Homes in Winchester MA

Winchester MA offers excellent access to metropolitan Boston making it a popular place to live. Single family homes are a sound solution to living eight miles from Boston. View frequently updated Winchester MA real estate listings below. You might also be interested in viewing all Arlington Area homes for sale.

Tour Single Family Homes in Winchester MA

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41 Jefferson Winchester MA 01890

Winchester, MA41 Jefferson

Price$1,550,000

Est. Mortgage: $/month

MLS Number 73003461

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,104
  • High School Winchester H.S.

Nestled on Winchester, East Hill location much sought after Jefferson Road. Close to the Fells Reservation, as well as Winchester Center, restaurants and the commuter rail. Pride of ownership shines throughout this well maintained home. Updated kitchen with large subzero refrigerator. Large, sun filled family room with windows on three sides directly off the kitchen to the family deck. First floor private cathedral ceiling office. Finished lower level fireplace family room. Beautifully maintained yard and plenty of space for a good basketball game. Enjoy the annual neighborhood block party and meeting your neighbors on evening walks around the block.

Listed by Mary Price of Better Homes and Gardens Real Estate - The Shanahan Group

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$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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108 Arlington Street Winchester MA 01890

Winchester, MA108 Arlington Street

Price$1,125,000

Est. Mortgage: $/month

MLS Number 73003234

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,235
  • High School Whs

Lovely home in delightful Ambrose neighborhood. Move right in to this immaculate cape with two bedrooms on the first floor and an office. Third bedroom is located on the second floor. The first floor also includes the living room with a fireplace and dining room. Front to back Family room is located right off the updated kitchen with granite and stainless steel appliances. The second floor has one bedroom and a large additional room waiting to be finished. The lower level has a family rec room with a fireplace, full bath, bonus room and additional storage. Private rear yard with deck is the perfect place to relax this summer. House includes landscaped yard and an attached garage. Come enjoy all Winchester has to offer this summer!

Listed by Nannette Shanahan and Kathy Culkin of Better Homes and Gardens Real Estate - The Shanahan Group

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$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Partridge Lane Winchester MA 01890

Winchester, MA5 Partridge Lane

Price$1,990,000

Est. Mortgage: $/month

MLS Number 73002735

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,620
  • High School Winchester

Quiet cul-de-sac living in a beautiful neighborhood, meticulously maintained & updated Colonial with an exceptionally large level yard. An entertainer’s dream, this home offers a sunny open concept first-floor kitchen/living room w/ gorgeous private views. Chef's kitchen with center island, wet bar, custom cabinetry, & granite countertops. Main level bedroom w/ half bath ready to be converted into a full bath. Formal living room, dining room & home office complete this level. High ceilings upstairs and downstairs! Oversized main bedroom w/ en-suite and walk-in closet, 3 additional spacious bedrooms, full bath & storage room w/ California Closets custom cabinetry. Finished lower-level w/ massive bonus room, workshop and half bath. Oversized 2-car attached garage, patio, plantings, & deck. Solar power = no electric bills! Conveniently located near Wright Locke Farm, Whipple Hill, commuting routes & so much more! Multiple “Smart" features, including sprinkler. Truly a must see!

Listed by Andersen Group Realty and Sven Andersen of Keller Williams Realty Boston Northwest

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%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Jefferson Road Winchester MA 01890

Winchester, MA25 Jefferson Road

Price$1,600,000

Est. Mortgage: $/month

MLS Number 72999074

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,839

Charming, spacious & inviting 3 bedroom, 3.5 bath ranch in much loved neighborhood . A welcoming entry foyer with sky lite leads to a large living room with fireplace. Entertain in the formal dining room with wainscoting or dine informally in the kitchen with granite counters and movable island or the 4 season sunroom over looking beautiful gardens, deck & patio. The den with fireplace also leads to front and rear patios plus a 2 car garage. The primary bedroom with private bath and 2nd bedroom and bath are situated off the foyer along with a paneled home office. The 3rd bedroom is on the second floor to the rear of the home and has its own private bathroom. The partially finished lower level features a family room with fireplace, large open second area which can accommodate a pool/ping pong table, a workshop area, laundry area and half bath. Other features include hardwood floors, crown moldings, central AC, loads of storage, plenty of windows for an abundance natural light.

Listed by Karen Piedra of Realty Executives Boston West

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%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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102 Pond Street Winchester MA 01890

Winchester, MA102 Pond Street

Price$1,175,000

Est. Mortgage: $/month

MLS Number 73002599

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,573
  • High School Winchester High

Completely renovated "smart" colonial within walking distance of Lynch elementary school! With seasonal views of Winter Pond, this beautiful sunny home boasts Jerome Bailey Foster design. Aesthetics & function are beautifully combined in the lovely kitchen with cherry cabinets, granite countertops, high-end appliances, breakfast bar, pantry & gas cooking. First floor layout is designed for entertaining, with family room open to the bluestone patio and an amazing backyard offering extensive landscaping, fruit trees, perennials, garden house and firepit. First floor office is ideal for working from home. 3rd floor playroom, 1st floor laundry, den, high ceilings on all floors, recessed lights, French doors, solar panels, 5-zone ducted/ductless mini-split A/C, spray foam insulation, all new roofs, central vacuum, motorized blinds, CAT6 wiring, wall/ceiling speakers, 6-zone sprinkler system, oversized 2-car heated garage wired for EV charger, and much more. This is a truly exceptional home!

