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37 Giles Hill Road, Redding CT 06896

Current Price: $1,995,000

5 beds 4 baths 6101 sq. ft

Last Update: 6/18/2025

Property Type: Single Family For Sale

Public Remarks

Impeccable attention to detail both inside & out this sprawling country estate, set back privately on 4.57 pastoral acres on scenic Giles Hill, one of Reddings most coveted addresses. This quintessential CT farmhouse is like new in every way, but steeped in New England tradition w/split rail perimeter fencing, over a dozen stone walls, wood shutters w/S hooks, charming front porch, lush rolling lawn, plus mature flowering trees & gardens. The enchanting compound features extensive professional landscape & hardscape including terraced gardens w/stone retaining walls & steps leading to the free form, saltwater pool. The outdoor oasis also includes a sport court for tennis/full court basketball; whimsical chicken coop/garden shed; custom cedar raised bed vegetable/cutting gardens set in pea gravel w/stone surround; plus two tiered mahogany deck w/awning for outdoor dining. Over 6,100 sf of finished living space including 761 sf studio/gym loft over the detached 3 car garage w/French doors to the balcony. Total 5 BR, 3 full & 1 half baths, including luxe primary suite & walk-up to spacious 3rd floor bonus guest room. Extensive recent improvements: state of the art chefs kitchen w/Viking & Sub-Zero appliances, double islands & mother of pearl backsplash, open to the stunning great room w/wall of windows; 40 year architectural roof; HVAC; Generac whole house generator; full exterior repainting incl. split rail fencing around entire property (2024); & more. Exquisite in every way!

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: $26,655

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: 56

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