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Winchester, CT
City
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1 - 93 of 93 listings (93 total matches)
Newest Listings
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144 Rowley Street Winchester CT 06098
1 / 8
$1,900,000
Commercial Sale For Sale
Active
1
TOTAL BATH
12,000
SQFT
144 Rowley Street
Winchester, CT 06098
 
Listing courtesy of Ryan Horvay of Smith & DeGroat Real Estate Office Phone: (516) 248-6905 Broker Contact: (860) 480-0357
431 West Wakefield Boulevard Winchester CT 06098
1 / 36
$1,850,000
Single Family Residence For Sale
Active
9
BEDS
6
TOTAL BATHS
5,530
SQFT
431 West Wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of Lisa Ogren of Berkshire Hathaway NE Prop. Office Phone: (860) 677-7321 Broker Contact: (860) 416-2085
424 East Wakefield Boulevard Winchester CT 06098
1 / 40
$1,595,000
Single Family Residence For Sale
Active Under Contract
5
BEDS
2
TOTAL BATHS
3,693
SQFT
424 East Wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of Karen Newton of William Pitt Sotheby's Int'l Office Phone: (860) 567-0806 Broker Contact: (860) 309-0032
129 East Lake Street Winchester CT 06098
1 / 35
$1,495,000
Single Family Residence
Pending
3
BEDS
4
TOTAL BATHS
2,299
SQFT
129 East Lake Street
Winchester, CT 06098
 
Listing courtesy of Karen Newton of William Pitt Sotheby's Int'l Office Phone: (860) 567-0806 Broker Contact: (860) 309-0032
748 Lake Drive Winchester CT 06098
New Listing - 4 weeks on site
1 / 40
$1,249,900
Single Family Residence For Sale
Active Under Contract
5
BEDS
4
TOTAL BATHS
3,584
SQFT
748 Lake Drive
Winchester, CT 06098
 
Listing courtesy of Ryan Horvay of Smith & DeGroat Real Estate Office Phone: (516) 248-6905 Broker Contact: (860) 480-0357
878 West Wakefield Boulevard Winchester CT 06098
Open House Sun, May 31, 11 AM
Please verify times due to COVID-19
1 / 26
$998,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
1,710
SQFT
878 West Wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of Annie Simard of LPT Realty Office Phone: (877) 366-2213 Broker Contact: (860) 841-2633
674 East Wakefield Boulevard Winchester CT 06098
1 / 31
$990,000
Single Family Residence
Pending
3
BEDS
3
TOTAL BATHS
2,097
SQFT
674 East Wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of Matthew Smith of Smith & DeGroat Real Estate Office Phone: (516) 248-6905 Broker Contact: (631) 478-5094
354 Main Street Winchester CT 06098
1 / 35
$899,000
Commercial Sale
Pending
3
TOTAL BATHS
11,972
SQFT
354 Main Street
Winchester, CT 06098
 
Listing courtesy of Arlene Gonzalez of The Gonzalez Property Group Office Phone: (718) 650-0292 Broker Contact: (718) 650-0292
469 Platt Hill Road Winchester CT 06098
New Listing - 4 weeks on site
1 / 40
$895,000
Single Family Residence For Sale
Active
4
BEDS
2
TOTAL BATHS
3,088
SQFT
469 Platt Hill Road
Winchester, CT 06098
 
Listing courtesy of Marshall Cohen of Cohen Agency Office Phone: (860) 618-5800 Broker Contact: (860) 307-2594
000000 Norfolk Road Winchester CT 06098
1 / 21
$879,990
Land For Sale
Active
131.5
ACRES
LITCHFIELD
COUNTY
000000 Norfolk Road
Winchester, CT 06098
 
Listing courtesy of John Harney of William Pitt Sotheby's Int'l Office Phone: (860) 435-2400 Broker Contact: (860) 921-7910
257-259 Torringford Street Winchester CT 06098
Price Change - 2 weeks ago
1 / 15
$799,000
Land For Sale
Active
65.29
ACRES
LITCHFIELD
COUNTY
257-259 Torringford Street
Winchester, CT 06098
 
