29 Side Cut Rd, Redding, CT 06896
OFF MARKET

29 Side Cut Rd
Redding, CT 06896

  • 3 Beds
  • 2.5 Baths
  • 2,022 sqft (on 1.56 acres)

$826,500

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $5,280/mo*

$826,500

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $5,280/mo*
3 Beds
2.5 Baths
2,022 sqft
(on 1.56 acres)

Homes for sale near 29 Side Cut Rd

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Apartments for Rent

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Local Information

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

Description

A beautifully and totally renovated antique 3 bedroom home with 2 bedroom legal rental/guest cottage set on a charming property w gardens and seasonal brook. Many rooms feature gleaming wide board floors. Master Bedroom has new hardwood. 3 Fireplaces: 2 wood burning and 1 for ambience. Front and Back Stairs add to this romantic home. Almost all windows have been replaced and extra insulation added. Stunning kitchen w/ Stainless appliances, Granite ctr tops and a Gas Range for those chefs among us. 8 Skylights!! Screened In Porch overlooks the private lawn and on to open space which borders the property. House and Cottage each have own Furnace; HW Heater, Washer/Dryer and Septic. The 640 SF Cottage features a kit, 2 BR, full BA and 20' x 11' Studio with Skylights, HW floors and it's own parking area. Charming and comfortable year around retreat or perfect for weekender as minutes to the West Redding Train Station to Norwalk, Stamford and Manhattan which is only 55 miles away. Also, a short drive to Route 53 and shopping in the village of Bethel or to Route 7 with Main Street Ridgefield just beyond and the nearby Danbury Fair Mall.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 29 Side Cut Rd

Interior Features

Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil

Property Information

Year Built
Year Built: 1720
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
GardenPatioPorch
Parking & Garage
GarageParking: Garage Detached, Off Street

Community

Units in Building: 1

Lot Information

Lot Area: 1.56 acres

Price History for 29 Side Cut Rd

DatePriceEventSource
06/05/2019$479,000Sold
Smart MLS #170183873
04/24/2019$485,000PendingAgent Provided
04/19/2019$485,000Listed For SaleAgent Provided
08/11/1993$348,000Sold
Smart MLS #93722163
07/17/1987$339,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$12,416
Assessment$420,300
Home facts updated by county records

Comparable Sales for 29 Side Cut Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.34
Single-Family Home
$745,000
08/21/25
3
2.5
2,622
0.31
Single-Family Home
$875,000
05/29/25
4
3
2,900
0.71
Single-Family Home
$411,000
08/08/25
3
2
1,924
0.73
Single-Family Home
$583,000
03/31/26
3
2
2,295
0.74
Single-Family Home
$411,000
08/11/25
3
2
1,095
0.70
Single-Family Home
$925,000
04/30/26
4
2.5
2,560
0.76
Single-Family Home
$340,000
03/23/26
3
2
1,100
0.76
Single-Family Home
$480,000
08/20/25
3
2
1,150
0.87
Single-Family Home
$560,000
10/10/25
4
2.5
2,810
0.68
Single-Family Home
$899,900
05/19/25
5
3.5
2,933

Assigned Schools

These are the assigned schools for 29 Side Cut 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

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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Homes for rent near 29 Side Cut Rd

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Off Market Homes Near 29 Side Cut Rd

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29 Side Cut Rd, Redding, CT 06896 is a 3 bedroom, 3 bathroom, 2,022 sqft single-family home built in 1720. This property is not currently available for sale. 29 Side Cut Rd was last sold on Jun 5, 2019 for $479,000. The current Trulia Estimate for 29 Side Cut Rd is $826,500.