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Land with Home for Sale in Milton, Delaware

23761 Winding Way, Milton, DE 19968

$1,099,500
7.47 acres
Active
ago
Est $5,480/mo

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!

8,057
Sq feet
4
Beds
5
Full baths
2006
Built

Location

Street address
23761 Winding Way
School district
Cape Henlopen
Elevation
46 feet
Coordinates
38.7506, -75.3386

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

CategoryTypeStatus
GasNatural GasConnected

Listing history

DateEventPriceChangeSource
Mar 6, 2026New listing$1,099,500TREND
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This 7.47-acre property is located at 23761 Winding Way in Milton, DE 19968. The property is available for sale for $1,099,500. It has a 8,057 sq ft 4 bedroom, 5 bath house built in 2006.

Checked 2 hours ago — Updated

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