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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437 Highland Avenue Winchester MA 01890

Winchester, MA437 Highland Avenue

Price$799,900

Est. Mortgage: $/month

MLS Number 72654224

  • Single Family
  • Parking Spaces 2
  • Total Parking Spaces 2
  • MLS Status Active
  • Year Built 1930

Welcome to this refreshing home! The entrance hall transitions to a front to back fireplace living room with hardwood floors and a built in book case. You will actually enjoy working from home in the office with views to the front plantings and access to a two-tiered, mahogany deck. The entrance hall also leads to an efficient kitchen with a separate dining room as well as a full bath and master bedroom. The lower level walks out to the expansive yard and includes 2 bedrooms, a large full bath, laundry room and utility room. The spacious backyard with beautiful plantings makes this a truly tranquil setting. The size of this home is perfect for those seeking ease of living in under 1,600 sq. feet.

Listed by Anne Spry and Katie Tully of Waterfield Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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.

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7 Maple Road Winchester MA 01890

Winchester, MA7 Maple Road

Price$1,379,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72654584

  • Single Family
  • Garage 2
  • Parking Spaces 9
  • Total Parking Spaces 11
  • MLS Status Contingent

Stylish and meticulously maintained Colonial home in a desirable Winchester neighborhood, is looking for a new owner. Located on quiet side street and boasting a corner lot, this inviting home has all the bells and whistles today's savvy buyer seeks. Constructed in 2003, this lovingly designed 4 bedroom, 2.5 bathroom home is ideal for raising a family and enjoying everything Winchester has to offer, including a bustling downtown, 2 commuter rail stations to Boston and the highly acclaimed public schools. The spacious open concept floor plan is comfortable for entertaining and the home office provides ample space and flexibility to accommodate your working demands. Nothing to do but move in and enjoy the proximity to 2600 acres of preservation land boasting 120 miles of walking trails.***PRIVATE SHOWINGS SAT-SUN 11AM-1PM BY APPOINTMENT ONLY***SEE ATTACHED SAFETY GUIDELINES***VIEW ATTACHED 3D VIRTUAL TOUR***

Listed by The Marrocco Group and Sarah Amico of Coldwell Banker Residential Brokerage - Winchester

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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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.

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5 Dean Road Winchester MA 01890

Winchester, MA5 Dean Road

Price$2,149,000

Est. Mortgage: $/month

Open House

MLS Number 72654608

  • Single Family
  • Next Open House: Sun 05/31 12:00 pm. to 3:00 pm.
  • Garage 3
  • Parking Spaces 3
  • Total Parking Spaces 6

Not all new construction is created equal. 5 Dean Road has been meticulously constructed with warm tones, modern highlights, and exquisite fixtures that will have you mesmerized from the moment you enter. The 1st floor is an entertainers dream. The designer kitchen is equipped with Thermador appliances, sophisticated wet bar, full eat-in, and oversized island. It's sure to make cooking fun again! The family room, with linear fireplace, boasts tall ceilings and exterior access to the lush green yard. A home office, 1st floor bed, full bath, parlor, formal living room, and dining room are all found on this level! Yes, this home IS expansive! The dramatic bridal staircase leads you to the 2nd floor. There you'll find 4 additional bedrooms including the master suite. This spa-like oasis offers a marble drenched bathroom AND his and hers closets! The lower level has a gym area, rec room, media room, bedroom, and full bath. With a 3 car garage this home truly has it all, and more!

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

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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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.

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10 Hillside Avenue Winchester MA 01890

Winchester, MA10 Hillside Avenue

Price$2,799,000

Est. Mortgage: $/month

Open House

MLS Number 72652681

  • Single Family
  • Next Open House: Sun 05/31 12:00 pm. to 3:00 pm.
  • Garage 2
  • Parking Spaces 10
  • Total Parking Spaces 12

LOCATION...LOCATION...LOCATION Magnificent Historic VICTORIAN HOME, originally- The "John Mason House" with a touch of modernist flair. High style structural exterior boasts its original facade. Perfectly situated on a hill, this captivating home offers magnificent skyline views of the city, hills & serenity. Grand entrance with immaculate double doors welcomes you to grandiosity, soaring ceilings with rich carved moldings around windows & doors, ornate chandeliers, deep archways set the stage for interior opulence. Luxurious ITALINATE MANSION carefully & painstakingly modernized for efficiency & functionality (smart HVAC system), offers a spacious boastful gourmet kitchen with GE Monogram SS appliances, exclusive media (cinema) room with AV ($100k) surround system, custom-built office, renovated recreation/game room, skylights, formal dining & tranquil meditation area facing views. OPEN FLOOR PLAN. Minutes to school & train.Ready to Move in. Look no further to own a piece of history!

Listed by Sree Devireddy of Keller Williams Realty Boston Northwest

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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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.

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65 Myopia Road Winchester MA 01890

Winchester, MA65 Myopia Road

Price$2,650,000

Est. Mortgage: $/month

MLS Number 72652226

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Total Parking Spaces 8
  • MLS Status Active

A stately Colonial set atop Myopia Hill in one of Boston's most desired suburbs, 65 Myopia Road is a tranquil & immaculate estate well adapted to modern family living. Beyond the grand entry foyer are graciously scaled living & entertaining rooms with oversized windows highlighting beautiful views of the private outdoors. These include the double height living/family room with impressive stone fireplace, chef's kitchen with vaulted breakfast nook, & formal dining room with elegant fireplace. The home's 4 generous bedrooms are all located on the 2nd level. The Master suite is breathtaking with spacious walk-in closet and luxurious bath. Additional features of this residence include the 2nd floor mezzanine game room, home gym, expansive outdoor mahogany deck, & heated outdoor pool. This home is only 9 miles north of Boston, accessible to the commuter rail to North Station, within ½ mile +/- of Ambrose School, & within close proximity to all the shops & restaurants of downtown Winchester.

