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- Description
- Property Details
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- HOA Management
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$1,599,000
Monthly Est:$7,959
4 Beds
- 5 Baths
4 full baths + 1 half bath
6,259sqft
2 Longwood Dr, Redding, CT 06896
$1,599,000
$7,959/moEst:
Get Pre-Approved
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

Property Details
Status
Active Under Contract
Type
Single Family Residence
No. of Stories
-
County
City
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
| Date | Event | Price |
|---|---|---|
09/28/2026 Source: | Contingent (Active Under Contract) | $1,599,000 -4.54% $255/sqft |
09/01/2026 Source: | Listing Removed | $1,675,000 $268/sqft |
08/12/2026 Source: | Listed for Sale | $1,675,000 -4.01% $268/sqft |
06/26/2026 Source: | Price Decreased | $1,745,000 -5.62% $279/sqft |
01/29/2026 Source: | Listed for Sale | $1,849,000 $295/sqft |
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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.
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