20098 Piney Point Rd, Callaway, MD 20620
Property image
Property image
FOR SALE
1.49 ACRES

$1,100,000

  • 3 Beds
  • 2.5 Baths
  • 5,939 sqft (on 1.49 acres)

20098 Piney Point Rd, Callaway, MD 20620

Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 1969
1.49 acre lot
$185/sqft
Garage

Local Information

  • Map ViewExplore the area around 20098 Piney Point Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Want to live near your business?! This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining room area that blends well for entertaining. The kitchen's focal point is its large island with a solid brass footrest. From the kitchen you are led to the 1.49 acre backyard with a patio area to enjoy nature. The main area of the home also has a home office, family room and pub-style game room; all can be transformed to fit your lifestyle! The laundry room includes a 3-year-old washer and dryer, powder room and build-in ironing board. On the other end of home there is a full bathroom, along with two bedrooms and a true primary suite. This primary suite is guaranteed to provide you your very own private oasis! Enter into its personal hallway that leads to a generous bedroom with two walk-in closets. The bathroom includes a double sink countertop, a soaker tub and a separate walk-in shower. It doesn't stop there! The suite extends to its very own sunroom full of windows and has a separate heating and cooling system. AS AN ADDED BONUS: This property includes a Commercial shop with ample parking space. The shop consists of a very sizable workshop area with a bay door, lobby and office areas, storage room and two restrooms. Due to the lack of use for a few years, it will need your TLC and vision. This building was originally the home of Smith's Repair. Recognized by St Mary's County Economic Development for six decades of service this would be a great location to bring your business. On the land there is also a shed with a sink as well as a 2-car garage. Perks: All structures have a new roof (2025), all building have electricity. This property is being sold As-Is. Preferred title company is Cardinal Title. Professional photos coming soon.
Last check for updates: about 8 hours ago
Listing courtesy of Shanita Traynham, (443) 854-0977
Samson Properties, (240) 724-6550
Co-Listing Agent: Shirley A Lisenby, (240) 210-5172
Samson Properties, (240) 724-6550
Source: Bright MLS, MLS#MDSM2030814
Also Listed on Bright MLS.

Home Details for 20098 Piney Point Rd

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 3
Dimensions and Layout
Living Area: 5939 Square Feet
Appliances & Utilities
Appliances: Water Heater
Heating & Cooling
Heating: Baseboard,Electric,OilHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: None
View
No View

Exterior Features

Exterior Home Features
Other Structures: Above Grade, Below GradeFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 15No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 17Parking: Garage Faces Front,Detached,Driveway
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Private Sewer, On Site Septic
Finished Area
Finished Area (above surface): 5939 Square Feet

Days on Market

Days on Market: 124

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: BrickNot a New Construction
Property Information
Parcel Number: 1902019167

Price & Status

Price
List Price: $1,100,000Price Per Sqft: $185
Status Change & Dates
Possession Timing: Immediate

Active Status

MLS Status: ACTIVE

Location

Direction & Address
City: CALLAWAYCommunity: Callaway
School Information
Elementary School District: St. Mary's County Public SchoolsJr High / Middle School District: St. Mary's County Public SchoolsHigh School District: St. Mary's County Public Schools

Agent Information

Listing Agent
Listing ID: MDSM2030814

Building

Building Area
Building Area: 5939 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.49 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDSM2030814Above Grade Unfinished Area: 5939

Additional Information

Source Internet Automated Valuation Display: NSource Internet Consumer Comment: NSource Internet Entire Listing Display: YSource Internet Address Display: Y

Around this home

What Locals Say about Callaway

At least 3 Trulia users voted on each feature.

  • 100 % Say people would walk alone at night

  • 100 % Say car is needed

  • 100 % Say parking is easy

  • 83 % Say it's walkable to grocery stores

  • 83 % Say it's quiet

  • 80 % Say kids play outside

  • 67 % Say it's dog friendly

  • 60 % Say it's walkable to restaurants

  • 50 % Say there's wildlife

  • 40 % Say they plan to stay for at least 5 years

  • 40 % Say yards are well-kept

  • 40 % Say there are sidewalks

  • 33 % Say there's holiday spirit

  • 33 % Say streets are well-lit

  • 29 % Say neighbors are friendly

  • 17 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Tyrone B.
    "there are a lot of dogs and places for them to run and walk. I don't have a dog and do not plan to get one in this neighborhood. "
    0
    Flag
  • Bobntess
    "A good place to walk your dogs! The neighborhood is less than a one mile walk to the Saint Mary’s Lake State Park."
    0
    Flag
  • Aaronmroy
    "It’s quite and you can be hidden. Some neighbors wave but not all of them. They walk up to your house uninvited to tell you to cut your grass. Or almost shoot you cause he was aiming in your direction. "
    0
    Flag

