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$1,849,000

37 Giles Hill Rd Redding, CT 06896

5 beds
3 full, 1 partial
6,101 sqft
4.6 acres
$303 / sqft
House

Property details

About 37 Giles Hill Rd

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.

Highlights

Home typeOther
HeatingForced Air
StatusActive
CoolingCentral Air, Zoned
Size6,101 sqft
BasementYes
Lot size4.57 Acres
Year built1985
ParkingDetached Garage
MLS #24110300
Garage3 spaces
Private poolYes

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 3
  • Appliances: Gas Range, Microwave, Range Hood, Refrigerator, Subzero, Dishwasher, Washer, Dryer
  • Basement: Yes
  • Interior: Security System
  • Total Bedroom Count: 5
  • Garage Space: 3 spaces
  • Attached Garage: No
  • Private Pool: Yes
  • Parking: Detached Garage
  • Exterior: Lighting, Shed, Awnings, Tennis Court, Porch, Deck, Garden Area, Stone Wall, Underground Sprinkler
  • Architectural Style: Colonial
  • Heating: Forced Air
  • Cooling: Central Air, Zoned
  • List Price: $1,849,000
  • Price/SqFt: $303
  • Annual Tax Amount: $26,655
  • Tax Year: 2024
  • Lot: Fencing, Level, Landscaped, Rolling/Hilly
  • Directions: Newtown Tpke or Black Rock Tpke to Giles Hill to #37 down accessway
  • Year Built: 1985
  • Living Area: 6,101 SqFt
  • Lot Size: 4.57 Acres
  • MLS Number: 24110300
  • Office Name: William Pitt Sotheby's Int'l
  • Office Phone: (203) 438-9531
  • Office Email: lancona@wpsir.com
  • Listing Agent: Laura Ancona

IDXCopyright © 2025 Smart MLS. 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.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/11/2025, 5:45:31 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Sep 04, 1996
Home Sold
$480,000

Tax history

YearAssessmentProperty Tax
2024$928,100$26,655
2023$928,100$25,699
2022$748,000$24,938
2021$748,000$24,564
2020$748,000$24,564
2019$748,000$24,564

History based on county public records data.

Nearby schools

8

Redding Elementary School

Public District PK-4

1.6 mi

33 Lonetown Rd

9

Branchville Elementary School

Public District KG-5

5.1 mi

40 Florida Rd

9

Samuel Staples Elementary School

Public District PK-5

5.3 mi

515 Morehouse Rd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $134,122. The majority of Redding, CT residents have income between $100k-200k annually. The majority of families are married, no kids. Most residents in this area have post secondary degree education.

How much money do the neighbors make?

14%
<35k
20%
35k-100k
36%
100k-200k
30%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

24%
Single, No Kids
5%
Single, with Kids
36%
Married, No Kids
35%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

16%
<11 yrs old
11%
12-17 yrs old
8%
18-34 yrs old
51%
35-64 yrs old
14%
65+ yrs old

What do the neighbors do for fun?

  • HuntingHunting
  • PGA/LPGAPGA/LPGA
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • Dick's Sporting GoodsDick's Sporting Goods
  • DillardsDillards
  • Stein MartStein Mart

Where do the neighbors go to eat?

  • Texas RoadhouseTexas Roadhouse
  • Cracker BarrelCracker Barrel
  • ApplebeesApplebees

What do the neighbors drive?

  • SubaruSubaru
  • CadillacCadillac
  • LexusLexus

What do the neighbors listen to?

  • New CountryNew Country
  • News/Talk/InformationNews/Talk/Information
  • OldiesOldies
All data provided by Home Junction and Claritas

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Frequently asked questions

About 37 Giles Hill Rd

The listing price of 37 Giles Hill Rd property is $1,849,000.

The property 37 Giles Hill Rd is a house located in Redding, Connecticut, 06896.

Active Listing: 37 Giles Hill Rd is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 37 Giles Hill Rd are: Redding Elementary School (GreatSchools Rating 8/10), Branchville Elementary School (GreatSchools Rating 9/10), Samuel Staples Elementary School (GreatSchools Rating 9/10), John Read Middle School (GreatSchools Rating 8/10), Helen Keller Middle School (GreatSchools Rating 9/10), Bethel Middle School (GreatSchools Rating 6/10), Joel Barlow High School (GreatSchools Rating 9/10), Bethel High School (GreatSchools Rating 6/10), Weston High School (GreatSchools Rating 10/10).

According to the records, the last property tax for 2024 is $26,655 (source: MLS/based on county public records data).

The last sale was on September 4, 1996 for $480,000 (source: MLS/tax record).

The property at 37 Giles Hill Rd has 5 bedrooms and 3 full and 1 half bathrooms.

The property 37 Giles Hill Rd is 6,101 SqFt (source: MLS/tax record).

The year of construction for 37 Giles Hill Rd is 1985.

This home is located at 37 Giles Hill Rd in Redding, CT and zip code 06896. This 6,101 square foot home, which was built in 1985, sits on a 4.57 acre lot. Features: 5 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since July 9, 2025 and is currently priced at $1,849,000.

Over 6 listings were sold over their listed price in June 2025 in Redding, CT. In the same period over 3 listings were sold below the listed price and 3 listings were sold for the listed price. In June 2025 in Redding, CT there were 3.2% more homes for sale than in May.

From Rocket Homes Real Estate and based on county public records data.

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