271 Redding Rd, Redding, CT 06896
Property image
Property image
OFF MARKET

$1,099,600

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,495 sqft (on 3.31 acres)

271 Redding Rd, Redding, CT 06896

Est. Refi. Payment $7,787/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2021 for $790,000

Home Value

Trulia Estimate
$1.1M
Since last month
Decreased$31K (-2.7%)
Since last year
Increased$45K (+4.2%)
Since last sale
Increased$310K (+39.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +96% in the last 10 years
MonthEstimated value
2026
September 2026$1.1M
September 2026$1.1M
August 2026$1.13M
July 2026$1.13M
June 2026$1.16M
May 2026$1.12M
April 2026$1.11M
March 2026$1.11M
February 2026$1.06M
January 2026$1.06M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.29
Single-Family Home
$767,000
11/03/25
4
2.5
2,958
0.15
Single-Family Home
$939,000
02/17/26
4
3.5
4,641
0.42
Single-Family Home
$797,500
06/18/26
4
3
2,900
0.40
Single-Family Home
$940,000
03/30/26
4
3.5
3,578
0.31
Single-Family Home
$1,475,000
07/31/26
3
3.5
4,943
0.19
Single-Family Home
$750,000
08/07/26
3
1.5
2,265
0.44
Single-Family Home
$500,000
05/13/26
3
2.5
2,500
0.60
Single-Family Home
$725,000
12/03/25
4
2.5
1,678
0.85
Single-Family Home
$850,000
10/02/26
4
3
3,594
0.34
Single-Family Home
$579,350
07/24/26
3
2
1,952

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.05
$888,800
4
3
2,634
Off Market
0.08
$920,800
4
3
3,004
Off Market
0.08
$643,900
3
1.5
1,862
Off Market
0.10
$919,800
4
3
3,200
Off Market
0.10
$713,000
2
3
1,577
Off Market
0.12
$740,000
Studio
-
-
Off Market
0.12
-
-
-
-
Off Market
0.13
$832,300
3
3
1,828
Off Market
0.14
$690,300
4
3
1,714
Off Market
0.15
-
-
-
-
Off Market
0.15
$939,000
4
3.5
4,641
Recently Sold
0.16
$842,000
2
3
1,493
Off Market
0.17
$1,762,700
3
3.5
3,726
Off Market
0.17
$807,400
3
3
2,517
Off Market
0.17
$2,640,000
3
5
5,697
Off Market
0.18
$680,000
3
2
1,465
Off Market
0.18
$788,800
4
3
2,149
Off Market
0.19
$750,000
3
1.5
2,265
Recently Sold
0.19
$928,900
4
2.5
2,992
Off Market
0.19
$773,500
4
2.5
2,264
Off Market

Local Information

  • Map ViewExplore the area around 271 Redding Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1773
3.31 acre lot
3,495 sqft
$315/sqft

About this House

Own a piece of American history outfitted for the modern buyer. The John Lee House, c.1773 has been preserved with so many original features and yet transformed. One of the oldest known homes in the picturesque Redding. Initially this home started as a farm, later a boy's school and then back to the stunning homestead sitting on bucolic 3.3 acres. Original features include, but not limited to, 5 fireplaces, hand-hewn beams, wide board chestnut floors, an original dumbwaiter. Modern kitchen with two story family room opens to the massive two-tier bluestone patio. Entertain your guests from the stunning dinning room with enormous fireplace and french doors leading to your patio as well. As you can imagine so many improvements have been made to this 4BR, 3BA home but none so much as with this current owner. Recent Improvements include, asphalt roof replaced with period correct cedar shakes (2018), Entire heating system revamped to Triangle tube 95% efficient propane gas fired boiler and hot water heater (2019) Central Air added (2021) New 400' well (2020) Bluestone Patio spans the entire back of the home complete with 2' seating wall (2019) Whole house Kohler 20kw LP/NG Generator (2020), the list goes on and on!
Wait until you see this property! Stunning acreage, a huge two story barn with electricity sitting on a gravel horseshoe shaped driveway. POOL SITE has recently been identified (near firepit) for future consideration. Exterior Painting in progress.
271 Redding Rd, Redding, CT 06896 is a 4 bedroom, 3 bathroom, 3,495 sqft single-family home built in 1773. It last sold for $790,000 on Jun 30, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,099,600, with a rent estimate of $6,009/month.

Home Details for 271 Redding Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: WoodPatio
Parking & Garage
Parking Spaces: 2

Property Information

Year Built
Year Built: 1773
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 3.31 acres

Price and Tax history

DateEventPrice
Jun 30, 2021
Source: Smart MLS #170397901
Sold
$790,000
May 20, 2021
Source: Smart MLS #170397901
Contingent
$750,000
May 16, 2021
Source: Smart MLS #170397901
Listed For Sale
$750,000
Jul 5, 2016
Source: Smart MLS #99137008
Sold
$580,000

Market trends in Redding

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
35
1
MoM

Around this home

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

Frequently asked questions about 271 Redding Rd

  • What is 271 Redding Rd estimated to be worth?
    Trulia's estimated value for 271 Redding Rd is $1,099,600.
  • What is the price history for 271 Redding Rd?
    271 Redding Rd last sold for $790,000 in June 2021.
  • Is Redding a buyer's or seller's market?
    Redding is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Redding?
    Residents describe Redding, CT as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Redding, CT.
  • Does 271 Redding Rd have air conditioning?
    Yes, 271 Redding Rd has air conditioning.
  • Does 271 Redding Rd have laundry facilities?
    Yes, 271 Redding Rd has in-unit laundry.

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