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35 Properties

35 Properties Available In Winchester

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MA >Winchester >
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22 Grove Place #4, Winchester, MA 01890
1/37 37

$859,000

Open Sat 1:30PM-3PM

Condo

2 Beds 1 Bath 1,123 SqFt

22 Grove Place #4, Winchester, MA 01890

Looking to downsize or just live more modestly?Welcome to the sought-after White Horse Commons Condominiums, The perfect...

Listed by Kim Covino & Co. Team of Compass

44 Cabot Street, Winchester, MA 01890
1/40 40

$3,399,000

Open Sat 12PM-1PM

Single Family Home

6 Beds 6.5 Baths 5,277 SqFt

44 Cabot Street, Winchester, MA 01890

Welcome to 44 Cabot Street, a newly built home in one of Winchester's most desirable neighborhoods. Offering over 5,000 ...

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

20 Elm Street, Winchester, MA 01890
1/37 37

$1,950,000

Open Sat 11AM-12:30PM

Single Family Home

6 Beds 3.5 Baths 3,901 SqFt

20 Elm Street, Winchester, MA 01890

Nestled in the highly sought-after "heart" of Winchester Center, this Newer Construction single-family (slightly attache...

Listed by Kim Covino & Co. Team of Compass

65 Thornberry Rd, Winchester, MA 01890
1/37 37

$1,399,500

Open Sat 2PM-3:30PM

Single Family Home

4 Beds 2.5 Baths 2,525 SqFt

65 Thornberry Rd, Winchester, MA 01890

Beautifully updated 4-bed, 2.5-bath ranch on a landscaped half-acre lot with attached 2-car garage. Enjoy single-level l...

Listed by Hongmei Wang of HMW Real Estate, LLC

7 Wainwright Road #13, Winchester, MA 01890
1/40 40

$1,449,000

Open Sat 1PM-2:30PM

Condo

3 Beds 4.5 Baths 3,186 SqFt

7 Wainwright Road #13, Winchester, MA 01890

Welcome to The Ledges, Winchester's premier townhouse community! This extraordinary F Style corner unit is truly one of ...

Listed by The Pallotta Group of Advisors Living - Winchester

9 Prospect Street, Winchester, MA 01890
1/41 41

$2,379,000

Open Sat 1PM-2:30PM

Single Family Home

6 Beds 3.5 Baths 4,667 SqFt

9 Prospect Street, Winchester, MA 01890

Intensely beautiful Colonial Revival! This home that exudes elegance, character, and masterful craftsmanship at every tu...

Listed by The Pallotta Group of Advisors Living - Winchester

21 Fernway, Winchester, MA 01890
1/42 42

$3,349,000

Open Sat 1:30PM-3PM

Single Family Home

5 Beds 4.5 Baths 5,386 SqFt

21 Fernway, Winchester, MA 01890

Exceptional colonial on Myopia Hill showcasing an expansive rear family room addition, perfectly situated on an idyllic ...

Listed by Kim Covino & Co. Team of Compass

703 Washington St, Winchester, MA 01890
1/39 39

$849,900

Open Sat 12PM-2PM

Single Family Home

2 Beds 1 Bath 1,528 SqFt

703 Washington St, Winchester, MA 01890

Delightful ranch, well maintained and located conveniently near the major routes. The kitchen is spacious and opens to t...

Listed by Michael Barrett of Barrett, Chris. J., REALTORS®

17 Mason St, Winchester, MA 01890
1/30 30

$1,300,000

Open Sat 12PM-1:30PM

Single Family Home

3 Beds 2 Baths 1,629 SqFt

17 Mason St, Winchester, MA 01890

Nestled on a quiet, tree-lined street near Winchester's vibrant town center, this delightful storybook colonial offers c...

Listed by Karen S. Garrett of Better Homes and Gardens Real Estate - The Shanahan Group

18 Hemingway St., , Winchester, MA 01890
1/32 32

$1,359,900

Open Sat 11:30AM-1PM

Single Family Home

5 Beds 3.5 Baths 2,137 SqFt

18 Hemingway St., , Winchester, MA 01890

Located in a quiet neighborhood yet just minutes to Town Center, Elementary & High School, Town beach, Horn Pond, Fells ...

Listed by Julia and Joanne (Guozhen) Team of Keller Williams Realty-Merrimack

18 Englewood Road, Winchester, MA 01890
1/35 35

$1,650,000

Active Under Contract

Single Family Home

5 Beds 2.5 Baths 2,597 SqFt

18 Englewood Road, Winchester, MA 01890

OFFER ACCEPTED - Open Houses CANCELED This stunning, sun-filled home welcomes you with a front porch facing southwest fo...

Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

19 Sussex Rd, Winchester, MA 01890
1/26 26

$2,249,900

Open Sat 12PM-2PM

Single Family Home

4 Beds 3.5 Baths 4,023 SqFt

19 Sussex Rd, Winchester, MA 01890

Ideally located in a very desirable neighborhood that abuts the town forest and surrounded by cul-de-sacs, this elegant ...

Listed by Ida M. Bianco of Coldwell Banker Realty - Lexington

9 Thornberry Road, Winchester, MA 01890
1/39 39

$1,325,000

Open Sat 12PM-1:30PM

Single Family Home

4 Beds 3 Baths 2,496 SqFt

9 Thornberry Road, Winchester, MA 01890

Nestled on a picturesque lot with lush landscaping and mature trees, 9 Thornberry Road offers a perfect blend of natural...

