37 Giles Hill Road, Redding, CT 06896 (MLS # 24088909)

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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!

DAYS ON MARKET 22 LAST UPDATED 4/22/2025
YEAR BUILT 1985 GARAGE SPACES 3.0
COUNTY Fairfield STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Redding
Jr. High School John Read
High School Joel Barlow


ADDITIONAL DETAILS
AIR Central Air, Zoned
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Gas Range, Microwave, Range Hood, Refrigerator, Washer
BASEMENT Finished, Full, Storage Space, Yes
CONSTRUCTION Clapboard, Frame, Wood Siding
EXTERIOR Garden, Tennis Court(s)
FIREPLACE Yes
GARAGE Yes
HEAT Forced Air, Oil
INTERIOR Entrance Foyer
LOT 4.57 acre(s)
LOT DESCRIPTION Level, Rolling Slope
POOL DESCRIPTION Outdoor Pool, In Ground
SEWER Septic Tank
STYLE Colonial, Farm House
TAXES 26655
WATER Well
ZONING R-2
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

0
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*Estimate only

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Listing courtesy of William Pitt Sotheby's Int'l
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