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Winchester, CT

14 Multi Families

$40,000 - $279,900

3 Condos

$55,000 - $59,900

126 Single Families

$42,400 - $4,700,000


Homes For Sale in Winchester, CT

145 homes for sale

$56,100
$57,000
$239,900
$444,854
$121,000
$151,293

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

$699,900
Single Family
Posted a moment ago
127 Rugg Brook Rd, Winchester, CT 06098 Home For Sale - MLS #W10240351
3,746 sq. ft.
30.60 acres

Sit on your back deck in total privacy and watch the sun set with panoramic mountain views. Or look out from inside your home in front of fireplace through multiple windows. This home is a one of a...

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New Listing
New Listing

$134,900
Single Family
Posted a moment ago
60 Woodland Ave, Winchester, CT 06098 Home For Sale - MLS #L10239940
1,248 sq. ft.
8,276 sq. ft.

Charming remodeled cape in move-in condition located 2 minutes from Holland Beach on Highland Lake. Hardwood and tile floors with new carpeting. New kitchen appliances and 2 full remodeled baths.



New Listing
New Listing

$80,000
Single Family
Posted 1 day ago
100 Glendale Ave, Winchester, CT 06098 Home For Sale - MLS #F10239913
1,152 sq. ft.
0.69 acres

Cape Cod home featuring 3 bedrooms and 1 full bathroom. Formal living room and dining room. Attached 1 car garage. ***HUD Home. Property is NOT located in a FEMA Special Flood Hazard Area but is...

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New Listing
New Listing

$219,000
Single Family
Posted 3 days ago
78 Wheeler St, Winchester, CT 06098 Home For Sale - MLS #L10239532
2,916 sq. ft.
0.28 acres

Large Victorian style colonial with 15 rooms that was converted to a 2 family home. It can easily be converted back to a single family by turning the upstairs kitchen into a laundry room. It also has...

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New Listing
New Listing

$148,900
Single Family
Posted 7 days ago
219 Wakefield Blvd, Winchester, CT 06098 Home For Sale - MLS #G10238115
1,510 sq. ft.
5,227 sq. ft.

Move-in condition! Across the street from Highland Lake. Take a look at this newer house that has a freshly painted interior, new carpeting throughout, newer kitchen cabinets with a new floor and...

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New Condos for Sale in Winchester, CT

New Listing
New Listing

$55,000
Condo
Posted 9 days ago
111 Riverton Rd Unit 39, Winchester, CT 06098 Condo For Sale - MLS #G10238038
1,204 sq. ft.

Must see value, this condo offers over 1200 square feet with a large, open living room with a fireplace. Private balcony off the living room. Partially finished basement with patio walk out. Attached...

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$59,900
Condo
Posted 26 days ago
13 Riveredge Dr Unit 13, Winchester, CT 06098 Condo For Sale - MLS #L10234204
643 sq. ft.

Second floor 1 bedroom ranch unit. Nice, clean and efficient unit. Great investment opportunity.



$56,100
Condo
Posted 7 months, 5 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...

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New Multi Family Homes for Sale Winchester, CT

New Listing
New Listing

$40,000
Multi-Family
Posted 5 days ago
18 Pratt St, Winchester, CT 06098 House For Sale - MLS #G10238354
2,016 sq. ft.
7,405 sq. ft.

With over 2000 square feet of space, this 4 bedroom 2 full bathroom multi family is located just minutes from Highland Lake and downtown Winsted. HUD Home. Sold "AS IS" by elec. bid only. Prop avail...

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New Listing
New Listing

$219,000
Multi-Family
Posted 8 days ago
78 Wheeler St, Winchester, CT 06098 House For Sale - MLS #L10238503
2,916 sq. ft.
0.28 acres

This house is very large and very unique. The town has it listed as 2 family. The main house consists of a large LR, DR, eat-in kitchen, bath, Den and master bedroom with a master bath on the 1st...

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New Listing
New Listing

$189,900
Multi-Family
Posted 10 days ago
292 Walnut St, Winchester, CT 06098 House For Sale - MLS #L10237914
2,691 sq. ft.
0.49 acres

Large two family located on a corner level lot, Perfect investment opportunity, would also be great for the in-laws to occupy bottom floor with ramp accessibility. Close to center of town, college,...

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$199,900
Multi-Family
Posted 27 days ago
217 North Main St, Winchester, CT 06098 House For Sale - MLS #L10233900
2,388 sq. ft.
1.13 acres

Completely renovated four unit building with all two bedroom units, completely occupied on over an acre. A turn key investment.



$279,900
Multi-Family
Posted 2 months, 17 days ago
145-147 Elm St, Winchester, CT 06098 House For Sale - MLS #L10220403
4,431 sq. ft.
0.23 acres

There aren't many of these around and very seldom do they come on the market. Each side of this duplex contains over 2200 sq. ft of living space that is comprised of a large living room w/fireplace,...

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Winchester Services

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