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2 Longwood Drive, Redding CT 06896
2 Longwood Drive, Redding CT 06896
Connecticut>Fairfield County>Redding

2 Longwood DriveRedding, CT 06896

For Sale

$1,599,000

Smart Buyer Rebate $15,990

NEW PRICE - $1,599,000! Exceptional value for a meticulously maintained 6,259 SF custom Colonial on 2.72 private acres in desirable Redding, CT. Privately set on a quiet cul-de-sac in sought-after Gallows Hill, 2 Longwood Drive offers the space, privacy, quality and flexibility sought by discerning buyers from Fairfield County, Westchester and NYC. Just 8 minutes to the Redding Metro-North station and approximately 1 hour 20 minutes to NYC by car, this quintessential New England country estate provides a peaceful retreat while remaining connected to the metropolitan area. Meticulously maintained by its original owner, this custom home features 9-14' ceilings, hardwood floors, generous room sizes and light-filled living spaces designed for both everyday living and sophisticated entertaining. The gourmet kitchen features Sub-Zero refrigeration, Wolf six-burner gas cooktop, granite countertops, custom cabinetry and a large center island, opening to a spacious family room with gas fireplace, wet bar and French doors leading to the outdoor living spaces.

Listed by Jeffrey Kaplan

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William Raveis Real Estate

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(203) 505-3375

Last updated September 01, 2026

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Source: SmartMLS #24203563

Listing Facts

  • TypeSingle-family
  • NeighborhoodRedding
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu14
  • Taxes$31,582/year
  • Size6,259 sqft
  • Price per sqft$255

Location

Mortgage Calculator

Listing History

09/01/2026
Listed by William Raveis Real Estate
$1,599,000
  1. 09/01/2026$1,599,000
    Listed by William Raveis Real Estate

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: $31,582.00
  • Tax Year: 26

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 $31,582.

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

This single-family home is listed 17% below the average price for single-family homes in Redding and has been on the market for 65 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. Listed on Prevu for 14 days at $1,599,000. 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 $1,245,000. Nearby schools include Per Board Of Ed Elementary School, Per Board Of Ed Middle School, and Per Board Of Ed High School. View other 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.