Homes in ZIP Code 01890

• 

  

  

  /39

  $1,560,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,578 Sq Ft

  17 Cranston Rd, Winchester, MA 01890

  Expanded Cape blends timeless charm with thoughtful updates, offering inviting living spaces designed for comfort and connection. A fireplaced living room with hardwood floors and French doors sets a warm tone, flowing into an elegant dining area accented by custom built-ins and refined detailing. The kitchen serves as the heart of the home, featuring stone countertops, stainless appliances, and

  Anne Spry Barrett Sotheby's International Realty

  17 Cranston Rd, Winchester, MA 01890
• 

  

  

  /16

  $1,800 total monthly price

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

  219 Washington St Unit 3, Winchester, MA 01890

  Amazing location right in the heart of Winchester! Close walking distance to downtown. - Utilities INCLUDED! - Off-street parking available- Laundry on-site- Close to public transportation

  219 Washington St Unit 3, Winchester, MA 01890
• 

  

  

  /19

  $690,000 Sold Jun 06, 2025

  7 Conant Rd Unit 60, Winchester, MA 01890

  • 2 Beds
  • 2.5 Baths
  • 1,634 Sq Ft
  • Built 1999

  Last Sold Summary

  • 6% Below List Price
  • $422/SF
  • 20 Days On Market

  Current Estimated Value $733,937

  Last Listing Agent Irene Novia Loka Matahari Real Estate LLC

  7 Conant Rd Unit 60, Winchester, MA 01890
• 

  

  

  /42

  Est $1,801,676 Not Listed For Sale

  7 Wainwright Rd Unit 5, Winchester, MA 01890

  • 4 Beds
  • 3.5 Baths
  • 3,901 Sq Ft
  • Built 1988

  7 Wainwright Rd Unit 5, Winchester, MA 01890

  Last Sold Summary

  • 3% Above List Price
  • $449/SF
  • 7 Days On Market

  Last Sold Price $1,750,000

  Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest
• 

  

  

  /42

  $1,749,000

  • 5 Beds
  • 3 Baths
  • 3,271 Sq Ft

  29 Pilgrim Dr, Winchester, MA 01890

  Beautifully updated home offers generous living spaces and a seamless, open flow. Sun-filled living and dining areas feature hardwood floors, elegant detailing, and a fireplace that creates an inviting atmosphere. The kitchen is thoughtfully designed with quartz countertops, custom cabinetry, stainless appliances, wine chiller, and large island that opens to the dining area, which flows into the

  Anne Spry Barrett Sotheby's International Realty

  29 Pilgrim Dr, Winchester, MA 01890
• 

  

  /22

  $8,000 per month

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

  31 Fells Rd, Winchester, MA 01890

  Available for short term rental through October 2025 with flexible lease options. Prime location on desirable Fells Road with easy access to Middlesex Fells trails and conservation land. This charming home sits on a beautiful lot and offers a spacious first floor featuring a large family room, updated kitchen, and a den or optional first floor bedroom. Enjoy the screened porch overlooking the

  Kim Covino Compass

  31 Fells Rd, Winchester, MA 01890
• 

  

  /38

  $1,525,000 Sold Sep 12, 2025

  5 Thornton Rd, Winchester, MA 01890

  • 4 Beds
  • 3.5 Baths
  • 2,755 Sq Ft
  • Built 1929

  Last Sold Summary

  • 12% Below List Price
  • $554/SF
  • 30 Days On Market

  Current Estimated Value $1,760,461

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

  5 Thornton Rd, Winchester, MA 01890
• 

  

  /41

  Est $1,579,265 Not Listed For Sale

  7 Wainwright Rd Unit 41, Winchester, MA 01890

  • 2 Beds
  • 4 Baths
  • 5,564 Sq Ft
  • Built 1988

  7 Wainwright Rd Unit 41, Winchester, MA 01890

  Last Sold Summary

  • 5% Above List Price
  • $270/SF
  • 7 Days On Market

  Last Sold Price $1,500,000

  Last Listing Agent Jill Citrano Leading Edge Real Estate
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  /42

