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Houses for Sale in Winchester, MA

42 results

Property at 465 Washington Street, Winchester, MA 01890
1 / 28
Active
New
Open

$1,300,000

465 Washington Street, Winchester, MA 01890

4 bds
|
2.5 ba
|
2666 sqft
MLS® 73574928Single Family Residence
Leading Edge Real Estate - The Pallotta Group
Property at 143 Arlington Street, Winchester, MA 01890
1 / 42
Active
New
Open

$1,599,000

143 Arlington Street, Winchester, MA 01890

5 bds
|
2 ba
|
2944 sqft
MLS® 73575069Single Family Residence
Compass - Kim Covino & Co. Team
Property at 4 Dartmouth, Winchester, MA 01890
1 / 38
Active
New
Open

$4,299,000

4 Dartmouth, Winchester, MA 01890

5 bds
|
5.5 ba
|
6526 sqft
MLS® 73574948Single Family Residence
Leading Edge Real Estate - The Pallotta Group
Property at 117 Highland, Winchester, MA 01890
1 / 42
Active
New
Open

$1,650,000

117 Highland, Winchester, MA 01890

5 bds
|
3.5 ba
|
3722 sqft
MLS® 73573887Single Family Residence
Better Homes and Gardens Real Estate - The Shanahan Group - Dara Singleton
Property at 11 Locke St, Winchester, MA 01890
1 / 25
Active
New
Open

$2,249,000

11 Locke St, Winchester, MA 01890

5 bds
|
3.5 ba
|
4368 sqft
MLS® 73574117Single Family Residence
Barrett Sotheby's International Realty - Lesley Smith

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Property at 8 Priscilla Lane, Winchester, MA 01890
1 / 35
Active
New
Open

$2,995,000

8 Priscilla Lane, Winchester, MA 01890

5 bds
|
5.5 ba
|
6500 sqft
MLS® 73574330Single Family Residence
Rise Signature Homes - The Pezzano Group
Property at 253 Pond St, Winchester, MA 01890
1 / 40
Active
New
Open

$1,299,000

253 Pond St, Winchester, MA 01890

4 bds
|
1.5 ba
|
3307 sqft
MLS® 73574477Single Family Residence
Advisors Living - Winchester - Pirani & Wile Group
Property at 37 Mayflower Road, Winchester, MA 01890
1 / 42
Active
New
Open

$3,149,000

37 Mayflower Road, Winchester, MA 01890

7 bds
|
7.5 ba
|
8540 sqft
MLS® 73573670Single Family Residence
Compass - Kim Covino & Co. Team
Property at 17 Churchill Rd, Winchester, MA 01890
1 / 37
Active
New
Open

$1,749,000

17 Churchill Rd, Winchester, MA 01890

5 bds
|
3.5 ba
|
3508 sqft
MLS® 73572890Single Family Residence
Coldwell Banker Realty - Lexington - Domingo Medina
Property at 19 Hancock Street, Winchester, MA 01890
1 / 40
Active
New
Open

$2,199,000

19 Hancock Street, Winchester, MA 01890

4 bds
|
3.5 ba
|
3570 sqft
MLS® 73572955Single Family Residence
Compass - Vita Realty Group
Property at 5 Willowdale Rd, Winchester, MA 01890
1 / 42
Active
New

$1,679,900

5 Willowdale Rd, Winchester, MA 01890

3 bds
|
2 ba
|
2483 sqft
MLS® 73572791Single Family Residence
Coldwell Banker Realty - Lexington - Erica Carson
Property at 4 Churchill Road, Winchester, MA 01890
1 / 42
Active
Open

$1,699,000

4 Churchill Road, Winchester, MA 01890

3 bds
|
2 ba
|
2421 sqft
MLS® 73572661Single Family Residence
Compass - Kim Covino & Co. Team
Property at 26 N Gateway, Winchester, MA 01890
1 / 37
Active
Open

$2,049,000

26 N Gateway, Winchester, MA 01890

4 bds
|
3.5 ba
|
3210 sqft
MLS® 73572687Single Family Residence
Advisors Living - Winchester - Pirani & Wile Group
Property at 24 Richardson St, Winchester, MA 01890
1 / 40
Active
Open

$1,099,000

24 Richardson St, Winchester, MA 01890

4 bds
|
2.5 ba
|
2411 sqft
MLS® 73571480Single Family Residence
Keller Williams Realty Boston Northwest - Andersen Group Realty
Property at 257 Cross Street, Winchester, MA 01890
1 / 40
Active
Open

$1,050,000

257 Cross Street, Winchester, MA 01890

5 bds
|
2.5 ba
|
2801 sqft
MLS® 73571418Single Family Residence
Compass - Kim Covino & Co. Team
Property at 30 Farrow St, Winchester, MA 01890
1 / 35
Active Under Contract

