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2 Longwood Drive

Redding, CT 06896
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Bed 4

Bed

Bath 5

Bath

SqFt6,259

Sqft

Acres2.72

Acres(Lot)

Newly Priced at $1,795,000 *** Exceptional Luxury Value in Redding's Limited Inventory Market. In today's market, where luxury inventory in Redding remains extremely limited, 2 Longwood Drive presents a rare opportunity to own a meticulously maintained custom estate offering exceptional square footage, privacy, flexibility, and long term value in one of Connecticut's most desirable communities. Privately set on nearly three professionally landscaped acres on a private drive at the end of a quiet cul-de-sac with only four luxury homes, this property offers over 6,200 square feet of thoughtfully designed living space rarely available at this price point. Located in one of Redding's most sought after neighborhoods, the home is ideally positioned close to the Redding Community Center, Mark Twa in Library, Redding Country Club, hiking trails, parks, concerts and events on the historic town green, and the Metro-North train station with direct access to Grand Central. Buyers relocating from New York City, Westchester, or neighboring Fairfield County towns are increasingly drawn to Redding for its exceptional quality of life, natural beauty, strong sense of community, and highly regarded schools. Thoughtfully designed and impeccably maintained by its original owner, this custom built colonial combines timeless New England architecture with the spaciousness and flexibility today's luxury buyers demand.

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Detail Ic Property Details

Property Type : Residential

Price : $1,795,000

AD Id : 79133734

MLS Id : 24177771

Beds : 4

Lot Size : 2.72 Acres

Living Area Size : 6,259

Year Built : 1998

Garage : 3

County : Fairfield

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Room Information

    Rooms Total: 9 Has Basement: Yes Basement: Full, Storage Space, Unfinished, Concrete
  • Roofing Information

    Asphalt
  • Interior Features

    In-Law Floorplan, Central Vacuum, Open Floorplan Roof: Asphalt Appliances: Dishwasher, Disposal, Dryer, Freezer, Gas Cooktop, Ice Maker, Microwave, Refrigerator, Washer, Range Hood, Wine Cooler
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Forced Air Has Cooling: Yes Cooling: Ceiling Fan(s), Central Air, Zoned

  • Building Information

    Year Built: 1998 Building Area Total: 6259 Construction Materials: Frame, Clapboard Patio And Porch Features: Deck, Patio Private Pool: No
  • Exterior Features

    Exterior Features: Garden

  • Lot Information

    Lot Size Acres: 2.72 Lot Description: Cul-De-Sac, Sloped

  • Listing Price Information

    Listing Price: $1795000

  • Tax Information

    Parcel Number: 269523 Annual Tax: $30618

  • Parking Information

    Garage Door Opener, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 3

  • School Information

    Elementary School: Per Board of Ed
    Junior High School: Per Board of Ed
    Senior High School: Per Board of Ed
  • Location Information

    Direction: Gallows Hill Road to Longwood Drive. Drive around cul-de-sac to enter private drive. 2nd home on right. Park in driveway by garage. There is no "for sale" sign on property. WaterSource: Well Security Features: Security System
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
110 Sport Hill Road, Redding, CT, 06896 $1,695,000 5 6 5,308 5,308 SqFt
28 Goodridge Road, Redding, CT, 06896 $1,500,000 5 4 4,728 4,728 SqFt
63 Turney Road, Redding, CT, 06896 $7,400,000 7 7 9,420 9,420 SqFt
81 Pinetree Road, Redding, CT, 06896 $825,000 4 3 2,436 2,436 SqFt
74 Black Rock Turnpike, Redding, CT, 06896 $1,450,000 5 6 4,716 4,716 SqFt
98 Hopewell Woods Road, Redding, CT, 06896 $1,250,000 4 3 3,669 3,669 SqFt
7 Long Meadow Lane, Redding, CT, 06896 $1,699,000 4 5 5,385 5,385 SqFt
159 Cross Highway, Redding, CT, 06896 $629,000 3 2 1,467 1,467 SqFt
471 Newtown Turnpike, Redding, CT, 06896 $825,000 3 3 1,774 1,774 SqFt
281 Newtown Turnpike, Redding, CT, 06896 $1,349,000 5 5 5,070 5,070 SqFt

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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/07/2026 @ 16:28

MLS: 24177771 LISTED BY: Jeffrey Kaplan, William Raveis Real Estate SOURCE: SmartMLS

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