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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. Outside, the property is equally impressive. Beautifully landscaped and irrigated gardens surround expansive, level lawns, creating a private park-like setting ideal for recreation. A charming designer "she shed" serves as a stylish garden retreat, studio, or creative workspace and the vegetable garden with raised beds provides enjoyment for the casual gardener. Full-house generator for year-round peace of mind. This exceptional property offers a rare combination of comfort and timeless design in an idyllic setting. Just minutes to Washington Depot, organic markets, farm stands, chic shops and fine dining. Access to Lake Waramaug at the town beach. Please inquire for exclusions.

  • Bedrooms
    5
  • Bathrooms
    4 full · 1 half
  • Year Built
    1959
  • Architectural Style
    Contemporary
  • Construction Materials
    Wood Siding, Frame
  • Foundation
    Concrete Perimeter
  • Garage Spaces
    3.0
  • Parking Features
    Attached, Garage Door Opener
  • Living Area
    5440.0
  • Interior Features
    In-Law Floorplan, Open Floorplan
  • Appliances
    Dryer, Dishwasher, Refrigerator, Washer, Gas Range, Oven, Wine Cooler
  • Exterior Features
    Garden
  • Patio And Porch
    Porch
  • Cooling
    Central Air
  • Heating
    Forced Air, Propane, Oil
  • Basement
    Partial, Partially Finished

  • Acres
    2.35
  • Lot Features
    Level
  • Water Front Features
    Beach Access
  • Water
    Well

  • County
    Litchfield
  • City
    Washington
  • Zip Code
    06793
  • High School
    Shepaug
  • Middle School
    Shepaug
  • Elementary School
    Washington

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Frequently Asked Questions

How do I schedule a tour of 44 Painter Ridge Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 44 Painter Ridge Rd.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 44 Painter Ridge Rd?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 4 bath, listed for $2,750,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Washington, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 44 Painter Ridge Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 44 Painter Ridge Rd at around $16,750. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 44 Painter Ridge Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Litchfield County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 44 Painter Ridge Rd?

In most cases, yes. Whether 44 Painter Ridge Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Washington's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 44 Painter Ridge Rd?

We can handle that for you. Our preferred local agent specializes in residentials in Washington and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $2,750,000 with 5,440 sqft of space—that comes out to approximately $506 per square foot.

How long has this property been on the market?

44 Painter Ridge Rd was listed on July 30, 2026, which means it's been on the market for 102 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1959, making it approximately 67 years old.

What is the lot size of this property?

44 Painter Ridge Rd sits on a 2.35-acre lot, which is 102,366 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Washington
  • Middle: Shepaug
  • High: Shepaug

Want to see how these schools compare? Check out our Litchfield County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 44 Painter Ridge Rd?

The most recent public record shows annual property taxes for 44 Painter Ridge Rd were approximately $13,208. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 44 Painter Ridge Rd still available for sale?

This home is under contract, but may still accept backup offers. Click ♥ to track updates or connect with our local expert to see if it's still worth pursuing.

Source: ez Home Search, MLS Data

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Listing information provided exclusively 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, SmartMLS. All rights reserved.

Last Updated: November 09, 2026 at 07:50PM | Source: SmartMLS | MLS#: 24193245