20361 Jackson Rd, Callaway, MD 20620
Property image
Property image
OFF MARKET

$387,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,948 sqft (on 2 acres)

20361 Jackson Rd, Callaway, MD 20620

Refinance Your Home
Currently Off Market - Sold Jan 19, 2024 for $299,000

Home Value

Trulia Estimate
$388K
Since last month
Decreased$6K (-1.4%)
Since last year
Increased$36K (+10.3%)
Since last sale
Increased$88K (+29.3%)
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 +46% in the last 10 years
MonthEstimated value
2026
August 2026$387K
July 2026$392K
June 2026$396K
May 2026$396K
April 2026$392K
March 2026$390K
February 2026$380K
January 2026$377K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
20314 Brent Ln, Callaway, MD
0.28
Single-Family Home
$345,000
02/03/26
3
2
1,580
44504 Watson Ln, Leonardtown, MD
0.46
Single-Family Home
$465,000
11/21/25
3
2
2,304
20035 Piney Point Rd, Callaway, MD
0.87
Single-Family Home
$340,000
11/21/25
3
2
1,488
20250 Hawks Way, Leonardtown, MD
0.83
Single-Family Home
$519,900
02/27/26
3
2
1,557
20255 Hawks Way, Callaway, MD
0.83
Single-Family Home
$700,000
04/27/26
4
2.5
2,400
20260 Hawks Way, Leonardtown, MD
0.83
Single-Family Home
$565,000
05/29/26
4
2.5
2,500
44545 Brewer Ln, Leonardtown, MD
0.64
Single-Family Home
$724,000
04/14/26
4
3.5
3,243
45151 Knotts Dr, Callaway, MD
0.74
Single-Family Home
$545,000
09/23/25
5
4
2,736

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
20275 Jackson Rd, Callaway, MD 20620
0.21
$250,000
2
2
924
For Sale
44661 Deerfield Rd, Leonardtown, MD 20650
0.18
$492,500
3
2
2,016
Off Market
20314 Brent Ln, Callaway, MD 20620
0.28
$345,000
3
2
1,580
Recently Sold
44874 Buck Redman Rd, Callaway, MD 20620
0.28
$328,000
3
1
1,008
Off Market
44911 Buck Redman Rd, Callaway, MD 20620
0.36
$325,000
3
1
1,040
For Sale
20450 Piney Point Rd, Callaway, MD 20620
0.41
$591,800
4
3.5
3,504
Off Market
20426 Killdeer Ln, Callaway, MD 20620
0.51
$472,000
3
2
2,172
Off Market
44504 Watson Ln, Leonardtown, MD 20650
0.46
$465,000
3
2
2,304
Recently Sold
44871 Rickle Dr, Callaway, MD 20620
0.54
$482,400
3
2
1,538
Off Market
Piney Point Rd, Callaway, MD 20620
0.55
$85,000
-
-
-
For Sale
Piney Point Rd, Callaway, MD 20620
0.55
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 20361 Jackson Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1990
2 acre lot
1,948 sqft
$199/sqft
Garage

About this House

One level living out in the country. Cleared yard with so much potential! Shed with Chicken/duck set up. Run in metal shed for equipment and vehicles. 2 car oversized detached garage with a lift that could be restored for the car enthusiast. 3 bedrooms with primary bedroom on one side for privacy and 2 on the other side of the house. Large kitchen with dining area . Living area with screened front porch.
20361 Jackson Rd, Callaway, MD 20620 is a 3 bedroom, 2 bathroom, 1,948 sqft single-family home built in 1990. It last sold for $299,000 on Jan 19, 2024 (12% below the $339,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $387,500, with a rent estimate of $2,353/month.
Last check for updates: about 7 hours ago
Listed by Jan Kleponis, (410) 610-2766
O'Brien Realty ERA Powered
Bought with: Conor Loughran, (301) 904-1760, CENTURY 21 New Millennium
Source: Bright MLS, MLS#MDSM2016236

Home Details for 20361 Jackson Rd

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1948 Square Feet
Appliances & Utilities
Appliances: Electric Water HeaterLaundry: Hookup
Heating & Cooling
Heating: Forced Air,PropaneHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: None
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, Porch, ScreenedOther Structures: Above Grade, Below Grade, OutbuildingExterior: Stone Retaining WallsFoundation: Crawl SpaceNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Faces Front,Oversized,Gravel,Driveway,Detached,Off Street
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: On Site Septic
Finished Area
Finished Area (above surface): 1948 Square Feet

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Condition: AverageParcel Number: 1902030209

Price & Status

Price
List Price: $339,000
Status Change & Dates
Off Market Date: Fri Jan 19 2024Possession Timing: Negotiable

Active Status

MLS Status: CLOSED

Location

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

Building

Building Area
Building Area: 1948 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2 Acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Appraisal, Home InspectionListing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDSM2016236Above Grade Unfinished Area: 1948

Price and Tax history

DateEventPrice
Jan 19, 2024
Source: Bright MLS #MDSM2016236
Sold
$299,000
Jan 13, 2024
Source: Bright MLS #MDSM2016236
Pending
$339,000
Dec 15, 2023
Source: Bright MLS #MDSM2016236
Contingent
$339,000
Nov 28, 2023
Source: Bright MLS #MDSM2016236
Listed For Sale
$339,000
Aug 1, 2019
Source: N/A
Sold
$148,500

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

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

LGBTQ Local Legal Protections

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

Frequently asked questions about 20361 Jackson Rd

  • What is 20361 Jackson Rd estimated to be worth?
    Trulia's estimated value for 20361 Jackson Rd in Callaway, MD is $387,500.
  • What is the price history for 20361 Jackson Rd?
    20361 Jackson Rd in Callaway, MD last sold for $299,000 in January 2024.
  • Is Callaway a buyer's or seller's market?
    Callaway is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 20361 Jackson Rd?
    The closest schools to 20361 Jackson 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).
  • Does 20361 Jackson Rd have air conditioning?
    Yes, 20361 Jackson Rd in Callaway, MD has air conditioning.
  • Does 20361 Jackson Rd have laundry facilities?
    Yes, 20361 Jackson Rd in Callaway, MD has laundry facilities.

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