9,239

Middlesex, MA Homes in ZIP Code 01890

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  • /32

    $499,800 Open Sun 12:30PM - 2PM

    • 2 Beds
    • 1 Bath
    • 822 Sq Ft

    200 Swanton St Unit 239, Winchester, MA 01890

    Sunny second-floor 2-bedroom unit overlooking a serene duck pond. This home features an open layout with hardwood floors, an updated granite and stainless-steel kitchen, and a modern bath with a sleek barn door. Each bedroom offers two closets, plus three additional hallway closets for exceptional storage. Enjoy a private enclosed balcony with serene views. The HOA fee includes heat, hot water,

    Agent Photo

    Joan Powell

    Advisors Living - Merrimac

    (781) 488-1546

    200 Swanton St Unit 239, Winchester, MA 01890
  • /24

    $3,195 - $4,350 per month

    Sanctuary Winchester North

    1 - 3 Beds

    25-35 River St, Winchester, MA 01890

    The Sanctuary at Winchester North is designed for the way you live - casual fireside gatherings in the Den, a game of billiards in the Hive, a meal with friends prepared in the Nest's Chef's Kitchen. Maybe you prefer to make a splash in the pool, or stay on track with personal health goals in the fitness and health facility. With meticulously appointed common spaces designed for work, play, and

    25-35 River St, Winchester, MA 01890
  • /41

    $2,425,000 Sold Jul 31, 2025

    • 5,501 Sq Ft
    • $441/SF
    • 61 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2025

    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
    • /39

      Est $2,357,027 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
  • /41

    $1,990,000

    • 4 Beds
    • 4.5 Baths
    • 4,474 Sq Ft

    4 Chestnut St, Winchester, MA 01890

    Space to grow, room to gather, and a location that feels like home. Just blocks from Winchester’s town center, commuter rail, and nearby schools, this warm and distinctive home offers four levels of flexible living. A vaulted-ceiling living room sets the tone, while the custom kitchen features blue cabinetry, copper accents, and bold designer touches. One bedroom opens to a composite deck

    Agent Photo

    Tyson Lynch

    The Proper Nest Real Estate

    (781) 633-6582

    4 Chestnut St, Winchester, MA 01890
  • /42

    $6,900 per month

    • 4 Beds
    • 3.5 Baths
    • 3,516 Sq Ft
    • Apartment for Rent

    192 Cross St, Winchester, MA 01890

    Discover elegant living in this stunning Winchester duplex offering exceptional space and comfort across four thoughtfully designed levels. Ideal for both relaxation and entertaining, the home boasts an expansive kitchen flowing seamlessly into inviting dining and spacious family areas. Retreat upstairs to generously sized bedrooms, each designed for restful privacy, including the ensuite primary

    Anne Spry Barrett Sotheby's International Realty

    192 Cross St, Winchester, MA 01890
  • /39

    $1,149,000 Sold Jul 31, 2025

    • 2,300 Sq Ft
    • $500/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2017

    83 Canal St Unit 85, Winchester, MA 01890

    This beautifully renovated, light-filled condo blends classic charm with modern updates in an ideal Winchester location. Completely gutted and converted in 2017, the home features an open-concept layout, highlighted by a spacious kitchen with granite countertops and a generous island—perfect for casual dining and entertaining. The finished basement adds versatile living space, while the primary

    Mary O'Hagan Barrett Sotheby's International Realty

    83 Canal St Unit 85, Winchester, MA 01890
    • /33

      Est $1,722,294 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
  • /42

    $2,750,000 Open Sat 11AM - 1PM

    • 6 Beds
    • 5.5 Baths
    • 4,563 Sq Ft

    382 S Border Rd, Winchester, MA 01890

    GORGEOUS NEW CONSTRUCTION - 12 Rooms - 6 BD's - 5.5 BA's You will be captivated by the grand entrance - attention to detail - high coffered 10' ceilings and excellent flow that leads you to the magnificent Open Floor Plan - custom-designed Kitchen which is the heart of this home. no expense was spared, w/custom Cabinets, Thermador appliances, oversized Center Island; Living Rm/Great Rm, w/FP,

