9,208

Winchester, MA Homes

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  • 8 Priscilla Ln, Winchester, MA 01890
    8 Priscilla Ln, Winchester, MA 01890
    8 Priscilla Ln, Winchester, MA 01890
    /35

    $3,250,000

    • 5 Beds
    • 5.5 Baths
    • 6,500 Sq Ft

    8 Priscilla Ln, Winchester, MA 01890

    Truly one of a kind new construction blending timeless design with modern luxury, 8 Priscilla Ln offers 6,500± sq ft of thoughtfully designed living space. Elegant archways and a dramatic two-story living room create an immediate sense of scale and character. The chef’s kitchen features custom cabinetry, Thermador appliances, and an oversized island, flowing seamlessly into the main living and

    The Pezzano Group Rise Signature Homes

    8 Priscilla Ln, Winchester, MA 01890
  • 200 Swanton St Unit 303, Winchester, MA 01890
    200 Swanton St Unit 303, Winchester, MA 01890
    200 Swanton St Unit 303, Winchester, MA 01890
    /6

    $2,500

    Total Monthly Price

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

    200 Swanton St Unit 303, Winchester, MA 01890

    A great opportunity to live in beautiful Winchester, moments away from Winchester Center, restaurants, shops, parks, and much more awaits. This two bedroom unit at the Parkview was just remodeled with new flooring, a kitchen designed for entertaining with all new appliances, fully renovated bath, and generous in-unit storage. Enjoy scenic views of the duck pond and manicured grounds from the

    200 Swanton St Unit 303, Winchester, MA 01890
  • 8 Felsdale Close, Winchester, MA 01890
    8 Felsdale Close, Winchester, MA 01890
    8 Felsdale Close, Winchester, MA 01890
    /3

    $1,930,000 Sold Jan 09, 2026

    8 Felsdale Close, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,658 Sq Ft
    • Built 1935

    Last Sold Summary

    • 7% Below List Price
    • $528/SF
    • 35 Days On Market

    Current Estimated Value $1,948,119

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    8 Felsdale Close, Winchester, MA 01890
    • 36 Lebanon St, Winchester, MA 01890
      36 Lebanon St, Winchester, MA 01890
      36 Lebanon St, Winchester, MA 01890
      /30

      Est $1,217,010 Not Listed For Sale

      36 Lebanon St, Winchester, MA 01890

      • 3 Beds
      • 1.5 Baths
      • 2,060 Sq Ft
      • Built 1926
      36 Lebanon St, Winchester, MA 01890

      Last Sold Summary

      • 1% Above List Price
      • $583/SF
      • 8 Days On Market
      • Last Sold Price $1,200,000
      • Apr 30, 2025

      Last Listing Agent Kim Covino Compass

  • 15 York Rd, Winchester, MA 01890
    15 York Rd, Winchester, MA 01890
    15 York Rd, Winchester, MA 01890
    /38

    $2,500,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    15 York Rd, Winchester, MA 01890

    This 5-bed colonial was built in 2017 and offers a bright open floor plan ideal for today’s lifestyle. The kitchen features a large quartz island, breakfast nook, and flows into dining and living areas with gas fireplace. Sliders open to a private lot with stone patio and fire pit. First floor includes half bath, pantry, and an enormous mudroom with cubbies for everyone. The oversized primary

    Nannette Shanahan Better Homes and Gardens Real Estate - The Shanahan Group

    15 York Rd, Winchester, MA 01890
  • 31 Irving St Unit 1, Winchester, MA 01890
    31 Irving St Unit 1, Winchester, MA 01890
    31 Irving St Unit 1, Winchester, MA 01890
    /15

    $3,150 Per Month

    • 2 Beds
    • 1 Bath
    • 1,172 Sq Ft
    • Condo for Rent

    31 Irving St Unit 1, Winchester, MA 01890

    Bright and sunny 1st floor unit is ready to move in. Large sun drenched living with newer hardwood and large windows; modern kitchen equipped with stainless appliances and plenty of cabinets connects with the dinning room to create an open floor plan. Both good sized bedrooms are with hard floors and double door closets. Full bath on the same living level is complete with tile floors and tub.

