9,240

Middlesex, MA Homes in ZIP Code 01890

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  • /39

    $3,599,000

    • 6 Beds
    • 4.5 Baths
    • 5,876 Sq Ft

    5 Stratford Rd, Winchester, MA 01890

    This extraordinary, fully renovated home blends rich architectural detail w/ modern luxury in one of Winchester’s most sought-after neighborhoods. Designed by a shipbuilder, this home offers 5,876 sq ft of elegant living space filled w/ natural light, coffered ceilings, crown moldings, restored hardwood floors & more. The breathtaking chef’s kitchen includes a quartzite island, 8-burner Wolf

    Kim Covino Compass

    5 Stratford Rd, 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
  • /35

    $1,100,000 Sold Jun 27, 2025

    • 3,157 Sq Ft
    • $348/SF
    • 20 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1866

    63 Church St, Winchester, MA 01890

    Back Bay meets Winchester in this victorian style attached residence in a premier Flats/ downtown location. This lovingly modernized home offers central air, first floor laundry, gas heating & cooking & tremendous closet space. The kitchen seamlessly transitions to the deck & huge manicured fenced in yard perfect for kids, pets & all outdoor fun. First floor is adorned with a dining room with

    Nancy McLaughlin Redfin Corp.

    63 Church St, Winchester, MA 01890
    • /38

      Est $1,838,037 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 4,008 Sq Ft

      45 Amberwood Dr, Winchester, MA 01890

      45 Amberwood Dr, Winchester, MA 01890
  • /41

    $2,899,000 Open Sat 12PM - 1PM

    • 7 Beds
    • 5.5 Baths
    • 5,864 Sq Ft

    10 Sheffield Rd, Winchester, MA 01890

    This stunning Colonial Revival home, situated on one of Winchester’s most desirable streets, is just moments from the train station, town center, and Ambrose School. The kitchen features radiant floor heating. The first floor includes a chef-designed kitchen, expansive living and family rooms, a formal dining room, a half bath, and a mudroom. On the second floor, you'll find a luxurious master

    Andersen Group Realty Keller Williams Realty Boston Northwest

    10 Sheffield Rd, Winchester, MA 01890
  • /18

    $7,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Apartment for Rent

    72 Holland St Unit 72, Winchester, MA 01890

    Welcome to your dream home in the heart of Winchester! This beautifully built 2021 townhouse offers the perfect blend of modern style, comfort, and convenience, featuring 4 spacious bedrooms, 2.5 sleek bathrooms, and bright open-concept living areas. Located just steps from Winchester High School and within walking distance to the town center and public library, you’ll enjoy easy access to

    Haosheng Zhang Phoenix Real Estate Partners, LLC

    72 Holland St Unit 72, Winchester, MA 01890
  • /25

    $715,000 Sold Jun 27, 2025

    • 1,539 Sq Ft
    • $465/SF
    • 33 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1999

    7 Conant Rd Unit 37, Winchester, MA 01890

    Welcome to this beautifully updated corner unit townhouse-style condo, offering ample-sized rooms, abundant natural light, & hardwood floors throughout! The layout includes 5 well proportioned rooms. Kitchen, living room w/gas fireplace w/marble surround, dining room & 2.5 bathrooms, creating a comfortable & functional living space. Both bedrooms are en-suite, providing privacy & convenience,

    McGlynn Splaine Team Berkshire Hathaway HomeServices Commonwealth Real Estate

    7 Conant Rd Unit 37, Winchester, MA 01890
    • /36

      Est $2,291,023 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,257 Sq Ft

      9 Amberwood Dr, Winchester, MA 01890

      9 Amberwood Dr, Winchester, MA 01890
  • /42

    $2,349,900

    • 5 Beds
    • 5 Baths
    • 3,940 Sq Ft

    17 Wagon Wheel Rd, Winchester, MA 01890

    Experience breathtaking Boston skyline views from nearly every room in this exquisitely maintained dream home—your own private oasis of serenity and style. Thoughtfully expanded in 2020, it features a new en-suite with a private bath and a dramatically enlarged, open-concept kitchen ideal for entertaining. With 5 bedrooms and 5 beautifully appointed baths—including four en-suites—this home blends