  $1,795,000 Pending

  • 3 Beds
  • 3 Baths
  • 3,182 Sq Ft

  114 Johnson Rd, Winchester, MA 01890

  Welcome Home to this gracious Colonial set on beautifully manicured grounds in one of Winchester’s most sought-after neighborhoods, known for its vibrant community & top-rated schools. An oversized updated kitchen w/ Corian countertops, double ovens & abundant cabinetry anchors the home, opening to an elegant dining room & inviting formal living room. Lovely hardwood floors thruout add warmth &

  Rosemary Kelleher LAER Realty Partners

  114 Johnson Rd, Winchester, MA 01890
• 

  

  /16

  $3,000 per month

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

  36 Cross St Unit 1, Winchester, MA 01890

  Recently updated and filled with natural light, this bright first-floor unit offers a flexible and spacious layout. The eat-in kitchen features new flooring, abundant cabinet space, a bonus closet/pantry, and an additional adjoining room ready to be customized to fit your needs.The home includes two well-sized bedrooms, high ceilings, and beautiful hardwood floors throughout. The renovated

  Dawn Felicani Gibson Sotheby's International Realty

  36 Cross St Unit 1, Winchester, MA 01890
• 

  

  /42

  $1,540,000 Sold Jul 11, 2025

  21 Johnson Rd, Winchester, MA 01890

  • 4 Beds
  • 2.5 Baths
  • 2,814 Sq Ft
  • Built 1970

  Last Sold Summary

  • 1% Above List Price
  • $547/SF
  • 5 Days On Market

  Current Estimated Value $1,540,767

  Last Listing Agent Stefanie Clifford Keller Williams Realty Boston Northwest

  21 Johnson Rd, Winchester, MA 01890
• 

  

  /42

  Est $1,929,994 Not Listed For Sale

  40 Wainwright Rd, Winchester, MA 01890

  • 4 Beds
  • 2.5 Baths
  • 2,853 Sq Ft
  • Built 1992

  40 Wainwright Rd, Winchester, MA 01890

  Last Sold Summary

  • 1% Above List Price
  • $669/SF
  • 7 Days On Market

  Last Sold Price $1,910,000

  Last Listing Agent Kim Covino Compass
• 

  

  /39

  $3,425,000

  • 7 Beds
  • 7.5 Baths
  • 7,226 Sq Ft

  15 Mayflower Rd, Winchester, MA 01890

  Discover a stunningly reimagined home nestled in one of Winchester’s most sought after neighborhoods—an exceptional opportunity to own a beautifully crafted, completely transformed residence. Expanded and rebuilt with intention, 15 Mayflower delivers the space, layout, and flexibility today’s lifestyle demands, with a thoughtful floor plan that balances open concept living and well defined

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  15 Mayflower Rd, Winchester, MA 01890
• 

  

  /39

  $13,000 per month

  • 6 Beds
  • 5.5 Baths
  • 6,400 Sq Ft
  • House for Rent

  52 N Border Rd, Winchester, MA 01890

  Grand and masterfully crafted, this exceptional residence sits on a private road abutting the Fells conservation land, offering rare privacy and natural surroundings. The spacious home features 6 bedrooms and 6 bathrooms, beginning with a stunning foyer that opens to a sprawling first floor. Sun-filled rooms showcase exquisite custom craftsmanship throughout. The gourmet kitchen is equipped with

  Dylan Archambault Archambault Real Estate

  52 N Border Rd, Winchester, MA 01890
• 

  

  /42

  $1,558,000 Sold May 29, 2025

  24 Eugene Dr, Winchester, MA 01890

  • 3 Beds
  • 3.5 Baths
  • 2,792 Sq Ft
  • Built 1993

  Last Sold Summary

  • 18% Above List Price
  • $558/SF
  • 9 Days On Market

  Current Estimated Value $1,545,960

  Last Listing Agent Andrea O'Reilly Keller Williams Realty Evolution

  24 Eugene Dr, Winchester, MA 01890
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  /42

  Est $2,899,151 Not Listed For Sale

  19 Socrates Way, Winchester, MA 01890

  • 5 Beds
  • 6 Baths
  • 5,678 Sq Ft
  • Built 1994

  19 Socrates Way, Winchester, MA 01890

  Last Sold Summary

  • 9% Above List Price
  • $467/SF
  • 12 Days On Market

  Last Sold Price $2,650,000

  Last Listing Agent Lucille Murray Gibson Sotheby's International Realty
• 

  