    Amy Guo Phoenix Real Estate

    31 Irving St Unit 1, Winchester, MA 01890
  • 4 Olde Lyme Rd, Winchester, MA 01890
    4 Olde Lyme Rd, Winchester, MA 01890
    4 Olde Lyme Rd, Winchester, MA 01890
    /25

    $1,881,900 Sold May 30, 2025

    4 Olde Lyme Rd, Winchester, MA 01890

    • 4 Beds
    • 4 Baths
    • 3,488 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Below List Price
    • $540/SF
    • 34 Days On Market

    Current Estimated Value $1,881,317

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    4 Olde Lyme Rd, Winchester, MA 01890
    • 38 Winthrop Street Extension, Winchester, MA 01890
      38 Winthrop Street Extension, Winchester, MA 01890
      38 Winthrop Street Extension, Winchester, MA 01890
      /39

      Est $2,338,390 Not Listed For Sale

      38 Winthrop Street Extension, Winchester, MA 01890

      • 4 Beds
      • 3 Baths
      • 4,539 Sq Ft
      • Built 2020
      38 Winthrop Street Extension, Winchester, MA 01890

      Last Sold Summary

      • 17% Above List Price
      • $441/SF
      • 48 Days On Market
      • Last Sold Price $2,000,000
      • Jan 19, 2024

      Last Listing Agent Ryan Wilson Keller Williams Realty

  • 14 Nassau Dr, Winchester, MA 01890
    14 Nassau Dr, Winchester, MA 01890
    14 Nassau Dr, Winchester, MA 01890
    /36

    $2,799,000

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

    14 Nassau Dr, Winchester, MA 01890

    Grand custom-built 6 bedroom / 7 bathroom house in a quiet Winchester neighborhood. 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
  • 19 Irving St Unit 3, Winchester, MA 01890
    19 Irving St Unit 3, Winchester, MA 01890
    19 Irving St Unit 3, Winchester, MA 01890
    /8

    $2,495

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    19 Irving St Unit 3, Winchester, MA 01890

    Top Floor (3rd floor) 2 Bedroom 1 Bathroom located minutes from Winchester Center & Commuter Rail. Fully carpeted Livingroom, bedrooms hallway ,with kitchen and bathroom ceramic tile. Private deck overlooking yard. gas cooking, gas heat. Great kitchen with dishwasher, washer dryer in unit.Tenant pays gas & electric (and trash at Winchester Transfer Station. Transfer station ticket for

    19 Irving St Unit 3, Winchester, MA 01890
  • 10 Trinity Rd, Winchester, MA 01890
    10 Trinity Rd, Winchester, MA 01890
    10 Trinity Rd, Winchester, MA 01890
    /42

    $1,580,000 Sold Feb 26, 2026

    10 Trinity Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Built 1963

    Last Sold Summary

    • 11% Above List Price
    • $748/SF
    • 5 Days On Market

    Current Estimated Value $1,547,016

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    10 Trinity Rd, Winchester, MA 01890
    • 897 Main St Unit 1, Winchester, MA 01890
      897 Main St Unit 1, Winchester, MA 01890
      897 Main St Unit 1, Winchester, MA 01890
      /34

      Est $834,963 Not Listed For Sale

      897 Main St Unit 1, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 2014
      897 Main St Unit 1, Winchester, MA 01890

      Last Sold Summary

      • 3% Above List Price
      • $511/SF
      • 74 Days On Market
      • Last Sold Price $810,000
      • Oct 01, 2024

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • 112 Highland Ave, Winchester, MA 01890
    112 Highland Ave, Winchester, MA 01890
    112 Highland Ave, Winchester, MA 01890
    /42

    $2,495,000

    • 6 Beds
    • 3.5 Baths
    • 5,121 Sq Ft

    112 Highland Ave, Winchester, MA 01890

    Timeless Victorian grandeur meets modern living in this iconic Winchester home situated on the corner of Wilson Street w/ easy access to Fells trails! This recently renovated sun-filled 6 BR 4 BA home offers nearly 5000 ft.2 of beautifully scaled living spaces filled w/ extraordinary architectural charm & elegant details featuring a brand new state of the art gorgeous kitchen w/ Wolf & Sub Zero

    Kim Covino Compass

    112 Highland Ave, Winchester, MA 01890
  • 6 Risley Rd Unit 1, Winchester, MA 01890
    6 Risley Rd Unit 1, Winchester, MA 01890
    6 Risley Rd Unit 1, Winchester, MA 01890
    /25

    $7,400 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • House for Rent

    6 Risley Rd Unit 1, Winchester, MA 01890

    This completely renovated, thoughtfully designed and very comfortable home is located in a lovely East Hill neighborhood. It features a wonderful floor plan with a living room, open kitchen to dining room, center island and leads to an inviting den with cathedral ceilings. The kitchen includes cathedral ceilings, pantry, granite counters and newer stainless-steel appliances. There is a large deck

