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Homes for Sale in Winchester MA

Browse current listings for single family homes in Winchester below.

Houses for Sale in Winchester MA

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54 Johnson Road Winchester MA 01890

Winchester, MA54 Johnson Road

Price$4,175,000

Est. Mortgage: $/month

MLS Number 72984802

  • Residential
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 7,982
  • High School Winchester

Presenting a new construction masterpiece that's a refreshing break from the ordinary, it's extraordinary! This exceptional home was designed to be beautiful yet casual, where everyday living is fabulous! From the moment you step through the 8’ arched handcrafted wrought-iron front doors you are struck by the impressive 20' soaring foyer, 10' ceilings, custom rift-sawn beams and massive floor-to-ceiling windows. Unparalleled construction, quality and craftsmanship from a master builder w/ 25 yrs experience are apparent. The striking architecture continues on all 4 finished levels leaving one wanting for nothing. Features include incredible kitchen w/ 2 islands, vaulted ceilings throughout, a 3 bay (6 car) garage, breathtaking breakfast nook, butlers & dry pantries, 1st fl study/inlaw, open finished attic, huge finished basement w/ natural light that feels like a 1st floor with game, exercise and media rooms. With excellent location & schools, this unequaled home is a must-see!

Listed by Team Suzanne and Company and Suzanne Koller of Compass

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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10 Sheffield Road Winchester MA 01890

Winchester, MA10 Sheffield Road

Price$3,550,000

Est. Mortgage: $/month

MLS Number 72978329

  • Residential
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 5,877
  • High School Winchester High

Refined, elegant and turnkey, this Colonial Revival is on one of Winchester’s premier streets. Steps to train, town, and the desirable Ambrose school. Designed for entertaining, working from home and multi-generational, family life, the 1st floor features a beautifully functional, customized chef’s kitchen, spacious living room, family room, dining room, a half bath, & mud room. The 2nd floor boasts a luxurious master suite w/ walk-in closets & large master bath/jacuzzi, plus 2 additional bedrooms & updated bathroom. The 3rd floor includes 3 large bedrooms, walk-ins & other large closets, plus 2 full bathrooms, currently configured w/ large studio/office & spacious study with lovely views of the Sheffield/Everett neighborhood. Fully finished basement with wet bar & wine cellar. New two-car garage, storage shed, patio/deck & sizeable lot. Renovations include kitchen extension, deck, wrap around porch, HVAC, windows, top grade electric & IT wiring, beautiful wood flooring, and more!

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: 5.7% last updated on Jun 30, 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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27 Mount Pleasant Street Winchester MA 01890

Winchester, MA27 Mount Pleasant Street

Price$3,199,000

Est. Mortgage: $/month

MLS Number 73005441

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,284

Essentially new construction custom built home-walk to downtown. The main existing box of the home will be gut renovated with 2 additions built on. While the floor plan has been finalized, there is still opportunity to customize the home of your dreams. The finished home will include 5 beds and 4.5 baths. 1st floor will be kitchen, fireplaced family room, formal dining room, casual eating/craft area, pantry, mudroom, fireplaced living room, and guest suite. 2nd floor will consist of 4 bedrooms, laundry room, reading nook/study, and 3 bathrooms. Basement includes bonus areas, storage and lower mudroom. 2 car attached garage. Outdoor patio area and professionally landscaped lawn space.

Listed by Mark Donnellan of Better Homes and Gardens Real Estate - The Shanahan Group

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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11 Niles Lane Winchester MA 01890

Winchester, MA11 Niles Lane

Price$3,099,000

Est. Mortgage: $/month

Contingent

MLS Number 72952069

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 7,103
  • High School Whs

TOP Waterside neighborhood! This custom, impeccably renovated and re-designed home offers a top location across from Mystic lake with direct private/ deeded water access allowing for kayaking, sailboats/paddle-boarding/fishing right outside your door! This grand home boasts high ceilings w/ gorgeous new hardwood floors throughout.Wolf/ Sub-Zero kitchen with inset custom cabinets, quartz countertops & backsplash, oversized island, 2 dishwashers, wet bar w/ wine fridge, stunning ballroom sized family room w/ stone fireplace plus formal living and dining complete with LED tray ceiling lights and 2 sided fireplace. Direct entry mudroom, 1/2 bath, 1st floor guest suite w/ full bath, plus home office. Walls of windows overlooking the rear yard w/ sliding doors to an entertainers dream w/ bluestone patio and yard. The second floor features 4 large bedrooms/ 3 baths incl. a stunning primary suite w/ water views, gorgeous spa like bath, 2 closets, sliders to private deck. 3rd floor& LL finished

Listed by Kim Covino & Co. Team and Kim Covino of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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53 Hutchinson Road Winchester MA 01890

Winchester, MA53 Hutchinson Road

Price$2,900,000

Est. Mortgage: $/month

MLS Number 73000316

  • Residential
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 4,805
  • High School Winchester

Meticulously cared for Colonial with picture perfect golf course views! This stunning "Smart" home has been designed with incredible craftsmanship and to suit today's modern lifestyle. Generous formal entry with dramatic high ceilings and gorgeous hardwood floors throughout. Chef's kitchen features stainless steel appliances, granite countertops & custom cabinetry. Open concept to the kitchen is the living room with a coffered ceiling & custom built-ins for additional storage. First floor includes a formal dining room, home office along w/ a bedroom & full bathroom. Main bedroom is a retreat! Featuring two walk-in closets & a spa like en-suite bathroom! Additional 4 spacious bedrooms and 3 bathroom complete this level. Finished lower level w/ a generous bonus room! Conveniently located near Vinson Owen & a short distance from downtown Winchester, restaurants, boutiques, and not to mention the commuter rail to Boston! Exceptional opportunity to become a part of this Winchester community

