Winchester, MA Homes

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  /36

  Est $1,408,497 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,019 Sq Ft

  99 Loring Ave, Winchester, MA 01890

  99 Loring Ave, Winchester, MA 01890
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  /38

  $1,900,000 Sold Jan 29, 2025

  • 3,611 Sq Ft
  • $526/SF
  • 50 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1984

  11 Plymouth Rd, Winchester, MA 01890

  OPEN HOUSE SUNDAY 11/17 11:30-1:00pm. Magnificent Brick Colonial, perfectly situated at the end of a quite dead-end street, abutting conservation that offers unmatched privacy and tranquility. The gorgeous, spacious foyer leads into the beautiful front to back living room with a warm and inviting fireplace. The well-appointed dining room with custom built-in China cabinet is perfect for large

  Darryl Brian RE/MAX Bentley's

  11 Plymouth Rd, Winchester, MA 01890
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  /42

  Est $1,059,625 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,913 Sq Ft

  5 Highland View Ave, Winchester, MA 01890

  5 Highland View Ave, Winchester, MA 01890
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  /33

  $642,000 Sold Jan 28, 2025

  • 1,752 Sq Ft
  • $366/SF
  • 56 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1880

  20 Hancock St, Winchester, MA 01890

  Welcome to Winchester ! This townhouse with large shared backyard is located on lovely tree lined street . The front porch welcomes you as you can sit and watch the world go by. First floor has living room, dining room and kitchen with laundry. Half bath completes the first floor. Three bedrooms and full bath upstairs. One bedroom is a pass through. Back stairway to half of full size attic is off

  Carolyn Vernaglia Better Homes and Gardens Real Estate - The Shanahan Group

  20 Hancock St, Winchester, MA 01890
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  /29

  Est $767,653 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 828 Sq Ft

  241 Cross St, Winchester, MA 01890

  241 Cross St, Winchester, MA 01890
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  /38

  $2,199,000 Sold Jan 27, 2025

  • 3,431 Sq Ft
  • $641/SF
  • 21 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2024

  11 Alden Ln, Winchester, MA 01890

  This stunning new 4 Bed 3.5 BA home in Winchester’s sought-after East Side is a must see! The first floor boasts a dramatic contemporary design with high ceilings and designer finishes with oversized windows drawing attention to the setting w/ large rear yard & oversized deck, great for entertaining and family enjoyment.The open airy layout features a great entry w/ mud room, high-end kitchen

  Kim Covino Compass

  11 Alden Ln, Winchester, MA 01890
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  /35

  Est $1,664,300 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,623 Sq Ft

  12 Pine Grove Park, Winchester, MA 01890

  12 Pine Grove Park, Winchester, MA 01890
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  /42

  $1,517,500 Sold Jan 09, 2025

  • 3,091 Sq Ft
  • $491/SF
  • 7 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1957

  14 Henry St, Winchester, MA 01890

  Incredible value! Don’t miss this 6 BR, 3 full bathroom expanded colonial w/ over 3,000 square feet of living space tucked away in a charming Vinson Owen School neighborhood. This expansive home features an open concept, eat-in kitchen/family room w/ granite countertops, double ovens, large island, recessed lighting & cozy family room. The sunny kitchen also opens to a private backyard w/ stone

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

  14 Henry St, Winchester, MA 01890
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  /17

  Est $1,135,103 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,016 Sq Ft

  269 Cross St Unit 271, Winchester, MA 01890

  269 Cross St Unit 271, Winchester, MA 01890
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  /42

  $1,130,000 Sold Jan 08, 2025

  • 1,883 Sq Ft
  • $600/SF
  • 21 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1948

  6 Governors Ave, Winchester, MA 01890

  Welcome to this impeccably maintained & beautifully updated Colonial on large lot near the town center. This home blends charm w/ modern convenience, featuring 3 spacious bedrooms & 1.5 baths w/ a great floor plan. The first level features a sun-drenched living room that flows into an inviting dining room; updated kitchen overlooks the rear yard & is equipped w/ ample storage, stainless steel

