2 Longwood Drive
Redding, CT 06896
4
Bed
5
Bath
6,259Sqft
2.72Acres(Lot)
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 entertainin
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
-
Bedroom Information
Total beds: 4Bathroom Information
Total Baths: 5 Full Baths: 4 Half Baths: 1Room Information
Rooms Total: 9 Has Basement: Yes Basement: Full, Storage Space, Unfinished, Concrete -
Roofing Information
Asphalt -
Interior Features
In-Law Floorplan, Central Vacuum, Open Floorplan Roof: Asphalt Appliances: Dishwasher, Disposal, Dryer, Freezer, Gas Cooktop, Ice Maker, Microwave, Refrigerator, Washer, Range Hood, Wine Cooler -
Heating & Cooling
Has Heating: Yes Heating: Oil, Forced Air Has Cooling: Yes Cooling: Ceiling Fan(s), Central Air, Zoned
-
Building Information
Year Built: 1998 Building Area Total: 6259 Construction Materials: Frame, Clapboard Patio And Porch Features: Deck, Patio Private Pool: No -
Exterior Features
Exterior Features: Garden
-
Lot Information
Lot Size Acres: 2.72 Lot Description: Cul-De-Sac, Sloped
-
Listing Price Information
Listing Price: $1599000
-
Tax Information
Parcel Number: 269523 Annual Tax: $31582
-
Virtual Tour
Parking Information
Garage Door Opener, AttachedGarage Information
Has Garage: Yes Has Attached Garage: Yes Garage Space: 3
-
School Information
Elementary School: Per Board of EdJunior High School: Per Board of EdSenior High School: Per Board of Ed -
Location Information
Direction: 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. WaterSource: Well Security Features: Security System
How much is this property worth?
Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.
Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 28 Goodridge Road, Redding, CT, 06896 | $1,325,000 | 5 | 4 | 4,728 | 2.20 Acres |
| 63 Turney Road, Redding, CT, 06896 | $7,400,000 | 7 | 7 | 9,420 | 39.23 Acres |
| 74 Black Rock Turnpike, Redding, CT, 06896 | $1,395,000 | 5 | 6 | 6,775 | 2.24 Acres |
| 11 Long Meadow Lane, Redding, CT, 06896 | $1,245,000 | 4 | 6 | 5,935 | 2.95 Acres |
| 286 Black Rock Turnpike, Redding, CT, 06896 | $1,329,000 | 5 | 5 | 4,158 | 2.37 Acres |
| 471 Newtown Turnpike, Redding, CT, 06896 | $799,000 | 3 | 3 | 1,774 | 2 Acres |
| 123 Cross Highway, Redding, CT, 06896 | $1,100,000 | 4 | 4 | 3,525 | 6.18 Acres |
| 281 Newtown Turnpike, Redding, CT, 06896 | $1,295,000 | 5 | 5 | 6,170 | 2.88 Acres |
| 380 Black Rock Turnpike, Redding, CT, 06896 | $999,500 | 4 | 4 | 4,924 | 2.94 Acres |
| 16 Shady Lane, Redding, CT, 06896 | $1,025,000 | 4 | 3 | 4,316 | 3.64 Acres |
Similar Homes To 2 Longwood Drive
Nearby For Sale
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
ByOwner last updated this listing 09/06/2026 @ 09:00
More Cities with for Sale by Owner Homes
- Redding Homes For Sale By Owner
- Ridgefield Homes For Sale By Owner
- Bethel Homes For Sale By Owner
- Weston Homes For Sale By Owner
- Danbury Homes For Sale By Owner
- Wilton Homes For Sale By Owner
- South Salem Homes For Sale By Owner
- Newtown Homes For Sale By Owner
- Monroe Homes For Sale By Owner
- Pound Ridge Homes For Sale By Owner
- Cross River Homes For Sale By Owner
- Trumbull Homes For Sale By Owner
- North Salem Homes For Sale By Owner
- New Canaan Homes For Sale By Owner
- Westport Homes For Sale By Owner
- Brookfield Homes For Sale By Owner
- Fairfield Homes For Sale By Owner
- Norwalk Homes For Sale By Owner
- Brewster Homes For Sale By Owner
- New Fairfield Homes For Sale By Owner
Homes around $1,599,000
Verify Your Email
Please enter the 6-digit verification code
sent to your email address.
Verify Your Phone Number
Please enter the 6-digit verification code
sent to your mobile phone.