23761 Winding Way Milton, DE $ 1,099,500
23761 Winding Way
$ 1,099,500
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23761 Winding Way

Milton, DE, 19968
$ 1,099,500
Bedrooms4 Baths5.0 Sq 8,057

Monthly Estimate*

$ 6,770

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Single Family Home for sale in Milton, DE

for $1,099,500 with 4 bedrooms and 5 full baths. This 8,057 square foot home was built in 2006 on a lot size of 7.47.

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 chefs 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: natures tranquility and vibrant coastal convenience. Bring your vision to this incredible property and create your personal legacy retreat. Schedule your private tour today!

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Single Family Active

Price

$ 1,099,500

Bedrooms

4

Full Bath

5

Property Type

Single Family

Taxes

$ 2,479

Style

Contemporary

Lot Size

7.47

Year Built

2006

Town/City

Milton

County/Region

Sussex

MLS | Web ID

DESU2106276

Features
General
Living Area 8057
Sewer Capping Fill Low Pressure Pipe (LPP)
Heating Heat Pump - Gas BackUp Wall Unit Zoned
Cooling Central A/C
Possession Settlement
Roof Shingle
Appliances Cooktop Dishwasher Microwave Oven - Wall Oven/Range - Electric Oven - Double Refrigerator Extra Refrigerator/Freezer Washer Dryer
Zoning AR-1
Garage Spaces 6.00
Patio/Porch Features Balconies- Multiple Patio(s)
Architectural Style Contemporary
Pool Features Indoor Pool/Spa Combo
Construction Materials Frame Stick Built
School District CAPE HENLOPEN
Year Built 2006
View Garden/Lawn Trees/Woods
Levels 3.5
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Building Name NONE AVAILABLE
Accessibility Elevator Grab Bars Mod
County SUSSEX
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 5
Status ACTIVE
Directions From Rt 9 turn onto Prettyman Rd then right onto Gravel Hill Rd. From there turn left onto Neptune rd property will be on the right.
City MILTON
Senior Community Y/N N
MLS Area Broadkill Hundred (31003)
Lot Size Units Square Feet
Lot Size Square Feet 325393.00
Tax Annual Amount 2479.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 136.47
Acceptable Financing Cash Conventional
Vacation Rental Y/N N
Sussex DE Quadrants Between Rt 1 & 113
Standard Status Active
Year Built Source Assessor
Tax Lot 85
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Interior
Interior Amenities 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
Heating Fuel Electric Propane - Owned
Basement Partial
Flooring Engineered Wood Concrete Carpet
Total Fireplaces 1
Hot Water Propane
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 8057
Central Air Y/N Y
Total Bedrooms 4
Below Grade Finished Area 0
Room Type Dining Room Primary Bedroom Bedroom 3 Bedroom 4 Kitchen Foyer Bedroom 1 Great Room Laundry Loft Other Solarium Storage Room Utility Room Bonus Room Primary Bathroom Full Bath
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Upper Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
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Exterior
Exterior Amenities Extensive Hardscape Outbuilding(s) Play Area Secure Storage Underground Lawn Sprinkler
Pool Yes - Personal
Parking Features Asphalt Driveway
Lot Features Trees/Wooded Private
Water Source Well
Garage Features Garage - Front Entry Inside Access Oversized Additional Storage Area
Type of Parking Attached Garage Driveway Detached Garage
Foundation Details Slab
Water View Y/N N
Lot Dimensions 225.00 x 1074.90 x 399.23 x 1035.44
Lot Size Acres 7.47
Lot Size Source Assessor
Waterfront Y/N N
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 23761
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* Excluded Features
List By
Berkshire Hathaway Homeservices Penfed Realty

Broker

leeann@leeanngroup.com

Email

Affordability Calculator

$6,976
Per Month
97%
3%
0%
Monthly Principal & Interest
$6,770
Monthly Property Taxes
$207
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2314408 Elementary School
2314409 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
3/7/2026$1,099,500 Listed Price

Map


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23761 Winding Way, Milton, DE, 19968 is a Single Family Home for sale at $1,099,500 with 8,057 sqft and a lot size of 7.47. 23761 Winding Way has 4 bedrooms, 5.0 baths, and was built in 2006. The property's zip code is 19968 which is in Milton, DE