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Winchester MA Real Estate

Discover Winchester, MA real estate with the help from expert realtors at The Greene Realty Group. Look through a variety of listings, including commercial spaces, single family homes, apartment, and more.

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10 Pine Street Winchester MA 01890

Winchester, MA10 Pine Street

Price$3,199,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72823505

  • Single Family Detached
  • Bathroom 5
  • Rooms 15
  • Bedrooms 7
  • Acreage 0.71

A true Winchester masterpiece! This one of a kind, grand shingle style victorian home is situated on approx 3/4 of an acre of land just outside Winchester center, in one of the most desirable downtown neighborhoods! This signature home features an extraordinary blend of old world charm & craftsmanship w/ modern custom design including an expanded eat in kitchen with island, gas cooking, wet bar & sliders to deck. Mudroom off kitchen with direct entry to over sized 2 car heated garage with Tesla charging station, and a spacious media room/ gym adding the finishing touch to a perfectly balanced home. From the moment you enter this stunning residence you will feel the grandeur, its presence is like no other; with large flowing rooms, gorgeous millwork, 9 fireplaces, 7 bedrooms, 3 full baths, 3 half baths. Master suite features a private deck, walk in closet, fireplace, & gorgeous spa-like bath with radiant heat floor, double vanity sinks, soaking tub, custom shower & high end fixtures.

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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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28 Surrey Road Winchester MA 01890

Winchester, MA28 Surrey Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 72807662

  • Single Family Detached
  • Bathroom 6
  • Rooms 14
  • Bedrooms 5
  • Acreage 0.73

Fabulous new construction opportunity awaits you in Winchester. Spectacular floorplan with 14 magnificent rooms, 5 bedrooms, 5 1/2 baths. Winchester luxury living encompassing choice materials and tasteful design by well known Master Builder from Winchester. Casual elegance with features such as beautifully appointed culinary grade kitchen, large finished family room and office with full bath in basement, primary bedroom with den, tasteful mudroom, heated 2 car garage, and more! Exceptional 31,800 square foot lot capable of an optional pool and pool house with striking optics overlooking the Ledges of Winchester. Quiet, popular neighborhood. Unmistakable benefits of New construction in a classic New England town with TOP rated schools. Built with perfection as a goal, and excellence as a result for a fortunate family to enjoy for many years to come.

Listed by Anthony Marino of Marino Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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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22 Mccall Road Winchester MA 01890

Winchester, MA22 Mccall Road

Price$2,599,000

Est. Mortgage: $/month

MLS Number 72804848

  • Single Family Detached
  • Bathroom 6
  • Rooms 11
  • Bedrooms 5
  • Acreage 0.75

Newer construction, custom built shingle style home in top Myopia/ Winchester Country Club location! Designed for ease of living with direct entry garage into mudroom, 1/2 bath leading into sun-drenched kitchen/ family room spanning the rear of the home, oversized windows overlooking conservation & providing an abundance of privacy and tranquility. Top of the line finishes both inside and out with natural cedar shake roof, natural stone accents, copper gutters & high end Andersen aluminum clad windows. First floor w/ high ceilings, family room w/ sliders to oversized deck, gas FP, formal dining room and living room with cathedral ceilings can also serve as second master suite w/ full bath! 2nd level features 4 beds, 2 ensuite; gorgeous master with high ceil, spa- like bath, 2nd fl. laundry. Full walk out lower level w/ private entry featuring full summer kitchen, bedroom, living room and full bath complete with full size windows leading to stone patio. Elevator shaft in place B-2nd Fl

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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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21 Laurel Hill Lane Winchester MA 01890

Winchester, MA21 Laurel Hill Lane

Price$2,499,000

Est. Mortgage: $/month

MLS Number 72802704

  • Single Family Detached
  • Village Sunset
  • Bathroom 5
  • Rooms 10
  • Bedrooms 5

