9,215

Homes in ZIP Code 01890

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  • /41

    $2,899,000 Open Fri 5:30PM - 6:30PM

    • 5 Beds
    • 4.5 Baths
    • 6,904 Sq Ft

    11 Fieldstone Dr, Winchester, MA 01890

    Stunning 5BD/4.5BA contemporary estate on a private cul-de-sac in Winchester’s most coveted neighborhood. Modern design with soaring two-story ceilings, skylights, wide-plank hardwoods, and a dramatic stone fireplace. Gourmet chef’s kitchen with all-white waterfall island, Sub-Zero appliances, and butler’s pantry. Luxe primary suite with dual walk-ins closet, spa bath, and private terrace. Fully

    Andersen Group Realty Keller Williams Realty Boston Northwest

    11 Fieldstone Dr, Winchester, MA 01890
  • /13

    $2,680 per month

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

    200 Swanton St Unit 239, Winchester, MA 01890

    Enjoy scenic water views from this beautifully updated second-floor condo, perfectly situated overlooking the pond. This two-bedroom unit features an inviting open-concept layout that flows seamlessly onto a spacious private balcony—ideal for relaxing or entertaining outdoors. Generous closet space is found throughout the home, with additional storage available on the lower level. One dedicated

    Agent Photo

    Joan Powell

    Advisors Living - Merrimac

    (781) 818-0292

    200 Swanton St Unit 239, Winchester, MA 01890
  • /39

    $4,650,000 Sold May 01, 2025

    • 7,779 Sq Ft
    • $598/SF
    • 5 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1915

    19 Rangeley Rd, Winchester, MA 01890

    A treasure. That's how this residence is viewed, throughout town, throughout the decades. One family had the vision to bring this cherished home back to life with a renovation that bestowed the best of everything. On Rangeley Road, gentle rolling lawns fold softly into a private, winding road. Gorgeous architecture graces every lot and ancient oaks stand sentry. Located just steps to the town

    Nancy Pallotta Advisors Living - Winchester

    19 Rangeley Rd, Winchester, MA 01890
    • /36

      Est $2,165,017 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,871 Sq Ft

      111 Arlington St, Winchester, MA 01890

      111 Arlington St, Winchester, MA 01890
  • /42

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

    • 5 Beds
    • 3.5 Baths
    • 3,719 Sq Ft

    17 Harrison St, Winchester, MA 01890

    Stunning Royal Barry Wills Colonial in a prime Flats neighborhood! Beautifully renovated 5 BR, 3.5 BA home blends classic architecture w/ modern updates, set on a spectacular oversized lot. Inside, the expansive kitchen features custom cabinetry, granite counters, center island, beverage cooler & built-in china cabinet. A sun-filled family room w/ built-ins & oversized windows opens to a large

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

    17 Harrison St, Winchester, MA 01890
  • /14

    $1,900 per month

    • 1 Bath
    • 350 Sq Ft
    • Condo for Rent

    200 Swanton St Unit 704, Winchester, MA 01890

    Studio Apartment for Rent – Parkview Condominiums, Winchester, MAWelcome to Parkview Condominiums. This spacious studio apartment offers comfort, convenience, and a scenic setting overlooking the Parkview duck pond.Studio | 1 BathPrivate balcony with peaceful viewsOutdoor pool and landscaped groundsOff-street parking includedUtilities Included: Heat, Hot Water, Electricity, Air

    Agent Photo

    Joan Powell

    Advisors Living - Merrimac

    (781) 730-6882

    200 Swanton St Unit 704, Winchester, MA 01890
  • /36

    $1,600,000 Sold Apr 30, 2025

    • 2,809 Sq Ft
    • $570/SF
    • 7 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2004

    24 Water St, Winchester, MA 01890

    Discover the warmth and charm of this inviting New England Colonial, newly built in 2004. This sun-filled home features three bedrooms, 3.5 bathrooms, and a flexible floor plan. First floor features a large family room, dining room, updated kitchen with SS appliances, abundant custom cabinetry, a half bath, mudroom, and a separate living room. Second floor offers a sizable primary suite with a

