39 South Street
Washington, Connecticut 06793
- Beds
- 3
- Baths
- 2
- SqFt
- 1,718
- Acres
- 4.36
- Year Built
- 1957
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Nestled on 4.36 beautiful acres along one of Washington's most prestigious country roads, this charming Cape presents a rare opportunity to own in a neighborhood where exceptional estates command multi-million-dollar values. Whether enjoyed exactly as it is today or transformed over time, the true value lies in the remarkable setting, privacy, and long-term potential. The existing home offers warmth and character with comfortable living spaces, 3 bedrooms, 2 full baths, and inviting outdoor entertaining areas overlooking the peaceful grounds. Move in immediately and enjoy the quintessential Washington lifestyle while planning future improvements at your own pace. For buyers with a vision, the possibilities are exceptional. The current owner has already completed the legwork with an approved septic design for a detached three-car garage featuring an office, gym, and full bath, providing an ideal foundation for expanding the property's functionality and value. The generous acreage also offers ample room to further reimagine the estate, making this an outstanding investment in one of Litchfield County's most sought-after locations. Just minutes from Washington Depot, Steep Rock Preserve, acclaimed restaurants, and the area's celebrated country amenities, this is a rare chance to secure an address where location alone is a lasting investment. A charming home today, an extraordinary estate tomorrow. 90 min to NYC.
Key Facts
- City/Town
- Washington
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1957
- Days on Market
- 20 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,718 sq ft
- Lot Size
- 4.36 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $4,247 / Annually
Market Snapshot
The Washington Market
Single Family · trailing 12 months
Active Listings
22
3 under contract
Median List Price
$1.32M
22 active listings
Median Closed Price
$922,000
43 sales
Median Days on Market
59
22 active listings
Median $ / Sq Ft
$519
22 active listings
Sale-to-List Ratio
95.5%
43 sales
How this home compares
List Price
$899,000
vs $1.32M median
32.2% below median
Price / Sq Ft
$523
vs $519 median
In line with median
Days on Market
20 days
vs 59 days median
39 days fresher than median
Based on 22 active and 43 closed sales (trailing 12 mo) of single family in Washington. Source: SmartMLS · As of July 28, 2026.
Location
39 South Street, Washington, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,584
- Property Taxes$354
- Insurance$300
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Washington
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1957
- New Construction
- No/Resale
- Living Area
- 1,718 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central AirWindow Unit
- Fireplaces
- 1
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasher
- Basement
- FullUnfinishedFull With Walk-Out
Exterior & Lot
- Lot Size
- 4.36 acres
- Zoning
- R-1
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedLevel LotOpen Lot
Listing & Financials
- Property Taxes
- $4,247 / Annually
- Days on Market
- 20
- MLS #
- 24189551
- MLS Status
- Active
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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 7/28/2026. 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 7/28/2026 at 6:55 AM UTC.