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Homes for sale in Winchester, MA

72 homes

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1 / 42

New

$1,449,000

Save $41,520

4 bd·2.5 ba·2,855 sqft·Single family

15 Madison Ave W, Winchester, MA 01890

−$1,071/mo for 2 yrs

1 / 41

New

$1,049,900

Save $29,547

3 bd·2 ba·1,783 sqft·Single family

28 Olive St, Winchester, MA 01890

−$776/mo for 2 yrs

New construction

$1,599,000

Save $46,020

3 bd·2.5 ba·1,920 sqft·Single family

9 Watson Pl, Winchester, MA 01890

−$1,182/mo for 2 yrs

1 / 36

New

$1,749,000

Save $50,520

4 bd·2.5 ba·3,757 sqft·Single family

85 High St, Winchester, MA 01890

−$1,293/mo for 2 yrs

1 / 42

Contingent

$1,699,000

Save $49,020

4 bd·2.5 ba·2,736 sqft·Single family

3 Sunset Rd, Winchester, MA 01890

−$1,256/mo for 2 yrs

1 / 42

New construction

$18,000,000

Save $538,050

6 bd·6.5 ba·10,000 sqft·Single family

15 Vinson Cir, Winchester, MA 01890

−$13,303/mo for 2 yrs

67-69 Hemingway St, Winchester, MA 01890

New construction

$1,450,000

Save $41,550

8 bd·4.5 ba·6,200 sqft·Multi-family

67-69 Hemingway St, Winchester, MA 01890

−$1,072/mo for 2 yrs

1 / 42

Price cut

$2,400,000

Save $70,050

6 bd·2.5 ba·3,534 sqft·Single family

7 Lakeview Ter, Winchester, MA 01890

−$1,774/mo for 2 yrs

1 / 42

Price cut

$999,000

Save $28,020

3 bd·2.5 ba·2,235 sqft·Single family

53 Lake St, Winchester, MA 01890

−$738/mo for 2 yrs

419-421 Washington St, Winchester, MA 01890

1 / 16

Price cut

$1,249,000

Save $35,520

6 bd·2 ba·2,946 sqft·Multi-family

419-421 Washington St, Winchester, MA 01890

−$923/mo for 2 yrs

1 / 38

$4,299,000

Save $127,020

5 bd·5.5 ba·6,526 sqft·Single family

4 Dartmouth St, Winchester, MA 01890

−$3,177/mo for 2 yrs

1 / 40

$3,799,000

Save $112,020

8 bd·4.5 ba·7,081 sqft·Single family

15 Foxcroft Rd, Winchester, MA 01890

−$2,808/mo for 2 yrs

419 Washington St Unit 419, Winchester, MA 01890

1 / 13

New

$675,000

Save $18,300

3 bd·1 ba·1,524 sqft·Condo

419 Washington St Unit 419, Winchester, MA 01890

−$499/mo for 2 yrs

36 Elmwood Ave Unit 11, Winchester, MA 01890

1 / 42

3D tour

$1,350,000

Save $38,550

2 bd·2.5 ba·1,573 sqft·Condo

36 Elmwood Ave Unit 11, Winchester, MA 01890

−$998/mo for 2 yrs

1 / 41

3D tour

$1,549,000

Save $44,520

3 bd·2.5 ba·2,640 sqft·Single family

50 Holland St, Winchester, MA 01890

−$1,145/mo for 2 yrs

83 Church St Apt 15, Winchester, MA 01890

1 / 37

Contingent

$950,000

Save $26,550

2 bd·1.5 ba·1,365 sqft·Condo

83 Church St Apt 15, Winchester, MA 01890

−$702/mo for 2 yrs

1 / 41

New construction

$2,995,000

Save $87,900

6 bd·5.5 ba·6,100 sqft·Single family

9 Albamont Rd, Winchester, MA 01890

−$2,213/mo for 2 yrs

1 / 40

Price cut

3D tour

$1,650,000

Save $47,550

4 bd·2.5 ba·3,604 sqft·Single family

1 Overlook Way, Winchester, MA 01890

−$1,219/mo for 2 yrs

1 / 42

Price cut

3D tour

$1,999,000

Save $58,020

5 bd·3.5 ba·4,063 sqft·Single family

21 Amberwood Dr, Winchester, MA 01890

−$1,477/mo for 2 yrs

1 / 32

$2,650,000

Save $77,550

4 bd·4.5 ba·5,233 sqft·Single family

18 Middlesex St, Winchester, MA 01890

−$1,959/mo for 2 yrs

1 / 22

Price cut

3D tour

$850,000

Save $23,550

3 bd·1 ba·1,313 sqft·Single family

39 Henry St, Winchester, MA 01890

−$628/mo for 2 yrs

1 / 40

Pending

$1,399,000

Save $40,020

5 bd·1.5 ba·2,071 sqft·Single family

15 Lloyd St, Winchester, MA 01890

−$1,034/mo for 2 yrs

247 Washington St Unit 11, Winchester, MA 01890

1 / 23

Price cut

$600,000

Save $16,050

3 bd·2.5 ba·1,494 sqft·Condo

247 Washington St Unit 11, Winchester, MA 01890

−$443/mo for 2 yrs

1 / 41

New construction

$3,200,000

Save $94,050

8 bd·6.5 ba·5,750 sqft·Single family

30 Willowdale Rd, Winchester, MA 01890

−$2,365/mo for 2 yrs

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