2 Longwood Dr Redding, CT, 06896

single family home
$ 1,675,000 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

***NEW PRICE*** $1,675,000! MORE HOUSE. MORE LAND. MORE PRIVACY. EXCEPTIONAL VALUE. If you've been searching Westchester or Fairfield County for a quintessential country estate that gives you substantial space without sacrificing access to the NYC metropolitan area, this exceptional custom built Redding Colonial deserves your attention. Offering 6,259 square feet, 2.72 private acres, 4 bedrooms, 4 full and 1 half baths, a 3-car attached garage, and a 5-bedroom septic system, this meticulously maintained single-owner home delivers an extraordinary amount of property and high-end living space for the price. And the location makes the lifestyle especially compelling: just 8 minutes to the Redding Metro-North station and a drive time of approximately 1 hour and 20 minutes to New York City. Enjoy the privacy, greenery, space, and tranquility of Fairfield County while remaining connected to NYC, Westchester, and the surrounding metropolitan area. Set privately on a cul-de-sac in desirable Gallows Hill, this classic New England Colonial has been meticulously maintained by its original owner and offers an ideal combination of timeless character and modern convenience. Inside, nine-foot ceilings, hardwood floors, generous room sizes, and flexible living spaces create an exceptional environment for both everyday life and entertaining.

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 $ 1,675,000
Current price $ 1,675,000
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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