37 Giles Hill Road, Redding, CT 06896
Local realty services provided by:ERA Blanchard & Rossetto, Inc.



Listed by:laura ancona
Office:william pitt sotheby's int'l
MLS#:24110300
Source:CT
Price summary
- Price:$1,795,000
- Price per sq. ft.:$294.21
About this 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 Connecticut 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 and gardens. Set back from the road on nearly five 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 square feet 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 and living room. Five spacious bedrooms offer comfort and privacy, including a serene primary suite with vaulted ceilings and peaceful views. A finished third floor adds flexibility for guests or creative pursuits. Above the detached three car garage, a private studio and gym offers endless possibilities for wellness, work, or quiet retreat. Step outside and you are 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.
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Home facts
- Year built:1985
- Listing Id #:24110300
- Added:36 day(s) ago
- Updated:August 15, 2025 at 07:13 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Living area:6,101 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Hot Air
Structure and exterior
- Roof:Asphalt Shingle
- Year built:1985
- Building area:6,101 sq. ft.
- Lot area:4.57 Acres
Schools
- High school:Joel Barlow
- Middle school:John Read
- Elementary school:Redding
Utilities
- Water:Private Well
Finances and disclosures
- Price:$1,795,000
- Price per sq. ft.:$294.21
- Tax amount:$27,416 (July 2025-June 2026)
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