The House is best described as Pond Front Lodge on Hudson Pond with a Mid Century Flair. The property consists of two lots, Lot 1 is . 63 acres and Lot 2 is . 57 acres. The view portion of the pond is owned jointly by neighbors and the State of Delaware who maintains the dam. The home is situated to take full advantage of the best views of Hudson Pont as well as the most amazing sunsets. In addition to the awesome views from almost every room and season, you will want several binoculars on hand to take advantage of all the wildlife. Truly a never ending enjoyment for the nature enthusiasts as the property is a Certified Nature Habitat, by National Wildlife Federation. The stone work was artfully done by a well known stone mason, the stones were sourced from Avondale, P. A. The house today boasts a kitchen renovation with all new appliances, new on demand heat System, newly renovated kitchen / mudroom area, newly updated master bath, new toilets in both main house baths, new Hot Tub, and a new roof just installed in January 2024. House has recently been painted inside and out. There is a very handy powder room in the garage. An original back porch has been converted to living space with a bank of windows for the best pond views and easy access to the custom paver patio with hot tub and fire pit in the backyard. The great room has a floor to ceiling stone fireplace which is not only beautiful but also an excellent 2nd heat source. The custom detached garage contains a workshop area, parking space, storage shelves and permanent stairs to a large storage loft. The green pole building has served as “The Garden Barn” for lawn equipment, pots, wheel barrels and other garden equipment. Also, a space to store your kayaks etc. With over an acre of land this property offers a lot of space for all your toys and plenty of space for expansion. You won't want to miss out on this opportunity with its glorious views.
Single-familyProperty Type
1980Year Built
1.2 acresLot Size
$265Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Joe Maggio• Dave McCarthy & Associates, Inc.
•302-426-2080 (broker)
Listed by Kim Hitchens• Dave McCarthy & Associates, Inc.
Welcome to The Pond Side Retreat @ Holly Hills. The property consists of Lots 1 & 2 in the small, quiet subdivision of Holly Hill located privately at the end of Winding Rd. Lot #1 is referenced as Parcel Tax ID: 230-19.00-45.00 (pole building) . 58 acre & Lot #2 is referenced as Parcel Tax ID: 230-19.00-44.00 (homesite) . 44 acre. This wonderful Pond Front Lodge with a Mid-Century Flair will surprise you at each turn, from the stone masonry to the views and songs of nature amongst the peace and tranquility of the most lovely of sunrises and a sunset majesty that you will come to call home. The home boasts hardwood floors, pocket doors, grand stone fireplace, closets upon closets, 2 full bathrooms, spacious bedrooms, lovely window views, oversized 2 car attached garage and 2 outbuildings that speak for themselves. Listing Agent is related to the Seller but has not resided at the property.
BRIGHT MLS #1000967274
Mar 27, 2013
Sold
$253,000
$120/sq ft
Mar 7, 2013
Listing Removed
—
Jun 29, 2012
Listed
$254,900
$121/sq ft
BRIGHT MLS #1001720580
Mar 27, 2013
Listing Removed
—
Jun 29, 2012
Listed
$254,900
$121/sq ft
BRIGHT MLS #1001690734
Feb 28, 2002
Sold
$210,000
$100/sq ft
Sep 27, 2001
Listed
$210,000
$100/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$1,374 (−0.3%)
$35,100 + $189,400
$224,500
2025
$1,377 (−9.3%)
$35,100 + $189,400
$224,500
2024
$1,519 (−3.7%)
$35,100 + $189,400
$224,500
2023
$1,576 (+49.8%)
$1,250 + $27,100
$28,350
2022
$1,053 (−10.0%)
$1,250 + $27,100
$28,350
2021
$1,170 (−0.5%)
$1,250 + $27,100
$28,350
2020
$1,176 (−26.0%)
$1,250 + $27,100
$28,350
2019
$1,588 (−0.5%)
$1,250 + $27,100
$28,350
2018
$1,596 (−1.2%)
$1,250 + $27,100
$28,350
2017
$1,616 (−7.6%)
$1,250 + $27,100
$28,350
2016
$1,749 (+63.9%)
$1,250 + $27,100
$28,350
2014
$1,067
$1,250 + $24,200
$25,450
Tax history for 18258 Winding Rd
Year
Property tax
Land + Additions
Assessment*
2026
$1,374 (−0.3%)
$35,100 + $189,400
$224,500
2025
$1,377 (−9.3%)
$35,100 + $189,400
$224,500
2024
$1,519 (−3.7%)
$35,100 + $189,400
$224,500
2023
$1,576 (+49.8%)
$1,250 + $27,100
$28,350
2022
$1,053 (−10.0%)
$1,250 + $27,100
$28,350
2021
$1,170 (−0.5%)
$1,250 + $27,100
$28,350
2020
$1,176 (−26.0%)
$1,250 + $27,100
$28,350
2019
$1,588 (−0.5%)
$1,250 + $27,100
$28,350
2018
$1,596 (−1.2%)
$1,250 + $27,100
$28,350
2017
$1,616 (−7.6%)
$1,250 + $27,100
$28,350
2016
$1,749 (+63.9%)
$1,250 + $27,100
$28,350
2014
$1,067
$1,250 + $24,200
$25,450
*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
—
Baths
2
Stories
1
Lot width
117 ft.
Lot depth
165 ft.
Lot size
0.63 Acres
Year renovated
—
Sq. Ft.
2,340
Year built
1980
Style
Single Family Residential
County
Sussex County
APN
230-19.00-44.00
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 Detached Garage Spaces: 1
# of Attached Garage Spaces: 1
Garage Features: Garage - Front Entry, Garage - Side Entry, Garage Door Opener, Oversized