    Ida Bianco Coldwell Banker Realty - Lexington

    6 Risley Rd Unit 1, Winchester, MA 01890
  • 29 Vine St Unit 7, Winchester, MA 01890
    29 Vine St Unit 7, Winchester, MA 01890
    /2

    $720,000 Sold Aug 26, 2025

    29 Vine St Unit 7, Winchester, MA 01890

    • 2 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Above List Price
    • $554/SF
    • 4 Days On Market

    Current Estimated Value $723,575

    Last Listing Agent Philip Vita Compass

    29 Vine St Unit 7, Winchester, MA 01890
    • 228 Ridge St, Winchester, MA 01890
      228 Ridge St, Winchester, MA 01890
      228 Ridge St, Winchester, MA 01890
      /42

      Est $2,936,744 Not Listed For Sale

      228 Ridge St, Winchester, MA 01890

      • 5 Beds
      • 5.5 Baths
      • 6,265 Sq Ft
      • Built 2023
      228 Ridge St, Winchester, MA 01890

      Last Sold Summary

      • 18% Above List Price
      • $399/SF
      • 142 Days On Market
      • Last Sold Price $2,499,000
      • Mar 18, 2024

      Last Listing Agent Pirani & Wile Group Gibson Sotheby's International Realty

  • 21 Bellevue Ave, Winchester, MA 01890
    21 Bellevue Ave, Winchester, MA 01890
    21 Bellevue Ave, Winchester, MA 01890
    /42

    $2,699,000 Pending

    • 5 Beds
    • 4 Baths
    • 5,950 Sq Ft

    21 Bellevue Ave, Winchester, MA 01890

    Exquisite home nestled in sought after Winchester neighborhood! This breathtaking home checks all the boxes on the wish list! Welcoming sun-filled entry foyer, soaring ceilings, gleaming hardwood floors & open concept flow. Inviting living room w/gas fireplace. Fabulous gourmet kitchen complete w/ Viking appliances, walk-in-pantry, dining area, coffee/wet bar & wine chiller. Sliding doors open to

    Giordana Fiorvanti-Smith Berkshire Hathaway HomeServices Commonwealth Real Estate

    21 Bellevue Ave, Winchester, MA 01890
  • 10 Webster St Unit 1, Winchester, MA 01890
    10 Webster St Unit 1, Winchester, MA 01890
    10 Webster St Unit 1, Winchester, MA 01890
    /32

    $4,150

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,967 Sq Ft
    • Condo for Rent

    10 Webster St Unit 1, Winchester, MA 01890

    Amazing 4 bed 2 bath located within close proximity of Winchester Center! This spacious apartment takes up the first floor and lower level of a 2 family, but it has a single-family feel to it! Inside on the first floor, you'll find hardwood floors throughout, a living room, a dining room, two spacious bedrooms, and a great eat-in kitchen featuring a new dishwasher and refrigerator. Downstairs

    10 Webster St Unit 1, Winchester, MA 01890
  • 18 Wickham Rd, Winchester, MA 01890
    18 Wickham Rd, Winchester, MA 01890
    18 Wickham Rd, Winchester, MA 01890
    /42

    $3,174,500 Sold Sep 02, 2025

    18 Wickham Rd, Winchester, MA 01890

    • 6 Beds
    • 5 Baths
    • 7,005 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $453/SF
    • 9 Days On Market

    Current Estimated Value $3,235,619

    Last Listing Agent Philip Vita Compass

    18 Wickham Rd, Winchester, MA 01890
    • 15 Wincrest Dr, Winchester, MA 01890
      15 Wincrest Dr, Winchester, MA 01890
      15 Wincrest Dr, Winchester, MA 01890
      /40

      Est $1,323,953 Not Listed For Sale

      15 Wincrest Dr, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 2,529 Sq Ft
      • Built 1957
      15 Wincrest Dr, Winchester, MA 01890

      Last Sold Summary

      • 5% Above List Price
      • $498/SF
      • 4 Days On Market
      • Last Sold Price $1,260,000
      • May 14, 2024

      Last Listing Agent Kim Covino Compass

  • 74 Wedgemere Ave, Winchester, MA 01890
    74 Wedgemere Ave, Winchester, MA 01890
    74 Wedgemere Ave, Winchester, MA 01890
    /42

