155 Umpawaug Rd, Redding, CT 06896
OFF MARKET

155 Umpawaug Rd
Redding, CT 06896

  • 4 Beds
  • 3 Baths
  • 2,715 sqft (on 4.70 acres)

$848,400

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $5,502/mo*

$848,400

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $5,502/mo*
4 Beds
3 Baths
2,715 sqft
(on 4.70 acres)

Local Information

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

Description

This stone and clapboard house has great bones, just waiting for an artisanal touch/vision. Designated scenic road supports making the investment in renovations. Newer well & septic. Flexible floor plan includes 3 bedrooms and 2 full baths, family room, kitchen, living room & den, both with fireplaces, and a sun porch on the main level. Large Master bedroom with huge windows & full bath on the second level offers a nice get-away. Home is well back from the road and surrounded by pretty property, quiet and private. Opening up the kitchen to the dining & living rooms would bring perfection & add value. Good location on the west side of Redding ~ the best-kept secret in Fairfield County ~ 15 minutes or less to shopping, tons of restaurants & Ridgefield's charming Main Street. Small-scale, award-winning schools, a love for the outdoors (hundreds of acres of hiking trails, swimming & kayaking at Huntington State Park & Topstone Park), iconic Mark Twain Library (google the Pudd'nhead Festival), family-owned farm stands and, most of all, a strong & engaged community combine to define the Redding lifestyle ~ unrushed and authentic. As Mark Twain said after he settled in Redding, "How beautiful it is."
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
No Info
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 155 Umpawaug Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
AtticNumber of Rooms: 8
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: StonePatioPorch
Parking & Garage
Parking: Carport

Property Information

Year Built
Year Built: 1948
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow

Community

Units in Building: 1

Lot Information

Lot Area: 4.70 acres

Price History for 155 Umpawaug Rd

DatePriceEventSource
01/29/2021$320,000Sold
Smart MLS #170316040
10/26/2020$320,000PendingAgent Provided
10/16/2020$320,000PriceChange
Agent Provided
08/17/2020$335,000PriceChange
Agent Provided
07/17/2020$350,000Listed For SaleAgent Provided
02/18/1999$292,500Sold
Smart MLS #98030488
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Property Tax and Assessment

Year2025
Tax$12,738
Assessment$431,200
Home facts updated by county records

Comparable Sales for 155 Umpawaug Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.20
Single-Family Home
$725,000
11/05/25
4
2
3,024
0.45
Single-Family Home
$1,199,000
07/16/25
4
3.5
3,045
0.39
Single-Family Home
$1,600,000
11/18/25
5
3
3,407
0.50
Single-Family Home
$725,000
07/24/25
5
3.5
3,786
0.52
Single-Family Home
$725,000
07/28/25
5
3.5
3,786
0.51
Single-Family Home
$1,585,000
05/27/26
4
3.5
4,548
1.08
Single-Family Home
$767,000
11/03/25
4
2.5
2,958
0.54
Single-Family Home
$675,000
07/21/25
3
2
1,364
0.84
Single-Family Home
$950,000
04/15/26
3
2.5
2,455
1.05
Single-Family Home
$798,000
07/10/25
3
2.5
2,909

Nearby homes

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Assigned Schools

These are the assigned schools for 155 Umpawaug 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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155 Umpawaug Rd, Redding, CT 06896 is a 4 bedroom, 3 bathroom, 2,715 sqft single-family home built in 1948. This property is not currently available for sale. 155 Umpawaug Rd was last sold on Jan 29, 2021 for $320,000. The current Trulia Estimate for 155 Umpawaug Rd is $848,400.