    Domingo Medina Coldwell Banker Realty - Lexington

    24 Water St, Winchester, MA 01890
    • /42

      Est $2,454,516 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 4,659 Sq Ft

      10 Norfolk Rd, Winchester, MA 01890

      10 Norfolk Rd, Winchester, MA 01890
  • /13

    $2,999,999

    • 5 Beds
    • 4.5 Baths
    • 5,716 Sq Ft

    3 Abby Rd, Winchester, MA 01890

    Welcome to your dream home! This brand-new, meticulously crafted residence offers the perfect blend of luxury & comfort in Winchester’s newest neighborhood. Boasting 4 beds & 4.5 designer baths, every detail has been thoughtfully curated. The chef’s kitchen boasts custom cabinetry, professional-grade appliances & island — ideal for both everyday living & elegant entertaining. The adjoining dining

    Philip Vita Compass

    3 Abby Rd, Winchester, MA 01890
  • /19

    $2,500 per month

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

    834 Main St Unit 834 Main Street, Winchester, MA 01890

    Quaint, historic property with off street parking on well manicured lot.

    834 Main St Unit 834 Main Street, Winchester, MA 01890
  • /30

    $1,200,000 Sold Apr 30, 2025

    • 2,060 Sq Ft
    • $583/SF
    • 8 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1926

    36 Lebanon St, Winchester, MA 01890

    Nicely updated home in desirable Muraco district! This home has been meticulously maintained & features many recent updates including newer windows, central air conditioning & updated systems. Enjoy the sun drenched spaces from the spacious living room w/ fplc & bay window to the charming dining room w/ china cabinet, sunny eat-in kitchen, office, plus 3 season porch & 1/2 bath complete the first

    Kim Covino Compass

    36 Lebanon St, Winchester, MA 01890
    • /9

      Est $1,761,783 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,415 Sq Ft

      118 Wendell St, Winchester, MA 01890

      118 Wendell St, Winchester, MA 01890
  • /41

    $2,599,000 Open Sat 12PM - 1PM

    • 4 Beds
    • 4.5 Baths
    • 5,501 Sq Ft

    15 Churchill Rd, Winchester, MA 01890

    Indulge in modern luxury with this stunning home, set on a double 1/2 acre lot. This 4 bedroom, 4.5-bathroom home seamlessly blends chic style with an abundance of functional space. The architectural design is dramatic, showcasing soaring ceilings, a stunning contemporary fireplace, state of the art kitchen & sun filled living room which opens to a fabulous deck, creating a perfect indoor-outdoor

    Kim Covino Compass

    15 Churchill Rd, Winchester, MA 01890
  • /25

    $4,300 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    67 Church St, Winchester, MA 01890

    Enjoy this beautiful renovated home right outside Winchester center! Direct entry unit completely updated all new with gorgeous kitchen & bath, hardwood floors, new heating system with central air, new windows, electric, very high ceilings, washer & dryer in unit, 2 car parking driveway in rear, exclusive patio area great for grilling! beautifully finished lower level offers a large room/

    Kim Covino Compass

    67 Church St, Winchester, MA 01890
  • /42

    $2,420,000 Sold Apr 25, 2025

    • 4,173 Sq Ft
    • $580/SF
    • 8 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1914

    48 Wedgemere Ave, Winchester, MA 01890

    This elegant 1914 Revival home combines timeless charm w/ exceptional architectural details. Located on a highly sought-after, picturesque street in "The Flats," this 5-bedroom, 4 1/2 half-bath residence offers spacious living throughout. The main floor boasts a formal living room w/ built-in bookcases & fireplace, a grand dining room, & a kitchen w/ two impressive butler’s pantries. Inviting

