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Residential Land with Home for Sale in Milton, Delaware

23761 Winding Way, Milton, DE 19968

$1,199,500
7.47 acres
Active
$50k drop
Est $6,258/mo

TRANQUIL FOREST RETREAT! Discover the perfect blend of privacy & location from this lovingly maintained 7.47-acre property near Redden Forest. This serene retreat offers a park-like atmosphere that's cool in summer and cozy in winter. Featuring a magnificent 8,057 square foot custom-built main house and a charming 532 square foot guest cottage will an additional full bath, kitchenette & sunroom, there is plenty of space for guests, friends, or extended family. Just a 30-minute drive from The Rehoboth Beach boardwalk and Cape Henlopen State Park, it provides an ideal balance of privacy and convenience, allowing you to enjoy nature's tranquility while being close to vibrant coastal attractions. The main house offer 4 levels of spacious living, complete with an oversized three-vehicle garage, including a bay with a 20-foot door that can house your RV or boat. Inside, an elevator ensures accessibility across most levels. Luxurious amenities abound, such as an indoor spa with a vaulted ceiling, maintained by a premium Desert Aire system, and an adjoining greenhouse. The great room features a two-story ceiling and expansive forest views, while large windows fill the home with dappled sunlight. The open-concept kitchen is perfect for entertaining, featuring soft-close cabinetry and ample storage. A spiral staircase leads to a third-floor study offering a peaceful retreat with views of the tree canopy. Enjoy cozy gatherings under the stars from the outdoor fire pit with circular stone seating. A short stone path leads to a separate guest cottage, ideal for visitors or creative projects. This one-of-a-kind designed estate blends natural beauty with practical comfort. The possibilities abound for you to add your own personal touch on making this incredible property your personal retreat! Call and schedule a showing today!

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

Location

Street address
23761 Winding Way
School district
Cape Henlopen
Elevation
42 feet
Coordinates
38.7499, -75.3383

Property details

Acreage
7.47 acres
MLS #
TREND DESU2091770
Posted

Property taxes

Recent
$4,567

Parcels

  • 235-25.00-68.00

Details and features

Listing

Type
Residential

Exterior

Parking Spaces
16
Parking
Attached Garage, Detached Garage, Driveway

Structure

Style
Contemporary
Stories
4
Heating
Heat Pump, Natural Gas, Zoned
Cooling
Central Air, Ductless
Materials
Frame, Stick Built

Interior

Rooms
Bathroom x 5, Bedroom x 4, Dining Room
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

CategoryTypeStatusDescription
GasNatural GasConnected

Listing history

DateEventPriceChangeSource
Nov 3, 2025Price drop$1,199,500$50,000 -4%TREND
Sept 27, 2025Price drop$1,249,500$50,000 -3.8%TREND
Sept 10, 2025Price drop$1,299,500$50,000 -3.7%TREND
Aug 26, 2025Price drop$1,349,500$45,500 -3.3%TREND
Aug 8, 2025New listing$1,395,000TREND
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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 $1,199,500. It has a 8,057 sq ft 4 bedroom, 5 bath house built in 2006.

Checked 1 hour ago — Updated

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