44 Painter Ridge Road, Washington, CT 06793
Property image
Property image
ACCEPTING BACKUPS
2.35 ACRES

$2,750,000

  • 5 Beds
  • 4.5 Baths
  • 5,440 sqft (on 2.35 acres)

44 Painter Ridge Road, Washington, CT 06793

Est. Mortgage $18,879/mo*
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Home Highlights

Single-Family Home
Built in 1959
2.35 acre lot
$506/sqft
3 Car Garage

Local Information

  • Map ViewExplore the area around 44 Painter Ridge Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.
Last check for updates: about 4 hours ago
Listing courtesy of Stacey Matthews, (203) 671-9067
W. Raveis Lifestyles Realty, (203) 671-9067
Source: Smart MLS, MLS#24193245
Also Listed on Smart MLS.

Home Details for 44 Painter Ridge Road

Interior Features

Interior Details
Basement: Partial,Partially FinishedNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Family Room, Kitchen, Living Room, Rec Play Room, Studio Apt
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5440 Square Feet
Appliances & Utilities
Appliances: Gas Range, Oven, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water HeaterDishwasherDryerLaundry: Main Level,Mud RoomRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Oil,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt MetalPatio / Porch: Wrap Around, Terrace, PorchOther Structures: Shed(s)Exterior: Garden, Stone WallFoundation: Concrete PerimeterGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage Door Opener
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 5040 Square FeetFinished Area (below surface): 400 Square Feet

Days on Market

Days on Market: 47

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 2139149

Price & Status

Price
List Price: $2,750,000Price Per Sqft: $506
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Under Contract - Continue to Show

Location

Direction & Address
City: Washington
School Information
Elementary School: WashingtonJr High / Middle School: ShepaugHigh School: Shepaug

Agent Information

Listing Agent
Listing ID: 24193245

Building

Building Area
Building Area: 5440 Square Feet

Community

Community Features: Golf, Health Club, Lake, Library, Park, Private School(s), Stables/Riding, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 2.35 Acres

Miscellaneous

BasementMls Number: 24193245Zillow Contingency Status: Accepting Back-up OffersAttic: NoneAttribution Contact: (203) 671-9067Above Grade Unfinished Area: 5040

Additional Information

GolfHealth ClubLakeLibraryParkPrivate School(s)Stables/RidingTennis Court(s)

Around this home

What Locals Say about Washington

At least 1 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 86 % Say there's wildlife

  • 71 % Say car is needed

  • 65 % Say neighbors are friendly

  • 60 % Say it's walkable to restaurants

  • 60 % Say they plan to stay for at least 5 years

  • 60 % Say people would walk alone at night

  • 50 % Say kids play outside

  • 50 % Say it's dog friendly

  • 50 % Say there's holiday spirit

  • 33 % Say it's walkable to grocery stores

  • 25 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Dogs have room to run! So electric fences help with the big properties around here. Also lots of hiking. This is the perfect place to have a dog."
    0
    Flag

Market trends in Washington

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20
3MoM

Home Value

Trulia Estimate
$2.61M
Since last month
Decreased$12K (-0.5%)
Since last year
Decreased$12K (-0.5%)
Since last sale
Increased$1M (+67.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +86% in the last 10 years
MonthEstimated value
2026
September 2026$2.6M
August 2026$2.61M
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Orchard Lane, Washington, CT
0.52
Single-Family Home
$1,725,000
10/28/25
3
2
2,564
249 Woodbury Road, Washington, CT
0.16
Single-Family Home
$529,000
01/09/26
2
2
1,268
63 West Mountain Road, Washington, CT
1.04
Single-Family Home
$2,195,000
05/01/26
4
4.5
3,699
134 Roxbury Road, Washington, CT
1.22
Single-Family Home
$1,250,000
12/10/25
3
5
5,725
51 Ferry Bridge Road, Washington, CT
1.41
Single-Family Home
$4,100,000
05/07/26
5
5.5
9,165
116 Wykeham Road, Washington, CT
1.77
Single-Family Home
$3,300,000
04/23/26
4
4.5
4,316

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
33 Painter Ridge Road, Washington, CT 06793
0.11
$1,190,600
3
2.5
3,007
Off Market
249 Woodbury Road, Washington, CT 06793
0.16
$529,000
2
2
1,268
Recently Sold
5 West Mountain Road, Washington, CT 06793
0.41
$1,426,800
5
6
4,951
Off Market
16 Orchard Lane, Washington, CT 06793
0.52
$1,810,800
3
2
2,564
Off Market
41 Horse Heaven Road, Washington, CT 06793
0.53
$885,100
1
2
850
Off Market
306 Woodbury Road, Washington, CT 06793
0.60
$1,036,300
3
2.5
2,369
Off Market
21 Plumb Hill Road, Washington, CT 06793
0.63
$1,444,600
4
2
2,366
Off Market
4 Two Rod Highway, Washington, CT 06793
0.70
$561,600
3
2.5
1,792
Off Market
49 South Street, Washington, CT 06793
0.66
$899,000
2
3.5
3,285
For Sale
43 Horse Heaven Road, Washington, CT 06796
0.84
$2,584,100
4
5
5,890
Off Market
13 South Street, Washington, CT 06793
0.83
$480,000
3
2
1,088
Recently Sold
11 South Street, Washington, CT 06793
0.85
$716,300
2
1.5
1,287
Off Market

Price and Tax history

DateEventPrice
Jul 30, 2026
Source: Smart MLS #24193245
Listed For Sale
$2,750,000
May 7, 2013
Source: N/A
Sold
$1,550,000
Dec 21, 1998
Source: N/A
Sold
$330,000

LGBTQ Local Legal Protections

Stacey Matthews, W. Raveis Lifestyles Realty, (203) 671-9067
Agent Phone: (203) 671-9067
IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.

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Frequently asked questions about 44 Painter Ridge Road

  • What is the estimated monthly payment for 44 Painter Ridge Road?
    Based on a $2,750,000 list price with 20% down at today's rates, the estimated monthly payment for 44 Painter Ridge Road in Washington, CT is approximately $19,140 (about $14,986 principal & interest, $4,079 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What are the closest schools to 44 Painter Ridge Road?
    The closest schools to 44 Painter Ridge Road in Washington, CT are Shepaug Valley School (Middle/High, rated 8/10), Washington Primary School (Pre-K, rated 9/10).
  • What is 44 Painter Ridge Road estimated to be worth?
    Trulia's estimated value for 44 Painter Ridge Road in Washington, CT is $2,613,600.
  • Does 44 Painter Ridge Road have air conditioning?
    Yes, 44 Painter Ridge Road in Washington, CT has air conditioning.
  • Does 44 Painter Ridge Road have laundry facilities?
    Yes, 44 Painter Ridge Road in Washington, CT has in-unit laundry.
  • How big is the lot at 44 Painter Ridge Road?
    The lot at 44 Painter Ridge Road in Washington, CT is about 2.4 acres.
44 Painter Ridge Road, Washington, CT 06793 is a 5 bedroom, 5 bathroom, 5,440 sqft single-family home built in 1959. This property is currently available for sale and was listed by Smart MLS on Jul 30, 2026. The MLS # for this home is MLS# 24193245.