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$1,995,000
48 Days On Site

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
$327
/SqFt
1985
Built
County:
Fairfield
Listing courtesy of Laura Ancona of William Pitt Sotheby's Int'l
Call Now: 860.406.4060
Is this the listing for you? We can help make it yours.
860.406.4060
Upcoming Open Houses
Sat, Jun 7, 1:00 PM - 3:00 PM
37 Giles Hill Road37 Giles Hill Road37 Giles Hill Road37 Giles Hill Road
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Mortgage Calculator

Monthly Payment (Est.)

$9,102
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

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 luxe 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!

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Listing Snapshot
Price 
$1,995,000
Days On Site 
48 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 
24088909
Status 
Active
Property Tax 
$26,655
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
a month agoStatus changed to Active
2 months 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 - 13.5 x 12Level - Upper
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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



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.
Last checked: 2025-06-05 11:23 PM UTC.

Neighborhood & Commute
Source: Walkscore
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