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82 Simpaug Turnpike

Redding, Connecticut 06896

ACTIVE - NEW$749,000
Beds
3
Baths
2
SqFt
1,905
Acres
0.47
Year Built
1950
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage2 Fireplaces

About This Home

Set along the Redding/Ridgefield line in scenic West Redding, 82 Simpaug Turnpike offers timeless character, thoughtful modern updates, and beautiful views of Umpawaug Pond. Cherished by one family for over 50 years, the home is rich in history, with an expansive living room anchored by a striking stone fireplace handcrafted from materials gathered on the property. A beautifully refreshed kitchen features a center island topped with soapstone, while three bedrooms, including a primary suite, two fully renovated baths, and a second wood-burning fireplace offer comfort and character throughout. Extensively updated since 2023, improvements include a new roof, HVAC, whole-house generator, electrical upgrades, and refinished hardwood floors. Outside, a fully fenced backyard creates a private retreat, complete with a low-maintenance Trex deck and a new paver patio. A two-car finished attached garage with new doors and epoxy flooring adds everyday convenience. Less than 10 minutes from Ridgefield's vibrant Main Street, with easy access to Route 7, shopping, dining, and nearby Topstone Park, this exceptional location offers the best of country living with everything close at hand.

Key Facts

City/Town
Redding
Neighborhood
West Redding
Property / Style
Single Family · Ranch
Year Built
1950
Days on Market
0 days
Beds
3
Baths
2 full
Living Area
1,905 sq ft
Lot Size
0.47 acres
Garage / Parking
2 garage
Property Taxes
$9,418 / Annually

Market Snapshot

The Redding Market

Single Family · trailing 12 months

Median Days on Market

51

27 active listings

Median $ / Sq Ft

$315

27 active listings

Sale-to-List Ratio

100.7%

95 sales

How this home compares

List Price

$749,000

vs $997,000 median

24.9% below median

Price / Sq Ft

$393

vs $315 median

24.8% above median

Days on Market

0 days

vs 51 days median

51 days fresher than median

Based on 27 active and 95 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of October 16, 2026.

Location

82 Simpaug Turnpike, Redding, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,184

per month

  • Principal & Interest$4,149
  • Property Taxes$785
  • Insurance$250
  • HOA$0

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

Location

City/Town
Redding
Neighborhood
West Redding
County
Fairfield

Residence

Property Type
Single Family
Style
Ranch
Year Built
1950
New Construction
No/Resale
Living Area
1,905 sq ft

Schools

Elementary
Redding
High
Joel Barlow

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Lower LevelMain Level
Laundry Location
main level and basement
Appliances
Gas CooktopWall OvenMicrowaveRefrigeratorDishwasherWasherDryerWine Chiller
Basement
FullUnfinished
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
0.47 acres
Zoning
R-2
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
ViewSeasonal
Water Source
Private Well
Sewer
Septic
Construction
ShingleStone
Color
Taupe and Stone
Roof
Asphalt Shingle
Foundation
Block
Exterior Features
DeckGuttersHot TubPatio
Lot Description
Fence - WoodFence - FullLightly WoodedLevel LotWater View

Listing & Financials

Property Taxes
$9,418 / Annually
Days on Market
0
MLS #
24215005
MLS Status
Active

Similar Properties

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Listed By

Brianna Carvalho

(516) 319-7609

Compass Connecticut, LLC

(203) 290-2477

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/16/2026. 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 10/16/2026 at 10:05 PM UTC.