5253 Ragged Point Rd
Description
🔥 COMING SOON | 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...‼️Check this one out‼️
🔥 COMING SOON | 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. 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.
- Listed by Craig S Linthicum • Benson & Mangold, LLCP: (410)-726-6581 craig.linthicum@gmail.com
- Listed by William Linthicum • Benson & Mangold, LLCP: (443)-521-1268 will@thelinthicumgroup.com
Property Details for 5253 Ragged Point Road
Property Details for 5253 Ragged Point Road
| Status | Coming Soon |
|---|---|
| MLS # | MDDO2011304 |
| Days on Market | - |
| Taxes | $9,814 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | Residential / Fee Simple |
| Year Built | 1988 |
| Lot Size | 10.24 AC / 446,054 SF |
| County | Dorchester County |
Location
Building Information for 5253 Ragged Point Road
Payment Calculator
$6,884 per month
30 year fixed, 6.11% Interest
$6,066
$818
$0
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1Property Information for 5253 Ragged Point Road
- In City Limits: No
- School District Name: DORCHESTER COUNTY PUBLIC SCHOOLS
- School District County ID: 121139665361
- SchoolDistrictSource: Listing Agent
- County: DORCHESTER
- Water View: Yes
- Water Access: Yes
- Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Swimming Allowed
- Water Oriented: Yes
- Navigable Water: Yes
- Tidal Water: Yes
- Water Body Name: Brooks Creek/Chesapeake Bay
- Water Body Type: Creek
- Water Frontage In Feet: 370.0
- Riparian Rights Y/N: Yes
- Docks Count: 1
- Dock Type and Features: Hoist/Lift Electric
- Dock/Slip Conveys Y/N: true
- Dock/Slip Conveyance: Deeded
- Slips Count: 2
- Boats Power Count: 2
- Boats Nonpower Count: 2
- Distance To Body Of Water: 100.00
- Distance To Body Of Water Units: Feet
- Senior Community: No
- Tax Year: 2024
- Tax Assessed Value: $882,567
- Year Assessed: 2024
- County Tax: $9,814
- Improvement Assessed Value: $565,100
- Land Assessed Value: $233,600
- Clean Green Assessed: No
- Land Use Code: R
- Agricultural Tax Due: No
- Historic: No
- Zoning: RC
- Tax Lot: 2AND3
- School Tax: $0
- Automatically Update Tax Values Y/N: No
- Pets Allowed: Yes
- Pet Restrictions: No Pet Restrictions
- # Bathrooms Count Main Level: 2
- # Bathrooms Full Main Level: 1
- # Bathrooms Half Main Level: 1
- # Bedrooms Count All Upper Levels: 5
- # Bathrooms Count All Upper Levels: 2
- # Bathrooms Full All Upper Levels: 2
- # Bedrooms Count Upper Level: 3
- # Bathrooms Count Upper Level: 1
- # Bathrooms Full Upper Level: 1
- # Bedrooms Count Upper Level: 2
- # Bathrooms Count Upper Level: 1
- # Bathrooms Full Upper Level: 1
- Stories: Main, Upper 1, Upper 2
- Year Major Reno Remodel: 2008
- Total Finished SQFT: 4,933.00
- Total Finished SQFT Source: Estimated
- Total SQFT: 4,933.00
- Total SQFT Source: Estimated
- Main Entrance Orientation: West
- Construction Materials: Brick
- Roof: Asphalt
- Wall and Ceiling Types: Dry Wall
- Flooring Type: Carpet, Ceramic Tile, Wood
- Foundation Details: Crawl Space
- Room and Floor: Bathrooms Full-Main Level-1, Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bedrooms-Upper Level 2-1, Bedrooms-Upper Level 2-2, Bathrooms Full-Upper Level 2-1
- # Bathrooms Full: 3
- # Bathrooms Half: 1
- Other Structure: Garage(s), Other
- Lot Size Source: Estimated
- Lot Features: Flood Plain, Pond
- Location Type: Creek/Stream
- Additional Parcels: Yes
- Ground Rent Exists: No
- Type Of Parking: Attached Garage, Driveway
- Num of Attached Garage Spaces: 2
- Total Garage Spaces: 2
- Parking Features: Gravel Driveway
- Garage Features: Oversized, Garage - Front Entry
- Interior Features: Additional Stairway, Bar, Breakfast Area, Built-Ins, Butlers Pantry, Carpet, Dining Area, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Country, Kitchen - Island, Pantry, Skylight(s), Walk-in Closet(s), Wet/Dry Bar, Wood Floors, Window Treatments, WhirlPool/HotTub
- Fireplace: Yes
- Fireplaces Count: 2
- Fireplace Features: Mantel(s)
- Appliances: Built-In Microwave, Dryer - Electric, Dishwasher, Exhaust Fan, Refrigerator
- Accessibility Features: None
