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44 Painter Ridge Road

Washington, Connecticut 06793

ACTIVE - NEW$2,750,000
Beds
5
Baths
4 | 1
SqFt
5,440
Acres
2.35
Year Built
1959
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Wine Cellar3-Car Garage3 Fireplaces

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
0 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

Median Days on Market

59

23 active listings

Median $ / Sq Ft

$515

23 active listings

Sale-to-List Ratio

95.2%

42 sales

How this home compares

List Price

$2.75M

vs $1.45M median

89.7% above median

Price / Sq Ft

$506

vs $515 median

In line with median

Days on Market

0 days

vs 59 days median

59 days fresher than median

Based on 23 active and 42 closed sales (trailing 12 mo) of single family in Washington. Source: SmartMLS · As of July 30, 2026.

Location

44 Painter Ridge Road, Washington, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$16,039

per month

  • Principal & Interest$14,021
  • 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
0
MLS #
24193245
MLS Status
Active

Similar Properties

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

Listed By

Stacey Matthews

(203) 671-9067

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 7/30/2026. 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 7/30/2026 at 6:50 PM UTC.