53 Dorethy Road, Redding, CT 06896
OFF MARKET

53 Dorethy Road
Redding, CT 06896

  • 3 Beds
  • 3.5 Baths
  • 3,731 sqft (on 3.60 acres)

$1,260,000

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $8,010/mo*

$1,260,000

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $8,010/mo*
3 Beds
3.5 Baths
3,731 sqft
(on 3.60 acres)

Homes for sale near 53 Dorethy Road

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This exceptional ca. 1750 antique farmhouse is an idyllic homestead filled with charm, vintage character, thoughtful updates, and is beautifully situated in a tranquil setting on 3.65 pastoral acres. Exposed hand-hewn post and beams, original wide-plank flooring, native stone fireplaces and a large, welcoming front porch grace the original structure. An extensive 1996 remodel introduced raised, vaulted ceilings, skylights, complementary beams, a chic custom chef’s Kitchen, renovated baths, newer windows with panoramic views of the serene woodlands, and a detached two-car garage with a finished studio loft above. And there’s more! …A fabulous 900+ sq ft barn (ca. 1930) with electric lighting, outlets, work bench and internet capability is a sensational asset to this treasured homestead. This sublime property borders acres and acres of serene, unspoiled woodlands with spectacular panoramic views, mature landscape, level and gently sloping grounds, and plenty of space for creating the country getaway of your dreams. Bring your personal vision, inspiration, passion, and ingenuity to further enhance, restore and preserve this timeless treasure and build a lifetime of cherished and enduring memories. Convenient to all area amenities, shopping, restaurants, train and commuter routes and a world away from the hustle and bustle of city life. Discover bucolic Redding, CT, with its rolling wooded acres, historic sites, state parks, hiking and riding trails, rivers, ponds, streams and hundreds of acres of open space, conservancy land, forested lands and rural character. Redding is the embodiment of the classic, unspoiled New England town. The New York Times has referred to Redding as "An Upscale Town with Upcountry Style". 65 miles from NYC and a world away from the stresses of urban living. 53 Dorethy Road... your escape for a weekend and your sanctuary for a lifetime.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 02, 2023

Home Highlights

Parking
Garage
Outdoor
Porch
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 53 Dorethy Road

Interior Features

Interior Details
Basement: Partial,Crawl Space,Unfinished,Dirt Floor,Interior Entry,Hatchway AccessNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3731 Square Feet
Appliances & Utilities
Appliances: Gas Range, Oven/Range, Oven, Microwave, Refrigerator, Subzero, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,Radiator,Electric,OilHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,Window Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Porch, TerraceOther Structures: Barn(s)Exterior: Rain Gutters, Stone WallFoundation: StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Detached,Garage Door Opener,Private,Gravel
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3731 Square Feet

Property Information

Year Built
Year Built: 1750
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Antique,Farm House
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 270756

Price & Status

Price
List Price: $950,000
Status Change & Dates
Off Market Date: Wed Sep 06 2023Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: ReddingCommunity: West Redding
School Information
Elementary School: ReddingJr High / Middle School: John ReadHigh School: Joel Barlow

Building

Building Area
Building Area: 3731 Square Feet

Community

Community Features: Library, Park, Public Rec Facilities, Shopping/Mall, Stables/Riding, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 3.6 Acres

Miscellaneous

BasementMls Number: 170583195Attic: NoneAbove Grade Unfinished Area: 3731

Additional Information

LibraryParkPublic Rec FacilitiesShopping/MallStables/RidingTennis Court(s)
Last check for updates: about 13 hours ago
Listed by Roni Agress, (203) 733-2656
William Pitt Sotheby's Int'l, (203) 438-9531
Bought with: Heidi Derusso, (203) 444-4075, William Raveis Real Estate, (203) 453-0391
Source: Smart MLS, MLS#170583195

Price History for 53 Dorethy Road

DatePriceEventSource
10/02/2023$950,000Sold
Smart MLS #170583195
09/07/2023$950,000PendingSmart MLS #170583195
07/28/2023$950,000Listed For SaleSmart MLS #170583195
08/31/2018$4,000ListingRemovedAgent Provided
06/28/2018$4,000Listed For RentAgent Provided
05/05/1992$422,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$23,100
Assessment$782,000
Home facts updated by county records

Comparable Sales for 53 Dorethy Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.43
Single-Family Home
$940,000
03/30/26
4
3.5
3,578
0.50
Single-Family Home
$900,000
10/16/25
4
2.5
3,270
0.47
Single-Family Home
$1,160,000
09/18/25
4
3.5
3,156
0.51
Single-Family Home
$942,000
07/15/25
4
3
2,619
0.65
Single-Family Home
$939,000
02/17/26
4
3.5
4,641
0.65
Single-Family Home
$1,050,000
11/21/25
5
3.5
3,778
0.83
Single-Family Home
$767,000
11/03/25
4
2.5
2,958
0.64
Single-Family Home
$725,000
12/03/25
4
2.5
1,678
0.86
Single-Family Home
$1,150,000
06/30/25
4
3
3,020
0.73
Single-Family Home
$1,600,000
10/02/25
6
4.5
3,573

Assigned Schools

These are the assigned schools for 53 Dorethy Road.
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

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 rent near 53 Dorethy Road

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Off Market Homes Near 53 Dorethy Road

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53 Dorethy Road, Redding, CT 06896 is a 3 bedroom, 4 bathroom, 3,731 sqft single-family home built in 1750. This property is not currently available for sale. 53 Dorethy Road was last sold on Oct 2, 2023 for $950,000 (0% higher than the asking price of $950,000). The current Trulia Estimate for 53 Dorethy Road is $1,260,000.