9,200

Middlesex, MA Homes

Section Image
  • 4 Aricia Ln, Winchester, MA 01890
    4 Aricia Ln, Winchester, MA 01890
    4 Aricia Ln, 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
  • 40 Florence St Unit 2, Winchester, MA 01890
    40 Florence St Unit 2, Winchester, MA 01890
    40 Florence St Unit 2, Winchester, MA 01890
    /23

    $3,600 per month

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Condo for Rent

    40 Florence St Unit 2, Winchester, MA 01890

    (All is just repainted, brand new kitchen floor and countertops - Ready to rent out) 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

    40 Florence St Unit 2, Winchester, MA 01890
  • 8 Ware Rd, Winchester, MA 01890
    8 Ware Rd, Winchester, MA 01890
    8 Ware Rd, 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
    • 133 Johnson Rd, Winchester, MA 01890
      133 Johnson Rd, Winchester, MA 01890
      133 Johnson Rd, Winchester, MA 01890
      /34

      Est $2,046,384 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,000 Sq Ft

      133 Johnson Rd, Winchester, MA 01890

      133 Johnson Rd, Winchester, MA 01890
  • 58 Bacon St, Winchester, MA 01890
    58 Bacon St, Winchester, MA 01890
    58 Bacon St, 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
  • 37-39 Spruce St Unit 37, Winchester, MA 01890
    37-39 Spruce St Unit 37, Winchester, MA 01890
    37-39 Spruce St Unit 37, 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
  • 48 Winford Way, Winchester, MA 01890
    48 Winford Way, Winchester, MA 01890
    48 Winford Way, Winchester, MA 01890
    /32

    $1,115,000 Sold Jul 15, 2025

    • 1,978 Sq Ft
    • $564/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1951

    48 Winford Way, Winchester, MA 01890

    Welcome to 48 Winford Way, a three bed, two bath Cape on a lovely level lot with a family room addition and a garage. A perfect starter home or downsizer with a full bath on each floor. Living room with large windows and a fireplace, dining room with an impressive chandelier and built-in china cabinet, eat-in kitchen with quartz countertops, tiled backsplash, and pantry closet. First floor family

    Rebecca Brennan Better Homes and Gardens Real Estate - The Shanahan Group

    48 Winford Way, Winchester, MA 01890
    • 73 Thornberry Rd, Winchester, MA 01890
      73 Thornberry Rd, Winchester, MA 01890
      73 Thornberry Rd, Winchester, MA 01890
      /39

      Est $1,911,815 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,046 Sq Ft

      73 Thornberry Rd, Winchester, MA 01890

      73 Thornberry Rd, Winchester, MA 01890
  • 6 Ivy Cir, Winchester, MA 01890
    6 Ivy Cir, Winchester, MA 01890
    6 Ivy Cir, Winchester, MA 01890
    /35

    $2,399,000 Open Sun 11AM - 12PM

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

    6 Ivy Cir, Winchester, MA 01890

    Stunning new construction Colonial tucked away at the end of a quiet cul-de-sac in "The Flats", offering the ideal combination of luxury, comfort, and convenience. Just minutes from Winchester Center, this beautifully crafted home places top-rated schools, boutique shopping, and vibrant dining right at your doorstep. Meticulously designed with high-end finishes throughout. Features include an

    Monte Marrocco Coldwell Banker Realty - Lexington

    6 Ivy Cir, Winchester, MA 01890
  • 7 Salem St, Winchester, MA 01890
    7 Salem St, Winchester, MA 01890
    7 Salem St, Winchester, MA 01890
    /4

    $2,250 per month

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

    7 Salem St, Winchester, MA 01890

    Charming "doll house" cottage. Lovely, historic one-bedroom home situated on conveniently located lot in beautiful Winchester. Walk to restaurants, MBTA buses & trains. 2 Off street Parking spaces.

