82 Simpaug Turnpike
Redding, Connecticut 06896
- Beds
- 3
- Baths
- 2
- SqFt
- 1,905
- Acres
- 0.47
- Year Built
- 1950
- Neighborhood
- West Redding
- Property Type
- Single Family

Matt Caiola
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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
Active Listings
27
13 under contract
Median List Price
$997,000
27 active listings
Median Closed Price
$925,000
95 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per 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
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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.