37 Giles Hill Rd Redding, CT 06896
Estimated payment $12,198/month
Total Views
2,352
5
Beds
3.5
Baths
6,101
Sq Ft
$294
Price per Sq Ft
Highlights
- Popular Property
- Tennis Courts
- Sub-Zero Refrigerator
- Redding Elementary School Rated A
- In Ground Pool
- 4.57 Acre Lot
About This Home
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.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $27,416
Year Built
- Built in 1985
Lot Details
- 4.57 Acre Lot
- Stone Wall
- Sprinkler System
- Garden
- Property is zoned R-2
Home Design
- Colonial Architecture
- Farmhouse Style Home
- Concrete Foundation
- Frame Construction
- Asphalt Shingled Roof
- Wood Siding
- Clap Board Siding
Interior Spaces
- 2 Fireplaces
- Awning
- Entrance Foyer
- Home Security System
Kitchen
- Gas Range
- Range Hood
- Microwave
- Sub-Zero Refrigerator
- Dishwasher
Bedrooms and Bathrooms
- 5 Bedrooms
Laundry
- Laundry in Mud Room
- Laundry Room
- Laundry on main level
- Dryer
- Washer
Attic
- Attic Floors
- Walkup Attic
- Finished Attic
Finished Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
- Basement Storage
Parking
- 3 Car Garage
- Parking Deck
Outdoor Features
- In Ground Pool
- Tennis Courts
- Deck
- Exterior Lighting
- Shed
- Porch
Schools
- Redding Elementary School
- John Read Middle School
- Joel Barlow High School
Utilities
- Zoned Heating and Cooling
- Floor Furnace
- Heating System Uses Oil
- Power Generator
- Private Company Owned Well
- Oil Water Heater
- Fuel Tank Located in Basement
Listing and Financial Details
- Assessor Parcel Number 269202
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $27,416 | $928,100 | $217,100 | $711,000 |
| 2024 | $26,655 | $928,100 | $217,100 | $711,000 |
| 2023 | $25,699 | $928,100 | $217,100 | $711,000 |
| 2022 | $24,938 | $748,000 | $231,700 | $516,300 |
| 2021 | $24,564 | $748,000 | $231,700 | $516,300 |
| 2020 | $24,564 | $748,000 | $231,700 | $516,300 |
| 2019 | $24,564 | $748,000 | $231,700 | $516,300 |
| 2018 | $23,727 | $748,000 | $231,700 | $516,300 |
| 2017 | $25,473 | $860,000 | $300,300 | $559,700 |
| 2016 | $25,146 | $860,000 | $300,300 | $559,700 |
| 2015 | $24,863 | $860,000 | $300,300 | $559,700 |
| 2014 | $24,863 | $860,000 | $300,300 | $559,700 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 07/22/2025 07/22/25 | Price Changed | $1,795,000 | -2.9% | $294 / Sq Ft |
| 07/09/2025 07/09/25 | For Sale | $1,849,000 | -- | $303 / Sq Ft |
Source: SmartMLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $480,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $794,500 | Stand Alone Refi Refinance Of Original Loan | |
| Closed | $718,000 | No Value Available | |
| Closed | $718,000 | No Value Available | |
| Closed | $384,000 | Unknown | |
| Previous Owner | $235,000 | No Value Available |
Source: Public Records
Similar Homes in the area
Source: SmartMLS
MLS Number: 24110300
APN: REDD-000031-000000-000094
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