Homes in ZIP Code 01890

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  /36

  $3,600,000 Open Sun 1:30PM - 2:30PM

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

  20 Amberwood Dr, Winchester, MA 01890

  Discover this brand-new custom-built home featuring 6 bedrooms and 7 full baths, located in a highly desirable neighborhood just steps from VO Elementary School. The expansive 1st floor welcomes you with soaring ceilings and an elegant layout, including a sophisticated living room, family room, and private home office. The chef’s kitchen is a true centerpiece, boasting premium Thermador

  

  Wei Wang

  WW Real Estate LLC

  (781) 678-8050

  20 Amberwood Dr, Winchester, MA 01890
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  /20

  $2,458 - $11,422 per month plus fees

  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
• 

  

  

  /39

  $950,000 Sold Jul 17, 2025

  6 Francis Circuit Unit 6, Winchester, MA 01890

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1875

  Last Sold Summary

  • 1% Below List Price
  • $617/SF
  • 10 Days On Market

  Last Listing Agent Katherine Waters-Clark Compass

  6 Francis Circuit Unit 6, Winchester, MA 01890
• 

  

  

  /42

  Est $1,696,756 Not Listed For Sale

  9 Robinson Park, Winchester, MA 01890

  • 4 Beds
  • 3.5 Baths
  • 3,224 Sq Ft
  • Built 1945

  9 Robinson Park, Winchester, MA 01890

  Last Sold Summary

  • 2% Above List Price
  • $518/SF
  • 59 Days On Market

  Last Sold Price $1,670,000

  Last Listing Agent Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group
• 

  

  

  /34

  $375,000 Pending

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft

  200 Swanton St Unit T28, Winchester, MA 01890

  1 bedroom condo in Winchester. This garden-level unit offers tranquil pond views and direct patio access just outside the pond. The condo features a bright, open layout with large windows bringing in natural light. HOA fee includes heat, hot water, electricity, and air conditioning—making it easy and affordable to maintain. Enjoy a peaceful setting with access to the community pool and well-kept

  

  Joan Powell

  RE/MAX Andrew Realty Services

  (781) 384-5553

  200 Swanton St Unit T28, Winchester, MA 01890
• 

  

  /3

  $2,750 total monthly price

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

  200 Swanton St Unit T37, Winchester, MA 01890

  ALL UTILITIES INCLUDED!!!! Ground Level with Private Entrance. NO STAIRS! Lovely terrace level unit at Parkview available 5/1 This immaculate and well cared for home includes dishwasher, on site laundry, parking,Situated in a very convenient location, near everything! Enjoy the beautifully landscaped common area with pool, cabana and picnic table. Super Value with ALL UTILITIES INCLUDED make this

  Mary Doyle Berkshire Hathaway HomeServices Commonwealth Real Estate

  200 Swanton St Unit T37, Winchester, MA 01890
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  /41

  $2,850,000 Sold Jun 09, 2025

  45 Brooks St, Winchester, MA 01890

  • 4 Beds
  • 4 Baths
  • 4,325 Sq Ft
  • Built 1953

  Last Sold Summary

  • 2% Below List Price
  • $659/SF
  • 8 Days On Market

  Current Estimated Value $2,733,525

  Last Listing Agent Kim Covino Compass

  45 Brooks St, Winchester, MA 01890
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  /42

  Est $3,166,357 Not Listed For Sale

  23 Everett Ave, Winchester, MA 01890

  • 6 Beds
  • 6 Baths
  • 4,714 Sq Ft
  • Built 1909

  23 Everett Ave, Winchester, MA 01890

  Last Sold Summary

  • 3% Below List Price
  • $689/SF
  • 9 Days On Market

  Last Sold Price $3,250,000

  Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty
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  /26

  $379,000 Open Sat 12PM - 1PM

  • 1 Bed
  • 1 Bath
  • 606 Sq Ft

  200 Swanton St Unit 228, Winchester, MA 01890

  1-bedroom condo at Parkview Condominiums in Winchester. This bright unit features an open layout with peaceful views overlooking the pond. The low HOA fee includes heat, hot water, electricity, and air conditioning—an exceptional value. Highlights include a spacious living area, updated kitchen with new stainless steel appliances, a large bedroom with new flooring and excellent closet space,