    Yifei Wang Dreamega International Realty LLC

    17 Wagon Wheel Rd, Winchester, MA 01890
  • /38

    $7,450 per month

    • 4 Beds
    • 4 Baths
    • 4,650 Sq Ft
    • House for Rent

    31 Coolidge Rd, Winchester, MA 01890

    Available now! Welcome to this beautifully renovated and maintained colonial at a very quiet street in a desirable neighborhood with easy commute to schools, Boston, highways and MBTA train stations. The 1st floor offers a foyer with formal dining room and living room in either sides. The kitchen, with island and full breakfast/dining area, flows into a family room that transitions to a private

    Carlos Xu Lexwin Realty

    31 Coolidge Rd, Winchester, MA 01890
  • /17

    $299,000 Sold Jun 27, 2025

    • 450 Sq Ft
    • $664/SF
    • 10 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1966

    200 Swanton St Unit T4, Winchester, MA 01890

    Immaculate, recently renovated Jumbo Studio Condominium with a private/direct-entry terrace level. This unit is spacious and bright, featuring a slider that leads to a private patio overlooking scenic duck ponds and lush landscaping. The large eat-in kitchen features white cabinets, with a white tiled backsplash and granite countertops. The bathroom was recently updated with new fixtures,

    Michael Masci North Atlantic Realty Group

    200 Swanton St Unit T4, Winchester, MA 01890
    • /38

      Est $1,821,663 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,218 Sq Ft

      27 Amberwood Dr, Winchester, MA 01890

      27 Amberwood Dr, Winchester, MA 01890
  • /39

    $3,249,000 Open Sat 1PM - 2PM

    • 6 Beds
    • 6.5 Baths
    • 6,028 Sq Ft

    44 Cabot St, Winchester, MA 01890

    Welcome to 44 Cabot Street, a newly built home in one of Winchester’s most desirable neighborhoods. Offering over 6,000 square feet of beautifully crafted space, this residence features 6 bedrooms, 6.5 bathrooms, and a layout designed for modern living. Thoughtfully selected finishes, high ceilings, and an abundance of natural light create a warm and inviting atmosphere throughout. The

    Andersen Group Realty Keller Williams Realty Boston Northwest

    44 Cabot St, Winchester, MA 01890
  • /26

    $3,995 per month

    • 3 Beds
    • 2.5 Baths
    • 1,823 Sq Ft
    • Condo for Rent

    171 Swanton St Unit 63, Winchester, MA 01890

    Welcome to the Village at Winchester!Experience comfortable living in this spacious 1,823 sq ft townhome nestled in a professionally managed 80-unit complex. This beautiful 3-bedroom, 2.5-bath home features hardwood floors, a cozy fireplace in the living room, and a bright dining area with a skylight that opens to a private patio—perfect for relaxing and entertaining.Additional highlights include

    Gary Vrotsos Coldwell Banker Realty - Cambridge

    171 Swanton St Unit 63, Winchester, MA 01890
  • /42

    $1,350,000 Sold Jun 27, 2025

    • 2,141 Sq Ft
    • $631/SF
    • 40 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1880

    117 Mount Vernon St, Winchester, MA 01890

    Available for the first time in over four decades and nestled just footsteps from Winchester Center, welcome to 117 Mount Vernon Street! As you enter, you are greeted by tall ceilings adorned with beautiful molding and a flood of natural light that fills the space with warmth and tranquility. The home offers three spacious bedrooms, including a flexible primary suite that boasts an adjoining

