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

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8 Glengarry Road Winchester MA 01890

Winchester, MA8 Glengarry Road

Price$2,599,000

Est. Mortgage: $/month

MLS Number 72912027

  • Single Family Detached
  • Village Downtown/ Wedge pond
  • Rooms 11
  • Bathroom 5
  • Bedrooms 5

BETTER THAN NEW! Must see this 5 bed 4.5 bath colonial, completely renovated and mindfully redesigned. This stunning home is located just outside the center in a most desired neighborhood; w/much of the interior reframed, it is sure to offer the layout todays buyers desire. Enter into the grand foyer as you are drawn to the front to back living room with gas fplc, & exceptional original woodwork and detail throughout. The stunning kitchen with 48' Wolf stove, Sub Zero fridge and an oversized honed Quartz island is a chefs dream! Adjacent dining area / dining room are offered as flex spaces depending on your family's needs. Family Rm w/ bay window, office & powder room complete this floor. The second floor showcases an inviting Master bedroom w/ gas fireplace, lavish spa-like bath w/ soaking tub and stall shower& walk in closet with custom shelving plus 2 add'l en-suite bedrooms flooded with sunlight, 2nd floor laundry. The third has 2 add'l beds w/vaulted ceil & full ba. Finished LL

Listed by Kim Covino of Compass

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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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7 Wainwright Road Winchester MA 01890

MLS Number 72910344

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 4,228
  • Complex The Ledges

Welcome to the "The Ledges" - Custom Builder-Designed “E” Style - 11+ Room Townhouse - End Unit - exclusive Custom Layout - like no other at The Ledges - beautifully maintained and updated with exquisite details and features throughout - Open Floor Plan - Gourmet Chef's Kitchen - Cathedral Ceilings - Wainscoting and Crown Molding - two Decks overlooking private wooded area - New Custom Built-in Cabinetry throughout - abundant storage. 1st Flr - Sun-filled Living Rm - Dining Rm - Family Rm w/FP and Sliders to Private Deck - Custom Built Gourmet Kitchen w/all the Bells and Whistles - Office - Half-Bath - Master BD w/Gas FP - Slider to Private Deck - two Walk-in Closets and Master Bath w/double-Vanity. 2nd floor has a fabulous Loft - Bedroom and full Bath. Lower Level is completely finished - Custom Built-In's - Walkout Sliders to Private Yard - perfect Nanny/In-Law/Guest Suite. Premier Location near Club House - Pool and Tennis Courts. Minutes to Winchester Center and Major Routes.

Listed by Lucille Murray of Compass

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$
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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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7 Conant Road Winchester MA 01890

MLS Number 72911539

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,486

Beautiful two level unit in an established complex convenient to multiple Town amenities. The first level of the unit has an elegant wrap around floor plan that includes the kitchen, living room, and dining room, all with wood floors. Living room has direct access to one of the outside decks. Kitchen is spacious with a large pantry closet. The second level contains two bedrooms with adjoining bathrooms. The Master has a large walk in closet and a double sink vanity. The second bedroom has direct access to an outdoor deck overlooking the property. In unit laundry conveniently located near bedrooms. The Clubhouse contains a large function room with attached kitchen, a workout room, and an inground pool. Price reflects potential future updates. Come and see this beautiful unit!

Listed by Mark O'Donnell of William Raveis R.E. & Home Services

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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15 Vinson Circle Winchester MA 01890

Winchester, MA15 Vinson Circle

Price$1,999,000

Est. Mortgage: $/month

MLS Number 72911440

  • Single Family Detached
  • Bathroom 4
  • Rooms 9
  • Bedrooms 4
  • Acreage 0.98

Private 1 acre lot! Situated on one of the most beautifully manicured & exclusive lots in Winchester, this unique property offers endless opportunities to create your dream home! Dramatic open layout w/ walls of windows, soaring cathedral ceilings, featuring 4+ bedrooms, 3.5 bathrooms & including an attached in-law suite w/ a full bathroom, kitchen / cabinetry, & private exterior access. The updated chefs kitchen includes four ovens, gas stove, a skylight and double sliding glass doors that lead to the back deck overlooking the expansive, spectacular yard.Two extra large sheds in backyard for storage, a gazebo with deck space, and a courtyard with grilling station make this property an entertainers dream. This property is situated in a neighborhood that can support a 3M home; close to Vinson Owen elementary. Build equity and create the home of your dreams with a custom renovation & plenty room for a pool! Builders lined up and available to work directly with buyers!

