Recently Listed in Winchester MA

Find the newest listings for homes in Winchester MA below. These properties were placed on the market within the last 30 days. You may also be interested in exploring all current Winchester MA real estate listings.

New Listings Winchester

Contact Sweeney & O'Connell Real Estate online or call 781.643.7478 with any questions or to schedule a private tour.

Save time! Sign up to get email notifications when similar properties matching your search criteria become available.

2 Cranston Road Winchester MA 01890

Winchester, MA2 Cranston Road

Price$2,389,000

Est. Mortgage: $/month

Open House

MLS Number 72873207

  • Single Family Detached
  • Next Open House: Sat 07/31 12:00 pm. to 1:30 pm.
  • Bathroom 5
  • Rooms 10
  • Bedrooms 5

Classic center entrance Colonial in desirable East Side neighborhood! Built in 2018, this lovingly designed 5 bedroom, 4.5 baths home is ideal for family living, providing everything a savvy buyer seeks. The open floor plan features a true chef's kitchen with Quartz counters, Thermador appliances, a pot filler & an oversized island for making cookies with the kids. Double crown moldings & gorgeous hardwood floors throughout. The grand dining room is the perfect setting for hosting dinner parties & the spacious family room w/ gas fireplace provides plenty of space for gatherings & access to the exterior patios. The hearth of the home! Multiple areas will accommodate your work-from-home office. The master en-suite offers 2 oversized WIC & a generous bathroom w/ soaking tub & separate walk in shower. Exquisite attention to detail & stunning light fixtures throughout. The 3rd level w/ full bath offers the potential for bedroom #6. Convenient to downtown & only 7 miles North of Boston.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

25 Fernway Winchester MA 01890

Winchester, MA25 Fernway

Price$1,899,999

Est. Mortgage: $/month

MLS Number 72872597

  • Single Family Detached
  • Village Myopia Hill
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4

The special ones, the ones that make you stop in your tracks and say, "that's a beautiful house." They are few and far between, and when they arrive they don't last. Welcome to 25 Fernway, a quintessential brick front colonial situated perfectly in the highly desirable Myopia Hill. The breathtaking grounds will truly enamor you. Whether you are a member of the Winchester Country Club, Winchester Boat Club, a frequent visitor of the Wright-Locke Farm (or none of the above) you will fall in love with this location! The 1st floor layout boasts all of the "must haves" including a family room with a beamed/vaulted ceiling and peek-a-boo style fireplace into the living room with gorgeous dental molding. The eat-in kitchen has a skylight, fireplace, and slider to the private, lush backyard. A mudroom W/ laundry leads you to the oversized 2 car garage. All 4 bedrooms are found on the 2nd level includ. the master with 3/4 bath and dressing area. Bring your own touches to this beautiful estate!

Listed by Vita Realty Group and Philip J. Vita of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

23-25 Glenwood Avenue Winchester MA 01890

Winchester, MA23-25 Glenwood Avenue

Price$699,000

Est. Mortgage: $/month

Open House

MLS Number 72872522

  • Multi-Family 2 Family - 2 Units Up/Down
  • Next Open House: Sat 07/31 11:30 am. to 1:00 pm.
  • Total Parking Spaces 4
  • Year Built 1910
  • Bathroom 2

Incredible opportunity to put life back into a solid two-family home in desirable Winchester. Located on a dead-end street this home offers convenient access to Lynch Elementary school, Horn Pond Reservation, the Tri-Community Bike Path, and beautiful downtown Winchester with its many shops, restaurants and commuter rail. The first-floor one bedroom unit offers a living room, eat-in kitchen and bath. The second level unit has a similar layout with an additional bedroom and den on the third floor. Each unit has separate utilities, replacement windows throughout and laundry in basement. Off-street parking for four cars with a shared outdoor yard space. For the savvy buyer or investor, the possibilities are many with this home, keep as a two-family or convert to a single.

