Winchester, CT Homes for Sale & Real Estate

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1-24 of 24 Homes
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$274,900

3
Bedrooms
1,267
Square Feet
0.17
Acres

9 Central Avenue, Winchester, CT 06098

$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
$385,000 | 160 Williams Avenue, Winchester, CT 06098
1/40
New

$385,000

6
Bedrooms
3,302
Square Feet
1.23
Acres

160 Williams Avenue, Winchester, CT 06098

front view of house with a yard
a view of balcony with furniture
a balcony with wooden floor and trees
a view of an empty room with wooden floor
a view of an empty room with wooden floor and a window
a view of an empty room with a window and wooden floor
a view of an empty room with wooden floor
a kitchen with stainless steel appliances a stove sink microwave and cabinets
a kitchen with stainless steel appliances granite countertop a sink and dishwasher a refrigerator with wooden cabinets
a kitchen with a sink a stove and cabinets
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor and a window
a bathroom with a sink and a mirror
a view of empty room with wooden floor
a view of an empty room with window and wooden floor
a view of an entryway
a view of an empty room with a window
an empty room with windows
a view of an empty room
an empty room with windows
a bathroom with a toilet
a view of buildings
$359,900 | 171 Wallens Street, Winchester, CT 06098
1/24

$359,900

2
Bedrooms
1,274
Square Feet
0.35
Acres

171 Wallens Street, Winchester, CT 06098

a front view of a brick building with large windows
a view of a building with a window
a view of a building with a outdoor space
a close view of stove top oven
a kitchen with lots of counter space and stainless steel appliances
a kitchen with lots of counter top space
a view of water heater room
a close view of water heater room
a room with stainless steel appliances kitchen island granite countertop a stove and a sink
a kitchen with a stove and a refrigerator
$750,000 | 436 Main Street, Winchester, CT 06098
$750,000 | 436 Main Street, Winchester, CT 06098
1/12

$750,000

4
Bedrooms
5,389
Square Feet
0.1
Acres

436 Main Street, Winchester, CT 06098

a view of a white house with large windows next to a yard

$250,000

4
Bedrooms
1,874
Square Feet
0.25
Acres

107 Birdsall Street, Winchester, CT 06098

a view of a house with a yard
a kitchen with stainless steel appliances granite countertop a table chairs and a refrigerator
a view of a dining room with furniture and wooden floor
a bedroom with a bed and wooden floor
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a bedroom with a bed and a window
a bedroom with a bed and flat screen tv
a bedroom with a bed and a flat tv screen on the dresser
a bedroom with a bed and wooden floor
a bathroom with a sink toilet and shower
a spacious bathroom with a mirror sink and toilet
1/12

$319,000

3
Bedrooms
1,536
Square Feet
0.11
Acres

230 East Wakefield Boulevard, Winchester, CT 06098

a view of a forest

$299,900

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
63
Acres

32 Norfolk Road, Winchester, CT 06098

a view of a yard
a view of a large mountain with mountains in the background
a view of a large building
a view of a yard
a view of a yard
a view of a lake with a mountain
a view of forest
a view of a forest filled with trees
a view of outdoor space with lots of trees
a view of a trees with a yard
a view of outdoor space and yard
a view of a yard with trees
a view of a forest with trees in the background
a view of outdoor space with deck and tree
a backyard of a house with lots of green space
a backyard of a house with lots of green space
a backyard of a house with lots of trees
a backyard of a house with lots of trees
a view of outdoor space with trees
a view of outdoor space with trees
a view of outdoor space with sitting space
1/21

$879,990

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
131.5
Acres

0 Norfolk Road, Winsted, CT 06098

$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
$285,000 | 95 Colony Drive, Winchester, CT 06098
1/29

$285,000

3
Bedrooms
1,008
Square Feet
0.27
Acres

95 Colony Drive, Winchester, CT 06098

a view of a house with snow on the side of the road
a view of a house with a yard
a view of a back yard of the house
a view of a hallway with wooden floor and door
a view of an empty room
a bed room with a bed and furniture
a view of front door
a view of empty room with fireplace and wooden floor
a view of an empty room
a view of a storage & utility room
a view of an empty room
a picture of a bathroom with a shower and a window
a utility room with a refrigerator
a view of an empty room
a view of outdoor space yard and patio
a view of a house with snow on the road
a front view of a house with a yard
1/17

