Active Under Contract
Single family home for sale at 2 Longwood Dr, Redding, CT 06896 | MLS# 24203563 | Listing updated on 2026-10-21
Photo 1 of Single family home for sale at 2 Longwood Dr, Redding, CT 06896 | MLS# 24203563 | Listing updated on 2026-10-21
Photo 2 of Single family home for sale at 2 Longwood Dr, Redding, CT 06896 | MLS# 24203563 | Listing updated on 2026-10-21
Photo 3 of Single family home for sale at 2 Longwood Dr, Redding, CT 06896 | MLS# 24203563 | Listing updated on 2026-10-21
Photo 4 of Single family home for sale at 2 Longwood Dr, Redding, CT 06896 | MLS# 24203563 | Listing updated on 2026-10-21
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$1,599,000

Monthly Est:$7,959

  • Beds Icon4 Beds
  • Beds Icon
    5 Baths
  • Beds Icon6,259sqft

2 Longwood Dr, Redding, CT 06896

$7,959/moEst:

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  • Single Family Residence

  • Built in 1998

  • $-- HOA

  • 2.72 acres lot

  • $255/sq.ft

Description

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.

  • Houzeo last checked: 4 minutes ago
  • Listing updated: October 21, 2026 at 3:51 pm
  • Listing Provided by: Jeffrey Kaplan | William Raveis Real Estate
  • Source: SMART MLS-CT | MLS#: 24203563 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fairfield County

  • City

    Redding

  • Neighborhood

    --

  • Year Built

    1998

  • HOA Fees

    -

  • Finished Area

    6,259 sqft

  • Lot Size

    2.72 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24203563

  • MLS Status

    Under Contract

  • Days on Market

    59

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 5

Interior

  • Heating

    Oil

  • Appliances

    Gas Cooktop, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Icemaker, Dishwasher, Disposal, Washer, Electric Dryer, Wine Chiller

  • Interior Features

    Auto Garage Door Opener, Cable Pre Wired, Central Vacuum, Open Floor Plan, Security System

  • Exterior Features

    Garden Area, Lighting, Covered Deck, Stone Wall, French Doors, Patio

  • Cooling

    Ceiling Fans, Central Air, Zoned

  • Sewer

    Septic

Construction

  • Year Built

    Year Built: 1998

  • Home type

    Single Family Residence

  • Architectural Style

    Colonial

  • Foundation Details

    Concrete

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Laundry Features

    Upper Level

  • Parking Features

    Attached Garage

  • Water Source

    Private Well

  • Basement

    Full, Unfinished, Storage, Interior Access, Concrete Floor

Other Features

  • Subdivision Name

    Gallows Hill

  • Lot Features

    Secluded, Lightly Wooded, Dry, Sloping Lot, On Cul De Sac, Professionally Landscaped

Price History

DateEventPrice

09/28/2026

Source: mls_logoSMART MLS-CT #24203563

Contingent (Active Under Contract)

$1,599,000 -4.54%

$255/sqft

09/01/2026

Source: mls_logoSMART MLS-CT #24177771

Listing Removed

$1,675,000

$268/sqft

08/12/2026

Source: mls_logoSMART MLS-CT #24177771

Listed for Sale

$1,675,000 -4.01%

$268/sqft

06/26/2026

Source: mls_logoSMART MLS-CT #24177771

Price Decreased

$1,745,000 -5.62%

$279/sqft

01/29/2026

Source: mls_logoSMART MLS-CT #24147905

Listed for Sale

$1,849,000

$295/sqft

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Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 31, 2026, 08:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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