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

    48 Wedgemere Ave, Winchester, MA 01890
    • /42

      Est $487,235 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 734 Sq Ft

      64 Highland Ave Unit 5, Winchester, MA 01890

      64 Highland Ave Unit 5, Winchester, MA 01890
  • /40

    $1,995,000 Open Sat 12PM - 1PM

    • 3 Beds
    • 2 Baths
    • 2,813 Sq Ft

    20 Seneca Rd, Winchester, MA 01890

    Welcome home to this picture-perfect Colonial, tucked away in a quiet, sought-after neighborhood just steps from Ambrose! Boasting gorgeous curb appeal & a warm, welcoming feel, this home offers the best of comfort & convenience.Step inside to a bright & open first floor designed for effortless entertaining, featuring oversized windows that flood the space with amazing natural light.The spacious

    Stephanie McGowan Better Homes and Gardens Real Estate - The Shanahan Group

    20 Seneca Rd, Winchester, MA 01890
  • /11

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • 606 Sq Ft
    • Condo for Rent

    253 Swanton St Unit 428, Winchester, MA 01890

    1 bed and 1 bath located in Winchester Highlands. Easy access to downtown and public transportation!

    253 Swanton St Unit 428, Winchester, MA 01890
  • /20

    $1,200,000 Sold Apr 23, 2025

    • 1,638 Sq Ft
    • $733/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    19 Laurel Hill Ln, Winchester, MA 01890

    Nestled in a desirable neighborhood, this home offers the opportunity to embrace the timeless elegance of the mid-century era. Lovingly maintained in its original condition, the ranch style provides the coveted option for one-level living. Enter the main level into the fireplaced living room, with large picture window and hardwood floors. Adjacent to the kitchen is the dining room with hardwood

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

    19 Laurel Hill Ln, Winchester, MA 01890
    • /39

      Est $2,248,156 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 4,539 Sq Ft

      38 Winthrop Street Extension, Winchester, MA 01890

      38 Winthrop Street Extension, Winchester, MA 01890
  • /42

    $2,950,000

    • 6 Beds
    • 7 Baths
    • 6,968 Sq Ft

    14 Nassau Dr, Winchester, MA 01890

    Stunning Absolutely! Custom-built 6-bedroom house on a large and tranquil lot. This beautiful home welcomes you with a magnificent 18" foyer and features an amazing family room with 18” high coffered ceilings and 3 sides tall and bright windows and a large gourmet kitchen with a big island and double ovens. Traditional living and dining room maintain its good sense of typical New England

    Weidong Li WINN Real Estate & Consulting

    14 Nassau Dr, Winchester, MA 01890
  • /9

    $1,800 per month

    • 1 Bath
    • 394 Sq Ft
    • Condo for Rent

    200 Swanton St Unit 502, Winchester, MA 01890

    Sparkling, recently renovated studio with amazing views of a beautifully landscaped garden and pond. This rental unit is short term and comes fully furnished. White cabinet kitchen features stainless steel appliances, tiled backsplash and a marble top peninsula with seating.The main area has hardwood floors and glass sliders out to a good sized balcony, letting in plenty of natural light. In the

    Susan Murie Aikenhead Real Estate, Inc.

    200 Swanton St Unit 502, Winchester, MA 01890
  • /42

    $2,500,000 Sold Apr 18, 2025

    • 3,851 Sq Ft
    • $649/SF
    • 4 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1936

    7 Rangeley Rd, Winchester, MA 01890

    **OFFER ACCEPTED/ OH CANCELED* Delightful home in Rangeley Estates, just outside Winchester Center! Featuring 5 bedrooms & 4.5 baths; 2 primary bedroom options w/ en-suite baths. A unique layout w/ a California vibe w/open airy spaces perfect for modern day living & just steps from the vibrant downtown. Enjoy easy access to Train, schools, shops, coffee, dining & more, while being tucked away in

