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248 Simpaug Turnpike

Redding, Connecticut 06896

ACTIVE$724,900
Beds
4
Baths
2
SqFt
2,004
Acres
0.45
Year Built
1924
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1 Fireplace

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
48 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

Median Days on Market

59

30 active listings

Median $ / Sq Ft

$327

30 active listings

Sale-to-List Ratio

100.6%

97 sales

How this home compares

List Price

$724,900

vs $990,000 median

26.8% below median

Price / Sq Ft

$362

vs $327 median

10.7% above median

Days on Market

48 days

vs 59 days median

11 days fresher than median

Based on 30 active and 97 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of October 29, 2026.

Location

248 Simpaug Turnpike, Redding, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,941

per month

  • Principal & Interest$3,984
  • 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
48
MLS #
24206309
MLS Status
Active

Similar Properties

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Listed By

Rick Maiolo

(203) 645-0004

Coldwell Banker Realty

(203) 438-9000

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/29/2026. 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 10/29/2026 at 3:01 AM UTC.