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Winchester Home Search

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Newest Listings in Winchester, MA

47 Wedgemere Avenue, Winchester image
47 Wedgemere Avenue, Winchester $1,899,000

Wedgemere Avenue, one of Winchesters top and most desired locations! Customize this stunning 5 bed 15 room home & create the home of your dreams! This unique and lovingly...

  • 5 Beds
  • 5 Baths
  • 73073649 MLS
  • NEW Status
Courtesy of Compass

Listing courtesy of Compass .

40 Elmwood Avenue Unit 10, Winchester image
40 Elmwood Avenue Unit 10, Winchester — Allegro $1,349,999

The CROWN JEWEL of the building! This truly special unit is flooded with light and boasts (2) private decks, (2) master suite options, and (2) garage parking spaces. All...

  • 2 Beds
  • 3 Baths
  • 73073522 MLS
  • Allegro Bldg.
  • NEW Status
Courtesy of Compass

Listing courtesy of Compass .

83 Main St, Winchester image
83 Main St, Winchester $850,000

This charming Cape located in desirable Winchester is just waiting to be transformed into the luxurious home of your dreams! A spacious floor plan on the first level reve...

  • 3 Beds
  • 2 Baths
  • 73072779 MLS
  • ACTIVE Status
Courtesy of Keller Williams Realty Boston Northwest

Listing courtesy of Keller Williams Realty Boston Northwest.

111 Cambridge Street, Winchester image
111 Cambridge Street, Winchester $1,700,000

Gorgeous six-bedroom home has been lovingly renovated throughout. This house beautifully blends modern living with old world charm combining a new kitchen and baths with ...

  • 6 Beds
  • 4 Baths
  • 73071135 MLS
  • ACTIVE Status
Courtesy of Better Homes and Gardens Real Estate - The Shanahan Group

Listing courtesy of Better Homes and Gardens Real Estate - The Shanahan Group.

4 Dix St, Winchester image
4 Dix St, Winchester $3,200,000

Gracious old-world stucco Colonial. A rare combination of classic architecture completely renovated for modern living. Carefully curated interior design w/ all the upgrad...

  • 5 Beds
  • 5 Baths
  • 73070754 MLS
  • ACTIVE Status
Courtesy of Compass

Listing courtesy of Compass .

40 Elmwood Avenue Unit 4, Winchester image
40 Elmwood Avenue Unit 4, Winchester — Allegro $974,900

The new year is all about starting fresh; pursuing things you may not have achieved during the year before. Perhaps you missed out on an opportunity to live in Winchester...

  • 2 Beds
  • 2 Baths
  • 73068446 MLS
  • Allegro Bldg.
  • ACTIVE Status
Courtesy of Compass

Listing courtesy of Compass .

6 Glenwood Ave Unit A, Winchester image
6 Glenwood Ave Unit A, Winchester $1,325,000

High Quality New Construction in convenient location easy access to everything. Home features open concept Kitchen, dining area and living room perfect for entertaining....

  • 3 Beds
  • 3 Baths
  • 73066852 MLS
  • ACTIVE Status
Courtesy of Burns & Egan Realty Group, LLC

Listing courtesy of Burns & Egan Realty Group, LLC.

6 Glenwood Ave Unit B, Winchester image
6 Glenwood Ave Unit B, Winchester $1,325,000

High Quality New Construction in convenient location easy access to everything. Home features open concept Kitchen, dining area and living room perfect for entertaining....

  • 3 Beds
  • 3 Baths
  • 73066850 MLS
  • ACTIVE Status
Courtesy of Burns & Egan Realty Group, LLC

Listing courtesy of Burns & Egan Realty Group, LLC.

132 Cambridge St, Winchester image
132 Cambridge St, Winchester $950,000

Welcome to this move in ready Craftsman Colonial Style Home. Walk into an open Living room and Dining room with gleaming hardwood floors. The Kitchen is open and has plen...

  • 3 Beds
  • 3 Baths
  • 73066517 MLS
  • ACTIVE Status
Courtesy of Premier Property Solutions, LLC

Listing courtesy of Premier Property Solutions, LLC.

1 Socrates Way, Winchester image
1 Socrates Way, Winchester $1,995,000

SPACE GALORE! Welcome to this fantastic 5 BR, 3.5 bath colonial on a little over an acre lot. The comfortable floor plan maximizes space with plenty of room for entertain...

  • 5 Beds
  • 4 Baths
  • 73054183 MLS
  • ACTIVE Status
Courtesy of Home Shop Properties, Inc.

Listing courtesy of Home Shop Properties, Inc..

39 Everett Avenue, Winchester image
39 Everett Avenue, Winchester $2,300,000

Welcome to 39 Everett Avenue, a classic mid-century modern home situated on a 25,000+ sf lot in the heart of Winchester’s coveted Everett Ave. neighborhood. Embrace the a...

  • 5 Beds
  • 4 Baths
  • 73037552 MLS
  • ACTIVE Status
Courtesy of Better Homes and Gardens Real Estate - The Shanahan Group

Listing courtesy of Better Homes and Gardens Real Estate - The Shanahan Group.

5 Manomet Road, Winchester image
5 Manomet Road, Winchester $1,649,000 ▼

Price reduced. Come see and prepare to be inspired! Spectacular and tasteful describe this 4 bedroom, 4 bath beauty in the Ambrose School District within a minute to the ...

  • 4 Beds
  • 4 Baths
  • 73018758 MLS
  • ACTIVE Status
Courtesy of Marino Real Estate Group

Listing courtesy of Marino Real Estate Group.

612-626 Main St, Winchester image
612-626 Main St, Winchester $90,000

Established and successful well-known location is looking for a new ownership. Existing longtime customer base, well-known brand in town. Rent is 3100 per month plus util...

  • 73013795 MLS
  • ACTIVE Status
Courtesy of Barry Realty Group, LLC

Listing courtesy of Barry Realty Group, LLC.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Search All Winchester Real Estate

The Town of Winchester is approximately 8 miles from Boston and it is the 7th wealthiest community in Massachusetts.  Sought after for it's high ranking schools, whimsical town center, and charming New England neighborhoods, Winchester often makes it's way to the top of the wish list for many home buyers.  It's home to the yummy Gingerbread Construction company, walking trails at Horn Pond, and unique shops and restaurants in the center of town.

Learn More About Winchester:

WINCHESTER SCHOOLS

TOWN HALL

WINCHESTER LIBRARY

HORN POND

WINCHESTER RECREATION PROGRAM

WINCHESTER RESIDENTS FACEBOOK PAGE

Our website features the best Winchester real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated every 15 minutes.  You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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