Homes in ZIP Code 01890

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  /42

  $2,299,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,953 Sq Ft

  19 Gershon Way, Winchester, MA 01890

  Welcome to this gorgeous 5-year-young attached single-family home in Winchester’s desirable 55+ community! Barely lived in and beautifully cared for, this home feels brand new—only better. The inviting main level features a beautiful office with coffered ceilings and a stylish kitchen and dining area that opens to a warm, fireplaced living room. From there, step into the stunning screened-in

  Philip Vita Compass

  19 Gershon Way, Winchester, MA 01890
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• 

  

  

  /7

  $1,950 per month plus fees

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  2 Elmwood Ave Unit 11, Winchester, MA 01890

  This nice 1 Bedroom 1 Bath place in the WINCHESTER area is available for Now.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the information was obtained.

  2 Elmwood Ave Unit 11, Winchester, MA 01890
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  /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 $3,176,929

  Last Listing Agent Philip Vita Compass

  18 Wickham Rd, Winchester, MA 01890
• 

  

  

  /39

  Est $2,348,025 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,539 Sq Ft

  38 Winthrop Street Extension, Winchester, MA 01890

  38 Winthrop Street Extension, Winchester, MA 01890
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  /40

  $1,869,000 Open Sun 12PM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 3,294 Sq Ft

  20 Grove Place, Winchester, MA 01890

  From the moment you enter this European-style Victorian, you’ll be charmed. The first level features an eat-in kitchen with quartz countertops, LG Café appliances, wine fridge, island, and large windows, plus a living room, den, and half bath. The second floor offers a primary suite with skylight, ceiling fan, two walk-in closets, balcony, jacuzzi bath, and steam shower. Two more bedrooms and a

  Andersen Group Realty Keller Williams Realty Boston Northwest

  20 Grove Place, Winchester, MA 01890
• 

  

  /16

  $3,000 total monthly price

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

  36 Cross St Unit 1, Winchester, MA 01890

  Recently updated and bright first-floor unit featuring a spacious eat-in kitchen with new flooring, ample cabinet space, and bonus closet/pantry area. The kitchen also boasts an additional bonus room for your customization. This home offers two bedrooms, high ceilings, a renovated bathroom with a large shower, and beautiful hardwood floors. Enjoy the convenience of in-unit laundry and plenty of

  Dawn Felicani Gibson Sotheby's International Realty

  36 Cross St Unit 1, Winchester, MA 01890
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  /42

  $2,025,000 Sold Feb 21, 2025

  23 Olde Village Dr, Winchester, MA 01890

  • 3 Beds
  • 3.5 Baths
  • 4,997 Sq Ft
  • Built 1975

  Last Sold Summary

  • 8% Above List Price
  • $405/SF
  • 8 Days On Market

  Current Estimated Value $2,110,839

  Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  23 Olde Village Dr, Winchester, MA 01890
• 

  

  /34

  Est $851,175 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft

  897 Main St Unit 1, Winchester, MA 01890

  897 Main St Unit 1, Winchester, MA 01890
• 

  

  /35

  $1,399,000 Pending

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

  6 Wyman Ct Unit 6, Winchester, MA 01890

  Another Tree Top Group masterpiece –Welcome to 6 Wyman Court! New full gut renovation townhome with 2,722 sq. ft., 3 beds, 4.5 baths & 4 levels of sun-drenched living space. Located in a prime end of cul-de-sac & moments from the vibrant Winchester Center including shops, dining & commuter rail. Main level features a thoughtfully designed kitchen w/ stainless steel appliances, a large center

  Monte Marrocco Coldwell Banker Realty - Lexington

  6 Wyman Ct Unit 6, Winchester, MA 01890
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  /20

  $1,850 per month plus fees

  • Studio
  • 1 Bath
  • Condo for Rent

  2 Elmwood Ave Unit 14, Winchester, MA 01890

  This nice Studio 1 Bath place in the WINCHESTER area is available for Now.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the information was obtained. We

  2 Elmwood Ave Unit 14, 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 $1,279,661

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

  261 Cambridge St Unit 261 G, Winchester, MA 01890
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  /33

  Est $1,703,941 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,254 Sq Ft

  20 Graystone Cir Unit 20, Winchester, MA 01890

  20 Graystone Cir Unit 20, Winchester, MA 01890
• 

  

