Listings in 06239 - Windham County, Connecticut

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Displaying 1 – 200 of 123 Real estate listings


Picture of 73 Hawkins Street
73 Hawkins Street
Killingly, CT | Closed
Listed: Feb, 02, 2026
Price: $349,900
Living Area: 2,746 Sq. Ft.
Picture of 24 Doring Drive
24 Doring Drive
Killingly, CT | Active
Listed: Oct, 17, 2025
Price: $1,100,000
Living Area: 0 Sq. Ft.
Picture of 24 Doring Drive
24 Doring Drive
Killingly, CT | Active
Listed: Feb, 24, 2026
Price: $1,100,000
Living Area: 12,800 Sq. Ft.
Picture of 63 Reynolds Street B
63 Reynolds Street B
Killingly, CT | Active
Listed: Apr, 23, 2026
Price: $1,600
Living Area: 2,846 Sq. Ft.
Picture of 134 Main Street
134 Main Street
Killingly, CT | Active
Listed: Apr, 04, 2024
Price: $1,100,000
Living Area: 22,534 Sq. Ft.
Picture of 22 Jolley Road
22 Jolley Road
Plainfield, CT | Closed
Listed: Mar, 18, 2026
Price: $275,000
Living Area: 1,105 Sq. Ft.
Picture of 172 Bailey Hill Road
172 Bailey Hill Road
Killingly, CT | Closed
Listed: Apr, 03, 2026
Price: $325,000
Living Area: 1,583 Sq. Ft.
Picture of 760 Upper Maple Street
760 Upper Maple Street
Killingly, CT | Pending
Listed: Apr, 30, 2026
Price: $449,900
Living Area: 2,760 Sq. Ft.
Picture of 10 Center Street
10 Center Street
Killingly, CT | Active
Listed: Dec, 05, 2025
Price: $429,900
Living Area: 2,777 Sq. Ft.
Picture of 63 Prospect Avenue
63 Prospect Avenue
Killingly, CT | Closed
Listed: Apr, 19, 2026
Price: $259,900
Living Area: 2,004 Sq. Ft.
Picture of 85 Wauregan Road
85 Wauregan Road
Killingly, CT | Pending
Listed: May, 04, 2026
Price: $215,000
Living Area: 1,446 Sq. Ft.
Picture of 0 Cook Hill Road
0 Cook Hill Road
Killingly, CT | Active
Listed: Oct, 24, 2025
Price: $249,999
Living Area: 0 Sq. Ft.
Picture of 34 Robert Avenue
34 Robert Avenue
Killingly, CT | Active Under Contract
Listed: Apr, 25, 2026
Price: $339,000
Living Area: 960 Sq. Ft.
Picture of 899 North Main Street
899 North Main Street
Killingly, CT | Active
Listed: May, 26, 2026
Price: $0
Living Area: 0 Sq. Ft.
Picture of 14 Center Street
14 Center Street
Killingly, CT | Active
Listed: Jan, 21, 2026
Price: $600
Living Area: 400 Sq. Ft.
Picture of 135 Adelaide Street
135 Adelaide Street
Killingly, CT | Closed
Listed: Feb, 05, 2026
Price: $299,999
Living Area: 1,333 Sq. Ft.
Picture of 23 Melinda Terrace
23 Melinda Terrace
Killingly, CT | Closed
Listed: Feb, 12, 2026
Price: $399,000
Living Area: 1,440 Sq. Ft.
Picture of 24 Doring
24 Doring
Killingly, CT | Active
Listed: Oct, 17, 2025
Price: $1,100,000
Living Area: 12,800 Sq. Ft.
Picture of 100 Hubbard Hill Road
100 Hubbard Hill Road
Killingly, CT | Active
Listed: Apr, 04, 2026
Price: $300,000
Living Area: 0 Sq. Ft.
Picture of 32 Wright Road
32 Wright Road
Killingly, CT | Pending
Listed: Apr, 09, 2026
Price: $550,000
Living Area: 2,573 Sq. Ft.
