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37 Giles Hill Road, 
Redding, CT 06896

$1,849,000


5

Beds


4

Baths


6,101

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Laura Ancona

William Pitt Sotheby'S Int'L

Last updated:

July 15, 2025, 12:39 PM

MLS#

24110300

Source:

CT

About This Home

37 Giles Hill Road

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.

Home Facts

Single Family

4 Baths

5 Bedrooms

Built in 1985

Price Summary

1,849,000

$303 per Sq. Ft.

MLS #:

24110300

Last Updated:

July 15, 2025, 12:39 PM

Added:

8 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

6,101 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial, Farm House

Building Area:

6,101 Sq. Ft.

Year Built:

1985


Lot

Lot Size (Sq. Ft):

199,069


Finances & Disclosures

Finances

Price:

$1,849,000

Price per Sq. Ft:

$303 per Sq. Ft.

Source:CT
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37 Giles Hill Road
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