Listing courtesy of Lisa Toczko of Home Valley Realty, LLC Office Phone: (860) 729-2903 Broker Contact: (860) 729-2903
258 Perch Rock Trail Winchester CT 06098
New Listing - 4 weeks on site
1 / 39
$795,000
Single Family Residence
Pending
4
BEDS
2
TOTAL BATHS
1,373
SQFT
258 Perch Rock Trail
Winchester, CT 06098
 
Listing courtesy of Nancy Reardon of Berkshire Hathaway NE Prop. Office Phone: (860) 653-4507 Broker Contact: (860) 836-7506
535,538 West Wakefield Boulevard Winchester CT 06098
New Listing - 2 weeks on site
1 / 2
$795,000
Land For Sale
Active
0.23
ACRES
LITCHFIELD
COUNTY
535,538 West Wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of Christian Marino of Cohen Agency Office Phone: (860) 618-5800 Broker Contact: (860) 482-6864
184 Smith Hill Road Winchester CT 06098
New Listing - 3 weeks on site
1 / 37
$765,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
4,387
SQFT
184 Smith Hill Road
Winchester, CT 06098
 
Listing courtesy of Mary New of Berkshire Hathaway NE Prop. Office Phone: (860) 677-7321 Broker Contact: (860) 605-6570
660 East Wakefield Boulevard Winchester CT 06098
New Listing - 3 weeks on site
1 / 28
$749,999
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,320
SQFT
660 East Wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of Matthew Smith of Smith & DeGroat Real Estate Office Phone: (516) 248-6905 Broker Contact: (631) 478-5094
121 West Wakefield Boulevard Winchester CT 06098
1 / 38
$749,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
2,265
SQFT
121 West Wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of Elizabeth Stockwell of Coldwell Banker Realty Office Phone: (860) 674-0300 Broker Contact: (860) 970-9615
115 Old Robertsville Road Winchester CT 06098
1 / 13
$649,900
Land
Pending
2,304
SQFT
115 Old Robertsville Road
Winchester, CT 06098
 
Listing courtesy of Jared Tedesco of Litchfield County Real Estate Office Phone: (860) 806-4169 Broker Contact: (860) 806-3002
162 Spencer Hill Road Winchester CT 06098
1 / 35
$625,000
Single Family Residence
Pending
3
BEDS
3
TOTAL BATHS
2,144
SQFT
162 Spencer Hill Road
Winchester, CT 06098
 
Listing courtesy of Kelly Sullivan of Sullivan Real Estate Inc Office Phone: (860) 738-1902 Broker Contact: (860) 480-2449
45 Willow Street Winchester CT 06098
1 / 3
$595,000
Commercial Sale For Sale
Active
9,438
SQFT
45 Willow Street
Winchester, CT 06098
 
Listing courtesy of Christian Marino of Cohen Agency Office Phone: (860) 618-5800 Broker Contact: (860) 482-6864
150 Oak Street Winchester CT 06098
1 / 19
$579,000
Multi Family For Sale
Active
11
BEDS
6
TOTAL BATHS
5,233
SQFT
150 Oak Street
Winchester, CT 06098
 
Listing courtesy of Pamela Silvestri of Turning Point Realty, LLC Office Phone: (860) 909-1162 Broker Contact: (959) 799-1696
736 West Wakefield Boulevard Winchester CT 06098
New Listing - 2 weeks on site
1 / 24
$544,000
Single Family Residence For Sale
Active
1
BED
2
TOTAL BATHS
804
SQFT
736 West Wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of Ed Richman of Lakefront Living Realty, LLC Office Phone: (508) 377-7167 Broker Contact: (860) 209-7620
45 Elm Street Winchester CT 06098
1 / 12
$540,000
Commercial Sale For Sale
Active
8
TOTAL BATHS
7,405
SQFT
45 Elm Street
Winchester, CT 06098
 
