286 Black Rock Tpke Redding, CT, 06896

single family home
$ 1,297,500 For Sale Active Jul 14, 2026
  • 5 beds
  • 5 baths
  • 4,158 sq ft
  • 2.37 acres
  • 1708 year built
  • 3 cars garage

About the Home

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.

Rooms & Interior

5 bedrooms beds
4 full + 1 half baths
4,158 square feet sq ft

Room Details

  • Den (Main Level) Hardwood Floor
  • Bedroom (Upper Level) Balcony/Deck, Ceiling Fan, Walk-In Closet, Hardwood Floor
  • Other (Lower Level) Full Bath, Tile Floor
  • Dining Room (Main Level) 9 ft+ Ceilings, Beams, Fireplace, Hardwood Floor
  • Family Room (Main Level) 9 ft+ Ceilings, Balcony/Deck, Wet Bar, Gas Log Fireplace, Hardwood Floor
  • Half Bath (Main Level)
  • Primary Br Suite (Upper Level) Balcony/Deck, Bedroom Suite, Ceiling Fan, Fireplace, Full Bath, Walk-In Closet
  • Bedroom (Upper Level) Full Bath, Hardwood Floor
  • Bedroom (Upper Level) Hardwood Floor
  • Living Room (Main Level) 9 ft+ Ceilings, Beams, Fireplace, Patio/Terrace, Hardwood Floor
  • Eat In Kitchen (Main Level) Remodeled, Balcony/Deck, Built-Ins, Fireplace, Island, Pantry
  • Full Bath (Upper Level)
  • Bedroom (Upper Level) Hardwood Floor

Home Features

Heating

  • Fireplaces: 5
  • Heating: hot air
  • Heat fuel type: oil, propane
  • Fuel tank: in basement

Cooling

  • Ceiling fans
  • Central air
  • Whole house fan
  • Zoned

Interior Features

  • Auto garage door opener
  • Cable - available
  • Central vacuum

Appliances

  • Gas range
  • Microwave
  • Range hood
  • Refrigerator
  • Subzero
  • Dishwasher
  • Washer
  • Dryer

Attic

  • Access via hatch

Basement

  • Full
  • Heated
  • Storage
  • Interior access
  • Partially finished
  • Liveable space
  • Full with walk-out

Laundry

  • Lower level

Energy Features

  • Extra insulation
  • Generator ready
  • Programmable thermostat
  • Storm doors

Exterior Features

  • Barn
  • Lighting
  • Patio
  • Balcony
  • Shed
  • Fruit trees
  • Porch
  • Deck
  • Garden area

Property Details

Parking

  • Garage spaces: 3
  • Barn
  • Detached garage
  • Paved
  • Off street parking
  • Driveway

Lot Details

  • Lot surface: 2.37 acres
  • Fence - wood
  • Fence - partial
  • Fence - rail
  • Treed
  • Dry
  • Sloping lot
  • Professionally landscaped

Driveway

  • Private
  • Paved

Utilities

  • Water: private well
  • Sewage: septic

Near-by Amenities

  • Library
  • Medical facilities
  • Park
  • Private school(s)
  • Shopping/mall
  • Stables/riding

Construction Details

Style
antique

Construction year
1708

Exterior Siding
clapboard

Foundation
concrete, stone

Roof
asphalt shingle


Area & Town

This home is located at the intersection of two neighborhoods,
Redding Ridge and Five Points, in the town of Redding.

Finance & Listing Info

Status Active
Listing date July 14, 2026
List price $ 1,297,500
Current price $ 1,297,500
Tax amount $ 25,982
Tax year july 2026-june 2027
MLS ID #24191583
List Agent Nora Ryan
List Office Houlihan Lawrence WD

286 Black Rock Turnpike Home Photos

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