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

What is 19945 Piney Point Rd estimated to be worth?

Trulia's estimated value for 19945 Piney Point Rd in Callaway, MD is $404,000 .

What is the price history for 19945 Piney Point Rd?

19945 Piney Point Rd in Callaway, MD last sold for $32,000 in December 1997.

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 19945 Piney Point Rd?

The closest schools to 19945 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).

How big is the lot at 19945 Piney Point Rd?

The lot at 19945 Piney Point Rd in Callaway, MD is about 0.69 acres (30,000 sq ft).

19945 Piney Point Rd, Callaway, MD 20620

OFF MARKET

$404,000

Trulia Estimate

Studio
3 Baths
1,332 sqft (on 0.69 acres)

19945 Piney Point Rd, Callaway, MD 20620

Est. Refi. Payment $2,387/mo*

Refinance Your Home

Currently Off Market - Sold Dec 5, 1997 for $32,000

Home Value

Trulia Estimate

$404K

Since last month

$2K (-0.6%)

Since last year

$15K (+3.9%)

Since last sale

$373K (+1,166.9%)

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 +58% in the last 10 years

Month	Estimated value
2026
August 2026	$405K
July 2026	$408K
June 2026	$412K
May 2026	$410K
April 2026	$406K
March 2026	$401K
February 2026	$395K
January 2026	$391K
2025
December 2025	$390K
November 2025	$389K
October 2025	$390K
September 2025	$388K
August 2025	$390K
July 2025	$396K
June 2025	$393K
May 2025	$390K
April 2025	$394K
March 2025	$381K
February 2025	$375K
January 2025	$371K
2024
December 2024	$366K
November 2024	$369K
October 2024	$375K
September 2024	$371K
August 2024	$376K
July 2024	$378K
June 2024	$381K
May 2024	$377K
April 2024	$372K
March 2024	$370K
February 2024	$361K
January 2024	$358K
2023
December 2023	$357K
November 2023	$364K
October 2023	$365K
September 2023	$372K
August 2023	$365K
July 2023	$358K
June 2023	$361K
May 2023	$375K
April 2023	$369K
March 2023	$364K
February 2023	$355K
January 2023	$357K
2022
December 2022	$357K
November 2022	$362K
October 2022	$365K
September 2022	$365K
August 2022	$367K
July 2022	$371K
June 2022	$373K
May 2022	$372K
April 2022	$366K
March 2022	$359K
February 2022	$352K
January 2022	$347K
2021
December 2021	$345K
November 2021	$344K
October 2021	$346K
September 2021	$347K
August 2021	$345K
July 2021	$348K
June 2021	$351K
May 2021	$355K
April 2021	$338K
March 2021	$317K
February 2021	$317K
January 2021	$311K
2020
December 2020	$307K
November 2020	$306K
October 2020	$306K
September 2020	$302K
August 2020	$287K
July 2020	$283K
June 2020	$282K
May 2020	$283K
April 2020	$278K
March 2020	$276K
February 2020	$276K
January 2020	$276K
2019
December 2019	$274K
November 2019	$270K
October 2019	$276K
September 2019	$272K
August 2019	$267K
July 2019	$272K
June 2019	$269K
May 2019	$266K
April 2019	$268K
March 2019	$269K
February 2019	$266K
January 2019	$270K
2018
December 2018	$269K
November 2018	$268K
October 2018	$271K
September 2018	$271K
August 2018	$277K
July 2018	$281K
June 2018	$284K
May 2018	$280K
April 2018	$280K
March 2018	$276K
February 2018	$278K
January 2018	$282K
2017
December 2017	$277K
November 2017	$279K
October 2017	$278K
September 2017	$274K
August 2017	$269K
July 2017	$267K
June 2017	$259K
May 2017	$252K
April 2017	$248K
March 2017	$243K
February 2017	$244K
January 2017	$245K
2016
December 2016	$258K
November 2016	$263K
October 2016	$267K
September 2016	$260K
August 2016	$257K