Listing courtesy of Ashley Chaia of Oxford Realty Office Phone: (203) 314-4219 Broker Contact: (860) 593-9595
257 Wallens Hill Road Winchester CT 06098
Open House Sun, May 31, 1 PM
Please verify times due to COVID-19
1 / 38
$539,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,011
SQFT
257 Wallens Hill Road
Winchester, CT 06098
 
Listing courtesy of Kelly Sullivan of Sullivan Real Estate Inc Office Phone: (860) 738-1902 Broker Contact: (860) 480-2449
441 Platt Hill Road Winchester CT 06098
Short Sale
1 / 25
$499,900
Single Family Residence For Sale
Active
5
BEDS
3
TOTAL BATHS
3,404
SQFT
441 Platt Hill Road
Winchester, CT 06098
 
Listing courtesy of Meagan Albert of Tier 1 Real Estate Office Phone: (860) 578-2016 Broker Contact: (860) 716-5012
205 Old New Hartford Road Winchester CT 06098
1 / 7
$499,900
Multi Family
Coming Soon
6
BEDS
5
TOTAL BATHS
2,864
SQFT
205 Old New Hartford Road
Winchester, CT 06098
 
Listing courtesy of TK Krumm of Berkshire Hathaway NE Prop. Office Phone: (860) 653-4507 Broker Contact: (860) 370-9473
5 Stadler Heights Winchester CT 06098
1 / 15
$499,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
3,556
SQFT
5 Stadler Heights
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
51 Hinsdale Avenue Winchester CT 06098
1 / 40
$475,000
Triplex For Sale
Active Under Contract
7
BEDS
5
TOTAL BATHS
3,538
SQFT
51 Hinsdale Avenue
Winchester, CT 06098
 
Listing courtesy of Suzie Larson of Turning Point Realty, LLC Office Phone: (860) 909-1162 Broker Contact: (860) 601-3730
9 Loomis Street Winchester CT 06098
Open House Sun, May 31, 1 PM
Please verify times due to COVID-19
1 / 19
$469,900
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,768
SQFT
9 Loomis Street
Winchester, CT 06098
 
Listing courtesy of Marshall Cohen of Cohen Agency Office Phone: (860) 618-5800 Broker Contact: (860) 307-2594
71-73 Wheeler Street Winchester CT 06098
New Listing - yesterday
1 / 17
$450,000
Quadruplex For Sale
Active
8
BEDS
4
TOTAL BATHS
2,000
SQFT
71-73 Wheeler Street
Winchester, CT 06098
 
Listing courtesy of Ida Carter of The DIY Listing Office Phone: (888) 456-6216 Broker Contact: (860) 212-0074
55 Walnut Street Winchester CT 06098
Price Change - 4 weeks ago
1 / 40
$449,000
Commercial Sale For Sale
Active
5,016
SQFT
55 Walnut Street
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
55 Walnut Street Winchester CT 06098
Price Change - 4 weeks ago
1 / 37
$449,000
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
5,016
SQFT
55 Walnut Street
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
118 South Road Winchester CT 06098
1 / 36
$419,000
Single Family Residence
Pending
4
BEDS
3
TOTAL BATHS
2,240
SQFT
118 South Road
Winchester, CT 06098
 
Listing courtesy of Becky Grieco of Berkshire Hathaway NE Prop. Office Phone: (860) 677-7321 Broker Contact: (860) 307-4211
217 Walnut Street Winchester CT 06098
1 / 34
$399,000
Duplex
Pending
5
BEDS
4
TOTAL BATHS
2,779
SQFT
217 Walnut Street
Winchester, CT 06098
 
Listing courtesy of David D'Amore of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 485-3508
7 Stadler Heights Winchester CT 06098
1 / 8
$389,000
Land For Sale
Active
20.87
ACRES
LITCHFIELD
COUNTY
7 Stadler Heights
Winchester, CT 06098
 