Listed by Kim Covino of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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111 Cambridge Street Winchester MA 01890

Winchester, MA111 Cambridge Street

Price$874,900

Est. Mortgage: $/month

MLS Number 72911260

  • Single Family Detached
  • Bathroom 3
  • Bedrooms 6
  • Rooms 11
  • Lot Description Paved Drive,Level

Gracious turn of the century, center entrance colonial with beautifully crafted period details expected in a property of this grandeur. The first level of this home offers a traditional and welcoming entry hall, front to back fireplace living room, pleasing front facing dining room, eat in kitchen, grand stairway, a breakfast stairway and enclosed side porch. The second level offers four generous bedrooms, including the primary bedroom with en-suite bath and fabulous closet space, as well as hall way linen closet. The top floor offers a pleasing landing, two additional bedrooms and additional bonus room. This home has been lovingly appreciated by the same family for sixty years and is waiting its next steward. The property is located just outside of Winchester center with easy access to public transportation, shopping, Mystic Lake and more. Schedule your private showing.

Listed by Peggy Otis and Robert F. Rose of Coldwell Banker Realty - Winchester

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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171 Swanton Street Winchester MA 01890

MLS Number 72910723

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,427

Beautifully refreshed, bright and sunny townhouse at The Village Condominiums offers a convenient and comfortable lifestyle in this desirable condo community. This sweet home features brand-new white oak hardwood floors throughout, an updated kitchen and remodeled bathrooms. The living room with a woodburning fireplace leads out to your private patio overlooking the Aberjona River. The open railing staircase adds a light and airy essence to this home. The 2nd level features 3 bedrooms , 2 full baths and laundry. The newly created 3rd room offers great versatility as a bedroom or home office. Carport parking and storage are steps away from your front door. This well established complex offers professional management, with a low condo fee that includes a swimming pool, tennis courts and beautifully maintained building and grounds. Easy access to Winchester Center, restaurants, schools and shopping.

Listed by Naomi DeLairre and Anne Spry of Barrett Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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11 Main Street Winchester MA 01890

Winchester, MA11 Main Street

Price$889,900

Est. Mortgage: $/month

MLS Number 72908889

  • Single Family Detached
  • Bathroom 2
  • Rooms 5
  • Bedrooms 3
  • Acreage 0.23

Welcome to 11 Main Street in Winchester, a beautifully maintained ranch with many recent updates. The sun drenched fireplaced living room, is a great size along with the eat in kitchen which has plenty of cabinet space, new appliances, and a slider that invites you to the level back and side yards. This home is ready to move in but easily upgraded to your personal touch, as the windows, roof, hardwood floors and kitchen have been redone. However, the master bedroom could have an for on-suite if desired, potential for a second-floor expansion, and the basement redone in the 1970's would be a simple upgrade. Close to all the downtown has to offer, schools, highways, and public transportation. Come see today!

Listed by John Ross and Christina Capuano of Coldwell Banker Realty - Lexington

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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20 Girard Road Winchester MA 01890

Winchester, MA20 Girard Road

Price$1,299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72908931

  • Single Family Detached
  • Bedrooms 4
  • Bathroom 4
  • Rooms 9
  • Acreage 0.47

Come listen to the birds and enjoy the nature! 10 acres of conservation are out the back yard! This custom built split level has room for everyone. Freshly painted, new floors and carpets make this move in ready. Large living room opens to dining room and separate Kitchen with breakfast room. Family room with fireplace make for a gracious first floor. Steps up to the primary suite with large closets and huge bath and deck. 2 more bedrooms and family bath with laundry shute round off the second floor. Lower level with office and bedroom, extra bath and laundry. Huge unfinished basement for future growth with an additional 1214 sf. Be in for Thanksgiving and spend time to customize your new home!

