$1,795,000

37 Giles Hill Road, Redding, CT 06896

  • 5 beds |
  • 4 baths |
  • 6,101 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1985
  • Property Lot Size Icon4.57acre lot
  • Property Parking Icon 3 car garage
  • Property Price Per Square Feet Icon $294/sqft
  • Property List Date Icon Listed 18 days ago

Property Description

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.

Listing Status:
Active
Date Added:
July 9, 2025 at 02:08PM
Listing Office:
William Pitt Sotheby's Int'l : (203) 438-9531
Listing Agent:
Laura Ancona : (203) 733-7053
MLS ID:
24110300
  • General: Security System
  • Rooms: FoyerGymLaundry RoomMud Room
  • Appliances: Gas RangeMicrowaveRange HoodRefrigeratorSubzeroDishwasherWasherDryer
  • Laundry: Main Level
  • Basement: FullStorageFully FinishedInterior Access
  • A/C: Central AirZoned
  • Heating: Hot AirOil
  • Fireplace: Fireplaces: 2

This listing courtesy of Laura Ancona, William Pitt Sotheby's Int'l

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

J

Joel Barlow High School

100 Black Rock Tpke, Redding, CT, 06896

Grades 9-12

0.90 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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