Listed by Mark Doherty of Campion & Company Fine Homes Real Estate

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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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.

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34 Everett Avenue Winchester MA 01890

Winchester, MA34 Everett Avenue

Price$2,999,999

Est. Mortgage: $/month

Open House

MLS Number 72650982

  • Single Family
  • Next Open House: Sun 05/31 12:00 pm. to 3:00 pm.
  • Garage 2
  • Parking Spaces 5
  • Total Parking Spaces 7

It's been almost 45 years since this iconic lakefront property has been available to own. For Winchester aficionados, you know the home in which we're referring to. From the moment you turn onto the highly acclaimed Everett Avenue this stately 6 bedroom, mediterranean style mansion, captures your eye and doesn't let it go until you approach. Once proudly featured as “THE” home on Everett Ave in the Boston Globe Magazine, “Top Spots to Live” addition, here is your chance to make it “YOUR” home. From the moment you enter into the foyer the water views will captivate you. 4 levels of living, including a walk-out basement with access to level green space overlooking the Mystic Lake. Boating, fishing, and fun right in your backyard! Stunning period detail can be found throughout including mahogany woodwork, coffered ceilings, and multiple fireplaces. Fall in love with this idyllic location. Walk to the Winchester Boat Club, Winchester Country Club, Winchester Center, AND the commuter rail.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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.

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92 Bacon Street Winchester MA 01890

Winchester, MA92 Bacon Street

Price$1,649,000

Est. Mortgage: $/month

MLS Number 72650066

  • Single Family
  • Garage 2
  • Parking Spaces 2
  • Total Parking Spaces 4
  • MLS Status Active

Motivated seller! This stately Colonial Revival has been beautifully maintained and is a charmer. Located at the corner of Bacon Street and Stratford Road, this property has ten rooms, six bedrooms and three and a half baths. Upon entering the front door, one can enjoy an enclosed porch. (partial screens in summer). The stunning center entrance hallway has a ten foot coffered ceiling with quartersawn oak. Natural light flows through the leaded glass windows in the Dining Room which has a built in china cabinet. A gas fireplace invites you into the Living Room. Through the pantry area is a spacious eat in kitchen.The inviting Den completes the first floor. The second floor has four bedrooms and two baths and the third, two bedrooms and a bath. The spacious two car garage faces Stratford Road for easy exiting. A good part of the backyard is patioed, perfect for shooting hoops and playing street hockey. There is a grassed area as well. Close to town, commuter rail, schools, and parks.

Listed by Carolyn Vernaglia of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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.

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39 Myopia Road Winchester MA 01890

Winchester, MA39 Myopia Road

Price$2,349,000

Est. Mortgage: $/month

MLS Number 72651112

  • Single Family
  • Garage 2
  • Parking Spaces 10
  • Total Parking Spaces 12
  • MLS Status Active

If you are searching for privacy in a sought after enclave of Winchester this is the home for you. Large sunfilled 1st floor with a flexible floor plan. Enter into a gracious foyer with a dramatic curved staircase. The kitchen is open to family room with wide-planked hardwood floors. Huge 4 season sunroom w/ fireplace, Palladian windows and a series of glass french doors overlooking your private oasis & pool area. Formal living rm w/ marble fireplace. A sophisticated study w/ bay window & fireplace overlooking the back yard. Beautiful dining room perfect for entertaining large gatherings or intimate family meals. 2nd floor offers a private master bedroom suite w/ 4 additional bedrooms. Finished walk-out lower level w/ a large tiled bonus room, additional space for guest or au pair. Attached 2 car-garage. Close to Country Club, Boat Club & only 8 miles from Boston. Bring your design ideas and make this your forever home. House cannot be seen from street.

Listed by Leigh Ventura and David Hayes of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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.

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6 Johnson Road Winchester MA 01890

Winchester, MA6 Johnson Road

Price$2,399,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72649004

  • Single Family
  • Garage 3
  • Parking Spaces 8
  • Total Parking Spaces 11
  • MLS Status Contingent

At a level above the rest, situated exclusively on the West side, this glorious 2018 home will exceed your expectations. This 5 bedroom 4.5 ba home w/ 3 CAR GARAGE built by Master local builder known for his exceptional work, features a desirable floor plan that effortlessly blends formal and casual spaces ideal for everyday living and entertaining. Dramatic 2 story entry foyer welcomes you into this grand home, high-end chef's kitchen with eat-in dining area, leathered granite countertops,Thermador appliances w/direct access to oversized deck and spectacular level & private back yard. Family room with FP & coffered ceilings, formal living room, dining & half bath. Second level boasts luxurious master en-suite with spa-like bath & oversized walk-in closet, three oversized corner bedrooms, 2 full baths, one en-suite & full laundry room. Third level bonus/recreational space, guest bedroom & full bath. LL mud room, home gym/ rec. room, large 3 car garage & storage. * Heated Driveway*

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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

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.