Homes in ZIP Code 01890

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  /22

  $2,400,000 Sold Dec 18, 2025

  19 Laurel Hill Ln, Winchester, MA 01890

  • 5 Beds
  • 4.5 Baths
  • 3,700 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Below List Price
  • $649/SF
  • 3 Days On Market

  Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

  19 Laurel Hill Ln, Winchester, MA 01890
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  /26

  Est $1,149,801 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  75 Dunster Ln, Winchester, MA 01890

  75 Dunster Ln, Winchester, MA 01890
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  /42

  $3,299,000

  • 5 Beds
  • 7 Baths
  • 7,101 Sq Ft

  257 High St, Winchester, MA 01890

  Spectacular Winchester estate offering over 7000 sf of living space with exceptional privacy and exclusivity on an oversized lot. This grand home spans over three full levels with extraordinary living spaces highlighted by a soaring two-story family room, elegant mahogany library w/ fplc, custom built-ins. The large country kitchen offers commercial grade appliances, w access to glorious deck,

  Kim Covino Compass

  257 High St, Winchester, MA 01890
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  /32

  $1,250,000 Sold Jun 30, 2025

  80 Harvard St, Winchester, MA 01890

  • 4 Beds
  • 2 Baths
  • 2,759 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Above List Price
  • $453/SF
  • 6 Days On Market

  Current Estimated Value $1,242,516

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

  80 Harvard St, Winchester, MA 01890
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  /42

  Est $3,175,146 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,676 Sq Ft

  222 High St, Winchester, MA 01890

  222 High St, Winchester, MA 01890
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  /24

  $969,000 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  139 High St, Winchester, MA 01890

  This charming Cape style home on a half-acre lot combines classic character with modern updates. Step inside to find newly refinished hardwood floors throughout the inviting fireplaced living room, dining room, and bedrooms. The recently updated kitchen and bathrooms blend style and function with contemporary finishes. The dining room with built-in China cabinet provides an inviting space to

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

  139 High St, Winchester, MA 01890
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  /16

  $1,050,000 Sold Jul 11, 2025

  61 Westland Ave, Winchester, MA 01890

  • 4 Beds
  • 2 Baths
  • 2,621 Sq Ft
  • Built 1952

  Last Sold Summary

  • 16% Below List Price
  • $401/SF
  • 48 Days On Market

  Current Estimated Value $1,166,616

  Last Listing Agent Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

  61 Westland Ave, Winchester, MA 01890
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  /30

  Est $927,880 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,857 Sq Ft

  62 Edward Dr, Winchester, MA 01890

  62 Edward Dr, Winchester, MA 01890
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  /42

  $1,950,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,443 Sq Ft

  5 Wood Ln, Winchester, MA 01890

  Royal Barry Wills former home! – An architectural treasure nestled on over 1 acre of land in one of Winchester’s most serene and private settings. Designed by the renowned architect Royal Barry Wills, this iconic Cape Cod residence showcases timeless elegance with its signature gambrel roof, cypress shingle exterior, and classic New England design. Inside, three magnificent fireplaces, exquisite

  Kim Covino Compass

  5 Wood Ln, Winchester, MA 01890
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  /40

  $1,100,000 Sold Sep 12, 2025

  5 Cutting St, Winchester, MA 01890

  • 3 Beds
  • 1.5 Baths
  • 1,414 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $778/SF
  • 8 Days On Market

  Current Estimated Value $1,101,673

  Last Listing Agent Oliver Koester Compass

  5 Cutting St, Winchester, MA 01890
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  /27

  Est $1,101,759 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,859 Sq Ft

  46 Edward Dr, Winchester, MA 01890

  46 Edward Dr, Winchester, MA 01890
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  /41

  $1,150,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,126 Sq Ft

  189 High St, Winchester, MA 01890

  This classic Cape offers exceptional space, character, and room to make it your own. The first floor features a gracious front-to-back living room, formal dining room, and an inviting eat-in kitchen, all highlighted by hardwood floors, high ceilings, and a seamless circular layout ideal for everyday living. A charming breezeway connects directly to the one-car garage, adding easy functionality.

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

  189 High St, Winchester, MA 01890
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  /42

  $1,517,500 Sold Jan 09, 2025

  14 Henry St, Winchester, MA 01890

  • 6 Beds
  • 3 Baths
  • 3,091 Sq Ft
  • Built 1957

  Last Sold Summary

  • 8% Above List Price
  • $491/SF
  • 7 Days On Market

  Current Estimated Value $1,514,544

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

  14 Henry St, Winchester, MA 01890
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  /36

  Est $1,048,480 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,568 Sq Ft

  55 Edward Dr, Winchester, MA 01890

  55 Edward Dr, Winchester, MA 01890
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  /34

  $1,499,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,865 Sq Ft

  53 Bacon St, Winchester, MA 01890

  Location, Location, Location! This beautifully maintained 3-bedroom, 2.5 bath multi-level home perfectly balances convenience and suburban charm. Enjoy an easy walk to the commuter rail, downtown shops and restaurants, schools, parks, and more. The main level features a spacious, sun-filled open floor plan with fireplaced living room, updated kitchen with skylight, and a bright sunroom offering

  Taleen Chiofaro Leading Edge Real Estate

  53 Bacon St, Winchester, MA 01890
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  /37

  $665,000 Sold Nov 14, 2025

  7 Conant Rd Unit 20, Winchester, MA 01890

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Below List Price
  • $569/SF
  • 124 Days On Market

  Last Listing Agent Brian Woods Woods Properties Inc.

