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149 Old Redding RoadRedding, CT 06896

For Sale

$1,075,000

Smart Buyer Rebate $10,750

Imagine a home where the air is fresh & the pace of life slows. This is a true nature lover's retreat, just 60 miles from NYC. This gem underwent a total rebuild in 2003, resulting in a home that feels both timeless & entirely current. The professionally landscaped grounds burst with color and texture, 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 for in-laws. 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. 280 acre Topstone Park borders this beauty with a beach, trails & boating. The ideal place to call home!

Listed by Peggy Jorgensen

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Compass Connecticut, LLC

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(203) 733-4876

Last updated July 26, 2026

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Source: SmartMLS #24182650

Listing Facts

  • TypeSingle-family
  • NeighborhoodRedding
  • Bedrooms3
  • Bathrooms4
  • Days on Prevu46
  • Taxes$12,425/year
  • Size2,754 sqft
  • Price per sqft$390

Location

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Listing History

06/16/2026
Listed by Compass Connecticut, LLC
$1,075,000

Property Details for 149 Old Redding Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1958
  • Year Built Details: Public Records
  • Architectural Style: Split Level, Other
  • Construction Materials: Frame
  • Exterior Features: Shed, Deck, Gutters, Garden Area, Lighting, Stone Wall, Patio

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Non Conforming Lot, Treed, Borders Open Space, Sloping Lot, Professionally Landscaped
  • Lot Size Acres: 1.01

Financial

Taxes

  • Parcel Number: 271043
  • Tax Annual Amount: $12,425.00
  • Tax Year: 26

Interior

Features

  • Appliances: Gas Cooktop, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer
  • Fireplaces Total: 2
  • Interior Features: PREWIRED, OPEN, SECURESY

Measurements

  • Living Area: 2,110

Rooms

  • Basement: Full, Heated, Fully Finished, Garage Access, Cooled, Walk-out, Full With Walk-Out
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 3
  • Rooms Total: 8

Other

Features

  • Accessibility Features: Bath Grab Bars

Parking

Parking

  • Attached Garage: Under House Garage
  • Garage Spaces: 2

Schools

Elementary School

  • Elementary School: Redding

High School

  • High School: Joel Barlow

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Heating: Hot Air, Solar, Wood/Coal Stove
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 4 bathrooms in this single-family home at 149 Old Redding Road.

What schools are nearby to 149 Old Redding Road?

Nearby schools include the Redding Elementary School and Joel Barlow High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 149 Old Redding Road.

What are the annual taxes for 149 Old Redding Road?

Annual taxes for this single-family home are estimated at $12,425.

How does 149 Old Redding Road compare to other single-family homes in Redding?

This single-family home is listed 44% below the average price for single-family homes in Redding and has been on the market for 33 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,754 sqft.

149 Old Redding Road is a 3-bedroom, 4-bath single-family home for sale in Redding CT 06896. On Prevu for 46 days at $1,075,000. This home features 2,754 square feet of living space, located in Redding. The median listing price for single-family homes in this area is $1,245,000. Nearby schools include Redding Elementary School and Joel Barlow High School. Browse more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.