Winchester MA Real Estate

View the latest real estate listings in Winchester MA below.

Winchester Homes for Sale

Contact The Home Advantage Team at 781-645-0505 or online for more information or to schedule a private tour.

21 Gershon Way Winchester MA 01890

Winchester, MA21 Gershon Way, Unit 21

Price$1,590,000

Est. Mortgage: $/month

Open House

MLS Number 72730250

  • Condo or Co-op
  • Next Open House: Wed 09/23 11:30 am. to 2:30 pm.
  • Rooms 8
  • Bedrooms 3
  • Bathroom 3

ONLY 6 HOME OPPORTUNITIES REMAIN!!! Designed by national, award-winning, architect Gary Snider. Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, a full bath and an open loft area. 2 Car garage.***MODEL HOME OPEN DAILY 11-4PM***MEET THE BUILDER SAT & SUN 9/26 & 9/27 NOON TO 3PM***

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

11 Canal Street Winchester MA 01890

MLS Number 72730631

  • Condo or Co-op
  • Rooms 6
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1926

Attention first time buyers and down-sizers! Looking for a condo but also want outside space then this is the place. This NEWLY REMODELED 6 room ranch is the perfect condo-alternative. There are 2 bedrooms, a brand new kitchen, separate dining room, a brand new full bath, a den which is perfect for a home office or guest room plus hardwood floors throughout. Need more space...a full basement with tall ceilings offers expansion possibilities plus there are pull down stairs to a large attic providing plenty of additional storage. Savvy buyers will see this as a great value and an investment that will surely appreciate. Call now for a private showing.

Listed by The Synergy Group and Paul Cirignano of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

4 Ridgeway Street Winchester MA 01890

Winchester, MA4 Ridgeway Street

Price$1,269,900

Est. Mortgage: $/month

MLS Number 72729915

  • Single Family Detached
  • Rooms 9
  • Bedrooms 5

Enjoy stunning views from this newly renovated home perched just above Winchester center! This home has been completely transformed while still showcasing gorgeous period details throughout. Enjoy a brand new kitchen with soaring ceiling, commercial grade stove, granite countertops, stainless appliances & double sink. Sought-after family room located right off the kitchen! First floor also boasts a full bath, formal dining and living rooms, butler's pantry/bar area and mudroom. The second floor features four bedrooms, another full bath, laundry and a reading nook with picturesque downtown views. 3rd floor master suite includes its own sitting area and another full bath. You'll discover even more space in a fully-finished lower level, featuring a large central area, flanked by two bonus rooms and yet another full bathroom. The home features new floors, windows, systems and front porch. Come and enjoy the view from 4 Ridgeway!

Listed by Andersen Group Realty and Marie Montieth of Keller Williams Realty Boston Northwest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

310 Main Street Winchester MA 01890

Winchester, MA310 Main Street

Price$2,599,000

Est. Mortgage: $/month

MLS Number 72730144

  • Single Family Detached
  • Rooms 14
  • Bedrooms 5

Stunning recreation of a true Winchester home! This modern day classic with great curb appeal, has been impeccably designed and beautifully constructed by top design/build team. Located on prominent Main St. just outside the center, with quick easy access to schools, the train to Boston, shops, restaurants, ponds, trails. This glorious home offers high end designer finishes and style that cannot compare. First floor w/ gorgeous kitchen, 48' Wolf Stove, Sub Zero fridge,oversized island and adjacent family room w/fireplace, direct entry to garage. 1st floor office, living room w/fplc, stylish dining rm w/ soapstone wet bar/server great for entertaining! step outside the french doors to bluestone patio with wrap around seating. Second floor offers 4 beds 3 baths with a master that is straight out of a magazine! 20' Cathedral ceilings, cozy fireplace, spa-like bath w/ soaking tub and oversized shower. Third floor offers 2 add'l rooms & full bath. Finished LL media/playroom/Gym w/ full bath