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	0.18	Single-Family Home	$340,000	11/21/25	3	2	1,488
44968 Hewitt Rd, Callaway, MD	0.31	Single-Family Home	$575,000	01/09/26	3	2	792
45040 Medleys Neck Rd, Leonardtown, MD	0.73	Single-Family Home	$40,000	05/21/26		1	970
20314 Brent Ln, Callaway, MD	0.81	Single-Family Home	$345,000	02/03/26	3	2	1,580
19830 Fall Ct, Great Mills, MD	1.13	Single-Family Home	$375,000	03/31/26	3	2	1,400
45151 Knotts Dr, Callaway, MD	0.68	Single-Family Home	$545,000	11/20/25	5	4	2,736
45151 Knotts Dr, Callaway, MD	0.69	Single-Family Home	$545,000	09/23/25	5	4	2,736
44564 Deerfield Rd, Leonardtown, MD	1.24	Single-Family Home	$225,000	04/02/26		3	1,512
45474 Medleys Neck Rd, Leonardtown, MD	1.12	Single-Family Home	$635,000	12/15/25	3	3	2,653
44503 Richey Rd, Leonardtown, MD	1.37	Single-Family Home	$345,000	04/23/26		2	1,800

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
20035 Piney Point Rd, Callaway, MD 20620	0.18	$340,000	3	2	1,488	Recently Sold
45052 Hewitt Rd, Callaway, MD 20620	0.21	$364,900	3	1.5	1,164	Off Market
44968 Hewitt Rd, Callaway, MD 20620	0.31	$575,000	3	2	792	Recently Sold
45168 Irvings Pl, Callaway, MD 20620	0.29	$177,000	-	-	-	For Sale
44964 Hewitt Rd, Callaway, MD 20620	0.33	$341,400	3	1	1,242	Off Market
20098 Piney Point Rd, Callaway, MD 20620	0.32	$1,100,000	3	2.5	5,939	For Sale
20140 Piney Point Rd, Callaway, MD 20620	0.38	$373,000	3	2	1,247	Off Market
20145 Quiet Acre Ln, Callaway, MD 20620	0.40	-	-	-	-	Off Market
45252 Happyland Rd, Valley Lee, MD 20692	0.49	$150,000	-	-	-	For Sale
44911 Buck Redman Rd, Callaway, MD 20620	0.69	$325,000	3	1	1,040	For Sale
45151 Knotts Dr, Callaway, MD 20620	0.69	$564,300	5	4	2,736	Off Market
45291 Take It Easy Ranch Rd, Callaway, MD 20620	0.76	$259,900	-	-	-	For Sale

Local Information

Map ViewExplore the area around 19945 Piney Point 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

2002

Lot Size

0.69 acres

Living Area

1,332 sqft

Price/Sqft

$303

About this House

This single-family home is located at 19945 Piney Point Rd, Callaway, MD. 19945 Piney Point Rd is in Callaway, MD and in ZIP code 20620. This property has 3 bathrooms and approximately 1,332 sqft of floor space. This property has a lot size of 0.69 acres and was built in 2002.

19945 Piney Point Rd, Callaway, MD 20620 is a studio, 3 bathroom, 1,332 sqft single-family home built in 2002. It last sold for $32,000 on Dec 5, 1997. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $404,000, with a rent estimate of $2,287/month.

Home Details for 19945 Piney Point Rd

Interior Features
Interior Details Basement
Heating & Cooling Air Conditioning
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Other

Property Information
Year Built Year Built: 2002
Property Type / Style Property Type: Single Family HomeArchitecture: split entry

Community
Units in Building: 1

Lot Information
Lot Area: 0.69 acres

Price and Tax history

Date	Event	Price
Dec 5, 1997 Source: N/A	Sold	$32,000

Year	Property tax	Tax assessment
2025	$3,517	$317,200

Additional Cost

Market trends in Callaway

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Around this home

Piney Point Elementary School
PK-5
Public
423 Students
St. Mary's County Public Schools
7/10
GreatSchools Rating
Parent Rating Average
One of the best, if not the very best Elementary school in the county. Smallest class sizes, teachers who try and care. You can't ask you more from a public school.
Parent Review
9mo ago
8 Reviews

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
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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
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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
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LGBTQ Local Legal Protections

Frequently asked questions about 19945 Piney Point Rd

What is 19945 Piney Point Rd estimated to be worth?
Trulia's estimated value for 19945 Piney Point Rd in Callaway, MD is $404,000.
What is the price history for 19945 Piney Point Rd?
19945 Piney Point Rd in Callaway, MD last sold for $32,000 in December 1997.
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 19945 Piney Point Rd?
The closest schools to 19945 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).
How big is the lot at 19945 Piney Point Rd?
The lot at 19945 Piney Point Rd in Callaway, MD is about 0.69 acres (30,000 sq ft).