    7 Salem St, Winchester, MA 01890
  • 25 Canterbury Rd, Winchester, MA 01890
    25 Canterbury Rd, Winchester, MA 01890
    25 Canterbury Rd, Winchester, MA 01890
    /32

    $1,280,000 Sold Jul 15, 2025

    • 2,349 Sq Ft
    • $545/SF
    • 6 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1948

    25 Canterbury Rd, Winchester, MA 01890

    Don't miss your opportunity to own on Canterbury Road! This sun-drenched, 4-bedroom home with hardwood flooring offers an open and classic layout. Enjoy the spacious living room with built-ins, four, second floor bedrooms, and an expansive .37 acre lot. The versatile family room provides flexible space for a home office, playroom, or guest space! Imagine evenings on the covered porch or patio,

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

    25 Canterbury Rd, Winchester, MA 01890
    • 22 Berkshire Dr, Winchester, MA 01890
      22 Berkshire Dr, Winchester, MA 01890
      22 Berkshire Dr, Winchester, MA 01890
      /35

      Est $1,809,180 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,224 Sq Ft

      22 Berkshire Dr, Winchester, MA 01890

      22 Berkshire Dr, Winchester, MA 01890
  • 5 Azalea Rd, Winchester, MA 01890
    5 Azalea Rd, Winchester, MA 01890
    5 Azalea Rd, Winchester, MA 01890
    /40

    $2,299,000 Open Thu 5:30PM - 7PM

    • 5 Beds
    • 3.5 Baths
    • 6,232 Sq Ft

    5 Azalea Rd, Winchester, MA 01890

    NEW PRICE! RENOVATIONS & UPDATES JUST COMPLETED THROUGHOUT! Pristine Home nestled in Winchester's Sought After West Side Neighborhood and on a Cul de Sac! Open Floor Plan, Very Spacious Granite and Stainless Chef's Kitchen w/Breakfast Bar and Sun-filled Family Room featuring Floor to Ceiling Windows w/ French Doors open to New Composite Deck, Serene Level Backyard w/ Stone Patio, Lush Perennials

    Giordana Fiorvanti-Smith Berkshire Hathaway HomeServices Commonwealth Real Estate

    5 Azalea Rd, Winchester, MA 01890
  • 24 Clematis St Unit 2, Winchester, MA 01890
    24 Clematis St Unit 2, Winchester, MA 01890
    24 Clematis St Unit 2, Winchester, MA 01890
    /16

    $4,000 per month

    • 3 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Apartment for Rent

    24 Clematis St Unit 2, Winchester, MA 01890

    Welcome to Winchester! Discover this stylishly renovated home perfect for comfortable living. Features include a modern kitchen with white cabinets and butcher block counters, a cozy living room with a sectional sofa and floor lamp, an elegant dining area, a sleek bathroom with marble tiles, and a chic staircase. Enjoy a private living near Winchester Hospital and the town center. Enjoy a

    The North Star Group Keller Williams Realty Evolution

    24 Clematis St Unit 2, Winchester, MA 01890
  • 7 Wainwright Rd Unit 13, Winchester, MA 01890
    7 Wainwright Rd Unit 13, Winchester, MA 01890
    7 Wainwright Rd Unit 13, Winchester, MA 01890
    /40

    $1,551,000 Sold Jul 15, 2025

    • 3,186 Sq Ft
    • $487/SF
    • 5 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 1988

    7 Wainwright Rd Unit 13, Winchester, MA 01890

    Welcome to The Ledges, Winchester’s premier townhouse community! This extraordinary F Style corner unit is truly one of a kind with soaring ceilings, sun-filled spaces, and rare flat backyard space with two decks. A landscaped courtyard leads to a gracious foyer and transitions into an expansive open layout. The chef’s kitchen opens to the dining rm and features ss appliances, granite countertops

    Nancy Pallotta Advisors Living - Winchester

    7 Wainwright Rd Unit 13, Winchester, MA 01890
    • 5 Partridge Ln, Winchester, MA 01890
      5 Partridge Ln, Winchester, MA 01890
      5 Partridge Ln, Winchester, MA 01890
      /42