Listed by Jonathan Nyberg and Sara Dolan of Old New England Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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10 Westley Street Winchester MA 01890

MLS Number 72909057

  • Condo or Co-op
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,690

This home has a little bit of everything with an abundance of space! 4 finished floors include a primary suite with an oversized closet, whirlpool tub/separate shower, gas fireplace, skylight & cathedral ceilings. Brand new stove/oven/microwave, new kitchen floor, hardwood floors refinished, Speed Queen washer/dryer. Period details include built-ins and stained glass. Enjoy the gorgeous rose bushes beside the porch swing in the summer and idyllic views of the lilac trees from the large kitchen window in Spring. High ceilings, central air, Thomasville cabinets, small shop & finished playroom in basement, storage shed. Unit has an exclusive fenced-in yard & deck with no condo fees aside from master insurance. Close to 93, 5-minutes to The Fells, 10-minutes to town center/Lincoln Elementary, 2 blocks from High School. Make 10 Westley your "home sweet home"!

Listed by Aditi Jain of Redfin Corp.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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42 Holland Street Winchester MA 01890

Winchester, MA42 Holland Street

Price$1,279,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72908834

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

Welcome to Winchester...This is just the home you've been waiting for....located just outside of the Town center, steps away from the BRAND NEW HIGH SCHOOL and the athletic field. The main level has gorgeous hardwood floors throughout, a fabulous kitchen for the chef at heart with plenty of work space, a family room with fireplace and custom built in's, a large dining room area, a living room and a beautiful first floor master bedroom with vaulted ceilings & master bath. The second level has three large bedrooms with a lot of natural light and a full bath. The lush yard is professionally landscaped with beautiful perennials throughout and a vegetable garden. The beautiful outdoor stone patio gives you plenty of space for entertaining with family and friends. The lower basement level is HUGE with high ceilings and just waiting to be finished. A full home inspection has been done on the home and available for review. Don't miss your chance to call this your new HOME.

Listed by Gayle Winters of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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24 Water Street Winchester MA 01890

Winchester, MA24 Water Street

Price$1,179,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72908599

  • Single Family Detached
  • Bathroom 4
  • Rooms 9
  • Bedrooms 3
  • Acreage 0.14

Welcome to 24 Water Street. A classic 3 BR Colonial newly built in 2004. This sun-filled home offers a flexible floor plan which makes for easy living. First floor has a large Living Room which opens to a bright Dining Room and updated Kitchen. Kitchen has SS appliances, lots of custom cabinetry and beautiful views of a flat private yard. Rounding off the 1st floor is a 1/2 bath, mudroom, hall closet and access to the backyard. Second floor offers a sizable Primary Suite with a walk-in closet, private bathroom, double vanity and soaking tub. Two additional bedrooms and a common full bath complete this floor. Lower-level includes a bonus/media room, built-ins, 3/4bath, gym area with full windows and walk-out access to the yard. Don't miss the laundry room and large storage area. Hardwood floors throughout, sprinkler system, nest thermostats, lots of storage and so much more. Move-in and enjoy the short walk to town center, train, schools and all that Winchester has to offer.

Listed by Leigh Ventura of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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157 Highland Avenue Winchester MA 01890

Winchester, MA157 Highland Avenue

Price$1,599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72908778

  • Single Family Detached
  • Village Fells
  • Bathroom 4
  • Bedrooms 6
  • Rooms 10

Majestic 6 Bedroom 4 bath home close to the town center and seconds to the Fells! Enter into the stunning open foyer w/high ceilings flanked by a great home office w/built ins and a sunny living room w/wood burning fireplace. The dining room is large w/original detail, china cabinets & flows nicely into the updated cherry kitchen w/stainless appliances, granite island with lots of prep space, breakfast area & easy access to rear deck & yard. The1st floor also features a beautiful large screened in porch with a treehouse feel & a full bath! The 2nd floor offers 4 generously sized bedrooms, and an updated full bath.The third floor has an add'l full bath and two large bedrooms. A nicely finished lower level includes a media center with a fireplace, a full bath and a wet bar. The lower level and kitchen both have direct access to a sprawling deck overlooking the backyard of your dreams including a stone patio, play area and plenty of lawn space, all fenced in. Direct access 1 car garage.

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.