Apartments for Rent

Skip to last item

$1,650 - $1,800/mo
2-3 bd
2 ba
20761 Old Great Mills Rd,
Great Mills, MD 20634
Contact for price
1-2 bd
1-2 ba
45910 Indian Way #f320a52c6,
Lexington Park, MD 20653
Contact for price
1-2 bd
1-2 ba
21280 Lexwood Ct #776f18ccb,
Lexington Park, MD 20653
$1,800/mo
2 bd
2 ba
Address Not Disclosed,
Leonardtown, MD 20650
$1,500/mo
2 bd
1 ba
44868 Blake Creek Rd #1,
Leonardtown, MD 20650
PET FRIENDLY
$700/mo
6 bd
3 ba
43640 Potomac Shores Rd #1,
Leonardtown, MD 20650
See more homes for rent in
Callaway
Take a look

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Off Market Homes Near 19945 Piney Point Rd

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SOLD
AUG 28, 2026
$290,000
3 bd
2.5 ba
1,470 sqft
22069 Saint Gabriels Cir,
Great Mills, MD 20634
Infinitas Realty Group
SOLD
AUG 17, 2026
$499,900
5 bd
3.5 ba
3,422 sqft
20862 Haverford Ct,
Lexington Park, MD 20653
CENTURY 21 New Millennium
SOLD
AUG 12, 2026
$524,900
4 bd
2.5 ba
2,552 sqft
46112 Slye Way,
Drayden, MD 20630
RE/MAX One
SOLD
AUG 11, 2026
$295,000
3 bd
2.5 ba
1,564 sqft
22085 Saint Inigoes Ct,
Great Mills, MD 20634
Samson Properties
SOLD
AUG 7, 2026
$446,499
4 bd
2.5 ba
2,138 sqft
21493 Hillary Ct,
Lexington Park, MD 20653
RE/MAX Realty Group
SOLD
AUG 5, 2026
$314,000
5 bd
3 ba
1,836 sqft
21415 Williams Dr,
Lexington Park, MD 20653
RE/MAX Realty Group
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 31, 2026
$535,000
5 bd
3.5 ba
3,108 sqft
20801 Middlegate Dr,
Lexington Park, MD 20653
CENTURY 21 New Millennium
See more homes for sale in
Callaway
Take a look

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Homes for sale near 19945 Piney Point Rd

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1.49 ACRES
$1,100,000
3 bd
2.5 ba
5,939 sqft
20098 Piney Point Rd,
Callaway, MD 20620
Samson Properties
2.17 ACRES
$325,000
3 bd
1 ba
1,040 sqft
44911 Buck Redman Rd,
Callaway, MD 20620
Coldwell Banker Premier
NEW
COMING SOON 9/3
4.24 ACRES
$695,000
5 bd
2.5 ba
2,953 sqft
44450 Schumann Way,
Leonardtown, MD 20650
CENTURY 21 New Millennium
0.32 ACRES
$499,990
4 bd
3 ba
2,010 sqft
20846 Autumn Mill Ct,
Great Mills, MD 20634
Own Real Estate
FOR SALE BY OWNER
4 ACRES
$675,000
3 bd
3.5 ba
2,600 sqft
20598 Point Lookout Rd,
Great Mills, MD 20634
0.84 ACRES
$699,900
3 bd
2 ba
1,834 sqft
18937 Hodges Ln,
Leonardtown, MD 20650
CENTURY 21 New Millennium
1.14 ACRES
$585,000
4 bd
3.5 ba
3,436 sqft
19335 Greens Crossing Ct,
Great Mills, MD 20634
CENTURY 21 New Millennium
0.29 ACRES
$559,000
5 bd
4.5 ba
2,968 sqft
20824 Flour Mill Ct,
Great Mills, MD 20634
RE/MAX One
13.62 ACRES
$970,000
3 bd
2.5 ba
2,590 sqft
46200 Greens Rest Way,
Great Mills, MD 20634
CENTURY 21 New Millennium
NEW CONSTRUCTION
1.09 ACRES
$635,900
3 bd
2.5 ba
2,240 sqft
19103 Windsor Ct,
Drayden, MD 20630
RE/MAX One
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Callaway
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