    Lucille Murray Advisors Living - Winchester

    382 S Border Rd, Winchester, MA 01890
  • /20

    $3,220 - $4,250 per month

    Sanctuary Winchester West

    Studio - 3 Beds

    416 Cambridge St, Winchester, MA 01890

    The Sanctuary at Winchester West makes living your best life as easy as walking through your front door. Contemporary design and state-of-the-art amenities offer modern luxury at your fingertips. With shopping and a Whole Foods right next door, this community provides convenience at every turn.

    416 Cambridge St, Winchester, MA 01890
  • /29

    $1,300,000 Sold Jul 30, 2025

    • 2,238 Sq Ft
    • $581/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1905

    49 Lincoln St, Winchester, MA 01890

    Enter into the serene in this inviting Colonial, where timeless architecture meets thoughtful updates. High ceilings and sun-splashed, spacious rooms - accented by multiple bay windows and rich wood floors - create a light, airy feel. Featuring a cook’s kitchen with light cherry cabinets, gas cooktop with vented hood, generous storage, and a breakfast nook nestled in a five-window bay overlooking

    Vantage Point Team William Raveis R.E. & Home Services

    49 Lincoln 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

    $1,999,000 Open Sun 2PM - 4PM

    • 7 Beds
    • 2.5 Baths
    • 3,413 Sq Ft

    2 Lagrange St, Winchester, MA 01890

    EXQUISITE 12 ROOM, 7 BEDROOMS, 2 STUNNING FIREPLACES, 2.5 BATH QUEEN ANNE VICTORIAN! Easy Stroll to Center of Town. Hear the Church Bells Strike the Hour. Delightfully Quiet Street with a Family Orientated Community. Beautiful Morning and Evening Sun. During the Day the Huge Sun Deck off the Kitchen with a SPACIOUS AWNING is both Shady and Warm. Multi Outdoor Opportunities for Living including a

    Alison Lules-Cuccio Don Baker Real Estate

    2 Lagrange St, Winchester, MA 01890
  • /33

    $8,450 per month

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • House for Rent

    10 Farrow St, Winchester, MA 01890

    Single Family Home rental in Winchester. NO BROKERS FEE. Available 8/5, 8/15, 9/1. Completely rebuilt from ground up in 2019 w/Attached 1 Car Garage. 4 Beds, 3.5 baths & 3500SF w/ 2 dedicated home offices. Modern kitchen w/Quartz Countertops, Stainless Steel Appliances & Venting for cooking. Open concept has an Island connecting dining & living spaces. Sundrenched Living Room offers a wood

    Collin Bray Century 21 Cityside

    10 Farrow St, Winchester, MA 01890
  • /42

    $1,650,000 Sold Jul 30, 2025

    • 2,646 Sq Ft
    • $624/SF
    • 18 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1957

    50 Johnson Rd, Winchester, MA 01890

    One of the most picturesque homes in Winchester is now available! An iconic Mid-Century Modern originally designed by renowned architect Don Davis. Thoughtfully updated for today’s lifestyle, this architectural gem blends timeless design with modern functionality. The bold exterior opens into a dramatic living room featuring soaring cathedral ceilings, a statement fireplace, and custom built-ins.