- Window Features: Double Hung, Sliding
- Virtual Tour URL Unbranded: https://listings.hdbros.com/sites/aabgpjz/unbranded
- Exterior Features: Exterior Lighting, Boat Storage, Outbuilding(s)
- Outdoor Living Structures: Deck(s)
- Pool: No Pool
- Utilities: Cable TV Available, Electric Available, Propane, Under Ground
- Heating: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Geo-thermal
- Hot Water: Electric
- Water Source: Well
- Sewer Septic: On Site Septic
- Electric Service: 200+ Amp Service
- List Agent AOR: Mid-Shore Board of REALTORS
- List Agent URL: www.CraigLinthicum.com
Property History for 5253 Ragged Point Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Jul 9, 2025 | Expired BRIGHT #MDDO2008954 | — | |
| Apr 15, 2025 | Expired BRIGHT #MDDO2008380 | — | |
| Mar 24, 2025 | Price Change BRIGHT #MDDO2008954 | $1,295,000 | — |
| Feb 28, 2025 | Withdrawn BRIGHT #MDDO2008380 | — | |
| Feb 28, 2025 | Listed (Active) BRIGHT #MDDO2008954 | — | |
| Feb 25, 2025 | Withdrawn BRIGHT #MDDO2008954 | — | |
| Feb 25, 2025 | Listed (Active) BRIGHT #MDDO2008954 | $1,375,000 | — |
| Oct 19, 2024 | Listed (Active) BRIGHT #MDDO2008380 | $1,375,000 | — |
| Aug 27, 2020 | Closed (Public Record) Public Record #689540122 | $800,000 | +1.3% / yr |
| Aug 27, 2020 | Closed BRIGHT #MDDO125518 | $800,000 | — |
| Jul 20, 2020 | Pending BRIGHT #MDDO125518 | — | |
| Jun 3, 2020 | Listed (Active) BRIGHT #MDDO125518 | $900,000 | — |
| May 15, 2005 | Closed BRIGHT #MDDO103828 | $1,160,000 | — |
| Mar 25, 2005 | Pending BRIGHT #MDDO103828 | — | |
| Feb 21, 2005 | Listed (Active) BRIGHT #MDDO103828 | $1,225,000 | — |
| Aug 8, 2001 | Closed BRIGHT #MDDO107638 | $620,000 | — |
| Jul 30, 2001 | Closed (Public Record) Public Record #76527303 | $620,000 | — |
| Jun 6, 2001 | Pending BRIGHT #MDDO107638 | — | |
| May 30, 2001 | Listed (Active) BRIGHT #MDDO107638 | $675,000 | — |
| Sep 29, 2000 | Expired BRIGHT #MDDO113140 | — | |
| Jun 16, 2000 | Listed (Active) BRIGHT #MDDO113140 | $625,000 | — |
| Apr 18, 2000 | Expired BRIGHT #MDDO113166 | $625,000 | — |
| Oct 28, 1999 | Listed (Active) BRIGHT #MDDO113166 | $625,000 | — |
| Oct 28, 1998 | Withdrawn BRIGHT #MDDO120106 | $625,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 07/09/2025 | Expired BRIGHT #MDDO2008954 | — |
| 04/15/2025 | Expired BRIGHT #MDDO2008380 | — |
| 03/24/2025 | Price Change BRIGHT #MDDO2008954 | $1,295,000 |
| 02/28/2025 | Withdrawn BRIGHT #MDDO2008380 | — |
| 02/28/2025 | Listed (Active) BRIGHT #MDDO2008954 | — |
| 02/25/2025 | Withdrawn BRIGHT #MDDO2008954 | — |
| 02/25/2025 | Listed (Active) BRIGHT #MDDO2008954 | $1,375,000 |
| 10/19/2024 | Listed (Active) BRIGHT #MDDO2008380 | $1,375,000 |
| 08/27/2020 | Closed (Public Record) Public Record #689540122 | $800,000 +1.3% / yr |
| 08/27/2020 | Closed BRIGHT #MDDO125518 | $800,000 |
| 07/20/2020 | Pending BRIGHT #MDDO125518 | — |
| 06/03/2020 | Listed (Active) BRIGHT #MDDO125518 | $900,000 |
| 05/15/2005 | Closed BRIGHT #MDDO103828 | $1,160,000 |
| 03/25/2005 | Pending BRIGHT #MDDO103828 | — |
| 02/21/2005 | Listed (Active) BRIGHT #MDDO103828 | $1,225,000 |
| 08/08/2001 | Closed BRIGHT #MDDO107638 | $620,000 |
| 07/30/2001 | Closed (Public Record) Public Record #76527303 | $620,000 |
| 06/06/2001 | Pending BRIGHT #MDDO107638 | — |
| 05/30/2001 | Listed (Active) BRIGHT #MDDO107638 | $675,000 |
| 09/29/2000 | Expired BRIGHT #MDDO113140 | — |
| 06/16/2000 | Listed (Active) BRIGHT #MDDO113140 | $625,000 |
| 04/18/2000 | Expired BRIGHT #MDDO113166 | $625,000 |
| 10/28/1999 | Listed (Active) BRIGHT #MDDO113166 | $625,000 |
| 10/28/1998 | Withdrawn BRIGHT #MDDO120106 | $625,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 5253 Ragged Point Road
Schools near 5253 Ragged Point Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Sandy Hill Elementary School PublicPK to 5 | ||
Mace's Lane Middle School Public6 to 8 | ||
Cambridge-South Dorchester High School Public9 to 12 | ||
Dorchester County Career And Technology Center Public9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of Benson & Mangold, LLC
© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 03/27/2026 09:20 AM