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40 Deer Hill Road

Redding, Connecticut 06896

PENDING$1,125,000
Beds
4
Baths
3 | 1
SqFt
3,690
Acres
2.12
Year Built
1988
Matt Caiola

Matt Caiola

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2-Car Garage2 Fireplaces

About This Home

Tucked away on a quiet, tree-lined street in the center of town, 40 Deer Hill Road offers the rare balance of privacy, comfort, and everyday convenience. The moment you step inside, you are greeted by cascading natural light from a dramatic wall of windows. At the heart of the home is the main living area, an inviting space anchored by a fireplace, soaring cathedral ceilings, and windows that frame the changing seasons and bring the outdoors in. Just beyond, the deck serves as a private retreat, perfect for morning coffee or summer dinners overlooking the serene property. The updated eat-in kitchen is designed for both everyday living and entertaining, featuring a center island, double ovens, and generous space to gather. With comfort and flexibility in mind, the home also features a first-floor primary suite with a fireplace, private deck, dual walk in closets and a spacious primary bath w/oversized shower and soaking tub, creating a true retreat. The main level is rounded out with a second bedroom, 2 additional baths, dining room, & an office. Upstairs are 2 large bedrooms sharing a full bath. A bonus room above the garage offers versatility, ideal as a second office, playroom, media room, or guest space. With extensive improvements, peaceful surroundings, and a location that offers convenient access to town, schools, commuter routes & dining, this is a home that effortlessly combines everyday ease with the space to relax, gather, & truly enjoy.OFFER DEADLINE TUES 4/28 12PM

Key Facts

City/Town
Redding
Neighborhood
Redding Center
Property / Style
Single Family · Contemporary
Year Built
1988
Days on Market
97 days
Beds
4
Baths
3 full · 1 half
Living Area
3,690 sq ft
Lot Size
2.12 acres
Garage / Parking
2 garage
Property Taxes
$17,629 / 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

$1.13M

vs $1.26M median

10.7% below median

Price / Sq Ft

$305

vs $296 median

In line with median

Days on Market

97 days

vs 54 days median

43 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

40 Deer Hill Road, Redding, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,580

per month

  • Principal & Interest$5,736
  • Property Taxes$1,469
  • Insurance$375
  • 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
Contemporary
Year Built
1988
New Construction
No/Resale
Living Area
3,690 sq ft

Schools

Elementary
Redding
High
Joel Barlow

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Appliances
RefrigeratorDishwasherWasherDryer
Basement
Crawl SpaceFullUnfinishedInterior AccessFull With Walk-Out
Interior Features
Auto Garage Door OpenerOpen Floor Plan

Exterior & Lot

Lot Size
2.12 acres
Zoning
R-2
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Deck
Lot Description
Lightly WoodedSloping Lot

Listing & Financials

Property Taxes
$17,629 / Annually
Days on Market
97
MLS #
24169044
MLS Status
Under Contract

Similar Properties

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Listed By

Brianna Carvalho

(516) 319-7609

Compass Connecticut, LLC

(203) 290-2477

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 7:10 AM UTC.