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 20161 Piney Point Rd estimated to be worth?

Trulia's estimated value for 20161 Piney Point Rd in Callaway, MD is $419,500 .

What is the price history for 20161 Piney Point Rd?

20161 Piney Point Rd in Callaway, MD last sold for $240,000 in June 2013.

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 20161 Piney Point Rd?

The closest schools to 20161 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 20161 Piney Point Rd?

The lot at 20161 Piney Point Rd in Callaway, MD is about 0.50 acres (21,780 sq ft).

Does 20161 Piney Point Rd have a garage?

Yes, 20161 Piney Point Rd in Callaway, MD has a garage.

OFF MARKET

20161 Piney Point Rd
Callaway, MD 20620

3 Beds
3 Baths
1,924 sqft (on 0.50 acres)

$419,500

Trulia Estimate

as of Aug 21, 2026

Est. Refi. Payment $2,487/mo*

Refinance Your Home

$419,500

Trulia Estimate

as of Aug 21, 2026

Est. Refi. Payment $2,487/mo*

Refinance Your Home

3 Beds

3 Baths

1,924 sqft

(on 0.50 acres)

Home Value

Trulia Estimate

$420K

Since last month

$2K (-0.4%)

Since last year

$4K (+1%)

Since last sale

$180K (+75.1%)

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 +57% in the last 10 years

Month	Estimated value
2026
August 2026	$420K
July 2026	$422K
June 2026	$425K
May 2026	$427K
April 2026	$425K
March 2026	$422K
February 2026	$415K
January 2026	$412K
2025
December 2025	$407K
November 2025	$411K
October 2025	$413K
September 2025	$417K
August 2025	$416K
July 2025	$423K
June 2025	$423K
May 2025	$423K
April 2025	$421K
March 2025	$415K
February 2025	$412K
January 2025	$406K
2024
December 2024	$404K
November 2024	$403K
October 2024	$403K
September 2024	$401K
August 2024	$413K
July 2024	$410K
June 2024	$412K
May 2024	$408K
April 2024	$401K
March 2024	$396K
February 2024	$388K
January 2024	$383K
2023
December 2023	$382K
November 2023	$383K
October 2023	$385K
September 2023	$390K
August 2023	$387K
July 2023	$381K
June 2023	$383K
May 2023	$386K
April 2023	$381K
March 2023	$377K
February 2023	$372K
January 2023	$372K
2022
December 2022	$373K
November 2022	$376K
October 2022	$380K
September 2022	$377K
August 2022	$379K
July 2022	$382K
June 2022	$386K
May 2022	$386K
April 2022	$382K
March 2022	$377K
February 2022	$372K
January 2022	$367K
2021
December 2021	$365K
November 2021	$363K
October 2021	$363K
September 2021	$363K
August 2021	$362K
July 2021	$364K
June 2021	$366K
May 2021	$367K
April 2021	$360K
March 2021	$345K
February 2021	$337K
January 2021	$342K
2020
December 2020	$330K
November 2020	$333K
October 2020	$328K
September 2020	$320K
August 2020	$312K
July 2020	$312K
June 2020	$309K
May 2020	$308K
April 2020	$307K
March 2020	$305K
February 2020	$303K
January 2020	$302K
2019
December 2019	$300K
November 2019	$299K
October 2019	$302K
September 2019	$303K
August 2019	$303K
July 2019	$305K
June 2019	$303K
May 2019	$303K
April 2019	$302K
March 2019	$301K
February 2019	$304K
January 2019	$307K
2018
December 2018	$306K
November 2018	$301K
October 2018	$301K
September 2018	$301K
August 2018	$306K
July 2018	$312K
June 2018	$304K
May 2018	$304K
April 2018	$311K
March 2018	$299K
February 2018	$296K
January 2018	$295K
2017
December 2017	$291K
November 2017	$295K
October 2017	$290K
September 2017	$295K
August 2017	$281K
July 2017	$284K
June 2017	$276K
May 2017	$275K
April 2017	$272K
March 2017	$268K
February 2017	$272K
January 2017	$272K
2016
December 2016	$278K
November 2016	$280K
October 2016	$277K
September 2016	$276K
August 2016	$268K

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	0.25	Single-Family Home	$340,000	11/21/25	3	2	1,488
20314 Brent Ln, Callaway, MD	0.40	Single-Family Home	$345,000	02/03/26	3	2	1,580
45151 Knotts Dr, Callaway, MD	0.33	Single-Family Home	$545,000	11/20/25	5	4	2,736
45151 Knotts Dr, Callaway, MD	0.33	Single-Family Home	$545,000	09/23/25	5	4	2,736
44968 Hewitt Rd, Callaway, MD	0.56	Single-Family Home	$575,000	01/09/26	3	2	792
20904 Hunting Quarter Dr, Callaway, MD	1.49	Single-Family Home	$399,000	09/19/25	3	3	1,222
44504 Watson Ln, Leonardtown, MD	1.05	Single-Family Home	$465,000	11/21/25	3	2	2,304
44964 Hewitt Rd, Callaway, MD	0.54	Single-Family Home	$329,000	08/22/25		2	1,242
19830 Fall Ct, Great Mills, MD	1.39	Single-Family Home	$375,000	03/31/26	3	2	1,400
44564 Deerfield Rd, Leonardtown, MD	0.96	Single-Family Home	$225,000	04/02/26		3	1,512

