Massachusetts Real Estate | Massachusetts Homes and Condos for Sale
  • Home
  • Advanced Search
  • Buying
  • Selling
  • What's My Home Worth?
  • Meet Vicky
  • My Blog
  • Resources
Login
781-956-7789

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Winchester Real Estate Search

TO
Advanced Search

Address Search

  • Winchester Homes and Condos for Sale

    Advanced Search

    See ALL the Homes and Condos for Sale in Winchester

  • Winchester Real Estate Map Search

    Map Search

    See Homes and Condos for Sale in Winchester on a Map

  • Winchester Real Estate Market Report

    Market Report

    Stay up to date on the Winchester market

Winchester Homes and Condos for Sale

Winchester is a lovely small town in Middlesex County, Massachusetts. Established in 1640 and incorporated in 1850, today Winchester sits eight miles north of Boston and is home to over 25,000 people spanning just over six square miles across the 01890 zip-code. Known as a bedroom community, or commuter town, of Boston, Winchester is highly accessible via the Wedgemere and Winchester Center stations on the Lowell Line of the MBTA Commuter Rail. 

The town of Winchester focuses on being a “green” community and with that, aims to preserve the miles of beautiful outdoor space. Homeowners in Winchester are encouraged to get into nature and visit, picnic, and walk along places like the Mystic Lakes, Aberjona River, Davidson Park, and the vast Middlesex Fells Reservation. Folks can relax on the Leonard Field and Beach looking onto the Aberjona after a long day at work, or they can take loved ones or meet friends at the youth and recreation centers. Athletes have a dozen fields and open space in which to practice solitarily or with teams, and avid golfers will love the terrain at the Winchester Country Club.

Winchester real estate in Massachusetts beckons forth buyers looking for classically-stunning architecture and spacious, private properties. Condos and houses in Winchester can be found with floor plans of 1,000-3,000 square feet while estates promoting grandeur boast up to 7,000 square-foot layouts with lakefront views. If you are interested in buying one of the gorgeous Winchester homes for sale in Massachusetts, please contact us today. 

Newest Winchester Homes and Condos for Sale

38 Sargent Road, Winchester image
38 Sargent Road, Winchester $999,900

Charming East Side Colonial home offering 8 rooms, 3/4 bedrooms with a great floor plan! Impeccably maintained with hardwood floors throughout, first floor features a sun...

  • 4 Beds
  • 2 Baths
  • 72793749 MLS
Courtesy of Compass

Listing courtesy of Kim Covino from Compass

2 Edgewater Place, Winchester image
2 Edgewater Place, Winchester $2,299,000

This gorgeous expanded 3 level ranch is sure to impress! This Royal Barry Wills designed home is set just off Everett Ave in a cul-de-sac near Mystic Lakes. Recently reno...

  • 4 Beds
  • 5 Baths
  • 72793471 MLS
Courtesy of Compass

Listing courtesy of Kim Covino from Compass

34 Everett Ave, Winchester image
34 Everett Ave, Winchester $2,599,000

Old world beauty and detailing are perfectly preserved throughout this home that sits majestically above the upper Mystic Lake on desirable Everett Avenue. Enjoy watchin...

  • 6 Beds
  • 4 Baths
  • 72793009 MLS
Courtesy of Leading Edge Real Estate

Listing courtesy of Nancy S. Pallotta from Leading Edge Real Estate

37 Swanton St Unit 1, Winchester image
37 Swanton St Unit 1, Winchester $719,900

Prepare to fall in love with this charming townhouse with the feel of a single family home (No HOA fees!), centrally located near all that Winchester has to offer! Privat...

  • 4 Beds
  • 2 Baths
  • 72792986 MLS
Courtesy of Patriot Property Advisors, LLC - Walpole

Listing courtesy of Kerry Ciapciak from Patriot Property Advisors, LLC - Walpole

119 Wildwood St, Winchester image
119 Wildwood St, Winchester $1,025,000

Welcome to this meticulously maintained and updated Colonial home. Get ready to be met by gleaming hardwood floors, fresh paint, updated tiled kitchen and baths, 4 plus ...

  • 4 Beds
  • 3 Baths
  • 72792334 MLS
Courtesy of EXIT Realty Beatrice Associates

Listing courtesy of Jaclyn Wells from EXIT Realty Beatrice Associates

8-10 Winter St, Winchester image
8-10 Winter St, Winchester $1,399,000

OUTSTANDING DUPLEX IN WINCHESTER!!! Two-Family DUPLEX Style Home on EXTRA LARGE LOT loads of parking. THIS HOME HAS BEEN COMPLETELY RENOVATED , EVERYTHING IS BRAND NEW ! ...

  • 6 Beds
  • 6 Baths
  • 72791661 MLS
Courtesy of T.A. Sullivan Agency Inc.

Listing courtesy of Mark Sullivan from T.A. Sullivan Agency Inc.

197 Mystic Valley Pkwy, Winchester image
197 Mystic Valley Pkwy, Winchester $1,195,000

This wonderful four bedroom home is set back from the street and offers easy access to Winchester Center, commuter rail, Lincoln Elementary School, and the Middlesex Fell...