      Est $2,259,380 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 4,620 Sq Ft

      5 Partridge Ln, Winchester, MA 01890

      5 Partridge Ln, Winchester, MA 01890
  • 20 Grayson Rd, Winchester, MA 01890
    20 Grayson Rd, Winchester, MA 01890
    20 Grayson Rd, Winchester, MA 01890
    /36

    $1,899,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,825 Sq Ft

    20 Grayson Rd, Winchester, MA 01890

    Another Tree Top Group masterpiece—where natural light, luxury finishes, & thoughtful design come together in perfect harmony. This 5-bed, 4.5-bath new construction home boasts 9+ ft ceilings, exceptional light fixtures, and a stunning waterfall center island that anchors the designer kitchen w/ custom cabinetry that extends to the ceiling. Custom built-ins & storage throughout. A sleek linear

    Monte Marrocco Coldwell Banker Realty - Lexington

    20 Grayson Rd, Winchester, MA 01890
  • 3 Conant Rd Unit 1, Winchester, MA 01890
    3 Conant Rd Unit 1, Winchester, MA 01890
    3 Conant Rd Unit 1, Winchester, MA 01890
    /10

    $3,300 per month

    • 2 Beds
    • 2.5 Baths
    • 1,634 Sq Ft
    • Condo for Rent

    3 Conant Rd Unit 1, Winchester, MA 01890

    2 bed and 2.5 bath located in Winchester. Easy access to downtown and public transportation!

    3 Conant Rd Unit 1, Winchester, MA 01890
  • 26 Ridge St, Winchester, MA 01890
    26 Ridge St, Winchester, MA 01890
    26 Ridge St, Winchester, MA 01890
    /37

    $1,390,000 Sold Jul 15, 2025

    • 2,388 Sq Ft
    • $582/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1963

    26 Ridge St, Winchester, MA 01890

    Set on a generous, beautifully landscaped lot, this meticulously maintained home showcases numerous recent upgrades, and offers both comfort and style. The newly renovated kitchen features upscale appliances and custom quartz countertops, perfect for everyday living and entertaining alike.Hardwood floors, two fireplaces, a sunlit living room, and a separate family room create inviting spaces

    Dream Team Dreamega International Realty LLC

    26 Ridge St, Winchester, MA 01890
    • 89 Thornberry Rd, Winchester, MA 01890
      89 Thornberry Rd, Winchester, MA 01890
      89 Thornberry Rd, Winchester, MA 01890
      /40

      Est $2,083,541 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 4,532 Sq Ft

      89 Thornberry Rd, Winchester, MA 01890

      89 Thornberry Rd, Winchester, MA 01890
  • 4 Fieldstone Dr, Winchester, MA 01890
    4 Fieldstone Dr, Winchester, MA 01890
    4 Fieldstone Dr, Winchester, MA 01890
    /36

    $1,980,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 4,378 Sq Ft

    4 Fieldstone Dr, Winchester, MA 01890

    Nestled in a desirable Westside neighborhood, this stunning California contemporary/colonial home sits on a quiet cul-de-sac and offers 5 bedrooms, 3.5 baths, and over 20,000 sq ft of beautifully landscaped grounds. The sun-drenched interior features an open-concept kitchen and dining room with five fully opening doors leading to a bright four-seasons sunroom—perfect for gatherings year-round.

    Wenli Zheng Fairview Partners International LLC

    4 Fieldstone Dr, Winchester, MA 01890
  • 35 Thornberry Rd, Winchester, MA 01890
    35 Thornberry Rd, Winchester, MA 01890
    35 Thornberry Rd, Winchester, MA 01890
    /26

    $9,250 per month

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

    35 Thornberry Rd, Winchester, MA 01890

    Large Sun-filled Windows, Contemporary, Minimalist, and Modern Design. A truly rare opportunity to rent this magnificent single-family home in one of Winchester’s most desirable neighborhoods. The home was ground-up construction in 2010 with over 3,500 square feet of living space. Its open concept, large loft-style office / second living room area, four bedrooms, three and a half bathrooms,

