405 North Main Street Winchester, CT $ 349,900
405 North Main Street
$ 349,900
Recently Listed
Open House 6/6 10am - 12pm
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405 North Main Street

Winchester, CT, 06098
$ 349,900
Bedrooms3 Baths1.1 Sq 1,466

Monthly Estimate*

$ 2,154

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Single Family Home for sale in Winchester, CT

for $349,900 with 3 bedrooms and 1 full bath, 1 half bath. This 1,466 square foot home was built in 1890 on a lot size of 0.31.

Move right into this absolutely charming Colonial with incredible curb appeal & pride of ownership throughout! Lovingly maintained & impeccably clean, this true dollhouse is set on .31 acres in the scenic, beautiful Litchfield Hills & just minutes to Northwestern Community College, the town green, shopping, restaurants, walking trails, biking, & endless outdoor recreation. From the moment you arrive, you'll appreciate the inviting new walkway leading to the covered front porch-perfect for morning coffee or relaxing evenings. Step inside & fall in love with the warm and welcoming interior featuring hardwood floors and timeless character throughout. The spacious living room offers a comfortable gathering space, while the sunny eat-in kitchen boasts abundant granite counter space, ample cabinetry, & room for everyday dining. The formal dining room adds charm with beadboard detail and crown molding-ideal for entertaining. A convenient first-floor half bath with laundry completes the main level. Upstairs, the second floor offers a huge primary bedroom with generous closet space plus another spacious bedroom, both featuring hardwood floors and oversized closets. The third floor hosts an impressive third bedroom with built-ins & exceptional storage options. Outside, enjoy the freshly painted deck, sweet patio surrounded by beautiful perennial gardens and a nice backyard setting. Car enthusiasts, hobbyists, or anyone needing extra space will appreciate the rare detached 3 car garage Additional features include natural gas heat, public water and sewer, updated electrical (2007), hot water heater approximately 2 years old, full basement, and move-in ready condition. A picture-perfect place to call home-just unpack and enjoy!

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Open House

6/6/2026 10:00 AM - 12:00 PM
405 North Main Street Winchester, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 349,900

Bedrooms

3

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 3,922

Style

Lot Size

0.31

Year Built

1890

Town/City

Winchester

MLS | Web ID

24178756

Features
General
Zoning R-3
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.31
Directions GPS friendly
High School Gilbert
City Winchester
Elementary School Harry P. Hinsdale
Sq Ft Total 1466
DOM 0
Year Built 1890
Style Colonial
Year Built Source Public Records
Energy Features Thermopane Windows
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Interior
Cooling System Window Unit
Total Rooms 6
Basement Description Full Unfinished Full With Hatchway
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Exterior
Water Source Public Water Connected
Lot Description Corner Lot Open Lot
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* Excluded Features
List By
Nancy Reardon

Listing Agent

Berkshire Hathaway Ne Prop.

Broker

nreardon@bhhsne.com

Email

Affordability Calculator

$2,481
Per Month
87%
13%
0%
Monthly Principal & Interest
$2,154
Monthly Property Taxes
$327
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4605803 Elementary School
1415485 Middle School
Gilbert High School High School
Pricing History
DatePricePrice ChangeDescription
6/4/2026$349,900 Listed Price

Map


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405 North Main Street, Winchester, CT, 06098 is a Single Family Home for sale at $349,900 with 1,466 sqft and a lot size of 0.31. 405 North Main Street has 3 bedrooms, 1.1 baths, and was built in 1890. The property's zip code is 06098 which is in Winchester, CT