322 Deep Shore Rd

1,344 Sq. Ft.
$465 / Sq. Ft.
1,344
Sq. Ft.
$465
per Sq. Ft.

Description

This home is anything but ordinary. Thoughtfully built by the current owners in 1982, the property showcases true craftsmanship with structural beams hewn from timber sourced right from the land itself. The main living space is situated on the second floor, offering a bright, airy layout and sweeping views across 13 picturesque acres. The first floor provides incredible flexibility—ideal for finishing into additional living space, creating a private guest suite, or establishing a home-based business....This home is anything but ordinary. Thoughtfully built by the current owners in 1982, the property showcases true craftsmanship with structural beams hewn from timber sourced right from the land itself. The main living space is situated on the second floor, offering a bright, airy layout and sweeping views across 13 picturesque acres. The first floor provides incredible flexibility—ideal for finishing into additional living space, creating a private guest suite, or establishing a home-based business. A spacious 1,100-square-foot garage with three overhead doors and dedicated workspace makes this property perfect for hobbyists, entrepreneurs, or anyone needing room to create and store. Meticulously maintained and filled with character, this cheerful home is complemented by four additional lots that were subdivided when the property was originally platted—offering future potential, investment opportunities, or added privacy. A rare opportunity to own a truly distinctive property with space, versatility, and endless possibilities. The back boundary line abuts Denton Elementary School and Trice Meadows. Martinak State Park is a mile down the road. This is 13 acres of country but close to everything.
  1. Listed by Connie Loveland • Benson & Mangold, LLC
    P: (410)-829-0188 cloveland@bensonandmangold.com
  2. Listed by Raymond R Staats • Benson & Mangold, LLC
    P: (410)-924-7207 rstaatsfax@gmail.com

Property Details for 322 Deep Shore Road

Tax ID Number
0603014231
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Contemporary
Levels/Stories
2
Waterfront
No
LISTING UPDATED: 03/23/2026 05:59 PM

Property Details for 322 Deep Shore Road

StatusComing Soon
MLS #MDCM2006962
Days on Market-
Taxes$3,759 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1982
Lot Size12.00 AC / 522,720 SF
CountyCaroline County

Location

Listing Courtesy of Benson & Mangold, LLC
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Building Information for 322 Deep Shore Road

Stories2Year Built1982Building Size-Lot Size12.00 AC / 522,720 SF

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$3,346 per month

30 year fixed, 6.11% Interest

Principal and Interest

$3,033

Property Taxes

$313

HOA Dues

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Property Information for 322 Deep Shore Road

Location
Location
  • In City Limits: No
  • School District Name: CAROLINE COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139029245
  • SchoolDistrictSource: Listing Agent
  • County: CAROLINE
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $356,767
  • Year Assessed: 2026
  • County Tax: $3,699
  • Improvement Assessed Value: $242,900
  • Land Assessed Value: $150,000
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: R1
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Stories: Upper 1
Building Info
Building Info
  • Total Finished SQFT: 1,344.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 4487800
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Detached Garage
  • Num of Detached Garage Spaces: 3
  • Total Garage Spaces: 3
  • Parking Features: Stone Driveway, Private
  • Garage Features: Garage - Front Entry, Garage Door Opener, Oversized
Interior Features
Interior Features
  • Interior Features: Ceiling Fan(s), Combination Dining/Living
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Appliances: Dryer, Stove, Refrigerator, Washer
  • Accessibility Features: None
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Central
  • Heating Fuel: Oil
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: On Site Septic
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.connieloveland.com

Public Records for 322 Deep Shore Road

Taxable ValueLand$130,000Additions$208,700Total$338,700
Tax Record2023$3,288 ($274 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,344 SqFtAbove Grade Finished SqFt1,344 SqFtStories1Lot Size522,720 SqFtStyleSingle Family ResidenceYear Built1982ZoningR1CountyCAROLINEAPN03-014231Fireplace TypeHas Fireplace

Schools near 322 Deep Shore Road

This home is within Caroline County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Denton Elementary School
PublicPK to 5

Lockerman Middle School
Public6 to 8

North Caroline High School
Public9 to 12

Caroline Career & 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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322 Deep Shore Road is a single family home Coming Soon in Denton, MD 21629. This property is currently priced at $624,900. This listing's school district is Caroline County Public Schools. Nearby schools include Denton Elementary School, Lockerman Middle School and North Caroline High School. 322 Deep Shore Road is a 3-bed, 2-bath, 1,344 sqft single family home built in 1982.

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.

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 03/23/2026 05:59 PM