Picture of 113 School Street
113 School Street
Killingly, CT | Active
Listed: Feb, 04, 2026
Price: $949,900
Living Area: 10,980 Sq. Ft.
Picture of 101 All Hallows Road
101 All Hallows Road
Plainfield, CT | Closed
Listed: Mar, 19, 2026
Price: $365,000
Living Area: 1,374 Sq. Ft.
Picture of 56 Deerwood Drive
56 Deerwood Drive
Killingly, CT | Closed
Listed: Mar, 04, 2026
Price: $543,000
Living Area: 2,536 Sq. Ft.
Picture of 113 School Street
113 School Street
Killingly, CT | Active
Listed: May, 04, 2026
Price: $1,200
Living Area: 0 Sq. Ft.
Picture of 160 Ross Road
160 Ross Road
Killingly, CT | Pending
Listed: Oct, 31, 2025
Price: $500,000
Living Area: 1,664 Sq. Ft.
Picture of 69 Winter Street
69 Winter Street
Killingly, CT | Pending
Listed: May, 06, 2026
Price: $450,000
Living Area: 3,897 Sq. Ft.
Picture of Lot 2 Klosek Road
Lot 2 Klosek Road
Killingly, CT | Pending
Listed: Oct, 10, 2025
Price: $475,000
Living Area: 1,605 Sq. Ft.
Picture of 99 Halls Hill Road
99 Halls Hill Road
Killingly, CT | Active
Listed: May, 11, 2026
Price: $449,000
Living Area: 912 Sq. Ft.
Picture of 14 Walnut Street
14 Walnut Street
Killingly, CT | Closed
Listed: Apr, 16, 2026
Price: $309,000
Living Area: 868 Sq. Ft.
Picture of 654 North Main Street
654 North Main Street
Killingly, CT | Pending
Listed: Apr, 17, 2026
Price: $330,000
Living Area: 1,302 Sq. Ft.
Picture of 124 Wauregan Road
124 Wauregan Road
Killingly, CT | Active
Listed: May, 13, 2026
Price: $1,350
Living Area: 1,450 Sq. Ft.
Picture of 288 Margaret Henry Road
288 Margaret Henry Road
Killingly, CT | Pending
Listed: Apr, 30, 2026
Price: $368,000
Living Area: 1,104 Sq. Ft.
Picture of 85 Furnace Street
85 Furnace Street
Killingly, CT | Pending
Listed: Jan, 18, 2026
Price: $325,000
Living Area: 2,542 Sq. Ft.
Picture of 10 Center Street
10 Center Street
Killingly, CT | Active
Listed: Feb, 06, 2026
Price: $429,900
Living Area: 2,777 Sq. Ft.
Picture of 22 Spring Street B
22 Spring Street B
Killingly, CT | Active
Listed: May, 18, 2026
Price: $1,600
Living Area: 3,096 Sq. Ft.
Picture of 899 North Main Street
899 North Main Street
Killingly, CT | Active
Listed: May, 26, 2026
Price: $1,000
Living Area: 0 Sq. Ft.
Picture of 44 Polly Avenue
44 Polly Avenue
Killingly, CT | Active
Listed: May, 23, 2026
Price: $438,500
Living Area: 1,222 Sq. Ft.
Picture of 193 East Franklin Street
193 East Franklin Street
Killingly, CT | Active
Listed: May, 27, 2026
Price: $399,900
Living Area: 1,332 Sq. Ft.
Picture of 21 Bailey Hill Road
21 Bailey Hill Road
Killingly, CT | Active
Listed: May, 30, 2026
Price: $559,900
Living Area: 1,547 Sq. Ft.
Picture of 81 Bailey Hill Road
81 Bailey Hill Road
Killingly, CT | Pending
Listed: May, 27, 2026
Price: $439,000
Living Area: 1,456 Sq. Ft.
Picture of 120 Adelaide Street
120 Adelaide Street
Killingly, CT | Closed
Listed: Apr, 19, 2026
Price: $299,900
Living Area: 1,092 Sq. Ft.