NEW CONSTRUCTION~Must see this stunning 4/5 bedroom home with luxurious design & high end finishes. This custom home is spacious and inviting, offering a grand open floor plan ideal for entertaining and modern day family living. The kitchen will feature an 8' island with seating/ quartz countertops, high-end Thermador/ SUB-ZERO appliances, wine bar w/fridge, breakfast/ morning /dining area, spacious family room with gas FP off the kitchen w/ direct exterior access w/ sliders leading out to deck & large private rear yard; first floor also has formal dining room & 5th bed OR home office w/ 3/4 bath. The 2nd level master suite is a dream, offering a spacious master bedroom, with separate sitting room, dual walk-in closets, lavish bath with tiled shower/glass encl. double vanities & soaking tub! Three add'l beds incl. junior suite w/ bath, full hall bath and laundry room finish this level. Lower level full walk out w/ oversized media/game w/ kitchenette & full bath! 2 car garage/ mudroom~

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

73 Sunset Road Winchester MA 01890

Winchester, MA73 Sunset Road

Price$2,150,000

Est. Mortgage: $/month

Open House

MLS Number 72808584

  • Single Family Detached
  • Next Open House: Sat 05/8 12:00 pm. to 2:00 pm.
  • Bathroom 5
  • Rooms 11
  • Bedrooms 5

Better than new! Thoughtfully designed and updated cul-de-sac home with all the details you wish for. Covered front entry leads to gracious, welcoming foyer w/ double closets. To your left, a formal LR or office. To your right, an open, large dining room and powder room. High ceilings expand this sunlit home where the family room, chef's kitchen, sunroom all seem to flow into the gardens. Another large front corner room can be a BR, office or playroom. Upstairs, 5 spacious BRs open to the circular hallway with laundry. Owner's suite has exceptional closets, walk-in shower and jacuzzi tub. Two more baths serve other BRs. Over-sized 2+ car garage leads you to large mudroom, full bath, expansive media/rec room plus a workroom, ample wine cellar and great storage. Home's clever details not found anywhere else. And the real gem: Expansive, very private, must-see garden oasis with bluestone patio, natural stream, koi pond and hot tub. Very convenient to 93, 128, the Fells and more.

Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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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21 Ridgefield Road Winchester MA 01890

Winchester, MA21 Ridgefield Road

Price$2,099,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72808764

  • Single Family Detached
  • Village Town Forest
  • Bathroom 4
  • Rooms 13
  • Bedrooms 6

Location is everything! This stunning Revival home abutting Town forest land and near downtown offers unparalleled privacy & spectacular views! This spacious home stuns with impeccable old world craftsmanship mixed with sophisticated updates. You'll be wowed by the high ceilings, architectural mastery & stylish design. Grand foyer leads into an expansive living room with fireplace and gorgeous hardwood floors, flowing into a dining room with custom built-ins. Don't miss the cozy family room with dazzling views & additional fireplace! Modern kitchen with granite countertops, stainless steel appliances and two dishwashers. Fully screened-in porch with skylights is an entertainer's dream. Huge master suite complete with en-suite bath, sitting area, fireplace & full bonus room! Another two bedrooms & full bath complete the 2nd floor. Upper level features two more bedrooms, full bath & office. Manicured yard with stone patio and 2 car garage. Simply an exceptional home in a prime location!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 Gershon Way Winchester MA 01890

Winchester, MA27 Gershon Way, Unit 27

Price$2,050,000

Est. Mortgage: $/month

MLS Number 72757101

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,638

2021 Winner for BEST NEW 55+ COMMUNITY IN THE COUNTRY. ONLY 2 HOMES REMAIN out of 29! Live surrounded by luxurious finishes, soaring ceilings, hardwood throughout & plenty of natural sunlight. This open concept plan boasts a 1st floor master suite with tray ceiling, a super-sized walk-in closet and luxurious en suite bath. The eat in kitchen is adorned with ceiling height cabinets, quartz countertops and top of the line stainless steel appliance package featuring Sub*Zero, Bosch, Wolf... The dining room has a stately coffered ceiling, bay window and sliders to a private, covered deck. The flex room can be a home office or studio for your beloved hobbies. 1st floor also features a powder room, mudroom and laundry. Upstairs you'll find 2 additional spacious bedrooms, a full bath, a library and a large open loft for movie watching or game night. The icing on the cake: attached 2 Car garage with electric car charging station AND a 1,500 SF Walkout basement! MODEL HOME OPEN DAILY 11-4

