Name: Open House - 11:00AM-12:30PM
Start: 2026-11-07T11:00:00
End: 2026-11-07T12:30:00
Location: 85 High Street, Winchester, MA 01890

1/36

Open Sat 11AM-12:30PM

$1,749,000

4 Beds2.5 Baths3,757 SqFt

85 High Street, Winchester, MA 01890

Listed by Catherine Albiani of Better Homes and Gardens Real Estate - The Shanahan Group

419-421 Washington St, Winchester, MA 01890

1/16

Open Sat 12PM-1PM

$1,249,000

6 Beds2 Baths2,946 SqFt

419-421 Washington St, Winchester, MA 01890

Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

1/40

Open Sat 12PM-1:30PM

$1,650,000

4 Beds2.5 Baths3,604 SqFt

1 Overlook Way, Winchester, MA 01890

Listed by Lynne Russo of Better Homes and Gardens Real Estate - The Shanahan Group

1/34

Open Sat 1:30PM-3PM

3D

$919,000

4 Beds2.5 Baths1,719 SqFt

258 Cross St, Winchester, MA 01890

Listed by Justin Blankenship of Fiv Realty Co

1/40

Open Sun 11:30AM-1PM

3D

$2,149,000

4 Beds3.5 Baths3,570 SqFt

19 Hancock Street, Winchester, MA 01890

Listed by Vita Realty Group of Compass

1/42

Open Sat 11:30AM-1PM

$1,499,000

4 Beds2 Baths2,421 SqFt

4 Churchill Road, Winchester, MA 01890

Listed by Kim Covino & Co. Team of Compass

1/41

Open Sun 1:30PM-3PM

3D

$1,744,000

3 Beds3.5 Baths3,010 SqFt

1 Town Way, Winchester, MA 01890

Listed by Vita Realty Group of Compass

50 Middlesex Street #50, Winchester, MA 01890

1/21

Open Sat 1PM-2PM

$749,000

2 Beds2 Baths1,036 SqFt

50 Middlesex Street #50, Winchester, MA 01890

Listed by The North Star Group of Keller Williams Realty Evolution

238 Washington St #1, Winchester, MA 01890

1/11

New

$2,750

2 Beds1 Bath1,100 SqFt

238 Washington St #1, Winchester, MA 01890

Listed by Michelle Li of PWK Realty LLC

616 Main Street #3, Winchester, MA 01890

1/7

Active

$2,295

2 Beds1 Bath850 SqFt

616 Main Street #3, Winchester, MA 01890

Listed by Kristine Welch of Greater Metropolitan R. E.

1/19

Active

$3,500

2 Beds2 Baths1,150 SqFt

7 Conant #19, Winchester, MA 01890

Listed by Ides Figueiredo of Coldwell Banker Realty - Brookline

52 Sheridan Circle #52, Winchester, MA 01890

1/12

Active

$3,650

3 Beds2.5 Baths1,367 SqFt

52 Sheridan Circle #52, Winchester, MA 01890

Listed by Robin Griffiths of J. Mulkerin Realty

1/28

Active

$3,250

2 Beds2.5 Baths1,461 SqFt

60 Lake Street #J, Winchester, MA 01890

Listed by Shannon Jenkins of RE/MAX Realty Experts

465 Washington Street, Winchester, MA 01890

1/28

Price Dropped by $50K

$1,250,000

4 Beds2.5 Baths2,666 SqFt

465 Washington Street, Winchester, MA 01890

Listed by The Pallotta Group of Gibson Sotheby's International Realty

465 Washington Street #465, Winchester, MA 01890

1/28

Price Dropped by $50K

$1,250,000

4 Beds2.5 Baths2,666 SqFt

465 Washington Street #465, Winchester, MA 01890

Listed by The Pallotta Group of Gibson Sotheby's International Realty

1/42

Price Dropped by $100K

$2,299,000

4 Beds4.5 Baths4,450 SqFt

54 Squire Road, Winchester, MA 01890

Listed by Anthony Marino of The Marino Group Collection

1/29

Price Dropped by $30K

$919,999

4 Beds2 Baths2,326 SqFt

96 Loring Ave, Winchester, MA 01890

Listed by Jeremy Smith of StartPoint Realty

1/41

Active

$4,850

5 Beds2 Baths2,174 SqFt

79 Bacon St #79, Winchester, MA 01890

Listed by Gayle Winters & Co. Team of Compass

1/12

Active

$3,350

3 Beds2 Baths1,620 SqFt

28 East St #28, Winchester, MA 01890

Listed by Jennifer Zhao of HMW Real Estate, LLC

666 Main Street #211, Winchester, MA 01890

1/42

Price Dropped by $21K

$664,000

2 Beds2 Baths1,170 SqFt

666 Main Street #211, Winchester, MA 01890

Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

247 Washington St #11, Winchester, MA 01890

1/23

Price Dropped by $10K

3D

$600,000

3 Beds2.5 Baths1,494 SqFt

247 Washington St #11, Winchester, MA 01890

Listed by Heejeong Joo of Coldwell Banker Realty - Lexington

1/37

Price Dropped by $75K

$2,175,000

5 Beds3 Baths4,071 SqFt

9 Plymouth Rd, Winchester, MA 01890

Listed by Steph Crawford Group of Real Broker MA, LLC

1/9

Active

$3,000

2 Beds1 Bath1,000 SqFt

63 Holland St #63, Winchester, MA 01890

Listed by Issam Dib of Skyline Realty

1/15

Active

$4,000

3 Beds1.5 Baths1,657 SqFt

17 Russell Rd, Winchester, MA 01890

Listed by Tsz Mui Kwan of Kwan Realty Inc.

26 Properties Available

85 High Street, Winchester, MA 01890

419-421 Washington St, Winchester, MA 01890

1 Overlook Way, Winchester, MA 01890

258 Cross St, Winchester, MA 01890

19 Hancock Street, Winchester, MA 01890

4 Churchill Road, Winchester, MA 01890

1 Town Way, Winchester, MA 01890

50 Middlesex Street #50, Winchester, MA 01890

238 Washington St #1, Winchester, MA 01890

616 Main Street #3, Winchester, MA 01890

7 Conant #19, Winchester, MA 01890

52 Sheridan Circle #52, Winchester, MA 01890

60 Lake Street #J, Winchester, MA 01890

465 Washington Street, Winchester, MA 01890

465 Washington Street #465, Winchester, MA 01890

54 Squire Road, Winchester, MA 01890

96 Loring Ave, Winchester, MA 01890

79 Bacon St #79, Winchester, MA 01890

28 East St #28, Winchester, MA 01890

666 Main Street #211, Winchester, MA 01890

247 Washington St #11, Winchester, MA 01890

9 Plymouth Rd, Winchester, MA 01890

63 Holland St #63, Winchester, MA 01890

17 Russell Rd, Winchester, MA 01890

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