  /42

  $3,750,000 Pending

  • 6 Beds
  • 3.5 Baths
  • 4,484 Sq Ft

  9 Lakeview Terrace, Winchester, MA 01890

  LAKEFRONT! Nestled on the serene shores of the Mystic Lakes just 7 miles from Boston, close to the center & steps to Wedgemere train station/ 2 stops to North Station! A truly one-of-a-kind opportunity to enjoy peaceful waterfront living so close to Boston! This extraordinary 5-bedroom, 3.5-bath shingle style home offers rare privacy, timeless elegance & sweeping water views from every room!

  Kim Covino Compass

  9 Lakeview Terrace, Winchester, MA 01890
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  /24

  $3,300 per month

  • 2 Beds
  • 2.5 Baths
  • 1,486 Sq Ft
  • Apartment for Rent

  7 Conant Rd Unit 67, Winchester, MA 01890

  Condo community with use of wonderful exercise facility, outdoor heated pool and community center. In-unit laundry, no lead paint, Central AC. Beautiful 2 bed 2.5 bath townhouse with a 2 car parking at the sought-after Willows in Winchester. Elevator building to second floor then the unit is a spacious townhouse 2nd and 3rd floors. No one above you. Open floor plan from kitchen to living room

  Dave Ledwig Coldwell Banker Realty - Lexington

  7 Conant Rd Unit 67, Winchester, MA 01890
• 

  

  /42

  $1,850,000 Sold Jan 15, 2026

  77A Brooks St, Winchester, MA 01890

  • 6 Beds
  • 3.5 Baths
  • 4,122 Sq Ft
  • Built 1890

  Last Sold Summary

  • 19% Below List Price
  • $449/SF
  • 35 Days On Market

  Current Estimated Value $1,918,259

  Last Listing Agent Anne Spry Barrett Sotheby's International Realty

  77A Brooks St, Winchester, MA 01890
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  /42

  Est $2,707,511 Not Listed For Sale

  40 Amberwood Dr, Winchester, MA 01890

  • 6 Beds
  • 3.5 Baths
  • 5,713 Sq Ft
  • Built 1983

  40 Amberwood Dr, Winchester, MA 01890

  Last Sold Summary

  • 18% Above List Price
  • $403/SF
  • 8 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Kim Covino Compass
• 

  

  /42

  $1,249,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,454 Sq Ft

  40 Pickering St, Winchester, MA 01890

  This charming home retains period details while delivering flexible modern living. Through the glass-enclosed front porch, the first floor offers an entry stair hall, formal living room, a bedroom or home office with full bath and separate entrance, kid's homework room/drop zone, and - the star of the show - a sun-drenched open plan kitchen/family room with fireplace, massive island, and plenty

  Timothy Haynes Keller Williams Realty Signature Properties

  40 Pickering St, Winchester, MA 01890
• 

  

  /24

  $2,155,000 Sold Oct 21, 2025

  7 Wainwright Rd Unit 13, Winchester, MA 01890

  • 3 Beds
  • 4.5 Baths
  • 3,186 Sq Ft
  • Built 1988

  Last Sold Summary

  • $676/SF
  • 1 Day On Market

  Current Estimated Value $1,923,907

  Last Listing Agent Isabella Bruno William Raveis R.E. & Home Services

  7 Wainwright Rd Unit 13, Winchester, MA 01890
• 

  

  /38

  Est $1,806,075 Not Listed For Sale

  45 Amberwood Dr, Winchester, MA 01890

  • 5 Beds
  • 2.5 Baths
  • 4,008 Sq Ft
  • Built 1983

  45 Amberwood Dr, Winchester, MA 01890

  Last Sold Summary

  • 17% Above List Price
  • $387/SF
  • 3 Days On Market

  Last Sold Price $1,550,000

  Last Listing Agent Kim Covino Compass
• 

  

