NOT LISTED FOR SALE

23761 Winding Way Milton, DE 19968

Milton Area

Estimated Value: $1,042,105

4 Beds
5 Baths
8,057 Sq Ft
$129/Sq Ft Est. Value

Sale Details

Date Sold: May 4, 2026

Last sale price $975,000 $121 Per Sq Ft

Est. 7% increase in value since last sale

Current estimated payment $5,925 / mo

19 Days on Market

Highlights

  • Guest House
  • View of Trees or Woods
  • Contemporary Architecture
  • Indoor Pool
  • 7.47 Acre Lot
  • Private Lot

About This Home

As of May 2026

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!

Last Agent to Sell the Property

Lee Ann Wilkinson

(302) 645-6661 leeann@leeanngroup.com Berkshire Hathaway HomeServices PenFed Realty Brokerage Phone: 3026456661 License #RA-0002064 Listed on: 03/06/2026

Berkshire Hathaway HomeServices PenFed Realty

Last Buyer's Agent

PATRICIA COLUZZI

(302) 227-6767 justin.healy@msir.net Monument Sotheby's International Realty License #RS-0022283

Monument Sotheby's International Realty
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Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $2,479

Year Built

  • Built in 2006

Lot Details

  • 7.47 Acre Lot
  • Lot Dimensions are 225.00 x 1074.90 x 399.23 x 1035.44
  • Extensive Hardscape
  • Private Lot
  • Sprinkler System
  • Wooded Lot
  • Property is zoned AR-1

Parking

  • 6 Garage Spaces | 4 Direct Access and 2 Detached
  • 10 Driveway Spaces
  • Parking Storage or Cabinetry
  • Front Facing Garage

Property Views

  • Woods
  • Garden

Home Design

  • Contemporary Architecture
  • Slab Foundation
  • Frame Construction
  • Shingle Roof
  • Stick Built Home

Interior Spaces

  • 8,057 Sq Ft Home
  • Property has 3.5 Levels
  • Vaulted Ceiling
  • Ceiling Fan
  • Recessed Lighting
  • 1 Fireplace
  • Entrance Foyer
  • Great Room
  • Dining Room
  • Loft
  • Bonus Room
  • Solarium
  • Storage Room
  • Utility Room
  • Partial Basement

Kitchen

  • Built-In Double Oven
  • Electric Oven or Range
  • Cooktop
  • Microwave
  • Extra Refrigerator or Freezer
  • Dishwasher
  • Kitchen Island

Flooring

  • Engineered Wood
  • Carpet
  • Concrete

Bedrooms and Bathrooms

  • En-Suite Bathroom
  • Walk-In Closet
  • Walk-in Shower

Laundry

  • Laundry Room
  • Laundry on upper level
  • Dryer
  • Washer

Accessible Home Design

  • Accessible Elevator Installed
  • Grab Bars

Pool

  • Indoor Pool
  • Pool and Spa

Outdoor Features

  • Multiple Balconies
  • Patio
  • Wood or Metal Shed
  • Outbuilding
  • Playground

Additional Homes

  • Guest House

Utilities

  • Zoned Heating and Cooling System
  • Back Up Gas Heat Pump System
  • Heating System Powered By Owned Propane
  • Wall Furnace
  • Water Treatment System
  • Well
  • Propane Water Heater
  • Capping Fill
  • Low Pressure Pipe

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Tax Lot 85
  • Assessor Parcel Number 235-25.00-68.00

