Introducing 462 Woodside Drive, an exquisite coastal retreat in the charming community of Winding Creek Village, adjacent to Guinea Creek on Rehoboth Bay. Nestled on a sprawling . 57-acre lot, this home is a haven of tranquility and luxury. Step inside and let your senses be captivated by the home's exceptional features, luxurious finishes, and expansive spaces designed for grand entertaining, both indoors and out. The gracious foyer welcomes you into the living room, where a soaring cathedral ceiling crowns the space. The centerpiece is a floor-to-ceiling stacked stone fireplace, beautifully framed by sliding glass doors that open to an elevated deck, seamlessly blending indoor and outdoor living. The gourmet kitchen is a chef's dream, featuring 42-inch custom cabinetry, expansive granite countertop prep spaces, a central island, and a planning station to inspire culinary creations. Whether you're hosting casual meals or celebratory gatherings, you'll find multiple dining options: enjoy breakfast in the cozy dining nook, host formal dinners in the elegant dining room, or savor alfresco meals on the screened porch. The primary bedroom suite is a private sanctuary, offering a spacious sitting area with a bay bump-out window seat, two walk-in closets, and a newly updated ensuite with a luxurious walk-in shower and a private water closet. On the opposite side of the home, three uniquely appointed guest bedrooms share a thoughtfully designed layout with a hall bath, guest powder room, and a laundry room with interior access to the oversized two-car garage. This home is truly a resort unto itself, featuring a stunning built-in pool with an extensive paver patio, a pool house, a garden house with pool toys and tools storage options, and a fenced Astroturf putting area—perfect for practicing your short game or keeping furry family members safe. Spend your evenings around the grand fire pit, a stacked stone masterpiece that serves as the perfect backdrop for a night under the stars. Recent Updates Include: HVAC (2023), Flooring in the living room (2024). With so many incredible features and possibilities, 462 Woodside Drive offers a lifestyle of unparalleled luxury and comfort. Don't miss the opportunity to start living your best life at the beach—schedule your visit today!
Single-familyProperty Type
2002Year Built
0.57 acresLot Size
$219Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Liz Grace• Northrop Realty
•302-703-1144 (broker)
Bought with Daniel Waddington• Iron Valley Real Estate Premier
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
4
Baths
3
Stories
1
Lot width
125 ft.
Lot depth
200 ft.
Lot size
0.57 Acres
Year renovated
—
Sq. Ft.
2,459
Year built
2002
Style
Single Family Residential
County
Sussex County
APN
234-24.00-280.00
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 24, 2026.
AR-1
Agricultural Residential District
The purpose of these districts is to provide for a full range of agricultural activities and to protect agricultural lands, as one of the county's most valuable natural resources, from the depreciating effect of objectional, hazardous and unsightly uses. They should also protect established agricultural operations and activities. These districts are also intended for protection of watersheds, water resources, forest areas and scenic values and, at the same time, to provide for low-density single-family residential development, together with such churches, recreational facilities and accessory uses as may be necessary or are normally compatible with residential surroundings. The AR regulations seek to prevent untimely scattering of more-dense urban uses, which should be confined to areas planned for efficient extension of public services.
Permitted uses
Include but are not limited to:
Greenhouse / nursery
Religious facility
Housing-Single unit
Golf related
Recreation-Other
Veterinary clinic
Agriculture
Park & open space
Property details
Parking
Parking Information
# of Attached Garage Spaces: 2
Garage Features: Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
Construction Materials: Frame, Stick Built, Vinyl Siding
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s), Enclosed, Patio(s), Porch(es), Roof, Screened
Roof: Pitched
Structure Type: Detached
Window Features: Double Pane, Screens, Vinyl Clad
Other Structures: Pool Equipment Shed, Shed
Exterior Information
Extensive Hardscape, Flood Lights, Outbuilding(s)
Fencing: Partially, Rear
Pool Information
Personal Pool
Fenced, In Ground
Lot Information
Lot Features: Front Yard, Landscaping, Poolside, Rear Yard, SideYard(s)
Lot Size Dimensions: 125.00 x 200.00
Lot Dimensions Source: Assessor
Tidal Water: No
Land Information
Land Assessed Value: $4,000
Above Grade Information
Finished Sq.Ft.: 2,459
Finished Sq.Ft. Source: Assessor
Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor
Financial
Tax Information
County Tax: $154
School Tax: $1,259
Tax Assessed Value: $34,150
Tax Year: 2023
Tax Annual Amount: $1,411
Assessments Information
Year Assessed: 2023
Utilities
Utilities Information
Central Air
Cooling Type: Central A/C, Ceiling Fan(s)
Cooling Fuel: Electric
Forced Air
Heating Fuel: Electric, Propane - Leased
Hot Water: Propane, Tankless
Sewer Septic: Septic Exists
Water Source: Public
Location
Homeowners Association Information
HOA/Condo/Coop Fee Includes: Common Area Maintenance
HOA/Condo/Coop Amenities: Common Grounds
HOA Fee: $450
HOA Fee Frequency: Annually
School Information
School District Name: INDIAN RIVER
School District Source: Listing Agent
Location Information
Outside City Limits
Sussex DE Quadrants: Between Rt 1 & 113
Directions: Take DE-24 West. Turn left onto Rd 298/Banks Rd. Turn left onto Pond Rd. Turn left to stay on Pond Rd. Turn left onto Woodside Rd, the destination will be on the left.
Public facts
Beds: 4
Baths: 3.0
Sq. Ft.: 2,459
Stories: 1.0
Lot Size: 0.57 acres
Style: Single Family Residential
Year Built: 2002
Year Renovated: —
County: Sussex County
APN: 234-24.00-280.00
Home facts updated by county records on Aug 24, 2026
Around this home
Schools
Long Neck Elementary School
Public K-5 • Assigned • 1.3mi
5/10
Millsboro Middle School
Public 6-8 • Assigned • 7.5mi
4/10
Sussex Central High School
Public 9-12 • Assigned • 8.6mi
3/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
8/10 Heat Factor
7 days above 101° expected this year, 18 days in 30 years
8/10 Wind Factor
80% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Millsboro, DE • 19966
Average low and high temperatures (°F)
40
24
45
28
61
40
68
48
74
56
84
65
87
70
79
63
77
61
70
48
59
40
47
30
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9.2 hours in
June and 5.4 hours in December, which is comparable to the
U.S. average for solar exposure.
9.2 hrs
5.4 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$513,000 – $621,000
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