  /22

  $649,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,317 Sq Ft

  20 Charles Rd, Winchester, MA 01890

  Rarely available 3 bedroom 2 full bathrooms Townhouse at The Residences at Winchester, located in the most coveted and brand new Lynch School district. Updated kitchen with stainless steel appliances, spacious and sun-filled living room with large picture window, gleaming hardwood floor throughout. Upstairs features 3 bright bedrooms and an updated full bath. Finished lower level boasts a laundry

  Wei Wenny Fu Phoenix Real Estate

  20 Charles Rd, Winchester, MA 01890
• 

  

  /40

  $1,160,000 Sold Aug 14, 2025

  518 Washington St, Winchester, MA 01890

  • 4 Beds
  • 2.5 Baths
  • 2,302 Sq Ft
  • Built 1915

  Last Sold Summary

  • 3% Below List Price
  • $504/SF
  • 22 Days On Market

  Current Estimated Value $1,206,162

  Last Listing Agent Rodrigo Serrano Leading Edge Real Estate

  518 Washington St, Winchester, MA 01890
• 

  

  /36

  Est $2,191,333 Not Listed For Sale

  9 Amberwood Dr, Winchester, MA 01890

  • 5 Beds
  • 4.5 Baths
  • 4,257 Sq Ft
  • Built 2021

  9 Amberwood Dr, Winchester, MA 01890

  Last Sold Summary

  • 14% Above List Price
  • $451/SF
  • 195 Days On Market

  Last Sold Price $1,920,000

  Last Listing Agent Nicholas Gatto Better Homes and Gardens Real Estate - The Shanahan Group
• 

  

  /35

  $1,000,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,749 Sq Ft

  320 Washington St, Winchester, MA 01890

  Classic Victorian charm in a convenient Winchester location close to shops, the commuter rail, library, Farmers’ Market, and the Middlesex Fells. An inviting entry opens to a bright living room with a built-in window seat offering hidden storage. The main level flows into the dining room with an attached office alcove and half bath, providing flexible work-from-home space. The renovated eat-in

  John Conroy East Coast Realty, Inc.

  320 Washington St, Winchester, MA 01890
• 

  

  /41

  $2,425,000 Sold Jul 31, 2025

  15 Churchill Rd, Winchester, MA 01890

  • 4 Beds
  • 4.5 Baths
  • 5,501 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $441/SF
  • 61 Days On Market

  Current Estimated Value $2,428,084

  Last Listing Agent Kim Covino Compass

  15 Churchill Rd, Winchester, MA 01890
• 

  

  /42

  Est $2,155,326 Not Listed For Sale

  9 Buckman Dr, Winchester, MA 01890

  • 6 Beds
  • 3.5 Baths
  • 4,124 Sq Ft
  • Built 1970

  9 Buckman Dr, Winchester, MA 01890

  Last Sold Summary

  • 13% Above List Price
  • $461/SF
  • 4 Days On Market

  Last Sold Price $1,900,000

  Last Listing Agent Philip Vita Compass
• 

  

  /32

  $1,349,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,344 Sq Ft

  28 Emerson Rd, Winchester, MA 01890

  Set on a picturesque corner lot in Winchester’s coveted West Side near the Ambrose School, this beautifully preserved mid-century modern home is defined by clean lines, a thoughtful layout, and so many meaningful updates throughout. The main level features a sun-filled, fireplaced living room and a formal dining room with built-ins that flow to an inviting kitchen with stainless-steel appliances.

  Nancy Pallotta Gibson Sotheby's International Realty

  28 Emerson Rd, Winchester, MA 01890
• 

  

  /42

  $2,499,000 Sold May 19, 2025

  50 Winford Way, Winchester, MA 01890

  • 5 Beds
  • 4.5 Baths
  • 4,270 Sq Ft
  • Built 2024

  Last Sold Summary

  • $585/SF
  • 0 Days On Market

  Current Estimated Value $2,447,889

  Last Listing Agent Kim Covino Compass

  50 Winford Way, Winchester, MA 01890
• 

  

  /42

  Est $2,388,816 Not Listed For Sale

  5 Pilgrim Dr, Winchester, MA 01890

  • 6 Beds
  • 3.5 Baths
  • 4,138 Sq Ft
  • Built 1962

  5 Pilgrim Dr, Winchester, MA 01890

  Last Sold Summary

  • $580/SF
  • 5 Days On Market

  Last Sold Price $2,400,000

  Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest
• 

  

