Price

Beds

Baths

More (1)

Save Search

Save Search (2)

104 Properties

104 Properties Available In Winchester

Default

Map

Grid

MA >Winchester >

Market Insights

$2,899,000

Active

Single Family Home

5 Beds 5.5 Baths 4,627 SqFt

11 Taft Dr, Winchester, MA 01890

Luxury and location converge in this stunning 5-bedroom, 5.5-bathroom home nestled in one of Winchester's most coveted W...

Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$9,500

Active

Single Family Home

6 Beds 4.5 Baths 3,118 SqFt

23 Jefferson Road, Winchester, MA 01890

Stunning 6BR/4.5BA Fully Furnished Home w/ Office, Fireplace & Private Patio – Move-In Ready! Spacious and beautifully a...

Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

$3,100

Active

Multi-Family, Townhouse

2 Beds 1.5 Baths 1,210 SqFt

31 George Rd #31, Winchester, MA 01890

Conveniently located just outside the town centre, this bright and specious townhome offers two bedrooms and one a half ...

Listed by The D'Agostino Team of Compass

8 Richardson Street #2, Winchester, MA 01890

$4,200

Pending

Condo

2 Beds 2 Baths 1,811 SqFt

8 Richardson Street #2, Winchester, MA 01890

Beautiful, high end two story condo for rent; close to everything Winchester has to offer! This unique penthouse dulpex ...

Listed by Kim Covino & Co. Team of Compass

200 Swanton St #730, Winchester, MA 01890

$2,150

Pending

Condo

1 Bed 1 Bath 613 SqFt

200 Swanton St #730, Winchester, MA 01890

This beautiful, spacious, and modern unit at the highly desirable Parkview Condominiums comes with all utilities include...

Listed by Shirley Cunico of Doherty Properties

7 Wainwright Rd #117, Winchester, MA 01890

$1,499,000

Pending

Condo

4 Beds 3.5 Baths 4,214 SqFt

7 Wainwright Rd #117, Winchester, MA 01890

Welcome to the largest unit at The Ledges! This stunning F unit boasts soaring ceilings and an expansive open floor plan...

Listed by The Pallotta Group of Advisors Living - Winchester

$1,949,000

Pending

Single Family Home

5 Beds 3 Baths 4,744 SqFt

14 Grove Street, Winchester, MA 01890

Located just outside the town center near Brooks neighborhood & the train to Boston! This spacious home has it all! Situ...

Listed by Kim Covino & Co. Team of Compass

$1,199,000

Pending

Single Family Home

4 Beds 2 Baths 2,759 SqFt

80 Harvard Street, Winchester, MA 01890

Discover this beautiful split-level home featuring 4 spacious bedrooms and 2 bathrooms. The open floor plan seamlessly c...

Listed by Robert Ellington of Better Homes and Gardens Real Estate - The Shanahan Group

$2,450,000

Active

Single Family Home

5 Beds 5 Baths 3,940 SqFt

17 Wagon Wheel Rd, Winchester, MA 01890

Enjoy breathtaking Boston skyline views from nearly every room of this meticulously maintained home, offering the ultima...

Listed by Dream Team of Dreamega International Realty LLC

$998,000

Active

Single Family Home

4 Beds 3 Baths 2,333 SqFt

48 Tremont Street, Winchester, MA 01890

Welcome to this well loved 4-bedroom expanded Cape, on quiet cul-de-sac, cared for by the original owners for nearly 65 ...

Listed by Michael Rauseo of Better Homes and Gardens Real Estate - The Shanahan Group

$2,199,000

Active

Single Family Home

6 Beds 3.5 Baths 4,696 SqFt

5 Squire Rd, Winchester, MA 01890

Discover the perfect blend of luxury and comfort in this stunning 6-bedroom home. Sunlight pours into the open-concept l...

Listed by Alina Wang Team of Coldwell Banker Realty - Lexington

$1,299,000

Price Dropped by $200K

Single Family Home

3 Beds 1.5 Baths 1,520 SqFt

10 Allen Rd, Winchester, MA 01890

Located in a very desirable East Hill neighborhood, this one owner Circa 1929 Dutch Colonial offers a wonderful opportun...

