37 Giles Hill
Redding, CT 06896
- 5 beds
- 4 baths
- 6,101 sqft
- ~5 acre lot
- $326 per sqft
- 1985 build
- – on site
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!
Last checked:
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Last updated Apr 23, 2025
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MLS# 24088909 —
The Building
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Year Built:1985
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Year Built Source:Public Records
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New Construction Type:No/Resale
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Style:Colonial, Farm House
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Roof Information:Asphalt Shingle
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Attic:Yes
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Attic Description:Heated, Finished, Floored, Walk-up
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Exterior Siding:Clapboard, Wood
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Foundation Type:Concrete
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Basement Description:Full, Storage, Fully Finished, Interior Access
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Exterior Features:Lighting, Shed, Awnings, Tennis Court, Porch, Deck, Garden Area, Stone Wall, Underground Sprinkler
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Energy Features:Generator
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SqFt Total:6101
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SqFt Description:As measured
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SqFt Est Heated Above Grade:5389
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SqFt Est Heated Below Grade:712
Interior
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Interior Features:Security System
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Fireplaces Total:2
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Laundry Room:Main Level
Location
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Directions:Newtown Tpke or Black Rock Tpke to Giles Hill to #37 down accessway
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Neighborhood:N/A
The Property
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Parcel Number:269202
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Property Type:Single Family For Sale
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Zoning:R-2
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Acres:4.57
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Acres Source:Public Records
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Lot Description:Fence - Wood, Fence - Stone, Level Lot, Professionally Landscaped, Rolling
Listing Agent
- Contact info:
- Agent phone:
- (203) 438-9531
Taxes
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Tax Year:July 2024-June 2025
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Property Taxes:26655
Beds
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Beds Total:5
Baths
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Total Baths:4
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Full Baths:3
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Half Baths:1
The Listing
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https://www.seetheproperty.com/u/481319
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Virtual Tour Branded URL:https://www.seetheproperty.com/481319
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Home Warranty Offered:No
Heating & Cooling
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Heat Type:Hot Air
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Heat Fuel Type:Oil
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Cooling System:Central Air, Zoned
Utilities
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Water Source:Private Well
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Sewage System:Septic
Appliances
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Appliances Included:Gas Range, Microwave, Range Hood, Refrigerator, Subzero, Dishwasher, Washer, Dryer
Schools
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Elementary School:Redding
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Middle Or Junior School:John Read
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High School:Joel Barlow
The Community
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Swimming Pool:Yes
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Pool Description:In Ground Pool
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Direct Waterfront:No
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Waterfront Description:Not Applicable
Parking
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Garage & Parking:Detached Garage
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Garages Number:3
Monthly cost estimate
Asking price
$1,995,000
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$10,682
|
| Taxes | N/A |
| Insurance | $548 |
| Utilities | $559 See report |
| Total | $11,789/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
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4/22/25
Apr 22, 2025
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Listed / Active | SMART_MLS | $1,995,000 | |
|
4/17/25
Apr 17, 2025
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Coming Soon | SMART_MLS | $1,995,000 | 54.1% (3.8% / YR) |
|
1/10/11
Jan 10, 2011
|
SMART_MLS | $1,295,000 |