Listing courtesy of Hector Ortiz of KW Legacy Partners Office Phone: (860) 313-0700 Broker Contact: (860) 478-2216
57 Main Street Winchester CT 06098
1 / 27
$375,000
Multi Family
Pending
3
BEDS
3,660
SQFT
57 Main Street
Winchester, CT 06098
 
Listing courtesy of Stacy LaQuerre of Regall Realty, LLC Office Phone: (860) 966-3804 Broker Contact: (860) 593-3777
57 Main Street Winchester CT 06098
1 / 20
$375,000
Commercial Sale
Pending
1
TOTAL BATH
3,660
SQFT
57 Main Street
Winchester, CT 06098
 
Listing courtesy of Stacy LaQuerre of Regall Realty, LLC Office Phone: (860) 966-3804 Broker Contact: (860) 593-3777
68 Wetmore Avenue Winchester CT 06098
New Listing - 5 days on site
1 / 28
$349,999
Duplex For Sale
Active
6
BEDS
3
TOTAL BATHS
2,555
SQFT
68 Wetmore Avenue
Winchester, CT 06098
 
Listing courtesy of Alex King of Lock and Key Realty, Inc Office Phone: (413) 282-8080 Broker Contact: (203) 533-9934
102 Wallens Street Winchester CT 06098
1 / 25
$349,900
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,898
SQFT
102 Wallens Street
Winchester, CT 06098
 
Listing courtesy of Amanda Balaski of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 605-6618
1 Hamill Drive Winchester CT 06098
1 / 29
$349,900
Single Family Residence
Pending
3
BEDS
2
TOTAL BATHS
976
SQFT
1 Hamill Drive
Winchester, CT 06098
 
Listing courtesy of Paul Duh of Realty ONE Group Connect Office Phone: (203) 590-1111 Broker Contact: (203) 650-8149
107 Roberts Avenue Winchester CT 06098
New Listing - 3 days on site
1 / 19
$349,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,888
SQFT
107 Roberts Avenue
Winchester, CT 06098
 
Listing courtesy of Mary Anne Casey of D. Beckley Realty Office Phone: (860) 601-8229 Broker Contact: (860) 459-9453
63 Meadow Street Winchester CT 06098
New Listing - 2 weeks on site
1 / 38
$345,000
Triplex For Sale
Active Under Contract
5
BEDS
3
TOTAL BATHS
2,602
SQFT
63 Meadow Street
Winchester, CT 06098
 
Listing courtesy of Lauren Hill of Mark Tavares Realty, LLC Office Phone: (203) 720-7172 Broker Contact: (203) 927-3411
621 Wynne Road Winchester CT 06098
1 / 35
$339,900
Single Family Residence
Pending
2
BEDS
1
TOTAL BATH
975
SQFT
621 Wynne Road
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
90 Colony Drive Winchester CT 06098
1 / 22
$335,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
1
TOTAL BATH
1,282
SQFT
90 Colony Drive
Winchester, CT 06098
 
Listing courtesy of Michelle Grant of Coldwell Banker Premier Real Estate Office Phone: (860) 793-0349 Broker Contact: (860) 480-0643
77 Hubbard Street Winchester CT 06098
Real Estate Owned
1 / 8
$299,900
Duplex
Pending
6
BEDS
2
TOTAL BATHS
2,699
SQFT
77 Hubbard Street
Winchester, CT 06098
 
Listing courtesy of Amy Rio of Executive Real Estate Inc. Office Phone: (860) 633-8800 Broker Contact: (860) 916-6048
32 Norfolk Road Winchester CT 06098
1 / 1
$299,900
Land For Sale
Active Under Contract
63
ACRES
LITCHFIELD
COUNTY
32 Norfolk Road
Winchester, CT 06098
 