$270,000

2
Bedrooms
1,218
Square Feet
0.13
Acres

343 East Wakefield Boulevard, Winchester, CT 06098

front view of a house with a street
a front view of a house
a view of a brick building with a outdoor space
a view of a house with deck
a view of a hall with a car park table and chair
a view of a living room
a bedroom with furniture and a window
a view of a refrigerator in an empty room
a bathroom with a toilet a sink and shower
a kitchen with a sink a stove and cabinets
a view of storage and utility room
a view of a walk in closet
a view of storage and utility room
a hallway with a large window and furniture
a view of an entryway door and an empty room
a view of an empty room with wooden floor and a window
an empty room with wooden floor and windows
a view of an empty room with wooden floor
a view of an empty room with wooden floor
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor
an empty room with wooden floor and windows
an empty room with a window
wooden floor in an empty room with a window
a kitchen with granite countertop a stove and a sink
a view of hallway with wooden floor
a kitchen with appliances a sink cabinets and wooden floor
a bathroom with a toilet and a shower
a bathroom with a sink and a mirror
a view of a house with a swimming pool
a front view of a house with a yard
a view of a balcony with two chairs
an aerial view of residential houses with outdoor space
a view of balcony with furniture
a view of a tennis ground with large trees
a picture of a room with a white wall and a large window
a picture of a bench in a building
1/38

$395,000

3
Bedrooms
1,909
Square Feet
0.07
Acres

720 Main Street, Winchester, CT 06098

a front view of a house
a front view of a house with a yard
a view of a room with wooden floor and ceiling fan
a view of empty room with wooden floor and fan
a view of a room with wooden floor and fan
an empty room with wooden floor and windows
an empty room with wooden floor and windows
a view of an empty room with wooden floor
a view of a kitchen with wooden floor
a kitchen with cabinets appliances and a counter space
an empty room with wooden floor and a window
a view of an empty room and window
a white toilet sitting next to a bathroom sink
a bathroom with a sink toilet and shower
a view of hallway with window and wooden floor
a view of hallway with wooden floor
a view of empty room with wooden floor and fan
an empty room with wooden floor and windows
an empty room with wooden floor
a bathroom with a toilet and a sink
a bathroom with a bathtub and a window
a view of a house with backyard
a view of a house with a yard
1/23

$230,000

2
Bedrooms
1,172
Square Feet
0.06
Acres

9 John Street, Winchester, CT 06098

$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
$269,999 | 118 Meadow Street, Winchester, CT 06098
1/31

$269,999

3
Bedrooms
1,652
Square Feet
0.17
Acres

118 Meadow Street, Winchester, CT 06098

a blue building with a large window
an aerial view of a city with ocean view
a view of living room and yard
an aerial view of a house with a yard
a house view with a outdoor space
a view of a house with a yard
a front view of a house
a view of a storage room
a bathroom with a sink and a toilet
a view of a room with gym equipment
a view of a room with gym equipment
a living room with lots of furniture and a chandelier
a room with storage and utility
a view of a room with gym equipment
a view of storage and utility room
a room with lots of different kinds of food
a room with furniture and wooden floor
a bathroom with a tub and a shower
a view of empty room
a view of a kitchen with a sink cabinets and window
a view of an empty room
an empty room with windows and closet
a view of an empty room with a window
a view of a livingroom with a ceiling fan and window
a view of a hallway with wooden shelves
a view of gallery
$375,000 | 57 Main Street, Winchester, CT 06098
1/27

$375,000

3
Bedrooms
Unavailable
Bathrooms
3,660
Square Feet
0.13
Acres

57 Main Street, Winchester, CT 06098

a front view of a building with balcony
a view of a patio with couches table and chairs and wooden fence
a view of a house with pool table and chairs
a front view of a building with parking area
a view of a house with a porch
a view of roof with sitting area
a view of entryway and hall with wooden floor
a view of an empty room with a window
a view of a livingroom with a fireplace a chandelier and wooden floor
a view of washer and dryer with wooden floor
a view of an empty room with a window
a view of empty room with a fireplace and chandelier
a view of a livingroom with a fireplace window and chandelier
a utility room with dryer and washer
a close view of a chandelier in hallway
a view of a room with a chandelier
a room with chairs and windows
a view of entryway with wooden floor
view of an entryway with wooden floor
a view of livingroom with window fireplace and windows
a view of an empty room with window and cabinet
an empty room with windows and fireplace
an empty room with wooden floor and a window
a kitchen with stainless steel appliances granite countertop a stove and a refrigerator
an empty room with windows
a view of an empty room with a fireplace
a view of a livingroom with wooden floor
an empty room with windows
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a view of an empty room
a view of an empty room with wooden floor
a view of an empty room with wooden floor
a living room with furniture and a wooden floor
a view of a room with gym equipment
a view of a room with gym equipment
$499,999 | 55 Walnut Street, Winchester, CT 06098
$499,999 | 55 Walnut Street, Winchester, CT 06098
1/37