Home Details

Home Type

Single Family

Est. Annual Taxes

$2,479

Year Built

Built in 2006

Lot Details

7.47 Acres

Parking

6

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Contemporary
  • Sussex De Quadrants: Between Rt 1 & 113
  • Accessibility Features: Elevator, Grab Bars Mod
  • Ownership: Fee Simple
  • New Construction: No
  • Story List: Lower 1, Main, Upper 1, Upper 2
  • Federal Flood Zone: No
  • Year Built: 2006
  • Automatically Close On Close Date: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Cooktop, Dishwasher, Microwave, Oven - Wall, Oven/Range - Electric, Oven - Double, Refrigerator, Extra Refrigerator/Freezer, Washer, Dryer
  • Flooring Type: Engineered Wood, Concrete, Carpet
  • 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), Water Treat System
  • Fireplaces Count: 1
  • Fireplace: Yes
  • Wall Ceiling Types: 2 Story Ceilings, 9'+ Ceilings
  • Foundation Details: Slab
  • Levels Count: 3.5
  • Room List: Dining Room, Primary Bedroom, Bedroom 3, Bedroom 4, Kitchen, Foyer, Bedroom 1, Great Room, Laundry, Loft, Solarium, Storage Room, Utility Room, Bonus Room, Primary Bathroom, Full Bath
  • Basement: Yes
  • Basement Type: Partial
  • Laundry Type: Upper Floor
  • Total Sq Ft: 8057
  • Living Area Sq Ft: 8057
  • Price Per Sq Ft: 136.47
  • Above Grade Finished Sq Ft: 8057
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 4
  • Main Level Bedrooms: 1
  • Total Bathrooms: 5
  • Full Bathrooms: 5
  • Main Level Bathrooms: 1.00
  • Upper Level Bathrooms: 3
  • Lower Levels Bathrooms: 1
  • Upper Level Bathrooms: 2.00
  • Upper Level 2 Bathrooms: 1.00
  • Lower Levels Bathrooms: 1.00
  • Main Level Full Bathrooms: 1
  • Lower Level Full Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Other Structures List: Guest House, Shed, Wood/Metal Shed
  • Construction Materials: Frame, Stick Built
  • Exterior Features: Extensive Hardscape, Outbuilding(s), Play Area, Secure Storage, Underground Lawn Sprinkler
  • Pool Features: Indoor, Pool/Spa Combo
  • Roof: Shingle
  • View: Garden/Lawn, Trees/Woods
  • Water Access: No
  • Waterfront: No
  • Water Oriented: No
  • Pool: Yes - Personal
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Garage Spaces: 6.00
  • Garage: Yes
  • Parking Features: Asphalt Driveway
  • Garage Features: Garage - Front Entry, Inside Access, Oversized, Additional Storage Area
  • Attached Garage Spaces: 4
  • Number Of Detached Garage Spaces: 2
  • Total Garage And Parking Spaces: 16
  • Type Of Parking: Attached Garage, Driveway, Detached Garage
  • Number of Spaces in Driveway: 10

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C
  • Heating Fuel: Electric, Propane - Owned
  • Heating Type: Heat Pump - Gas Backup, Wall Unit, Zoned
  • Heating: Yes
  • Hot Water: Propane
  • Sewer/Septic System: Capping Fill, Low Pressure Pipe (LPP)
  • Water Source: Well

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No

Schools

  • School District Source: Listing Agent

Lot Info

  • Lot Features: Trees/Wooded, Private
  • Lot Size Acres: 7.47
  • Lot Dimensions: 225.00 x 1074.90 x 399.23 x 1035.44
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 325393.00
  • Outdoor Living Structures: Balconies- Multiple, Patio(s)
  • Zoning: AR-1
  • In City Limits: No

Rental Info

  • Vacation Rental: No

Tax Info

  • School Tax: 2228.00
  • School Tax Pymnt Freq: Annually
  • Tax Annual Amount: 2479.00
  • Assessor Parcel Number: 235-25.00-68.00
  • Tax Lot: 85
  • County Tax Payment Frequency: Annually
  • Tax Year: 2025

MLS Schools

  • School District Name: CAPE HENLOPEN

Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Listed on
Mar 6, 2026
Closed on
May 4, 2026
Sold by
Bought by
Seller's Agent
Lee Ann Wilkinson
Berkshire Hathaway HomeServices PenFed Realty
Buyer's Agent
PATRICIA COLUZZI
Monument Sotheby's International Realty
List Price
$1,099,500
Sold Price
$975,000
Premium/Discount to List
-$124,500
-11.32%
Views
67
Current Estimated Value
$1,042,105

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$67,105
Avg. Annual Appreciation
30.51%
Original Mortgage
$731,250
Outstanding Balance
$729,914
Interest Rate
6.46%
Mortgage Type
New Conventional
Estimated Equity
$312,191

Purchase Details

Closed on
Mar 3, 2022
Sold by
Bought by

Purchase Details

Closed on
Jun 24, 2002
Bought by
Source: Public Records

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Agents Specializing in Milton, DE

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Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
$975,000 None Listed On Document
-- Fuqua Williard & Schab Pa
$80,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Borrower Loan Amount
Open $731,250
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
05/04/2026 05/04/26 Sold $975,000 -11.3% $121 / Sq Ft
03/25/2026 03/25/26 Pending -- -- --
03/06/2026 03/06/26 For Sale $1,099,500 -- $136 / Sq Ft
Source: Bright MLS

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $2,229 $92,650 $3,750 $88,900
2024 $4,317 $92,650 $3,750 $88,900
2023 $4,313 $92,650 $3,750 $88,900
2022 $4,154 $92,650 $3,750 $88,900
2021 $3,963 $92,650 $3,750 $88,900
2020 $3,950 $92,650 $3,750 $88,900
2019 $3,956 $92,650 $3,750 $88,900
2018 $3,669 $92,650 $0 $0
2017 $3,496 $92,650 $0 $0
2016 $3,201 $92,650 $0 $0
2015 $3,036 $92,650 $0 $0
2014 $3,010 $92,650 $0 $0
Source: Public Records

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Map

Source: Bright MLS

MLS Number: DESU2106276

Bright MLS

APN: 235-25.00-68.00

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