500
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Areas
  • About
    1. My Team
    2. About Us
    3. Contact Us
    4. Reviews
  • Market Snapshot
  • Register
  • /
  • Sign In
Filters Reset
Save Search (2)
Save your search to get Alerts
77 Properties

77 Properties Available In Winchester

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
MA >Winchester >
Market Insights
276 High Street, Winchester, MA 01890
3D
Open Sun 1:30PM-2:30PM

$ 2,399,000

5 Beds3.5 Baths5,077 SqFt

276 High Street, Winchester, MA 01890

Single Family Home

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

10 Sheffield Road, Winchester, MA 01890
3D
Open 6/1 12PM-1PM

$ 3,149,000

7 Beds5.5 Baths6,200 SqFt

10 Sheffield Road, Winchester, MA 01890

Single Family Home

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

26 Swan Road, Winchester, MA 01890
1/42 42
Open 6/1 11:30AM-12:30PM

$ 3,989,000

6 Beds6.5 Baths8,463 SqFt

26 Swan Road, Winchester, MA 01890

Single Family Home

Listed by Kim Covino & Co. Team of Compass

7 Conant Rd #20, Winchester, MA 01890
1/37 37
Open Sun 1:30PM-2:30PM

$ 699,900

2 Beds2 Baths1,168 SqFt

7 Conant Rd #20, Winchester, MA 01890

Condo

Listed by Brian Woods of Woods Properties Inc.

31 Irving St #1, Winchester, MA 01890
1/14 14
New

$ 3,100

2 Beds1 Bath1,172 SqFt

31 Irving St #1, Winchester, MA 01890

Condo

Listed by Yuan Guo of Phoenix Real Estate

50 Lake Street #O, Winchester, MA 01890
1/36 36
New

$ 3,295

2 Beds1.5 Baths1,217 SqFt

50 Lake Street #O, Winchester, MA 01890

Multi-Family, Townhouse

Listed by Sheri O'Connor of Plunkett Properties

37 Rumford St #37, Winchester, MA 01890
1/33 33
New

$ 6,900

4 Beds3.5 Baths2,500 SqFt

37 Rumford St #37, Winchester, MA 01890

Multi-Family, Townhouse

Listed by Alina Wang Team of Coldwell Banker Realty - Lexington

7 Conant Rd #11, Winchester, MA 01890
1/36 36
New

$ 3,200

2 Beds2.5 Baths1,332 SqFt

7 Conant Rd #11, Winchester, MA 01890

Condo

Listed by Yongcheng Wang of Phoenix Real Estate Partners, LLC

42 Spruce #42, Winchester, MA 01890
1/15 15
New

$ 5,200

4 Beds2.5 Baths2,200 SqFt

42 Spruce #42, Winchester, MA 01890

Multi-Family, Townhouse

Listed by Julia Marino of Archambault Real Estate

279 Cross St #279, Winchester, MA 01890
1/16 16
New

$ 2,550

2 Beds2 Baths982 SqFt

279 Cross St #279, Winchester, MA 01890

Multi-Family, Townhouse

Listed by Heejeong Joo of Blue Ocean Realty, LLC

200 Swanton St #205, Winchester, MA 01890
1/16 16
Active

$ 2,700

2 Beds1 Bath822 SqFt

200 Swanton St #205, Winchester, MA 01890

Condo

Listed by Wei Wang of WW Real Estate LLC

3 Wood Lane, Winchester, MA 01890
1/36 36
Active

$ 14,000

5 Beds5.5 Baths7,774 SqFt

3 Wood Lane, Winchester, MA 01890

Single Family Home

Listed by Leigh Ventura of Compass

20 Arthur St #20, Winchester, MA 01890
1/2 2
Active

$ 674,900

2 Beds1 Bath1,084 SqFt

20 Arthur St #20, Winchester, MA 01890

Single Family Home

Listed by Dan O'Connell Sr of LAER Realty Partners

20 Amberwood Dr #0, Winchester, MA 01890
1/34 34
Active

$ 15,000

6 Beds7 Baths8,866 SqFt

20 Amberwood Dr #0, Winchester, MA 01890

Single Family Home

Listed by Sino-US Realty Team of Keller Williams Realty

200 Swanton #L22, Winchester, MA 01890
1/10 10
Active

$ 2,000

1 Bed1 Bath700 SqFt

200 Swanton #L22, Winchester, MA 01890

Condo

Listed by Donna Addezio of Media Realty Group Inc.

20 Amberwood Dr, Winchester, MA 01890
1/34 34
Active

$ 15,000

6 Beds7 Baths8,866 SqFt

20 Amberwood Dr, Winchester, MA 01890

Single Family Home

Listed by Sino-US Realty Team of Keller Williams Realty

17 Irving Street #3, Winchester, MA 01890
1/12 12
Active

$ 3,200

3 Beds2 Baths1,300 SqFt

17 Irving Street #3, Winchester, MA 01890

Condo

Listed by Robin Griffiths of J. Mulkerin Realty

40 Foxcroft Rd, Winchester, MA 01890
1/5 5
Active

$ 3,999,000

6 Beds4.5 Baths6,367 SqFt

40 Foxcroft Rd, Winchester, MA 01890

Single Family Home

Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

115 Washington Street #2B, Winchester, MA 01890
1/14 14
Active

$ 2,950

2 Beds1 Bath1,057 SqFt

115 Washington Street #2B, Winchester, MA 01890

Condo

Listed by Vijoy Abraham of Abraham Realty

72 Holland #72, Winchester, MA 01890
1/18 18
Active

$ 7,500

4 Beds2.5 Baths2,800 SqFt

72 Holland #72, Winchester, MA 01890

Multi-Family, Townhouse

Listed by Team ZNZ of Phoenix Real Estate Partners, LLC

80 Arlington Street, Winchester, MA 01890
1/42 42
Active

$ 3,675,000

5 Beds3.5 Baths5,632 SqFt

80 Arlington Street, Winchester, MA 01890

Single Family Home

Listed by Carolyn Vernaglia of Better Homes and Gardens Real Estate - The Shanahan Group

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

$ 2,749,000

6 Beds4.5 Baths5,824 SqFt

107 Cambridge Street, Winchester, MA 01890

Single Family Home

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

25 Wedgemere Ave, Winchester, MA 01890
3D
Price Dropped by $205K

$ 3,895,000

7 Beds6.5 Baths7,587 SqFt

25 Wedgemere Ave, Winchester, MA 01890

Single Family Home

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

171 Swaton St #16, Winchester, MA 01890
1/20 20
Active

$ 3,600

2 Beds2.5 Baths1,430 SqFt

171 Swaton St #16, Winchester, MA 01890

Multi-Family, Townhouse

Listed by Wei Wang of WW Real Estate LLC

  • 1
  • 2
  • 3
  • 4

explore listings in Winchester

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
site logo
    • 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
Real Broker, LLC
Adam Rovithis

+1(413) 262-2463 rovithis13@gmail.com

240 S Pineapple Ave, Ste 705, Sarasota, 34236, USA

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.
site logo
    • 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
Real Broker, LLC
Adam Rovithis

+1(413) 262-2463 rovithis13@gmail.com

240 S Pineapple Ave, Ste 705, Sarasota, 34236, USA

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.