Picture of 74 Main Street
74 Main Street
Killingly, CT | Closed
Listed: Mar, 18, 2026
Price: $1,200
Living Area: 1,300 Sq. Ft.
Picture of 47 Commerce Avenue B
47 Commerce Avenue B
Killingly, CT | Closed
Listed: Apr, 28, 2026
Price: $1,400
Living Area: 4,400 Sq. Ft.
Picture of 63 Reynolds Street
63 Reynolds Street
Killingly, CT | Pending
Listed: May, 29, 2026
Price: $399,000
Living Area: 2,846 Sq. Ft.
Picture of 156 Cranberry Bog Road
156 Cranberry Bog Road
Killingly, CT | Coming Soon
Listed: Jun, 01, 2026
Price: $589,000
Living Area: 2,807 Sq. Ft.
Picture of 144 Prospect Avenue
144 Prospect Avenue
Killingly, CT | Pending
Listed: Aug, 28, 2025
Price: $284,999
Living Area: 2,600 Sq. Ft.
Picture of 20 Wauregan Road
20 Wauregan Road
Killingly, CT | Active
Listed: Feb, 25, 2026
Price: $1,300,000
Living Area: 0 Sq. Ft.
Picture of 150 Broad Street
150 Broad Street
Killingly, CT | Closed
Listed: Jan, 22, 2026
Price: $499,000
Living Area: 3,346 Sq. Ft.
Picture of 102 Cottage Street
102 Cottage Street
Killingly, CT | Closed
Listed: Oct, 27, 2025
Price: $255,000
Living Area: 3,951 Sq. Ft.
Picture of 20 Wauregan Road
20 Wauregan Road
Killingly, CT | Active
Listed: Mar, 02, 2026
Price: $1,300,000
Living Area: 0 Sq. Ft.
Picture of 181 Main Street
181 Main Street
Killingly, CT | Active
Listed: Oct, 31, 2025
Price: $399,999
Living Area: 3,743 Sq. Ft.
Picture of 380 Mashentuck Road
380 Mashentuck Road
Killingly, CT | Closed
Listed: Feb, 17, 2026
Price: $619,900
Living Area: 1,498 Sq. Ft.
Picture of 7 Bonneville Street
7 Bonneville Street
Killingly, CT | Pending
Listed: Mar, 26, 2026
Price: $409,000
Living Area: 1,638 Sq. Ft.
Picture of 43 Woodward Street
43 Woodward Street
Killingly, CT | Pending
Listed: Apr, 03, 2026
Price: $319,900
Living Area: 1,309 Sq. Ft.
Picture of 612 Cook Hill Road
612 Cook Hill Road
Killingly, CT | Active
Listed: Apr, 22, 2026
Price: $399,000
Living Area: 0 Sq. Ft.
Picture of 102 Halls Hill Road
102 Halls Hill Road
Killingly, CT | Closed
Listed: Jan, 30, 2026
Price: $209,900
Living Area: 960 Sq. Ft.
Picture of 20 Wauregan Road
20 Wauregan Road
Killingly, CT | Active
Listed: Mar, 02, 2026
Price: $1,300,000
Living Area: 0 Sq. Ft.
Picture of 94 Hubbard Hill Road
94 Hubbard Hill Road
Killingly, CT | Active
Listed: Apr, 04, 2026
Price: $1,975,000
Living Area: 0 Sq. Ft.
Picture of 37 Katherine Avenue
37 Katherine Avenue
Killingly, CT | Active
Listed: Nov, 01, 2025
Price: $49,900
Living Area: 0 Sq. Ft.
Picture of 247 Green Holow Road
247 Green Holow Road
Killingly, CT | Active
Listed: Nov, 13, 2025
Price: $499,900
Living Area: 1,366 Sq. Ft.
Picture of 899 North Main
899 North Main
Killingly, CT | Active
Listed: May, 26, 2026
Price: $1,000
Living Area: 0 Sq. Ft.