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

31 Canterbury Road Winchester MA 01890

Winchester, MA31 Canterbury Road

Price$1,099,000

Est. Mortgage: $/month

MLS Number 72730104

  • Single Family Detached
  • Rooms 8
  • Bedrooms 3

Do you want to live on one of the most sought after streets in Winchester? Are you nervous you may have to sacrifice on house for the neighborhood? Well, NOT HERE! Welcome to 31 Canterbury Road. This three bedroom brick front home is a stone's throw to the Wedgemere commuter rail station AND 1 mile to the town center! Best of all? It boasts countless updates. You can truly unpack your bags and make yourself at home. The kitchen has been dazzled with a marble backsplash, quartz counters, and JennAir pro-series appliances. The first floor offers a renovated full bathroom just off the custom mudroom with built-in cubbies. The second full bathroom is dripping with marble. The fireplaced formal living room and finished basement are welcomed features. Looking for even more? The family room and 3 season sunroom look out to the SPRAWLING backyard with oversized patio. A yard this size is a RARE treat. Now is your chance to become part of the Canterbury Road community that so many envy …

Listed by Vita Realty Group and Philip J. Vita of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

19 Albamont Road Winchester MA 01890

Winchester, MA19 Albamont Road

Price$1,069,000

Est. Mortgage: $/month

MLS Number 72730116

  • Single Family Detached
  • Rooms 6
  • Bedrooms 3

Inviting westside split level in impeccable condition. Move right into this attractive home with newer kitchen and baths. Open floor plans lends itself to be the perfect place to entertain. Gas fireplace in living room and dining room overlooks expansive deck.Sunny family room off the dining room.Master bedroom with bath and two additional bedrooms with bath. Lower level has a great recreational room and a half bath and laundry room.Large private rear yard has basketball court and gardens and room to play. All new gas heating system and air conditioning, and electrical updating.New windows and hardwood floors Freshly painted and ready for someone to appreciate the quality updates the seller has made. Close by to desirable Vinson-Owen School ,shopping and transportation and highway.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

47 Lawson Road Winchester MA 01890

Winchester, MA47 Lawson Road

Price$1,549,000

Est. Mortgage: $/month

MLS Number 72728850

  • Single Family Detached
  • Rooms 9
  • Bedrooms 5

This is one of those "special" homes! Welcome to 47 Lawson Road- a sweet location coveted by so many and close to both Winchester train stations, schools and Fells Reservation. A classic colonial, this home features a newly updated kitchen with high end finishes and appliances, open to a family room with lots of windows and french door to a lovely deck and yard. Enjoy a formal dining room and living room, perfect for entertaining and beautifully decorated. The second floor features three spacious bedrooms, in addition to a large master suite with vaulted ceilings and updated master bathroom and custom built-ins. The third floor offers another bedroom and full bathroom. Partially finished basement is perfect for a playroom or media room. The professionally landscaped yard is private and fully fenced in with plenty of play space. Two car attached garage, central air, newer systems and so much more. This home is a treasure- not to be missed!

Listed by Karen S. Garrett of Better Homes and Gardens Real Estate - The Shanahan Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

4 Sheffield Road Winchester MA 01890

Winchester, MA4 Sheffield Road

Price$2,229,000

Est. Mortgage: $/month

MLS Number 72729287

  • Single Family Detached
  • Rooms 12
  • Bedrooms 6

Storybook colonial with all the updates you desire & an address that can not be beat! Located on one of Winchesters most desired streets, this home is with filled with character & detail, perfectly blended with modern amenities and high end finishes. Direct access from the 2 car garage to side porch, mudroom with built in bench and storage lockers, half bath & laundry. The kitchen; the heart of this home is stunning and feat. viking appliances, granite counters, double ovens, center island and cozy breakfast nook with built in seating overlooking rear patio and beautifully manicured yard. The dining room can seat many and offers original coffered ceilings & wood fireplace. Formal living room with fireplace & beamed ceilings, large family room on first floor & great screen porch complete this floor. Second floor offers 4 large bedrooms, master with full bath, third floor offers two additional rooms great for home office. Lower level w/media/game/gym rooms w/ full bath & 2nd laundry rm.