    Frank Celeste Gibson Sotheby's International Realty

    35 Thornberry Rd, Winchester, MA 01890
  • 4 Fairfield Place, Winchester, MA 01890
    4 Fairfield Place, Winchester, MA 01890
    4 Fairfield Place, Winchester, MA 01890
    /39

    $2,200,000 Sold Jul 14, 2025

    • 3,896 Sq Ft
    • $565/SF
    • 11 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2016

    4 Fairfield Place, Winchester, MA 01890

    NEWER CONSTRUCTION 4 bed 3.5 bath colonial located in a great neighborhood right outside Winchester center! Enjoy all the area has to offer just outside your door including restaurants, shops, schools, train to Boston, the Tri-Community bike path, Horn Pond, Packer tennis courts & Wedge pond! This warm and welcoming, gently lived in home showcases 3900sf of space on 3 levels with 4 large

    Kim Covino Compass

    4 Fairfield Place, Winchester, MA 01890
    • 3 Berkshire Dr, Winchester, MA 01890
      3 Berkshire Dr, Winchester, MA 01890
      3 Berkshire Dr, Winchester, MA 01890
      /40

      Est $2,273,741 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,344 Sq Ft

      3 Berkshire Dr, Winchester, MA 01890

      3 Berkshire Dr, Winchester, MA 01890
  • 4 Winslow Rd, Winchester, MA 01890
    4 Winslow Rd, Winchester, MA 01890
    4 Winslow Rd, Winchester, MA 01890
    /42

    $1,999,900 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,607 Sq Ft

    4 Winslow Rd, Winchester, MA 01890

    Situated in a coveted Winchester neighborhood, this classical five-bedroom home unfolds across 3 levels above grade—boasting sunlit living & dining spaces framed by walls of windows overlooking lush greenery, a chef’s kitchen appointed with an expansive butcher-block island & dual fuel oven & a serene primary suite featuring a private bath & walk-in closet. 2 additional bedrooms occupy the second

    Anne Spry Barrett Sotheby's International Realty

    4 Winslow Rd, Winchester, MA 01890
  • 65 Highland Ave Unit 1, Winchester, MA 01890
    65 Highland Ave Unit 1, Winchester, MA 01890
    65 Highland Ave Unit 1, Winchester, MA 01890
    /12

    $3,200 per month

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

    65 Highland Ave Unit 1, Winchester, MA 01890

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

    65 Highland Ave Unit 1, Winchester, MA 01890
  • 19 Sussex Rd, Winchester, MA 01890
    19 Sussex Rd, Winchester, MA 01890
    19 Sussex Rd, Winchester, MA 01890
    /26

    $2,160,000 Sold Jul 14, 2025

    • 4,023 Sq Ft
    • $537/SF
    • 37 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1998

    19 Sussex Rd, Winchester, MA 01890

    Ideally located in a very desirable neighborhood that abuts the town forest and surrounded by cul-de-sacs, this elegant well-designed 4-bedroom, 3.5-bathroom colonial home has been meticulously maintained by the original owners and features a spacious layout with ample room for comfortable living. The floorplan is thoughtfully designed, with a nice flow from one room to the next. The family room

    Ida Bianco Coldwell Banker Realty - Lexington

    19 Sussex Rd, Winchester, MA 01890
    • 233 High St, Winchester, MA 01890
      233 High St, Winchester, MA 01890
      233 High St, Winchester, MA 01890
      /11

      Est $1,313,268 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,218 Sq Ft

      233 High St, Winchester, MA 01890

      233 High St, Winchester, MA 01890
  • 9 Prospect St, Winchester, MA 01890
    9 Prospect St, Winchester, MA 01890
    9 Prospect St, Winchester, MA 01890
    /40

    $2,299,000 Pending

    • 6 Beds
    • 3.5 Baths
    • 4,667 Sq Ft

    9 Prospect St, Winchester, MA 01890

    Step into timeless elegance with this Colonial Revival, a true celebration of classic architecture, refined style, and exceptional craftsmanship. From the moment you arrive, the home's rich character makes a striking first impression, setting the stage for everything that follows. Inside, you’ll discover a harmonious blend of historic charm and modern comfort. Gleaming hardwood floors, intricate