Picture of 33 Junior Avenue
33 Junior Avenue
Killingly, CT | Closed
Listed: Feb, 06, 2026
Price: $359,900
Living Area: 1,056 Sq. Ft.
Picture of 74 Athol Street 74
74 Athol Street 74
Killingly, CT | Pending
Listed: Dec, 07, 2025
Price: $215,000
Living Area: 896 Sq. Ft.
Picture of 162 Main Street
162 Main Street
Killingly, CT | Active
Listed: Sep, 16, 2025
Price: $499,900
Living Area: 13,050 Sq. Ft.
Picture of 24 Center Street
24 Center Street
Killingly, CT | Active
Listed: May, 04, 2025
Price: $39,900
Living Area: 0 Sq. Ft.
Picture of 103 Reynolds Street 105
103 Reynolds Street 105
Killingly, CT | Closed
Listed: Apr, 23, 2026
Price: $1,800
Living Area: 600 Sq. Ft.
Picture of 304 Mashentuck Road
304 Mashentuck Road
Killingly, CT | Closed
Listed: Mar, 18, 2026
Price: $374,900
Living Area: 1,564 Sq. Ft.
Picture of 311 Cranberry Bog Road
311 Cranberry Bog Road
Killingly, CT | Pending
Listed: Apr, 25, 2026
Price: $575,000
Living Area: 1,226 Sq. Ft.
Picture of 6B Boys Avenue
6B Boys Avenue
Killingly, CT | Active
Listed: May, 15, 2026
Price: $1,800
Living Area: 2,784 Sq. Ft.
Picture of 85A Maple Street
85A Maple Street
Killingly, CT | Closed
Listed: Feb, 03, 2026
Price: $2,500
Living Area: 3,132 Sq. Ft.
Picture of 3 Oriole Drive 3
3 Oriole Drive 3
Killingly, CT | Closed
Listed: Apr, 08, 2026
Price: $349,900
Living Area: 1,436 Sq. Ft.
Picture of 150 Ross Road
150 Ross Road
Killingly, CT | Pending
Listed: Nov, 01, 2025
Price: $500,000
Living Area: 1,664 Sq. Ft.
Picture of 3015 David Avenue
3015 David Avenue
Killingly, CT | Closed
Listed: Mar, 18, 2026
Price: $350,000
Living Area: 1,598 Sq. Ft.
Picture of 124 Westcott Road
124 Westcott Road
Killingly, CT | Active Under Contract
Listed: Mar, 27, 2026
Price: $595,000
Living Area: 4,765 Sq. Ft.
Picture of 34 Prince Street
34 Prince Street
Killingly, CT | Pending
Listed: May, 02, 2026
Price: $299,900
Living Area: 832 Sq. Ft.
Picture of 14 Maryland Street
14 Maryland Street
Killingly, CT | Pending
Listed: Apr, 22, 2026
Price: $269,000
Living Area: 1,064 Sq. Ft.
Picture of 6 Broad Street
6 Broad Street
Killingly, CT | Active
Listed: May, 08, 2026
Price: $170,000
Living Area: 0 Sq. Ft.
Picture of 724 Cook Hill Road
724 Cook Hill Road
Killingly, CT | Closed
Listed: Feb, 18, 2026
Price: $517,900
Living Area: 1,792 Sq. Ft.
Picture of 106 Water Street
106 Water Street
Killingly, CT | Closed
Listed: Mar, 05, 2026
Price: $330,000
Living Area: 2,452 Sq. Ft.
Picture of 14 Spring Street
14 Spring Street
Killingly, CT | Closed
Listed: Apr, 27, 2026
Price: $369,000
Living Area: 2,284 Sq. Ft.
Picture of 23 Bailey Hill Village
23 Bailey Hill Village
Killingly, CT | Pending
Listed: Jan, 23, 2026
Price: $199,900
Living Area: 1,280 Sq. Ft.
Picture of 17 Plainview Drive
17 Plainview Drive
Plainfield, CT | Active Under Contract
Listed: May, 19, 2026
Price: $350,000
Living Area: 1,365 Sq. Ft.