  Kim Covino Compass

  6 Governors Ave, Winchester, MA 01890
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  /9

  Est $1,739,607 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,415 Sq Ft

  118 Wendell St, Winchester, MA 01890

  118 Wendell St, Winchester, MA 01890
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  /32

  $1,080,000 Sold Jan 08, 2025

  • 3,220 Sq Ft
  • $335/SF
  • 105 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1900

  89 Mystic Valley Pkwy, Winchester, MA 01890

  Price Adjustment to Assessed Value!! Victorian townhome in fabulous downtown location! Ideally situated in close proximity to trains, schools, restaurants and everything Winchester Center has to offer! Front porch welcomes you into this lovingly cared for home blending old world charm with modern amenities. First floor features high ceilings, beautiful hardwood flooring, fireplaced living room

  Stephanie McGowan Better Homes and Gardens Real Estate - The Shanahan Group

  89 Mystic Valley Pkwy, Winchester, MA 01890
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  /39

  Est $973,926 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,323 Sq Ft

  108 Wendell St, Winchester, MA 01890

  108 Wendell St, Winchester, MA 01890
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  /33

  $1,542,500 Sold Jan 07, 2025

  • 3,588 Sq Ft
  • $430/SF
  • 62 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2011

  58 Graystone Cir Unit 58, Winchester, MA 01890

  Discover this like-new three bedroom, 3.5 bathroom property, originally purchased as a model unit with numerous high-end upgrades and impeccably maintained since. Soaring ceilings in the first-floor family room create a bright, airy space perfect for entertaining. The open-concept layout seamlessly flows from the designer kitchen area through to dining room and living room, with french doors to

  Karen Garrett Better Homes and Gardens Real Estate - The Shanahan Group

  58 Graystone Cir Unit 58, Winchester, MA 01890
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  /35

  Est $1,305,126 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,910 Sq Ft

  14 Hill St, Winchester, MA 01890

  14 Hill St, Winchester, MA 01890
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  /21

  $425,000 Sold Jan 03, 2025

  • 758 Sq Ft
  • $561/SF
  • 9 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1982

  64 Highland Ave Unit 18, Winchester, MA 01890

  DON'T MISS THIS ONE! Ideal location at Waterfield Square - This spacious one bedroom is a diamond-in-the-rough waiting for your upgrades. High ceilings and huge windows bring in lots of sun and light. Open floor plan. Lots of closet space. Washer & Dryer in unit. Deeded parking, basement storage, tennis court, picnic area with grill, fire pit, located across from the North Reservoir and

  Diane Plunkett Plunkett Properties

  64 Highland Ave Unit 18, Winchester, MA 01890
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  /34

  Est $1,000,244 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft

  29 Shepard Ct, Winchester, MA 01890

  29 Shepard Ct, Winchester, MA 01890
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  /29

  $1,335,000 Sold Dec 27, 2024

  • 2,245 Sq Ft
  • $595/SF
  • 117 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1959

  28 Thornberry Rd, Winchester, MA 01890

  Welcome to 28 Thornberry! Located in the highly sought-after West Side. Situated on .34 acres, this home has been fully remodeled and is ready for its new owner. The home features four bedrooms plus a bonus room that works perfectly as an office or exercise room, and two full bathrooms. Since the home sits high above the road, you can enjoy complete privacy in your open-concept living, dining,

  Shaundize Moosavizadeh Coldwell Banker Realty - Boston

  28 Thornberry Rd, Winchester, MA 01890
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  /29

  Est $1,337,624 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,002 Sq Ft

  26 Arthur St, Winchester, MA 01890

  26 Arthur St, Winchester, MA 01890
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  /39

  $1,450,000 Sold Dec 26, 2024

  • 1,969 Sq Ft
  • $736/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1950

  37 Tufts Rd, Winchester, MA 01890

  Beautifully renovated home with open concept main living area including elegantly updated kitchen with quartz countertops, professional grade range and wine refrigerator. Primary suite includes cathedral ceilings and oversized (8' high) sliders opening up to private balcony with views of Leonard Pond. His and hers closets and private bath with double sinks and radiant heat make this the perfect