Listed by Pirani & Wile Group and Julie Wile Fish of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

254 Main Street Winchester MA 01890

Winchester, MA254 Main Street

Price$1,689,000

Est. Mortgage: $/month

MLS Number 72873085

  • Single Family Detached
  • Village Downtown location
  • Bathroom 3
  • Rooms 10
  • Bedrooms 4

Must see this stunning and very spacious home! Set on an oversized lot with great rear yard just outside the vibrant town center; this sprawling 10 room, 4 bedroom 2.5 bath home w/ 3 car garage will exceed your expectations! Recently renovated and expanded this great home has the look and feel of a colonial from the exterior yet offers a stunning redesigned open concept kitchen w/ great room addition on the rear w/soaring ceilings, amazing space and contemporary flair! The high end kitchen is the heart of the home with wonderful flow for entertaining, island seating and adjacent wine bar. Great room off kitchen with breathtaking space, vaulted ceilings, double gas fireplaces and sliders to spacious deck overlooking the rear yard. Pantry storage, mudroom & laundry all just off the kitchen. Formal dining, living room w/fplc. & sunroom/family room complete this floor. The second features 4 bedrooms, a grand master w/ vaulted ceilings & private bath plus 3 add'l bedrooms and full bath.

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

15 Amberwood Drive Winchester MA 01890

Winchester, MA15 Amberwood Drive

Price$1,699,000

Est. Mortgage: $/month

Open House

MLS Number 72871482

  • Single Family Detached
  • Next Open House: Sat 07/31 12:00 pm. to 1:00 pm.
  • Bathroom 5
  • Rooms 13
  • Bedrooms 5

On over a half acre, this impressive Colonial features a full tennis court with lush landscaping and your own pear trees! Walk into a grand entrance with a custom built staircase. A formal living and dining room are off the foyer with beautiful hardwood floors and crown molding. The kitchen has been updated w/ custom cabinetry, kitchen island, stainless steel appliances, commercial grade vented hood, indoor grill, eat-in kitchen w/ french doors to outdoor patio. Cozy family room w/ direct access to a screened in 3 season porch. The first level also has 2 half baths, laundry, mudroom w/ additional storage & access to the garage. Master bedroom is truly remarkable with custom imported panels, renovated en-suite bathroom, walk-in closet & additional storage. Four bedrooms w/ an additional two full baths complete this level. 3rd floor has a study with custom built-in shelves! This stately home is located in a quiet neighborhood and a definite must see! Part virtually staged

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

113 Cambridge Street Winchester MA 01890

Winchester, MA113 Cambridge Street

Price$849,000

Est. Mortgage: $/month

MLS Number 72870768

  • Single Family Detached
  • Bathroom 2
  • Rooms 8
  • Bedrooms 4
  • Acreage 0.25

Don't miss this opportunity. This four bedroom home offers many updates including central air, central Vac., newer windows and roof. Enjoy the private, spacious fenced yard, public transportation and close access to major highways.

Listed by Peggy Otis of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

27 Cabot Street Winchester MA 01890

Winchester, MA27 Cabot Street

Price$1,875,000

Est. Mortgage: $/month

MLS Number 72869967

  • Single Family Detached
  • Village Flats neighborhood
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4

Once upon a time... this storybook-like french country tudor is an opportunity you won't want to miss! This special home is situated on one of the most beautiful lots in the desirable flats area of Winchester and has been lovingly cared for through the years. The sprawling first floor features a charming entry foyer, mudroom, beautiful oversized living room with fireplace leading to a charming brick screen porch; formal dining room w/ custom mill work and built ins, butlers pantry china cabinets, eat in kitchen & attached garage complete the main level. The second floor offers a large master suite with sitting area, full bath & walls of windows overlooking the private gardens; plus two additional spacious bedrooms and full bath. The third floor suite includes a bedroom and full bath. The lower level features a grand family room/ media room with fireplace and high ceilings, a summer kitchen, laundry and utility rooms. This home is a rare find and one you will want to make your own!

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

7 Wainwright Road Winchester MA 01890

MLS Number 72869905

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,276

Beautiful townhome in the Ledges community in Winchester. Nice open floor plan with vaulted ceilings in the great room, a fireplace, and slider leading to the large deck with an awning. First-floor primary bedroom with two large walk-in closets and bath. The second floor includes a loft, perfect for an office and two additional bedrooms, and a bath. The basement is partially finished with a sitting area, room for woodworking, and office space. Attached two-car garage!! Clubhouse, Tennis court, walking/jog trails, and swimming pool!!

