118 Meadow Street
Winchester, Connecticut 06098
Reduced from $290,000
- Beds
- 3
- Baths
- 2
- SqFt
- 1,652
- Acres
- 0.17
- Year Built
- 1860
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
This charming historic home, built in 1860, blends timeless character with thoughtful updates. Featuring 3-4 bedrooms, this property offers flexible living space to meet your needs. The beautifully remodeled upstairs bathroom is a standout feature, offering modern comfort within this classic home. Enjoy your LARGE eat-in kitchen with laundry hook ups and plenty of natural lighting and ample amounts of storage. The home sits on a flat, level yard with a huge storage shed, perfect for outdoor gatherings, storage, gardening, and play. Multiple decks off the home create inviting spaces to relax and take in the surroundings. Located just moments from a local boat launch, this property is ideal for those who love recreational water access. You're also close to the town green, shops, and everyday conveniences, making this home the perfect blend of historic charm and modern lifestyle. Schedule to view today!!
Key Facts
- City/Town
- Winchester
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1860
- Days on Market
- 302 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,652 sq ft
- Lot Size
- 0.17 acres
- Property Taxes
- $3,032 / Annually
Market Snapshot
The Winchester Market
Single Family · trailing 12 months
Active Listings
21
9 under contract
Median List Price
$389,900
21 active listings
Median Closed Price
$340,000
95 sales
Median Days on Market
25
21 active listings
Median $ / Sq Ft
$231
21 active listings
Sale-to-List Ratio
100.0%
95 sales
How this home compares
List Price
$259,000
vs $389,900 median
33.6% below median
Price / Sq Ft
$157
vs $231 median
32.0% below median
Days on Market
302 days
vs 25 days median
277 days longer than median
Based on 21 active and 95 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of September 15, 2026.
Location
118 Meadow Street, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$1,345
- Property Taxes$253
- Insurance$86
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Winchester
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1860
- New Construction
- No/Resale
- Living Area
- 1,652 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Radiator
- Heat Fuel
- Oil
- Cooling
- None
- Laundry
- Main Level
- Laundry Location
- kitchen
- Appliances
- Oven/RangeRefrigeratorDishwasher
- Basement
- Full
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 0.17 acres
- Zoning
- R-3
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Shingle
- Roof
- Asphalt Shingle
- Foundation
- Block
- Lot Description
- Level LotCleared
Listing & Financials
- Property Taxes
- $3,032 / Annually
- Days on Market
- 302
- MLS #
- 24140514
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/15/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/15/2026 at 8:15 PM UTC.