Picture of 16 Shumway Avenue
16 Shumway Avenue
Killingly, CT | Active
Listed: Jun, 02, 2026
Price: $245,000
Living Area: 620 Sq. Ft.
Picture of 651 Cook Hill Road
651 Cook Hill Road
Killingly, CT | Coming Soon
Listed: Jun, 03, 2026
Price: $849,900
Living Area: 2,246 Sq. Ft.
Picture of 651 Cook Hill Road
651 Cook Hill Road
Killingly, CT | Coming Soon
Listed: Jun, 03, 2026
Price: $949,900
Living Area: 2,246 Sq. Ft.
Picture of 85 Furnace Street
85 Furnace Street
Killingly, CT | Active
Listed: Jun, 03, 2026
Price: $325,000
Living Area: 2,542 Sq. Ft.
Picture of 144 Prospect Avenue
144 Prospect Avenue
Killingly, CT | Active Under Contract
Listed: Aug, 27, 2025
Price: $284,999
Living Area: 1,360 Sq. Ft.
Picture of 20 Wauregan Road
20 Wauregan Road
Killingly, CT | Active
Listed: Feb, 25, 2026
Price: $1,300,000
Living Area: 0 Sq. Ft.
Picture of 64 Westcott Road
64 Westcott Road
Killingly, CT | Active
Listed: Jul, 10, 2025
Price: $65,000
Living Area: 0 Sq. Ft.
Picture of 380 Mashentuck Rd
380 Mashentuck Rd
Killingly, CT | Closed
Listed: Mar, 06, 2026
Price: $619,900
Living Area: 2,371 Sq. Ft.
Picture of 24 Doring Drive
24 Doring Drive
Killingly, CT | Active
Listed: Oct, 17, 2025
Price: $1,100,000
Living Area: 12,800 Sq. Ft.
Picture of 11 Athol Street 11
11 Athol Street 11
Killingly, CT | Pending
Listed: Mar, 31, 2026
Price: $209,900
Living Area: 896 Sq. Ft.
Picture of 204 Brookes Landing 204
204 Brookes Landing 204
Killingly, CT | Closed
Listed: Feb, 16, 2026
Price: $349,000
Living Area: 1,584 Sq. Ft.
Picture of 365-367 Putnam Road
365-367 Putnam Road
Plainfield, CT | Closed
Listed: Mar, 03, 2026
Price: $465,000
Living Area: 3,499 Sq. Ft.
Picture of 85 Mashentuck Road
85 Mashentuck Road
Killingly, CT | Closed
Listed: Jul, 22, 2025
Price: $115,000
Living Area: 0 Sq. Ft.
Picture of 175 Mashentuck Road
175 Mashentuck Road
Killingly, CT | Active
Listed: May, 08, 2024
Price: $800,000
Living Area: 0 Sq. Ft.
Picture of 395 Maple Street
395 Maple Street
Killingly, CT | Pending
Listed: Apr, 16, 2026
Price: $375,000
Living Area: 1,137 Sq. Ft.
Picture of 161 Burlingame Road
161 Burlingame Road
Killingly, CT | Pending
Listed: May, 07, 2026
Price: $589,000
Living Area: 1,720 Sq. Ft.
Picture of 61 Deerwood Drive
61 Deerwood Drive
Killingly, CT | Active
Listed: Apr, 27, 2023
Price: $699,000
Living Area: 0 Sq. Ft.
Picture of 46 Taos Drive
46 Taos Drive
Killingly, CT | Active Under Contract
Listed: May, 11, 2026
Price: $379,900
Living Area: 1,258 Sq. Ft.
Picture of 170 Maple Street
170 Maple Street
Killingly, CT | Pending
Listed: May, 30, 2026
Price: $269,900
Living Area: 2,009 Sq. Ft.
Picture of 71 Westcott Road
71 Westcott Road
Killingly, CT | Active
Listed: Aug, 03, 2020
Price: $12
Living Area: 3,300 Sq. Ft.
