322 Deep Shore Road

Closed 6/11/26

Sold

Last Sold Price

$550,000

2 beds2 baths1,344 sqft$409/sqft

322 Deep Shore Rd, Denton, MD 21629

Single FamilyProperty Type

12 acresLot Size

1982Year Built

$409/sq ftPrice per sq ft

3 carsParking Spaces

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 four 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.

Listed by: Connie Loveland 410.829.0188 cloveland@bensonandmangold.com • Benson & Mangold, LLC
Listed by: Raymond R Staats 410.924.7207 rstaatsfax@gmail.com • Benson & Mangold, LLC

Listing closed: 06/11/2026 12:00 AM • Source: BRIGHT, MLS#: MDCM2006962

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Location

Listing Courtesy of Benson & Mangold, LLC

Sold By Chesapeake Real Estate Associates, LLC

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$3,109 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,796

Property Taxes

$313

HOA Dues

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Property Information for 322 Deep Shore Road

Property Details

Taxes: $3,759 / year
MLS Type: Residential / Fee Simple
County: Caroline County
Tax ID Number: 0603014231
Ownership: Fee Simple
Condo Coop Association: No
HOA: No
Structure Type: Detached
Style: Contemporary
Levels/Stories: 2
Waterfront: No
Garage: Yes
Expected On Market Date: 04-15-2026
Subdivision: NONE AVAILABLE
Subdivision: NONE AVAILABLE (CAROLINE MD)
Total Parking Spaces: 3
Central Air: Yes
Basement: Yes
Room Count: 0
Above Grade Finished SQFT: 1,344.00
Above Grade Fin SQFT Source: Assessor
Below Grade Finished SQFT: .00
Below Grade Fin SQFT Source: Assessor
Below Grade Unfinished SQFT: 1,344.00
Below Grade Unfin SQFT Source: Assessor
Total Below Grade SQFT: 1,344.00
Total Below Grade SQFT Source: Assessor
New Construction: No

Building Information

Stories: 2
Year Built: 1982
Lot Size: 12.00 AC / 522,720 SF

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

Water View: No
Water Access: No

Water Oriented: No
Navigable Water: No
Tidal Water: No
Riparian Rights Y/N: No

Association / Community Info

Senior Community: No

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

Main

# Bedrooms Count Main Level: 0
# Bathrooms Count Main Level: 0

# Bathrooms Full Main Level: 0
# Bathrooms Half Main Level: 0

All Upper Levels

# Bedrooms Count All Upper Levels: 2
# Bathrooms Count All Upper Levels: 2

# Bathrooms Full All Upper Levels: 2

Upper Level 1

# Bedrooms Count Upper Level: 2
# Bathrooms Count Upper Level: 2

# Bathrooms Full Upper Level: 2

Rooms

Stories: Main, Upper 1

Building Info

Total Finished SQFT: 1,344.00
Total Finished SQFT Source: Assessor

Tax Total Finished SQFT: 1,344.00
Total SQFT: 2,688.00
Total SQFT Source: Assessor
Construction Materials: Block
Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8047/8168/8458/804781688458_512_384_WM_6pKCheXhIosIpHA0.jpg
Basement Type: Daylight, Full, English, Outside Entrance
Basement Footprint Percent: 100.00
Foundation Details: Block
Room and Floor: Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
# Bathrooms Full: 2
# Bathrooms Half: 0
Other Structure: Above Grade, Below Grade

Lot / Land Information

Lot Size Source: Assessor
Parcel ID: 4487800

Ground Rent Exists: No

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: Ceiling Fan(s), Combination Dining/Living
Fireplace: Yes

Fireplaces Count: 1
Appliances: Dryer, Stove, Refrigerator, Washer
Accessibility Features: None
Virtual Tour URL Unbranded: : https://thru-the-lens-ivuf.view.property/2381521?idx=1

Exterior Features

Pool: No Pool

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

Property History for 322 Deep Shore Road

Date	Event & Source	Price	Appreciation
Jun 11, 2026	Closed (Public Record) Public Record #1942396532	$550,000	—
Jun 11, 2026	Closed BRIGHT #MDCM2006962	$550,000	—
May 6, 2026	Pending BRIGHT #MDCM2006962		—
May 4, 2026	Price Change BRIGHT #MDCM2006962	$599,000	—
Apr 15, 2026	Listed (Active) BRIGHT #MDCM2006962	$624,900	—

Date	Event & Source	Price
06/11/2026	Closed (Public Record) Public Record #1942396532	$550,000
06/11/2026	Closed BRIGHT #MDCM2006962	$550,000
05/06/2026	Pending BRIGHT #MDCM2006962	—
05/04/2026	Price Change BRIGHT #MDCM2006962	$599,000
04/15/2026	Listed (Active) BRIGHT #MDCM2006962	$624,900

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 322 Deep Shore Road

Taxable ValueLand-Additions-Total-

Tax Record2025$3,690 ($307 / month)

Home Facts

Beds0Baths2Total Finished SqFt1,344 SqFtAbove Grade Finished SqFt1,344 SqFtStories1Lot Size522,720 SqFtStyleSingle Family ResidenceYear Built1982Year Renovated1982ZoningR1CountyCAROLINEAPN03-014231

Schools near 322 Deep Shore Road

This home is within Caroline County Public Schools.


Rating	School	Type	Grades	Distance
6/10	Denton Elementary School	Public - Serves this home	PK to 5	0.3 mi
6/10	Lockerman Middle School	Public - Serves this home	6 to 8	1.7 mi
4/10	North Caroline High School	Public - Serves this home	9 to 12	3.0 mi
NR	Caroline Career & Technology Center	Public - Choice school	9 to 12	3.0 mi


Rating	School	Distance
6/10	Denton Elementary School PublicPK to 5 Serves this home	0.3 mi
6/10	Lockerman Middle School Public6 to 8 Serves this home	1.7 mi
4/10	North Caroline High School Public9 to 12 Serves this home	3.0 mi
NR	Caroline Career & Technology Center Public9 to 12 Choice school	3.0 mi

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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Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 322 Deep Shore Road, Denton, MD 21629	$550,000	2	2	1,344	522,720
330 Deep Shore Road, Denton, MD 21629	–	–	1	1,331	20,000
334 Deep Shore Road, Denton, MD 21629	$350,000	3	2	1,640	20,000
310 Deep Shore Road, Denton, MD 21629	$335,000	2	2	1,744	141,134
338 Deep Shore Road, Denton, MD 21629	$149,000	3	2	–	25,000
342 Deep Shore Road, Denton, MD 21629	–	–	2.5	2,086	25,000
301 Deep Shore Road, Denton, MD 21629	–	–	2.5	1,860	5,314,320
1135 Lupine Lane, Denton, MD 21629	–	–	2	1,768	82,328
346 Deep Shore Road, Denton, MD 21629	$401,501	3	2	1,712	30,000
228 Deep Shore Road, Denton, MD 21629	–	–	2	2,266	87,120
1136 Lupine Lane, Denton, MD 21629	–	–	2	2,660	76,666
1208 Trice Meadows Circle, Denton, MD 21629	$275,000	3	2	1,644	8,927
350 Deep Shore Road, Denton, MD 21629	$239,900	3	1	1,350	20,000
1206 Trice Meadows Circle, Denton, MD 21629	$325,000	3	2	1,470	7,524
1204 Trice Meadows Circle, Denton, MD 21629	$354,499	4	3	2,134	7,500
1128 Lupine Lane, Denton, MD 21629	–	–	2.5	2,756	76,666

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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 06/12/2026 01:12 PM

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