Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and breathtaking panoramic views stretching across to Oxford, the Choptank River, and beyond. Positioned on an exceptional point of land, the property enjoys a rare combination of expansive water vistas, privacy, and direct access to some of the Eastern Shore’s finest boating and sporting waters. A scenic, tree-lined drive leads to the residence, where the water immediately takes center stage. Thoughtfully renovated in 2019, with numerous additional upgrades completed in subsequent years, the home is designed for both relaxed everyday living and effortless entertaining. The main level features a waterside primary suite with an exquisite ensuite bath, along with an additional guest bedroom and adjacent full bath(with sauna). The spacious living room is anchored by a brick fireplace with pellet stove insert, custom built-ins, and sliding doors opening to the waterside patio, creating a seamless connection to the remarkable setting. A well-appointed kitchen with stainless steel appliances and granite countertops adjoins the separate dining room, where spectacular water views provide a memorable backdrop for gatherings. Two other main-level rooms offer flexibility for an office, family room, exercise room, or other living needs, while a generous laundry room with built-ins and a secondary staircase adds everyday convenience. Upstairs are two additional guest bedrooms and two en-suite baths along with an adjoining bonus room ideal for guests or hobbies, and a second staircase. A true sportsman’s paradise, the property offers deep water, excellent fishing, private hunting, and endless opportunities for boating and recreation. The private pier, completed in 2023, features three slips, a boat lift, and a jet ski lift. With approximately 7' MLW, a newly riprapped shoreline, sandy beach, new BAT septic system installed in 2019, and a new roof completed in 2026, this exceptional waterfront retreat is perfectly suited for those seeking the very best of Eastern Shore living. * Approximately 24 acres are enrolled in a Forest Stewardship Plan. * Please do not drive in without an appointment-security monitoring.
Single-familyProperty Type
1983Year Built
28.02 acresLot Size
$772Price/Sq.Ft.
2 garage spacesParking
Listed by Laura Carney• TTR Sotheby's International Realty
Sale and tax history for 26279 Deep Water Harbor Rd
Sale History
Tax History
Date
Event
Price
BRIGHT MLS #MDTA2013662
Sep 3, 2026
Price Changed
$2,995,000
$772/sq ft
Jun 25, 2026
Listed
$3,100,000
$799/sq ft
As the MLS and public records start to fill up, we'll list the details here.
Public record
Public record
Zoning
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Style
Single Family Residential
County
Talbot County
APN
2102072459
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Last updated by owner on Jun 25, 2026.
RC
Resource Conservation District
The RC District is characterized by natural environments (wetlands, forests, or abandoned fields) and resource development activities (agriculture, forestry, fisheries, or aquaculture). This district conserves the irreplaceable agricultural, forested, and natural environmental character of the County. Agricultural activities shall be preserved, encouraged and protected. Development activities are to be in the form of large lots or clustered lots outside of habitat protection areas, without public water or sewer service. Development in this district shall: Maintain and, wherever possible, improve the quality of runoff and groundwater entering the Chesapeake Bay and its tributary streams; Conserve and protect agricultural lands and uses; Protect environmentally sensitive lands and Preserve rural character through conservation of open space and agricultural lands.
Permitted uses
Include but are not limited to:
Agriculture
Greenhouse / nursery
Livestock production
Day care facility
Housing-Group
Housing-Single unit
Infrastructure
Fire house
Police station
Communications tower
Climate risks
6/10 Flood Factor
Estimated 70-78% chance 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
9/10 Heat Factor
7 days above 103° expected this year, 16 days in 30 years
6/10 Wind Factor
66% chance of strong winds in next 30 years
5/10 Air Factor
6 unhealthy days expected this year, 8 days in 30 years
Provided by First Street
Historical weather
Easton, MD • 21601
Average low and high temperatures (°F)
39
24
44
29
61
40
69
49
74
58
85
66
88
71
81
64
78
61
69
49
58
41
45
30
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Feb
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Apr
May
Jun
Jul
Aug
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Sun exposure
99/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 16% for direct sun exposure in Easton. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
11.6 hrs
7.4 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 26279 Deep Water Harbor Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $1,350,000 and $3,015,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.4M to $3.0M.