Name: Open House - 11:00AM-12:30PM
Start: 2026-11-07T11:00:00
End: 2026-11-07T12:30:00
Location: 28 Olive St, Winchester, MA 01890

1/41

Open Sat 11AM-12:30PM

$1,049,900

3 Beds2 Baths1,783 SqFt

28 Olive St, Winchester, MA 01890

Listed by Ethan Forrest of The Aland Realty Group LLC

419-421 Washington St, Winchester, MA 01890

1/16

Open Sat 12PM-1PM

$1,299,000

6 Beds2 Baths2,946 SqFt

419-421 Washington St, Winchester, MA 01890

Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

1/34

Open Sun 12PM-1:30PM

$1,399,000

3 Beds2.5 Baths1,975 SqFt

6 Aricia Ln, Winchester, MA 01890

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

1/22

Open Sun 10:30AM-11:30AM

$850,000

3 Beds1 Bath1,313 SqFt

39 Henry Street, Winchester, MA 01890

Listed by Kelly Batti of Coldwell Banker Realty - Belmont

1/28

Open Sat 1PM-2:30PM

$3,299,000

7 Beds7.5 Baths7,226 SqFt

1 Plymouth Rd., Winchester, MA 01890

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

36 Elmwood Ave #11, Winchester, MA 01890

1/42

Open Sat 1PM-2:30PM

$1,350,000

2 Beds2.5 Baths1,573 SqFt

36 Elmwood Ave #11, Winchester, MA 01890

Listed by The Rasner Group of Keller Williams Realty Boston-Metro | Back Bay

1/41

Open Sat 1PM-2:30PM

$3,200,000

8 Beds6.5 Baths5,750 SqFt

30 Willowdale Rd, Winchester, MA 01890

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

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

1/40

Open Sat 12:30PM-1:30PM

3D

$1,049,000

4 Beds2.5 Baths2,411 SqFt

24 Richardson St, Winchester, MA 01890

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

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

63-65 Harvard Street #2, Winchester, MA 01890

1/22

Open Sat 9:30AM-10:30AM

$2,700

3 Beds2 Baths1,200 SqFt

63-65 Harvard Street #2, Winchester, MA 01890

Listed by Beth Sager Group of Keller Williams Realty Boston Northwest

63-65 Harvard Street, Winchester, MA 01890

1/33

Open Sat 9:30AM-10:30AM

$1,110,000

5 Beds3 Baths2,186 SqFt

63-65 Harvard Street, Winchester, MA 01890

Listed by Beth Sager Group of Keller Williams Realty Boston Northwest

200 Swanton St #240, Winchester, MA 01890

1/13

New

$1,650

1 Bed1 Bath385 SqFt

200 Swanton St #240, Winchester, MA 01890

Listed by Joan Powell of REMAX Andrew Realty Services

171 Swanton St #79, Winchester, MA 01890

1/27

New

$4,200

3 Beds2.5 Baths1,835 SqFt

171 Swanton St #79, Winchester, MA 01890

Listed by Noha Soliman of Leading Edge Real Estate

1/36

New

$1,899,000

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

1/42

New

$1,699,000

4 Beds2.5 Baths2,736 SqFt

3 Sunset Road, Winchester, MA 01890

Listed by Kim Covino & Co. Team of Compass

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

67-69 Hemingway St, Winchester, MA 01890

1/6

Active

$1,450,000

8 Beds5 Baths6,200 SqFt

67-69 Hemingway St, Winchester, MA 01890

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

1/10

Active

$2,999,000

5 Beds4.5 Baths4,900 SqFt

5 Forest Cir, Winchester, MA 01890

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

1/43

Pending

$1,049,000

4 Beds2 Baths2,226 SqFt

16-18 Russell Rd, Winchester, MA 01890

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

1/32

Active

$2,650,000

4 Beds4.5 Baths5,233 SqFt

18 Middlesex St, Winchester, MA 01890

Listed by Jennifer Taves of Coldwell Banker Realty - Boston

1/40

Active

$3,799,000

8 Beds5 Baths7,081 SqFt

15 Foxcroft Rd, Winchester, MA 01890

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

38-40 Florence Street #2, Winchester, MA 01890

1/24

Active

$3,600

3 Beds2 Baths1,600 SqFt

38-40 Florence Street #2, Winchester, MA 01890

Listed by WINN Rental Team of WINN Real Estate & Consulting

121 Properties Available

28 Olive St, Winchester, MA 01890

419-421 Washington St, Winchester, MA 01890

6 Aricia Ln, Winchester, MA 01890

39 Henry Street, Winchester, MA 01890

1 Plymouth Rd., Winchester, MA 01890

36 Elmwood Ave #11, Winchester, MA 01890

30 Willowdale Rd, Winchester, MA 01890

19 Hancock Street, Winchester, MA 01890

24 Richardson St, Winchester, MA 01890

1 Town Way, Winchester, MA 01890

50 Middlesex Street #50, Winchester, MA 01890

63-65 Harvard Street #2, Winchester, MA 01890

63-65 Harvard Street, Winchester, MA 01890

200 Swanton St #240, Winchester, MA 01890

171 Swanton St #79, Winchester, MA 01890

85 High Street, Winchester, MA 01890

3 Sunset Road, Winchester, MA 01890

238 Washington St #1, Winchester, MA 01890

67-69 Hemingway St, Winchester, MA 01890

5 Forest Cir, Winchester, MA 01890

16-18 Russell Rd, Winchester, MA 01890

18 Middlesex St, Winchester, MA 01890

15 Foxcroft Rd, Winchester, MA 01890

38-40 Florence Street #2, Winchester, MA 01890

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