4

Beds :

5

Baths :

8,057

Square feet :

7.47

Acres :

23761 Winding Way

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!

Features of 23761 Winding Way

MLS® # DESU2106276
Price $975,000
Bedrooms 4
Bathrooms 5.00
Full Baths 5
Square Footage 8,057
Acres 7.47
Year Built 2006
Type Single Family
Sub-Type Detached
Style Contemporary
Status Closed

Community Information

Address 23761 Winding Way
Area Broadkill Hundred
Subdivision NONE AVAILABLE
City MILTON
County SUSSEX-DE
State DE
Zip Code 19968
Within City Limits No
Sussex Delaware Quadrant Between Rt 1 & 113

Amenities

Amenities Bathroom - Stall Shower, Bathroom - Walk-In Shower, Carpet, Ceiling Fan(s), Elevator, Primary Bath(s), Recessed Lighting, Walk-in Closet(s), Water Treat System
Parking Asphalt Driveway
# of Garages 6
Garages Garage - Front Entry, Inside Access, Oversized, Additional Storage Area
View Garden/Lawn, Trees/Woods
Is Waterfront No
Has Pool Yes
Pool Indoor, Pool/Spa Combo

Interior

Appliances Cooktop, Dishwasher, Microwave, Oven - Wall, Oven/Range - Electric, Oven - Double, Refrigerator, Extra Refrigerator/Freezer, Washer, Dryer
Heating Heat Pump - Gas BackUp, Wall Unit, Zoned
Cooling Central A/C
Fireplace Yes
# of Fireplaces 1
Stories 3.5
Has Basement Yes
Basement Partial

Exterior

Exterior Frame
Exterior Features Extensive Hardscape,Outbuilding(s),Play Area,Secure Storage,Underground Lawn Sprinkler,Balconies- Multiple,Patio(s),Indoor,Pool/Spa Combo
Lot Description Trees/Wooded, Private
Roof Shingle
Construction Frame, Stick Built
Foundation Slab

School Information

District CAPE HENLOPEN

Additional Information

Date Listed March 6th, 2026
Days on Market 22
Zoning AR-1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeBerkshire Hathaway HomeServices PenFed Realty

Listing Map

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