    Robert Ellington Better Homes and Gardens Real Estate - The Shanahan Group

    50 Johnson Rd, Winchester, MA 01890
    • /42

      Est $2,853,598 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 6,265 Sq Ft

      228 Ridge St, Winchester, MA 01890

      228 Ridge St, Winchester, MA 01890
  • /38

    $2,350,000 Open Sat 1PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 5,006 Sq Ft

    276 High St, Winchester, MA 01890

    Discover this beautiful home with all the space you've been looking for! Set on a private half-acre lot in a serene cul-de-sac near the Winchester/Lexington border. This residence offers unparalleled privacy & is surrounded by nature. This home includes 5 bedrooms, 3.5 bathrooms & an oversized 3 car garage! The spacious grounds feature delightful front & back yards, a generous deck, & a charming

    Kim Covino Compass

    276 High St, Winchester, MA 01890
  • /15

    $1,700 per month

    • Studio
    • 1 Bath
    • 350 Sq Ft
    • Condo for Rent

    200 Swanton St, Winchester, MA 01890

    Studio apartment on the 7th floor in Winchester with a private balcony overlooking Duck Pond. Heat, hot water, AC, and electricity included. Building amenities include an elevator, outdoor swimming pool, visitor parking, and 1 free parking pass (additional parking available at extra cost to HOA). Convenient location close to shopping, restaurants, and major highways. Enjoy comfortable and

    200 Swanton St, Winchester, MA 01890
  • /42

    $2,690,000 Sold Jul 30, 2025

    • 4,704 Sq Ft
    • $572/SF
    • 6 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1954

    34 Swan Rd, Winchester, MA 01890

    Situated in the prestigious Myopia Hill neighborhood, this exceptional sprawling ranch offers a rare combination of timeless elegance & modern comfort. Set on a lush, private acre, offering nearly 4,500 sq ft of beautifully maintained living space designed for both everyday living & grand-scale entertaining. Exquisite custom woodwork, built-ins & moldings lend sophistication throughout.

    Laurie Cappuccio Classified Realty Group

    34 Swan Rd, Winchester, MA 01890
    • /30

      Est $2,087,183 Not Listed For Sale

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

      5 Squire Rd, Winchester, MA 01890

      5 Squire Rd, Winchester, MA 01890
  • /42

    $1,899,000 Open Sat 11:30AM - 12:30PM

    • 5 Beds
    • 3.5 Baths
    • 3,294 Sq Ft

    20 Grove Place, Winchester, MA 01890

    From the moment you enter this European-style Victorian, you’ll be charmed. The first level features an eat-in kitchen with quartz countertops, LG Cafe appliances, wine fridge, island, and large windows, plus a living room, den, and half bath. The second floor offers a primary suite with skylight, ceiling fan, two walk-in closets, balcony, jacuzzi bath, and steam shower. Two more bedrooms and a

    Andersen Group Realty Keller Williams Realty Boston Northwest

    20 Grove Place, Winchester, MA 01890
  • /18

    $2,000 per month

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

    200 Swanton St Unit L25, Winchester, MA 01890

    The sought after Parkview Condominium! Prime Winchester Location ! All newly PAINTED ! Living room with glass sliders to balcony overlooking a calming and picturesque landscaped wildlife garden and pond with ducks & swans. Rent includes ALL utilities - heat, cold & hot water, electricity and 1 gated parking space! Amenities: swimming pool and on-site laundry facilities! No pets. No smoking of

    Ai Cheng Goh Z. Realty

    200 Swanton St Unit L25, Winchester, MA 01890
  • /30

    $1,207,500 Sold Jul 24, 2025

    • 1,573 Sq Ft
    • $768/SF
    • 20 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1910

    18 Brookside Ave, Winchester, MA 01890

    Charming, fully renovated colonial in a prime Winchester neighborhood! The sunny front porch welcomes you in, leading to a bright bow front living room w/ high ceilings, that flows into the dining room & beautifully updated kitchen w/ stainless appliances & custom cabinetry w/ generous counter space. Off the kitchen, there’s a half bath and a bonus room—great as an office, playroom, or casual

    Kim Covino Compass

    18 Brookside Ave, Winchester, MA 01890
    • /40

      Est $1,368,810 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,529 Sq Ft

      15 Wincrest Dr, Winchester, MA 01890

      15 Wincrest Dr, Winchester, MA 01890
  • /26

    $2,239,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,798 Sq Ft

    61 Grove St, Winchester, MA 01890

    STUNNING CUSTOM-BUILT HOME, Welcome to this easy living, maintenance free sophisticated residence. Completely rebuilt and doubled in size with bright and sunny rooms and a flexible floor plan. FIRST FLOOR LUXURIOUS SUITE with a LARGE BEDROOM, marble bath w/double sink vanity, walk in shower & soaking tub. An exquisite kitchen with granite island, counters and back splash, All Bosch appliances,

