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MLS 24203563 For Sale Open House Updated September 21, 2026
Open House An open house is scheduled — contact us for times.
2 Longwood Drive

Redding, Connecticut 06896

$1,599,000
On market 19 days
2 Longwood Drive
1 / 26

About This Property

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.

Property Details

Interior

Heat
Hot Air — Oil
Cooling
Ceiling Fans,Central Air,Zoned
Fireplaces
1
Basement
Full,Unfinished,Storage,Interior Access,Concrete Floor
In-Law Apartment
Yes
Interior Features
Auto Garage Door Opener Cable - Pre-wired Central Vacuum Open Floor Plan Security System

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Exterior Features
Garden Area Lighting Covered Deck Stone Wall French Doors Patio
Lot Description
Secluded Lightly Wooded Dry Sloping Lot On Cul-De-Sac Professionally Landscaped
Garage & Parking
Attached Garage

Utilities & Systems

Water Source
Private Well
Sewer
Septic
Energy Features
Generator Thermopane Windows

Community & Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed
Neighborhood
Gallows Hill
Nearby Amenities
Golf Course Library Medical Facilities Paddle Tennis Public Rec Facilities Tennis Courts

Appliances

Included
Gas Cooktop Microwave Range Hood Refrigerator Freezer Subzero Icemaker Dishwasher Disposal Washer Electric Dryer Wine Chiller

2 Longwood Drive

Redding , Connecticut 06896

$1,599,000

On market 19 days

Beds
4
Baths
5
SqFt
6,259
Type
Single Family
County Fairfield
Garage 3
Rooms -
Lot Size 2.72 Acres
Property Tax $31,582
Assessed Value $1,036,500
Year Built 1998
Style Colonial
Zoning R-2

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
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Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: RAVE100.

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