Donna Bozza Barrett Sotheby's International Realty

    14 Cross St, Woburn, MA 01801
  • /17

    $899,995

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,667 Sq Ft

    Ashford Plan at Highland at Vale - Richfield Collection, Woburn, MA 01801

    The spacious Ashford plan offers More Life Built In with a kitchen perfect for entertaining friends & family alike. A corner-unit location lets the natural light pour in through the many windows.

    Pulte Homes Builder
    2 Stratton Dr Unit 41876298, Woburn, MA 01801
  • /30

    $899,000

    • 3 Beds
    • 1.5 Baths
    • 2,520 Sq Ft

    151 Wright St, Arlington, MA 02474

    Step back in time at 151 Wright Street, a true time capsule brimming with original charm and endless potential. Lovingly maintained over the years, this classic Cape offers a rare opportunity to own a home that has preserved its character while providing the perfect canvas for your personal vision. Featuring three bedrooms, one and a half bathrooms, specious living space, the home offers a

    AJ Arstamyan Coldwell Banker Realty - Boston

    151 Wright St, Arlington, MA 02474
  • /23

    $899,995

    • 2 Beds
    • 2 Baths
    • 1,667 Sq Ft

    2 Stratton Dr Unit 104, Woburn, MA 01801

    Luxury new construction—this is the final opportunity to own the former Model Home at Highland at Vale in Woburn! The Ashford corner residence is filled with natural light from expansive windows and offers a thoughtfully designed open-concept layout. The gourmet-inspired kitchen features stainless steel appliances, an oversized center island, and beautiful cabinetry that flows seamlessly into the

    Erin Sullivan Pulte Homes of New England

    2 Stratton Dr Unit 104, Woburn, MA 01801

Home Price Trends

Median Sale Price
$1,699,000
Median Single Family Sale Price
$1,794,000
Median Townhouse Sale Price
$1,412,500
Median 2 Bedroom Sale Price
$975,000
Average Price Per Sq Ft
$566
Number of Homes for Sale
30
Last 12 months Home Sales
177
Months of Supply
2.00
Median List Price
$1,750,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
2%
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