$995,000
- 3 Beds
- 3.5 Baths
- 2,110 sqft (on 1.01 acres)
149 Old Redding Road, Redding, CT 06896
Est. Mortgage $6,602/mo*
Get Pre-QualifiedHome Highlights
Property Type
Single-Family Home
Year Built
1958
Lot Size
1.01 acres
Price/Sqft
$472
Parking
2 Car Garage
Local Information
-- mins to
About this House
You'll love this true nature lover's retreat, just 60 miles from NYC! Bordering 280 acre Topstone Park, this rare gem is a special place to call home. It underwent a total rebuild in 2003, resulting in a home that feels both timeless & entirely current. The professionally landscaped grounds burst with color creating a seamless connection between the indoors & the gorgeous natural landscape.At the heart of the home a chef's kitchen serves as the ultimate gathering spot, flowing into the dining/liv. areas. Here, soaring cathedral ceilings & large windows invite the light in.The charm of this home lies in its "not a cookie-cutter" personality. You'll find delightful nods to its heritage, like original oversized planked floors, exposed brick, paired with the rustic warmth of hand-hewed beams and hardwood floors that run throughout most of the home. With 3-4 beds and 2 fpls, the layout is as functional as it is beautiful. The primary suite on main level with walk-in closet & full bath is ideal. The lower level is a revelation, with high ceilings, a massive fireplace, bath & private entrance offering incredible potential. As a model of modern efficiency, a new roof was installed with a cutting-edge solar power system in 2023 with a prepaid 25-year assumable lease:this system currently generates more energy than the home consumes, providing a massive financial benefit. Having a nature sanctuary bordering your prop. with a beach, trails & boating is the ideal place to call home. Many people love all that this town has to offer. Redding Public Schools are known for strong academic performance, low student-to-teacher ratios, and vibrant arts and athletic programs. This location is a dream for outdoor enthusiasts and commuters alike. Situated bordering Ridgefield (The cultural arts center of CT), Weston, Wilton and Bethel, you have the best of local dining, theater, galleries, shopping, vast trail systems for hiking, and so much more! Unlike much of the surrounding Fairfield County, Redding has aggressively preserved its natural landscape, with roughly 25% of its land dedicated to permanent open space. For history buffs, Redding played a critical strategic role during the American Revolutionary War and is home to "Connecticut's Valley Forge." Additionally, commuters to NYC find Metro-north trains from West Redding, Branchville or Cannondale are quite accessible. Come make Redding your home. You'll be glad you did!
Last check for updates: about 9 hours ago
Listing courtesy of Peggy Jorgensen, (203) 733-4876
Compass Connecticut, LLC, (203) 733-4876
Source: Smart MLS, MLS#24203939

Also Listed on Smart MLS.
Home Details for 149 Old Redding Road
|
|---|
Interior Details Basement: Full,Heated,Finished,Garage Access,Cooled,Walk-Out AccessNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Family Room, Kitchen, Living Room, Loft, Office |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 2110 Square Feet |
Appliances & Utilities Appliances: Gas Cooktop, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Forced Air,Oil,Solar,WoodHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 2Fireplace: InsertHas a Fireplace |
Levels, Entrance, & Accessibility Levels: Multi/SplitAccessibility: Bath Grab Bars |
Security Security: Security System |
|
|---|
Exterior Home Features Roof: AsphaltPatio / Porch: Deck, PatioOther Structures: Shed(s)Exterior: Rain Gutters, Garden, Lighting, Stone WallFoundation: BlockGardenNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 2110 Square Feet |
|
|---|
Days on Market: <1 day on Trulia |
|
|---|
Year Built Year Built: 1958 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Split Level |
Building Construction Materials: Shake SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 271043 |
|
|---|
Price List Price: $995,000Price Per Sqft: $472 |
Status Change & Dates Possession Timing: Negotiable |
|
|---|
MLS Status: Active |
|
|---|
|
|---|
Direction & Address City: Redding |
School Information Elementary School: ReddingHigh School: Joel Barlow |
|
|---|
Listing Agent Listing ID: 24203939 |
|
|---|
Building Area Building Area: 2110 Square Feet |
|
|---|
Community Features: Golf, Lake, Library, Park, Tennis Court(s) |
|
|---|
No HOA |
|
|---|
Lot Area: 1.01 Acres |
|
|---|
Energy Efficiency Features: Insulation |
|
|---|
BasementMls Number: 24203939Attic: NoneAttribution Contact: (203) 733-4876Above Grade Unfinished Area: 2110 |
|
|---|
GolfLakeLibraryParkTennis Court(s) |
Around this home
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.
