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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49 Arlington Street Winchester MA 01890

Winchester, MA49 Arlington Street

Price$2,699,000

Est. Mortgage: $/month

Open House

MLS Number 72816913

  • Single Family Detached
  • Next Open House: Sat 04/24 11:00 am. to 12:30 pm.
  • Bathroom 7
  • Rooms 13
  • Bedrooms 5

Classic Shingle & Stone style with magnificent views of the Winchester Country Club golf course! Designed by Award-winning Stirling/Brown Architects, this 5 bedroom, 4 full/3 half baths home is ideal for family living, providing everything a savvy buyer seeks. A desirable open floor plan features a true chef's kitchen with granite counters, SS appliances, two ovens including Wolf range with 6 burner stove, a butler's pantry & an island for making cookies with the kids. A large, light-filled dining room, elegant formal living room plus a spacious family room w/ wood burning fireplace provides plenty of space for all. The hearth of the home! Multiple areas will accommodate your work-from-home office. Enjoy your beloved hobbies or gym/play area in the large lower level which boasts 9 foot ceilings. The master en-suite offers a viewing deck, WIC & a generous bathroom w/ soaking tub. An exquisite, terraced back yard affords multiple areas for gathering, playing & enjoying the views.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

Winchester, MA7 Conant Road, Unit 7

Price$559,000

Est. Mortgage: $/month

Open House

MLS Number 72816690

  • Condo or Co-op
  • Next Open House: Sun 04/25 12:00 pm. to 2:00 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,340

This bright and sunny, corner end unit, two-bedroom townhouse at the Willows has everything you've been looking for in Winchester. The spacious renovated kitchen offers granite and stainless appliances. Enjoy your coffee at the breakfast bar, or in the adjacent dining room. The living room boasts a gas fireplace, as well as a balcony. The bright and spacious primary bedroom offers an additional balcony, generous walk-in closet and beautifully renovated en suite bath with double vanity. Large second bedroom with double closet. Hallway bath offers shower and tub. Convenient in-unit laundry and central vacuum. The nearby clubhouse offers heated, salt water, pool, workout room, and community room. This pristine unit has had new carpeting installed. Move right in and enjoy all that Winchester offers: Middlesex Fells, Tri-Community Bikeway, Farmer's Market, library, downtown shops and restaurants, commuter rail station, and easy access to downtown Boston.

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

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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4 Ridgefield Road Winchester MA 01890

Winchester, MA4 Ridgefield Road

Price$1,599,000

Est. Mortgage: $/month

MLS Number 72816242

  • Single Family Detached
  • Bathroom 4
  • Rooms 12
  • Bedrooms 6
  • Acreage 0.18

Welcome home to this stately 1908 Colonial Revival in Winchester's desirable Symme's Corner. Where location is everything, this elegant home is convenient to town center, shopping, restaurants, and Wedgemere station. Raised oversized front porch overlooks a canopy of trees. A classically designed home boasting period details combined with modern touches makes this a perfect home for entertaining. Formal living and family room each have fireplaces with beautiful architectural woodwork.Three season screened porch extends as additional indoor/outdoor living space. Updated kitchen with stainless steel appliances & plenty of storage with access to an outdoor patio. Second floor features a spacious master bedroom with en-suite bathroom and a dressing room. Three additional bedrooms with a full bathroom complete the 2nd level. Third level includes two additional bedrooms, a full bathroom and an extra bonus room! 2 car garage with ample storage in the lower level. Ambrose school district!

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: 3.04% last updated on Apr 15, 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 Wilson Street Winchester MA 01890

Winchester, MA3 Wilson Street

Price$1,199,000

Est. Mortgage: $/month

MLS Number 72814940

  • Single Family Detached
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4
  • Acreage 0.37

Nestled on this quiet dead end street, is an impressive Colonial that boasts four bedrooms and two and a half baths. Enjoy the serenity of the Winchester Highlands area with close proximity to the Fells Reservation and popular school districts, Winchester Center with quaint shops, restaurants and commuter rail. This formal home is spacious with lots of entertaining space. Combination family and living room featuring a fireplace, built-ins and just adjacent to the dining room. Gleaming hardwood floors throughout! Airy open concept kitchen with lots of natural sunlight. A cozy sitting room featuring a stained glass window, half bath, and access to an oversized backyard and patio. Second level has a large master suite with en-suite bathroom and walk-in closet. Three additional bedrooms, a full bathroom with laundry complete the second level. 2 Car detached garage with lots of off-street parking! This is a rare opportunity to own a home off of Highland Ave!

