Once in a lifetime opportunity to own this spectacular waterfront property at the confluence of Fishing & Church Creeks at Deep Point. This custom built & designed home features a generous great room with unparalleled water views - gourmet galley style kitchen with an abundance of cabinetry, counter space and island with raised breakfast bar spanning the entire length - perfect for entertaining. Great room also features wood burning fireplace and flexible space for dining and living spaces. 1st floor MBR suite with walk in closet and ceramic tile bath. There's a den/study on the 1st floor ideal for watching TV or an office. 2nd floor offers 2 BR, 1 BA, and water view office/study space. Private fenced courtyard with beautiful plantings, landscape lighting and new hot tub plus access to the 2 car detached garage with finished studio w/ plumbing above. The waterside also offers covered porch, patio, rip-rapped shoreline and fabulous pier complete with 40,000 lb boat lift, jet ski lift, swim platform, & fish cleaning station. Extremely well built with high end materials and finishes. This is a perfect Eastern Shore retreat with very low maintenance. The Chesapeake Bay is just a few minutes away where you can land the Trophy Rock Fish and travel easily to Solomon's Island, Herrington Harbor, Chesapeake Beach or other destinations. Fishing Creek is terrific for crabbing and water sports. There are also opportunities to kayak/canoe and enjoy nature and abundant wildlife. Get away from the city - come make this gorgeous home yours.
Single-familyProperty Type
2005Year Built
0.6 acresLot Size
$331Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Sharon Spedden• Sharon Real Estate P.C.
•410-228-2525 (broker)
Bought with Sharon Spedden• Sharon Real Estate P.C.
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Earn from this home
Sell
$394,615
Est. take-home
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Refinance
$0
Est. cash available
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Rent
$3,347/mo
Redfin rental estimate
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Market trends in 21677, MD
Last updated July 2026
Sale-to-List Price
86.1%
0.0% MoM
Median sale price
$1.3M
$0 MoM
Avg. days on market
144d
0 days MoM
Recently sold homes
1
0 MoM
Provided by Redfin
Sale history for 1608 Deep Point Rd
Date
Event
Price
BRIGHT MLS #MDDO125398
Jun 26, 2020
Sold
$570,000
$223/sq ft
May 14, 2020
Listed
$570,000
$223/sq ft
May 14, 2020
Listing Removed
—
Public Records
Aug 7, 1992
Sold
$165,000
$65/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$6,534 (+12.9%)
$213,900 + $391,000
$604,900
2023
$5,788 (+110.3%)
2022
$2,752 (−47.4%)
$213,900 + $322,700
$536,600
2021
$5,231 (+8.2%)
2020
$4,833
2019
$4,833
$199,700 + $229,500
$429,200
2018
$4,833 (+2.4%)
$199,700 + $229,500
$429,200
2017
$4,721 (−3.2%)
$199,700 + $229,500
$429,200
2015
$4,876
2014
$4,877
$199,700 + $243,000
$442,700
2013
$4,877 (−11.8%)
2012
$5,526 (+8.8%)
2011
$5,079 (+1.4%)
2010
$5,009
2009
$5,009
Tax history for 1608 Deep Point Rd
Year
Property tax
Land + Additions
Assessment*
2025
$6,534 (+12.9%)
$213,900 + $391,000
$604,900
2023
$5,788 (+110.3%)
2022
$2,752 (−47.4%)
$213,900 + $322,700
$536,600
2021
$5,231 (+8.2%)
2020
$4,833
2019
$4,833
$199,700 + $229,500
$429,200
2018
$4,833 (+2.4%)
$199,700 + $229,500
$429,200
2017
$4,721 (−3.2%)
$199,700 + $229,500
$429,200
2015
$4,876
2014
$4,877
$199,700 + $243,000
$442,700
2013
$4,877 (−11.8%)
2012
$5,526 (+8.8%)
2011
$5,079 (+1.4%)
2010
$5,009
2009
$5,009
*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
2.5
Stories
1.5
Lot width
—
Lot depth
—
Lot size
0.6 Acres
Year renovated
—
Sq. Ft.
2,556
Year built
2005
Style
Single Family Residential
County
Dorchester County
APN
16 000329
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 17, 2026.
RR
Rural Residential District
The Rural Residential District is established to encourage and concentrate low- to medium-density residential development in limited areas of the county, near existing towns or in development corridors where public services can be efficiently provided, thereby helping to preserve Resource Conservation and Agricultural Conservation Districts. Rural Residential Districts are not to be served by public community water or sewer systems.
