37 Giles Hill Road | Redding N/A

$1,995,000 | 5 Beds | 4 Baths (3 Full, 1 Half) | 6,101 Sq. Ft.

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 Redding's 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 lux primary suite & walk-up to spacious 3rd floor bonus guest room. Extensive recent improvements: state of the art chef's 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! SmartMLS 24088909

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

MLS Listing ID: 
SmartMLS 24088909
Building Details
Details about the building on a property.
Architectural Style: 
Colonial
Year Built: 
1985
Living Area: 
6,101
Interior: 
Security System
Fireplaces: 
2
Construction
Foundation Details: 
Concrete
Roof: 
Asphalt Shingle
Exterior: 
Clapboard, Wood
Exterior Features: 
Lighting, Shed, Awnings, Tennis Court, Porch, Deck, Garden Area, Stone Wall, Underground Sprinkler
Room Details
Details about the rooms in the building.
Total Rooms: 
13
Total Bedrooms: 
5
Total Bathrooms: 
4
Total Full-Bathrooms: 
3
Total Half-Bathrooms: 
1
Utilities
Information about utilities available on the property.
Heating System: 
Hot Air
Heating System Fuel: 
Oil
Cooling System: 
Central Air, Zoned
Water Source: 
Private Well
Sewer: 
Septic
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
4.57
Waterfront: 
0
Water Body Category: 
Not Applicable
Lot Features
Garage: 
Detached Garage
Pool: 
In Ground Pool
Public Record
Parcel Number: 
269202
Annual Tax: 
$26,655.00
Property Zoning: 
R-2
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
4/18/2025
Contract Details
Details about the listing contract.
Possession: 
Negotiable
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Laura Ancona
Listing Office Name: 
William Pitt Sotheby's Int'l