  • 4 Beds
  • 3 Baths
  • 72791619 MLS
Courtesy of Leading Edge Real Estate

Listing courtesy of Rob Ramsdell from Leading Edge Real Estate

11 Watson Place, Winchester image
11 Watson Place, Winchester $699,900

Located on a street less traveled along with few other homes. Through the enclosed front porch and passing the sitting room and the living room, you will be pleased to fi...

  • 4 Beds
  • 2 Baths
  • 72791284 MLS
Courtesy of Coldwell Banker Realty - Winchester

Listing courtesy of Sal Dipinto from Coldwell Banker Realty - Winchester

376 Highland Avenue, Winchester image
376 Highland Avenue, Winchester $969,000

Charming East Hill Cape conveniently located within walking distance to commuter rail, schools, playground, Fells Reservation, and the beautiful Winchester Center. Gracio...

  • 3 Beds
  • 2 Baths
  • 72790735 MLS
Courtesy of Coldwell Banker Realty - Winchester

Listing courtesy of Seeme Moreira from Coldwell Banker Realty - Winchester

444 S Border Rd, Winchester image
444 S Border Rd, Winchester $1,189,000

A wonderful house inside and out! This home boasts a spacious, open floor plan with vaulted ceilings. There are three generous bedrooms, two baths and three fireplaces...

  • 3 Beds
  • 2 Baths
  • 72790199 MLS
Courtesy of JMR Real Estate Group LLC

Listing courtesy of John and Maria Reilly from JMR Real Estate Group LLC

7 Conant Rd Unit 48, Winchester image
7 Conant Rd Unit 48, Winchester — The Willows $569,000

Beautiful 2br 2.5bath townhouse with a one-car garage at the sought after Willows in Winchester! This top-notch community invites you to enjoy the summer at the heated in...

  • 2 Beds
  • 3 Baths
  • 72788050 MLS
  • The Willows Bldg.
Courtesy of Compass

Listing courtesy of Gayle Winters from Compass

33 Cambridge St, Winchester image
33 Cambridge St, Winchester $1,225,000

Welcome to this spacious elegant colonial home located between Winchester Boat Club and Winchester Country Club! This home offers magnificent views of Mystic Lake from th...

  • 5 Beds
  • 3 Baths
  • 72787293 MLS
Courtesy of Keller Williams Realty Boston Northwest

Listing courtesy of Andersen Group Realty from Keller Williams Realty Boston Northwest

524 S Border Rd, Winchester image
524 S Border Rd, Winchester $929,900

This spacious three bedroom Ranch-Style home with central air conditioning is situated on a corner lot. Upon entering the house you will notice the beautiful fireplace lo...

  • 3 Beds
  • 2 Baths
  • 72786396 MLS
Courtesy of Coldwell Banker Realty - Winchester

Listing courtesy of Sal Dipinto from Coldwell Banker Realty - Winchester

201 Washington St Unit 201, Winchester image
201 Washington St Unit 201, Winchester $839,000

An entertainer and organizers dream home! Welcome to this sleek, newly renovated two story condo with convenient access to downtown Winchester and commuter rail! This stu...

  • 3 Beds
  • 2 Baths
  • 72785995 MLS
Courtesy of Keller Williams Realty Boston Northwest

Listing courtesy of Andersen Group Realty from Keller Williams Realty Boston Northwest

60 Lake Street Unit A, Winchester image
60 Lake Street Unit A, Winchester — Wedge Pond Condominium $499,000 ▼

Ideally located just outside of Winchester Center, you can have it all! Sun-splashed & spacious, the main level offers hardwood floors throughout the open concept design....

  • 2 Beds
  • 2 Baths
  • 72785149 MLS
  • Wedge Pond Condominium Bldg.
Courtesy of Gibson Sotheby's International Realty

Listing courtesy of Julie Gibson from Gibson Sotheby's International Realty

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.

Like or Share
Loading likes...

Address Search

Search Popular Areas

  • Arlington
  • Bedford
  • Billerica
  • Burlington
  • Chelmsford
  • Lexington
  • Melrose
  • Reading
  • Stoneham
  • Tewksbury
  • Wakefield
  • Westford
  • Wilmington
  • Winchester
  • Woburn

Massachusetts Real Estate Market Report

Interactive Map Search

Massachusetts Real Estate Map Search

Buying & Selling Made Easy

 Freshest Data Available
 Active Listings Only
 Customizable Search Options
 New Listing Alerts
 Instant Home Value Assessments

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years
Calculate

Does not include any taxes or fees.
Please consult a financial professional.

 

The Home Buying Process

 

 

Connect With Me

   

 

Translate Site

  • Home
  • Advanced Search
  • Buying
  • Featured Properties
  • Foreclosures
  • Selling
  • What's My Home Worth?
  • Recently Sold Listings
  • Market Reports
  • Meet Vicky
  • Contact Me
  • Resources

Victoria Kustov
Elite Realty Experts
101 Cambridge St
Suite 210
Burlington, MA 01803

RealtorKustov@gmail.com

781-956-7789

© 2019 All Rights Reserved | Privacy Policy

Advanced Searches

  • Condo Search
  • MLS # Search
  • Foreclosure Search
  • Zip Code Search
  • Sold Search
  • Address Search
  • Resources
IDX Real Estate Websites by
• Accessibility