166 Picketts Ridge Road, Redding, CT 06896
OFF MARKET

166 Picketts Ridge Road
Redding, CT 06896

  • 5 Beds
  • 3 Baths
  • 2,300 sqft (on 2.11 acres)

$877,500

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $5,620/mo*

$877,500

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $5,620/mo*
5 Beds
3 Baths
2,300 sqft
(on 2.11 acres)

Local Information

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

Description

5 bedroom, 3 full bath contemporary style home set on 2 lovely acres on a quiet country road. Fabulous new kitchen w high end appliances & huge center island w waterfall style quartz countertops + ovesized sink opens to both the great room w fireplace & dining room. Open floor plan, vaulted ceiling w beams & walls of windows makes this space very inviting! Sliders off the dining room leads to an expansive deck offering views of the property, which includes a large barn w electricity, outdoor fireplace, pretty gardens & play area. 4 Good sized bedrooms on the main floor, updated baths. Main en-suite bedroom has large walk in closet & access to the deck.The 5th en-suite bedroom w it's own entrance is perfect for au pair, in-law, home office or rec room. Lower level offers a family room w fireplace, large office w french doors & laundry room. Conveniently located just a few minutes from Ridgefield's Main St w shops, restaurants, movie theater, art gallery & ACT, a theater venue often featuring Broadway stars! Redding, referred to by the New York Times as an "Upscale Town with Upcountry Style" offers 100's of acres of open space & conservation land, state parks for walking, hiking, biking; rivers, streams & ponds for fishing, canoeing & kayaking...an outdoor sports lovers paradise. Blue Ribbon Award schools. Close to Route 7, I84, Merritt & I95, it is an easy down or up county commute; approx 90 minutes from NYC. A beautiful home in a special town!
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 July 10, 2024

Home Highlights

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

Home Details for 166 Picketts Ridge Road

Interior Features

Interior Details
Basement: Finished,Heated,Interior Entry,Garage Access,Sump PumpNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Great Room, Kitchen, Office, Other
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2300 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Oven, Range Hood, Refrigerator, Dishwasher, Water HeaterDishwasherLaundry: Lower LevelRefrigerator
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PorchOther Structures: Barn(s), Shed(s)Exterior: Garden, LightingFoundation: Concrete Perimeter, RaisedGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Shared Driveway,Paved,Asphalt
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1800 Square FeetFinished Area (below surface): 500 Square Feet

Property Information

Year Built
Year Built: 1967
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary,Ranch
Building
Construction Materials: Shingle Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: string lights in backyardParcel Number: 271261

Price & Status

Price
List Price: $735,000
Status Change & Dates
Off Market Date: Tue Jul 11 2023Possession Timing: Late June Subject To Sellers Finding Suitable Hous

Active Status

MLS Status: Closed

Location

Direction & Address
City: ReddingCommunity: Pickett's Ridge
School Information
Elementary School: ReddingJr High / Middle School: John ReadHigh School: Joel Barlow

Building

Building Area
Building Area: 2300 Square Feet

Community

Community Features: Health Club, Library, Medical Facilities, Playground, Private Rec Facilities, Public Rec Facilities, Shopping/Mall, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 2.11 Acres

Miscellaneous

BasementMls Number: 170569103Attic: Pull Down StairsAbove Grade Unfinished Area: 1800

Additional Information

HOA Amenities: None
Last check for updates: about 10 hours ago
Listed by Lisa Pompeo, (203) 240-2937
William Pitt Sotheby's Int'l, (203) 438-9531
Bought with: Michele Milton, (203) 788-4883, Coldwell Banker Realty, (203) 438-9000
Source: Smart MLS, MLS#170569103

Price History for 166 Picketts Ridge Road

DatePriceEventSource
08/23/2023$730,245Sold
Smart MLS #170569103
07/18/2023$735,000PendingSmart MLS #170569103
06/02/2023$735,000Listed For SaleSmart MLS #170569103
10/02/2019$440,000Sold
Smart MLS #170199347
07/31/2019$439,900PendingAgent Provided
07/30/2019$439,900PendingToActiveAgent Provided
07/16/2019$439,900PendingAgent Provided
06/03/2019$439,900Listed For SaleAgent Provided
12/22/2010$462,500Sold
Smart MLS #98467929
02/19/2002$385,500Sold
N/A

Market trends in Redding

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
49
20
MoM
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Property Tax and Assessment

Year2025
Tax$10,862
Assessment$367,700
Home facts updated by county records

Homeowner tools

Estimated monthly rent$5,122/mo

Comparable Sales for 166 Picketts Ridge Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.17
Single-Family Home
$775,000
10/31/25
4
3
2,420
0.76
Single-Family Home
$850,000
11/19/25
4
2.5
2,635
0.62
Single-Family Home
$650,000
01/14/26
4
3
1,917
0.78
Single-Family Home
$950,000
12/02/25
4
2.5
2,145
0.44
Single-Family Home
$1,850,000
07/15/25
5
5.5
6,193
0.84
Single-Family Home
$845,000
10/31/25
3
2.5
1,975
1.12
Single-Family Home
$595,000
07/10/25
4
1.5
2,294
0.96
Single-Family Home
$1,425,000
05/11/26
4
2.5
3,427
1.24
Single-Family Home
$925,000
04/30/26
4
2.5
2,560

Nearby homes

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Assigned Schools

These are the assigned schools for 166 Picketts Ridge 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

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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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.
166 Picketts Ridge Road, Redding, CT 06896 is a 5 bedroom, 3 bathroom, 2,300 sqft single-family home built in 1967. This property is not currently available for sale. 166 Picketts Ridge Road was last sold on Aug 23, 2023 for $730,245 (1% lower than the asking price of $735,000). The current Trulia Estimate for 166 Picketts Ridge Road is $877,500.