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268 Umpawaug Road

Redding, Connecticut 06896

ACTIVE$749,000

Reduced from $849,000

Beds
4
Baths
2 | 2
SqFt
3,922
Acres
2.93
Year Built
1969
Matt Caiola

Matt Caiola

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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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,189

per 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.

Listed By

Marilyn Sloper

(203) 770-6240

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 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.