23761 Winding Way, Milton, DE 19968
Local realty services provided by:Better Homes and Gardens Real Estate Murphy & Co.
23761 Winding Way,Milton, DE 19968
$1,099,500
- 4 Beds
- 5 Baths
- 8,057 sq. ft.
- Single family
- Pending
Listed by: lee ann wilkinson
Office: berkshire hathaway homeservices penfed realty
MLS#:DESU2106276
Source:BRIGHTMLS
Price summary
- Price:$1,099,500
- Price per sq. ft.:$136.47
About this 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 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!...
Contact an agent
Home facts
- Year built:2006
- Listing ID #:DESU2106276
- Added:24 day(s) ago
- Updated:March 31, 2026 at 07:32 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:5
- Flooring:Carpet, Concrete, Engineered Wood
- Dining Description:Dining Area, Dining Room
- Bathrooms Description:Full Bath, Primary Bath(s), Primary Bathroom
- Kitchen Description:Carpet, Cooktop, Dishwasher, Extra Refrigerator/Freezer, Kitchen - Island, Microwave, Oven - Double, Oven - Wall, Oven/Range - Electric, Recessed Lighting, Refrigerator
- Bedroom Description:Carpet, Primary Bedroom, Walk In Closet(s)
- Basement:Yes
- Basement Description:Partial
- Living area:8,057 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Electric, Heat Pump - Gas BackUp, Propane - Owned, Wall Unit, Zoned
Structure and exterior
- Roof:Shingle
- Year built:2006
- Building area:8,057 sq. ft.
- Lot area:7.47 Acres
- Lot Features:Private, Trees/Wooded
- Architectural Style:Contemporary
- Construction Materials:Frame, Stick Built
- Exterior Features:Balconies- Multiple, Extensive Hardscape, Outbuilding(s), Patio(s), Play Area, Secure Storage, Underground Lawn Sprinkler
- Foundation Description:Slab
- Levels:3.5 Story
Utilities
- Water:Well
- Sewer:Capping Fill, Low Pressure Pipe (LPP)
Finances and disclosures
- Price:$1,099,500
- Price per sq. ft.:$136.47
- Tax amount:$2,479 (2025)
Features and amenities
- Laundry features:Dryer, Laundry, Washer
- Amenities:Carpet, Ceiling Fan(s), Elevator, Recessed Lighting, Water Treat System
- Pool features:Indoor, Pool/Spa Combo
Parking
- Parking description:Additional Storage Area, Asphalt Driveway, Attached Garage, Detached Garage, Garage - Front Entry, Inside Access, Oversized
- Garage:Yes
- Garage spaces:6
New listings near 23761 Winding Way
- New
$230,000Active3 beds 1 baths2,200 sq. ft.723 Chestnut St, MILTON, DE 19968
MLS# DESU2108236Listed by: ERA MARTIN ASSOCIATES - Coming Soon
$647,500Coming Soon4 beds 3 baths26770 Deep Branch Rd, MILTON, DE 19968
MLS# DESU2106112Listed by: RE/MAX ASSOCIATES - New
$189,000Active0.82 Acres13217 Sunland Drive, MILTON, DE 19968
MLS# DESU2108272Listed by: JACK LINGO - REHOBOTH - Coming Soon
$749,900Coming Soon5 beds 3 baths27044 Whistling Duck Way, MILTON, DE 19968
MLS# DESU2107184Listed by: NORTHROP REALTY - Coming Soon
$1,299,900Coming Soon3 beds 3 baths1803 S Bay Shore Dr, MILTON, DE 19968
MLS# DESU2107330Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - New
$369,000Active2 beds 2 baths1,200 sq. ft.414 Conwell St, MILTON, DE 19968
MLS# DESU2108152Listed by: PATTERSON-SCHWARTZ-REHOBOTH - New
$649,900Active7 beds 5 baths3,253 sq. ft.14787 Coastal Hwy, MILTON, DE 19968
MLS# DESU2107978Listed by: MONUMENT SOTHEBY'S INTERNATIONAL REALTY - New
$609,000Active3 beds 3 baths2,309 sq. ft.24188 W Cypress Way, MILTON, DE 19968
MLS# DESU2107782Listed by: COMPASS - New
$595,000Active4 beds 4 baths3,750 sq. ft.100 Oysterman Dr, MILTON, DE 19968
MLS# DESU2107994Listed by: COLDWELL BANKER REALTY - New
$615,000Active4 beds 3 baths3,365 sq. ft.00005 Birchwood Ln, MILTON, DE 19968
MLS# DESU2107902Listed by: CENTURY 21 EMERALD