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2 Longwood DriveRedding, CT 06896

For Sale

$1,795,000

Smart Buyer Rebate $17,950

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 Twain 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.

Listed by Jeffrey Kaplan

·

William Raveis Real Estate

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(203) 505-3375

Last updated May 31, 2026

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Source: SmartMLS #24177771

Listing Facts

  • TypeSingle-family
  • NeighborhoodRedding
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu26
  • Taxes$30,618/year
  • Size6,259 sqft
  • Price per sqft$287

Location

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Listing History

05/21/2026
Listed by William Raveis Real Estate
$1,795,000

Property Details for 2 Longwood Drive

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1998
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Garden Area, Lighting, Covered Deck, Stone Wall, French Doors, Patio

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Secluded, Lightly Wooded, Dry, Sloping Lot, On Cul-De-Sac, Professionally Landscaped
  • Lot Size Acres: 2.72

Financial

Taxes

  • Parcel Number: 269523
  • Tax Annual Amount: $30,618.00
  • Tax Year: 25

Interior

Features

  • Appliances: Gas Cooktop, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Icemaker, Dishwasher, Disposal, Washer, Electric Dryer, Wine Chiller
  • Fireplaces Total: 1
  • Interior Features: DROPEN, PREWIRED, CENVAC, OPEN, SECURESY

Measurements

  • Living Area: 6,259

Rooms

  • Basement: Full, Unfinished, Storage, Interior Access, Concrete Floor
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 4
  • Rooms Total: 9

Parking

Parking

  • Attached Garage: Attached Garage
  • Garage Spaces: 3

Schools

Elementary School

  • Elementary School: Per Board Of Ed

High School

  • High School: Per Board Of Ed

Middle or Junior School

  • Middle Or Junior School: Per Board Of Ed

Utilities

Equipment

  • Cooling: Ceiling Fans, Central Air, Zoned
  • Heating: Hot Air
  • Laundry Features: Upper Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

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

There are 4 bedrooms and 5 bathrooms in this single-family home at 2 Longwood Drive.

What schools are nearby to 2 Longwood Drive?

Nearby schools include the Per Board Of Ed Elementary School, Per Board Of Ed Middle School, and Per Board Of Ed High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 2 Longwood Drive.

What are the annual taxes for 2 Longwood Drive?

Annual taxes for this single-family home are estimated at $30,618.

How does 2 Longwood Drive compare to other single-family homes in Redding?

This single-family home is listed 8% above the average price for single-family homes in Redding and has been on the market for 154 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 6,259 sqft.

2 Longwood Drive is a 4-bedroom, 5-bath single-family home for sale in Redding CT 06896. On Prevu for 26 days at $1,795,000. This home features 6,259 square feet of living space, located in Redding. The median listing price for single-family homes in this area is $1,547,000. Nearby schools include Per Board Of Ed Elementary School, Per Board Of Ed Middle School, and Per Board Of Ed 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.