  

  Joan Powell

  RE/MAX Andrew Realty Services

  (781) 417-5122

  200 Swanton St Unit 228, Winchester, MA 01890
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  /24

  $3,089 - $13,102 per month plus fees

  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
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  /39

  $2,200,000 Sold Jun 30, 2025

  1 Saint Augustine Ct, Winchester, MA 01890

  • 4 Beds
  • 4 Baths
  • 3,818 Sq Ft
  • Built 1967

  Last Sold Summary

  • 10% Above List Price
  • $576/SF
  • 0 Days On Market

  Current Estimated Value $2,104,584

  Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  1 Saint Augustine Ct, Winchester, MA 01890
• 

  

  /39

  Est $2,319,501 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

  • 16% Above List Price
  • $441/SF
  • 48 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Ryan Wilson Keller Williams Realty
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  /42

  $1,349,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,590 Sq Ft

  259 Washington St, Winchester, MA 01890

  Step into timeless charm in this STUNNING, impeccably maintained Dutch Colonial Revival home, where historic character meets modern living! Thoughtfully updated with 4 bedrooms and 4 baths, including TWO ENSUITE RETREATS—one private and perfect as a 4th bedroom, au pair suite, studio, or office. Endless flexibility! The updated kitchen shines with abundant cabinetry, center island, granite

  

  Laurie Cappuccio

  Classified Realty Group

  (781) 412-7772

  259 Washington St, Winchester, MA 01890
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  /38

  $4,500 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,811 Sq Ft
  • Condo for Rent

  8 Richardson St Unit 2, Winchester, MA 01890

  Beautiful, high end two story condo for rent; close to everything Winchester has to offer! This unique penthouse dulpex condo offers all the space of a single family home with an open concept floor plan featuring high end finishes and hardwood floors throughout. Enjoy a private entrance, a stunning living room w/ high ceilings, a beautiful gas fireplace and high end buit ins; chefs kitchen

  Kim Covino Compass

  8 Richardson St Unit 2, Winchester, MA 01890
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  /35

  $1,379,000 Sold Jan 05, 2026

  6 Wyman Ct Unit 6, Winchester, MA 01890

  • 3 Beds
  • 4.5 Baths
  • 2,722 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $507/SF
  • 15 Days On Market

  Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

  6 Wyman Ct Unit 6, Winchester, MA 01890
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  /34

  Est $868,008 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

  • 7% Above List Price
  • $511/SF
  • 74 Days On Market

  Last Sold Price $810,000

  Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest
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  /42

  $2,499,000 Open Sat 1PM - 2:30PM

  • 4 Beds
  • 4 Baths
  • 5,674 Sq Ft

  10 Viking Rd, Winchester, MA 01890

  Experience the perfect blend of craftsmanship & modern luxury in this stunning custom-built brick ranch. From the moment you enter the spacious front foyer, you’re greeted by soaring cathedral beamed ceilings & an inviting open-concept layout that seamlessly connects the living, dining, & family areas—ideal for effortless entertaining & comfort. A thoughtfully designed private wing includes 4

  Anne Spry Barrett Sotheby's International Realty

  10 Viking Rd, Winchester, MA 01890
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  /4

  $2,000 total monthly price

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  200 Swanton St Unit 310, Winchester, MA 01890

  NO BROKER FEE TO TENANT OWNER PAYS!Fee Disclosure:Last Month Rent: $2,000First Month Rent: $2,000Security Deposit: $1,000Disclaimer: Contact EDGE for more information on this listing, and hundreds of our other listings! See why more people are choosing the highest and most-reviewed real estate firm in Massachusetts. Brokerage fee applies. EDGE Realty Advisors is not

  200 Swanton St Unit 310, Winchester, MA 01890
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  /33

  $699,900 Sold May 30, 2025

  32 Clark St, Winchester, MA 01890

  • 2 Beds
  • 1.5 Baths
  • 1,326 Sq Ft
  • Built 1890

  Last Sold Summary

  • $528/SF
  • 4 Days On Market

  Current Estimated Value $757,899

  Last Listing Agent Rodrigo Serrano Leading Edge Real Estate

  32 Clark St, Winchester, MA 01890
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  /42

  Est $2,850,771 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

  • 14% Above List Price
  • $399/SF
  • 142 Days On Market

  Last Sold Price $2,499,000

  Last Listing Agent Pirani & Wile Group Gibson Sotheby's International Realty
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  /34