Listing courtesy of David D'Amore of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 485-3508
147 E. Wakefield Boulevard Winchester CT 06098
New Listing - 2 weeks on site
1 / 29
$299,900
Single Family Residence For Sale
Active
2
BEDS
1
TOTAL BATH
702
SQFT
147 E. Wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of Kristin Leblanc of Mary LeBlanc Realty Office Phone: (860) 689-2689 Broker Contact: (860) 307-4554
393 Winchester Road Winchester CT 06098
1 / 5
$295,000
Land For Sale
Active
51
ACRES
LITCHFIELD
COUNTY
393 Winchester Road
Winchester, CT 06098
 
Listing courtesy of Thomas McGowan of Elyse Harney Real Estate Office Phone: (860) 435-0120 Broker Contact: (860) 309-6043
350 Walnut Street Winchester CT 06098
Price Change - 4 weeks ago
1 / 25
$285,000
Single Family Residence
Pending
2
BEDS
1
TOTAL BATH
720
SQFT
350 Walnut Street
Winchester, CT 06098
 
Listing courtesy of Vincent Miller of Hudson Home Services LLC Office Phone: (860) 833-2122 Broker Contact: (773) 877-8946
104 Maloney Court Winchester CT 06098
New Listing - 3 weeks on site
1 / 26
$284,000
Single Family Residence For Sale
Active
3
BEDS
1
TOTAL BATH
1,008
SQFT
104 Maloney Court
Winchester, CT 06098
 
Listing courtesy of Lisa Garten Johnson of Turning Point Realty, LLC Office Phone: (860) 909-1162 Broker Contact: (203) 768-2150
 Winchester CT 06098
1 / 24
$280,000
Commercial Sale For Sale
Active
4,852
SQFT

Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
69 Prospect Street Winchester CT 06098
New Listing - 3 weeks on site
1 / 32
$274,900
Triplex
Pending
7
BEDS
3
TOTAL BATHS
2,204
SQFT
69 Prospect Street
Winchester, CT 06098
 
Listing courtesy of Adam Cannon of Coldwell Banker Realty Office Phone: (860) 231-2600 Broker Contact: (203) 927-6042
149 East Mountain Avenue Winchester CT 06098
1 / 38
$274,900
Single Family Residence
Pending
2
BEDS
1
TOTAL BATH
841
SQFT
149 East Mountain Avenue
Winchester, CT 06098
 
Listing courtesy of Kevin Eagan of Berkshire Hathaway NE Prop. Office Phone: (860) 521-8100 Broker Contact: (860) 521-8100
118 Meadow Street Winchester CT 06098
Short Sale
1 / 31
$269,999
Single Family Residence
Pending
3
BEDS
2
TOTAL BATHS
1,652
SQFT
118 Meadow Street
Winchester, CT 06098
 
Listing courtesy of Ashley Henry of The Washington Agency Office Phone: (860) 482-7044 Broker Contact: (860) 776-6515
436 Main Street Winchester CT 06098
1 / 9
$250,000
Business For Sale
Active
2,177
SQFT
436 Main Street
Winchester, CT 06098
 
Listing courtesy of Anthony Gioia of The Washington Agency Office Phone: (860) 482-7044 Broker Contact: (860) 459-8911
107 Birdsall Street Winchester CT 06098
1 / 5
$240,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
2
TOTAL BATHS
1,874
SQFT
107 Birdsall Street
Winchester, CT 06098
 
Listing courtesy of Jesica Beaulieu of Dave Jones Realty, LLC Office Phone: (203) 758-0264 Broker Contact: (860) 983-2175
 Winchester CT 06098
1 / 26
$239,000
Single Family Residence For Sale
Active
7
BEDS
3
TOTAL BATHS
2,400
SQFT

Winchester, CT 06098
 
Listing courtesy of Frank Berg of Town & Country Real Estate Office Phone: (860) 238-6067 Broker Contact: (860) 238-6067
30 Upland Road Winchester CT 06098
New Listing - 2 weeks on site
1 / 25
$220,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
2
TOTAL BATHS
1,844
SQFT
30 Upland Road
Winchester, CT 06098
 