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: 3.04% last updated on Apr 15, 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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5 Squanto Road Winchester MA 01890

Winchester, MA5 Squanto Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 72815003

  • Single Family Detached
  • Bathroom 3
  • Rooms 10
  • Bedrooms 4
  • Acreage 0.19

Rare opportunity to own a charming center entrance Colonial located in desirable Ambrose School district! This pristine & spacious home features 4 bedrooms with 3 full bathrooms. Many cosmetic updates and a recently renovated chef's kitchen! Formal dining room w/ fireplace, custom built-ins & hardwood floors throughout. French doors open to a cozy family room perfect for movie watching! The renovated kitchen is every cook and entertainer's dream! Open to the living room and with plenty of natural sunlight. Custom cabinetry, granite countertops, gas cooking and stainless steel appliances. Exterior door opens to deck great for barbequing & leads to a fully fenced backyard. Full bathroom & laundry complete first level living. Master bedroom w/ renovated en-suite bathroom. Three additional bedrooms with a full bathroom complete the second level. Fully finished lower level with bonus room perfect for a home office/gym/zoom room & additional media room with fireplace. Welcome to Winchester!

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: 3.04% last updated on Apr 15, 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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31 Myopia Road Winchester MA 01890

Winchester, MA31 Myopia Road

Price$1,575,000

Est. Mortgage: $/month

MLS Number 72814069

  • Single Family Detached
  • Village Myopia Hill
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4

Welcome to 31 Myopia Road, nestled beautifully on a private acre on lovely Myopia Hill. This home exudes simple elegance and comfortable, contemporary living with a spacious floor plan and an abundance of natural light. The first level features a gracious living room with a brick fireplace, custom built cabinetry and a large picture window overlooking the expansive lawn. The updated kitchen is perfect for cooking and entertaining while enjoying spectacular views of the garden. The 2nd level features a well appointed primary bedroom with en-suite bath, garden vista and generous walk-in storage as well as 2 other bedrooms, home office and a full bath. Enjoy long summer evenings on the beautiful deck overlooking the perennial gardens and sweeping treetop view of Mystic Lake. Easy distance to Winchester CC and Boat Club. A 2 bay garage completes this beautiful property.

Listed by Naomi DeLairre of Barrett Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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1 Wildwood Terrace Winchester MA 01890
Open House

MLS Number 72814382

  • Condo or Co-op
  • Next Open House: Sat 04/24 2:00 pm. to 3:30 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,020

Conveniently located just outside Winchester Center and steps to the town tennis courts and beach this turn of the century Victorian 4-bedroom, 2.5 bath townhouse is updated with the modern comforts of today while maintaining its historic charm. The first floor features a fire-placed living room that opens to a dining room with built-ins and hardwood flooring, a large eat-in kitchen completes the first floor. Upstairs find three bedrooms with custom closets and a full bath as well as the must see renovated oversized Master on the top-level an en suite bath with radiant heat and custom closet. Additional features include a sunny front porch, private deeded fenced yard, 2 car detached garage, plenty of additional off-street parking with private driveway, your own basement with washer/dryer and ample storage space. Enjoy all that Winchester has to offer on a private tree lined street in this ideal location close to commuter rail, restaurants, farmers market and more.

