268 Umpawaug Road
Redding, Connecticut 06896
Reduced from $849,000
- Beds
- 4
- Baths
- 2 | 2
- SqFt
- 3,922
- Acres
- 2.93
- Year Built
- 1969
- Neighborhood
- Umpawaug
- 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
Don't miss the opportunity to live in this special well cared for 8 room Colonial tucked away on 2.93 very private low maintenance acres on sought after Umpawaug Rd, so convenient to Topstone Park, the NY Metro train, walking distance to New Pond Farm, and close to commuting highways and shopping. The welcoming entry hall opens into the inviting light filled living room with a fireplace surrounded with extensive built-in bookcases. Step up to the sunny dining room with built-in corner cabinet, slider to the newer deck and entrance into the eat-in kitchen with ample cabinets and small hallway with access to a powder room and the oversized 2-car garage. Upstairs is the grand primary bedroom with 3 closets and a beautifully remodeled primary bath. There are 3 other bedrooms, all with excellent closets and a hall tub bath. The lower level includes a comfortable family room with a second fireplace and new slider to a patio. The rest of the remodeled walk out basement includes the laundry room, half bath and storage room. Built in 1969, this attractive colonial awaits a few of your personal touches but boasts so many improvements: SEE JULY 2026 IMPROVEMENTS in Documents! Also newer windows, new wood floors on the main level and 2 bedrooms, new hot water heater, and more. See the full list in documents. A SPECIAL HOME AWAITS! PLEASE NOTE: SELLER'S ATTORNEY PREFERS TO USE OWN CONTRACT; SO PLEASE USE THE PLAIN LANGUAGE OFFER IN DOCUMENTS (3rd in the order)
Key Facts
- City/Town
- Redding
- Neighborhood
- Umpawaug
- Property / Style
- Single Family · Colonial
- Year Built
- 1969
- Days on Market
- 118 days
- Beds
- 4
- Baths
- 2 full · 2 half
- Living Area
- 3,922 sq ft
- Lot Size
- 2.93 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $13,441 / Annually
Market Snapshot
The Redding Market
Single Family · trailing 12 months
Active Listings
24
24 under contract
Median List Price
$1.26M
24 active listings
Median Closed Price
$947,500
96 sales
Median Days on Market
54
24 active listings
Median $ / Sq Ft
$296
24 active listings
Sale-to-List Ratio
100.0%
96 sales
How this home compares
List Price
$749,000
vs $1.26M median
40.6% below median
Price / Sq Ft
$191
vs $296 median
35.5% below median
Days on Market
118 days
vs 54 days median
64 days longer than median
Based on 24 active and 96 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of July 28, 2026.
Location
268 Umpawaug Road, Redding, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,819
- Property Taxes$1,120
- 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
- Umpawaug
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1969
- New Construction
- No/Resale
- Living Area
- 3,922 sq ft
- Below Grade
- 1,370 sq ft
Schools
- Elementary
- Redding
- High
- Joel Barlow
Interior
- Heating
- BaseboardRadiatorZoned
- Heat Fuel
- Electric
- Cooling
- Attic Fan
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- Room in basement next to door to yard.
- Appliances
- Electric RangeRange HoodRefrigeratorDishwasher
- Basement
- PartialStorageFully FinishedInterior AccessWalk-outLiveable Space
- In-Law Apartment
- No
- Interior Features
- Cable - Pre-wired
- Additional Rooms
- FoyerLaundry Room
Exterior & Lot
- Lot Size
- 2.93 acres
- Zoning
- R-2
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Shingle
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGutters
- Lot Description
- Interior LotTreedSloping Lot
Listing & Financials
- Property Taxes
- $13,441 / Annually
- Days on Market
- 118
- MLS #
- 24149260
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:15 AM UTC.