
Land with Home for Sale in Milton, Delaware
23761 Winding Way, Milton, DE 19968
THE ULTIMATE COASTAL SANCTUARY! Experience this tranquil forest estate on this lovingly maintained 7.47-acre estate bordering the majestic Redden Forest. This one-of-a-kind architectural masterpiece offers a rare blend of total privacy and prime location, creating a park-like atmosphere that remains a cool summer oasis and a sun-drenched winter retreat. The expansive 8,057-square-foot custom-built main residence defines grand-scale living across four meticulously planned levels, all easily accessible via a private residential elevator. At the heart of the home, a breathtaking two-story great room features walls of glass that frame panoramic forest views and fill the open-concept floor plan with dappled sunlight. The chef's kitchen is a model of functional elegance, boasting soft-close cabinetry and abundant storage, while a signature spiral staircase leads to a third-floor study nestled high within the tree canopy for the ultimate peaceful escape. Luxury amenities abound, including a spectacular indoor spa wing with vaulted ceilings - maintained by a premium Desert Aire climate system - and an adjoining greenhouse for the botanical enthusiast. Outdoor living is equally refined, featuring a stone path that leads to a custom fire pit with circular stone seating, perfect for starlit gatherings. For the hobbyist or traveler, the oversized three-vehicle garage includes a specialized bay with a 20-foot door to accommodate a large RV or boat. Adding to the estate's versatility is a charming 532-square-foot detached guest cottage, complete with a kitchenette, full bath, and sunroom; ideal for a studio, home office, or extended family. Perfectly positioned just 30 minutes from the Rehoboth Beach boardwalk and Cape Henlopen State Park, this estate offers the best of both worlds: nature's tranquility and vibrant coastal convenience. Bring your vision to this incredible property and create your personal legacy retreat. Schedule your private tour today!
Location
- Street address
- 23761 Winding Way
- County
- Sussex County
- School district
- Cape Henlopen
- Elevation
- 46 feet
Property details
- Acreage
- 7.47 acres
- MLS #
- TREND DESU2106276
- Posted
Property taxes
- Recent
- $2,479
Parcels
- 235-25.00-68.00
Details and features
Listing
- Type
- Residential
Exterior
- Parking Spaces
- 16
- Parking
- Attached Garage, Detached Garage, Driveway
- Pool
- Private
Structure
- Style
- Contemporary
- Stories
- 4
- Heating
- Heat Pump, Natural Gas, Zoned
- Cooling
- Central Air
- Materials
- Frame, Stick Built
Interior
- Rooms
- Basement, Bathroom x 5, Bedroom x 4, Dining Room
- Fireplaces
- Yes
- Appliances
- Cooktop, Dishwasher, Double Oven, Dryer, Electric Oven/Range, Extra Refrigerator/Freezer, Microwave, Refrigerator, Wall Oven, Washer
- Accessibility
- Accessible Elevator Installed
- Features
- Carpet, Ceiling Fan(s), Dining Area, Elevator, Island Kitchen, Primary Bath(s), Recessed Lighting, Stall Shower Bathroom, Walk-In Closet(s), Walk-In Shower Bathroom, Water Treat System
Property utilities
| Category | Type | Status |
|---|---|---|
| Gas | Natural Gas | Connected |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Mar 6, 2026 | New listing | $1,099,500 | — | TREND |































































































