    Philip Vita Compass

    117 Mount Vernon St, Winchester, MA 01890
    • /42

      Est $2,250,505 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 4,124 Sq Ft

      9 Buckman Dr, Winchester, MA 01890

      9 Buckman Dr, Winchester, MA 01890
  • /33

    $3,475,000 Open Sat 12:30PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 5,632 Sq Ft

    80 Arlington St, Winchester, MA 01890

    With its coveted setting, elegant bones, and enduring charm, this Royal Barry Wills home awaits your personal design statement, and the chance to build instant equity through strategic upgrades. Ideally located on the 4th green of Winchester Country Club’s storied Donald Ross-designed course, this beloved home offers 11 rooms, 5 bedrooms and 3.5 baths. Enjoy views from the sun-splashed eat-in

    Carolyn Vernaglia Better Homes and Gardens Real Estate - The Shanahan Group

    80 Arlington St, 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
  • /9

    $2,899,000 Sold Jun 27, 2025

    • 5,658 Sq Ft
    • $512/SF
    • 25 Days On Market
    • 6 Beds
    • 7.5 Baths
    • Built 2025

    5 Clearwater Rd, Winchester, MA 01890

    Welcome to a rare opportunity to select the final finishes in your dream home right within Winchester’s most coveted neighborhoods. 5 Clearwater presents a luxurious canvas for your vision, offering 6 bedrooms, 7.5 baths, and 5,658 sq. ft. of meticulously planned living space. The spectacular floor plan seamlessly combines modern sophistication with timeless elegance, offering the perfect

    Monte Marrocco Coldwell Banker Realty - Lexington

    5 Clearwater Rd, Winchester, MA 01890
    • /42

      Est $1,929,177 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,400 Sq Ft

      3 Bigelow Ave, Winchester, MA 01890

      3 Bigelow Ave, Winchester, MA 01890
  • /42

    $2,975,000 Open Sat 11:30AM - 12:30PM

    • 6 Beds
    • 3.5 Baths
    • 5,238 Sq Ft

    54 Wedgemere Ave, Winchester, MA 01890

    Exceptional living in this stunning Wedgemere Ave home w/ spectacular resort style back yard surrounded by mature plants and trees encompassing the gorgeous yard/setting. Completely updated throughout w/ custom high end finishes, open floor plan, wonderful chefs kitchen w/ Sub Zero- Wolf appliances, sunny breakfast/dining area w/ a wall of windows overlooking expansive back yard featuring

    Kim Covino Compass

    54 Wedgemere Ave, Winchester, MA 01890
  • /2

    $4,800 per month

    • 3 Beds
    • 2.5 Baths
    • 2,339 Sq Ft
    • House for Rent

    12 Trinity Rd, Winchester, MA 01890

    Don't miss this opportunity to lease a beautifully maintained multi-level single-family home, ideally situated on a quiet, private dead-end street. Offering over 2,300 square feet of living space, this home features central A/C, gleaming hardwood floors throughout, a generous kitchen with an open-concept dining area—perfect for everyday living and entertaining. Step outside to enjoy the large,

    Michael Rauseo Better Homes and Gardens Real Estate - The Shanahan Group

    12 Trinity Rd, Winchester, MA 01890
  • /22

    $4,200,000 Sold Jun 26, 2025

    • 5,208 Sq Ft
    • $806/SF
    • 4 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 2025

    3 Foxcroft Rd, Winchester, MA 01890

    Nearing completion! Welcome to this exquisite 6-bedroom, 5-1/2 bath residence nestled in one of Winchesters most prestigious neighborhoods. This completely rebuilt, expanded & tastefully renovated home is one of a kind, offering a perfect blend of elegance & modern sophistication for a lifestyle of luxury & comfort. Step inside to discover a beautifully designed interior that exudes charm & style

    Kim Covino Compass

    3 Foxcroft Rd, Winchester, MA 01890
    • /42

      Est $2,109,436 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 4,256 Sq Ft

      15 Pilgrim Dr, Winchester, MA 01890

      15 Pilgrim Dr, Winchester, MA 01890
  • /37

    $1,299,000 Open Sun 11AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,884 Sq Ft

