149 Old Redding Road, Redding, CT 06896
Property image
Property image
FOR SALE
NEW - 10 HRS AGO
3D VIEW
1.01 ACRES

$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*
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Home Highlights

Property Type
Single-Family Home
Year Built
1958
Lot Size
1.01 acres
Price/Sqft
$472
Parking
2 Car Garage

Local Information

  • Map ViewExplore the area around 149 Old Redding Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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 Features

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 Features

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

Days on Market: <1 day on Trulia

Property Information

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 & Status

Price
List Price: $995,000Price Per Sqft: $472
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Location

Direction & Address
City: Redding
School Information
Elementary School: ReddingHigh School: Joel Barlow

Agent Information

Listing Agent
Listing ID: 24203939

Building

Building Area
Building Area: 2110 Square Feet

Community

Community Features: Golf, Lake, Library, Park, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 1.01 Acres

Energy

Energy Efficiency Features: Insulation

Miscellaneous

BasementMls Number: 24203939Attic: NoneAttribution Contact: (203) 733-4876Above Grade Unfinished Area: 2110

Additional Information

GolfLakeLibraryParkTennis Court(s)

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."

Market trends in Redding

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
34
5
MoM

Home Value

Trulia Estimate
$975K
Since 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
MonthEstimated 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

DateEventPrice
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

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.

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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.