Would people walk alone at night in Callaway, MD?

As of early 2026, 100% of users say people would walk alone at night

Is a car needed in Callaway, MD?

As of early 2026, 100% of users say car is needed

Is parking easy in Callaway, MD?

As of early 2026, 100% of users say parking is easy

Is Callaway, MD walkable to grocery stores?

As of early 2026, 83% of users say it's walkable to grocery stores

Is Callaway, MD quiet?

As of early 2026, 83% of users say it's quiet

Do kids play outside in Callaway, MD?

As of early 2026, 80% of users say kids play outside

Is Callaway, MD dog-friendly?

As of early 2026, 67% of users say it's dog friendly

Is Callaway, MD walkable to restaurants?

As of early 2026, 60% of users say it's walkable to restaurants

Is there wildlife in Callaway, MD?

As of early 2026, 50% of users say there's wildlife

Do residents of Callaway, MD plan to stay at least 5 years?

As of early 2026, 40% of users say they plan to stay for at least 5 years

Are yards well-kept in Callaway, MD?

As of early 2026, 40% of users say yards are well-kept

Does Callaway, MD have sidewalks?

As of early 2026, 40% of users say there are sidewalks

Does Callaway, MD show holiday spirit?

As of early 2026, 33% of users say there's holiday spirit

Are the streets well-lit in Callaway, MD?

As of early 2026, 33% of users say streets are well-lit

Are neighbors friendly in Callaway, MD?

As of early 2026, 29% of users say neighbors are friendly

Are there community events in Callaway, MD?

As of early 2026, 17% of users say there are community events

OFF MARKET

20401 Jackson Rd
Callaway, MD 20620

Studio
2 Baths
1,450 sqft (on 4 acres)

$386,900

Trulia Estimate

as of Aug 3, 2026

Est. Refi. Payment $2,316/mo*

Refinance Your Home

$386,900

Trulia Estimate

as of Aug 3, 2026

Est. Refi. Payment $2,316/mo*

Refinance Your Home

Studio

2 Baths

1,450 sqft

(on 4 acres)

Local Information

Map ViewExplore the area around 20401 Jackson Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1991

Lot Size

4 acres

Living Area

1,450 sqft

Price/Sqft

$267

About this House

This single-family home is located at 20401 Jackson Rd, Callaway, MD. 20401 Jackson Rd is in Callaway, MD and in ZIP code 20620. This property has 2 bathrooms and approximately 1,450 sqft of floor space. This property has a lot size of 4.00 acres and was built in 1991.

20401 Jackson Rd, Callaway, MD 20620 is a studio, 2 bathroom, 1,450 sqft single-family home built in 1991. It is currently off market. The Trulia Estimate is $386,900, with a rent estimate of $2,286/month.

Home Details for 20401 Jackson Rd

Interior Features
Heating & Cooling Heating: Other, ElectricAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleExterior: Brick

Property Information
Year Built Year Built: 1991
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 4.00 acres

Market trends in Callaway

Last updated June 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

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Property Tax and Assessment

Year	2025
Tax	$3,111
Assessment	$276,800

Home facts updated by county records

Comparable Sales for 20401 Jackson Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
20314 Brent Ln, Callaway, MD	0.32	Single-Family Home	$345,000	02/03/26	3	2	1,580
44871 Rickle Dr, Callaway, MD	0.60	Single-Family Home	$465,000	08/12/25	3	2	1,538
44504 Watson Ln, Leonardtown, MD	0.41	Single-Family Home	$465,000	11/21/25	3	2	2,304
44564 Deerfield Rd, Leonardtown, MD	0.36	Single-Family Home	$225,000	04/02/26		3	1,512
20035 Piney Point Rd, Callaway, MD	0.88	Single-Family Home	$340,000	11/21/25	3	2	1,488
20250 Hawks Way, Leonardtown, MD	0.77	Single-Family Home	$519,900	02/27/26	3	2	1,557
44545 Brewer Ln, Leonardtown, MD	0.58	Single-Family Home	$724,000	04/14/26	4	3.5	3,243
44964 Hewitt Rd, Callaway, MD	0.94	Single-Family Home	$329,000	08/22/25		2	1,242
45151 Knotts Dr, Callaway, MD	0.78	Single-Family Home	$545,000	09/23/25	5	4	2,736
45151 Knotts Dr, Callaway, MD	0.78	Single-Family Home	$545,000	11/20/25	5	4	2,736

