40 Deer Hill Rd

3,690 Sq. Ft.
$305 / Sq. Ft.
3,690
Sq. Ft.
$305
per Sq. Ft.

Description

Tucked away on a quiet, tree-lined street in the center of town, 40 Deer Hill Road offers the rare balance of privacy, comfort, and everyday convenience. The moment you step inside, you are greeted by cascading natural light from a dramatic wall of windows. At the heart of the home is the main living area, an inviting space anchored by a fireplace, soaring cathedral ceilings, and windows that frame the changing seasons and bring the outdoors in. Just beyond, the deck serves as a private retreat,...Tucked away on a quiet, tree-lined street in the center of town, 40 Deer Hill Road offers the rare balance of privacy, comfort, and everyday convenience. The moment you step inside, you are greeted by cascading natural light from a dramatic wall of windows. At the heart of the home is the main living area, an inviting space anchored by a fireplace, soaring cathedral ceilings, and windows that frame the changing seasons and bring the outdoors in. Just beyond, the deck serves as a private retreat, perfect for morning coffee or summer dinners overlooking the serene property. The updated eat-in kitchen is designed for both everyday living and entertaining, featuring a center island, double ovens, and generous space to gather. With comfort and flexibility in mind, the home also features a first-floor primary suite with a fireplace, private deck, dual walk in closets and a spacious primary bath w/oversized shower and soaking tub, creating a true retreat. The main level is rounded out with a second bedroom, 2 additional baths, dining room, and an office. Upstairs are 2 large bedrooms sharing a full bath. A bonus room above the garage offers versatility, ideal as a second office, playroom, media room, or guest space. With extensive improvements, peaceful surroundings, and a location that offers convenient access to town, schools, commuter routes and dining, this is a home that effortlessly combines everyday ease with the space to relax, gather, and truly enjoy.

Listing Agent

Property Details for 40 Deer Hill Road

Basement Description
Crawl Space, Full, Unfinished, Interior Access, Full With Walk-Out
Direct Waterfront
No
Garages Number
2
Neighborhood
Redding Center
Style
Contemporary
Garage Parking Info
Attached Garage
Swimming Pool
No

Open Houses

Saturday, Apr 25th1:00 PM - 3:00 PM
Sunday, Apr 26th1:00 PM - 3:00 PM
LISTING UPDATED: 04/22/2026 02:00 AM

Property Details for 40 Deer Hill Road

StatusActive
MLS #24169044
Days on Market1
Taxes$17,629 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1988
Lot Size2.12 AC / 92,347 SF
CountyFairfield County
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Building Information for 40 Deer Hill Road

Stories-Year Built1988Building Size-Lot Size2.12 AC / 92,347 SF

Payment Calculator

$7,134 per month

30 year fixed, 6.46% Interest

Principal and Interest

$5,665

Property Taxes

$1,469

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 40 Deer Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: 107 to Deer Hill Rd
  • Elementary School: Redding
  • High School: Joel Barlow
  • Latitude: 41.294926
  • Longitude: -73.382974
  • Middle Jr High School: John Read
  • Neighborhood Amenities: Basketball Court, Golf Course, Library, Paddle Tennis, Park, Playground/Tot Lot, Stables/Riding, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $17,629
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Storage Space, Walk-In
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Home Automation: Thermostat(s)
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Laundry Room Info: Main Level
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: 2 Story Window(s),Vaulted Ceiling,Fireplace,Hardwood Floor
  • Room Length: 39.0
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 15.0
Room 2
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 16.0
Room 3
  • Room Entry Order: 3
  • Room Features: Dining Area
  • Room Length: 15.5
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 23.0
Room 4
  • Room Entry Order: 4
  • Room Features: Balcony/Deck,Fireplace,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Primary BR Suite
  • Room Width: 18.0
Room 5
  • Listing Key: 4FFD6ADC3346793EE0631A01100A3C27
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 11.0
Room 6
  • Room Entry Order: 6
  • Room Features: Built-Ins
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 10.0
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 8
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 18.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 9
  • Listing Key: 4FFD6ADC3346793EE0631A01100A3C27
  • Room Entry Order: 9
  • Room Features: Wall/Wall Carpet
  • Room Length: 26.0
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 15.0
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1988
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 3690
Lot Information
  • Lot Description: Lightly Wooded, Sloping Lot
  • Parcel Number: 269847
  • Sq Ft Est Heated Above Grade: 3690.0
  • Sq Ft Total: 3690.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 40 Deer Hill Road

DateEvent & SourcePriceAppreciation
Dec 9, 2018

Closed (Public Record)

Public Record #637098136

$625,000

+27.0% / yr

Dec 29, 2017

Closed (Public Record)

Public Record #613800070

$498,744

-1.0% / yr

Sep 20, 2001

Closed (Public Record)

Public Record #91142603

$585,000—
DateEvent & SourcePrice
12/09/2018

Closed (Public Record)

Public Record #637098136

$625,000

+27.0% / yr

12/29/2017

Closed (Public Record)

Public Record #613800070

$498,744

-1.0% / yr

09/20/2001

Closed (Public Record)

Public Record #91142603

$585,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 40 Deer Hill Road

Taxable ValueLand$155,300Additions$441,500Total$596,800
Tax Record2024$17,629 ($1,469 / month)
Home Facts
Beds4Baths4Total Finished SqFt3,690 SqFtAbove Grade Finished SqFt3,690 SqFtStories2Lot Size92,347 SqFtStyleSingle Family ResidenceYear Built1988ZoningR-2CountyFAIRFIELDAPNREDD M:30 L:106Fireplace TypeHas Fireplace

Schools near 40 Deer Hill Road

This home is within Redding School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
Rating
School
Distance
Redding Elementary School
PublicPK to 4

John Read Middle School
Public5 to 8

Joel Barlow High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

40 Deer Hill Road is a single family home for sale in Redding, CT 06896. This property was listed for sale on April 21, 2026 by Compass, it's currently listed at $1,125,000. It has been on the market for a total of 1 days and was last sold on December 9, 2018. This listing's school districts are Redding School District, Regional School District 09. Nearby schools include Redding Elementary School, John Read Middle School and Joel Barlow High School. 40 Deer Hill Road is a 4-bed, 4-bath, 3,690 sqft single family home built in 1988.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.