123 Cross Highway
Redding, Connecticut 06896
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 4,325
- Acres
- 6.18
- Year Built
- 1986
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Set on 6.18 picturesque, lightly wooded acres in Redding's equestrian country, this timeless Colonial Cape spans 3,525 sq ft of refined living space, cherished and meticulously maintained by the same family for 37 years. Hardwood floors anchor the main level, leading from a stately living room with brick fireplace and formal dining room to a quiet, dedicated home office. The expansive eat-in kitchen flows effortlessly into an impressive family room showcasing dramatic wood-clad cathedral ceilings with exposed beams. Sliding doors open to a vast wraparound deck overlooking manicured grounds and peaceful woodland, offering an exceptional setting for outdoor gatherings. The upper levels provide exceptional privacy and versatility. The main 2nd floor features three bedrooms and two full baths, including a primary suite with a walk-in closet and dressing vanity. A private staircase leads to a separate fourth bedroom en-suite above the 2-car garage-perfect for an au-pair, guest sanctuary, or in-law suite. The walk-out lower level features a finished recreation room with a billiards table, plus expansive space ready for future expansion. Featuring newer roof and a freshly painted exterior, this private sanctuary is just 5 minutes to schools and town center, and 20 minutes to Metro-North.
Key Facts
- City/Town
- Redding
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod,Colonial
- Year Built
- 1986
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 4,325 sq ft
- Lot Size
- 6.18 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $19,732 / Annually
Market Snapshot
The Redding Market
Single Family · trailing 12 months
Active Listings
28
17 under contract
Median List Price
$990,000
28 active listings
Median Closed Price
$939,500
92 sales
Median Days on Market
58
28 active listings
Median $ / Sq Ft
$310
28 active listings
Sale-to-List Ratio
100.4%
92 sales
How this home compares
List Price
$975,000
vs $990,000 median
In line with median
Price / Sq Ft
$225
vs $310 median
27.4% below median
Days on Market
0 days
vs 58 days median
58 days fresher than median
Based on 28 active and 92 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of November 6, 2026.
Location
123 Cross Highway, Redding, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$5,284
- Property Taxes$1,644
- Insurance$325
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Redding
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod,Colonial
- Year Built
- 1986
- New Construction
- No/Resale
- Living Area
- 4,325 sq ft
- Below Grade
- 800 sq ft
Schools
- Elementary
- Redding
- High
- Joel Barlow
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central AirWindow Unit
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- Located in the basement
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullHeatedInterior AccessPartially FinishedLiveable SpaceFull With Walk-Out
- In-Law Apartment
- PossibleOver Garage
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredSecurity System
- Additional Rooms
- Bonus Room
Exterior & Lot
- Lot Size
- 6.18 acres
- Zoning
- R-2
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Clapboard
- Color
- Blue
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGutters
- Lot Description
- Lightly WoodedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $19,732 / Annually
- Days on Market
- 0
- MLS #
- 24219854
- MLS Status
- Active
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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 11/6/2026. 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 11/6/2026 at 11:50 PM UTC.