  7 Conant Rd Unit 20, Winchester, MA 01890
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  /42

  Est $1,056,364 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,738 Sq Ft

  41 Edward Dr, Winchester, MA 01890

  41 Edward Dr, Winchester, MA 01890
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  /2

  $389,900

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  20 Arthur St, Winchester, MA 01890

  Property to be sold in as is condition. This unit is subject to the Winchester Housing Corp resale procedures. See document section for additional details. Buyer is responsible for any and all inspections needed for the sale of this unit. This unit is vacant and easy to show. See attachment for qualification calculations.

  Dan O'Connell LAER Realty Partners

  20 Arthur St, Winchester, MA 01890
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  /42

  $2,111,000 Sold Jun 05, 2025

  14 Grove St, Winchester, MA 01890

  • 5 Beds
  • 4 Baths
  • 4,744 Sq Ft
  • Built 1922

  Last Sold Summary

  • 8% Above List Price
  • $445/SF
  • 6 Days On Market

  Current Estimated Value $2,073,618

  Last Listing Agent Kim Covino Compass

  14 Grove St, Winchester, MA 01890
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  /38

  Est $1,082,140 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,754 Sq Ft

  34 Edward Dr, Winchester, MA 01890

  34 Edward Dr, Winchester, MA 01890
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  /25

  $949,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 2,162 Sq Ft

  41 Squire Rd, Winchester, MA 01890

  Mid Century Side Hall Colonial w Attached Garage on an Attractive Corner Lot in Winchester. Available for the first time in more than fifty years, this inviting home awaits its next owners' vision and personal touch. Exceptional opportunity to add immediate value with the right repairs and upgrades. Main floor features an open living room with fireplace, adjoining dining room with southwest

  William Cordts Charlesgate Realty Group, llc

  41 Squire Rd, Winchester, MA 01890
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  /42

  $4,450,000 Sold Oct 24, 2025

  20 Foxcroft Rd, Winchester, MA 01890

  • 5 Beds
  • 7 Baths
  • 7,679 Sq Ft
  • Built 1937

  Last Sold Summary

  • 1% Above List Price
  • $580/SF
  • 1 Day On Market

  Last Listing Agent Carolyn Walsh Better Homes and Gardens Real Estate - The Shanahan Group

  20 Foxcroft Rd, Winchester, MA 01890
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  /37

  Est $890,273 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,920 Sq Ft

  47 Edward Dr, Winchester, MA 01890

  47 Edward Dr, Winchester, MA 01890
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  /40

  $2,399,000 Pending

  • 6 Beds
  • 5 Baths
  • 4,594 Sq Ft

  29 Shepard Ct, Winchester, MA 01890

  Offers due Tuesday, 11/25 @ 10am. With 6 bedrooms & 5 full baths, this beautifully crafted new construction located at the end of a cul-de-sac delivers refined style, a modern layout & effortless living. The open layout showcases a chef’s kitchen with an oversized island, quartz counters & Thermador appliances, seamlessly connecting to the dining & living rooms, both with their own gas fireplace.

  Pirani & Wile Group Gibson Sotheby's International Realty

  29 Shepard Ct, Winchester, MA 01890
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  /36

  $1,945,000 Sold Sep 16, 2025

  20 Grayson Rd, Winchester, MA 01890

  • 5 Beds
  • 4.5 Baths
  • 3,825 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Above List Price
  • $508/SF
  • 7 Days On Market

  Current Estimated Value $1,915,367

  Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

  20 Grayson Rd, Winchester, MA 01890
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  /31

  Est $1,857,529 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,028 Sq Ft

  56 Ridge St, Winchester, MA 01890

  56 Ridge St, Winchester, MA 01890
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  /42

  $1,699,000

  • 4 Beds
  • 4 Baths
  • 3,343 Sq Ft

  263 Highland Ave, Winchester, MA 01890

  Exceptional Victorian era gem, steps from Town Center, schools, commuter rail, and the Fells! This spacious period home seamlessly blends modern elegance with timeless charm. It’s special features include: an inviting farmer’s porch, generous living and dining rooms well-suited for entertaining, first floor family room, covered porch for al fresco dining, primary suite with ensuite bath, home

