Affordable apartments, houses for sale in Winchester, MA
Enable notifications and we'll notify you immediately when a new property becomes available for sale in Winchester, MA on one of the most popular real estate sites!
The following properties for sale are cheaper than the average properties in Winchester, Massachusetts.
View all properties for sale in Winchester, MA
55 listings
![400 Cross St #201, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/129/1296d42000dd459425943627a2234d7f.jpg?width=357&aspect_ratio=17%3A8)
400 Cross St #201, Winchester, MA 01890
$778,000
1346 sqft
2 beds
3 baths
$578/sqft
June 21, 2024 - redfin.com
New
3 days ago
![400 Cross St Unit 201, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/37d/37d58b07708a89a7dd1957e89a0a4b97.jpg?width=357&aspect_ratio=17%3A8)
400 Cross St Unit 201, Winchester, MA 01890
$778,000
1346 sqft
2 beds
3 baths
$578/sqft
June 21, 2024 - realtor.com
New
3 days ago
![25 Shepard Ct Unit 25, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/1aa/1aaf95cbfdc0c92d95d15228b85a8673.jpg?width=357&aspect_ratio=17%3A8)
25 Shepard Ct Unit 25, Winchester, MA 01890
$1,225,000
3340 sqft
4 beds
4 baths
$367/sqft
June 20, 2024 - realtor.com
New
4 days ago
![11 Taft Dr, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/aaa/aaad77ed602908288a1ecb08571dfbdd.jpg?width=357&aspect_ratio=17%3A8)
11 Taft Dr, Winchester, MA 01890
$1,100,000
2228 sqft
3 beds
3 baths
$494/sqft
June 20, 2024 - trulia.com
New
4 days ago
![11 Taft Dr, Winchester, MA 01891](https://flatspotter.b-cdn.net/properties/529/529360e878328c9da5e6831ea7be6e90.jpg?width=357&aspect_ratio=17%3A8)
11 Taft Dr, Winchester, MA 01891
$1,100,000
2228 sqft
3 beds
3 baths
$494/sqft
June 20, 2024 - redfin.com
New
4 days ago
![25 Shepard Ct #25, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/70d/70db8f75f414a6873238d185697e14c3.jpg?width=357&aspect_ratio=17%3A8)
25 Shepard Ct #25, Winchester, MA 01890
$1,125,000
3340 sqft
4 beds
4 baths
$337/sqft
June 20, 2024 - redfin.com
New
4 days ago
![25 Shepard Ct Unit 25, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/e9c/e9c6c9c18c357cca224d4be95246fd38.jpg?width=357&aspect_ratio=17%3A8)
25 Shepard Ct Unit 25, Winchester, MA 01890
$1,125,000
3340 sqft
4 beds
4 baths
$337/sqft
June 20, 2024 - realtor.com
New
4 days ago
![11 Taft Dr, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/20e/20ed5faf27243eb20f63d5d7be47b162.jpg?width=357&aspect_ratio=17%3A8)
11 Taft Dr, Winchester, MA 01890
$1,100,000
2228 sqft
3 beds
3 baths
$494/sqft
June 20, 2024 - realtor.com
New
4 days ago
![7 Conant Rd #52, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/8cd/8cd9902e9b31a129663ea4f2ccfd8337.jpg?width=357&aspect_ratio=17%3A8)
7 Conant Rd #52, Winchester, MA 01890
$695,000
1532 sqft
2 beds
2 baths
$454/sqft
June 19, 2024 - redfin.com
New
5 days ago
![7 Conant Rd Apt 52, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/deb/debfb3205fe4ac5a548ea367c976f8ec.jpg?width=357&aspect_ratio=17%3A8)
7 Conant Rd Apt 52, Winchester, MA 01890
$695,000
1532 sqft
2 beds
2 baths
$454/sqft
June 19, 2024 - realtor.com
New
5 days ago
![22 Baldwin St, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/068/068fb1d4c6d9dc74eb848c578023d9a3.jpg?width=357&aspect_ratio=17%3A8)
22 Baldwin St, Winchester, MA 01890
$1,050,000
1678 sqft
3 beds
2 baths
$626/sqft
June 19, 2024 - realtor.com
New
5 days ago
![102 Sylvester Ave, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/8ae/8ae5826c902c8a54cfff7facbe596e78.jpg?width=357&aspect_ratio=17%3A8)
102 Sylvester Ave, Winchester, MA 01890
$999,000
1968 sqft
3 beds
3 baths
$508/sqft
June 19, 2024 - redfin.com
New
5 days ago
![102 Sylvester Ave, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/0b0/0b0bbfc0d3a2fa8bbe50a930e45a8a81.jpg?width=357&aspect_ratio=17%3A8)
102 Sylvester Ave, Winchester, MA 01890
$999,000
1968 sqft
3 beds
3 baths
$508/sqft
June 19, 2024 - trulia.com
New
5 days ago
![102 Sylvester Ave, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/a31/a31d7949e1251e7741e77ad34e0f0478.jpg?width=357&aspect_ratio=17%3A8)
102 Sylvester Ave, Winchester, MA 01890
$999,000
1968 sqft
3 beds
3 baths
$508/sqft
June 19, 2024 - zillow.com
New
5 days ago
![102 Sylvester Ave, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/756/7562f7f1c0d3f7001a39a256349ff13f.jpg?width=357&aspect_ratio=17%3A8)
102 Sylvester Ave, Winchester, MA 01890
$999,000
1968 sqft
3 beds
3 baths
$508/sqft
June 19, 2024 - realtor.com
New
5 days ago
![104 Wendell St, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/e42/e42aab5aa1869433b7d51f1d2580e585.jpg?width=357&aspect_ratio=17%3A8)
104 Wendell St, Winchester, MA 01890
$999,000
1323 sqft
3 beds
2 baths
$755/sqft
June 18, 2024 - redfin.com
New
6 days ago
![104 Wendell St, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/785/785549816b44d4b1a4ad86bb3d5c2e10.jpg?width=357&aspect_ratio=17%3A8)
104 Wendell St, Winchester, MA 01890
$999,000
1323 sqft
3 beds
2 baths
$755/sqft
June 18, 2024 - zillow.com
New
6 days ago
![104 Wendell St, Winchester, MA 01890](https://flatspotter.b-cdn.net/properties/97f/97f94bce9ed67744e81442bd2d7e5eae.jpg?width=357&aspect_ratio=17%3A8)
104 Wendell St, Winchester, MA 01890
$999,000
1323 sqft
3 beds
2 baths
$755/sqft
June 18, 2024 - realtor.com
New
6 days ago
What's the average cost of properties in Winchester, MA?
Based on the last 30 days, the average property price in Winchester, MA is $1,572,865.
This is 68.1% higher than the average price of properties for sale in Massachusetts.
This is 68.1% higher than the average price of properties for sale in Massachusetts.
How often do new properties for sale come on the market in Winchester, MA?
On average, 4 properties are put on the market for sale in Winchester, MA per day.
Filters
Price Range
$
$
Number of Bedrooms
Number of Bathrooms
Square Feet
sqft
sqft