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149 Old Redding Road

Redding, CT 06896
  • $995,000
  • STATUS: Active Under Contract
  • ON SITE: 13 Days
  • MLS #: 24203939
Under Contract
UPDATED: 122 min ago
$995,000
  • 3
    BEDS
  • 1.01
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 2,754
    SQFT
  • $361
    $/SQFT
Type:
Single-Family Home
Built:
1958
County:
Area:

School Information

Elementary School:
High School:

Description

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!

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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. Data last updated: 2026-09-16T00:10:02.017.
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149 Old Redding Road Redding, CT 06896

  • Price: $995,000
  • Status: Active Under Contract
  • On Site: 13 Days
  • Updated: 122 min ago
  • MLS #: 24203939
3
Beds
3
Baths
1
½ Baths
1.01
Acres
2,754
SQFT
$361
$/SQFT
1958
Built
County:
Fairfield
Area:
Redding
Elementary School:
Redding
High School:
Joel Barlow
Property Description
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!
Exterior Features

Color Brown Direct Waterfront YN No Exterior Features ShedDeckGuttersGarden AreaLightingStone WallPatio Exterior Siding Shake Garage And Parking Under House Garage Lot Description Non Conforming LotTreedBorders Open SpaceSloping LotProfessionally Landscaped Nearby Amenities Golf CourseLakeLibraryParkTennis Courts Roof Information Asphalt Shingle Style Split Level Swimming Pool YN No Waterfront Description Not Applicable

Interior Features

Appliances Included Gas CooktopMicrowaveRange HoodRefrigeratorDishwasherWasherElectric Dryer Attic YN No Basement Description FullHeatedFully FinishedGarage AccessCooledWalk-outFull With Walk-Out Cooling System Central AirZoned Fireplaces Total 2 Heat Type Hot Air Home Automation Electric Outlet(s)LightingThermostat(s)Wired For Audio In Law Access Lower Level In Law Apartment Possible Interior Features Cable - Pre-wiredOpen Floor PlanSecurity System Laundry Room Location Full Room lower level Living Area SQFTPer Public Record 2110 Rooms Loft (Upper Level Ceiling FanFull BathWalk-In ClosetHardwood Floor) Full Bath (Lower Level Tub w/ShowerTile Floor) Half Bath (Lower Level Tile Floor) Bedroom (Lower Level Wall/Wall Carpet) Family Room (Lower Level FireplaceWood StoveWalk-In ClosetHardwood Floor) Living Room (Main Level Bay/Bow WindowCathedral CeilingBeamsCeiling FanFireplaceHardwood Floor) Eat-In Kitchen (Main Level Skylight9 ft+ CeilingsGranite CountersIslandSlidersHardwood Floor) Bedroom (Lower L Sq Ft Est Heated Above Grade 2754 Total Rooms 6

Property Features

Accessibility Features Bath Grab Bars Agent Owner YN No Bank Owned Property No Energy Features Energy Star RatedActive SolarExtra InsulationFireplace InsertGenerator Ready Financing Used Assumed Conventional Foundation Type Block Fuel Tank Location In Basement Heat Fuel Type OilSolarWood Home Owners Assocation No Home Warranty Offered YN No Hot Water Description Propane50 Gallon Tank New Construction Type No/Resale Potential Short Sale No Radon Mitigation Air YN Unknown Sewage System Septic Tax Year July 2026-June 2027 Under Agreement Yn No Water Source Private Well Zoning R-2

Listing information © 2026 Smart MLS
Listing provided courtesy of Peggy Jorgensen of Compass Connecticut, LLC: (203) 293-9715.


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. Data last updated: 2026-09-16T00:10:02.017.
 
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Next Level Team of RE/MAX ONE
212 Route 32
Uncasville CT, 06382