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$1,849,000
New Listing

37 Giles Hill Road
Redding, CT 06896

For Sale|Single Family Residence|Active
5
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
6,101
SqFt
$303
/SqFt
1985
Built
County:
Fairfield
Listing courtesy of Laura Ancona of William Pitt Sotheby's Int'l

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Upcoming Open Houses
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Sun, Jul 13, 1:00 PM - 3:00 PM
37 Giles Hill Road37 Giles Hill Road37 Giles Hill Road37 Giles Hill Road
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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.

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Listing Snapshot
Price 
$1,849,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
6,101 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
4.57 Acres
Year Built 
1985
MLS® Number 
24110300
Status 
Active
Property Tax 
$27,416
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
7 hours agoListing updated with changes from the MLS®
8 hours agoListing first seen on site
General Features
Acres 
4.57
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
3
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic Tank
SqFt Total 
6101
Style 
ColonialFarm House
Water Source 
Well
Zoning 
R-2
Interior Features
Appliances 
DishwasherDryerGas RangeMicrowaveRefrigeratorWasherRange Hood
Basement 
FullFinishedStorage Space
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplaces 
2
Heating 
OilForced Air
Interior 
Entrance Foyer
Laundry Features 
Main LevelLaundry Room
Bedroom 
Dimensions - 19 x 14Level - UpperFeatures - Beamed Ceilings, Ceiling Fan(s)
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Exterior Features
Construction Details 
Wood SidingFrameClapboard
Exterior 
GardenTennis Court(s)
Fencing 
Wood
Lot Features 
LevelRolling Slope
Other Structures 
Shed(s)
Patio And Porch 
DeckPorch
Pool Features 
Outdoor PoolIn Ground
Roof 
Asphalt
Schools
School District
Unknown
Elementary School
Redding
Middle School
John Read
High School
Joel Barlow
Listing courtesy of Laura Ancona of William Pitt Sotheby's Int'l



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Last checked: 2025-07-09 09:43 PM UTC.

Neighborhood & Commute
Source: Walkscore
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