Residential Delaware Properties

  1. Delaware Real Estate
  2. Residential
  3. Milton
  4. 23761 winding way - Milton, DE 19968
ddMLS # DESU2106276
23761 winding way, Milton, DE 19968
$1,099,500
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Ask A Question Request A Showing
$1,099,500
Single Family Home
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 ele Read More
4 BED
5 BATH
6 GARAGE
Built In 2006
ADD TO FAVORITES

Property Summary

Status: Active
MLS #: DESU2106276
Street Address: 23761 Winding Way
City, State Zip: Milton, DE 19968
County: Sussex
Community: None Available
Type: Single Family Home
Area: 8,057 Sq Ft
Price $1,099,500
Beds: 4
Baths: 5 Full / 0 Half
Garage: 6
Year Built: 2006
# of Stories: 4
Style: Contemporary
 

Property Description

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!
 

Property Details

Bedrooms
Total Bedrooms: 4
BATHROOMS
Bath - Full: 5
Bath - Half: 0
Total Baths: 5
KITCHEN & DINING
  • Bathroom - Stall Shower
  • Bathroom - Walk-In Shower
  • Carpet
  • Ceiling Fan(s)
  • Dining Area
  • Elevator
  • Kitchen - Island
  • Primary Bath(s)
  • Recessed Lighting
  • Walk-in Closet(s)
  • Other
  • Water Treat System
OTHER ROOMS
Basement: Partial
Total Rooms: 0
INTERIOR FEATURES
  • Bathroom - Stall Shower
  • Bathroom - Walk-In Shower
  • Carpet
  • Ceiling Fan(s)
  • Dining Area
  • Elevator
  • Kitchen - Island
  • Primary Bath(s)
  • Recessed Lighting
  • Walk-in Closet(s)
  • Other
  • Water Treat System
Flooring: Engineered Wood, Concrete, Carpet
Furnished: No
Accessibility: Elevator, Grab Bars Mod
Elevator: No
Extra Unit: Contemporary
APPLIANCES
  • Cooktop
  • Dishwasher
  • Microwave
  • Oven - Wall
  • Oven/Range - Electric
  • Oven - Double
  • Refrigerator
  • Extra Refrigerator/Freezer
  • Washer
  • Dryer
HEATING & COOLING
Cooling: Central A/C
Heating: Heat Pump - Gas BackUp, Wall Unit, Zoned
Fireplace: Yes
UTILITES
  • Well
  • Capping Fill,Low Pressure Pipe (LPP)
POOL & SPA
Pool: Yes - Personal
BUILDING & CONSTRUCTION
Style: Contemporary
Floors: 4
Construction Type: Slab
Exterior Type: Frame, Stick Built
Foundation: Slab
Roofing: Shingle
EXTERIOR & LOT FEATURES
  • Extensive Hardscape
  • Outbuilding(s)
  • Play Area
  • Secure Storage
  • Underground Lawn Sprinkler
Views: None - Garden/Lawn,Trees/Woods
Lot Description: Trees/Wooded, Private
Porch And Patio And Deck: Balconies- Multiple, Patio(s)
Lot Sq Ft: 325393
Lot Size: 225.00 x 1074.90 x 399.23 x 1035
Waterfront: No
GARAGE & PARKING:
# of Garage Spaces: 6
Parking: Attached Garage, Driveway, Detached Garage Asphalt Driveway
SCHOOL INFORMATION
School District: Cape Henlopen
OTHER PROPERTY INFO
City: Milton
Area: Broadkill Hundred (31003)
Subdivision: None Available
In City Limits: No
Map Section: Between Rt 1 & 113
New Construction: No
Historic Distict: No
Last Price Change: 03/06/2026 03:58:35
# of Day on Market: 1 Days
FINANCE INFO
List Price: $1,099,500
Annual Property Tax: $2,479
HOA Fees: $0
Condo Fees: $0
Financing Type: Cash, Conventional
LISTING FIRM
Listed By: Berkshire Hathaway HomeServices PenFed Realty
Listing Firm Phone: 2147483647
 

ASK A QUESTION

Call us at 302-344-9002 or use the form below to contact us regarding this property or to request a private showing.


23761 WINDING WAY Milton, DE 19968 THE ULTIMATE COASTAL SANCTUARY! Experience this tranquil forest estate on this l...
23761 WINDING WAY Milton, DE 19968