Listed by Molly Nolan Byrne and Peter Bouchie of Coldwell Banker Realty - Belmont

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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1-2 Wildwood Terrace Winchester MA 01890

Winchester, MA1-2 Wildwood Terrace

Price$960,000

Est. Mortgage: $/month

Open House

MLS Number 72814380

  • Single Family Attached
  • Next Open House: Sat 04/24 2:00 pm. to 3:30 pm.
  • Bathroom 3
  • Rooms 7
  • Bedrooms 4

Conveniently located just outside Winchester Center and steps to the town tennis courts and beach this turn of the century Victorian 4-bedroom, 2.5 bath townhouse is updated with the modern comforts of today while maintaining its historic charm. The first floor features a fire-placed living room that opens to a dining room with built-ins and hardwood flooring, a large eat-in kitchen completes the first floor. Upstairs find three bedrooms with custom closets and a full bath as well as the must see renovated oversized Master on the top-level an en suite bath with radiant heat and custom closet. Additional features include a sunny front porch, private deeded fenced yard, 2 car detached garage, plenty of additional off-street parking with private driveway, your own basement with washer/dryer and ample storage space. Enjoy all that Winchester has to offer on a private tree lined street in this ideal location close to commuter rail, restaurants, farmers market and more.

Listed by Molly Nolan Byrne and Peter Bouchie of Coldwell Banker Realty - Belmont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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 Samoset Road Winchester MA 01890

Winchester, MA7 Samoset Road

Price$1,999,000

Est. Mortgage: $/month

MLS Number 72813408

  • Single Family Detached
  • Bathroom 4
  • Rooms 14
  • Bedrooms 6
  • Acreage 0.29

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: 3.04% last updated on Apr 15, 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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254 Main Street Winchester MA 01890

Winchester, MA254 Main Street

Price$1,877,500

Est. Mortgage: $/month

MLS Number 72812979

  • Single Family Detached
  • Bathroom 3
  • Rooms 13
  • Bedrooms 4
  • Acreage 0.27

This updated and remodeled Colonial is ideally located near the heart of Winchester, convenient to schools, restaurants, shopping, parks, commuter rail, Fells Reservation and Mystic Lakes! Featuring 4 spacious bedrooms & 2 full and one half baths, the open concept chef's kitchen and expansive Great Room featuring vaulted ceilings, gleaming hardwood floors, double gas fireplaces, wet bar, skylights & direct access to a deck make entertaining a delight. Kitchen features stainless steel appliances, Bosch double wall ovens, Subzero Fridge, DCS gas cooktop, breakfast bar, dining area and large walk-in pantry. An adjacent, spacious laundry room with ample storage and mudroom with access from farmer's porch, as well as formal dining room with built-in hutch, formal living room with fireplace & access to exterior deck and comfy family room round-out the main level. A finished, walkout basement with fireplace and direct access to oversized 2 car heated garage. This stunning home awaits you!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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6 Graystone Circle Winchester MA 01890

MLS Number 72812791

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,135

Exquisite designer model townhouse in sought after Graystone at Winchester development. This spectacular home features three levels of living space with 3 bedrooms and 2 full and 2 half baths. Open concept main level with high end finishing touches. Kitchen features granite counters, custom tile backsplash and Viking stainless steel appliances. Dining room and living room have beautiful hardwood floors throughout. Living room features custom built-ins, half bathroom and exterior access to a private deck perfect for entertaining. Main level master bedroom with en-suite bathroom and walk-in closet. Second floor features a loft/family room with two bedrooms with a full Jack and Jill bathroom. Finished lower level includes ½ bath, office, and media room with access to private outdoor patio. Two car garage! Conveniently located near schools, shopping and public transportation.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

14 Mount Pleasant Street Winchester MA 01890

Winchester, MA14 Mount Pleasant Street

Price$1,699,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72812204

  • Single Family Attached
  • Village Town center location
  • Bathroom 3
  • Rooms 9
  • Bedrooms 6

Stunning and recently renovated 6 bedroom 2.5 bath home offering top of the line finishes and a highly desirable location right outside the town center! This gorgeous home has been renovated inside and out with only the finest materials, by skilled craftsmen offering grand rooms with original detail, oversized windows, hardwood floors, gas fireplaces & high ceilings. The spacious gourmet eat in kitchen w/ dining area & walls of windows leads to private deck overlooking exclusive yard. The yard has been meticulously maintained with beautiful perennial gardens & stone patio offering a tranquil setting so hard to find this close to town! Second floor offers three generously sized bedrooms with one full bath, third offers three additional bedrooms, laundry and full bath. Full basement, walk out lower level, private driveway. All updated systems, windows, electric, plumbing, siding, roof, central A/C & more. Yard is exclusive to #14. Don't miss this opportunity!

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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

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