  /40

  $1,799,900 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,906 Sq Ft

  35 Hollywood Rd, Winchester, MA 01890

  Tucked at the end of a cul-de-sac and bordering the Fells, this classic brick-and-wood Colonial blends generous living spaces with comfortable, easy flow. The fireplaced living room and spacious dining room are filled with natural light and framed by peaceful woodland views. The kitchen features stone counters, stainless appliances, and a peninsula that connects to the dining area and opens to a

  Anne Spry Barrett Sotheby's International Realty

  35 Hollywood Rd, Winchester, MA 01890
• 

  

  /13

  $680,000 Sold May 15, 2025

  15 Charles Rd, Winchester, MA 01890

  • 2 Beds
  • 2 Baths
  • 968 Sq Ft
  • Built 1963

  Last Sold Summary

  • 4% Above List Price
  • $702/SF
  • 12 Days On Market

  Current Estimated Value $648,900

  Last Listing Agent Beiping Zhao Jack Gately Real Estate, LLC

  15 Charles Rd, Winchester, MA 01890
• 

  

  /42

  Est $1,996,548 Not Listed For Sale

  15 Pilgrim Dr, Winchester, MA 01890

  • 4 Beds
  • 3 Baths
  • 4,256 Sq Ft
  • Built 1959

  15 Pilgrim Dr, Winchester, MA 01890

  Last Sold Summary

  • 6% Above List Price
  • $441/SF
  • 13 Days On Market

  Last Sold Price $1,875,000

  Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest
• 

  

  /41

  $1,750,000 Pending

  • 6 Beds
  • 4.5 Baths
  • 3,833 Sq Ft

  12 Wincrest Dr, Winchester, MA 01890

  West Side! Set on a beautiful, serene oversized 1/2 acre lot, this turn key 2006* 5–6 bedroom, 4.5 BA home offers the perfect blend of space, comfort, & style. This home was completely renovated & expanded in 2004 offering an open floor plan w/ kitchen & dining area that flow seamlessly into an oversized family room w/ walls of windows showcasing the gorgeous yard. The main floor also offers

  Kim Covino Compass

  12 Wincrest Dr, Winchester, MA 01890
• 

  

  /41

  $2,000,000 Sold Apr 15, 2025

  31 Coolidge Rd, Winchester, MA 01890

  • 4 Beds
  • 4 Baths
  • 4,650 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $430/SF
  • 11 Days On Market

  Current Estimated Value $2,025,981

  Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  31 Coolidge Rd, Winchester, MA 01890
• 

  

  /40

  Est $1,410,454 Not Listed For Sale

  16 Johnson Rd, Winchester, MA 01890

  • 3 Beds
  • 2 Baths
  • 3,142 Sq Ft
  • Built 1958

  16 Johnson Rd, Winchester, MA 01890

  Last Sold Summary

  • 1% Below List Price
  • $452/SF
  • 6 Days On Market

  Last Sold Price $1,420,000

  Last Listing Agent Anne Spry Barrett Sotheby's International Realty
• 

  

  /39

  $995,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  8 Russell Rd Unit 10, Winchester, MA 01890

  An investor's opportunity to own a multi-family in the desirable town of Winchester. This great two-family is centrally located minutes from downtown Winchester. Featuring two bright and sunny units totaling 4 bedrooms and two full bathrooms. Each unit has their own gas heating, hot water systems, and breaker panels. Lower unit has 2 bedrooms with a full bathroom. Living room/dining room combo

  Rajive Dogra Coldwell Banker Realty - Lexington

  8 Russell Rd Unit 10, Winchester, MA 01890
• 

  

  /23

  $950,000 Sold Dec 04, 2025

  16 Park Ave Unit 1, Winchester, MA 01890

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft
  • Built 1915

  Last Sold Summary

  • 5% Below List Price
  • $619/SF
  • 26 Days On Market

  Current Estimated Value $952,320

  Last Listing Agent Andrea Mackey The Agency Boston

  16 Park Ave Unit 1, Winchester, MA 01890

Showing Results 81 - 120, Page 3 of 18