    Kim Covino Compass

    7 Rangeley Rd, Winchester, MA 01890
    • /40

      Est $2,889,555 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 5,020 Sq Ft

      22 Mccall Rd, Winchester, MA 01890

      22 Mccall Rd, Winchester, MA 01890
  • /41

    $2,450,000

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

    17 Wagon Wheel Rd, Winchester, MA 01890

    Enjoy breathtaking Boston skyline views from nearly every room of this meticulously maintained home, offering the ultimate private retreat for peace and tranquility. The owners have thoughtfully upgraded the property, including a 2020 expansion that added an en-suite with a private bathroom and enlarged the open-concept kitchen. With 5 bedrooms and 5 bathrooms, including four en-suites, this home

    Dream Team Dreamega International Realty LLC

    17 Wagon Wheel Rd, Winchester, MA 01890
  • /4

    $1,900 per month

    • 1 Bed
    • 1 Bath
    • 9,999 Sq Ft
    • Condo for Rent

    200 Swanton St Unit 3, Winchester, MA 01890

    In-unit laundry, 1 parking space included, heat and hot water included.

    200 Swanton St Unit 3, Winchester, MA 01890
  • /42

    $1,815,000 Sold Apr 15, 2025

    • 2,810 Sq Ft
    • $646/SF
    • 8 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1935

    29 Allen Rd, Winchester, MA 01890

    This expanded 4-bedroom, 2.5-bath colonial is a true gem in the heart of a serene Lincoln School neighborhood. Impeccably maintained by the same family for over 40 years, this home has been thoughtfully updated w/ modern comforts, incl. AC throughout. The 1st floor features a remodeled kitchen w/ stainless steel appliances, granite countertops & breakfast bar, flowing into a spacious family room

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

    29 Allen Rd, Winchester, MA 01890
    • /33

      Est $1,709,511 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,254 Sq Ft

      20 Graystone Cir Unit 20, Winchester, MA 01890

      20 Graystone Cir Unit 20, Winchester, MA 01890
  • /40

    $2,099,000 Open Sat 12:30PM - 2PM

    • 6 Beds
    • 3.5 Baths
    • 4,696 Sq Ft

    5 Squire Rd, Winchester, MA 01890

    Great value in Town! Discover the perfect blend of luxury and comfort in this stunning 6-bedroom home. Sunlight pours into the open-concept layout, highlighting a gourmet kitchen with stone countertops, an oversized island, and high-end Viking appliances. The inviting living room, featuring a shiplap fireplace, opens to a spacious composite deck. The primary suite is a private retreat with a

    Alina Wang Coldwell Banker Realty - Lexington

    5 Squire Rd, Winchester, MA 01890
  • /14

    $3,800 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Apartment for Rent

    38 Florence St Unit 40, Winchester, MA 01890

    3-Bed / 2 Full-bath apartment in a desirable Winchester neighborhood for rent. Situated at a quiet street, this three-bedroom and two-bathroom in a two-family house setting has a nice floor plan and decent flow. Hardwood floor throughout. It has a spacious eat-in kitchen with a pantry and with stainless appliances. Two bright generous bedrooms are with high ceiling and fans on the second floor.

    Weidong Li WINN Real Estate & Consulting

    38 Florence St Unit 40, Winchester, MA 01890
  • /41

    $2,350,000 Sold Apr 15, 2025

    • 4,273 Sq Ft
    • $550/SF
    • 7 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1910

    5 Pine St, Winchester, MA 01890

    This recently renovated Victorian blends historic charm with modern luxury in a prime in-town location-minutes to the shops, Common, train and Wedge Pond. Step into the central hall showcasing elegant woodwork, high ceilings, and gleaming floors. The new kitchen features high-end appliances, a butler’s pantry, and dining banquette. Entertain in the sun-drenched dining room with a marble fireplace

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

    5 Pine St, Winchester, MA 01890
    • /23

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,261 Sq Ft

      1 Main St Unit 1, Woburn, MA 01801

      1 Main St Unit 1, Woburn, MA 01801
  • /42

    $2,399,000 Open Sat 2PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 5,077 Sq Ft