    $2,950,000

    • 5 Beds
    • 4.5 Baths
    • 5,202 Sq Ft

    74 Wedgemere Ave, Winchester, MA 01890

    The most idyllic setting in town! This beautifully renovated and expanded Colonial blends timeless charm with modern sophistication. Perfectly sited on an 18,000 sq ft lot abutting conservation land, it offers exceptional privacy in one of the town’s most coveted neighborhoods. This stunning home features 5+ bedrooms and 4.5 baths, with new windows, updated systems, an expanded kitchen, and

    Kim Covino Compass

    74 Wedgemere Ave, Winchester, MA 01890
  • 40 Church St Unit B, Winchester, MA 01890
    40 Church St Unit B, Winchester, MA 01890
    40 Church St Unit B, Winchester, MA 01890
    /22

    $6,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 3,500 Sq Ft
    • House for Rent

    40 Church St Unit B, Winchester, MA 01890

    One of a kind 3 bed, 2.5 bath, luxury townhouse in the heart of Winchester Center! Don’t miss out on this home with both luxury & convenience. Top of the line Viking appliances and French doors in the kitchen which draw in natural sunlightthat enhances the hardwood floors & granite countertops. The spacious master bedroom is sure to impress, with its highlighted wall-to-wall fireplace. Each

    Sarkis Kavlakian Real Estate by Hughes & Assoc. Inc.

    40 Church St Unit B, Winchester, MA 01890
  • 22 Oak St, Winchester, MA 01890
    22 Oak St, Winchester, MA 01890
    22 Oak St, Winchester, MA 01890
    /18

    $452,500 Sold Mar 30, 2026

    22 Oak St, Winchester, MA 01890

    • 3 Beds
    • 1 Bath
    • 1,573 Sq Ft
    • Built 1910

    Last Sold Summary

    • $288/SF
    • 2 Days On Market

    Current Estimated Value $542,552

    Last Listing Agent Rameel Rana Advise Realty

    22 Oak St, Winchester, MA 01890
    • 10 Carriage Ln, Winchester, MA 01890
      10 Carriage Ln, Winchester, MA 01890
      10 Carriage Ln, Winchester, MA 01890
      /33

      Est $1,376,446 Not Listed For Sale

      10 Carriage Ln, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 2,034 Sq Ft
      • Built 1957
      10 Carriage Ln, Winchester, MA 01890

      Last Sold Summary

      • 3% Below List Price
      • $698/SF
      • 5 Days On Market
      • Last Sold Price $1,420,000
      • Nov 21, 2023

      Last Listing Agent Peter Kasseris Serhant

  • 15 Yale St, Winchester, MA 01890
    15 Yale St, Winchester, MA 01890
    15 Yale St, Winchester, MA 01890
    /39

    $2,750,000 Pending

    • 7 Beds
    • 3.5 Baths
    • 3,676 Sq Ft

    15 Yale St, Winchester, MA 01890

    Beautifully renovated 5 bedroom, 11 room home w 2 home offices located in the desirable FLATS area of town. An inviting front porch welcomes you into this special home showcasing the charm & character of historic Winchester, with amenities and layout desired today. Magazine worthy kitchen/dining/ family room! Open concept first floor with 3 rooms directly overlooking gorgeous and private rear

    Kim Covino Compass

    15 Yale St, Winchester, MA 01890
  • 5 Sheridan Cir Unit 5, Winchester, MA 01890
    5 Sheridan Cir Unit 5, Winchester, MA 01890
    5 Sheridan Cir Unit 5, Winchester, MA 01890
    /26

    $4,100

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,786 Sq Ft
    • Townhouse for Rent

    5 Sheridan Cir Unit 5, Winchester, MA 01890

    NO AGENT FEE!!, Beautiful newly renovated energy efficient townhouse, 1768 sqft, 4 Bedrooms, 2 full bathrooms, walk in closet, high ceiling, huge kitchen with lots of storage, entire hardwood floor. Top rated school system and great location. Minutes walking distance to daycares and Lynch elementary School. About 15 minutes walking distance to Winchester high school. Near bus stop, commuter rail

    5 Sheridan Cir Unit 5, Winchester, MA 01890
  • 261 Cambridge St Unit 261 G, Winchester, MA 01890
    261 Cambridge St Unit 261 G, Winchester, MA 01890
    261 Cambridge St Unit 261 G, Winchester, MA 01890
    /28