    147 Highland Ave, Winchester, MA 01890

    Call for a private showing anytime! Discover this charming renovated 3 bed 2 bath home with close proximity to the Fells trails & Winchester town center including schools, train to Boston, restaurants, shops & all the town has to offer!! Beautifully renovated & lovingly maintained, this great home welcomes you w/ a spacious living room w fplc that flows seamlessly into a sun-drenched updated

    Kim Covino Compass

    147 Highland Ave, Winchester, MA 01890
  • /19

    $3,450,000 Sold Jun 26, 2025

    • 5,500 Sq Ft
    • $627/SF
    • 54 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 2025

    2 Chestnut St, Winchester, MA 01890

    Welcome to 2 Chestnut Street, an exquisite new construction home in progress by Mark Stephen Development. Situated off coveted Main Street in one of Winchester’s most sought-after neighborhoods, this residence is thoughtfully designed to blend timeless charm with modern conveniences. The home will feature five spacious bedrooms, five full bathrooms, a first-floor office, and a basement offering

    Mark Donnellan Advisors Living - Winchester

    2 Chestnut St, Winchester, MA 01890
    • /40

      Est $1,459,220 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,142 Sq Ft

      16 Johnson Rd, Winchester, MA 01890

      16 Johnson Rd, Winchester, MA 01890
  • /34

    $1,399,900 Open Sat 12PM - 1PM

    • 5 Beds
    • 2 Baths
    • 3,033 Sq Ft

    7 Thornberry Rd, Winchester, MA 01890

    Renovated Contemporary Split-entry 3 Level home in the highly sought-after Vinson- Owen Elementary and West-side neighborhood. 15 minutes to Downtown Boston. 5 bedrooms, 2 full baths, Living, Dining PLUS family room & 2nd finished room ( play or office) ground level room heated & A/C walk access to outdoor deck & fire pit. Open concept kitchen area. Hardwood floors, 2 fireplace, 2 garage space,

    salim chowdhury TAJ Mahal Realty LLC

    7 Thornberry Rd, Winchester, MA 01890
  • /39

    $1,425,000 Sold Jun 25, 2025

    • 2,496 Sq Ft
    • $571/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1957

    9 Thornberry Rd, Winchester, MA 01890

    Nestled on a picturesque lot with lush landscaping and mature trees, 9 Thornberry Road offers a perfect blend of natural beauty and refined living. Sunlight pours into this thoughtfully designed home, featuring an open-concept layout ideal for comfortable living and entertaining. The main level includes a welcoming fireplace, hardwood floors, large living room, dining area, and an updated kitchen

    Louise Coakley Better Homes and Gardens Real Estate - The Shanahan Group

    9 Thornberry Rd, Winchester, MA 01890
    • /33

      Est $2,048,669 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,603 Sq Ft

      8 Olde Lyme Rd, Winchester, MA 01890

      8 Olde Lyme Rd, Winchester, MA 01890
  • /4

    $3,799,900

    • 7 Beds
    • 7.5 Baths
    • 7,429 Sq Ft

    11 Viking Rd, Winchester, MA 01890

    Prepare to be captivated by the elegance of 11 Viking Rd. This magnificent home, boasting over 7,000 square feet of luxurious living space, offers an unparalleled opportunity for discerning buyers seeking the ultimate in comfort, style, and sophistication.Step inside and discover a world of meticulous details and thoughtful design. With 7 generously sized bedrooms and 7.5 exquisitely appointed

    The McLaren D'Agostino Team Compass

    11 Viking Rd, Winchester, MA 01890
  • /34

    $2,450,000 Sold Jun 24, 2025

    • 5,218 Sq Ft
    • $470/SF
    • 19 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1999