Listing courtesy of Jeffrey Liskin of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 601-0991
00 Chapel Road Winchester CT 06098
New Listing - 4 weeks on site
1 / 5
$200,000
Land For Sale
Active
15.9
ACRES
LITCHFIELD
COUNTY
00 Chapel Road
Winchester, CT 06098
 
Listing courtesy of Linda Ganem of Borla & Associates Real Estate Office Phone: (860) 482-0353 Broker Contact: (860) 482-0353
624 Wynne Road Winchester CT 06098
New Listing - 3 weeks on site
1 / 23
$199,900
Single Family Residence For Sale
Active
2
BEDS
1
TOTAL BATH
672
SQFT
624 Wynne Road
Winchester, CT 06098
 
Listing courtesy of AJ Davis of Better Homes and Gardens Real Estate Executive Real Estate Office Phone: (860) 633-8800 Broker Contact: (203) 848-8096
624 Wynne Road Winchester CT 06098
New Listing - 3 weeks on site
1 / 24
$199,900
Land For Sale
Active
0.12
ACRES
LITCHFIELD
COUNTY
624 Wynne Road
Winchester, CT 06098
 
Listing courtesy of AJ Davis of Better Homes and Gardens Real Estate Executive Real Estate Office Phone: (860) 633-8800 Broker Contact: (203) 848-8096
111 Torringford Street 33 Winchester CT 06098
New Listing - 3 weeks on site
1 / 24
$189,900
Condominium For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,102
SQFT
111 Torringford Street 33
Winchester, CT 06098
 
Listing courtesy of Ryan Horvay of Smith & DeGroat Real Estate Office Phone: (516) 248-6905 Broker Contact: (860) 480-0357
111 Riverton Road 28 Winchester CT 06098
1 / 22
$184,900
Condominium
Pending
2
BEDS
2
TOTAL BATHS
1,204
SQFT
Riverwalk
111 Riverton Road 28
Winchester, CT 06098
Listing courtesy of Ellen Sebastian of William Pitt Sotheby's Int'l Office Phone: (860) 777-1800 Broker Contact: (860) 930-8407
111 Torringford Street 7 Winchester CT 06098
New Listing - 3 weeks on site
1 / 40
$179,900
Condominium For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,156
SQFT
Green Ridge
111 Torringford Street 7
Winchester, CT 06098
Listing courtesy of Janice Madore of Country Manor Realty Office Phone: (860) 589-2100 Broker Contact: (860) 874-9818
35 Riveredge Drive 35 Winchester CT 06098
1 / 30
$159,500
Condominium For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
992
SQFT
Stillriver Commons
35 Riveredge Drive 35
Winchester, CT 06098
Listing courtesy of Joanne Donne of The Washington Agency Office Phone: (860) 482-7044 Broker Contact: (860) 480-1035
843-845 (lots - 10A,10 &1 East wakefield Boulevard Winchester CT 06098
1 / 5
$158,000
Land For Sale
Active
1.18
ACRES
LITCHFIELD
COUNTY
843-845 (lots - 10A,10 &1 East wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of David D'Amore of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 485-3508
140 Willow Street STE 6 Winchester CT 06098
1 / 15
$89,000
Commercial Sale For Sale
Active
1,165
SQFT
140 Willow Street STE 6
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
34 Hannifin Road Winchester CT 06098
Real Estate Owned
1 / 16
$85,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
1
TOTAL BATH
1,435
SQFT
34 Hannifin Road
Winchester, CT 06098
 
Listing courtesy of Michael Barnes of Coldwell Banker Realty Office Phone: (860) 231-2600 Broker Contact: (860) 250-8575
319 White Oak Trail Winchester CT 06098
New Listing - 5 days on site
1 / 5
$70,000
Land For Sale
Active
0.12
ACRES
LITCHFIELD
COUNTY
319 White Oak Trail
Winchester, CT 06098
 
Listing courtesy of Matt Tearman of Coldwell Banker Realty Office Phone: (860) 628-2212 Broker Contact: (860) 485-4823
105,107 Mountain Road Winchester CT 06098
0 / 0
$59,900
Land For Sale
Active
0.41
ACRES
LITCHFIELD
COUNTY
105,107 Mountain Road
Winchester, CT 06098
 
