Name: Open House - 11AM-12PM
Start: 2026-07-31T11:00:00.000Z
End: 2026-07-31T12:30:00.000Z
Location: 50 Holland Street, Winchester, MA 01890

3 Chesterford Terrace, Winchester, MA 01890

35

Pending

$ 1,300,000

3 Beds1.5 Baths2,006 SqFt

3 Chesterford Terrace, Winchester, MA 01890

Single Family Home

Listed by The Fenway Group of Compass

42

Open Sat 11AM-12:30PM

$ 1,549,000

3 Beds2.5 Baths2,640 SqFt

50 Holland Street, Winchester, MA 01890

Single Family Home

Listed by Kim Covino & Co. Team of Compass

36

Open Sat 11:30AM-1PM

$ 3,600,000

7 Beds7.5 Baths7,429 SqFt

11 Viking Rd, Winchester, MA 01890

Single Family Home

Listed by Post Advisory Group of Engel & Volkers Boston

7 Wainwright Road #113, Winchester, MA 01890

42

Open Sat 1PM-2:30PM

$ 2,100,000

4 Beds3.5 Baths3,640 SqFt

7 Wainwright Road #113, Winchester, MA 01890

Condo

Listed by Kim Covino & Co. Team of Compass

3D

Open Sun 11:30AM-1PM

$ 1,799,000

3 Beds3.5 Baths3,010 SqFt

1 Town Way, Winchester, MA 01890

Single Family Home

Listed by Vita Realty Group of Compass

38

Open Fri 4PM-5PM

$ 1,125,000

5 Beds2.5 Baths2,391 SqFt

8 Oak Street, Winchester, MA 01890

Single Family Home

Listed by The Synergy Group of The Synergy Group

42 Wildwood Street, Winchester, MA 01890

42

Open Sat 12PM-1:30PM

$ 2,299,000

7 Beds4.5 Baths4,930 SqFt

42 Wildwood Street, Winchester, MA 01890

Single Family Home

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

38

Open Fri 4PM-5PM

$ 1,125,000

5 Beds2.5 Baths2,391 SqFt

8-10 Oak St, Winchester, MA 01890

Multi-Family

Listed by The Synergy Group of The Synergy Group

37

Open Sat 11AM-1PM

$ 1,599,000

4 Beds3 Baths2,480 SqFt

241 Ridge St, Winchester, MA 01890

Single Family Home

Listed by Team Lillian Montalto of Lillian Montalto Signature Properties

39

Open Sat 11AM-12PM

$ 1,099,000

5 Beds2.5 Baths2,801 SqFt

257 Cross St, Winchester, MA 01890

Multi-Family

Listed by Kim Covino & Co. Team of Compass

247 Washington St #11, Winchester, MA 01890

23

Open Sat 11AM-12PM

$ 729,000

3 Beds2.5 Baths1,494 SqFt

247 Washington St #11, Winchester, MA 01890

Condo

Listed by Heejeong Joo of Coldwell Banker Realty - Lexington

10 Dartmouth Street, Winchester, MA 01890

42

Open Sun 1PM-2PM

$ 2,999,000

5 Beds3 Baths4,028 SqFt

10 Dartmouth Street, Winchester, MA 01890

Single Family Home

Listed by Kim Covino & Co. Team of Compass

3D

Open Sat 11AM-12PM

$ 1,064,000

4 Beds1.5 Baths1,777 SqFt

46 Clark St, Winchester, MA 01890

Single Family Home

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

41

Open Sat 12PM-1:30PM

$ 1,899,000

5 Beds3.5 Baths3,210 SqFt

79 Grove St, Winchester, MA 01890

Single Family Home

Listed by Pirani & Wile Group of Gibson Sotheby's International Realty

50 Middlesex Street #50, Winchester, MA 01890

21

Open Sat 11AM-1PM

$ 799,000

2 Beds2 Baths1,036 SqFt

50 Middlesex Street #50, Winchester, MA 01890

Condo

Listed by The North Star Group of Keller Williams Realty Evolution

37

Open Sun 12:30PM-1:30PM

$ 2,500,000

5 Beds3 Baths4,071 SqFt

9 Plymouth Rd, Winchester, MA 01890

Single Family Home

Listed by Steph Crawford Group of Real Broker MA, LLC

40

Open Fri 4PM-5PM

$ 888,000

4 Beds2 Baths2,083 SqFt

84 Oak Street, Winchester, MA 01890

Single Family Home

Listed by John E. Magazzu of Charlesgate Realty Group LLC

42

Open Sun 12PM-1PM

$ 1,350,000

4 Beds3 Baths2,690 SqFt

423 Washington St, Winchester, MA 01890

Single Family Home

Listed by Danielle Fleming of MA Properties

40

Open Sun 2PM-3:30PM

$ 2,300,000

4 Beds4.5 Baths3,881 SqFt

14 Hillside Ave, Winchester, MA 01890

Single Family Home

Listed by Rebecca Huang of William Raveis R.E. & Home Services

150 Cambridge Street, Winchester, MA 01890

42

Open Sun 12PM-1PM

$ 1,099,000

3 Beds1.5 Baths1,711 SqFt

150 Cambridge Street, Winchester, MA 01890

Single Family Home

Listed by Diane Plunkett of Plunkett Properties

40

Open Sun 12:30PM-2PM

$ 1,675,000

5 Beds3.5 Baths3,722 SqFt

117 Highland Ave, Winchester, MA 01890

Single Family Home

Listed by Dara Singleton of Better Homes and Gardens Real Estate - The Shanahan Group

36

Open Sun 11AM-12PM

$ 2,099,000

4 Beds3.5 Baths3,210 SqFt

26 N Gateway, Winchester, MA 01890

Single Family Home

Listed by Pirani & Wile Group of Gibson Sotheby's International Realty

32

Open Sun 1PM-2PM

$ 1,175,000

3 Beds2 Baths1,736 SqFt

38 Robinhood Rd, Winchester, MA 01890

Single Family Home

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

24

Open Sat 12:30PM-1:30PM

$ 2,399,000

5 Beds4 Baths5,083 SqFt

53 Winford Way, Winchester, MA 01890

Single Family Home

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

123 Properties Available

3 Chesterford Terrace, Winchester, MA 01890

50 Holland Street, Winchester, MA 01890

11 Viking Rd, Winchester, MA 01890

7 Wainwright Road #113, Winchester, MA 01890

1 Town Way, Winchester, MA 01890

8 Oak Street, Winchester, MA 01890

42 Wildwood Street, Winchester, MA 01890

8-10 Oak St, Winchester, MA 01890

241 Ridge St, Winchester, MA 01890

257 Cross St, Winchester, MA 01890

247 Washington St #11, Winchester, MA 01890

10 Dartmouth Street, Winchester, MA 01890

46 Clark St, Winchester, MA 01890

79 Grove St, Winchester, MA 01890

50 Middlesex Street #50, Winchester, MA 01890

9 Plymouth Rd, Winchester, MA 01890

84 Oak Street, Winchester, MA 01890

423 Washington St, Winchester, MA 01890

14 Hillside Ave, Winchester, MA 01890

150 Cambridge Street, Winchester, MA 01890

117 Highland Ave, Winchester, MA 01890

26 N Gateway, Winchester, MA 01890

38 Robinhood Rd, Winchester, MA 01890

53 Winford Way, Winchester, MA 01890

explore listings