    31 Lawson Rd, Winchester, MA 01890

    Welcome to this gracious Colonial, seamlessly blending traditional charm with modern amenities, perfect for today’s lifestyle. Located in one of Winchester’s most desirable neighborhoods, you’ll enjoy easy access to top-rated schools, the commuter rail, and downtown. This home showcases deep moldings along w/ a stunning kitchen that naturally flows into the living/dining area & family room,

    Monte Marrocco Coldwell Banker Realty - Lexington

    31 Lawson Rd, Winchester, MA 01890
    • /42

      Est $1,804,317 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,315 Sq Ft

      8 Hawthorne Rd, Winchester, MA 01890

      8 Hawthorne Rd, Winchester, MA 01890
  • /34

    $3,598,000

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

    20 Amberwood Dr, Winchester, MA 01890

    Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceiling welcomes you to this elegant home loaded with natural light and architectural detail. Custom features include a gourmet eat-in kitchen w/ granite countertops, high-end appliances, secondary prep area, and fabulous outside dining options from the oversized deck. The

    Dan Li Keller Williams Realty

    20 Amberwood Dr, Winchester, MA 01890
  • /39

    $904,000 Sold Jun 23, 2025

    • 1,528 Sq Ft
    • $592/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1954

    703 Washington St, Winchester, MA 01890

    Delightful ranch, well maintained and located conveniently near the major routes. The kitchen is spacious and opens to the comfortable dining area with large built in hutch. It has been updated and features a tile backsplash, stainless steel appliances and recessed lighting. The living room is fireplaced and is nicely appointed with hardwood floors. Easy one level living with two first floor

    Michael Barrett Barrett, Chris. J., REALTORS®

    703 Washington St, Winchester, MA 01890
    • /42

      Est $2,403,779 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,473 Sq Ft

      239 Ridge St, Winchester, MA 01890

      239 Ridge St, Winchester, MA 01890
  • /42

    $3,699,000 Open Sat 1:30PM - 2:30PM

    • 7 Beds
    • 7.5 Baths
    • 7,982 Sq Ft

    54 Johnson Rd, Winchester, MA 01890

    This newly constructed home faces Old Village Dr. & redefines modern luxury! Designed w/ both elegance & everyday comfort in mind, this residence blends style w/ ease of living. The 8’ arched, handcrafted wrought-iron front doors open to a grand 20' foyer, showcasing soaring 10' ceilings, custom rift-sawn beams, and expansive floor-to-ceiling windows. With 25 years of expertise, the master

    Kim Covino Compass

    54 Johnson Rd, Winchester, MA 01890
  • /16

    $650,000 Sold Jun 23, 2025

    • 1,007 Sq Ft
    • $645/SF
    • 7 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    27 Elm St, Winchester, MA 01890

    Attention investors, contractors, and handy owner occupants looking to build sweat equity! This single family home is in need of major renovation and is the perfect opportunity for a contractor to make a profitable investment or an owner occupant to unlock instant sweat equity. Dream location just around the corner to Winchester Center's shops and restaurants, less than 0.3 miles to the top rated

    Shao Realty Group RE/MAX Executive Realty

    27 Elm St, Winchester, MA 01890
    • /26

      Est $1,172,349 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,826 Sq Ft

      75 Dunster Ln, Winchester, MA 01890

      75 Dunster Ln, Winchester, MA 01890
  • /2

    $2,550,000

    • 5 Beds
    • 4.5 Baths
    • 3,800 Sq Ft

    19 Laurel Hill Ln, Winchester, MA 01890

    Nestled on a quiet street in one of Winchester’s most coveted neighborhoods, 19 Laurel Hill Lane will offer refined living just minutes from Boston and top-rated schools. This latest Mark Stephen Development project will feature 4 bedrooms and 4.5 bathrooms, including a flexible first-floor suite perfect for a guest room or study. The heart of the home will be a spacious kitchen flowing into a

    Mark Donnellan Advisors Living - Winchester

    19 Laurel Hill Ln, Winchester, MA 01890

Showing Results 121 - 160, Page 4 of 18

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