40 Dorethy Rd, Redding, CT 06896
Property image
Property image
OFF MARKET

40 Dorethy Rd
Redding, CT 06896

  • 3 Beds
  • 3.5 Baths
  • 3,596 sqft (on 5.10 acres)

$1,063,200

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $7,038/mo*

$1,063,200

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $7,038/mo*
3 Beds
3.5 Baths
3,596 sqft
(on 5.10 acres)

Local Information

  • Map ViewExplore the area around 40 Dorethy Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2000
Lot Size
5.1 acres
Living Area
3,596 sqft
Price/Sqft
$296

About this House

Most enchanting private retreat on 5.1 stunning acres featuring picturesque pond and dock (with electricity/lights) bordered by Redding Land Trust for idyllic tranquility. Custom built in 2000/2001 by the builder and his wife, a notable fashion designer, incorporating a small portion of the original 1938 cottage with state of the art new construction. This truly one of a kind shingle style home will enthrall with its understated elegance, open flow, and playful sensibility throughout the indoor and outdoor living spaces including the multiple porches, cheery awning and pergola, built-in spa, and stone terraces leading to the sweeping lawn and pond vistas. Total 4,326 square feet including the main home with 3,596 square feet, 3 bedroom, 3/1 bath plus the detached barn featuring lower 3 car garage/workshop plus 730 square feet above for ideal studio/home office. Exquisite form and function: energy efficient, extremely tight construction; 165 btu Weil McLean boiler and air handlers new in 2001 plus 2 zones radiant heat (family room and Master Bath); Lutron lighting; Marvin and Lincoln exterior doors/windows; whole house generator; 50 year roof; copper leaders and gutters; and all Grohe or Broadway brass faucets. Incredible attention to detail throughout with custom mill-work/built-ins; 3 fireplaces including great room, breakfast room, and living room; all ensuite bedrooms with patio or balcony; master bedroom suite with sauna plus custom tile soak tub and open shower; 260 bottle climate controlled wine storage; and outdoor shower complete this dream home. Top West Redding location, approximately 1 hour to NYC.
40 Dorethy Rd, Redding, CT 06896 is a 3 bedroom, 4 bathroom, 3,596 sqft single-family home built in 2000. It last sold for $775,000 on Sep 18, 2020. It is currently off market. The Trulia Estimate is $1,063,200, with a rent estimate of $6,074/month.

Home Details for 40 Dorethy Rd

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningHeating Fuel: Other
Interior Details
AtticNumber of Rooms: 10
Levels, Entrance, & Accessibility
Floors: Hardwood
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: OtherPatio

Property Information

Year Built
Year Built: 2000
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5.10 acres

Building

Pool
Sauna

Price History for 40 Dorethy Rd

DatePriceEventSource
09/18/2020$775,000Sold
Smart MLS #170190443
08/26/2020$865,000PendingToActiveAgent Provided
08/26/2020$865,000PendingAgent Provided
10/28/2019$865,000ListingRemovedAgent Provided
08/29/2019$865,000PendingAgent Provided
06/10/2019$865,000PriceChange
Agent Provided
05/02/2019$895,000Listed For SaleAgent Provided
01/27/2000$362,000Sold
Smart MLS #98046962
02/20/1997$350,000Sold
Smart MLS #96006002
06/11/1990$352,500Sold
N/A

Market trends in Redding

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
38
11
MoM
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Property Tax and Assessment

Year2025
Tax$15,594
Assessment$527,900
Home facts updated by county records

Comparable Sales for 40 Dorethy Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.06
Single-Family Home
$500,000
05/13/26
3
2.5
2,500
0.42
Single-Family Home
$940,000
03/30/26
4
3.5
3,578
0.66
Single-Family Home
$767,000
11/03/25
4
2.5
2,958
0.49
Single-Family Home
$900,000
10/16/25
4
2.5
3,270
0.49
Single-Family Home
$797,500
06/18/26
4
3
2,900
0.55
Single-Family Home
$939,000
02/17/26
4
3.5
4,641
0.52
Single-Family Home
$1,160,000
09/18/25
4
3.5
3,156
0.66
Single-Family Home
$1,050,000
11/21/25
5
3.5
3,778
0.85
Single-Family Home
$1,450,000
04/21/26
4
3.5
4,347
0.45
Single-Family Home
$579,350
07/24/26
3
2
1,952

Nearby homes

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Assigned Schools

These are the assigned schools for 40 Dorethy Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Redding

At least 41 Trulia users voted on each feature.
  • 96 % Say there's wildlife

  • 91 % Say parking is easy

  • 88 % Say car is needed

  • 87 % Say there's holiday spirit

  • 86 % Say it's dog friendly

  • 84 % Say it's quiet

  • 76 % Say yards are well-kept

  • 71 % Say they plan to stay for at least 5 years

  • 68 % Say neighbors are friendly

  • 63 % Say there are community events

  • 59 % Say people would walk alone at night

  • 42 % Say kids play outside

  • 33 % Say it's walkable to restaurants

  • 12 % Say it's walkable to grocery stores

  • 12 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Drewluca
    "Many families; safe; lots of space. Great place to live and raise kids. Friendly and close enough to everything to make it pleasant. "
  • Helga P.
    "We work from home. Therefore, we do not have a commute unless we have outside business meetings or other work related engagements. "
  • Betsy M.
    "We have potlucks and cookouts on our lane, and spontaneous get-togethers for cocktails. People always Everyone on our lane pitches in to help one another whenever needed. I wouldn’t say that’s the case for Redding as a whole, but definitely true on our lane!"
  • Agustahalla
    "A great place for small children. We work from home. This is a very peaceful place without being too remote. I love living here. ;-)"
  • Agustahalla
    "Quiet. Relatively safe for children. Great things to do outdoors near by. The town has organized great camps for kids through the summertime."
  • Jenbain23
    "My commute varies as I work at different locations. Fairfield County in general is horrible for rush hour traffic but when traveling North it could be less congested. "
  • Jenbain23
    "Love the neighborhood, but I don’t love the amount of people in town who have little awareness of appropriate fiscal responsibility with town finances."
  • Deidreyw
    "Nice small town, with plenty to do nearby. Great schools, many stores/shopping areas in surrounding towns and safe areas."
  • Deidreyw
    "It’s a nice small town with great schools, a lot of parks, and things to do in the area if you have little ones. Also, really nice restaurants in the area, so you don’t need to go far. There is a train station nearby and close to lots of shopping, highways and New York City!"
  • einarulfsson
    "Redding is the best Value in Fairfield County, amazing Schools, parks and recreation available."
  • Janeausten
    "Fabulous town full of wonderful parks and hiking trails. Town library started by Mark Twain and a hub of activity. Summer Concerts on the Green gather young and old to enjoy music and fun together. Excellent schools- always in top 10. "
  • Pdunay
    "Live and work here. Beautiful and peaceful country life. Great schools and very safe. "
  • rtklarsfeld
    "Part of prestigious Farview Farm Association with pool club and tennis courts. Completely updated in 2013. Custom gourmet kitchen of your dreams with double European dishwashers, Wolf 6 burner range, double ovens, warming drawer, Sub-Zero All Refrigerator and All Freezer . 3 car garage. Finished lower level 785 sq/ft for a total of 4,422 sq/ft."

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Homes for sale near 40 Dorethy Rd

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Off Market Homes Near 40 Dorethy Rd

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