Listed by Louise Coakley of Better Homes and Gardens Real Estate - The Shanahan Group

50 Johnson Road, Winchester, MA 01890
1/42 42

$1,699,000

Open Sat 12PM-2PM

Single Family Home

3 Beds 3 Baths 2,646 SqFt

50 Johnson Road, Winchester, MA 01890

One of the most picturesque homes in Winchester is now available! An iconic Mid-Century Modern originally designed by re...

Listed by Robert Ellington of Better Homes and Gardens Real Estate - The Shanahan Group

571 Washington St, Winchester, MA 01890
1/34 34

$1,100,000

Open Sat 11:30AM-1PM

Single Family Home

3 Beds 1 Bath 1,425 SqFt

571 Washington St, Winchester, MA 01890

Welcome to this beautifully maintained 3-bedroom home just moments from vibrant Winchester Center. Ideal for commuters w...

Listed by Wilson Group of Keller Williams Realty

27 Elm St, Winchester, MA 01890
1/16 16

$499,000

Open Sat 11AM-1PM

Single Family Home

2 Beds 1.5 Baths 1,007 SqFt

27 Elm St, Winchester, MA 01890

Attention investors, contractors, and handy owner occupants looking to build sweat equity! This single family home is in...

Listed by Paul Shao of RE/MAX Executive Realty

107 Cambridge Street, Winchester, MA 01890
1/42 42

$2,749,000

Open Sat 12PM-2PM

Single Family Home

6 Beds 4.5 Baths 5,824 SqFt

107 Cambridge Street, Winchester, MA 01890

Gracious and fully restored, this stunning 6-bedroom, 4.5-bath Victorian blends timeless elegance with luxurious modern ...

Listed by Maija Sawyer of William Raveis R.E. & Home Services

63 Church Street #63, Winchester, MA 01890
3D

$1,449,900

Open Sat 11:30AM-1PM

Condo

4 Beds 2.5 Baths 3,157 SqFt

63 Church Street #63, Winchester, MA 01890

Rare Victorian style side by side residence in premier flats/ in town location! NO CONDO FEE! Set back down a long drive...

Listed by Nancy Ciampa McLaughlin of Redfin Corp.

25 Wedgemere Ave, Winchester, MA 01890
3D

$4,100,000

Open Sun 12PM-1:30PM

Single Family Home

7 Beds 6.5 Baths 7,587 SqFt

25 Wedgemere Ave, Winchester, MA 01890

Stately elegance resides on one of the most desirable streets in the “Flats". This sprawling home details fine craftsman...

Listed by Prestige Homes Realty Team of Prestige Homes Real Estate, LLC

54 Wedgemere Avenue, Winchester, MA 01890
1/42 42

$3,199,000

Open Sat 2PM-3:30PM

Single Family Home

6 Beds 3.5 Baths 5,238 SqFt

54 Wedgemere Avenue, Winchester, MA 01890

Experience exceptional living in this stunning Wedgemere Ave home w/ spectacular resort style back yard! Thoughtfully up...

Listed by Kim Covino & Co. Team of Compass

20 Fletcher Street #20, Winchester, MA 01890
1/39 39

$1,449,000

Open Sun 1:30PM-3PM

Condo

3 Beds 2.5 Baths 2,282 SqFt

20 Fletcher Street #20, Winchester, MA 01890

Discover this stunning, flats location ~ fully gut-renovated 3-bedroom, 2.5 bath home~ perfectly situated close to downt...

Listed by Kim Covino & Co. Team of Compass

7 Conant Road #60, Winchester, MA 01890
1/19 19

$734,900

Open Sat 1PM-3:30PM

Condo

2 Beds 2.5 Baths 1,634 SqFt

7 Conant Road #60, Winchester, MA 01890

Welcome to the highly coveted condominium living in Winchester: the Willows. This unit has over 1,600 sq. ft., with two ...

Listed by Irene Novia Loka of Matahari Real Estate LLC

11 Fieldstone Drive, Winchester, MA 01890
3D

$2,899,000

Open Sat 1:30PM-2:30PM

Single Family Home

5 Beds 4.5 Baths 6,904 SqFt

11 Fieldstone Drive, Winchester, MA 01890

Stunning 5BD/4.5BA contemporary estate on a private cul-de-sac in Winchester's most coveted neighborhood. Modern design ...

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

147 Highland Ave, Winchester, MA 01890
1/37 37

$1,399,000

Open Sat 11:30AM-12:30PM

Single Family Home

3 Beds 2 Baths 1,884 SqFt

147 Highland Ave, Winchester, MA 01890

Discover this charming renovated 3 bed 2 bath home with close proximity to the Fells trails & Winchester town center inc...

Listed by Kim Covino & Co. Team of Compass

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Real Broker, LLC

Meghan Hess License ID: 9523105, RES.0801096

+1(413) 575-7865 realtormeghanhess@gmail.com

11 HP Almgren Dr. Agawam MA 01001
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Real Logo Solid Knockout Black
Real Broker, LLC

Meghan Hess License ID: 9523105, RES.0801096

+1(413) 575-7865 realtormeghanhess@gmail.com

11 HP Almgren Dr. Agawam MA 01001
    • Home
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Market Snapshot
    • Sell
      1. Sell My Home
      2. Home Valuation

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.