44 Dayton Rd, Redding, CT 06896
OFF MARKET

44 Dayton Rd
Redding, CT 06896

  • 5 Beds
  • 2.5 Baths
  • 2,841 sqft

$1,305,900

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $8,628/mo*

$1,305,900

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $8,628/mo*
5 Beds
2.5 Baths
2,841 sqft

Local Information

  • Map ViewExplore the area around 44 Dayton Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Living Area
2,841 sqft
Price/Sqft
$460

About this House

Beautiful 2,800+ sq ft 5 bedroom, 2.5 bath saltbox home available for immediate occupancy on a private, setback 3+ acres abutting Devil's Den and miles of hiking trails in Redding with all its charm and incredible school system. Chef's Kitchen has soapstone counters, marble topped baking station, stainless steel appliances including large range and hood, farm sink, large kitchen hearth with large breakfast nook, a butler's pantry for plenty of additional storage and a stone patio for outdoor dining. The main level also features an oversized family room with fireplace and a wall of built-ins, formal dining room, in-home office/study with fireplace, a full bath and mudroom with front load washer/dryer. Gorgeous hardwood flooring throughout. Front and back staircases lead to all 5 bedrooms, a shared bath with claw foot tub/shower, en-suite in the primary and a full attic for even more storage. CENTRAL AIR CONDITIONING throughout and large wine cellar in the basement. Landscaping, trash & snow removal all included in rent/managed by owner; tenant responsible for electric, oil and other utilities.
*Pet friendly

Owner pays for landscaping, trash and snow removal; Tenant responsible for electric, oil and other utilities; no-smoking & pet friendly
44 Dayton Rd, Redding, CT 06896 is a 5 bedroom, 3 bathroom, 2,841 sqft single-family home. It last sold for $25,000 on Jul 27, 2023 (294% above the $6,350 asking price). More recently, it was listed as a rental in August 2025 with an asking price of $6,350 per month. That rental listing was removed on September 8, 2025. It is currently off market. The Trulia Estimate is $1,305,900, with a rent estimate of $5,680/month.

Home Details for 44 Dayton Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherDryerWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Lawn
Parking & Garage
Parking: Off Street Parking, On Site

Price History for 44 Dayton Rd

DatePriceEventSource
09/08/2025$6,350ListingRemovedZillow Rentals
08/07/2025$6,350Listed For RentZillow Rentals
09/10/2023ListingRemovedZillow Rentals
08/29/2023$5,950PriceChange
Zillow Rentals
07/31/2023$6,500Listed For RentZillow Rentals
07/31/2023ListingRemovedZillow Rentals
07/28/2023$6,950PriceChange
Zillow Rentals
07/27/2023$25,000Sold
N/A
07/24/2023$7,500Listed For RentZillow Rentals
07/15/2021ListingRemovedZillow Rental Manager
07/10/2021$5,000Listed For RentZillow Rental Manager
06/18/2021$1,086,000Sold
Smart MLS #170373202
03/24/2021ListingRemovedN/A
11/20/2019$2,350ListingRemovedN/A
11/16/2019$2,350Listed For RentN/A
09/20/2018$2,250ListingRemovedN/A
08/22/2018$2,250Listed For RentN/A
08/22/2000$630,000Sold
Smart MLS #98054725
07/03/1991$515,000Sold
N/A

Market trends in Redding

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
38
11
MoM
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Property Tax and Assessment

Year2025
Tax$22,217
Assessment$752,100
Home facts updated by county records

Comparable Sales for 44 Dayton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.10
Single-Family Home
$1,600,000
10/02/25
6
4.5
3,573
0.36
Single-Family Home
$1,160,000
09/18/25
4
3.5
3,156
0.49
Single-Family Home
$797,500
06/18/26
4
3
2,900
0.34
Single-Family Home
$725,000
12/03/25
4
2.5
1,678
0.52
Single-Family Home
$940,000
03/30/26
4
3.5
3,578
0.86
Single-Family Home
$500,000
05/13/26
3
2.5
2,500
0.80
Single-Family Home
$939,000
02/17/26
4
3.5
4,641
0.74
Single-Family Home
$1,475,000
07/31/26
3
3.5
4,943
1.10
Single-Family Home
$1,799,000
01/13/26
5
4
2,452
1.20
Single-Family Home
$767,000
11/03/25
4
2.5
2,958

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Dayton Rd.
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."

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Apartments for Rent

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Homes for sale near 44 Dayton Rd

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Off Market Homes Near 44 Dayton Rd

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