2 Longwood Dr Redding, CT, 06896

single family home
$ 1,795,000 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

Newly Priced at $1,795,000 *** Exceptional Luxury Value in Redding's Limited Inventory Market. In today's market, where luxury inventory in Redding remains extremely limited, 2 Longwood Drive presents a rare opportunity to own a meticulously maintained custom estate offering exceptional square footage, privacy, flexibility, and long term value in one of Connecticut's most desirable communities. Privately set on nearly three professionally landscaped acres on a private drive at the end of a quiet cul-de-sac with only four luxury homes, this property offers over 6,200 square feet of thoughtfully designed living space rarely available at this price point. Located in one of Redding's most sought after neighborhoods, the home is ideally positioned close to the Redding Community Center, Mark Twain Library, Redding Country Club, hiking trails, parks, concerts and events on the historic town green, and the Metro-North train station with direct access to Grand Central. Buyers relocating from New York City, Westchester, or neighboring Fairfield County towns are increasingly drawn to Redding for its exceptional quality of life, natural beauty, strong sense of community, and highly regarded schools. Thoughtfully designed and impeccably maintained by its original owner, this custom built colonial combines timeless New England architecture with the spaciousness and flexibility today's luxury buyers demand.

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
  • Bedroom (Upper Level) Walk-In Closet, Hardwood Floor
  • Rec/Play Room (Upper Level) Skylight, Cathedral Ceiling, Ceiling Fan, 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

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 $ 1,795,000
Current price $ 1,795,000
Tax amount $ 30,618
Tax year july 2025-june 2026
MLS ID #24177771
List Agent Jeffrey Kaplan
List Office William Raveis Real Estate

2 Longwood Drive Home Photos

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