    Nancy Pallotta Advisors Living - Winchester

    9 Prospect St, Winchester, MA 01890
  • 23 Elmwood Ave Unit C, Winchester, MA 01890
    23 Elmwood Ave Unit C, Winchester, MA 01890
    23 Elmwood Ave Unit C, Winchester, MA 01890
    /26

    $5,995 per month

    • 2 Beds
    • 2.5 Baths
    • 2,173 Sq Ft
    • Condo for Rent

    23 Elmwood Ave Unit C, Winchester, MA 01890

    Incredible opportunity to live carefree in vibrant downtown Winchester. Recently built condo featuring almost 2,200 interior SqFt of beautifully designed space, open concept living, hardwood floors and over sized windows. Three generous bedrooms, two full and one half bath, in-unit laundry, gas fireplace and two off-street parking makes this condo a true joy. A rare find in the heart of downtown

    Catherine Albiani Better Homes and Gardens Real Estate - The Shanahan Group

    23 Elmwood Ave Unit C, Winchester, MA 01890
  • 20 Fletcher St Unit 20, Winchester, MA 01890
    20 Fletcher St Unit 20, Winchester, MA 01890
    20 Fletcher St Unit 20, Winchester, MA 01890
    /39

    $1,400,000 Sold Jul 14, 2025

    • 2,282 Sq Ft
    • $613/SF
    • 38 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    20 Fletcher St Unit 20, Winchester, MA 01890

    Discover this stunning, flats location ~ fully gut-renovated 3-bedroom, 2.5 bath home~ perfectly situated close to downtown Winchester! With its breathtaking design, this residence boasts a thoughtful layout; the open-concept first floor has high ceilings and an abundance of natural light. The thoughtfully selected finishes, tiles, and fixtures add a touch of elegance and sophistication

    Kim Covino Compass

    20 Fletcher St Unit 20, Winchester, MA 01890
    • 134 Johnson Rd, Winchester, MA 01890
      134 Johnson Rd, Winchester, MA 01890
      134 Johnson Rd, Winchester, MA 01890
      /40

      Est $1,352,257 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,430 Sq Ft

      134 Johnson Rd, Winchester, MA 01890

      134 Johnson Rd, Winchester, MA 01890
  • 162 Swanton St Unit 162, Winchester, MA 01890
    162 Swanton St Unit 162, Winchester, MA 01890
    162 Swanton St Unit 162, Winchester, MA 01890
    /42

    $1,275,000

    • 3 Beds
    • 3.5 Baths
    • 2,459 Sq Ft

    162 Swanton St Unit 162, Winchester, MA 01890

    NEW CONSTRUCTION!! Welcome to this meticulously crafted, modern townhouse END UNIT offering over 2,100 sq ft of thoughtfully designed living space. The open-concept main level features gorgeous mill work, gleaming hardwood floors, a cozy fireplace & sleek chef-inspired kitchen w/ stainless appliances, large center island & an adjacent mudroom w/ half bath perfect for today’s lifestyle. The 2nd

    Kim Covino Compass

    162 Swanton St Unit 162, Winchester, MA 01890
  • 247 Washington St Unit 13, Winchester, MA 01890
    247 Washington St Unit 13, Winchester, MA 01890
    /2

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft
    • Condo for Rent

    247 Washington St Unit 13, Winchester, MA 01890

    Tucked away in the rear of the complex and facing a peaceful courtyard, this sparkling clean 2-bedroom, 1-bath unit offers the perfect blend of comfort, convenience, and charm. Accessible via a quiet side street, this home is ideal for anyone looking for tranquility without sacrificing location. Open-concept first floor with a non-working fireplace. Bonus loft space for a home office. Private

    247 Washington St Unit 13, Winchester, MA 01890
  • 17 Harrison St, Winchester, MA 01890
    17 Harrison St, Winchester, MA 01890
    17 Harrison St, Winchester, MA 01890
    /42