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $392,100
3 bd
2 ba
1,948 sqft
20361 Jackson Rd,
Callaway, MD 20620
O'Brien Realty ERA Powered
OFF MARKET
Est. $496,700
3 bd
2 ba
2,016 sqft
44661 Deerfield Rd,
Leonardtown, MD 20650
CENTURY 21 New Millennium
FOR SALE
3.05 ACRES
$250,000
2 bd
2 ba
924 sqft
20275 Jackson Rd,
Callaway, MD 20620
EXP Realty, LLC
OFF MARKET
Est. $329,000
3 bd
1 ba
1,008 sqft
44874 Buck Redman Rd,
Callaway, MD 20620
Redfin Corp
SOLD
FEB 3, 2026
$345,000
3 bd
2 ba
1,580 sqft
20314 Brent Ln,
Callaway, MD 20620
Berkshire Hathaway HomeServices PenFed Realty
FOR SALE
2.17 ACRES
$325,000
3 bd
1 ba
1,040 sqft
44911 Buck Redman Rd,
Callaway, MD 20620
Coldwell Banker Premier
SOLD
NOV 21, 2025
$465,000
3 bd
2 ba
2,304 sqft
44504 Watson Ln,
Leonardtown, MD 20650
O'Brien Realty ERA Powered
OFF MARKET
Est. $596,400
4 bd
3.5 ba
3,504 sqft
20450 Piney Point Rd,
Callaway, MD 20620
CENTURY 21 New Millennium
SOLD
JAN 23, 2026
$50,000
3 bd
1 ba
924 sqft
44646 Medleys Neck Rd,
Leonardtown, MD 20650
Home Towne Real Estate
OFF MARKET
Est. $412,300
3 bd
2 ba
1,507 sqft
44540 Medleys Neck Rd,
Leonardtown, MD 20650
RE/MAX One
OFF MARKET
Est. $472,000
3 bd
2 ba
2,172 sqft
20426 Killdeer Ln,
Callaway, MD 20620
O'Brien Realty ERA Powered
OFF MARKET
Est. $476,300
3 bd
2 ba
1,538 sqft
44871 Rickle Dr,
Callaway, MD 20620
EXP Realty, LLC

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Additional Cost

Assigned Schools

These are the assigned schools for 20401 Jackson Rd.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
Resident
6y ago
"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
Resident
6y ago
"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
Resident
7y ago
"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

Apartments for Rent

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NEW - 1 DAY AGO
PET FRIENDLY
$1,600 - $2,004/mo
1-2 bd
1-2 ba
Park Villas | 21295 Mayfaire Ln,
Lexington Park, MD 20653
$1,650 - $1,800/mo
2-3 bd
2 ba
20761 Old Great Mills Rd,
Great Mills, MD 20634
$1,300/mo
1 bd
1 ba
20769 Old Great Mills Rd #7,
Great Mills, MD 20634
$1,850/mo
3 bd
2 ba
20765 Old Great Mills Rd #1,
Great Mills, MD 20634
APPLY INSTANTLY
$1,790/mo
2 bd
1 ba
44845 Dot Banagan Ln #2,
Leonardtown, MD 20650
$1,200/mo
2 bd
1 ba
21290 Great Mills Rd #1,
Lexington Park, MD 20653
$1,800/mo
2 bd
2 ba
Address Not Disclosed,
Leonardtown, MD 20650
$1,790/mo
2 bd
1 ba
44845 Dot Banagan Ln,
Leonardtown, MD 20650
See more homes for rent in
Callaway
Take a look

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Homes for sale near 20401 Jackson Rd