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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3 Alice Lane Winchester MA 01890

Winchester, MA3 Alice Lane

Price$2,699,000

Est. Mortgage: $/month

MLS Number 72986324

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 6,000
  • High School Winchester Hs

NEW CONSTRUCTION!! Must see this gorgeous 4/5 bedroom home with thoughtful design & high end finishes! This luxurious home is spacious and inviting, offering a grand open floor plan ideal for entertaining & modern day family living. The kitchen features an oversized island with seating/ double thick quartz countertops, high-end appliances, wine bar w/ fridge, breakfast nook/dining area. Off the kitchen is a spacious family room w/gas fireplace & direct exterior access w/ sliders leading to large deck or patio & private rear yard. The first floor also has a formal dining room and 5th bed OR home office with adj. bath. The second level master suite is a DREAM, offering a 2 room suite; bedroom with separate sitting room, dual walk-in closets, lavish bath w/double vanities, oversized shower & soaking tub! Three additional beds incl. junior suite w/ bath, full hall bath & laundry room finish this level. Finished lower level media/ rec room w/ full bath, 2 car garage direct to great mudroom!

Listed by Kim Covino & Co. Team and Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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14 Nassau Drive Winchester MA 01890

Winchester, MA14 Nassau Drive

Price$2,599,000

Est. Mortgage: $/month

Open House

MLS Number 72989634

  • Residential
  • Next Open House: Sat 07/2 12:00 pm. to 2:00 pm.
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,968

Stunning custom-built 6-bedroom house on a large and tranquil lot. This beautiful home welcomes you with a magnificent 18" foyer and features an amazing family room with 18” high coffered ceilings and 3 sides tall and bright windows and a large gourmet kitchen with a big island and double ovens. Traditional living room and dining maintain its good sense of typical New England Colonial style, curved front stair case add one more layer of beauty. Second floor and third floor offer total 6 bedrooms, suites and walk-in closets. Master bedroom is with cathedral ceilings and a sprawling master closet. Smooth flow of the spacious and walk out lower level enables rich life style with billiard room, media room, art room and exercise room -- all designed for a modern lifestyle, with an open layout that is perfect for entertaining. State of the art systems with total 6 heating and cooling zones and central vacuum system.

Listed by Weidong Li of WINN Real Estate & Consulting

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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 Brooks Street Winchester MA 01890

Winchester, MA45 Brooks Street

Price$2,499,000

Est. Mortgage: $/month

MLS Number 72993192

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,325
  • High School Whs

Sprawling expanded cape set on stunning private 1/2 acre lot in coveted Brooks neighborhood! The curb appeal alone will draw you in to this spacious 4300 sf 4 bed 4 bath home offering a classic exterior with a stunning "must see" interior; featuring formal spaces great for entertaining blended with casual living areas both inside and out w/ walls of floor to ceiling windows.. capturing the elements of nature, visually blending the serene setting with the chic contemporary interior. The lovely kitchen is the heart of this home w/ adj. stunning oversized family room w/ gas fplc & sliders to deck & fabulous patio/yard recently completed by top landscape architect. The first floor also features a guest suite w/ adj. bath, laundry, plus a home office or playroom & access to 2 car garage. The second floor features a glorious primary suite w/ full bath / steam shower & walk in closet; plus two additional large bedrooms & full bath. Newly finished LL with au-pair potential, Media room & office

Listed by Kim Covino & Co. Team and Kim Covino of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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

Open House

MLS Number 72999744

  • Residential
  • Next Open House: Sat 07/2 12:00 pm. to 1:30 pm.
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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58 Bacon Street Winchester MA 01890

Winchester, MA58 Bacon Street

Price$1,899,000

Est. Mortgage: $/month

Contingent

MLS Number 72998832

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 5,791
  • High School Whs

VERY SPACIOUS updated 1925 Colonial in incredible location! This thoughtfully designed 6 bed, 5.5 bath home is ideal for family living on 4 finished levels. The main floor features a stunning living room with fireplace & adjacent sunroom. The dining room leads to a covered porch for al-fresco dining & a convenient gas line to the grill, no filling up tanks! Hardwood floors throughout. Kitchen with granite counters, SS appliances & gas cooking opens to a spacious family room. Generous backyard provides plenty of shade & space for kids to play with neighboring friends. Partially finished lower level with additional space for storage/workshop. The 3rd floor, with 2 bedrooms, full bath & office would be ideal for an au pair or growing teenager. No climbing stairs with heavy groceries, load them directly into your elevator from the heated garage! Additional detached 2 car garage & ample additional parking. Walking distance to downtown, all schools, Ginn Field & Mystic Lakes.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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11 Chesterford Road East Winchester MA 01890

Winchester, MA11 Chesterford Road East

Price$1,799,000

Est. Mortgage: $/month

MLS Number 72981610

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,039
  • High School Whs

MUST SEE this delightful WATERFRONT home nestled alongside Little Winter (skating) pond with fabulous views! This updated contemporary designed home features a stunning easy access entry, vaulted ceilings and walls of windows showcasing the spectacular setting. Updated kitchen w/ adjacent dining room w/ built in bench flows into the living room w/fplc & family room flooded with natural light w/water views from the many windows & slider to the gorgeous new deck. The main level also offers 3 bedrooms and 2 full baths; awake each morning in the relaxing Master suite w/unsurpassed views, oversized walk-in closet & new bath. The lower level includes a large media room, bedroom, full bath and gym. There are water views from almost every room in this home! The wrap around deck is perfect for enjoying the scenery and for summertime bbq's. There is a lower patio on the water making it easy to canoe/kayak & fish from your own front yard! Enjoy living an active lifestyle in this very special home

Listed by Kim Covino & Co. Team of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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