37 Giles Hill Road

Redding CT 06896

6101 sq. ft.

4.57 ac.

Single-Family

Last sold for $1,700,000

Laura Freed Ancona, last sold this property on 03 September 2025 after 133 days on market.

Overview

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.

Features

5 bedrooms

4 bathrooms

3 carspaces

3 garage spaces

6101 sq. ft. floor area

4.57 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Redding over the last 12 months, the estimated median property value of 37 Giles Hill Road is $1.28m.

Median value

$1.28m

Estimated value range

$630k - $1.85m

Median days on market

Estimated value trend

11%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Redding. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 37 Giles Hill Road

2025

Sold

$1,700,000

03 Sep 2025 by Laura Freed Ancona, of William Pitt Sotheby's Int'l

Happy sellers in Redding

We have insufficient information to provide an overview of customer satisfaction for Redding. Viewing the agent profiles, reviews and sales for Redding can provide insights for this location.