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

34 Everett Avenue Winchester MA 01890

Winchester, MA34 Everett Avenue

Price$2,699,000

Est. Mortgage: $/month

MLS Number 72727846

  • Single Family Detached
  • Rooms 11
  • Bedrooms 6

Old world beauty and detailing are perfectly preserved throughout this home that sits majestically above the upper Mystic Lake on desirable Everett Avenue. Enjoy watching the sunrise every morning over the water from your private deck or sunroom, take in the wildlife that is abundant and enjoy a swim or kayak ride at your leisure. 6 bedrooms provide ample room for all and offer options of home offices and remote learning areas as well. Each room in this home is grand in scale, with hard wood floors, gorgeous mahogany detailing and doors and a fabulous butler's pantry. There's a huge lower level playroom that opens directly to the back yard, upper deck for dining and a one-car garage. Walk to the train, schools, town center and parks easily. This home is priced well below neighborhood value and awaits your special touch!

Listed by Nancy S. Pallotta of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

50 Grove Street Winchester MA 01890

Winchester, MA50 Grove Street

Price$1,150,000

Est. Mortgage: $/month

MLS Number 72728379

  • Single Family Detached
  • Rooms 7
  • Bedrooms 3

This lovely center entrance colonial will delight! Through the foyer, enter the inviting living room with fireplace, then flow to the 3 season sunroom to enjoy the views of the beautiful backyard & gardens. The first floor office with a closet is essential for today's living, and gives an option for a 4th bedroom. Dining room with built-in china cabinet is wonderful for entertaining. The bright & sunny kitchen has a custom dining area and adjacent half bath. Upstairs find 3 spacious bedrooms with generous closets & hardwood floors, and the full bath. The updated lower level provides great bonus space for a family room & fitness area. Large enclosed, backyard with so much space to relax & play. The landscaping has been updated with many new plantings to make the outdoor space an oasis. This home has been recently painted inside & out, replacement windows installed, the storage shed recently refurbished, and many other special touches added. So much to love about this home!

Listed by Katie Tully of Waterfield Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

457 Washington Street Winchester MA 01890

Winchester, MA457 Washington Street

Price$679,000

Est. Mortgage: $/month

MLS Number 72728302

  • Single Family Detached
  • Rooms 7
  • Bedrooms 2

MUST SEE opportunity to own in Winchester! This inviting two bedroom, one and one half bath Colonial home is situated in a prime location, directly across from Leonard field and near highly desirable Muraco school & playgrounds. You'll feel its charm as soon as you enter its spacious living room with a gorgeous fireplace. Modern kitchen leads into a formal dining room, featuring a sliding door out into a large, private patio. Finished basement offers ample space for a home office, media area or playroom, as well as an additional half bath. The second floor features two bedrooms and a newly renovated full bath, complete with gorgeous skylight. There are smart home features throughout the house, including Nest thermostats, alarms and doorbell. Quick walk to the Fells reservation or Tri-Community Greenway. Easy access to Rte. 93, downtown shops, restaurants and commuter transportation. Welcome to Winchester!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

11 Niles Lane Winchester MA 01890

Winchester, MA11 Niles Lane

Price$2,499,000

Est. Mortgage: $/month

MLS Number 72727847

  • Single Family Detached
  • Rooms 12
  • Bedrooms 6

Imagine coming home to a quiet home flooded with natural light, nestled in privacy & across the street from the Mystic Lake. This sprawling contemporary Colonial offers just that, on one of the most prized street in town, where homes rarely convey. And it comes with deeded land directly on the lake, so you have full access whenever you want. 6 bedrooms, including a first floor en-suite set up, perfect for nannies or guests. The large open floorpan offers a gigantic kitchen and family room, and a design that just begs you to entertain. French doors flank the rear of the house, leading to a sprawling patio and BBQ area. The master suite offers a huge bed chamber, large dressing room w/multiple closets and a private bath. Custom finishes highlight this home at every turn, including the hand-made iron stair rails, builtins, columns, trim and elaborate entry chandelier. A large playroom is located in the basement, and there is ample room to add a wine cellar or work room. Plus, 2 car garage

Listed by Nancy S. Pallotta of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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