$499,999

5
Bedrooms
5,016
Square Feet
0.56
Acres

55 Walnut Street, Winchester, CT 06098

a front view of a house with a yard and garage
a view of a house with a yard
a view of yard with tree
a front view of a house with garden
a front view of a house with a yard
a view of a street with trees on both side of it
a view of yard covered with snow
a view of a backyard with trees
a view of an empty room with a fireplace
a view of a hallway with wooden floors and a fireplace
a view of a bedroom with wooden floor and a window
a view of a living room
a view of entryway with a front door
a utility room with window washer and dryer
a living room with furniture and wooden floor
a view of walk in closet
a view of walk in closet with clothes and shoes
a living room with furniture and a flat screen tv
a bathroom with a sink toilet and shower
a bed sitting in a bedroom next to a window
a view of staircase with three beds in wooden floor
a view of walk in closet
a kitchen with stainless steel appliances a table chairs and a refrigerator
a room with a wooden cabinet and shelf
a living room with furniture and a chandelier
a bathroom with a sink toilet and vanity
a living room with furniture and a flat screen tv
a view of entryway with wooden floor
a view of a hallway with windows and chandelier
an empty room with windows and closet
a view of a house with a yard covered in snow
$749,900 | 39 South Main Street, Winchester, CT 06098
$749,900 | 39 South Main Street, Winchester, CT 06098
$749,900 | 39 South Main Street, Winchester, CT 06098
1/34

$749,900

7
Bedrooms
3,486
Square Feet
4.36
Acres

39 South Main Street, Winchester, CT 06098

a house view with a garden space
a view of a house with a yard and sitting area
a front view of a house with a garden
a backyard of a house with lots of green space table and chairs
a view of patio with a table and chairs under an umbrella
a view of a interior of the house
a living room with furniture and a fireplace
a living room with furniture and a large window
a living room with furniture and a chandelier
a living room with furniture and a fireplace
a bedroom with furniture and a chandelier
a view of balcony with furniture
a bathroom with a toilet sink and a mirror
a bed room with a bed and a couch
a bedroom with bed and a window
a living room with furniture and wooden floor
a bedroom with a bed and a fireplace
a living room with furniture and a fireplace
a fireplace with a vase on top of it
a view of a room with wooden floor and stairs
a view of entryway with a front door
a view of a dining room with furniture window and outside view
a view of a dining room with furniture window and wooden floor
a kitchen with lots of counter top space
a kitchen with lots of counter top space and appliances
a bathroom with a sink vanity mirror and toilet
a bathroom with a glass shower door
a room with furniture a rug and a window
a bedroom with furniture and a window
a room with storage and utility
a kitchen with a sink a stove a refrigerator and wooden floor
a bathroom with a sink a toilet and shower
a bathroom with a toilet and a shower
a house view with a seating space
a view of a house with a yard porch and sitting area
a close up of a plant
a view of a swimming pool and lounge chairs
a view of an outdoor space and a yard
$920,000 | 469 Platt Hill Road, Winchester, CT 06098
1/39

$920,000

4
Bedrooms
3,088
Square Feet
7.11
Acres

469 Platt Hill Road, Winchester, CT 06098

a view of a red sign board with a swimming pool
a view of a pathway with a yard
a view of a forest with trees in the background
a view of a lush green forest
a view of a forest filled with trees
a view of a yard with plants and trees
a view of a forest that has large trees
a view of outdoor space and green space
1/8

$389,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
20.87
Acres

7 Stadler Heights, Winchester, CT 06098

a backyard of a house with lots of green space
a backyard of a house with lots of green space
a view of a forest
a view of a backyard of the house
a backyard of a house with lots of green space
1/5

$158,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.18
Acres

115 1/2 East Wakefield Boulevard, Winchester, CT 06098

a street view covered with snow
$29,000 | 124 Rockwell Street, Winchester, CT 06098
1/2

$29,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.44
Acres

124 Rockwell Street, Winchester, CT 06098

a bird view of a house

$69,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2
Acres

503 North Main Street, Winchester, CT 06098

$59,900

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.41
Acres

105-107 Mountain Road, Winchester, CT 06098

$49,000 | 99 Hubbard Street, Winchester, CT 06098
$49,000 | 99 Hubbard Street, Winchester, CT 06098
1/2

$49,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.37
Acres

99 Hubbard Street, Winchester, CT 06098

a view of a bathroom
a view of grassy field with trees
a view of a garden with a tree
a view of a entryway
1/4

$300,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
15.9
Acres

0 Chapel Road, Winsted, CT 06098

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