    $1,260,000 Sold Jun 30, 2025

    261 Cambridge St Unit 261 G, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,705 Sq Ft
    • Built 1885

    Last Sold Summary

    • 3% Below List Price
    • $466/SF
    • 41 Days On Market

    Current Estimated Value $1,351,233

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

    261 Cambridge St Unit 261 G, Winchester, MA 01890
    • 28 Thornberry Rd, Winchester, MA 01890
      28 Thornberry Rd, Winchester, MA 01890
      28 Thornberry Rd, Winchester, MA 01890
      /29

      Est $1,251,415 Not Listed For Sale

      28 Thornberry Rd, Winchester, MA 01890

      • 4 Beds
      • 2 Baths
      • 2,245 Sq Ft
      • Built 1959
      28 Thornberry Rd, Winchester, MA 01890

      Last Sold Summary

      • 6% Below List Price
      • $595/SF
      • 117 Days On Market
      • Last Sold Price $1,335,000
      • Dec 27, 2024

      Last Listing Agent Shaundize Moosavizadeh Coldwell Banker Realty - Boston

  • 53 Winford Way, Winchester, MA 01890
    53 Winford Way, Winchester, MA 01890
    53 Winford Way, Winchester, MA 01890
    /16

    $2,799,000 Open Sun 1:30PM - 2:30PM

    • 5 Beds
    • 4 Baths
    • 5,083 Sq Ft

    53 Winford Way, Winchester, MA 01890

    Stunning new construction in highly sought-after Winchester! This thoughtfully designed home blends modern style with everyday functionality. The first floor features an open-concept kitchen, dining area, and sun-filled living and family rooms with soaring ceilings open to the second floor and a cozy fireplace, perfect for entertaining or relaxing. A first-floor bedroom, full bath, and convenient

    Andersen Group Realty Keller Williams Realty Boston Northwest

    53 Winford Way, Winchester, MA 01890
  • 67 Church St, Winchester, MA 01890
    67 Church St, Winchester, MA 01890
    67 Church St, Winchester, MA 01890
    /25

    $4,400 Per Month

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

    67 Church St, Winchester, MA 01890

    Enjoy this beautiful recently renovated home right outside Winchester center! Direct entry unit completely updated all new high end 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

    Kim Covino Compass

    67 Church St, 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

    26 Ridge St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,388 Sq Ft
    • Built 1963

    Last Sold Summary

    • 1% Above List Price
    • $582/SF
    • 6 Days On Market

    Current Estimated Value $1,422,456

    Last Listing Agent Dream Team Dreamega International Realty LLC

    26 Ridge St, Winchester, MA 01890
    • 16 Nassau Dr, Winchester, MA 01890
      16 Nassau Dr, Winchester, MA 01890
      16 Nassau Dr, Winchester, MA 01890
      /35

      Est $1,538,561 Not Listed For Sale

      16 Nassau Dr, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 2,926 Sq Ft
      • Built 1960
      16 Nassau Dr, Winchester, MA 01890

      Last Sold Summary

      • 5% Above List Price
      • $499/SF
      • 20 Days On Market
      • Last Sold Price $1,460,000
      • Jun 02, 2023

      Last Listing Agent Peter Kasseris Serhant

  • 47 Yale St, Winchester, MA 01890
    47 Yale St, Winchester, MA 01890
    47 Yale St, Winchester, MA 01890
    /35

    $2,750,000 Open Sat 1PM - 2:30PM

    • 6 Beds
    • 5 Baths
    • 4,540 Sq Ft

    47 Yale St, Winchester, MA 01890

    Timeless 1920 brick Tudor in the heart of the Flats neighborhood combines all of today’s modern amenities with classic architectural charm to create an exceptional home for modern living offering 6 bedrooms, 3 full and 2 half baths. A welcoming entry opens to a sun-filled living room with custom built-ins, fireplace, and French doors to a private office. The open dining room flows into a chef’s

    Molly Nolan Byrne Coldwell Banker Realty - Belmont

    47 Yale St, Winchester, MA 01890
  • 19 Irving St Unit 3-J, Winchester, MA 01890
    19 Irving St Unit 3-J, Winchester, MA 01890
    19 Irving St Unit 3-J, Winchester, MA 01890
    /37

    $2,495

    Total Monthly Price

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

    19 Irving St Unit 3-J, Winchester, MA 01890

    Top Floor (3rd floor) Lovely 2 Bedroom 1 Bathroom located minutes from Winchester Center & Commuter Rail. Fully carpeted Livingroom, bedrooms hallway ,with kitchen and bathroom ceramic tile. Private deck overlooking yard. gas cooking, gas heat; All new dishwasher. In unit laundry! Plush carpet freshly cleaned!Tenant pays gas & electric (and trash at Winchester Transfer Station). Transfer

