Connecticut Logo

Winchester, CT

12 Multi Families

$72,000 - $239,000

7 Condos

$50,000 - $119,500

95 Single Families

$57,500 - $4,700,000


Homes For Sale in Winchester, CT

114 homes for sale

$65,000
$74,700
$234,900
$475,601
$122,450
$129,375

There were 4,371 households out of which 28.3% had children under the age of 18 living with them, 50.3% were married couples living together, 10.2% had a female householder with no husband present, and 34.8% were non-families. 28.0% of all households were made up of individuals and 11.9% had someone living alone who was 65 years of age or older. The average household size was 2.42 and the average...

Learn more about Winchester

06094, 06098

Local Info

10,857
$43,780.00 to $83,466.00
More Local Info

New Single Family Homes for Sale in Winchester, CT

New Listing
New Listing

$89,900
Single Family
Posted 1 day ago
158 1/2 Boyd St, Winchester, CT 06098 Home For Sale - MLS #L10206513
816 sq. ft.
1.69 acres

Priced to sell! Two bedroom home with 1.69 acres! Long private driveway, one car garage. Bring this home back to life. Bones are good and mechanicals are updated. Needs updating inside. One floor...

Read More

New Listing
New Listing

$199,900
Single Family
Posted 1 day ago
44 Spencer St, Winchester, CT 06098 Home For Sale - MLS #L10206405
2,008 sq. ft.
0.41 acres

Beautifully maintained and updated Victorian with Charm and Character. Foyer, Great Natural Lighting, Crown Molding, Numerous Built-ins including an Archway, French doors, Fireplace, Period Woodwork,...

Read More

New Listing
New Listing

$169,000
Single Family
Posted 4 days ago
58 Overlook Rd, Winchester, CT 06098 Home For Sale - MLS #L10205663
1,500 sq. ft.
1.44 acres

1890 Colonial with many updates! Newer kitchen. Great room looks out over the spacious back yard. 2 bedrooms, 1 bath, formal living room with fireplace/stove, 2 car garage and barn! Winchester...

Read More

New Listing
New Listing

$149,500
Single Family
Posted 4 days ago
173 Gilbert Ave, Winchester, CT 06098 Home For Sale - MLS #L10205876
1,664 sq. ft.
0.23 acres

Unique Cape with charm and character. Located in walking distance to conveniences this home offers 4 modest size bedrooms, front to back living room with decorative, period fireplace and a formal...

Read More

New Listing
New Listing

$59,900
Single Family
Posted 5 days ago
155 Mathew Rd, Winchester, CT 06098 Home For Sale - MLS #N10205628
768 sq. ft.
5,663 sq. ft.

This charming ranch needs some TLC, but it's definitely worth it. Great location, a short walk to lake Highland Lake. Already has a newer kitchen and hardwood floors. Just needs your finishing touches...

Read More

New Condos for Sale in Winchester, CT

$50,000
Condo
Posted 1 month, 1 day ago
111 Riverton Rd Unit 50, Winchester, CT 06098 Condo For Sale - MLS #L10198759
1,204 sq. ft.

Here is an opportunity to own, Open floor plan, fireplace, back deck with sliders, two car garage, laundry in lower level. Needs Some TLC.



$119,500
Condo
Posted 1 month, 8 days ago
111 Torringford St Unit 43, Winchester, CT 06098 Condo For Sale - MLS #L10197692
1,102 sq. ft.

Carpeted Master bedroom & full bath on 1st floor . Carpeted Living Room/Dining room with slider to deck . 2nd bedroom , Full bath plus carpeted Loft/hobby room on second floor . ...

Read More

$69,500
Condo
Posted 1 month, 16 days ago
111 Riverton Rd Unit 75, Winchester, CT 06098 Condo For Sale - MLS #L10195858
1,204 sq. ft.

Wonderful end unit is move in ready! Great country setting and yet close to the city and so many amenities. Open floor plan with 2 bedroom, 1.5 bath; spacious living room has fireplace and hardwood...

Read More

$55,000
Condo
Posted 3 months, 2 days ago
46 Riveredge Dr Unit 46, Winchester, CT 06098 Condo For Sale - MLS #P10187988
992 sq. ft.

Well cared for unit with lots of upgrades. Newer kitchen cabinets, appliances and tile. Newer walk-in shower, tile and fixtures. All newer wood interior doors. Private and peaceful deck. 1 Car...

Read More

$64,000
Condo
Posted 3 months, 29 days ago
111 Riverton Rd Unit 24, Winchester, CT 06098 Condo For Sale - MLS #L10183845
1,204 sq. ft.

Great value, large living room with pellet stove, sliders to a large deck 1.1 baths spacious 2 bedroom town house with 2 car garage, needs carpets and paint



New Multi Family Homes for Sale Winchester, CT

New Listing
New Listing

$89,000
Multi-Family
Posted 2 days ago
25 High St, Winchester, CT 06098 House For Sale - MLS #G10206264
2,468 sq. ft.
6,970 sq. ft.

GREAT LOCATION WALK TO TOWN CENTER WITH VIEWS OVERLOOKING TOWN CENTER-2 FAMILY WITH OWNER FIRST FLOOR OCCUPIED-2 BEDROOMS FOR EACH UNIT-SEPARATE ENTRANCES-2 SEP FURNACES-W SEP HOT WATER HEATERS-UPPER...

Read More

New Listing
New Listing

$119,000
Multi-Family
Posted 4 days ago
60 Hinsdale Ave, Winchester, CT 06098 House For Sale - MLS #L10205428
2,226 sq. ft.
6,534 sq. ft.

Convenient Location. In town2 Family Home with Charm. Enclosed Porch and Large rooms.



$119,900
Multi-Family
Posted 18 days ago
261 Oak St, Winchester, CT 06098 House For Sale - MLS #L10202613
3,274 sq. ft.
0.27 acres

Large two family duplex. Each apartment has a large kitchen, living room and 2 bedrooms. One kitchen is currently just an empty room. Pluming and electrical in place just needs cabinets. Lower level...

Read More

$94,900
Multi-Family
Posted 1 month, 2 days ago
3 Brookside Ave, Winchester, CT 06098 House For Sale - MLS #L10199198
2,421 sq. ft.
6,098 sq. ft.


$129,900
Multi-Family
Posted 1 month, 2 days ago
12 Upland Rd, Winchester, CT 06098 House For Sale - MLS #L10199195
2,366 sq. ft.
6,970 sq. ft.

Two side by side three bedroom units. This building has been well maintained with a newer roof and replacement windows.



Winchester Services

Looking for rental agencies, movers, mortgage brokers, or contractors in Winchester? Conveniently find local businesses who can help you with fixing your house, advise you on legal issues, home appraisals, and more!

Browse Winchester Services

Newest Listings