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Homes for Sale in Winchester, MA

54 results

Property at 7 Wainwright Road #113, Winchester, MA 01890
1 / 42
Active

$2,100,000

7 Wainwright Road #113, Winchester, MA 01890

4 bds
|
3.5 ba
|
3640 sqft
MLS® 73556476Condominium
Compass - Kim Covino & Co. Team
Property at 11 Viking Road, Winchester, MA 01890
1 / 36
Active

$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

$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 42 Wildwood Street, Winchester, MA 01890
1 / 42
Active
Open

$2,299,000

42 Wildwood Street, Winchester, MA 01890

7 bds
|
4.5 ba
|
4930 sqft
MLS® 73556122Single Family Residence
Better Homes and Gardens Real Estate - The Shanahan Group - Carolyn Walsh
Property at 1 Town Way, Winchester, MA 01890
1 / 42
Active
Open

$1,799,000

1 Town Way, Winchester, MA 01890

3 bds
|
3.5 ba
|
3010 sqft
MLS® 73555777Single Family Residence
Compass - Vita Realty Group

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Property at 8 Oak Street, Winchester, MA 01890
1 / 38
Active
Open

$1,125,000

8 Oak Street, Winchester, MA 01890

5 bds
|
2.5 ba
|
2391 sqft
MLS® 73555597Single Family Residence
The Synergy Group - The Synergy Group
Property at 8-10 Oak St, Winchester, MA 01890
1 / 38
Active
Open

$1,125,000

8-10 Oak St, Winchester, MA 01890

5 bds
|
2.5 ba
|
2391 sqft
MLS® 73555245Multi Family
The Synergy Group - The Synergy 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 6 Davey Ln, Winchester, MA 01890
1 / 34
Active Under Contract

$2,225,000

6 Davey Ln, Winchester, MA 01890

4 bds
|
3 ba
|
4210 sqft
MLS® 73554545Single Family Residence
Provided by MLS PIN - Gretchen Papineau
Property at 241 Ridge St, Winchester, MA 01890
1 / 37
Active
Open

$1,599,000

241 Ridge St, Winchester, MA 01890

4 bds
|
3 ba
|
2480 sqft
MLS® 73554036Single Family Residence
Lillian Montalto Signature Properties - Team Lillian Montalto
Property at 11 Williams Cir, Winchester, MA 01890
1 / 39
Active Under Contract

$1,150,000

11 Williams Cir, Winchester, MA 01890

4 bds
|
2.5 ba
|
2392 sqft
MLS® 73554139Single Family Residence
Barrett Sotheby's International Realty - Anne Spry
Property at 15 Clark St #15, Winchester, MA 01890
1 / 24
Active

$849,000

15 Clark St #15, Winchester, MA 01890

3 bds
|
1.5 ba
|
1340 sqft
MLS® 73553626Condex
Coldwell Banker Realty - Milton - Jeffrey Hsu
Property at 666 Main #211, Winchester, MA 01890
1 / 42
Active

$700,000

666 Main #211, Winchester, MA 01890

2 bds
|
2 ba
|
1170 sqft
MLS® 73553517Condominium
Berkshire Hathaway HomeServices Commonwealth Real Estate - Elizabeth Darby
Property at 257 Cross St, Winchester, MA 01890
1 / 39
Active

$1,099,000

257 Cross St, Winchester, MA 01890

5 bds
|
2.5 ba
|
2801 sqft
MLS® 73553083Multi Family
Compass - Kim Covino & Co. Team
Property at 47 Water Street, Winchester, MA 01890
1 / 30
Active

$950,000

47 Water Street, Winchester, MA 01890

3 bds
|
1 ba
|
1356 sqft
MLS® 73549935Single Family Residence
Leading Edge Real Estate - The Mary Scimemi Team
Property at 247 Washington St #11, Winchester, MA 01890
1 / 23
Active
Open

$729,000

247 Washington St #11, Winchester, MA 01890

3 bds
|
2.5 ba
|
1494 sqft
MLS® 73549877Condominium
Blue Ocean Realty, LLC - Heejeong Joo
Property at 52 Salem Street #52, Winchester, MA 01890
1 / 28
Active Under Contract

$1,150,000

52 Salem Street #52, Winchester, MA 01890

3 bds
|
2.5 ba
|
2004 sqft
MLS® 73549484Condominium
Better Homes and Gardens Real Estate - The Shanahan Group - Michael Rauseo
Property at 200 Swanton #L8, Winchester, MA 01890
1 / 28
Active