  Amanda Armstrong Compass

  37 Tufts Rd, Winchester, MA 01890
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  /42

  Est $1,408,890 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,365 Sq Ft

  18 Forest St, Winchester, MA 01890

  18 Forest St, Winchester, MA 01890
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  /36

  $1,025,000 Sold Dec 23, 2024

  • 3,045 Sq Ft
  • $337/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  22 Grove Place Unit 30, Winchester, MA 01890

  Welcome to 22 Grove Place Unit 30, a 3-bedroom, 3-bathroom townhouse in Winchester, MA, that combines single-family privacy with the ease of townhouse living. This home just had the walls and ceilings freshly painted, along with new light fixtures that add a modern touch. The main level offers a spacious living room with high ceilings, a cozy double sided gas fireplace, a home office, first floor

  Peter Kasseris Compass

  22 Grove Place Unit 30, Winchester, MA 01890
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  /42

  Est $1,441,175 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,381 Sq Ft

  24 Brookside Ave, Winchester, MA 01890

  24 Brookside Ave, Winchester, MA 01890
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  /32

  $995,000 Sold Dec 23, 2024

  • 1,275 Sq Ft
  • $780/SF
  • 7 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 2017

  15 Dix St Unit 9, Winchester, MA 01890

  Get ready to enjoy one level living with elevator access from heated garage with 2 exclusive use parking spots. This is the place to be for LOCATION, LOCATION, LOCATION AND GARAGE PARKING!!! Inviting, open floor plan features hardwood flooring, large windows, and a generous amount of storage space. Kitchen features large marble topped island with counter seating, gas range and Sub Zero

  Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

  15 Dix St Unit 9, Winchester, MA 01890
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  /29

  Est $1,027,341 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft

  88 Forest St, Winchester, MA 01890

  88 Forest St, Winchester, MA 01890
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  /25

  $1,000,000 Sold Dec 23, 2024

  • 2,355 Sq Ft
  • $425/SF
  • 11 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1900

  37-39 Middlesex St, Winchester, MA 01890

  Motivated Sellers! Wonderful 2 Family on a quiet side street area just off Wedge Pond. Welcome to 37 - 39 Middlesex Street, Winchester. Lack of inside pictures is to protect privacy of the tenants and NOT an indication of poor condition. This is a very solid Two-Family Large Backyard with tremendous privacy behind property abutting Town owned land. Reciprocal side by side duplex with separate

  Craig Celli Century 21 North East

  37-39 Middlesex St, Winchester, MA 01890
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  /41

  Est $1,172,734 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,696 Sq Ft

  28 Garfield Ave, Winchester, MA 01890

  28 Garfield Ave, Winchester, MA 01890
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  /36

  $1,875,000 Sold Dec 23, 2024

  • 3,376 Sq Ft
  • $555/SF
  • 28 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1925

  10 Marshall Rd, Winchester, MA 01890

  Fully renovated in 2012,this charming colonial is nestled on a side street near Winchester Center, both train stations and local schools.Step into a welcoming ,traditional foyer that leads to the living room, complete with custom built-ins, a cozy fireplace and French doors opening to a sunroom bathed in natural light. The chefs kitchen boasts high end appliances and flows seamlessly into a

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

  10 Marshall Rd, Winchester, MA 01890
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  /41

  Est $1,222,397 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,302 Sq Ft

  39 Forest St, Winchester, MA 01890

  39 Forest St, Winchester, MA 01890
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  /40

  $2,050,000 Sold Dec 20, 2024

  • 3,008 Sq Ft
  • $682/SF
  • 57 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1932

  58 Wedgemere Ave, Winchester, MA 01890

  Amazing opportunity NEW PRICE! Stunning English Tudor w/ incredible curb appeal situated on desirable Wedgemere Avenue! Nestled on a lush oversized lot w/gorgeous flowering trees & perennial gardens; this enchanting home has been lovingly maintained & nicely updated inside and out. The first level features a sunny living room w/ beamed ceilings & fireplace, beautiful dining room w/ original

