MLS® #: 73589478

30 Surrey Rd
Winchester MA 01890
$1,985,000
4 Beds | 3.5 Baths | 4,241 SqFt
1.02 Acres

MLS® #: 73584117

26 Mayflower Road
Winchester MA 01890
$1,950,000
5 Beds | 4 Baths | 3,371 SqFt
0.38 Acres

MLS® #: 73596915

85 High Street
Winchester MA 01890
$1,749,000
4 Beds | 2.5 Baths | 3,757 SqFt
0.29 Acres

MLS® #: 73572890

17 Churchill Rd
Winchester MA 01890
$1,749,000
5 Beds | 3.5 Baths | 3,508 SqFt
0.24 Acres

MLS® #: 73555777

1 Town Way
Winchester MA 01890
$1,744,000
3 Beds | 3.5 Baths | 3,010 SqFt
0.23 Acres

MLS® #: 73596720

3 Sunset Road
Winchester MA 01890
$1,699,000
4 Beds | 2.5 Baths | 2,736 SqFt
0.55 Acres

MLS® #: 73581571

1 Overlook Way
Winchester MA 01890
$1,650,000
4 Beds | 2.5 Baths | 3,604 SqFt
0.36 Acres

MLS® #: 73573887

117 Highland
Winchester MA 01890
$1,650,000
5 Beds | 3.5 Baths | 3,722 SqFt
0.17 Acres

MLS® #: 73599800

9 Watson Pl
Winchester MA 01890
$1,599,000
3 Beds | 2.5 Baths | 1,920 SqFt
0.12 Acres

MLS® #: 73575069

143 Arlington Street
Winchester MA 01890
$1,599,000
5 Beds | 2 Baths | 2,944 SqFt
0.28 Acres

MLS® #: 73590582

4 Harrington Road
Winchester MA 01890
$1,599,000
3 Beds | 2 Baths | 2,966 SqFt
0.23 Acres

MLS® #: 73556633

50 Holland Street
Winchester MA 01890
$1,549,000
3 Beds | 2.5 Baths | 2,640 SqFt
0.15 Acres

MLS® #: 73572661

4 Churchill Road
Winchester MA 01890
$1,499,000
4 Beds | 2 Baths | 2,421 SqFt
0.23 Acres

MLS® #: 73594547

67-69 Hemingway St
Winchester MA 01890
$1,450,000
8 Beds | 5 Baths | 6,200 SqFt
0.51 Acres

MLS® #: 73599772

15 Madison Ave W
Winchester MA 01890
$1,449,000
4 Beds | 2.5 Baths | 2,855 SqFt
0.15 Acres

MLS® #: 73590311

6 Aricia Ln
Winchester MA 01890
$1,399,000
3 Beds | 2.5 Baths | 1,975 SqFt
0.46 Acres

MLS® #: 73588977

15 Lloyd Street
Winchester MA 01890
$1,399,000
5 Beds | 1.5 Baths | 2,071 SqFt
0.11 Acres

MLS® #: 73578288

36 Elmwood Ave # 11
Winchester MA 01890
$1,350,000
2 Beds | 2.5 Baths | 1,573 SqFt
0 Acres

MLS® #: 73579538

9 Priscilla Ln
Winchester MA 01890
$1,325,000
4 Beds | 2 Baths | 1,922 SqFt
0.23 Acres

MLS® #: 73592723

419-421 Washington St
Winchester MA 01890
$1,249,000
6 Beds | 2 Baths | 2,946 SqFt
0.11 Acres

MLS® #: 73588863

39 Forest St
Winchester MA 01890
$1,299,000
3 Beds | 2 Baths | 2,350 SqFt
0.26 Acres

MLS® #: 73574929

465 Washington Street # 465
Winchester MA 01890
$1,250,000
4 Beds | 2.5 Baths | 2,666 SqFt
0 Acres

MLS® #: 73574928

465 Washington Street
Winchester MA 01890
$1,250,000
4 Beds | 2.5 Baths | 2,666 SqFt
0 Acres

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the MLS Property Information Network, Inc. This site was last updated Nov-08-2026 6:42:37 am.

All properties are subject to prior sale, changes, or withdrawal.

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