  /42

  $1,285,000 Pending

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

  104 Church St, Winchester, MA 01890

  This charming colonial in prime flats location is full of surprises! Showcasing a stunning rear 3 story addition duplex with walls of windows & 4 rooms! Use as the primary, home office, art studio or let your children enjoy this unique space~ The first floor offers a classic layout with an expanded updated kitchen & family area open to gorgeous deck overlooking the beacon hill style yard

  Kim Covino Compass

  104 Church St, Winchester, MA 01890
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  /23

  $5,250 total monthly price

  • 4 Beds
  • 2 Baths
  • 2,948 Sq Ft
  • House for Rent

  113 Cambridge St, Winchester, MA 01890

  Ideally located near Winchester Center, this beautifully updated home combines modern design with classic New England charm. 113 Cambridge Street features a fully renovated kitchen with custom cabinetry, quartz counters, and premium appliances, opening to bright, inviting living spaces. The newly finished basement adds incredible versatility, ideal for a playroom, gym, or guest suite. With four

  Ryan Clunan Campion & Company Fine Homes Real Estate

  113 Cambridge St, Winchester, MA 01890
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  /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 $1,389,706

  Last Listing Agent Dream Team Dreamega International Realty LLC

  26 Ridge St, Winchester, MA 01890
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  /42

  Est $2,867,891 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,265 Sq Ft

  228 Ridge St, Winchester, MA 01890

  228 Ridge St, Winchester, MA 01890
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  /42

  $1,188,888 Open Sun 12PM - 1:30PM

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

  7 Trinity Rd, Winchester, MA 01890

  Welcome to 7 Trinity Road, a warm & inviting split level home tucked away on a quiet side street in sought after Winchester. From the moment you step inside, the home feels welcoming & comfortable, offering 3 bed & 2.5 baths with a layout that easily supports both everyday living & entertaining. Your foyer provides a convenient place to arrive home, with direct access to the attached garage. The

  Gayle Winters Compass

  7 Trinity Rd, Winchester, MA 01890
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  /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
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  /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 $1,475,469

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

  155 Highland Ave, Winchester, MA 01890
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  /40

  Est $1,378,886 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,529 Sq Ft

  15 Wincrest Dr, Winchester, MA 01890

  15 Wincrest Dr, Winchester, MA 01890
• 

  

  /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
• 

  

  /16

  $3,400 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,350 Sq Ft
  • Apartment for Rent

  317 Cross St Unit 319, Winchester, MA 01890

  Townhouse available 12/1! This Townhouse offers spacious 3 bedrooms, living room, kitchen and 1 full bath. There have been many updates with hardwood flooring through out, new kitchen floor, and painting in all rooms. Basement has Washer and Dryer Hook ups and 2 parking spots. There is a backyard and deck coming off kitchen. Tenant is to shovel driveway and walkway in winter months. There is a

  Robin Griffiths J. Mulkerin Realty

  317 Cross St Unit 319, 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

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

  64 Westland Ave, Winchester, MA 01890
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  /33

  Est $1,512,453 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,034 Sq Ft

  10 Carriage Ln, Winchester, MA 01890

  10 Carriage Ln, Winchester, MA 01890
• 

  

  /35

  $1,350,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,652 Sq Ft

  32 Oak St, Winchester, MA 01890

  Prime location near town center! This renovated 4-bed, 3-bath home is nestled in a private setting, walking distance to Winchester center and commuter rail to downtown Boston, nearby Middlesex Fells Reservation, High School, shops, and restaurants. Recent upgrades include new basement vinyl flooring (2025), stunning kitchen and second-floor bath renovation (2021), and new Bosch boiler and hot

  Julia Xie Keller Williams Realty-Merrimack

  32 Oak St, Winchester, MA 01890
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  /14

  $3,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,900 Sq Ft
  • Townhouse for Rent

  112 Church St, Winchester, MA 01890

  Winchesters finest neighborhood among beautiful homes and surroundings. 2 bed townhouse with separate basement area and laundry and private porches. Lease flexible short or long term, be the first to rent this home from new buyer.2 private rooms upstairs for office (or 2 more bedrooms). Available now.