$288,750

200 Swanton #L8, Winchester, MA 01890

1 bds
|
1 ba
|
388 sqft
MLS® 73548413Condominium
Cameron Real Estate Group - Stephen Deconto
Property at 10 Dartmouth Street, Winchester, MA 01890
1 / 42
Active

$2,999,000

10 Dartmouth Street, Winchester, MA 01890

5 bds
|
3 ba
|
4028 sqft
MLS® 73548103Single Family Residence
Compass - Kim Covino & Co. Team
Property at 46 Clark St, Winchester, MA 01890
1 / 36
Active
Open

$1,064,000

46 Clark St, Winchester, MA 01890

4 bds
|
1.5 ba
|
1777 sqft
MLS® 73547513Single Family Residence
Keller Williams Realty Boston Northwest - Andersen Group Realty
Property at 50 Middlesex Street #50, Winchester, MA 01890
1 / 21
Active

$799,000

50 Middlesex Street #50, Winchester, MA 01890

2 bds
|
2 ba
|
1036 sqft
MLS® 73546074Condominium
Keller Williams Realty Evolution - The North Star Group
Property at 79 Grove St, Winchester, MA 01890
1 / 41
Active
Open

$1,899,000

79 Grove St, Winchester, MA 01890

5 bds
|
3.5 ba
|
3210 sqft
MLS® 73545952Single Family Residence
Provided by MLS PIN - Pirani & Wile Group
Property at 9 Plymouth Rd, Winchester, MA 01890
1 / 37
Active

$2,500,000

9 Plymouth Rd, Winchester, MA 01890

5 bds
|
3 ba
|
4071 sqft
MLS® 73544924Single Family Residence
Real Broker MA, LLC - Steph Crawford Group
Property at 666 Main Street #315, Winchester, MA 01890
1 / 37
Active

$649,900

666 Main Street #315, Winchester, MA 01890

2 bds
|
2 ba
|
1025 sqft
MLS® 73543744Condominium
Compass - Kim Covino & Co. Team
Property at 84 Oak Street, Winchester, MA 01890
1 / 40
Active

$888,000

84 Oak Street, Winchester, MA 01890

4 bds
|
2 ba
|
2083 sqft
MLS® 73542597Single Family Residence
Charlesgate Realty Group LLC - John E. Magazzu
Property at 423 Washington St, Winchester, MA 01890
1 / 42
Active

$1,350,000

423 Washington St, Winchester, MA 01890

4 bds
|
3 ba
|
2690 sqft
MLS® 73541775Single Family Residence
MA Properties - Danielle Fleming
Property at 258 Cross Street, Winchester, MA 01890
1 / 40
Active

$999,900

258 Cross Street, Winchester, MA 01890

4 bds
|
2 ba
|
1719 sqft
MLS® 73541288Single Family Residence
Hartley Realty Group - Justin Blankenship
Property at 14 Hillside Ave, Winchester, MA 01890
1 / 40
Active

$2,300,000

14 Hillside Ave, Winchester, MA 01890

4 bds
|
4.5 ba
|
3881 sqft
MLS® 73541163Single Family Residence
East West Real Estate, LLC - Rebecca Huang
Property at 150 Cambridge Street, Winchester, MA 01890
1 / 42
Active

$1,099,000

150 Cambridge Street, Winchester, MA 01890

3 bds
|
1.5 ba
|
1711 sqft
MLS® 73530959Single Family Residence
Plunkett Properties - Diane Plunkett
Property at 26 N Gateway, Winchester, MA 01890
1 / 36
Active
Open

$2,099,000

26 N Gateway, Winchester, MA 01890

4 bds
|
3.5 ba
|
3210 sqft
MLS® 73538052Single Family Residence
Provided by MLS PIN - Pirani & Wile Group
Page 1 of 2

Brokerage Information

Commonwealth Standard Realty

10 Lincoln Street, Newton, MA, USA

(617) 285-3054

Market Area Served

Newton, Dover, Needham, Boston, Natick, Westwood 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: 7/29/2026 at 5:37:00 PM

Amanda Benevides

Work with Amanda Benevides for thoughtful buyer and seller representation in Newton, Needham, Wellesley, Dover, Boston, and Natick.

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