Winchester MA Homes & Real Estate

Included below are homes for sale and real estate in Winchester, MA.

If you would like more information on any of these Winchester real estate listings, just click on a property to access the full details. From there, you can request more information or schedule a tour. And we'd be happy to provide you with disclosures, past sales history, dates and prices of properties which have recently sold nearby, and more, so just let us know how we can help!

And, for your convenience, feel free to register for a free account to receive email alerts whenever new Winchester listings come on the market that match your specific criteria.

Winchester May 28, 2022
32
Listed
23
Avg. DOM
$538.57
Avg. $ / Sq.Ft.
$1,199,500
Med. List Price
32 Properties
Page 1 of 3
Open 5/28
7 Conant Road #30 Winchester, MA 01890
$699,000
Condo: The Willows
2
Beds
2
Baths
1,712
Sq.Ft.
1999
Year Built
5
Days on Site
72986709
MLS
Impeccably maintained one-level unit at the desirable Willows in Winchester. This spacious property has an attached 1-car garage with direct entry into the unit. The condo has various amenities...
Open 5/28
62 Swanton Street #B Winchester, MA 01890
3
Beds
2
Baths
1,965
Sq.Ft.
1880
Year Built
5
Days on Site
72987068
MLS
Three bedroom two bathroom plus office condo with open concept kitchen, family room, and dining for easy entertaining. Kitchen boasts beautiful white cabinets with granite counters, stainless steel...
$2,699,000
Neighborhood: Alice Lane/ Cul De Sac
5
Beds
5
Baths
6,000
Sq.Ft.
2022
Year Built
6
Days on Site
72986324
MLS
NEW CONSTRUCTION!! Must see this gorgeous 4/5 bedroom home with thoughtful design & high end finishes! This luxurious home is spacious and inviting, offering a grand open floor plan ideal for...
6
Beds
3F11/2
Baths
3,290
Sq.Ft.
1950
Year Built
6
Days on Site
72986602
MLS
Sunny Single Family home with detached garage on a corner lot with a large deck/yard with a firepit for entertaining and tons of parking. Open floor plan with wood burning fireplace, custom granite...
$559,900
Condo: The Willows
2
Beds
2
Baths
1,236
Sq.Ft.
2000
Year Built
8
Days on Site
72986033
MLS
PRICE IMPROVEMENT .Beautiful 2br 2ba condominium on 2nd floor with 2 parking spaces at the sought after Willows in Winchester! This south-facing, filling with plenty of nature light, spacious corner...
Contingent
23 Stevens Street Winchester, MA 01890
4
Beds
2
Baths
2,360
Sq.Ft.
1900
Year Built
9
Days on Site
72977998
MLS
Welcome to 23 Stevens-a bright, beautiful Colonial right in the heart of Winchester! The first floor of the home opens to a large entry foyer that leads into the spacious bay window living room....
5
Beds
5F11/2
Baths
5,370
Sq.Ft.
1973
Year Built
10
Days on Site
72984717
MLS
This custom-designed Contemporary with Mesh Technology is beautifully situated on a private lot close to the award winning Vinson Owen School. This home is undergoing a full-scale renovation, with...
7
Beds
7F11/2
Baths
7,982
Sq.Ft.
2022
Year Built
10
Days on Site
72984802
MLS
Presenting a new construction masterpiece that's a refreshing break from the ordinary, it's extraordinary! This exceptional home was designed to be beautiful yet casual, where everyday living is...
3
Beds
3F11/2
Baths
2,859
Sq.Ft.
1985
Year Built
10
Days on Site
72984934
MLS
Must-see premiere townhome in desirable Pepper Hill Estates! Completely renovated with an open living concept. Bright & sunny unit with all the modern conveniences you've been looking for! Gorgeous...
Contingent
1 Marshall Rd Winchester, MA 01890
5
Beds
1F21/2
Baths
1,748
Sq.Ft.
1927
Year Built
11
Days on Site
72983466
MLS
This unique property provides a rare opportunity for contractors, builders, or homeowners to renovate this 5-bedroom Colonial into their dream home. Situated in a premier Winchester neighborhood...
Contingent
19 Edgehill Rd Winchester, MA 01890
$1,999,000
Neighborhood: Ridgefield/Edgehill
5
Beds
2F11/2
Baths
3,624
Sq.Ft.
1911
Year Built
11
Days on Site
72984295
MLS
Beautifully renovated 5 bedroom colonial home located in a top neighborhood! The double entry foyer welcomes you into this grand home filled with light, fresh updates and old world charm. The sun...
Open 5/28
22 Glenwood Avenue Winchester, MA 01890
4
Beds
2
Baths
2,226
Sq.Ft.
1958
Year Built
11
Days on Site
72984302
MLS
Magnificent oversized lot! This spacious 4/5 bedroom home was recently updated and expanded & offers a new direct entry 2 car garage w/mudroom! Open airy kitchen with maple cabinets, gas cooking and...