11289 Gregg Rd

Denton, MD 21629

$499,000
Price
4
Beds
2,320 Sq. Ft.
$215 / Sq. Ft.
2,320
Sq. Ft.
$215
per Sq. Ft.
Main house
hardwood floors
Large room either bedroom or family room
2nd house

Description

Rare opportunity to purchase 19.1 acres with 2 dwellings, included property identified as 11285 Gregg Rd. Endless options to either rent one or have an in-law suite. It is said to have three septic systems, three electric services all on one property. Then main house which has the basement is in need of some remodeling, has 4 bedrooms and 1.1/4 baths, the remodling process has been started. The little house 2 bedrooms 1 bath, which was a rental is cute and ready for a tenant. Large utility building...Rare opportunity to purchase 19.1 acres with 2 dwellings, included property identified as 11285 Gregg Rd. Endless options to either rent one or have an in-law suite. It is said to have three septic systems, three electric services all on one property. Then main house which has the basement is in need of some remodeling, has 4 bedrooms and 1.1/4 baths, the remodling process has been started. The little house 2 bedrooms 1 bath, which was a rental is cute and ready for a tenant. Large utility building which was a shop in the past, has a wood stove and electric. The property is in a voluntary forest management program, for tax purpose. Two slabs are still present if someone wanted to rebuild the chicken houses. Bring your dreams and imagination to this beautiful and peaceful property.
  1. Listed by Kathleen A Thompson • Benson & Mangold, LLC.
    P: (443)-497-6503 kthompson@bensonandmangold.com

Property Details for 11289 Gregg Road

Tax ID Number
0603012883
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Other
Style
Bungalow, Ranch/Rambler
Levels/Stories
1
Waterfront
No
LISTING UPDATED: 01/16/2026 10:34 PM

Property Details for 11289 Gregg Road

StatusActive
MLS #MDCM2006724
Days on Market6
Taxes$3,905 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1969
Lot Size19.10 AC / 831,996 SF
CountyCaroline County

Location

Listing Courtesy of Benson & Mangold, LLC.
Add your commute

Building Information for 11289 Gregg Road

Stories1Year Built1969Building Size-Lot Size19.10 AC / 831,996 SF

Payment Calculator

$2,757 per month

30 year fixed, 6.15% Interest

Principal and Interest

$2,432

Property Taxes

$325

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 11289 Gregg 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: $352,100
  • Year Assessed: 2025
  • County Tax: $3,845
  • Improvement Assessed Value: $208,400
  • Land Assessed Value: $143,700
  • Clean Green Assessed: No
  • Land Use Code: A
  • Zoning: R
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 4
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 1
Rooms
  • Stories: Main
Building Info
Building Info
  • Total Finished SQFT: 2,320.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 4487698
  • Ground Rent Exists: No
  • Ground Rent Payment Frequency: Annually
Parking
Parking
  • Type Of Parking: Detached Garage, Driveway
  • Num of Detached Garage Spaces: 3
  • Total Garage Spaces: 3
  • Garage Features: Oversized
Interior Features
Interior Features
  • Fireplace: No
  • Accessibility Features: None
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: None
  • Cooling Fuel: Electric
  • Heating Type: Baseboard - Electric
  • Heating Fuel: Electric, Wood
  • Hot Water: Electric
  • Water Source: Well-Shared
  • Sewer Septic: Septic Exists
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS

Property History for 11289 Gregg Road

DateEvent & SourcePriceAppreciation
Jan 16, 2026

Listed (Active)

BRIGHT #MDCM2006724

$499,000—
Jan 14, 2004

Closed (Public Record)

Public Record #135261662

$267,000—
Jan 6, 2004

Closed

BRIGHT #MDCM105678

$267,000—
Nov 28, 2003

Pending

BRIGHT #MDCM105678

—
Oct 1, 2003

Listed (Active)

BRIGHT #MDCM105678

$272,125—
DateEvent & SourcePrice
01/16/2026

Listed (Active)

BRIGHT #MDCM2006724

$499,000
01/14/2004

Closed (Public Record)

Public Record #135261662

$267,000
01/06/2004

Closed

BRIGHT #MDCM105678

$267,000
11/28/2003

Pending

BRIGHT #MDCM105678

—
10/01/2003

Listed (Active)

BRIGHT #MDCM105678

$272,125

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

Public Records for 11289 Gregg Road

Taxable ValueLand$143,700Additions$208,400Total$352,100
Tax Record2023$3,482 ($290 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,440 SqFtAbove Grade Finished SqFt1,440 SqFtStories1Lot Size831,996 SqFtStyleMiscellaneous ResidentialYear Built1969ZoningRCountyCAROLINEAPN03-012883Fireplace TypeHas Fireplace

Schools near 11289 Gregg Road

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

Lockerman Middle School
Public6 to 8

North Caroline High School
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.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 11289 Gregg Road, Denton, MD 21629

11289 Gregg Road is a single family home for sale in Denton, MD 21629. This property was listed for sale on January 16, 2026 by Benson & Mangold, LLC., it's currently listed at $499,000. It has been on the market for a total of 6 days and was last sold on January 14, 2004. This listing's school district is Caroline County Public Schools. Nearby schools include Greensboro Elementary School, Lockerman Middle School and North Caroline High School. 11289 Gregg Road is a 4-bed, 2-bath, 2,320 sqft single family home built in 1969.

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 01/16/2026 10:34 PM