23311 Point Lookout Rd

Leonardtown, MD 20650

$335,000
Price
2
Beds
1,056 Sq. Ft.
$317 / Sq. Ft.
1,056
Sq. Ft.
$317
per Sq. Ft.
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Active Under ContractVirtual Tour
Active Under ContractVirtual Tour
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Charming home nestled in serene surroundings.
Spacious property with charming outbuildings.

Description

Charming Leonardtown Rambler on a Full Acre. Move-In Ready! Welcome home to the house you've been waiting for. Whether you're buying your first home or rightsizing into something smarter, this meticulously maintained 2-bedroom, 2-bath rambler delivers the Leonardtown lifestyle without the big-house headaches. Freshly painted throughout, walls and ceilings, the home features luxury vinyl plank flooring, a spacious living room, and a large country kitchen with a comfortable eat-in area. An enclosed...Charming Leonardtown Rambler on a Full Acre. Move-In Ready! Welcome home to the house you've been waiting for. Whether you're buying your first home or rightsizing into something smarter, this meticulously maintained 2-bedroom, 2-bath rambler delivers the Leonardtown lifestyle without the big-house headaches. Freshly painted throughout, walls and ceilings, the home features luxury vinyl plank flooring, a spacious living room, and a large country kitchen with a comfortable eat-in area. An enclosed front porch offers the perfect place to relax year-round. Washer and dryer convey, and new ceiling fans along with updated lighting in the kitchen and hallway complete the interior. The current owners cared for this home the way every homeowner hopes the previous one did. The HVAC system has been professionally serviced every six months as part of a maintenance plan, ensuring every major system has been consistently maintained. Outside, the property continues to impress with a brand new Trex deck and ramp, blue stone walkway a basketball hoop that conveys, a 10x12 shed with a concrete floor, a second 8x8 shed for additional storage, and a full acre of land with room to spread out and enjoy. A children's playset is also available for purchase. Major Improvements Include:

• 2026: Both bathroom vanities replaced
• 2024: New Trex deck and ramp
• 2019: New asphalt driveway
• 2021: HVAC system replaced
• 2018: Crawl space fully encapsulated with Dehumidifier
• 2019: New roof and siding on the home, plus new roof and siding on both sheds
• 2018: Bathroom updates with luxury vinyl plank flooring
• Fresh paint throughout, walls and ceilings last month
• HVAC professionally serviced every 6 months
• New ceiling fans and updated lighting in the kitchen and hallway

Homes like this in Leonardtown do not sit on the market long. Schedule your showing today before someone else does.
  1. Listed by JW Abney • RE/MAX One
    P: (240)-725-4321 jw@homeswithjw.com

Property Details for 23311 Point Lookout Road

Tax ID Number
1903001458
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Ranch/Rambler
Levels/Stories
1
Furnished
No
LISTING UPDATED: 03/19/2026 08:46 PM

Property Details for 23311 Point Lookout Road

StatusActive Under Contract
MLS #MDSM2029808
Days on Market3
Taxes$2,311 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1995
Lot Size1.00 AC / 43,560 SF
CountySt. Mary's County
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Location

Listing Courtesy of RE/MAX One
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Building Information for 23311 Point Lookout Road

