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39 South Street

Washington, Connecticut 06793

ACTIVE$899,000
Beds
3
Baths
2
SqFt
1,718
Acres
4.36
Year Built
1957
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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

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

Property + 11 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,238

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Rebecca Doh

(860) 601-4406

W. Raveis Lifestyles Realty

(860) 868-0511

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.