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Sold for $990,000
  • $990,000

    149 Old Redding Road, Redding, CT 06896

    3beds
    2,754sqft
    Single Family Residence
    Built in 1958
    1.01 Acres Lot
    $1,007,000 Zestimate®
    $359/sqft
    $5,519 Estimated rent

    Home value

    $1,007,000

    $957,000 - $1.06M

    $5,519/mo

    Zestimate® history
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    What's special

    Massive fireplacePrivate entranceSoaring cathedral ceilingsCutting-edge solar power systemProfessionally landscaped groundsExposed brickWalk-in closet
    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!

    Zillow last checked:

    Listing updated:

    Listed by:

    Peggy Jorgensen (203)733-4876,

    Compass Connecticut, LLC 203-293-9715

    Bought with:

    Gabrielle Gearhart, RES.0785620

    William Pitt Sotheby's Int'l

    Tom Skillman

    William Pitt Sotheby's Int'l

    Source: Smart MLS,MLS#: 24203939MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Skylight, High Ceilings, Ceiling Fan(s), Full Bath, Walk-In Closet(s), Hardwood Floor
    • Level: Main
    Bedroom
    • Features: Wall/Wall Carpet
    • Level: Lower
    Bedroom
    • Features: Wall/Wall Carpet
    • Level: Lower
    Primary bathroom
    • Features: Tub w/Shower, Tile Floor
    • Level: Main
    Bathroom
    • Features: Tub w/Shower, Tile Floor
    • Level: Upper
    Bathroom
    • Features: Tub w/Shower, Tile Floor
    • Level: Lower
    Bathroom
    • Features: Tile Floor
    • Level: Lower
    Family room
    • Features: Fireplace, Wood Stove, Walk-In Closet(s), Hardwood Floor
    • Level: Lower
    Kitchen
    • Features: Skylight, High Ceilings, Granite Counters, Kitchen Island, Sliders, Hardwood Floor
    • Level: Main
    Living room
    • Features: Bay/Bow Window, Cathedral Ceiling(s), Beamed Ceilings, Ceiling Fan(s), Fireplace, Hardwood Floor
    • Level: Main
    Loft
    • Features: Ceiling Fan(s), Full Bath, Walk-In Closet(s), Hardwood Floor
    • Level: Upper
    Office
    • Features: Tile Floor
    • Level: Lower
    Heating
    • Forced Air, Oil, Solar, Wood
    Cooling
    • Central Air, Zoned
    Appliances
    • Included: Gas Cooktop, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
    Features
    • Wired for Data, Open Floorplan, Smart Thermostat, Wired for Sound
    • Basement: Full,Heated,Finished,Garage Access,Cooled,Walk-Out Access
    • Attic: None
    • Number of fireplaces: 2
    • Fireplace features: Insert
    Interior area
    • Total structure area: 2,754
    • Total interior livable area: 2,754 sqft
    • Finished area above ground: 2,754

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached
    • Attached garage spaces: 2
    Accessibility
    • Accessibility features: Bath Grab Bars
    Features
    • Levels: Multi/Split
    • Patio & porch: Deck, Patio
    • Exterior features: Rain Gutters, Garden, Lighting, Stone Wall
    Lot
    • Size: 1.01 Acres
    • Features: Non Conforming Lot, Wooded, Borders Open Space, Sloped, Landscaped
    Details
    • Additional structures: Shed(s)
    • Parcel number: 271043
    • Zoning: R-2
    • Other equipment: Generator Ready

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Split Level
    • Property subtype: Single Family Residence
    Materials
    • Shake Siding
    • Foundation: Block
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1958

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well
    Green energy
    • Green verification: ENERGY STAR Certified Homes
    • Energy efficient items: Insulation
    • Energy generation: Solar

    Community & HOA

    Community
    • Features: Golf, Lake, Library, Park, Tennis Court(s)
    • Security: Security System
    HOA
    • Has HOA: No
    Location
    • Region: Redding

    Financial & listing details

    • Price per square foot: $359/sqft
    • Tax assessed value: $407,800
    • Annual tax amount: $12,426
    • Date on market: 9/2/2026

    Price history

    DateEventPrice
    10/15/2026Sold$990,000-0.5%$359/sqft
    Source: Smart MLS #24203939 Report a problem
    9/24/2026Pending sale$995,000$361/sqft
    Source: Smart MLS #24203939 Report a problem
    9/2/2026Listed for sale$995,000-7.4%$361/sqft
    Source: Smart MLS #24203939 Report a problem
    8/13/2026Listing removed$1,075,000$390/sqft
    Source: Smart MLS #24182650 Report a problem
    6/16/2026Listed for sale$1,075,000+168.8%$390/sqft
    Source: Smart MLS #24182650 Report a problem
    12/3/2003Sold$400,000+27%$145/sqft
    Source: Smart MLS #98172276 Report a problem
    8/20/2001Sold$315,000$114/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$12,046 +2.9%$407,800
    2024$11,712 +3.7%$407,800
    2023$11,292 +6.6%$407,800 +28.4%
    2022$10,592 +1.5%$317,700
    2021$10,433 $317,700
    2020$10,433 $317,700
    2019$10,433 +3.5%$317,700
    2018$10,077 +16.2%$317,700 +8.5%
    2017$8,673 +1.3%$292,800
    2016$8,561 +1.1%$292,800
    2015$8,465 $292,800
    Find assessor info on the county website

    Neighborhood: 06896

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Redding
    • High: Joel Barlow

    Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

    Sell for more on Zillow
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    $1,007,000
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    +$20,140
    With Zillow Showcase(estimated)
    $1,027,140
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $1,007,000
    2% more
    +$20,140
    With Zillow Showcase(estimated)
    $1,027,140