A refined Connecticut country residence for full-time living or weekend enjoyment, ideal for Westchester and NYC Buyers. Set on nearly three private, landscaped acres in one of Redding's most desirable residential enclaves, 2 Longwood Drive offers a sophisticated country lifestyle that resonates naturally with buyers seeking space, privacy, and enduring quality just beyond the city. Thoughtfully designed and meticulously maintained by its original owner, this custom-built colonial blends classic New England architecture with modern luxury, creating a residence equally suited for full-time living or refined weekend use. Spanning 6,259 square feet, the home features beautifully proportioned interiors with 9-foot ceilings, hardwood floors throughout, and an open yet elegant flow ideal for both everyday living and entertaining. A stone-covered entry and central foyer introduce the main level, where light-filled spaces unfold seamlessly from room to room. The sunlit chef's kitchen serves as the centerpiece of the home, appointed with premium Sub-Zero, Wolf, and Thermador appliances, custom cabinetry, a generous center island, and a butler's pantry, all designed for effortless hosting and daily comfort. Enjoy time together in the spacious family room around the gas fireplace and pour cocktails at the wet bar, featuring a wine refrigerator and ice maker. Open the French doors and relax outside on the stunning stone patio, all overlooking the serene, manicured grounds.
Listed by Jeffrey Kaplan
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William Raveis Real Estate
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(203) 505-3375
Last updated January 29, 2026
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Source: SmartMLS #24147905
Listing Facts
TypeSingle-family
NeighborhoodRedding
Bedrooms4
Bathrooms5
Days on Prevu26
Taxes$30,618/year
Size6,259 sqft
Price per sqft$295
Location
Mortgage Calculator
Listing History
01/05/2026
Listed by William Raveis Real Estate
$1,849,000
Property Details for 2 Longwood Drive
Exterior
Construction
New Construction: No/Resale
Roof: Asphalt Shingle
Year Built: 1998
Year Built Details: Public Records
Architectural Style: Colonial
Construction Materials: Frame
Exterior Features: Garden Area, Lighting, Covered Deck, Stone Wall, French Doors, Patio
Features
Waterfront Features: Not Applicable
Measurements
Lot Features: Secluded, Lightly Wooded, Dry, Sloping Lot, On Cul-De-Sac, Professionally Landscaped
Lot Size Acres: 2.72
Financial
Taxes
Parcel Number: 269523
Tax Annual Amount: $30,618.00
Tax Year: 25
Interior
Features
Appliances: Gas Cooktop, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Icemaker, Dishwasher, Disposal, Washer, Electric Dryer, Wine Chiller
How many bedrooms and bathrooms does this single-family home have?
There are 4 bedrooms and 5 bathrooms in this single-family home at 2 Longwood Drive.
What schools are nearby to 2 Longwood Drive?
Nearby schools include the Per Board Of Ed Elementary School and Per Board Of Ed High School.
Does this single-family home have parking?
Yes, there are 3 parking spaces available for 2 Longwood Drive.
What are the annual taxes for 2 Longwood Drive?
Annual taxes for this single-family home are estimated at $30,618.
How does 2 Longwood Drive compare to other single-family homes in Redding?
This single-family home is listed 11% above the average price for single-family homes in Redding and has been on the market for 154 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 6,259 sqft.
2 Longwood Drive is a 4-bedroom, 5-bath single-family home for sale in Redding CT 06896. On Prevu for 26 days at $1,849,000. This residence features 6,259 square feet of living space, located in Redding. The median listing price for single-family homes in this area is $1,547,000. Nearby schools include Per Board Of Ed Elementary School and Per Board Of Ed High School. View other single-family home listings in Fairfield County.
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