  $1,195,000

  • 5 Beds
  • 2 Baths
  • 2,331 Sq Ft

  149 Horn Pond Brook Rd, Winchester, MA 01890

  Picture-perfect Cape Cod single family home on a corner lot across the street from the brand new Lynch Elementary School. This special residence is much larger than it looks & has 4–5 spacious bedrooms across two levels & two full baths on each floor. Such space offers versatility with 2 beds on main level & 3 bedrooms on the upper floor. The sun-filled living room flows nicely to a charming

  Nancy McLaughlin Redfin Corp.

  149 Horn Pond Brook Rd, Winchester, MA 01890
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  /8

  $2,400 total monthly price

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

  6 Skillings Rd Unit 1, Winchester, MA 01890

  Great sunny two bedroom with high ceilings, open living/ kitchen, good size bedrooms, laundry in the unit, central a/c and one off street parking spot.

  Kristen Day RE/MAX Realty Plus

  6 Skillings Rd Unit 1, Winchester, MA 01890
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  /42

  $1,255,000 Sold Jan 07, 2026

  104 Church St, Winchester, MA 01890

  • 4 Beds
  • 1.5 Baths
  • 2,696 Sq Ft
  • Built 1897

  Last Sold Summary

  • 10% Below List Price
  • $466/SF
  • 46 Days On Market

  Current Estimated Value $1,349,179

  Last Listing Agent Kim Covino Compass

  104 Church St, Winchester, MA 01890
• 

  

  /40

  Est $1,351,087 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

  • 7% Above List Price
  • $498/SF
  • 4 Days On Market

  Last Sold Price $1,260,000

  Last Listing Agent Kim Covino Compass
• 

  

  /40

  $1,899,000

  • 3 Beds
  • 3.5 Baths
  • 3,010 Sq Ft

  1 Town Way, Winchester, MA 01890

  Welcome home to this completely renovated gem, ideally situated on a corner lot in the highly sought-after Lincoln Elementary School district. Warm, inviting, and truly move-in ready, this home offers the open-concept first floor buyers dream of—featuring a beautiful kitchen flowing seamlessly into the dining and living areas, plus a sunken family room perfect for relaxing or entertaining. Enjoy

  Philip Vita Compass

  1 Town Way, Winchester, MA 01890
• 

  

  /26

  $4,200 total monthly price

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

  5 Sheridan Cir Unit 5, Winchester, MA 01890

  $4,200month, Beautiful newly renovated side by side 3 level townhouse, 1768 sqft, featuring 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,

  5 Sheridan Cir Unit 5, Winchester, MA 01890
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  /42

  $1,055,000 Sold Feb 26, 2026

  7 Trinity Rd, Winchester, MA 01890

  • 3 Beds
  • 2.5 Baths
  • 2,130 Sq Ft
  • Built 1963

  Last Sold Summary

  • 11% Below List Price
  • $495/SF
  • 24 Days On Market

  Current Estimated Value $1,223,372

  Last Listing Agent Gayle Winters Compass

  7 Trinity Rd, Winchester, MA 01890
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  /33

  Est $1,450,343 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

  • 2% Above List Price
  • $698/SF
  • 5 Days On Market

  Last Sold Price $1,420,000

  Last Listing Agent Peter Kasseris Serhant
• 

  

  /42

  $999,000 Open Sun 11:30AM - 12:30PM

  • 3 Beds
  • 2.5 Baths
  • 2,056 Sq Ft

  38 Pickering St Unit A, Winchester, MA 01890

  Step into this beautifully maintained 2004 townhouse that has the feel of a single-family home, perfectly blending comfort, convenience, and modern living. The house features high ceilings, crown molding, hardwood floors and a spacious kitchen. Master bedroom includes a walk-in closet and en-suite bathroom with double vanity and jacuzzi. Finished basement provides a flex space for a cozy

