50 Palmer Avenue
Winchester, Connecticut 06098
- Beds
- 3
- Baths
- 2
- SqFt
- 1,680
- Acres
- 0.29
- Year Built
- 1940
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Originally built in 1940, this charming Cape has been completely transformed-taken down to the studs and thoughtfully renovated from top to bottom, blending classic character with the comfort and style of a modern home. The inviting open floor plan features a gorgeous kitchen with a large center island, granite countertops and stainless-steel appliances, flowing seamlessly into the spacious living area. The main-level primary suite is a true retreat with its own fireplace and private full bath. A convenient laundry room completes the first floor. Upstairs, you'll find two generously sized bedrooms and a beautifully updated full bath. The renovated lower level provides additional usable space and includes a garage bay under the house. Adding even more versatility is a detached two-car garage equipped with heating and air conditioning-ideal for a workshop, hobby space, car enthusiast or additional storage set in a peaceful location with a park directly across the street, this beautifully reimagined home offers the charm of a 1940 Cape with the extensive updates and functionality today's buyers are looking for. Truly move-in ready and a must-see!
Key Facts
- City/Town
- Winchester
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1940
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,680 sq ft
- Lot Size
- 0.29 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $5,798 / Annually
Market Snapshot
The Winchester Market
Single Family · trailing 12 months
Active Listings
23
8 under contract
Median List Price
$410,000
23 active listings
Median Closed Price
$335,000
95 sales
Median Days on Market
22
23 active listings
Median $ / Sq Ft
$231
23 active listings
Sale-to-List Ratio
100.0%
95 sales
How this home compares
List Price
$489,000
vs $410,000 median
19.3% above median
Price / Sq Ft
$291
vs $231 median
26.0% above median
Days on Market
0 days
vs 22 days median
22 days fresher than median
Based on 23 active and 95 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of September 17, 2026.
Location
50 Palmer Avenue, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$2,590
- Property Taxes$483
- Insurance$163
- 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
- Cape Cod
- Year Built
- 1940
- New Construction
- No/Resale
- Living Area
- 1,680 sq ft
Schools
- Elementary
- Harry P. Hinsdale
- High
- Gilbert
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central AirDuctless
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- separate room on main floor
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasher
- Basement
- FullGarage AccessConcrete Floor
- In-Law Apartment
- Possible
- Interior Features
- Auto Garage Door OpenerOpen Floor Plan
- Additional Rooms
- Laundry Room
Exterior & Lot
- Lot Size
- 0.29 acres
- Zoning
- TSF
- Garage / Parking
- 3 garage spacesDetached GarageUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Underground UtilitiesDeck
- Lot Description
- Corner Lot
Listing & Financials
- Property Taxes
- $5,798 / Annually
- Days on Market
- 0
- MLS #
- 24206936
- MLS Status
- Active
- Financing
- FHA,VA
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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 9/17/2026. 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 9/17/2026 at 11:20 PM UTC.