About 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.
Features of 2 Longwood Drive
| MLS® # | 24203563 |
|---|---|
| Price | $1,599,000 |
| Bedrooms | 4 |
| Bathrooms | 5.00 |
| Full Baths | 4 |
| Half Baths | 1 |
| Square Footage | 6,259 |
| Acres | 2.72 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Under Contract - Continue to Show |
Community Information
| Address | 2 Longwood Drive |
|---|---|
| Area | Gallows Hill |
| City | Redding |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06896 |
Amenities
| Features | Generator, Thermopane Windows |
|---|---|
| Parking | Attached Garage |
| # of Garages | 3 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| 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 |
| Heating | Hot Air, Oil |
| Cooling | Ceiling Fans, Central Air, Zoned |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Has Basement | Yes |
| Basement | Full, Unfinished, Storage, Interior Access, Concrete Floor |
Exterior
| Exterior | Clapboard |
|---|---|
| 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 |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Per Board of Ed |
|---|---|
| Middle | Per Board of Ed |
| High | Per Board of Ed |
Additional Information
| Date Listed | September 1st, 2026 |
|---|---|
| Days on Market | 31 |
| Zoning | R-2 |
| RE / Bank Owned | No |
Listing Details
| Office | William Raveis Real Estate |
|---|