Picture of 18 Broad Street
18 Broad Street
Killingly, CT | Closed
Listed: Jan, 05, 2026
Price: $329,900
Living Area: 2,560 Sq. Ft.
Picture of 29 Rosedale Street
29 Rosedale Street
Killingly, CT | Active Under Contract
Listed: Mar, 10, 2026
Price: $299,900
Living Area: 1,120 Sq. Ft.
Picture of 10 Center Street
10 Center Street
Killingly, CT | Closed
Listed: Jan, 21, 2026
Price: $1,300
Living Area: 700 Sq. Ft.
Picture of 133 Maple Street
133 Maple Street
Killingly, CT | Closed
Listed: Oct, 31, 2025
Price: $374,900
Living Area: 2,827 Sq. Ft.
Picture of 140 North Frontage Road
140 North Frontage Road
Killingly, CT | Closed
Listed: Apr, 01, 2026
Price: $625,000
Living Area: 2,699 Sq. Ft.
Picture of 169 Moosup Pond Road
169 Moosup Pond Road
Plainfield, CT | Closed
Listed: Mar, 16, 2026
Price: $349,900
Living Area: 1,486 Sq. Ft.
Picture of 79 All Hallows Road
79 All Hallows Road
Plainfield, CT | Closed
Listed: Mar, 15, 2026
Price: $449,900
Living Area: 1,632 Sq. Ft.
Picture of 18 Palmer Street
18 Palmer Street
Killingly, CT | Closed
Listed: Apr, 08, 2026
Price: $199,900
Living Area: 1,729 Sq. Ft.
Picture of 100 Main Street
100 Main Street
Killingly, CT | Active
Listed: May, 11, 2026
Price: $1,400
Living Area: 1,800 Sq. Ft.
Picture of 37 Ruth Street
37 Ruth Street
Killingly, CT | Active
Listed: May, 11, 2026
Price: $285,000
Living Area: 960 Sq. Ft.
Picture of 6 Broad Street
6 Broad Street
Killingly, CT | Active
Listed: May, 08, 2026
Price: $170,000
Living Area: 0 Sq. Ft.
Picture of 395 Bailey Hill Road
395 Bailey Hill Road
Killingly, CT | Active Under Contract
Listed: Oct, 26, 2025
Price: $485,000
Living Area: 1,320 Sq. Ft.
Picture of 12 Red Oak Drive
12 Red Oak Drive
Killingly, CT | Active
Listed: May, 21, 2026
Price: $679,900
Living Area: 3,038 Sq. Ft.
Picture of 48 Athol Street 48
48 Athol Street 48
Killingly, CT | Active Under Contract
Listed: Nov, 22, 2025
Price: $187,000
Living Area: 896 Sq. Ft.
Picture of 899 North Main Street
899 North Main Street
Killingly, CT | Active
Listed: May, 26, 2026
Price: $1,000
Living Area: 0 Sq. Ft.
Picture of 68 Shepard Hill Road
68 Shepard Hill Road
Killingly, CT | Active
Listed: Jul, 17, 2025
Price: $550,000
Living Area: 3,500 Sq. Ft.
Picture of 25 Klocek Street
25 Klocek Street
Killingly, CT | Pending
Listed: Apr, 04, 2026
Price: $450,000
Living Area: 0 Sq. Ft.
Picture of 199 Mashentuck Road
199 Mashentuck Road
Killingly, CT | Active
Listed: Jun, 01, 2026
Price: $315,000
Living Area: 960 Sq. Ft.
Picture of 205 Brookes Landing 205
205 Brookes Landing 205
Killingly, CT | Active
Listed: Jun, 02, 2026
Price: $340,000
Living Area: 1,584 Sq. Ft.
Picture of 23 Winter Street
23 Winter Street
Killingly, CT | Active Under Contract
Listed: Apr, 03, 2026
Price: $325,000
Living Area: 2,006 Sq. Ft.
Picture of 21 Bailey Hill Road
21 Bailey Hill Road
Killingly, CT | Active
Listed: May, 30, 2026
Price: $559,900
Living Area: 1,547 Sq. Ft.
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