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2.17 ACRES
$325,000
3 bd
1 ba
1,040 sqft
44911 Buck Redman Rd,
Callaway, MD 20620
Coldwell Banker Premier
COMING SOON 8/12
4.29 ACRES
$625,000
3 bd
2.5 ba
2,052 sqft
20980 Aster Dr,
Callaway, MD 20620
EXP Realty, LLC
1.49 ACRES
$1,100,000
3 bd
2.5 ba
5,939 sqft
20098 Piney Point Rd,
Callaway, MD 20620
Samson Properties
0.28 ACRES
$499,000
5 bd
3.5 ba
3,257 sqft
44905 Widgeon Pl,
Callaway, MD 20620
OE Realty
0.92 ACRES
$369,900
3 bd
2 ba
1,144 sqft
21983 Point Lookout Rd,
Leonardtown, MD 20650
RE/MAX One
COMING SOON 8/12
0.29 ACRES
$559,000
5 bd
4.5 ba
2,968 sqft
20824 Flour Mill Ct,
Great Mills, MD 20634
RE/MAX One
0.34 ACRES
$469,000
4 bd
3.5 ba
3,100 sqft
20894 Governors Mill Ct,
Great Mills, MD 20634
RE/MAX One
OPEN SAT, 1-3PM
490.17 ACRES
$15,000,000
6 bd
4.5 ba
5,500 sqft
19700 Mulberry Fields Rd,
Leonardtown, MD 20650
Long & Foster Real Estate, Inc.
0.46 ACRES
$469,900
3 bd
3 ba
1,691 sqft
43954 Main Way Rd,
Leonardtown, MD 20650
Keller Williams Flagship
0.34 ACRES
$465,000
3 bd
2 ba
1,667 sqft
18800 McKays Beach Rd,
Leonardtown, MD 20650
RE/MAX One
See more homes for sale in
Callaway
Take a look

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Off Market Homes Near 20401 Jackson Rd

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SOLD
JUL 31, 2026
$285,000
4 bd
2 ba
1,680 sqft
45729 Buck Hewitt Rd,
Great Mills, MD 20634
CENTURY 21 New Millennium
SOLD
JUL 31, 2026
$304,000
3 bd
2.5 ba
1,564 sqft
22086 Saint Michaels Cir,
Great Mills, MD 20634
CENTURY 21 New Millennium
SOLD
JUL 31, 2026
$385,000
3 bd
2 ba
1,250 sqft
46653 Robert Leon Dr,
Lexington Park, MD 20653
Infinitas Realty Group
SOLD
JUL 31, 2026
$341,000
2 bd
2 ba
2,414 sqft
20893 Dry Mill St,
Great Mills, MD 20634
Coldwell Banker Premier
SOLD
JUL 29, 2026
$305,000
2 bd
1 ba
1,030 sqft
44328 Tall Timbers Rd,
Tall Timbers, MD 20690
RE/MAX One
SOLD
JUL 24, 2026
$355,000
4 bd
3 ba
2,160 sqft
21404 Williams Dr,
Lexington Park, MD 20653
Topside Realty
SOLD
JUL 23, 2026
$525,000
4 bd
3.5 ba
3,608 sqft
46840 Shelton Dr,
Lexington Park, MD 20653
Berkshire Hathaway HomeServices PenFed Realty
SOLD
JUL 22, 2026
$220,000
3 bd
2 ba
1,300 sqft
20827 Primrose Ct,
Lexington Park, MD 20653
Real Broker, LLC
SOLD
JUL 20, 2026
$440,000
4 bd
3 ba
2,020 sqft
21096 Lizson Ct,
California, MD 20619
American Homes Realty Group
SOLD
JUL 15, 2026
$440,000
4 bd
2.5 ba
2,924 sqft
21307 Jettison Ct,
Lexington Park, MD 20653
CENTURY 21 New Millennium
See more homes for sale in
Callaway
Take a look

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20401 Jackson Rd
Callaway, MD 20620

$386,900

$386,900