  112 Church St, Winchester, MA 01890
• 

  

  /25

  $715,000 Sold Jun 27, 2025

  7 Conant Rd Unit 37, Winchester, MA 01890

  • 2 Beds
  • 2.5 Baths
  • 1,539 Sq Ft
  • Built 1999

  Last Sold Summary

  • 5% Below List Price
  • $465/SF
  • 33 Days On Market

  Current Estimated Value $720,406

  Last Listing Agent McGlynn Splaine Team Berkshire Hathaway HomeServices Commonwealth Real Estate

  7 Conant Rd Unit 37, Winchester, MA 01890
• 

  

  /35

  Est $1,697,629 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,926 Sq Ft

  16 Nassau Dr, Winchester, MA 01890

  16 Nassau Dr, Winchester, MA 01890
• 

  

  /42

  $2,099,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,519 Sq Ft

  30 Prospect St, Winchester, MA 01890

  One of Winchester’s most beloved neighborhoods sets the tone for 30 Prospect Street, a beautifully reimagined home transformed by an extensive remodel less than five years ago. A spectacular, fully renovated Chef's kitchen anchors the main level with high-end finishes and a seamless flow for living and entertaining. The living room is sunny and inviting, featuring an impressive fireplace,

  Karima Alami Compass

  30 Prospect St, Winchester, MA 01890
• 

  

  /27

  $3,300 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,338 Sq Ft
  • Condo for Rent

  7 Conant Rd Unit 21, Winchester, MA 01890

  Welcome to 7 Conant Road! This unit offers a spacious open floor plan with 1,338 square feet, featuring two bedrooms and two full bathrooms, including a roomy primary suite. Enjoy open concept living with nice flow from the kitchen to the living room & dining area. Updated & move-in ready, the bedrooms are large, complete with generous closet space. This rental showcases modern charm with an

  Kim Covino Compass

  7 Conant Rd Unit 21, 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 $737,071

  Last Listing Agent Irene Novia Loka Matahari Real Estate LLC

  7 Conant Rd Unit 60, Winchester, MA 01890
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  /36

  Est $1,574,465 Not Listed For Sale

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

  94 Johnson Rd, Winchester, MA 01890

  94 Johnson Rd, Winchester, MA 01890
• 

  

  /23

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  666 Main St Unit 315, Winchester, MA 01890

  Beautiful 2BR/2BA waterfront condo at Wedgewood Place located at 666 Main Street. This open-concept corner unit features a bright living/dining area with private balcony, granite counter-tops in the kitchen, and hardwood floors. The primary bedroom is bright with lots of windows and offers a walk-in closet and en-suite bath. Additional highlights include in-unit laundry, assigned parking,

  Jing Chen Peace of Mind Realty

  666 Main St Unit 315, Winchester, MA 01890
• 

  

  /19

  $2,700 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Condo for Rent

  145 Washington St Unit 415, Winchester, MA 01890

  At 1300sqft, this unit far exceeds the average size for a 2 bed 1 bath. Priced competitively. Very close to 93 yet neatly tucked away, you'll have two side by side parking spaces on the side street (off the main road). Screened in backdoor area so you can be as close to comfort as possible. Once entering the space you'll be greeted by large bedrooms, a cozy kitchen and your choice of an

  145 Washington St Unit 415, 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 $1,564,810

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

  5 Thornton Rd, Winchester, MA 01890
• 

  

  /32

  Est $1,643,003 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,622 Sq Ft

  104 Thornberry Rd, Winchester, MA 01890

  104 Thornberry Rd, Winchester, MA 01890
• 

  

  /31

  $1,999,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,475 Sq Ft

  46 Church St, Winchester, MA 01890

  Welcome to 46 Church Street. This spacious, beautifully maintained, Paul Whitney built home is just outside the heart of Winchester center with easy access to the commuter rail, schools, restaurants, and shopping. Offering flexible living areas and abundant room throughout, the residence features four bedrooms, three and a half bathrooms, two dedicated home offices, and a generously sized bonus

  Joan Francis Sullivan Better Homes and Gardens Real Estate - The Shanahan Group

  46 Church St, Winchester, MA 01890
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  /29

  $5,700 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,575 Sq Ft
  • Condo for Rent

  2 Rangeley Rd Unit 2, Winchester, MA 01890

  Location, Location, Location!! This beautifully updated 2 bedroom 2.5 bath conveniently located in Winchester Center. Recently renovated, this unit boasts a stunning kitchen with farmer sink, high end stainless appliances, custom cabinetry and pantry. First floor offers living room w/ fireplace and large dining room with hardwood throughout. 2 spacious bedrooms and 1.5 baths complete the second

  Kim Covino Compass

  2 Rangeley Rd Unit 2, 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 $1,534,250

  Last Listing Agent Stefanie Clifford Keller Williams Realty Boston Northwest

  21 Johnson Rd, Winchester, MA 01890
• 

  

  /39

  Est $1,832,019 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

Showing Results 41 - 80, Page 2 of 18