40 Deer Hill Road, Redding, CT 06896
UNDER CONTRACT
2.12 ACRES

40 Deer Hill Road
Redding, CT 06896

  • 4 Beds
  • 3.5 Baths
  • 3,690 sqft (on 2.12 acres)

$1,125,000

Est. Mortgage $7,265/mo*

$1,125,000

Est. Mortgage $7,265/mo*
4 Beds
3.5 Baths
3,690 sqft
(on 2.12 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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, 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, & 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 & dining, this is a home that effortlessly combines everyday ease with the space to relax, gather, & truly enjoy.OFFER DEADLINE TUES 4/28 12PM OFFER DEADLINE TUES 4/28 12PM

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$305
Listed
61 days ago

Home Details for 40 Deer Hill Road

Interior Features

Interior Details
Basement: Crawl Space,Full,Unfinished,Interior EntryNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Great Room, Kitchen, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3690 Square Feet
Appliances & Utilities
Appliances: Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3690 Square Feet

Days on Market

Days on Market: 61

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 269847

Price & Status

Price
List Price: $1,125,000Price Per Sqft: $305
Status Change & Dates
Off Market Date: Sat May 09 2026Possession Timing: July Preferred

Active Status

MLS Status: Under Contract

Location

Direction & Address
City: ReddingCommunity: Redding Center
School Information
Elementary School: ReddingJr High / Middle School: John ReadHigh School: Joel Barlow

Agent Information

Listing Agent
Listing ID: 24169044

Building

Building Area
Building Area: 3690 Square Feet

Community

Community Features: Basketball Court, Golf, Library, Paddle Tennis, Park, Playground, Stables/Riding, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 2.12 Acres

Miscellaneous

BasementMls Number: 24169044Zillow Contingency Status: Under ContractAttic: StorageAttribution Contact: (516) 319-7609Above Grade Unfinished Area: 3690

Additional Information

Basketball CourtGolfLibraryPaddle TennisParkPlaygroundStables/RidingTennis Court(s)
Last check for updates: about 16 hours ago
Listing courtesy of Brianna Carvalho, (516) 319-7609
Compass Connecticut, LLC, (516) 319-7609
Source: Smart MLS, MLS#24169044
Also Listed on Smart MLS.

Market trends in Redding

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
49
20
MoM

Price History for 40 Deer Hill Road

DatePriceEventSource
05/09/2026$1,125,000PendingSmart MLS #24169044
04/22/2026$1,125,000Listed For SaleSmart MLS #24169044
12/21/2018$625,000Sold
Smart MLS #170129629
11/27/2018$675,000PendingAgent Provided
10/05/2018$675,000Listed For SaleAgent Provided
05/05/2018$500,000Sold
Smart MLS #170011701
01/02/2018$498,744Sold
N/A
09/14/2001$585,000Sold
Smart MLS #98099117
11/18/1988$565,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$17,629
Assessment$596,800
Home facts updated by county records

Comparable Sales for 40 Deer Hill Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.09
Single-Family Home
$1,125,000
04/16/26
4
3.5
3,912
0.42
Single-Family Home
$630,000
01/21/26
5
3
1,508
0.28
Single-Family Home
$1,051,500
07/25/25
5
4.5
4,315
0.63
Single-Family Home
$975,000
05/21/26
4
3
3,982
0.53
Single-Family Home
$1,475,000
10/15/25
4
4.5
3,446
0.80
Single-Family Home
$884,000
08/08/25
4
3
3,019
0.70
Single-Family Home
$955,000
08/22/25
4
3
2,278
0.86
Single-Family Home
$739,000
09/26/25
5
3
2,606
1.13
Single-Family Home
$945,000
09/24/25
4
3.5
4,008
0.44
Single-Family Home
$575,000
10/29/25
2
1.5
842

Nearby homes

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Assigned Schools

These are the assigned schools for 40 Deer Hill Road.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Redding

At least 41 Trulia users voted on each feature.
  • 96 % Say there's wildlife

  • 91 % Say parking is easy

  • 88 % Say car is needed

  • 87 % Say there's holiday spirit

  • 86 % Say it's dog friendly

  • 84 % Say it's quiet

  • 76 % Say yards are well-kept

  • 71 % Say they plan to stay for at least 5 years

  • 68 % Say neighbors are friendly

  • 63 % Say there are community events

  • 59 % Say people would walk alone at night

  • 42 % Say kids play outside

  • 33 % Say it's walkable to restaurants

  • 12 % Say it's walkable to grocery stores

  • 12 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Drewluca
    "Many families; safe; lots of space. Great place to live and raise kids. Friendly and close enough to everything to make it pleasant. "
  • Helga P.
    "We work from home. Therefore, we do not have a commute unless we have outside business meetings or other work related engagements. "
  • Betsy M.
    "We have potlucks and cookouts on our lane, and spontaneous get-togethers for cocktails. People always Everyone on our lane pitches in to help one another whenever needed. I wouldn’t say that’s the case for Redding as a whole, but definitely true on our lane!"
  • Agustahalla
    "A great place for small children. We work from home. This is a very peaceful place without being too remote. I love living here. ;-)"
  • Agustahalla
    "Quiet. Relatively safe for children. Great things to do outdoors near by. The town has organized great camps for kids through the summertime."
  • Jenbain23
    "My commute varies as I work at different locations. Fairfield County in general is horrible for rush hour traffic but when traveling North it could be less congested. "
  • Jenbain23
    "Love the neighborhood, but I don’t love the amount of people in town who have little awareness of appropriate fiscal responsibility with town finances."
  • Deidreyw
    "Nice small town, with plenty to do nearby. Great schools, many stores/shopping areas in surrounding towns and safe areas."
  • Deidreyw
    "It’s a nice small town with great schools, a lot of parks, and things to do in the area if you have little ones. Also, really nice restaurants in the area, so you don’t need to go far. There is a train station nearby and close to lots of shopping, highways and New York City!"
  • einarulfsson
    "Redding is the best Value in Fairfield County, amazing Schools, parks and recreation available."
  • Janeausten
    "Fabulous town full of wonderful parks and hiking trails. Town library started by Mark Twain and a hub of activity. Summer Concerts on the Green gather young and old to enjoy music and fun together. Excellent schools- always in top 10. "
  • Pdunay
    "Live and work here. Beautiful and peaceful country life. Great schools and very safe. "
  • rtklarsfeld
    "Part of prestigious Farview Farm Association with pool club and tennis courts. Completely updated in 2013. Custom gourmet kitchen of your dreams with double European dishwashers, Wolf 6 burner range, double ovens, warming drawer, Sub-Zero All Refrigerator and All Freezer . 3 car garage. Finished lower level 785 sq/ft for a total of 4,422 sq/ft."

LGBTQ Local Legal Protections

Brianna Carvalho, Compass Connecticut, LLC, (516) 319-7609
Agent Phone: (516) 319-7609
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
40 Deer Hill Road, Redding, CT 06896 is a 4 bedroom, 4 bathroom, 3,690 sqft single-family home built in 1988. This property is currently available for sale and was listed by Smart MLS on Apr 22, 2026. The MLS # for this home is MLS# 24169044.