Market trends in Callaway

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
5

Home Value

Trulia Estimate
$1.05M
Since last month
Increased$8K (+0.8%)
Since last year
Increased$461K (+78.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +103% in the last 10 years
MonthEstimated value
2026
September 2026$1.05M
August 2026$1.04M
July 2026$1.04M
June 2026$1.05M
May 2026$1.06M
April 2026$584K
March 2026$584K
February 2026$568K
January 2026$565K
2025
2024
2023
2021
2020
2019

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20035 Piney Point Rd, Callaway, MD
0.16
Single-Family Home
$340,000
11/21/25
3
2
1,488
20314 Brent Ln, Callaway, MD
0.55
Single-Family Home
$345,000
02/03/26
3
2
1,580
45151 Knotts Dr, Callaway, MD
0.37
Single-Family Home
$545,000
09/23/25
5
4
2,736
44968 Hewitt Rd, Callaway, MD
0.53
Single-Family Home
$575,000
01/09/26
3
2
792
44504 Watson Ln, Leonardtown, MD
1.19
Single-Family Home
$465,000
11/21/25
3
2
2,304
45474 Medleys Neck Rd, Leonardtown, MD
1.42
Single-Family Home
$635,000
12/15/25
3
3
2,653
44545 Brewer Ln, Leonardtown, MD
1.12
Single-Family Home
$724,000
04/14/26
4
3.5
3,243
19830 Fall Ct, Great Mills, MD
1.24
Single-Family Home
$375,000
03/31/26
3
2
1,400
20255 Hawks Way, Callaway, MD
1.47
Single-Family Home
$700,000
04/27/26
4
2.5
2,400

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
45168 Irvings Pl, Callaway, MD 20620
0.05
$177,000
-
-
-
For Sale
20140 Piney Point Rd, Callaway, MD 20620
0.08
$373,000
3
2
1,247
Off Market
20035 Piney Point Rd, Callaway, MD 20620
0.16
$340,000
3
2
1,488
Recently Sold
20145 Quiet Acre Ln, Callaway, MD 20620
0.21
-
-
-
-
Off Market
45151 Knotts Dr, Callaway, MD 20620
0.37
$564,300
5
4
2,736
Off Market
45291 Take It Easy Ranch Rd, Callaway, MD 20620
0.46
$259,900
-
-
-
For Sale
44911 Buck Redman Rd, Callaway, MD 20620
0.46
$325,000
3
1
1,040
For Sale
45052 Hewitt Rd, Callaway, MD 20620
0.50
$363,200
3
1.5
1,164
Off Market
44964 Hewitt Rd, Callaway, MD 20620
0.53
$341,400
3
1
1,242
Off Market
44968 Hewitt Rd, Callaway, MD 20620
0.53
$575,000
3
2
792
Recently Sold
20314 Brent Ln, Callaway, MD 20620
0.55
$345,000
3
2
1,580
Recently Sold

Price and Tax history

DateEventPrice
May 7, 2026
Source: Bright MLS #MDSM2030814
Listed For Sale
$1,100,000

LGBTQ Local Legal Protections

Shanita Traynham, Samson Properties, (240) 724-6550
Agent Phone: (443) 854-0977
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 20098 Piney Point Rd

Skip to last item
Skip to first item

Frequently asked questions about 20098 Piney Point Rd

  • What is the estimated monthly payment for 20098 Piney Point Rd?
    Based on a $1,100,000 list price with 20% down at today's rates, the estimated monthly payment for 20098 Piney Point Rd in Callaway, MD is approximately $6,588 (about $5,780 principal & interest, $733 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What are the closest schools to 20098 Piney Point Rd?
    The closest schools to 20098 Piney Point Rd in Callaway, MD are Leonardtown High School (rated 8/10), Piney Point Elementary School (Pre-K, rated 7/10), Spring Ridge Middle School (rated 5/10).
  • What is 20098 Piney Point Rd estimated to be worth?
    Trulia's estimated value for 20098 Piney Point Rd in Callaway, MD is $1,046,800.
  • Does 20098 Piney Point Rd have air conditioning?
    Yes, 20098 Piney Point Rd in Callaway, MD has air conditioning.
  • How big is the lot at 20098 Piney Point Rd?
    The lot at 20098 Piney Point Rd in Callaway, MD is about 1.5 acres.
  • Does 20098 Piney Point Rd have a garage?
    Yes, 20098 Piney Point Rd in Callaway, MD has a garage.
20098 Piney Point Rd, Callaway, MD 20620 is a 3 bedroom, 3 bathroom, 5,939 sqft single-family home built in 1969. This property is currently available for sale and was listed by Bright MLS on May 7, 2026. The MLS # for this home is MLS# MDSM2030814.