About This Home

This 5-bedroom, 5-bathroom single family at 286 Black Rock Turnpike in Redding, CT is listed for $1,297,500 ($312 per sqft). the home offers 4,158 sqft of living space on a 2.37 acres lot.

Key Features

  • Built in 1708
  • 2.37 acre lot
  • 8 parking spaces
  • Fireplace

Property Details

4 full, 1 half
3-car garage

Amenities

FireplaceA/C
Listing Description

Timeless New England Charm. Exceptional Outdoor Living. Tucked into 2.37 acres of beautifully established, park-like grounds, this distinctive Redding residence offers a captivating blend of historic character, modern comfort, and inviting indoor-outdoor living.

Light-filled rooms, exposed beams, hardwood floors, and five fireplaces create warmth and character throughout. An updated chef's kitchen and adjoining family room open to a deck nestled among the trees, while gracious gathering spaces invite everything from quiet evenings to lively celebrations.

Outdoors, mature trees, sweeping lawns, stone walls, and winding brick walkways create a picturesque retreat. A spectacular 1,000-square-foot stone terrace with a working fireplace offers an unforgettable setting for dining, entertaining, and enjoying the changing seasons.

With five bedrooms, four and a half updated baths, and more than 4,100 square feet, the home offers exceptional versatility, including a separate entrance ideal for a private home office or study. Known as the Rebecca Denison Homestead, the property's history dates to 1708, with the present Greek Revival residence built in 1824. Nestled in scenic Fairfield County, Redding offers natural beauty, preserved open spaces, highly regarded schools, and a peaceful country lifestyle within convenient reach of New York City.

Monthly Cost Estimate

$6,939/mo

20% down · 6.5% · 30 years

Principal$938
Interest$5,623
Insurance$378

Estimates only. Actual payments may vary.

Location

286 Black Rock Turnpike

Redding, CT 06896

Features & Amenities

Interior Features

Auto Garage Door Opener,Cable - Available,Central Vacuum

Exterior Features

Barn,Lighting,Patio,Balcony,Shed,Fruit Trees,Porch,Deck,Garden Area

Property Details

Outdoor Features

Patio

Cooling

ZonedWhole House FanCentral Air

Appliances

Gas RangeMicrowaveRange HoodRefrigeratorSubzeroDishwasherWasherDryer

Questions & Answers

This 5-bedroom, 5-bathroom single family at 286 Black Rock Turnpike is listed at $1,297,500 ($312/sqft). The estimated monthly payment is $6,939 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1708, 2.37 acre lot, 8 parking spaces, Fireplace. Interior Features: Auto Garage Door Opener,Cable - Available,Central Vacuum. Exterior Features: Barn,Lighting,Patio,Balcony,Shed,Fruit Trees,Porch,Deck,Garden Area.

This property is listed by Nora Ryan.

NR

Nora Ryan

Agent at Wareck D'Ostilio Real Estate LLC

Listed by Wareck D'Ostilio Real Estate LLC · Broker phone: (203) 787-7800 · View on Broker Site · Broker website

MLS# 24191583· Source: SmartMLS, Inc.· 106 days on PropertySimple

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

286 Black Rock Turnpike, Redding, CT 06896

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