About the 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.
Rooms & Interior
Room Details
-
Living Room (Main Level)
9 ft+ Ceilings, Wet Bar, Gas Log Fireplace, Patio/Terrace, Hardwood Floor
-
Dining Room (Main Level)
9 ft+ Ceilings, Hardwood Floor
-
Bedroom (Upper Level)
Walk-In Closet, Hardwood Floor
-
Office (Main Level)
9 ft+ Ceilings, Book Shelves, Built-Ins, Hardwood Floor
-
Rec/Play Room (Upper Level)
9 ft+ Ceilings, Ceiling Fan, Full Bath, Steam/Sauna, Hardwood Floor
-
Bedroom (Upper Level)
Ceiling Fan, Jack & Jill Bath, Walk-In Closet, Hardwood Floor
-
Primary Bedroom (Upper Level)
Bedroom Suite, Ceiling Fan, Full Bath, Whirlpool Tub, Walk-In Closet, Hardwood Floor
-
Rec/Play Room (Upper Level)
Skylight, Cathedral Ceiling, Ceiling Fan, Hardwood Floor
-
Bedroom (Upper Level)
Jack & Jill Bath, Walk-In Closet, Hardwood Floor
-
Kitchen (Main Level)
9 ft+ Ceilings, Granite Counters, Wet Bar, Island, Patio/Terrace, Hardwood Floor
Home Features
Heating
- Fireplaces: 1
- Heating: hot air
- Heat fuel type: oil
- Fuel tank: in basement
Cooling
- Ceiling fans
- Central air
- Zoned
Interior Features
- 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
Home Automation
- Appliances
- Electric outlet(s)
- Lighting
- Lock(s)
- Security system
- Thermostat(s)
Attic
- Unfinished
- Crawl space
- Access via hatch
Basement
- Full
- Unfinished
- Storage
- Interior access
- Concrete floor
Laundry
- Location: 2nd floor hallway.
- Upper level
Energy Features
- Generator
- Thermopane windows
Exterior Features
- Garden area
- Lighting
- Covered deck
- Stone wall
- French doors
- Patio
Property Details
Parking
- Garage spaces: 3
- Attached garage
Lot Details
- Lot surface: 2.72 acres
- Secluded
- Lightly wooded
- Dry
- Sloping lot
- On cul-de-sac
- Professionally landscaped
Utilities
- Water: private well
- Sewage: septic
Near-by Amenities
- Golf course
- Library
- Medical facilities
- Paddle tennis
- Private rec facilities
- Tennis courts
Construction Details
- Style
- colonial
- Construction year
- 1998
- Exterior Siding
- clapboard
- Foundation
- concrete
- Roof
- asphalt shingle
Area & Town
This home is located in West Redding neighborhood, in the town of Redding.
- $955K med. price
- 18 homes for sale
- $950K med. price
- 32 homes for sale
Finance & Listing Info
| Status |
Active |
| Listing date |
September 01, 2026 |
| List price |
$ 1,599,000 |
| Current price |
$ 1,599,000 |
| Tax amount |
$ 31,582 |
| Tax year |
july 2026-june 2027 |
| MLS ID |
#24203563 |
| List Agent |
Jeffrey Kaplan |
| List Office |
William Raveis Real Estate |
(c) 2026 Based on information provided to and compiled by the Smart MLS, Inc.
2 Longwood Drive
Home Photos