Listing courtesy of David D'Amore of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 485-3508
99 Hubbard Street Winchester CT 06098
1 / 2
$49,000
Land
Pending
832
SQFT
99 Hubbard Street
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
32 Hubbard Street Winchester CT 06098
New Listing - 16 hours on site
1 / 1
$45,000
Land For Sale
Active
0.41
ACRES
LITCHFIELD
COUNTY
32 Hubbard Street
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
132 Florence Street Winchester CT 06098
New Listing - 16 hours on site
1 / 1
$45,000
Land For Sale
Active
1.07
ACRES
LITCHFIELD
COUNTY
132 Florence Street
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
17 Birdsall Street Winchester CT 06098
New Listing - 16 hours on site
1 / 1
$29,900
Land For Sale
Active
0.13
ACRES
LITCHFIELD
COUNTY
17 Birdsall Street
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
82-84 Rockwell Street Winchester CT 06098
New Listing - 15 hours on site
0 / 0
$29,000
Land For Sale
Active
0.12
ACRES
LITCHFIELD
COUNTY
82-84 Rockwell Street
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
124 Rockwell Street Winchester CT 06098
1 / 2
$24,900
Land
Pending
1,882
SQFT
124 Rockwell Street
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
605 East Wakefield Boulevard Winchester CT 06098
1 / 6
$12,500
Land
Pending
0.23
ACRES
LITCHFIELD
COUNTY
605 East Wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of Diane Gombieski of Carl Guild & Associates Office Phone: (860) 474-3500 Broker Contact: [email protected]
880 West Wakefield Boulevard Winchester CT 06098
Price Change - a week ago
1 / 37
$5,000
Single Family Residence For Rent
Active
3
BEDS
2
TOTAL BATHS
1,356
SQFT
880 West Wakefield Boulevard
Winchester, CT 06098
 
Listing courtesy of Matthew Crossen of Coldwell Banker Realty Office Phone: (860) 668-4589 Broker Contact: (860) 995-7772
91 Williams Avenue Winchester CT 06098
1 / 37
$2,450
Multi Family For Rent
Active
3
BEDS
2
TOTAL BATHS
3,538
SQFT
91 Williams Avenue
Winchester, CT 06098
 
Listing courtesy of Suzie Larson of Turning Point Realty, LLC Office Phone: (860) 909-1162 Broker Contact: (860) 601-3730
34 Rock Street Winchester CT 06098
Price Change - 4 days ago
1 / 22
$2,150
Single Family Residence For Rent
Active
3
BEDS
1
TOTAL BATH
1,042
SQFT
34 Rock Street
Winchester, CT 06098
 
Listing courtesy of Terry Cubeddu of Ameristar Royal Realty LLC Office Phone: (860) 589-6464 Broker Contact: (860) 589-6464
144 Rowley Street Winchester CT 06098
1 / 8
$1,700
Commercial Lease For Rent
Active
12,000
SQFT
144 Rowley Street
Winchester, CT 06098
 
Listing courtesy of Ryan Horvay of Smith & DeGroat Real Estate Office Phone: (516) 248-6905 Broker Contact: (860) 480-0357
180 Holabird Avenue Winchester CT 06089
1 / 1
$1,700
Commercial Lease For Rent
Active
2,200
SQFT
180 Holabird Avenue
Winchester, CT 06089
 
Listing courtesy of Andrea Laviero Krawiecki of East Coast Real Est Assoc. LLC Office Phone: (860) 478-9444 Broker Contact: (860) 478-9444
936 Main Street 14 Winchester CT 06098
New Listing - 2 weeks on site
1 / 9
$1,500
Single Family Residence For Rent
Active
2
BEDS
2
TOTAL BATHS
1,000
SQFT
936 Main Street 14
Winchester, CT 06098
 