  Andersen Group Realty Keller Williams Realty Boston Northwest

  38 Pickering St Unit A, Winchester, MA 01890
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  /27

  $10,000 total monthly price

  • 6 Beds
  • 4.5 Baths
  • 6,583 Sq Ft
  • House for Rent

  282 High St, Winchester, MA 01890

  Fabulous 6 month rental opportunity with full additional in-law suite with private kitchen, bedroom, bath, and laundry. Very generous in size and scale.Light filled,modern all brick home abundant in space and comfort.Unrivaled privacy at end of cul-de-sac.Masterfully built staircase presents the two story great room with double sided fireplace.Spacious kitchen with island, double gas range, and

  Anthony Marino The Marino Group Collection

  282 High St, Winchester, MA 01890
• 

  

  /36

  $1,175,000 Sold Aug 18, 2025

  163 Main St, Winchester, MA 01890

  • 4 Beds
  • 2.5 Baths
  • 2,335 Sq Ft
  • Built 1961

  Last Sold Summary

  • 18% Above List Price
  • $503/SF
  • 8 Days On Market

  Current Estimated Value $1,184,815

  Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  163 Main St, Winchester, MA 01890
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  /29

  Est $1,329,799 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

  • $595/SF
  • 117 Days On Market

  Last Sold Price $1,335,000

  Last Listing Agent Shaundize Moosavizadeh Coldwell Banker Realty - Boston
• 

  

  /42

  $1,999,900 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,860 Sq Ft

  4 Leslie Rd, Winchester, MA 01890

  Set on a lush, private lot, this Royal Barry Wills home blends timeless design with extraordinary gardens. A welcoming mudroom opens to a cathedral-ceiling kitchen with slider framing views of the yard and perennial plantings. The dining room and front-to-back living room with fireplace and custom built-ins each offer sliders that extend living space outdoors and invite natural light throughout

  Anne Spry Barrett Sotheby's International Realty

  4 Leslie Rd, Winchester, MA 01890
• 

  

  /8

  $2,000 total monthly price

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

  200 Swanton St Unit 3, Winchester, MA 01890

  All utilities are included and 1 parking space included! NO BROKER'S FEE.

  200 Swanton St Unit 3, 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 $1,832,690

  Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  4 Olde Lyme Rd, Winchester, MA 01890
• 

  

  /35

  Est $1,620,896 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

  • 11% Above List Price
  • $499/SF
  • 20 Days On Market

  Last Sold Price $1,460,000

  Last Listing Agent Peter Kasseris Serhant
• 

  

  /42

  $2,899,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 5,257 Sq Ft

  19 Town Way, Winchester, MA 01890

  Welcome to a stunning new-construction home in Winchester’s coveted Lincoln Elementary district, where thoughtful design and refined style come together effortlessly. Every detail has been curated to create a warm, inviting vibe, from the gorgeous family room with custom walnut built-ins and artful lighting to the seamless flow of the open yet intentionally defined floor plan. The impressive

  Philip Vita Compass

  19 Town Way, Winchester, MA 01890
• 

  

  /30

  $3,000 total monthly price

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

  200 Swanton St Unit T35, Winchester, MA 01890

  SPRING TIME IS COMING! Welcome to this Stunning 2 BR unit on Terrace level with amazing view of duck pond and flowering garden area from private outdoor patio at Parkview Condominiums. Spacious open LR/DR with updated kitchen and bath. Kitchen to include stainless steel appliances, glass tile backsplash, very nice countertops and huge peninsula great for parties. 2 huge bedrooms with lots of

  Nuri Tirana Tirana Real Estate Group

  200 Swanton St Unit T35, 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 $1,939,907

  Last Listing Agent Anne Spry Barrett Sotheby's International Realty

  8 Felsdale Close, Winchester, MA 01890
• 

  

  /36

  Est $1,552,723 Not Listed For Sale

  94 Johnson Rd, Winchester, MA 01890

  • 4 Beds
  • 3 Baths
  • 3,171 Sq Ft
  • Built 1971

  94 Johnson Rd, Winchester, MA 01890

  Last Sold Summary

  • 11% Above List Price
  • $442/SF
  • 3 Days On Market

  Last Sold Price $1,400,000

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

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