271 Redding Rd
Redding, CT 06896
- 4 Beds
- 3 Baths
- 3,495 sqft (on 3.31 acres)
4 Beds
3 Baths
3,495 sqft
(on 3.31 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1773
Lot Size
3.31 acres
Living Area
3,495 sqft
Price/Sqft
$320
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.
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. It is currently off market. The Trulia Estimate is $1,117,200, with a rent estimate of $5,632/month.
Home Details for 271 Redding Rd
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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 |
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Exterior Home Features Roof: Shake ShingleExterior: WoodPatio |
Parking & Garage Parking Spaces: 2 |
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Year Built Year Built: 1773 |
Property Type / Style Property Type: Single Family HomeArchitecture: Other |
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Units in Building: 1 |
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Lot Area: 3.31 acres |
Price History for 271 Redding Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 06/30/2021 | $790,000 | Sold | Smart MLS #170397901 |
| 05/20/2021 | $750,000 | Contingent | Smart MLS #170397901 |
| 05/16/2021 | $750,000 | Listed For Sale | Smart MLS #170397901 |
| 07/05/2016 | $580,000 | Sold | Smart MLS #99137008 |
Market trends in Redding
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
38
11MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $16,232 |
| Assessment | $549,500 |
Home facts updated by county records
Comparable Sales for 271 Redding Rd
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 | |
0.55 | Single-Family Home | $1,160,000 | 09/18/25 | 4 | 3.5 | 3,156 | |
0.34 | Single-Family Home | $579,350 | 07/24/26 | 3 | 2 | 1,952 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 271 Redding Rd.
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.
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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 $1,117,200.
- 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.

