44 Painter Ridge Road
Washington, Connecticut 06793
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 5,440
- Acres
- 2.35
- Year Built
- 1959
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Discover exceptional luxury living in this beautifully appointed 5-bedroom, 4-bath residence, thoughtfully designed with elegant living spaces, sophisticated finishes, and seamless indoor-outdoor living. At the heart of the home is a spectacular gourmet kitchen featuring a massive zinc-topped center island, top-of-the-line appliances, and a custom walk-in pantry. The kitchen flows effortlessly into the inviting family room, creating the perfect setting for everyday living and entertaining. The formal dining room opens directly onto expansive terraces and breathtaking gardens, allowing gatherings to extend naturally outdoors. The spacious main-level primary suite serves as a private retreat, offering direct access to the terraces, a luxurious dressing area, and two walk-in closets. Multiple sitting rooms, office spaces, and cozy reading nooks provide exceptional flexibility for today's lifestyle, whether working from home, relaxing, or hosting guests. A 1 bedroom in-law apartment above the 3 car garage offers comfortable accommodations for extended family, visitors, or an au pair. The finished lower level expands the living space with a game room, dedicated craft room, and a custom wine cellar designed for collectors and entertainers alike.
Key Facts
- City/Town
- Washington
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary
- Year Built
- 1959
- Days on Market
- 55 days
- Beds
- 5
- Baths
- 4 full · 1 half
- Living Area
- 5,440 sq ft
- Lot Size
- 2.35 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $13,208 / Annually
Market Snapshot
The Washington Market
Single Family · trailing 12 months
Active Listings
31
9 under contract
Median List Price
$1.58M
31 active listings
Median Closed Price
$923,500
36 sales
Median Days on Market
62
31 active listings
Median $ / Sq Ft
$530
31 active listings
Sale-to-List Ratio
93.8%
36 sales
How this home compares
List Price
$2.75M
vs $1.58M median
73.5% above median
Price / Sq Ft
$506
vs $530 median
In line with median
Days on Market
55 days
vs 62 days median
7 days fresher than median
Based on 31 active and 36 closed sales (trailing 12 mo) of single family in Washington. Source: SmartMLS · As of September 23, 2026.
Location
44 Painter Ridge Road, Washington, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$14,563
- Property Taxes$1,101
- Insurance$917
- 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
- Contemporary
- Year Built
- 1959
- New Construction
- No/Resale
- Living Area
- 5,440 sq ft
- Below Grade
- 400 sq ft
Schools
- Elementary
- Washington
- High
- Shepaug
Interior
- Heating
- Hot Air
- Heat Fuel
- OilPropane
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Main Level
- Appliances
- Gas RangeWall OvenRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- PartialPartially Finished
- In-Law Apartment
- YesOver Garage
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan
- Additional Rooms
- Laundry RoomMud RoomWine CellarWorkshop
Exterior & Lot
- Lot Size
- 2.35 acres
- Zoning
- R-1
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Wood
- Roof
- Asphalt ShingleMetal
- Foundation
- Concrete
- Exterior Features
- Porch-Wrap AroundTerraceShedPorchGarden AreaStone Wall
- Lot Description
- Level LotProfessionally LandscapedOpen Lot
Listing & Financials
- Property Taxes
- $13,208 / Annually
- Days on Market
- 55
- MLS #
- 24193245
- MLS Status
- Under Contract - Continue to Show
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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 9/23/2026. 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 9/23/2026 at 8:50 PM UTC.