    Dorothea Feffer Coldwell Banker Realty - Lexington

    61 Grove St, Winchester, MA 01890
  • /4

    $1,750 per month

    • Studio
    • 1 Bath
    • Condo for Rent

    2 Elmwood Ave Unit 14, Winchester, MA 01890

    This nice Studio 1 Bath place in the WINCHESTER area is available for 09-05-2025.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the information was

    2 Elmwood Ave Unit 14, Winchester, MA 01890
  • /39

    $950,000 Sold Jul 17, 2025

    • 1,540 Sq Ft
    • $617/SF
    • 10 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1875

    6 Francis Circuit Unit 6, Winchester, MA 01890

    Submerge yourself in historic elegance in this meticulously detailed Victorian home, brimming with classic design. Located on one of Winchester’s most serene and desirable cul-de-sacs, this stunning gem overflows with rich architectural details. Inside, you'll find three stately fireplaces, two oversized pocket doors, exquisite antique leaded light fixtures, stained glass, gleaming hardwood

    Katherine Waters-Clark Compass

    6 Francis Circuit Unit 6, Winchester, MA 01890
    • /33

      Est $1,549,030 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,034 Sq Ft

      10 Carriage Ln, Winchester, MA 01890

      10 Carriage Ln, Winchester, MA 01890
  • /42

    $2,499,000 Open Sat 1PM - 2PM

    • 6 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    14 Grant Rd, Winchester, MA 01890

    Welcome to 14 Grant Road – a stunning new construction home offering spacious, open-concept living in one of Winchester’s most desirable neighborhoods. Designed for modern lifestyles, this home features a chef’s kitchen that flows seamlessly into the dining and living areas, creating the perfect space for entertaining and everyday living. A sun-drenched 3-season porch expands your living space

    Monte Marrocco Coldwell Banker Realty - Lexington

    14 Grant Rd, Winchester, MA 01890
  • /24

    $4,100 per month

    • 3 Beds
    • 1.5 Baths
    • 1,542 Sq Ft
    • House for Rent

    104 Wendell St, Winchester, MA 01890

    3-Bedroom single colonial house in Winchester for rent. Situated at a quiet neighborhood, this 3-bedroom and 1.5 bathroom single family house has a nice floor plan with a good kitchen. Hardwood floor throughout. The first floor has a spacious living room, an open concept kitchen and dining area. Kitchen is equipped with stainless appliances, granite counter tops and a slider that leads to the

    Weidong Li WINN Real Estate & Consulting

    104 Wendell St, Winchester, MA 01890
  • /34

    $680,000 Sold Jul 17, 2025

    • 1,160 Sq Ft
    • $586/SF
    • 18 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2000

    7 Conant Rd Unit 23, Winchester, MA 01890

    Fantastic opportunity to own a freshly updated 2 bed 2 bath condo in Winchester—one of Massachusetts’ top-rated school districts. Located in the desirable Lynch Elementary district, which will open a brand-new school building this fall. This move-in ready home has just been freshly painted, with brand-new kitchen appliances and new carpeting throughout. The open-concept living and dining area

    Xin Cui Hooli Homes Boston

    7 Conant Rd Unit 23, Winchester, MA 01890
    • /42

      Est $1,469,914 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,125 Sq Ft

      47 Thornberry Rd, Winchester, MA 01890

      47 Thornberry Rd, Winchester, MA 01890
  • /39

    $1,900,000

    • 4 Beds
    • 5 Baths
    • 5,361 Sq Ft

    4 Aricia Ln, Winchester, MA 01890

    Tucked into the tree-lined enclave of Aricia Lane, this striking contemporary residence delivers bold architectural design, abundant light, and the seamless indoor-outdoor living today’s buyers crave. Set on nearly half an acre in one of Winchester’s most peaceful pockets, this home is a rare fusion of modern comfort, space, and convenience offering the rarest of features: a five-car garage. From