Listed by Kathryn Malisheski of Redfin Corp.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

35 Nathaniel Road Winchester MA 01890

Winchester, MA35 Nathaniel Road

Price$1,029,000

Est. Mortgage: $/month

MLS Number 72869738

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4
  • Acreage 0.15

Must see this wonderful updated 4 bedroom 2.5 bath home situated in a great elementary school neighborhood close to Muraco school fields, tennis courts, playgrounds, and the bike path! This recently renovated and expanded home offers a great layout with sunny rooms, hardwood floors, and a location that can't be beat! The first floor features a lovely living room with fireplace & bay window, dining room, updated kitchen, family room/sunroom & half bath. Sliders to large deck offer easy access to amazing back yard connecting to Muraco fields, bike path, playgrounds & school. The second floor offers a master suite with tiled bath, bay window, three additional bedrooms and full bath. The lower level is finished with a game room/playroom & utility area with laundry. New furnace, hot water tank, ductless A/C units, newer windows,updated kitchen and baths. Must see this great home close to Winchester center, train to Boston, and all Winchester has to offer!

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

52 Graystone Circle Winchester MA 01890
Open House

MLS Number 72869009

  • Condo or Co-op
  • Next Open House: Sat 07/31 2:00 pm. to 3:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,924

Looking for a move-in ready and spacious condo located in desirable Graystone? This is the unit you have been searching for. Freshly painted with the lower level finished, this expansive unit has so much potential to make your own. Featuring hardwood floors, high ceilings with an open and airy layout. This chef's kitchen has a gas countertop range, stainless steel appliances, custom cabinetry and a cozy breakfast nook. Master bedroom is located on the first level with hardwood floors, walk-in closet and full en-suite bathroom. Second level features and open loft/family room with two additional bedrooms and full bathroom. The lower level has been partially finished and heated making it perfect for a gym/media/playroom. Private outdoor patio is a wonderful location for entertaining guests. Now is the perfect opportunity to purchase in 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: 2.78% last updated on Jul 22, 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

114 Main Street Winchester MA 01890

Winchester, MA114 Main Street

Price$899,900

Est. Mortgage: $/month

MLS Number 72868918

  • Single Family Detached
  • Bathroom 2
  • Rooms 7
  • Bedrooms 3
  • Acreage 0.26

Lovely 3 bedroom, 1.5 bath raised ranch home with gas fireplaces on each level. Perfect for getting to town center, the library and schools. On public transportation route. This home has been well maintained. Family room was added on with rubber roof. The lower level offers a large finished playroom with gas fireplace that leads to the garage or to the unfinished laundry room with exterior access. Patio in back with stairs that lead up to a large sprinklered backyard with storage shed. Front yard is sprinklered as well. Amenities include central air, insulated windows and doors. 1/2 mile to Wedgemere Commuter Rail and 1 mile to center, McCall and Lincoln School. Perfect location to enjoy all that Winchester has to offer. Refrigerator, Washer, Dryer are gifts from the Seller.

Listed by Kristen Mulkerin of J. Mulkerin Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

9 Trinity Road Winchester MA 01890

Winchester, MA9 Trinity Road

Price$1,099,000

Est. Mortgage: $/month

MLS Number 72868665

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 3
  • Acreage 0.38

Welcome to Winchester! This mid-century Ranch single family home is ready to move-in. Gleaming hardwood floors throughout. A modern eat-in kitchen featuring stainless steel appliances & commercial hood. The dining room is perfect for entertaining & opens to the sunken living room w/ fireplace. A separate office/family room has new carpeting w/ plenty of natural sunlight. Master bedroom is spacious & has an en-suite bathroom. Two additional large bedrooms & full bathroom complete the main living area. A partially finished newly carpeted basement has a wonderful media room w/ fireplace, laundry room, half bath & plenty of storages! Exterior features includes an oversized enclosed heated patio with skylights and sliders for outdoor access. Nice sized lot with a storage shed and a one car garage. This home has much potential for expansion. Located on a quiet cul-de-sac, Vinson Own school district, and near Winchester Golf Club, Mystic Lakes. Wright-Locke Farm, Whipple Hill & so much more!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.