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284 Black Rock Turnpike, Redding CT

– Under Deposit –

Down a long private drive, tucked away among majestic native trees and lush green landscapes, sited on 2.37 pristine acres this grand residence is a breath of fresh air for anyone seeking expansive natural surroundings and an elegant custom home. The stately brick and clapboard Colonial is thoughtfully updated with a perfect balance of formal and casual spaces. “Redding, CT – More woods and fewer people” – NY Times. Also referred to as “the Vermont of Connecticut”.  Twenty minutes from downtown Westport or Ridgefield. 62 miles to NYC via the New Haven Metro-North line at West Redding or Branchville stations. Five minutes from Joel Barlow High School, ranked #18 amongst Connecticut public schools.  Redding elementary has been named a National PTA School of Excellence.

5 Bedrooms


4 Full, 1 Half Baths


4,765 Sq Ft


2.37 Acres

Adventures Await

Nestled on 2.37 acres, this incredible property offers endless outdoor adventures.

The Great Room

High on the relaxation scale, with an open flow from the kitchen, the ultra cozy sitting area invites you to put your feet up, cue up Netflix and enjoy the warmth of a crackling fire. The custom entertainment center includes the flat screen TV, wiring for surround sound and premium Polk speakers.


Some homes have a bonus room, we have whole bonus wing! On the main level, off a breezeway from the great room there is a private guest bedroom suite and a vaulted media/great room with a Sub-zero beverage center.

A Handsome First Floor Office

Features built-in library shelves and glass French doors.


Redding offers a blue-ribbon school system that is part of the Easton-Redding-Region 9 School District.  “The National Blue Ribbon Schools Program honors public and private K-12 schools that are either academically superior in their state or that demonstrate dramatic gains in student achievement.”

Joel Barlow High School –

John Read Middle School –

Redding Elementary School –

Redding Park & Recreation

Redding Park & Recreation offers a wide variety of programming for Redding Families including: Before and After School Care, Summer Camps, Youth Sports Leagues, Trips, and more.

Redding Community Center also offers ball fields, tennis courts, youth sports and after school classes, gymnasium, seasonal ice rink.

New Pond Farm & Education Center

The New Pond Farm Education Center, an outdoor classroom of woodlands, wetlands and rolling meadows, includes hiking trails, an astronomy building, a recreated Native American encampment and farm animals.

Redding Land Trust

“Redding Land Trust is dedicated to protecting Redding’s woods, meadows, wetlands, and vistas for the benefit of our town’s residents and visitors, our wildlife and natural resources, and for future generations.”

1,000 Acre Horse Trails

Nearby at Huntington State Park 

Topstone Park

Topstone is Redding’s 280-acre park with a picturesque lake and sandy beach used for swimming & kayaking, plus nature trails and even a beach for dogs.

Mark Twain Library

Honoring the vision and legacy of its founder, the Mark Twain Library offers the Redding community a center for intellectual, educational, social and cultural enrichment, providing a wide variety of materials, resources, and programs for all ages.

Rock N’ Roots Revival

“Back in 2015, Redding Historical Society & Town Historian Charley Couch had an idea. Why not have a July 4th celebration in town, complete with music, fireworks, games and tasty add ons like a pie tasting contest for the ages, a notion not thought possible given just how difficult it would be to pull it off. Well, the esteemed Mr. C made it happen and now, at the age of 5, Charley’s Rock’n Roots Revival 2019 jumped off on Saturday, June 29 and was a success.  CC would be proud without question.”

Local Restaurants

The Spinning Wheel, Redding Ridge Market & Deli, Milestone, Wire Mill Saloon & Barbecue, Barcelona, Schoolhouse at Cannondale

Redding Country Club

“A Club in the Country – Family & Tradition. Nestled high atop the hills in beautiful rural Redding, Connecticut, about 60 miles from New York City, this family-oriented country club is renowned as much for the friendly atmosphere as it is for its amenities.”


Luxury Specialist & Accredited Buyers Agent


Westport Spaces Affiliated with  RE/MAX Heritage Real Estate 20 Saugatuck Avenue, Westport, CT 06880
Listing information is subject to change, errors and omissions including price. We only display select listings from Fairfield County. We update every 72 hours. In that time a house may not be available. Licensed real estate sales person in the State of Connecticut, #0794928