248 Simpaug Turnpike
Redding, Connecticut 06896
- Beds
- 4
- Baths
- 2
- SqFt
- 2,004
- Acres
- 0.45
- Year Built
- 1924
- Neighborhood
- Redding Center
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Classic New England Charm in West Redding Center! This charming home offers far more than meets the eye. Hardwood floors flow throughout, beginning in the spacious living room, where a beautiful stone fireplace adds warmth, character, and timeless appeal. The thoughtfully renovated kitchen features granite countertops, a center island, and stainless-steel appliances, all new in 2024, including an induction range. Just off the kitchen is a flexible den or dining room, along with a convenient mudroom/laundry room offering abundant storage and access to a three-quarter bath. The light-filled sunroom overlooks the private backyard, creating a bright and inviting place to relax. An additional room adjacent to the kitchen and dining area is perfect for a bar, playroom, or casual entertainment space. Upstairs, you will find three bedrooms, an updated full bath, and a separate office. The walk-up attic is an unexpected bonus, offering excellent storage and exciting possibilities for a hobby space, studio, or whatever your imagination can create. The property truly shines outdoors. Three separate patios provide multiple places to relax, entertain, or enjoy your favorite beverage. Established perennial gardens add beautiful seasonal color, while the property's location alongside the 170-acre Boy Scout Reservation provides exceptional privacy, with no neighbors directly behind the home or on one side.
Key Facts
- City/Town
- Redding
- Neighborhood
- Redding Center
- Property / Style
- Single Family · Antique,Farm House
- Year Built
- 1924
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 2,004 sq ft
- Lot Size
- 0.45 acres
- Property Taxes
- $8,580 / Annually
Market Snapshot
The Redding Market
Single Family · trailing 12 months
Active Listings
26
16 under contract
Median List Price
$1.01M
26 active listings
Median Closed Price
$950,000
93 sales
Median Days on Market
46
26 active listings
Median $ / Sq Ft
$281
26 active listings
Sale-to-List Ratio
100.6%
93 sales
How this home compares
List Price
$724,900
vs $1.01M median
28.4% below median
Price / Sq Ft
$362
vs $281 median
28.8% above median
Days on Market
0 days
vs 46 days median
46 days fresher than median
Based on 26 active and 93 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of September 11, 2026.
Location
248 Simpaug Turnpike, Redding, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$3,765
- Property Taxes$715
- Insurance$242
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Redding
- Neighborhood
- Redding Center
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Antique,Farm House
- Year Built
- 1924
- New Construction
- No/Resale
- Living Area
- 2,004 sq ft
Schools
- Elementary
- Redding
- High
- Joel Barlow
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Mud room
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- Full
- In-Law Apartment
- No
- Additional Rooms
- Bonus RoomLaundry RoomMud RoomSitting Room
Exterior & Lot
- Lot Size
- 0.45 acres
- Zoning
- R-2
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- MasonryStone
- Exterior Features
- ShedAwningsPorchPatio
- Lot Description
- Fence - PartialLightly WoodedTreedBorders Open SpaceDryCleared
Listing & Financials
- Property Taxes
- $8,580 / Annually
- Days on Market
- 0
- MLS #
- 24206309
- MLS Status
- Coming Soon
Similar Properties
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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 9/11/2026. 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 9/11/2026 at 8:25 PM UTC.