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2 Longwood Drive, Redding, CT 06896

Single Family For Sale

$1,599,000
$255/sqft
2 Longwood Drive, Redding, CT
Active
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4
Bedrooms
5
Bathrooms
6,259
Sq Ft
2.72
Acres
1998
Year Built

About This Home

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 (203) 505-3375 with William Raveis Real Estate (203) 847-6633

Listing Snapshot

Price $1,599,000 Days on Our Site 0 days
Property Tax $31,582/yr Style Colonial
Year Built 1998 Total Sq Ft 6,259
Lot Size 2.72 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 4
Total Rooms 9 Half Baths 1

Key Features

Interior
  • Auto Garage Door Opener
  • Cable - Pre-wired
  • Central Vacuum
  • Open Floor Plan
  • Security System
Appliances
  • Gas Cooktop
  • Microwave
  • Range Hood
  • Refrigerator
  • Freezer
  • Subzero
  • Icemaker
  • Dishwasher
  • Disposal
  • Washer
  • Electric Dryer
  • Wine Chiller
Outdoor
  • Garden Area
  • Lighting
  • Covered Deck
  • Stone Wall
  • French Doors
  • Patio
Nearby
  • Golf Course
  • Library
  • Medical Facilities
  • Paddle Tennis
  • Public Rec Facilities
  • Tennis Courts

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 3
Garage Type Attached Garage

Systems & Utilities

Heat Hot Air
Fuel Oil
Cooling Ceiling Fans, Central Air, Zoned
Hot Water Oil, Upright Tank
Water Private Well
Sewer Septic

Schools

Elem Per Board of Ed
Middle Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $2,632/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Sep 1, 2026 Listed $1,599,000

Frequently Asked Questions

How much does 2 Longwood Drive in Redding, CT cost?
This property is listed at $1,599,000, which works out to $255 per square foot.
How many bedrooms does 2 Longwood Drive have?
This home has 4 bedrooms and 5 bathrooms.
What is the square footage of 2 Longwood Drive?
The home is 6,259 square feet, situated on 2.72 acres.
When was 2 Longwood Drive in Redding built?
This property was built in 1998.
Is 2 Longwood Drive, Redding, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 2 Longwood Drive, Redding in?
This home is served by the Redding public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 2 Longwood Drive, Redding, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Jeffrey Kaplan · (203) 505-3375

William Raveis Real Estate · (203) 847-6633

MLS# 24203563 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Sep 1, 2026 2:52 PM UTC