  Kim Covino Compass

  58 Wedgemere Ave, Winchester, MA 01890
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  /38

  Est $2,068,032 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,234 Sq Ft

  25 Marion St, Winchester, MA 01890

  25 Marion St, Winchester, MA 01890
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  /27

  $2,120,000 Sold Dec 19, 2024

  • 4,255 Sq Ft
  • $498/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2024

  2 Loring Ct, Winchester, MA 01890

  UNDER CONSTRUCTION to be completed by 11/24! Desirable 4+ bedroom home w/ thoughtful design & high end finishes! This home is spacious & inviting, offering a grand open floor plan ideal for entertaining & modern day family living. The kitchen features an oversized island w/ seating, quartz countertops, high-end appliances and walk in pantry. Off the kitchen is a spacious family room w/gas

  Kim Covino Compass

  2 Loring Ct, Winchester, MA 01890
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  /33

  Est $1,206,645 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,490 Sq Ft

  17 Cross St, Winchester, MA 01890

  17 Cross St, Winchester, MA 01890
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  /37

  $2,150,000 Sold Dec 18, 2024

  • 3,048 Sq Ft
  • $705/SF
  • 12 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1963

  18 Dix St, Winchester, MA 01890

  Elegant and timeless, this beautifully renovated colonial in the heart of Winchester Center offers the perfect blend of classic design and modern luxury. With a high-end chef’s kitchen featuring an oversized island, the home’s open floor plan seamlessly connects to a spacious family room and dining area, ideal for gatherings. The first floor also boasts a formal front-to-back living room with a

  Karen Garrett Better Homes and Gardens Real Estate - The Shanahan Group

  18 Dix St, Winchester, MA 01890
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  /35

  Est $949,858 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,726 Sq Ft

  21 Holton St, Winchester, MA 01890

  21 Holton St, Winchester, MA 01890
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  /24

  $962,000 Sold Dec 18, 2024

  • 1,890 Sq Ft
  • $509/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1969

  25 Hemingway St, Winchester, MA 01890

  Discover the potential of this charming and well-maintained 2-story Cape-style home, offering both comfort and privacy in a highly desirable Winchester location. Conveniently situated near a public elementary school, public transportation, healthcare services, and a variety of dining options, this home ensures easy access to everything you need. Featuring 3 spacious bedrooms and 2 full baths, the

  Andersen Group Realty Keller Williams Realty Boston Northwest

  25 Hemingway St, Winchester, MA 01890
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  /38

  Est $1,347,138 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,799 Sq Ft

  39 Nathaniel Rd, Winchester, MA 01890

  39 Nathaniel Rd, Winchester, MA 01890
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  /26

  $1,725,000 Sold Dec 18, 2024

  • 3,143 Sq Ft
  • $549/SF
  • 75 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1939

  7 Ardley Rd, Winchester, MA 01890

  Spacious 4-bedroom colonial home w/a Nantucket vibe, sited on manicured lawns in a cul-de-sac neighborhood! Just a block from the newly being built elementary school, close to the bike path, Horn Pond & hiking trails, this property is sure to please! 7 Ardley Road features a flowing & welcoming floor plan w/lots of natural light. Beautiful gleaming hardwood flooring is found in the living room

  Vantage Point Team William Raveis R.E. & Home Services

  7 Ardley Rd, Winchester, MA 01890
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  /38

  Est $1,220,656 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,217 Sq Ft

  6 Nathaniel Rd, Winchester, MA 01890

  6 Nathaniel Rd, Winchester, MA 01890
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  /37

  $773,000 Sold Dec 16, 2024

  • 1,430 Sq Ft
  • $541/SF
  • 13 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1984

  171 Swanton St Unit 16, Winchester, MA 01890

  Welcome to this fabulous sought after end unit townhouse located at The Village,close to town,schools, and conservation.This home has been meticulously maintained and updated including new windows. Inviting living room has gas fireplace and private seating area with skylight looking over a private wooded setting and patio. Kitchen has cherry custom cabinets with granite and stainless

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

  171 Swanton St Unit 16, Winchester, MA 01890

Showing Results 481 - 520, Page 13 of 18