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71 Picketts Ridge Road

Redding, Connecticut 06896

PENDING$499,000

Reduced from $539,000

Beds
2
Baths
1
SqFt
930
Acres
2.12
Year Built
1950
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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1 FireplacePrice Reduced

About This Home

Tucked away like a storybook retreat, 71 Picketts Ridge is a charming and cozy ranch-style home that lives like a private condo alternative, set on two secluded acres and reached by a long, winding driveway that opens to the peaceful serenity of the woods. Surrounded by nature and complete privacy, this special property offers the perfect blend of tranquility and convenience. Recently remastered and truly move-in ready, the home features a new roof and gutters, brand-new kitchen, updated full bath, fresh modern color palette, and new flooring throughout. These thoughtful updates enhance the warm, inviting layout while preserving the home's intimate, comfortable feel. Located in a town known for its top-rated school system, this home is ideal as either a full-time residence or a weekend retreat. Enjoy quick access to the Redding train station just minutes away, along with miles of nearby hiking trails and protected open space for outdoor enthusiasts. Whether you're seeking a peaceful primary home or a serene second-home escape, 71 Picketts Ridge offers privacy, charm, and modern updates in a truly storybook setting.

Key Facts

City/Town
Redding
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1950
Days on Market
206 days
Beds
2
Baths
1 full
Living Area
930 sq ft
Lot Size
2.12 acres
Property Taxes
$7,529 / Annually

Market Snapshot

The Redding Market

Single Family · trailing 12 months

Median Days on Market

55

23 active listings

Median $ / Sq Ft

$295

23 active listings

Sale-to-List Ratio

100.0%

98 sales

How this home compares

List Price

$499,000

vs $1.15M median

56.6% below median

Price / Sq Ft

$537

vs $295 median

82.0% above median

Days on Market

206 days

vs 55 days median

151 days longer than median

Based on 23 active and 98 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of August 10, 2026.

Location

71 Picketts Ridge Road, Redding, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,366

per month

  • Principal & Interest$2,573
  • Property Taxes$627
  • Insurance$166
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Redding
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Ranch
Year Built
1950
New Construction
No/Resale
Living Area
930 sq ft

Schools

Elementary
Redding
High
Joel Barlow

Interior

Heating
Baseboard
Heat Fuel
Electric
Cooling
None
Fireplaces
1
Appliances
Oven/RangeDishwasherWasherDryer
Basement
None

Exterior & Lot

Lot Size
2.12 acres
Zoning
R-2
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
None
Exterior Features
Patio
Lot Description
TreedLevel Lot

Listing & Financials

Property Taxes
$7,529 / Annually
Days on Market
206
MLS #
24148916
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Kyle Neumann

(860) 370-3712

Houlihan Lawrence

(203) 438-0455

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/10/2026. This information is provided 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 8/10/2026 at 10:01 PM UTC.