Listed by Sally Baldwin of Coldwell Banker Realty - Lexington

171 Swanton Street #63, Winchester, MA 01890

$4,500

Active

Condo

3 Beds 2.5 Baths 1,823 SqFt

171 Swanton Street #63, Winchester, MA 01890

Available at "The Village." End unit with three bedrooms/two and a half bathrooms, attached garage, granite kitchen, sky...

Listed by Gary Vrotsos Team of Coldwell Banker Realty - Cambridge

$3,599,000

Active

Single Family Home

6 Beds 5.5 Baths 7,431 SqFt

27 Everett Ave, Winchester, MA 01890

Completely renovated in 2023/2024! This is one of the most distinguished homes on Everett Avenue, with preeminent sitin...

Listed by The Pallotta Group of Advisors Living - Winchester

$2,050,000

Pending

Single Family Home

4 Beds 3.5 Baths 3,274 SqFt

57 Jefferson Rd, Winchester, MA 01890

Situated on a picturesque corner lot, this exceptional home is nestled in a very desirable neighborhood! Step into a lig...

Listed by McGlynn & Nigro Team of Berkshire Hathaway HomeServices Commonwealth Real Estate

7 Indian Hill Road, Winchester, MA 01890

$1,149,000

Pending

Single Family Home

3 Beds 2 Baths 1,646 SqFt

7 Indian Hill Road, Winchester, MA 01890

This inviting ranch house is cheerful and functional. Sunlight floods the open living and dining rooms, while custom pla...

Listed by Carolyn Vernaglia of Better Homes and Gardens Real Estate - The Shanahan Group

$11,000

Active

Single Family Home

7 Beds 3.5 Baths 3,300 SqFt

34 Glen Road, Winchester, MA 01890

TOP location! Beautifully renovated single family colonial in Ambrose elementary district, situated on a gorgeous lot wi...

Listed by Kim Covino & Co. Team of Compass

$2,449,000

Active

Single Family Home

4 Beds 3.5 Baths 4,959 SqFt

5 Azalea Rd, Winchester, MA 01890

Exceptional Home nestled in one of Winchester's most desirable West Side Neighborhoods and on a Cul de Sac! Open Floor P...

Listed by Giordana Fioravanti Smith of Berkshire Hathaway HomeServices Commonwealth Real Estate

$3,799,900

Active

Single Family Home

7 Beds 7.5 Baths 7,429 SqFt

11 Viking Rd, Winchester, MA 01890

Prepare to be captivated by the elegance of 11 Viking Rd. This magnificent home, boasting over 7,000 square feet of luxu...

Listed by The McLaren Team of Compass

$1,295,000

Active

Single Family Home

4 Beds 1.5 Baths 2,202 SqFt

71 Woodside Rd, Winchester, MA 01890

Nestled in the heart of Winchester, this charming 4-bedroom, 1.5-bathroom single-family home offers 2,202 square feet of...

Listed by Jorge Rodriguez of Carlton's Wharf & Co.

846 Main Street #4, Winchester, MA 01890

$8,000

Active

Condo

3 Beds 2.5 Baths 2,900 SqFt

846 Main Street #4, Winchester, MA 01890

Top of the Line! Stunning newer construction luxury Penthouse available for rent. Elevator access steps from private, he...

Listed by Anthony Marino of The Marino Group Collection

$925,000

Pending

Single Family Home

4 Beds 2 Baths 2,172 SqFt

322 Cambridge St, Winchester, MA 01890

Not your average Garrison Colonial! You might not expect the bright, open charm waiting within this inviting 8-room, 3-l...

Listed by Joanne McDonnell of RE/MAX Real Estate Center

$2,499,000

Active

Single Family Home

6 Beds 3.5 Baths 4,667 SqFt

9 Prospect St, Winchester, MA 01890

Step into a piece of history with this incredibly charming 1895 Colonial Revival, a home that exudes elegance, character...

Listed by The Pallotta Group of Advisors Living - Winchester

61 Westland Avenue, Winchester, MA 01890

$1,199,000

Price Dropped by $51K

Single Family Home

4 Beds 2 Baths 2,621 SqFt

61 Westland Avenue, Winchester, MA 01890

Welcome to this oversized Cape in a lovely west side neighborhood of Winchester. Opportunity for a little TLC or a sign...

Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

104 Properties Available In Winchester

explore listings in Winchester