37 Giles Hill Rd Redding, CT, 06896

single family home
$ 1,995,000 For Sale Active Apr 17, 2025
  • 5 beds
  • 4 baths
  • 6,101 sq ft
  • 4.57 acres
  • 1985 year built
  • in ground pool
  • 3 cars garage

About the Home

More than a home, this soulful country estate is a living, breathing sanctuary-a place to reconnect with nature, beauty, and what matters most. This quintessential CT farmhouse is like new in every way, but steeped in New England tradition with split rail fencing, over a dozen stone walls, charming front porch, rolling lawn, plus mature flowering trees/gardens. Set back from the road on nearly 5 private acres along one of Redding's most scenic stretches, this exceptional estate offers a rare blend of timeless elegance, modern comfort, and bucolic privacy. Inside, over 6,000 sf of beautifully updated living space unfolds. The soaring great room and chef's kitchen-anchored by double islands, Viking and Sub-Zero appliances-form the true heart of the home. An inviting double fireplace opens to both the kitchen & living room. Five spacious bedrooms offer comfort & privacy, including a serene primary suite with vaulted ceilings & peaceful views. A finished 3rd floor adds flexibility for guests or creative pursuits. Above the detached 3 car garage, a private studio/gym offers endless possibilities for wellness, work, or quiet retreat. Step outside and you're immersed in nature: terraced gardens, a saltwater pool, sport court, and a two-tiered mahogany deck with sunset views over rolling ridgelines and neighboring horse farms. The landscape has been intentionally planted with native, pollinator-friendly species, welcoming butterflies, hummingbirds, and songbirds. Truly special.

Rooms & Interior

5 bedrooms beds
3 full + 1 half baths
6,101 square feet sq ft

Room Details

  • Media Room (Lower Level) Built-Ins, Hardwood Floor, Laminate Floor
  • Loft (Other Level) Balcony/Deck, Hardwood Floor, Laminate Floor
  • Great Room (Main Level) Vaulted Ceiling, Balcony/Deck, Dining Area, French Doors, Hardwood Floor
  • Family Room (Main Level) Built-Ins, French Doors, Patio/Terrace, Hardwood Floor
  • Bedroom (Upper Level) Ceiling Fan, Jack & Jill Bath, Wall/Wall Carpet
  • Rec/Play Room (Lower Level) Hardwood Floor, Laminate Floor
  • Living Room (Main Level) Fireplace, French Doors, Hardwood Floor
  • Dining Room (Main Level) Hardwood Floor
  • Bedroom (Upper Level) Beams, Ceiling Fan, Jack & Jill Bath, Wall/Wall Carpet
  • Primary Br Suite (Upper Level) Vaulted Ceiling, Full Bath, Walk-In Closet, Hardwood Floor
  • Bedroom (Other Level) Ceiling Fan, Full Bath, Wall/Wall Carpet
  • Kitchen (Main Level) Granite Counters, Fireplace, Island, Pantry, Hardwood Floor
  • Bedroom (Upper Level) Full Bath, Wall/Wall Carpet
  • Other Rooms Foyer, Gym, Laundry room, Mud room

Home Features

Heating

  • Fireplaces: 2
  • Heating: hot air
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air
  • Zoned

Interior Features

  • Security system

Appliances

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

Attic

  • Heated
  • Finished
  • Floored
  • Walk-up

Basement

  • Full
  • Storage
  • Fully finished
  • Interior access

Laundry

  • Main level

Energy Features

  • Generator

Exterior Features

  • Lighting
  • Shed
  • Awnings
  • Tennis court
  • Porch
  • Deck
  • Garden area
  • Stone wall
  • Underground sprinkler

Property Details

Parking

  • Garage spaces: 3
  • Detached garage

Swimming Pool

  • In ground pool

Lot Details

  • Lot surface: 4.57 acres
  • Fence - wood
  • Fence - stone
  • Level lot
  • Professionally landscaped
  • Rolling

Utilities

  • Water: private well
  • Sewage: septic

Construction Details

Style
colonial, farm house

Construction year
1985

Exterior Siding
clapboard, wood

Foundation
concrete

Roof
asphalt shingle


Area & Town

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

Finance & Listing Info

Status Active
Listing date April 17, 2025
List price $ 1,995,000
Current price $ 1,995,000
Tax amount $ 26,655
Tax year july 2024-june 2025
MLS ID #24088909
List Agent Laura Ancona
List Office William Pitt Sotheby's Int'l

37 Giles Hill Road Home Photos

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