Movoto Real Estate
Sold on 11/03/2026
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2 Longwood Dr, Redding, CT 06896

$1,500,000

Last sold 11/03/2026 after 63 Days

  • 4

    bed

  • 5

    bath

  • 6,259

    Sqft ($240/Sqft)

House not for sale

About 2 Longwood Dr

Property type House
Year built 1998
HOA fee $0/month
Lot size 2.72 Acre
Movoto estimate
Parking 3 garage spaces
Property 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.
Listed by
Listing Agent - Jeffrey Kaplan
Listing Office - William Raveis Real Estate
Source: CONNECT MLS mls logo
MLS#24203563 • last updated 6 days ago
Movoto checked CONNECT MLS for data 4 minutes ago
Overview
Heating Hot Air, Oil
Levels/Style Colonial
Type Single Family For Sale
Virtual Tour N/A
SqFt 6259
Status Closed
MLS # 24203563
Lot Size (Acres) 2.72
Property Tax 31582
Property Condition No/Resale
Interior
Total # of Bathrooms 5
# of Full Baths 4
# of Half Baths 1
Total # of Bedrooms 4
Laundry Upper Level, 2nd Floor Hallway.
Total # of Rooms 9
Exterior
Exterior Clapboard
Foundation Concrete
Roofing Asphalt Shingle
# Garage Spaces 3
Parking Attached Garage
Amenities / Utilities
Sewer/ Septic Septic
Location
Waterfront Not Applicable
Neighborhood Gallows Hill
Elementary School Per Board Of Ed
Intermediate School Per Board Of Ed
High School Per Board Of Ed
Middle School Per Board Of Ed
APN 269523
Directions Gallows Hill Road To Longwood Drive. Drive Around Cul-de-sac To Enter Private Drive. 2nd Home On Right. Park In Driveway By Garage. There Is No "for Sale" Sign On Property.
$1.65M
Range: $1.45M-$1.86M
Last 30 days 
  • Nov 2026
    mls logo MLS # 24203563
  • Nov 3, 2026 Sold
    $1,500,000 (-6.2%)
  • Oct 10, 2026 Under Contract
    —
  • Sep 28, 2026 Under Contract - Continue To Show
    —
  • Sep 1, 2026 Listed
    $1,599,000 (-4.5%)
  • Aug 2026
    mls logo MLS # 24177771
  • Aug 12, 2026 Price Change
    $1,675,000 (-4.0%)
  • Jun 26, 2026 Price Change
    $1,745,000 (-2.8%)
  • May 21, 2026 Listed
    $1,795,000 (-2.9%)
  • Jan 2026
    mls logo MLS # 24147905
  • Jan 5, 2026 Listed
    $1,849,000
  • Nov 2025
    mls logo MLS # 24116027
  • Nov 13, 2025 Price Change
    $1,849,000 (-7.3%)
  • Aug 18, 2025 Listed
    $1,995,000 (+117.6%)
  • Jul 1998
    mls logo MLS # 97028080
  • Jul 17, 1998 Sold
    $916,775 (+7.9%)
  • Oct 1, 1997 Listed
    $849,500
  • Year Property taxes Tax assessment
  • 2024
    $30,618 +2.7%
    $1,036,500 -3.72%
  • 2023
    $29,808 +0.4%
    $1,076,500 +20.9%
  • 2022
    $29,686 -1.2%
    $890,400 -2.67%
  • 2021
    $30,042
    $914,800
  • 2020
    $30,042
    $914,800
  • 2019
    $30,042 +3.5%
    $914,800
  • 2018
    $29,017 -0.1%
    $914,800 -6.7%
  • 2017
    $29,042 +1.3%
    $980,500
  • 2016
    $28,670 +1.1%
    $980,500
  • 2015
    $28,346
    —
  • 2 Longwood Dr
    $1.5M
  • —
  • 06896
    $1.14M 0% y/y
  • Redding
    $990K -3% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
3 Longwood Dr, Redding, CT 06896 $1,681,500 4/3 4,816 0.06
1 Longwood Dr, Redding, CT 06896 $997,600 3/2 2,822 0.07
95 Lonetown Rd, Redding, CT 06896 $1,229,600 4/3 2,848 0.08
83 Lonetown Rd, Redding, CT 06896 $1,419,500 4/3 3,850 0.09
22 Drummer Ln, Redding, CT 06896 $1,494,700 4/3 3,668 0.09
32 Gallows Hill Rd, Redding, CT 06896 $1,011,200 3/2 3,134 0.1
4 Longwood Dr, Redding, CT 06896 $2,527,800 5/5 6,343 0.11
24 Gallows Hill Rd, Redding, CT 06896 $1,909,700 6/5 5,642 0.13

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

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