    276 High St, Winchester, MA 01890

    This stunning, freshly painted, home is located in a picturesque and unique setting, elevated on a small hill with a private half-acre lot in a tranquil cul-de-sac, near the Winchester/Lexington border. It’s far from road traffic, offering exceptional privacy. The residence spans four levels, featuring 5 bedrooms, 3.5 bathrooms, and two separate laundry areas. The expansive grounds showcase

    Andersen Group Realty Keller Williams Realty Boston Northwest

    276 High St, Winchester, MA 01890
  • /11

    $1,895 per month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    75 Church St Unit R, Winchester, MA 01890

    1 bed and 1 bath located in Winchester. Easy access to downtown and public transportation!

    75 Church St Unit R, Winchester, MA 01890
  • /39

    $2,224,000 Sold Apr 11, 2025

    • 3,487 Sq Ft
    • $638/SF
    • 8 Days On Market
    • 6 Beds
    • 2.5 Baths
    • Built 1910

    5 Woodside Rd, Winchester, MA 01890

    Introducing a captivating waterside home on a gorgeous 34,000 sf lot, located in a top location w/ expansive frontage on Little Winter Pond. This 6-bedroom, 2.5-bathroom home offers unparalleled access to the picturesque pond for activities such as ice skating, fishing, kayaking, & more. The home’s interior is highlighted by high ceilings, hardwood floors & an original fireplace for cozy winter

    Kim Covino Compass

    5 Woodside Rd, Winchester, MA 01890
    • /42

      Est $1,140,381 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,522 Sq Ft

      284 Cross St Unit A, Winchester, MA 01890

      284 Cross St Unit A, Winchester, MA 01890
  • /34

    $2,199,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,039 Sq Ft

    11 Chesterford Rd E, Winchester, MA 01890

    Stunning waterfront home on Little Winter Pond offers the perfect blend of modern design and serene natural beauty! Thoughtfully updated, the home welcomes you with a striking entry, soaring vaulted ceilings, and walls of windows that flood the space with natural light and frame breathtaking pond views. The stylish kitchen with adjacent dining area featuring custom bench seating flows seamlessly

    Joseph Pollack Redfin Corp.

    11 Chesterford Rd E, Winchester, MA 01890
  • /31

    $4,950 per month

    • 5 Beds
    • 2 Baths
    • 2,095 Sq Ft
    • House for Rent

    137 Ridge St, Winchester, MA 01890

    Available 5/1/25! Set in one of Greater Boston’s most sought-after communities, this oversized 5-bed, 2-bath Cape offers the perfect blend of comfort, character, and location. Enjoy light-filled, spacious rooms, gleaming hardwood floors, and insulated windows throughout. The detached 2-bay garage and expansive yard provide exceptional outdoor living, while the screened-in porch is perfect for

    Lien Vuong Berkshire Hathaway HomeServices Commonwealth Real Estate

    137 Ridge St, Winchester, MA 01890
  • /38

    $2,600,000 Sold Apr 08, 2025

    • 4,323 Sq Ft
    • $601/SF
    • 7 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1929

    30 Swan Rd, Winchester, MA 01890

    Discover the prestige of owning a home at 30 Swan Road, a distinguished Tudor-style residence on one of Winchester's most esteemed streets. Offering magnificent grounds and an impressive brick exterior complemented by a slate roof, this property sets the tone for the elegance within. It's perfect for a buyer looking to add sweat equity or a contractor seeking a rewarding project. Upon entering,

    Jay Noble Compass

    30 Swan Rd, Winchester, MA 01890
    • /41

      Est $2,829,234 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,662 Sq Ft

      15 Vinson Cir, Winchester, MA 01890

      15 Vinson Cir, Winchester, MA 01890

Showing Results 1 - 40, Page 1 of 18

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