2 Longwood Drive, Redding, CT 06896

• 4 beds |
• 5 baths |
• 6,259 sqft

Property Description

Rare opportunity to purchase a meticulously maintained, single-owner colonial set amid the rolling lawns and mature trees of southern Redding, offered below recent comparable sales and representing exceptional value for the size, land, and location. Sited on 2.72 secluded, professionally landscaped acres on a private cul-de-sac in the sought-after Gallows Hill neighborhood, this classic New England colonial captures the bucolic charm that has long defined Redding, offering significantly more square footage and acreage per dollar than comparable listings in the area, just over an hour from Manhattan with convenient Metro-North access via Westport, Wilton, and West Redding. The thoughtfully designed floor plan features nine foot ceilings, hardwood floors throughout, and generously proportioned rooms suited to both everyday living and entertaining. The gourmet kitchen showcases Sub-Zero refrigeration, a Wolf six-burner gas cooktop, granite counters, and a large center island, opening to a fireplaced living room with French doors to the patio. Additional highlights include a dedicated office with built-in bookshelves, two versatile upper-level recreation rooms, one with a full bath and steam sauna, and a 3rd floor space for an in-law apartment offering flexibility for extended family or guests. The primary suite includes a walk-in closet and whirlpool tub, and three additional bedrooms complete the upper level. A full unfinished basement provides ample additional storage

Listing Status:

Active

Date Added:

May 22, 2026

Data Last Updated:

August 10, 2026 at 8:52PM

Listing Office:

William Raveis Real Estate : (203) 847-6633

Listing Agent:

Jeffrey Kaplan : (203) 505-3375

MLS ID:

24177771

Interior

• General: Auto Garage Door OpenerCable - Pre-wiredCentral VacuumOpen Floor PlanSecurity System
• Appliances: Gas CooktopMicrowaveRange HoodRefrigeratorFreezerSubzeroIcemakerDishwasherDisposalWasherElectric DryerWine Chiller
• Laundry: Upper Level
• Basement: FullUnfinishedStorageInterior AccessConcrete Floor
• A/C: Ceiling FansCentral AirZoned
• Heating: Hot AirOil
• Fireplace: Fireplaces: 1

Exterior

• General: Garden AreaLightingCovered DeckStone WallFrench DoorsPatio
• Style: Colonial

Construction

• Roofing: Asphalt Shingle

Location

• County: Fairfield

Lot

• Zoning: R-2269523

Utilities

• Water: Private Well
• Sewer: Septic