2 Longwood Dr Redding, CT, 06896

single family home
$ 1,745,000 For Sale Active May 21, 2026
  • 4 beds
  • 5 baths
  • 6,259 sq ft
  • 2.72 acres
  • 1998 year built
  • 3 cars garage

About the Home

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 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.

Rooms & Interior

4 bedrooms beds
4 full + 1 half baths
6,259 square feet sq ft

Room Details

  • Bedroom (Upper Level) Ceiling Fan, Jack & Jill Bath, Walk-In Closet, Hardwood Floor
  • Kitchen (Main Level) 9 ft+ Ceilings, Granite Counters, Wet Bar, Island, Patio/Terrace, Hardwood Floor
  • Rec/Play Room (Upper Level) 9 ft+ Ceilings, Ceiling Fan, Full Bath, Steam/Sauna, Hardwood Floor
  • Office (Main Level) 9 ft+ Ceilings, Book Shelves, Built-Ins, Hardwood Floor
  • Primary Bedroom (Upper Level) Bedroom Suite, Ceiling Fan, Full Bath, Whirlpool Tub, Walk-In Closet, Hardwood Floor
  • Bedroom (Upper Level) Jack & Jill Bath, Walk-In Closet, Hardwood Floor
  • 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
  • Rec/Play Room (Upper Level) Skylight, Cathedral Ceiling, Ceiling Fan, 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.

Finance & Listing Info

Status Active
Listing date May 21, 2026
List price $ 1,745,000
Current price $ 1,745,000
Tax amount $ 31,582
Tax year july 2026-june 2027
MLS ID #24177771
List Agent Jeffrey Kaplan
List Office William Raveis Real Estate

2 Longwood Drive Home Photos

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