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 Churchill Circle Winchester MA 01890

Winchester, MA3 Churchill Circle

Price$2,050,000

Est. Mortgage: $/month

Open House

MLS Number 72824952

  • Single Family Detached
  • Next Open House: Sat 05/8 12:00 pm. to 2:00 pm.
  • Bathroom 3
  • Rooms 10
  • Bedrooms 4

This once traditional colonial has been stunningly renovated into a sparkling, contemporary home. An open L-shaped floor plan has dynamic appeal with designer lighting fixtures, white-washed oak flooring & tall windows to usher in both morning & afternoon natural light. Long sight lines connect the dramatic two-story living room, dining area, & sleek modern kitchen w/Jenn-Air appliances. A quartzite waterfall-style island has ample seating and is a social hub for the large family room as well. An attractive staircase with cable railings leads to the 2d floor landing w/dramatic views of the living room below. 4 bedrooms include a large owner's suite w/two walk-in closets & luxurious new spa bath. The modern design elements continue into the lower level w/plush wall to wall carpeting, bonus room w/chic built-in bookshelf & cheerful flex space for all. Large mudroom. POTENTIAL 5TH BEDROOM AND 4TH BATH! New bamboo composite deck & lush grounds. Pretty cul de sac in Muraco Elementary area.

Listed by The Lorrie Parajeckas Group and Lorrie Parajeckas of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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

12 Mount Pleasant Street Winchester MA 01890

Winchester, MA12 Mount Pleasant Street

Price$1,999,000

Est. Mortgage: $/month

MLS Number 72812251

  • Single Family Attached
  • Bathroom 4
  • Rooms 11
  • Bedrooms 6
  • Acreage 0.21

HOME OFFICE!! Must see this spectacular home with carriage house completely renovated & restored inside and out! This spacious home offers a prime downtown location with 4 floors of space featuring 5+bedrooms, 3.5 baths complete with private ELEVATOR! This recently renovated custom designed town home lives like a single family and offers all the luxuries todays buyers desire, close to town, shops, schools, train to Boston. Stunning kitchen with cherry cabinets, stainless appliances, dining area flooded with sunlight, and family room with walls of windows overlooking beautifully manicured grounds. Formal LR with gas fireplace and detailed moldings. Spacious Master suite with w/fplc, walk in closet & marble bath w/ soaking tub. Third floor w/ 4 addl. beds and full bath. EXCLUSIVE to this unit is also a 3 CAR GARAGE/ CARRIAGE HOUSE w/ full in-law apartment above. The carriage house is handicapped accessible equipped with chair lift, full bath, laundry, kitchenette, living and bedroom area

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

7 Samoset Road Winchester MA 01890

Winchester, MA7 Samoset Road

Price$1,899,000

Est. Mortgage: $/month

Open House

MLS Number 72813408

  • Single Family Detached
  • Next Open House: Sat 05/8 12:00 pm. to 1:00 pm.
  • Bathroom 4
  • Rooms 14
  • Bedrooms 6

Pristine Colonial in desirable Ambrose School district! This impressively spacious home boasts six bedrooms with three full and one half bath. Welcome into a grand entrance leading to the formal dining room with tray ceiling and hardwood floors. The recently updated kitchen includes stainless steel appliances, Wolf range, designer backsplash with a eat-in kitchen. Newly built exterior deck is perfect for entertaining. Formal living and family rooms both have fireplaces! Bedroom/office is located on the main level. Half bath and spacious laundry room with plenty of storage complete the first level. Second floor includes a master bedroom with en-suite bathroom and walk-in closet. Three additional bedrooms and a full bathroom complete the second level. Finished lower level includes library/media/office and another full bathroom complete with a steam shower! This wonderful home with mature landscaping is waiting for you!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.