  Seeme Moreira Coldwell Banker Realty - Lexington

  263 Highland Ave, Winchester, MA 01890
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  /42

  $3,745,000 Sold Aug 08, 2025

  25 Wedgemere Ave, Winchester, MA 01890

  • 7 Beds
  • 8 Baths
  • 7,587 Sq Ft
  • Built 2010

  Last Sold Summary

  • 6% Below List Price
  • $494/SF
  • 44 Days On Market

  Current Estimated Value $3,853,741

  Last Listing Agent Prestige Homes Realty Team Prestige Homes Real Estate, LLC

  25 Wedgemere Ave, Winchester, MA 01890
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  /23

  Est $984,460 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,548 Sq Ft

  12 James St, Winchester, MA 01890

  12 James St, Winchester, MA 01890
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  /40

  $2,250,000 Open Sun 12PM - 1:30PM

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

  6 Ivy Cir, Winchester, MA 01890

  Spacious newly gut renovated colonial set back on a cul-de-sac! Unbeatable location in quiet neighborhood less than a mile from all Winchester's amazing public schools and Wedge Pond. Hardwood floors throughout with gorgeous kitchen featuring huge island, large living and dining rooms. A vaulted family room with authentic barn board detailing sits adjacent to the kitchen, opening to a large

  Rose Hall Blue Ocean Realty, LLC

  6 Ivy Cir, Winchester, MA 01890
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  /42

  $2,825,000 Sold Feb 25, 2025

  16 Wickham Rd, Winchester, MA 01890

  • 5 Beds
  • 6 Baths
  • 5,850 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Below List Price
  • $483/SF
  • 8 Days On Market

  Current Estimated Value $2,918,417

  Last Listing Agent Rodrigo Serrano Leading Edge Real Estate

  16 Wickham Rd, Winchester, MA 01890
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  /38

  Est $1,250,502 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,827 Sq Ft

  10 James St, Winchester, MA 01890

  10 James St, Winchester, MA 01890
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  /41

  $1,100,000 Pending

  • 6 Beds
  • 3.5 Baths
  • 3,233 Sq Ft

  46-48 Swanton St, Winchester, MA 01890

  Rare Duplex style residence just minutes from the train, downtown shops & restaurants, Rt. 93 & 128, school, MacDonald Field and only 7 miles to Boston! Unit 46 features a modern kitchen with granite counter tops, a Wolfe gas stove, ample cabinet space and a three quarter bath and laundry is nearby. The dining room with a built-in china cabinet seamlessly flows into the living room. Upstairs

  Leeman & Gately Compass

  46-48 Swanton St, Winchester, MA 01890
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  /42

  $682,000 Sold Mar 28, 2025

  7 Conant Rd Unit 24, Winchester, MA 01890

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Below List Price
  • $570/SF
  • 68 Days On Market

  Current Estimated Value $683,378

  Last Listing Agent Paul Bettencourt Beaudoin & Associates, REALTOR®

  7 Conant Rd Unit 24, Winchester, MA 01890
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  /42

  Est $938,673 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,890 Sq Ft

  25 Henry St, Winchester, MA 01890

  25 Henry St, Winchester, MA 01890
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  /35

  $1,060,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 2,849 Sq Ft

  62 Richardson St, Winchester, MA 01890

  Stunning Two-Family home in idyllic Winchester - Ideal for multi-generational living, investors or buyers looking for a top rated School District. This home is perfectly situated on a large corner lot. Venture into Unit 1 through the all seasons porch. The kitchen offers ample cabinet space, center island, & breakfast nook. Two bedrooms on level 1, both w/ ample closet storage. Full bath w/

  Frank Ventresca Strategy Street

  62 Richardson St, Winchester, MA 01890
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  /28

  $710,000 Sold Sep 10, 2025

  666 Main St Unit 206, Winchester, MA 01890

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Below List Price
  • $607/SF
  • 50 Days On Market

  Current Estimated Value $713,297

  Last Listing Agent Sveta Vakhitova Berkshire Hathaway HomeServices Warren Residential

  666 Main St Unit 206, Winchester, MA 01890
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  /26

  Est $807,169 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,279 Sq Ft

  28 Henry St, Winchester, MA 01890

  28 Henry St, Winchester, MA 01890
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  /13

  $3,199,000 Pending

  • 6 Beds
  • 7 Baths
  • 5,709 Sq Ft

  39 Town Way, Winchester, MA 01890

  Discover all this gorgeous new construction home in top East Side location will offer! Designed with today’s lifestyle in mind, this home features a flexible open floor plan perfect for entertaining & everyday living / A great opportunity for you to customize the finishes & bring your vision to life! First floor offers a mudroom, half bath, office/living room, bedroom w/ full bath & a stunning

  Kim Covino Compass

  39 Town Way, Winchester, MA 01890
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  /35

  $1,100,000 Sold Jun 27, 2025

  63 Church St, Winchester, MA 01890

  • 4 Beds
  • 2.5 Baths
  • 3,157 Sq Ft
  • Built 1866

  Last Sold Summary

  • 24% Below List Price
  • $348/SF
  • 20 Days On Market

  Current Estimated Value $1,138,010

  Last Listing Agent Nancy McLaughlin Redfin Corp.

  63 Church St, Winchester, MA 01890

Showing Results 161 - 200, Page 5 of 18