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
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
Basement
- Full
- Heated
- Storage
- Interior access
- Partially finished
- Liveable space
- Full with walk-out
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
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.
- $949K med. price
- 6 homes for sale
- $817K med. price
- 3 homes for sale
- $910K med. price
- 38 homes for sale
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 |
(c) 2026 Based on information provided to and compiled by the Smart MLS, Inc.
286 Black Rock Turnpike
Home Photos