74 days on market
Active
More about this Property

If you are interested in more information or having a tour of this property with an experienced agent, please fill out this quick form and we will get back to you!


37 Giles Hill Road, Redding CT 06896

Current Price: $1,995,000

5 beds 4 baths 6101 sq. ft

Last Update: 7/6/2025

Property Type: Single Family For Sale

Public Remarks

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 Reddings 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 chefs 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 youre 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.

Map to Property at 37 Giles Hill Road, Redding CT 06896


Newtown Tpke or Black Rock Tpke to Giles Hill to #37 down accessway

Residential Property Information for 37 Giles Hill Road, Redding CT 06896

MLS #: 24088909

Style: Colonial,Farm House

Color:

Total Rooms:

Bedrooms: 5

Bathrooms: 4

Acres: 4.57

Year Built: 1985 (Public Records)

New Construction: No/Resale

Home Warranty Offered:

Property Tax: $27,416

Zoning: R-2

Mil Rate:

Assessed Value: $928,100 

Potential Short Sale:

Square Footage: Estimated HEATED Sq.Ft. above grade is 5389; below grade sq feet total is 712; total sq ft is 6101

Features
Appliances Incl.: Gas Range,Microwave,Range Hood,Refrigerator,Subzero,Dishwasher,Washer,Dryer
Laundry Location & Info: Main Level 
Fireplaces: 2
Energy Features: Generator
Interior Features: Security System
Energy Features: Generator
Basement Desc.: Full,Storage,Fully Finished,Interior Access
Exterior Siding: Clapboard,Wood
Exterior Features: Lighting,Shed,Awnings,Tennis Court,Porch,Deck,Garden Area,Stone Wall,Underground Sprinkler
Foundation: Concrete
Roof: Asphalt Shingle
Parking Spaces: 3
Garage/Parking Type: Detached Garage
Swimming Pool: 1
Waterfront Feat.: Not Applicable
Lot Description: Fence - Wood,Fence - Stone,Level Lot,Professionally Landscaped,Rolling
Occupied: Owner
Utility Information

Hot Water System

Heat Type:

Fueled By: Hot Air.

Cooling: Central Air,Zoned

Fuel Tank Location: In Basement

Water Service: Private Well

Sewage System: Septic

School Information

Elementary: Redding

Intermediate:

Middle: John Read

High School: Joel Barlow

Marketing History

Current List Price: $1,995,000

Original List Price: $1,995,000

DOM: 74

Listing Date: 4/17/2025

Last Updated: 4/23/2025 4:05:04 AM

Expected Active Date: 4/23/2025

Listing Agent and Broker

List Agent Name: Laura Ancona

List Office Name: William Pitt Sothebys Intl