    The McLaren D'Agostino Team Compass

    4 Aricia Ln, Winchester, MA 01890
  • /30

    $2,750 per month

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

    6 Skillings Rd Unit 2j, Winchester, MA 01890

    Two bedroom one bath unit located right out of Winchester Center. Open loft style living room and kitchen. Two good size bedrooms and full bath with w/d in unit. Hardwood floors throughout unit. Lots of natural sun light, gas heat and gas cooking, central ac, attic storage, 1 or 2 car parking. Walk to many shops, restaurants, commuter rail, duck pond, library, etc. Close to Winchester Hospital.

    6 Skillings Rd Unit 2j, Winchester, MA 01890
  • /32

    $1,280,000 Sold Jul 16, 2025

    • 2,137 Sq Ft
    • $599/SF
    • 21 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2015

    18 Hemingway St, Winchester, MA 01890

    This COMPLETEDLY GUTTED AND REBUILT IN 2015 5B3.5B colonia-preserving a portion of original foundation, is located in a quiet neighborhood yet just minutes to Town Center, Elementary & High School, Town beach, Horn Pond, Fells Reservation, commuter rail station/Bus 134 to Wellington T. The architect-designed home features hardwood flooring throughout, high ceiling & abundant natural light. 1st

    Julia Xie Keller Williams Realty-Merrimack

    18 Hemingway St, Winchester, MA 01890
    • /35

      Est $1,650,741 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,926 Sq Ft

      16 Nassau Dr, Winchester, MA 01890

      16 Nassau Dr, Winchester, MA 01890
  • /40

    $2,195,000

    • 6 Beds
    • 5.5 Baths
    • 5,791 Sq Ft

    58 Bacon St, Winchester, MA 01890

    Timeless elegance spans four meticulously finished levels with 15 rooms, 6 bedrooms and 5+ bathrooms(2 en-suite). Living room flows seamlessly into a sunroom for a perfect retreat. The dining room opens to a covered porch with a gas line for the grill. New, top shelf, chef’s kitchen with all the bells & whistles and open to the family room. Thoughtfully designed for convenience, an elevator from

    Real Estate Advisors Group Coldwell Banker Realty - Belmont

    58 Bacon St, Winchester, MA 01890
  • /20

    $2,950 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    37-39 Spruce St Unit 37, Winchester, MA 01890

    Welcome to this beautifully home in a prime Winchester location! Recently gut renovated and in pristine condition, this unit is truly move-in ready.The open floor plan features gleaming hardwood floors, a spacious living area, and a stunning chef’s kitchen with granite countertops, stainless steel appliances, new cabinetry, and a charming breakfast nook with wet bar. Enjoy the convenience of

    Kim Covino Compass

    37-39 Spruce St Unit 37, Winchester, MA 01890
  • /25

    $1,226,000 Sold Jul 15, 2025

    • 2,534 Sq Ft
    • $484/SF
    • 6 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1980

    8 Ware Rd, Winchester, MA 01890

    Tucked into the desirable Winchester Highlands and abutting the Middlesex Fells, 8 Ware Road offers space, comfort, and a flexible footprint. This well-maintained ranch features 3 bedrooms on the main level, including a primary suite with full bath, plus a finished basement with a spacious family room, walk-out sliding patio door, large flex space, & bonus 4th bedroom. The kitchen includes modern

    Alex Navarro Coldwell Banker Realty - Beverly

    8 Ware Rd, Winchester, MA 01890
    • /36

      Est $1,594,158 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,171 Sq Ft

      94 Johnson Rd, Winchester, MA 01890

      94 Johnson Rd, Winchester, MA 01890

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