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77 Wayside Lane

Redding, Connecticut 06896

ACTIVE - NEW$1,100,000
Beds
4
Baths
2 | 1
SqFt
2,947
Acres
3.24
Year Built
1997
Matt Caiola

Matt Caiola

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Waterfront2-Car Garage1 FireplaceVirtual Tour

About This Home

Idyllic country charm meets modern luxury in this turnkey Cape Cod home, nestled on 3.24 private acres complete with your own tranquil, spring-fed pond! Step inside through a dramatic two-story entry to find gleaming, richly-hued hardwood floors flowing seamlessly throughout the entire home. Thoughtfully designed for both entertaining and everyday comfort, the layout features elegant formal living and dining rooms bathed in natural light. At the heart of the home is the chef's kitchen with chic creamy-white cabinetry, timeless soapstone countertops, premium appliances, and a generous center island. It opens directly to an inviting family room anchored by a cozy fireplace and sunny bay-window seating and to a charming screened porch. The highly desirable main-level primary suite serves as a peaceful retreat, featuring a lavish en-suite spa-inspired bath designed for pure relaxation. Upstairs, you will discover three generously proportioned bedrooms, a stylishly updated full bath, and an expansive bonus room illuminated by bright skylights-a versatile space ready to become your home office, private gym, media lounge, or playroom. Peace of mind comes built-in with extensive improvements, including fresh exterior paint (2023), a comprehensive kitchen renovation (2021), a new roof (2015), updated interior painting (2015-2021-2026), and a stylishly renovated hall bath(2022). A truly ideal blend of classic architectural charm, modern luxury, and scenic country privacy. A win-win!

Key Facts

City/Town
Redding
Neighborhood
Umpawaug
Property / Style
Single Family · Cape Cod
Year Built
1997
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
2,947 sq ft
Lot Size
3.24 acres
Garage / Parking
2 garage · 3 total
Property Taxes
$18,316 / Annually

Market Snapshot

The Redding Market

Single Family · trailing 12 months

Median Days on Market

62

27 active listings

Median $ / Sq Ft

$327

27 active listings

Sale-to-List Ratio

100.4%

92 sales

How this home compares

List Price

$1.10M

vs $995,000 median

10.6% above median

Price / Sq Ft

$373

vs $327 median

14.1% above median

Days on Market

0 days

vs 62 days median

62 days fresher than median

Based on 27 active and 92 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of November 6, 2026.

Location

77 Wayside Lane, Redding, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,854

per month

  • Principal & Interest$5,961
  • Property Taxes$1,526
  • Insurance$367
  • 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
Cape Cod
Year Built
1997
New Construction
No/Resale
Living Area
2,947 sq ft

Schools

Elementary
Redding
High
Joel Barlow

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Appliances
Cook TopWall OvenMicrowaveRange HoodRefrigeratorIcemakerDishwasherWasherDryerWine Chiller
Basement
FullUnfinishedStorageGarage AccessInterior AccessConcrete Floor
Interior Features
Auto Garage Door OpenerCable - Pre-wiredCentral Vacuum
Additional Rooms
Bonus RoomExercise RoomFoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
3.24 acres
Zoning
R-2
Garage / Parking
2 garage spaces3 total parking spacesAttached GarageDrivewayPrivateGravel
Waterfront
Direct waterfront
Waterfront Details
PondWalk to WaterView
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Color
Edgecomb Grey
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesGuttersFrench Doors
Lot Description
Level LotRolling

Listing & Financials

Property Taxes
$18,316 / Annually
Days on Market
0
MLS #
24217394
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Roni Agress

(203) 733-2656

William Pitt Sotheby's Int'l

(203) 438-9531

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 1:05 AM UTC.