Price Reduced
Images
Request Info$1,745,000
Active
2 Longwood Drive Overview
- Time on Site:
- 38 days
Newly Priced at $1,745,000 *** Exceptional Luxury Value in Redding's Limited Inventory Market. In today's market, where luxury inventory in Redding remains extremely limited, 2 Longwood Drive presents a rare opportunity to own a meticulously maintained custom estate offering exceptional square footage, privacy, flexibility, and long term value in one of Connecticut's most desirable communities. Privately set on nearly three professionally landscaped acres on a private drive at the end of a quiet cul-de-sac with only four luxury homes, this property offers over 6,200 square feet of thoughtfully designed living space rarely available at this price point. Located in one of Redding's most sought after neighborhoods, the home is ideally positioned close to the Redding Community Center, Mark Twain Library, Redding Country Club, hiking trails, parks, concerts and events on the historic town green, and the Metro-North train station with direct access to Grand Central. Buyers relocating from New York City, Westchester, or neighboring Fairfield County towns are increasingly drawn to Redding for its exceptional quality of life, natural beauty, strong sense of community, and highly regarded schools. Thoughtfully designed and impeccably maintained by its original owner, this custom built colonial combines timeless New England architecture with the spaciousness and flexibility today's luxury buyers demand.
Love this property?
Create a profile so you can receive updates on this property as soon as they happen!
View Map
2 Longwood Drive Facts & Features
- Type Single Family
- Sq. ft. 6,259
- Price/Sq.ft. $279
- Lot 2.72 Acres
Details
General
Association/HOA
- Association: No
School Information
- Elementary School: Per Board of Ed
- Middle Or Junior School: Per Board of Ed
- High School: Per Board of Ed
- Intermediate School: Per Board of Ed
Listing Information
- Bank Owned Property: No
- Potential Short Sale: No
Building Information
- Year Built: 1998
Location/Region
- County Or Parish: Fairfield
- Neighborhood: Gallows Hill
Building Exterior/Construction
- New Construction Type: No/Resale
Community/Development
- Community Features: Golf Course, Library, Medical Facilities, Paddle Tennis, Public Rec Facilities, Tennis Courts
Tax Information
- Tax Annual Amount: $30,618.00
- Tax Year: July 2025-June 2026
General Information
- Flood Zone: No
- Parcel Number: 269523
- Property Type: Single Family For Sale
- Zoning: R-2
Interior
Parking Information
- Garage Spaces: 3
Beds/Baths
- Bathrooms Full: 4
- Bathrooms Half: 1
- Bathrooms Total: 5
- Bedrooms Total: 4
Building Interior
- Attic Description: Unfinished, Crawl Space, Access Via Hatch
- Attic: Yes
- Energy Features: Generator, Thermopane Windows
- Fuel Tank Location: In Basement
- Heat Fuel Type: Oil
- Home Automation: Appliances,Electric Outlet(s),Lighting,Lock(s),Security System,Thermostat(s)
- Hot Water Description: Oil, Upright Tank
- In Law Apartment: Yes
- Laundry Room Info: Upper Level
- Laundry Room Location: 2nd floor hallway.
General Information
- Appliances: Gas Cooktop, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Icemaker, Dishwasher, Disposal, Washer, Electric Dryer, Wine Chiller
- Basement: Full, Unfinished, Storage, Interior Access, Concrete Floor
- Cooling: Ceiling Fans, Central Air, Zoned
- Fireplaces Total: 1
- Foundation Details: Concrete
- Heating: Hot Air
- Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Open Floor Plan, Security System
- Living Area: 6259
Exterior
Parking Information
- Parking Features: Attached Garage
Lot Information
- Lot Features: Secluded, Lightly Wooded, Dry, Sloping Lot, On Cul-De-Sac, Professionally Landscaped
- Lot Size Acres: 2.72
- Lot Size Source: Public Records
- Water Source: Private Well
Waterfront/View
- Waterfront Features: Not Applicable
- Waterfront: No
Building Exterior/Construction
- Architectural Style: Colonial
- Color: Gray
- Construction Materials: Clapboard
- Roof: Asphalt Shingle
General Information
- Exterior Features: Garden Area, Lighting, Covered Deck, Stone Wall, French Doors, Patio
- Pool Private: No
- Sewer: Septic
Room Information
Room: Dining Room
- Level: Main
- Length: 18
- Width: 13.8
- Description: 9 ft+ Ceilings,Hardwood Floor
Room: Kitchen
- Level: Main
- Length: 20.4
- Width: 22.11
- Description: 9 ft+ Ceilings,Granite Counters,Wet Bar,Island,Patio/Terrace,Hardwood Floor
Room: Living Room
- Level: Main
- Length: 28
- Width: 15.9
- Description: 9 ft+ Ceilings,Wet Bar,Gas Log Fireplace,Patio/Terrace,Hardwood Floor
Room: Office
- Level: Main
- Length: 18
- Width: 13.8
- Description: 9 ft+ Ceilings,Book Shelves,Built-Ins,Hardwood Floor
Room: Bedroom
- Level: Upper
- Length: 13
- Width: 16
- Description: Walk-In Closet,Hardwood Floor
Room: Bedroom
- Level: Upper
- Length: 13.3
- Width: 16
- Description: Ceiling Fan,Jack & Jill Bath,Walk-In Closet,Hardwood Floor
Room: Bedroom
- Level: Upper
- Length: 13
- Width: 16
- Description: Jack & Jill Bath,Walk-In Closet,Hardwood Floor
Room: Primary Bedroom
- Level: Upper
- Length: 31.3
- Width: 16.1
- Description: Bedroom Suite,Ceiling Fan,Full Bath,Whirlpool Tub,Walk-In Closet,Hardwood Floor
Room: Rec/Play Room
- Level: Upper
- Length: 34.11
- Width: 39.11
- Description: 9 ft+ Ceilings,Ceiling Fan,Full Bath,Steam/Sauna,Hardwood Floor
Room: Rec/Play Room
- Level: Upper
- Length: 15.8
- Width: 38.11
- Description: Skylight,Cathedral Ceiling,Ceiling Fan,Hardwood Floor
2 Longwood Drive Monthly Cost
2 Longwood Drive Market Data
Based on the last 30 days in this zip code
$1,541,369
Average List Price
$419
Average Price per Square Foot
5
Properties Sold
68
Average Days on Market
59
Properties for Sale
2 Longwood Drive History
| Date | Value | Agent |
|---|---|---|
| 6/26/2026Source: Smart MLS | $1,745,000 -2.8% |
|
| 5/22/2026Source: Smart MLS | May 22, 2026 |
Listing provided courtesy of William Raveis Real Estate- MLS# 24177771
Contact Information: (203) 505-3375
Contact Information: (203) 505-3375