Market trends in Redding
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
34
5MoM
Home Value
Trulia Estimate
$975KSince last month
Decreased$72K (-6.8%)Since last year
Increased$210K (+27.5%)Since last sale
Increased$575K (+143.6%)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 +110% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $975K |
| August 2026 | $1.04M |
| July 2026 | $1.05M |
| June 2026 | $1.07M |
| May 2026 | $799K |
| April 2026 | $779K |
| March 2026 | $774K |
| February 2026 | $744K |
| January 2026 | $750K |
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 |
|---|---|---|---|---|---|---|---|
0.20 | Single-Family Home | $800,000 | 06/23/26 | 4 | 2.5 | 3,092 | |
0.70 | Single-Family Home | $950,000 | 04/15/26 | 3 | 2.5 | 2,455 | |
0.78 | Single-Family Home | $850,000 | 06/30/26 | 3 | 2 | 1,684 | |
0.45 | Single-Family Home | $1,400,000 | 07/09/26 | 4 | 3 | 3,907 | |
0.73 | Single-Family Home | $985,000 | 08/03/26 | 4 | 2.5 | 2,328 | |
0.80 | Single-Family Home | $900,000 | 07/31/26 | 3 | 3 | 2,788 | |
0.71 | Single-Family Home | $725,000 | 11/05/25 | 4 | 2 | 3,024 | |
0.57 | Single-Family Home | $1,195,000 | 05/28/26 | 5 | 3.5 | 4,407 | |
0.82 | Single-Family Home | $1,250,000 | 07/23/26 | 4 | 2.5 | 3,747 |
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 |
|---|---|---|---|---|---|---|
0.13 | $727,600 | 3 | 2 | 1,364 | Off Market | |
0.20 | $800,000 | 4 | 2.5 | 3,092 | Recently Sold | |
0.17 | $898,700 | 4 | 3 | 2,635 | Off Market | |
0.27 | $979,000 | 5 | 4 | 2,936 | Off Market | |
0.39 | $10,642,100 | 7 | 7.5 | 9,720 | Off Market | |
0.41 | $1,318,200 | 5 | 5 | 5,363 | Off Market | |
0.44 | $1,747,100 | 5 | 3.5 | 4,417 | Off Market | |
0.44 | $1,311,000 | 5 | 4 | 4,631 | Off Market | |
0.45 | $1,400,000 | 4 | 3 | 3,907 | Recently Sold | |
0.45 | $494,100 | 1 | 1 | 896 | Off Market | |
0.50 | $1,292,600 | 4 | 3.5 | 3,045 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 2, 2026 Source: Smart MLS #24203939 | Listed For Sale | $995,000 |
Aug 13, 2026 Source: Smart MLS #24182650 | ListingRemoved | $1,075,000 |
Jun 16, 2026 Source: Smart MLS #24182650 | Listed For Sale | $1,075,000 |
Dec 3, 2003 Source: Smart MLS #98172276 | Sold | $400,000 |
Aug 20, 2001 Source: N/A | Sold | $315,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $12,046 | $407,800 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Peggy Jorgensen, Compass Connecticut, LLC, (203) 733-4876
Agent Phone: (203) 733-4876

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Similar Homes You May Like
New Listings near 149 Old Redding Road
Frequently asked questions about 149 Old Redding Road
- What is the estimated monthly payment for 149 Old Redding Road?Based on a $995,000 list price with 20% down at today's rates, the estimated monthly payment for 149 Old Redding Road is approximately $6,747 (about $5,271 principal & interest, $1,401 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- 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 homes for sale in Redding, CT.
- What are the closest schools to 149 Old Redding Road?The closest schools to 149 Old Redding Road are Joel Barlow High School (rated 7/10), John Read Middle School (Elementary, rated 9/10), Redding Elementary School (Pre-K, rated 8/10).
- What is 149 Old Redding Road estimated to be worth?Trulia's estimated value for 149 Old Redding Road is $974,500.
- Does 149 Old Redding Road have air conditioning?Yes, 149 Old Redding Road has air conditioning.
- Does 149 Old Redding Road have laundry facilities?Yes, 149 Old Redding Road has in-unit laundry.
149 Old Redding Road, Redding, CT 06896 is a 3 bedroom, 4 bathroom, 2,110 sqft single-family home built in 1958. This property is currently available for sale and was listed by Smart MLS on Sep 2, 2026. The MLS # for this home is MLS# 24203939.