    19 Irving St Unit 3-J, Winchester, MA 01890
  • 155 Highland Ave, Winchester, MA 01890
    155 Highland Ave, Winchester, MA 01890
    155 Highland Ave, Winchester, MA 01890
    /41

    $1,510,000 Sold Sep 02, 2025

    155 Highland Ave, Winchester, MA 01890

    • 5 Beds
    • 2.5 Baths
    • 1,965 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Above List Price
    • $768/SF
    • 8 Days On Market

    Current Estimated Value $1,489,705

    Last Listing Agent Pirani & Wile Group Gibson Sotheby's International Realty

    155 Highland Ave, Winchester, MA 01890
    • 104 Thornberry Rd, Winchester, MA 01890
      104 Thornberry Rd, Winchester, MA 01890
      104 Thornberry Rd, Winchester, MA 01890
      /32

      Est $1,460,711 Not Listed For Sale

      104 Thornberry Rd, Winchester, MA 01890

      • 4 Beds
      • 3 Baths
      • 2,622 Sq Ft
      • Built 1973
      104 Thornberry Rd, Winchester, MA 01890

      Last Sold Summary

      • 3% Above List Price
      • $543/SF
      • 4 Days On Market
      • Last Sold Price $1,425,000
      • Jun 16, 2023

      Last Listing Agent Philip Vita Compass

  • 465 Washington St Unit 467, Winchester, MA 01890
    465 Washington St Unit 467, Winchester, MA 01890
    465 Washington St Unit 467, Winchester, MA 01890
    /26

    $1,300,000

    • 4 Beds
    • 2.5 Baths
    • 2,666 Sq Ft

    465 Washington St Unit 467, Winchester, MA 01890

    Refined, sophisticated, and designed for effortless modern living, this exceptional 4 bedroom, 3 bath townhouse blends expansive open-concept spaces with thoughtfully curated luxury finishes throughout. Sunlight pours into the main living area where a designer chef’s kitchen anchors the home with oversized island seating, premium appliances, and seamless flow for entertaining and everyday life

    Nancy Pallotta Gibson Sotheby's International Realty

    465 Washington St Unit 467, Winchester, MA 01890
  • 17 Russell Rd, Winchester, MA 01890
    17 Russell Rd, Winchester, MA 01890
    17 Russell Rd, Winchester, MA 01890
    /15

    $5,150 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,657 Sq Ft
    • House for Rent

    17 Russell Rd, Winchester, MA 01890

    Move in date: 6/15/2025. Tenant pays all utilities (gas, heat, electricity, cold/hot water and trash disposal). Lead Paint: Certified Treated. 2 off street parking. Central AC ,Pets negotiable. Laundry in the unit. 12-month lease minimumMove-in costs: First month's rent, one month's rent as a security deposit, Last month rentWelcome to 17 Russell Road, a well-maintained single-family home tucked

    KoKo Kwan Kwan Realty Inc.

    17 Russell Rd, Winchester, MA 01890
  • 64 Westland Ave, Winchester, MA 01890
    64 Westland Ave, Winchester, MA 01890
    64 Westland Ave, Winchester, MA 01890
    /39

    $2,050,000 Sold Oct 15, 2025

    64 Westland Ave, Winchester, MA 01890

    • 4 Beds
    • 5 Baths
    • 3,716 Sq Ft
    • Built 1931

    Last Sold Summary

    • $552/SF
    • 2 Days On Market

    Current Estimated Value $2,014,153

    Last Listing Agent The Murphy Group Lexington William Raveis R.E. & Home Services

    64 Westland Ave, Winchester, MA 01890
    • 22 Berkshire Dr, Winchester, MA 01890
      22 Berkshire Dr, Winchester, MA 01890
      22 Berkshire Dr, Winchester, MA 01890
      /35

      Est $1,728,492 Not Listed For Sale

      22 Berkshire Dr, Winchester, MA 01890

      • 5 Beds
      • 3.5 Baths
      • 3,224 Sq Ft
      • Built 1967
      22 Berkshire Dr, Winchester, MA 01890

      Last Sold Summary

      • 10% Above List Price
      • $486/SF
      • 3 Days On Market
      • Last Sold Price $1,568,000
      • Oct 20, 2023

      Last Listing Agent Timothy Morgan RE/MAX

Showing Results 41 - 80, Page 2 of 18

Massachusetts Middlesex County Winchester

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