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2 Longwood Drive, 
Redding, CT 06896

$1,599,000


4

Beds


5

Baths


6,259

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Jeffrey Kaplan, (203) 505-3375

William Raveis Real Estate, (203) 847-6633

(203) 847-6633

Last updated:

September 18, 2026, 12:16 PM

MLS#

24203563

Source:

CT

About This Home

2 Longwood Drive

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.

Home Facts

Single Family

5 Baths

4 Bedrooms

Built in 1998

Price Summary

1,599,000

$255 per Sq. Ft.

MLS #:

24203563

Last Updated:

September 18, 2026, 12:16 PM

Added:

18 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

5

Full Bathrooms:

4

Interior

Living Area:

6,259 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

6,259 Sq. Ft.

Year Built:

1998


Lot

Lot Size (Sq. Ft):

118,483


Finances & Disclosures

Finances

Price:

$1,599,000

Price per Sq. Ft:

$255 per Sq. Ft.

Source:CT
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2 Longwood Drive
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Sat, Sep 19
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.