Stories1Year Built1995Building Size-Lot Size1.00 AC / 43,560 SF

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$1,818 per month

30 year fixed, 6.11% Interest

Principal and Interest

$1,626

Property Taxes

$193

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 23311 Point Lookout Road

Location
Location
  • In City Limits: No
  • School District Name: ST. MARYS COUNTY PUBLIC SCHOOLS
  • School District County ID: 803197649142
  • SchoolDistrictSource: Listing Agent
  • Middle Or Junior School: LEONARDTOWN (SAINT MARYS MD)
  • MiddleSchoolSource: Listing Agent
  • High School: LEONARDTOWN (SAINT MARYS MD)
  • HighSchoolSource: Listing Agent
  • County: SAINT MARYS
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
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2026
  • Tax Assessed Value: $242,900
  • Year Assessed: 2026
  • Municipal Trash: No
  • Loss Mitigation Fee: No
  • Zoning: RESIDENTIAL
  • Automatically Update Tax Values Y/N: No
Lease Information
Lease Information
  • Pets Allowed: No
Rooms
Main
  • # Bedrooms Count Main Level: 2
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
  • # Bathrooms Half Main Level: 0
Rooms
  • Room List: Living Room, Bedroom 2, Kitchen, Bedroom 1, Utility Room, Bathroom 1, Bathroom 2
  • Stories: Main
Rooms Information
Room 1
  • Room Type: Bedroom 1
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Attached Bathroom, Ceiling Fan(s), Flooring - Luxury Vinyl Plank
Room 2
  • Room Type: Bedroom 2
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Flooring - Luxury Vinyl Plank
Room 3
  • Room Type: Bathroom 1
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Bathroom - Tub Shower, Flooring - Luxury Vinyl Plank
Room 4
  • Room Type: Bathroom 2
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Bathroom - Walk-In Shower, Flooring - Luxury Vinyl Plank
Room 5
  • Room Type: Living Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Flooring - Luxury Vinyl Plank
Room 6
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Flooring - Vinyl, Kitchen - Eat-in, Kitchen - Electric Cooking, Lighting - Ceiling, Lighting - LED
Room 7
  • Room Type: Utility Room
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 1,056.00
  • Total Finished SQFT Source: Estimated
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Additional Parcels: No
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Driveway, Off Street
  • Driveway - # of Spaces: 8
  • Parking Features: Paved Driveway
Interior Features
Interior Features
  • Fireplace: No
  • Accessibility Features: Ramp - Main Level
Exterior Features
Exterior Features
  • Spa: No
  • Exterior Features: Flood Lights, Gutter System
  • Pool: No Pool
  • Horse: No
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: 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 URL: www.homeswithjw.com

Property History for 23311 Point Lookout Road

DateEvent & SourcePriceAppreciation
Mar 14, 2026

Active Under Contract

BRIGHT #MDSM2029808

—
Mar 12, 2026

Listed (Active)

BRIGHT #MDSM2029808

$335,000—
Feb 9, 2018

Closed (Public Record)

Public Record #616621970

$155,000—
Feb 9, 2018

Closed

BRIGHT #1000978553

$155,000—
Dec 28, 2017

Pending

BRIGHT #1000978553

—
Sep 25, 2017

Listed (Active)

BRIGHT #1000978553

$189,900—
DateEvent & SourcePrice
03/14/2026

Active Under Contract

BRIGHT #MDSM2029808

—
03/12/2026

Listed (Active)

BRIGHT #MDSM2029808

$335,000
02/09/2018

Closed (Public Record)

Public Record #616621970

$155,000
02/09/2018

Closed

BRIGHT #1000978553

$155,000
12/28/2017

Pending

BRIGHT #1000978553

—
09/25/2017

Listed (Active)

BRIGHT #1000978553

$189,900

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

Public Records for 23311 Point Lookout Road

Taxable ValueLand$115,000Additions$125,800Total$240,800
Tax Record2023$2,425 ($202 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,056 SqFtAbove Grade Finished SqFt1,056 SqFtStories1Lot Size43,560 SqFtStyleSingle Family ResidenceYear Built1995ZoningRPDCountyST. MARY'SAPN03-001458Fireplace TypeHas Fireplace

Schools near 23311 Point Lookout Road

This home is within St. Mary's County Public Schools.
Rating
School
Type
Grades
Distance
Leonardtown Elementary School
Public - PK to 5
Leonardtown Middle School
Public - 6 to 8
Leonardtown High School
Public - 9 to 12
Dr. James A. Forrest Career And Technology Center
Public - 9 to 12
Rating
School
Distance
Leonardtown Elementary School
PublicPK to 5

Leonardtown Middle School
Public6 to 8

Leonardtown High School
Public9 to 12

Dr. James A. Forrest 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.

Listing Courtesy of RE/MAX One

© 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 03/19/2026 08:46 PM