$1,699,000

30 Farrow St, Winchester, MA 01890

5 bds
|
3.5 ba
|
3180 sqft
MLS® 73568493Single Family Residence
Compass - Carlisle Group
Property at 17 Russell Rd, Winchester, MA 01890
1 / 17
Active

$1,098,000

17 Russell Rd, Winchester, MA 01890

3 bds
|
1.5 ba
|
1657 sqft
MLS® 73566405Single Family Residence
Kwan Realty Inc. - Tsz Mui Kwan
Property at 85 High St, Winchester, MA 01890
1 / 38
Active
Open

$1,999,000

85 High St, Winchester, MA 01890

4 bds
|
2.5 ba
|
3757 sqft
MLS® 73565817Single Family Residence
Better Homes and Gardens Real Estate - The Shanahan Group - Catherine Albiani
Property at 2 Atherton Rd, Winchester, MA 01890
1 / 42
Active
Open

$3,295,000

2 Atherton Rd, Winchester, MA 01890

6 bds
|
6.5 ba
|
6100 sqft
MLS® 73563095Single Family Residence
Serhant - Peter Kasseris
Property at 110 Thornberry Road, Winchester, MA 01890
1 / 34
Active
Price
Open

$1,329,000

110 Thornberry Road, Winchester, MA 01890

3 bds
|
2.5 ba
|
2459 sqft
MLS® 73562273Single Family Residence
Kiklis Real Estate, LLC - Mark Kiklis
Property at 54 Squire Road, Winchester, MA 01890
1 / 42
Active

$2,499,000

54 Squire Road, Winchester, MA 01890

4 bds
|
4.5 ba
|
4450 sqft
MLS® 73555666Single Family Residence
The Marino Group Collection - Anthony Marino
Property at 96 Loring Ave, Winchester, MA 01890
1 / 29
Active

$949,999

96 Loring Ave, Winchester, MA 01890

4 bds
|
2 ba
|
2326 sqft
MLS® 73561829Single Family Residence
StartPoint Realty - Jeremy Smith
Property at 18 Ridge St, Winchester, MA 01890
1 / 4
Active

$3,200,000

18 Ridge St, Winchester, MA 01890

5 bds
|
5.5 ba
|
5295 sqft
MLS® 73561372Single Family Residence
Compass - Gayle Winters & Co. Team
Property at 7 Hutchinson Road, Winchester, MA 01890
1 / 42
Active
Open

$3,450,000

7 Hutchinson Road, Winchester, MA 01890

6 bds
|
4.5 ba
|
5735 sqft
MLS® 73561703Single Family Residence
Compass - Kim Covino & Co. Team
Property at 11 Viking Road, Winchester, MA 01890
1 / 36
Active
Open

$3,600,000

11 Viking Road, Winchester, MA 01890

7 bds
|
7.5 ba
|
7429 sqft
MLS® 73556474Single Family Residence
Engel & Volkers Boston - Post Advisory Group
Property at 50 Holland Street, Winchester, MA 01890
1 / 42
Active
Open

$1,549,000

50 Holland Street, Winchester, MA 01890

3 bds
|
2.5 ba
|
2640 sqft
MLS® 73556633Single Family Residence
Compass - Kim Covino & Co. Team
Property at 1 Town Way, Winchester, MA 01890
1 / 41
Active
Price
Open

$1,749,000

1 Town Way, Winchester, MA 01890

3 bds
|
3.5 ba
|
3010 sqft
MLS® 73555777Single Family Residence
Compass - Vita Realty Group
Property at 15 Clark St, Winchester, MA 01890
1 / 22
Active

$849,000

15 Clark St, Winchester, MA 01890

3 bds
|
1.5 ba
|
1340 sqft
MLS® 73555218Single Family Residence
Coldwell Banker Realty - Milton - Jeffrey Hsu
Property at 47 Water Street, Winchester, MA 01890
1 / 30
Active

$950,000

47 Water Street, Winchester, MA 01890

3 bds
|
1.5 ba
|
1356 sqft
MLS® 73549935Single Family Residence
Leading Edge Real Estate - The Mary Scimemi Team
Property at 10 Dartmouth Street, Winchester, MA 01890
1 / 41
Active Under Contract

$2,999,000

10 Dartmouth Street, Winchester, MA 01890

5 bds
|
3 ba
|
4028 sqft
MLS® 73548103Single Family Residence
Compass - Kim Covino & Co. Team
Page 1 of 2

Brokerage Information

Exp Realty

55 South Street, Jamaica Plain, MA, 02130

(617) 777-8768

Market Area Served

Boston, Randolph, Dedham, Quincy and many more.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Data last updated: 9/10/2026 at 10:21:00 AM

Corey Stallings

I'm Corey Stallings, a Boston real estate agent with eXp Realty serving buyers and sellers across Boston, Quincy, Randolph and Dedham. Let's win your next move.

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