Permitted uses
Include but are not limited to:
Livestock production
Housing-Single unit
Housing-Student
Bed & breakfast
Public service
Recreation
Communications tower
Agriculture-Cropland
Park & open space
Timberland
Property details
Parking
Parking Information
# of Detached Garage Spaces: 2
Garage Features: Garage - Side Entry, Garage Door Opener
# of Total Garage and Parking Spaces: 6
Has Garage
# of Garage Spaces: 2
Driveway - # of Spaces: 4
Gravel Driveway
Detached Garage, Driveway
Interior
Bedroom Information
# of Bedrooms On 1st Upper Level: 2
# of Bedrooms On Main Level: 1
Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 1
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 1
# of Bathrooms (Half): 1
# of Bathrooms (Full): 2
Interior Information
Appliances: Built-In Microwave, Cooktop, Dishwasher, Disposal, Dryer - Front Loading, Extra Refrigerator/Freezer, Oven - Wall, Refrigerator, Washer - Front Loading, Water Conditioner - Owned, Water Heater
Master Bedroom, Bedroom 2, Bedroom 3, Den, Study, Great Room
Laundry Type: Main Floor
Fireplace Information
Has Fireplace
# of Fireplaces: 1
Wood
Basement Information
Basement: No
Exterior
Property Information
Federal Flood Zone
Horse: No
Improvement Assessed Value: $229,500
Ownership Interest: Fee Simple
Property Condition: Excellent
Year Built Source: Assessor
Building Information
Construction Materials: HardiPlank Type
Foundation Details: Crawl Space, Flood Vent
Other Structures: Above Grade
Outdoor Living Structures: Patio(s), Porch(es)
Roof: Architectural Shingle
Structure Type: Detached
Window Features: Casement, Screens, Transom
Building Not Winterized
Exterior Information
Extensive Hardscape, Exterior Lighting, Hot Tub
Fencing: Privacy, Wood
Lot Information
Lot Features: Cul-de-sac, Landscaping, Rip-Rapped
Navigable Water
Has Water View
Water Frontage In Feet: 120
Tidal Water: Yes
Land Information
Land Assessed Value: $199,700
Dock Information
Dock Type and Features: Pier, Floating, Hoist/Lift Electric, Material - Treated Lumber, Multiple Slip, Private
Dock/Slip Conveyance: Physical Dock/Slip Conveys
# of Docks: 1
Dock/Slip Conveys: Yes
Above Grade Information
Finished Sq.Ft.: 2,556
Finished Sq.Ft. Source: Estimated
Financial
Tax Information
Agricultural Tax Due: No
County Tax: $4,772
Tax Assessed Value: $429,200
Tax Year: 2020
Tax Annual Amount: $4,772
Assessments Information
Year Assessed: 2020
Lease Information
Lease Considered: No
Utilities
Utilities Information
Central Air
Cooling Type: Central A/C, Ceiling Fan(s)
Cooling Fuel: Electric
Gas Average / Month: $10
Gas Previous 12 Months: $120
Heat Pump - Gas BackUp, Heat Pump(s)
Heating Fuel: Electric, Propane - Owned
Hot Water: Electric, Multi-tank
Sewer Septic: Public Sewer
Cable TV Available, Electric Available, Phone Available, Propane, Sewer Available
Water Source: Well
Municipal Trash: No
Location
School Information
Elementary School: SOUTH DORCHESTER SCHOOL
Middle Or Junior School: SOUTH DORCHESTER SCHOOL
High School: CAMBRIDGE-SOUTH DORCHESTER
School District Name: DORCHESTER COUNTY PUBLIC SCHOOLS
Elementary School Source: Listing Agent
Middle School Source: Listing Agent
High School Source: Listing Agent
School District Source: Listing Agent
Location Information
Outside City Limits
Directions: Route 16 S thru Woolford, turn right onto Deep Point Road follow to end, turn right onto Deep Point Road again. Follow to cul de sac. Property on left #1608
Location Type: River
Waterfrontage Information
Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Waterski/Wakeboard, Swimming Allowed
Water Access
Private Dock Site, Rip-Rap
On Waterfront
Water Oriented
Water Body Type: Creek
Water Body Name: Fishing Creek
Public facts
Beds: —
Baths: 2.5
Sq. Ft.: 2,556
Stories: 1.5
Lot Size: 0.6 acres
Style: Single Family Residential
Year Built: 2005
Year Renovated: —
County: Dorchester County
APN: 16 000329
Home facts updated by county records on Jul 17, 2026
Around this home
Schools
South Dorchester School
Public PreK-8 • Assigned • 8.9mi
8/10
Cambridge-South Dorchester High School
Public 9-12 • Assigned • 5.1mi
2/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
9/10 Flood Factor
Estimated 80%+ chance of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
9/10 Heat Factor
7 days above 103° expected this year, 16 days in 30 years
8/10 Wind Factor
80% chance of strong winds in next 30 years
4/10 Air Factor
4 unhealthy days expected this year, 5 days in 30 years
Provided by First Street
Historical weather
Woolford, MD • 21677
Average low and high temperatures (°F)
40
27
44
31
60
42
69
51
74
59
86
68
89
74
83
68
78
64
69
53
59
44
46
32
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9.4 hours in
June and 4.9 hours in December, which is comparable to the
U.S. average for solar exposure.
9.4 hrs
4.9 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$803,000 – $972,000
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