Listing courtesy of Michael Block of Building Blocks LLC Office Phone: (860) 429-0777 Broker Contact: (860) 429-0777
277 North Main Street Winchester CT 06098
1 / 11
$1,500
Commercial Lease For Rent
Active
2,050
SQFT
277 North Main Street
Winchester, CT 06098
 
Listing courtesy of Ryan Marconi of The Washington Agency Office Phone: (860) 482-7044 Broker Contact: (860) 960-6946
165 Elm Street 3 Winchester CT 06098
1 / 16
$1,400
Multi Family For Rent
Pending
2
BEDS
1
TOTAL BATH
3,591
SQFT
165 Elm Street 3
Winchester, CT 06098
 
Listing courtesy of Matthew Egan of Regency Real Estate, LLC Office Phone: (860) 945-9868 Broker Contact: (203) 725-7131
20-22 Allen Street 2nd flr rs Winchester CT 06098
1 / 13
$1,365
Multi Family For Rent
Active
1
BED
1
TOTAL BATH
2,961
SQFT
20-22 Allen Street 2nd flr rs
Winchester, CT 06098
 
Listing courtesy of Suzie Larson of Turning Point Realty, LLC Office Phone: (860) 909-1162 Broker Contact: (860) 601-3730
267 Rockwell Street 1st fl Winchester CT 06098
1 / 10
$1,300
Multi Family For Rent
Active
1
BED
1
TOTAL BATH
2,861
SQFT
267 Rockwell Street 1st fl
Winchester, CT 06098
 
Listing courtesy of Diane Carroll of The Washington Agency Office Phone: (860) 482-7044 Broker Contact: (860) 485-8371
25 Lake Street Winchester CT 06098
Price Change - 4 weeks ago
1 / 8
$1,295
Multi Family For Rent
Active
1
BED
1
TOTAL BATH
2,342
SQFT
25 Lake Street
Winchester, CT 06098
 
Listing courtesy of Amanda Balaski of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 605-6618
440 Main Street B Winchester CT 06098
Price Change - 4 weeks ago
1 / 5
$1,000
Multi Family For Rent
Active
2
BEDS
1
TOTAL BATH
4,668
SQFT
440 Main Street B
Winchester, CT 06098
 
Listing courtesy of Linda Ganem of Borla & Associates Real Estate Office Phone: (860) 482-0353 Broker Contact: (860) 482-0353
277 N. Main Street #3 Winchester CT 06098
1 / 14
$900
Multi Family For Rent
Active
1
BED
1
TOTAL BATH
650
SQFT
277 N. Main Street #3
Winchester, CT 06098
 
Listing courtesy of Ryan Marconi of The Washington Agency Office Phone: (860) 482-7044 Broker Contact: (860) 960-6946
40A High Street Winchester CT 06098
1 / 11
$850
Multi Family For Rent
Active
1
BED
1
TOTAL BATH
450
SQFT
40A High Street
Winchester, CT 06098
 
Listing courtesy of Alan Hill of eXp Realty Office Phone: (866) 828-3951 Broker Contact: (860) 712-7555
452 Main Street Winchester CT 06098
1 / 6
$750
Commercial Lease For Rent
Active
12,782
SQFT
452 Main Street
Winchester, CT 06098
 
Listing courtesy of David Sartirana of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 806-0225
Main Street Winchester CT 06098
1 / 3
$750
Commercial Lease For Rent
Active
317
SQFT
Main Street
Winchester, CT 06098
 
Listing courtesy of Annie Simard of LPT Realty Office Phone: (877) 366-2213 Broker Contact: (860) 841-2633
32 Lake Street Winchester CT 06098
1 / 4
$14
Commercial Lease For Rent
Active
32,594
SQFT
32 Lake Street
Winchester, CT 06098
 
Listing courtesy of Jennifer Brescia of Parker Benjamin Real Estate Se Office Phone: (860) 269-7272 Broker Contact: (860) 933-8143
1 - 93 of 93 listings (93 total matches)


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-05-31 04:24 PM UTC.


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