Listed by Seeme Moreira of Coldwell Banker Realty - Winchester

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%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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241 Cross Winchester MA 01890

Winchester, MA241 Cross

Price$775,000

Est. Mortgage: $/month

MLS Number 73002145

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 828
  • High School Whs

Attention contractors, builders, and DIY enthusiasts! Looking for a hidden gem in Winchester with many possibilities. Convenient one-floor living in this ranch style home which features a galley kitchen, dining room, fireplaced living room, 2 bedrooms, 1 bath, heated sun porch, and a one car garage. Spacious corner lot with expandable potential. This could be a great starter home in Winchester, or an opportunity to make it your own. Take advantage of all that Winchester has to offer award-winning schools, Middlesex Fells, bike path, and easy access to Boston.

Listed by Danielle Storella and Bill Caci of Berkshire Hathaway HomeServices Commonwealth Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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45 Winford Way Winchester MA 01890

Winchester, MA45 Winford Way

Price$839,000

Est. Mortgage: $/month

MLS Number 73002067

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,456
  • High School Whs

Welcome to 45 Winford Way, a beautiful full dormered Cape overlooking the Fells on the Winchester/Medford border that gives you the best of both worlds! Cozy up next to the fireplace in the first floor living room, or sit down for a family dinner in the dining room, with its built-in cabinet. Coming out from the kitchen, you’ll find yourself in the three season sunroom- bright, spacious, and perfect for enjoying a book w/ your coffee in the morning sun. An additional bedroom on the first floor provides tons of versatility- exercise room, office, media room – whatever your heart desires! The second floor features 3 more bedrooms and a family bath. Moving back downstairs, the basement features a family room, an office, laundry and exterior access to the sizeable backyard. Winchester schools, Medford trash pickup.

Listed by Anne Spry of Barrett Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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43 Central Street Winchester MA 01890

Winchester, MA43 Central Street

Price$2,050,000

Est. Mortgage: $/month

MLS Number 73001958

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,800

Beautifully renovated colonial with 5 bedrooms and 4 1/2 baths in a quiet and highly desirable neighborhood. Enter into a gorgeous foyer with a beautiful staircase and attractive wainscotting. This home has been lovingly updated by the owner. It is located w/in walking distance to downtown restaurants, shopping and the commuter rail. Sprawling open kitchen/dining room with quartz counter tops and a very large island. SS appliances, thermador wall ovens. A myriad of cabinets /storage. Gorgeous hdwd floors.The living room has a decorative, wood burning f.p. & open sun room. Full bath w/shower on the 1st floor and large coat closet. French doors leading to roof deck, which overlooks back yard surrounded by a back drop of trees . 2nd floor: Master bedroom suite with a large walk in closet, a stunning bathroom with double sinks, marble countertops, 2 more bedrooms and a guest bath. Third floor includes 2 bedrooms and a full bath room. Finished basement w/ lndry. 1 garage pking.

Listed by Jayne Zeamer of Coldwell Banker Realty - Back Bay

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$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Squire Road Winchester MA 01890

Winchester, MA5 Squire Road

Price$1,950,000

Est. Mortgage: $/month

MLS Number 72999744

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,696

Prepare to fall in love w/this luxurious 6-bedroom dream home. Modern, open layout, perfect for today’s lifestyle. Comfortably work at home, entertain, & spend time w/family. Picture windows throughout-welcoming sunlight each day. Gourmet kitchen w/beautiful stone countertops, oversized island, & Viking appliances. Family rm features shiplap fireplace & leads to composite deck, while lg den leads you to a beautiful stone patio. Lg master suite features walk-in closet, dbl vanity, & lg tile shower w/bench. 2nd-level boasts 4 generous BR’s w/custom closets, 2 are walk-in. 2nd bath w/dbl vanity & laundry area complete 2nd Flr. Lower level offers full-size windows, 5th bed, & 3/4 bath, perfect for in-law or nanny, along w/rec room/home gym & lg mudroom w/garage access. Beautiful yard w/sprinkler system, flower beds & privacy fencing complete this oasis. Nestled in a pretty, quiet, community in premier school district w/easy access to all Winchester, Lexington, & Burlington have to offer

Listed by The Laura Baliestiero Team, Laura Baliestiero and Barry Dyment of Coldwell Banker Realty - Concord

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$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4 Norwood Street Winchester MA 01890

Winchester, MA4 Norwood Street

Price$1,399,000

Est. Mortgage: $/month

MLS Number 73000824

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,847
  • High School Whs

HISTORIC HOME & WALK TO TOWN! Spectacular location with plenty of vintage characteristics like the floor to ceiling windows and original hardwood flooring. Generous kitchen with breakfast nook and door with access to the deck, perfect for a grilling. Separate dining and living rooms with plentiful natural light. Home office on the 1st floor with attached 3/4 bath. The 2nd level boasts three bedrooms plus a bathroom. Spacious backyard with mature trees and plenty of space in which to play catch or let the pooch run around. Walk to nearby shops, restaurants, banks and boutiques or the weekly Farmer's Market on the Common. Avoid expensive gas prices and city parking, with the convenience of the commuter rail at your fingertips, a 15-20 minute ride into Boston's North Station.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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