    $2,500,000 Sold Jul 14, 2025

    • 3,719 Sq Ft
    • $672/SF
    • 7 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1952

    17 Harrison St, Winchester, MA 01890

    Classic architecture meets modern luxury in this Royal Barry Wills Colonial on an oversized lot in Winchester’s beautiful Flats neighborhood. This meticulously renovated 5-bedroom home features a chef's kitchen with custom cabinetry, granite surfaces, center island, beverage cooler & built-in china cabinet. Natural light floods the expansive family room, featuring custom built-ins & oversized

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

    17 Harrison St, Winchester, MA 01890
    • 136 Ridge St, Winchester, MA 01890
      136 Ridge St, Winchester, MA 01890
      136 Ridge St, Winchester, MA 01890
      /4

      Est $3,016,793 Not Listed For Sale

      • 6 Beds
      • 7 Baths
      • 6,500 Sq Ft

      136 Ridge St, Winchester, MA 01890

      136 Ridge St, Winchester, MA 01890
  • 7 Sherman Place, Winchester, MA 01890
    7 Sherman Place, Winchester, MA 01890
    7 Sherman Place, Winchester, MA 01890
    /30

    $1,550,000 Open Thu 5:30PM - 7PM

    • 4 Beds
    • 2.5 Baths
    • 2,765 Sq Ft

    7 Sherman Place, Winchester, MA 01890

    Welcome to a sun-filled, newly renovated 4-bedroom,2.5-bath luxury residence nestled on a cul-de-sac w/ private garden! This is a 2,760 SF townhome, living like a free-standing home & offering a thoughtful layout ideal for living & entertaining. Standout features: 9-ft ceilings, oversized windows & a state-of-the-art, eco-conscious, high-efficiency heat pump system. The first level: open concept

    Ides Figueiredo Coldwell Banker Realty - Brookline

    7 Sherman Place, Winchester, MA 01890
  • 29 Vine St Unit 3, Winchester, MA 01890
    29 Vine St Unit 3, Winchester, MA 01890
    29 Vine St Unit 3, Winchester, MA 01890
    /13

    $3,200 per month

    • 2 Beds
    • 1.5 Baths
    • 1,331 Sq Ft
    • Condo for Rent

    29 Vine St Unit 3, Winchester, MA 01890

    Two-level apartment with two bedrooms, two baths, and a parking space. Possible second parking space - negotiable. Large kitchen space with stainless steel appliances. Spacious off-living room, fenced porch. In-unit laundry. Walk-in closet. Dream location: t-station, shops, bike path, cafes, and much more, all within a 5-minute walk. Beautiful views of the Fells. First month and security deposit.

    Jasmina Cesic Danehy Realty Corp.

    29 Vine St Unit 3, Winchester, MA 01890
  • 35 Rumford St Unit 35, Winchester, MA 01890
    35 Rumford St Unit 35, Winchester, MA 01890
    35 Rumford St Unit 35, Winchester, MA 01890
    /40

    $1,635,000 Sold Jul 11, 2025

    • 2,470 Sq Ft
    • $662/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2012

    35 Rumford St Unit 35, Winchester, MA 01890

    This sun-filled 2012 townhouse, with its spacious layout, backyard oasis & attached garage, lives like a single-family home. Spend weekends lounging on the private deck, unwinding under the pergola, or playing on the lush, fenced lawn. Inside, the inviting open layout is made for gathering—whether around the gas fireplace on cozy evenings or at the kitchen island while entertaining friends. High

    Elena Langlois Compass

    35 Rumford St Unit 35, Winchester, MA 01890
    • 7 Wainwright Rd Unit 98, Winchester, MA 01890
      7 Wainwright Rd Unit 98, Winchester, MA 01890
      7 Wainwright Rd Unit 98, Winchester, MA 01890
      /42

      Est $1,987,551 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,361 Sq Ft

      7 Wainwright Rd Unit 98, Winchester, MA 01890

      7 Wainwright Rd Unit 98, Winchester, MA 01890

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Massachusetts Middlesex County Winchester

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