🔥 Eastern Shore Waterfront Estate 🔥 Welcome to a true sportsman’s paradise tucked along the shores of the Chesapeake Bay—where space, privacy, and waterfront living come together in a BIG way. Built in 1988 and spanning nearly 5,000+/- square feet, this one checks boxes most properties can’t even reach… 🏡 5 Bedrooms | 3.5 Baths | 4,933+/- Sq Ft Step inside and you’ll find: • A massive eat-in country kitchen (with heated floors 👀) • Formal dining for hosting the big nights • TWO oversized family rooms for spreading out • Space for everyone… and then some But here’s where it gets wild 👇 🎯 Next-Level Extras: • Huge workshop + multiple garage spaces • Dedicated entertainment hall with FULL kitchen, bar & pool table • Built for hosting, holidays, and unforgettable weekends 🌅 Waterfront Lifestyle: • Private pier on Brooks Creek • TWO boat lifts + electric lift • Westerly sunset views over the Bay (the kind people chase 🌅) • Expansive deck for relaxing or entertaining • Private pond adding to the already unreal setting ⚙️ Major Upgrades: • Geothermal system (efficient + smart) • New roof (Oct 2024) • Expanded shop addition This isn’t just a home… it’s a compound. A retreat. A place people don’t want to leave once they get here. 💬 If you’ve been waiting for something special on the Eastern Shore… this is it.
Single-familyProperty Type
1988Year Built
10.24 acresLot Size
$253Price/Sq.Ft.
2 car garageParking
Listed by Craig Linthicum• Benson & Mangold, LLC
•410-228-0800 (broker)
•info@bensonandmangold.com (broker)
Listed by William Linthicum• Benson & Mangold, LLC
School District Name: DORCHESTER COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent
Location Information
Outside City Limits
Directions: Rt 50 E/W to WaWa in Cambridge and make Right/Left. Turn Right onto Washington St/Rt 343 and follow to Hill's Point Rd and continue to follow until Ragged Point Rd and make a Left Turn. Follow Ragged Point Rd to property address on the left.
Location Type: Creek
Waterfrontage Information
Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Swimming Allowed
Water Access
Boat/Launch Ramp - Private
On Waterfront
Water Oriented
Water Body Type: Creek
Water Body Name: Brooks Creek/Chesapeake Bay
Public facts
Beds: —
Baths: 3.5
Finished Sq. Ft.: 4,933
Unfinished Sq. Ft.: —
Total Sq. Ft.: 4,933
Stories: 2.5
Lot Size: 10.24 acres
Style: Single Family Residential
Year Built: 1988
Year Renovated: —
County: Dorchester County
APN: 08 185247
Home facts updated by county records on Jul 17, 2026
Sale and tax history for 5253 Ragged Point Rd
Sale History
Tax History
Date
Event
Price
BRIGHT MLS #MDDO2011304
Apr 2, 2026
Listed
$1,250,000
$253/sq ft
BRIGHT MLS #MDDO2008954
Jul 9, 2025
Listing Removed
—
Mar 24, 2025
Price Changed
$1,295,000
$263/sq ft
Feb 25, 2025
Listing Removed
—
Feb 25, 2025
Listed
$1,375,000
$279/sq ft
BRIGHT MLS #MDDO2008380
Feb 28, 2025
Listing Removed
—
Oct 19, 2024
Listed
$1,375,000
$279/sq ft
BRIGHT MLS #MDDO125518
Aug 27, 2020
Sold
$800,000
$162/sq ft
Jul 20, 2020
Pending
—
Jun 3, 2020
Price Changed
$849,000
$172/sq ft
Jun 3, 2020
Listed
$900,000
$182/sq ft
Public Records
May 13, 2005
Sold
$1,160,000
$235/sq ft
Public Records
Jul 30, 2001
Sold
$620,000
$126/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$11,097 (+24.1%)
$308,600 + $741,700
$1,050,300
2023
$8,942 (+5.4%)
2022
$8,480 (+5.8%)
$233,600 + $565,100
$798,700
2021
$8,019 (+6.1%)
2020
$7,557
2019
$7,557
$238,200 + $436,000
$674,200
2018
$7,557 (−4.0%)
$238,200 + $436,000
$674,200
2017
$7,874 (−11.1%)
$263,200 + $456,300
$719,500
2015
$8,860
2014
$8,861
$313,200 + $495,700
$808,900
2013
$8,861 (+2.3%)
2012
$8,663 (+12.4%)
2011
$7,705 (+5.1%)
2010
$7,331
2009
$7,331
Public record
Public record
Zoning
Beds
—
Baths
3.5
Stories
2.5
Lot width
—
Lot depth
—
Lot size
10.24 Acres
Year renovated
—
Finished Sq. Ft.
4,933
Unfinished Sq. Ft.
—
Total Sq. Ft.
4,933
Year built
1988
Style
Single Family Residential
County
Dorchester County
APN
08 185247
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 17, 2026.
RC
Resource Conservation District
The Resource Conservation District is established to conserve natural environments (maritime areas, wetlands and forests) and to encourage resource development activities, such as agriculture, forestry and fisheries, thereby helping to ensure that resource development continues as a long-term land use and a viable economic activity in the county. Residential development at very low density is permitted in the RC District where it is located and designed to respect existing features of the natural landscape. This district includes land within the critical area.
Permitted uses
Include but are not limited to:
Livestock production
Housing-Single unit
Housing-Student
Bed & breakfast
Public service
Recreation
Communications tower
Agriculture-Cropland
Agriculture-Grove / orchard / vineyard
Park & open space
Climate risks
10/10 Flood Factor
Estimated 80%+ 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
8/10 Wind Factor
80% chance of strong winds in next 30 years
3/10 Air Factor
2 unhealthy days expected this year, 3 days in 30 years
Provided by First Street
Historical weather
Cambridge, MD • 21613
Average low and high temperatures (°F)
40
27
44
31
61
42
70
51
74
59
86
67
89
73
81
67
78
64
69
53
59
44
46
32
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
98/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Cambridge. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
11.3 hrs
7.4 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 5253 Ragged Point Rd
$1,187,371
$63K under list price of $1.25M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $375K to $1.6M.