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
20140 Piney Point Rd, Callaway, MD 20620	0.07	$373,400	3	2	1,247	Off Market
20145 Quiet Acre Ln, Callaway, MD 20620	0.11	-	-	-	-	Off Market
20098 Piney Point Rd, Callaway, MD 20620	0.15	$1,100,000	3	2.5	5,939	For Sale
45168 Irvings Pl, Callaway, MD 20620	0.20	$177,000	-	-	-	For Sale
20035 Piney Point Rd, Callaway, MD 20620	0.25	$340,000	3	2	1,488	Recently Sold
45151 Knotts Dr, Callaway, MD 20620	0.33	$559,800	5	4	2,736	Off Market
44911 Buck Redman Rd, Callaway, MD 20620	0.31	$325,000	3	1	1,040	For Sale
20314 Brent Ln, Callaway, MD 20620	0.40	$345,000	3	2	1,580	Recently Sold
44874 Buck Redman Rd, Callaway, MD 20620	0.40	$329,000	3	1	1,008	Off Market
45291 Take It Easy Ranch Rd, Callaway, MD 20620	0.47	$259,900	-	-	-	For Sale
20275 Jackson Rd, Callaway, MD 20620	0.46	$250,000	2	2	924	For Sale
20426 Killdeer Ln, Callaway, MD 20620	0.53	$470,800	3	2	2,172	Off Market

Local Information

Map ViewExplore the area around 20161 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

2000

Lot Size

0.5 acres

Living Area

1,924 sqft

Price/Sqft

$218

Parking

Garage

About this House

This single-family home is located at 20161 Piney Point Rd, Callaway, MD. 20161 Piney Point Rd is in Callaway, MD and in ZIP code 20620. This property has 3 bedrooms, 3 bathrooms and approximately 1,924 sqft of floor space. This property has a lot size of 0.50 acres and was built in 2000.

20161 Piney Point Rd, Callaway, MD 20620 is a 3 bedroom, 3 bathroom, 1,924 sqft single-family home built in 2000. It last sold for $240,000 on Jun 20, 2013. It is currently off market. The Trulia Estimate is $419,500, with a rent estimate of $2,547/month.

Home Details for 20161 Piney Point Rd

Interior Features
Heating & Cooling Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: OtherDeckExterior: Other
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 2000Year Updated: 2000
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.50 acres

Price and Tax history

Date	Event	Price
Jun 20, 2013 Source: N/A	Sold	$240,000
May 22, 2013 Source: Agent Provided	Listed For Sale	$240,000
Feb 13, 2013 Source: N/A	Sold	$472,500
Mar 13, 2012 Source: N/A	Sold	$261,800
Apr 8, 1996 Source: N/A	Sold	$38,000

Year	Property tax	Tax assessment
2025	$3,744	$336,200

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
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

Frequently asked questions about 20161 Piney Point Rd

What is 20161 Piney Point Rd estimated to be worth?
Trulia's estimated value for 20161 Piney Point Rd in Callaway, MD is $419,500.
What is the price history for 20161 Piney Point Rd?
20161 Piney Point Rd in Callaway, MD last sold for $240,000 in June 2013.
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 20161 Piney Point Rd?
The closest schools to 20161 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 20161 Piney Point Rd?
The lot at 20161 Piney Point Rd in Callaway, MD is about 0.50 acres (21,780 sq ft).
Does 20161 Piney Point Rd have a garage?
Yes, 20161 Piney Point Rd in Callaway, MD has a garage.

Apartments for Rent

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$1,650 - $1,800/mo
2-3 bd
2 ba
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APPLY INSTANTLY
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3 bd
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APPLY INSTANTLY
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44845 Dot Banagan Ln #2,
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$1,800/mo
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2 ba
Address Not Disclosed,
Leonardtown, MD 20650
NEW - 1 DAY AGO
$1,500/mo
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Off Market Homes Near 20161 Piney Point Rd

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SOLD
AUG 20, 2026
$245,000
2 bd
1 ba
720 sqft
46546 Midway Dr,
Lexington Park, MD 20653
Exit Community Realty
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 10, 2026
$610,000
4 bd
3 ba
2,381 sqft
19068 Mallard Creek Ct,
Valley Lee, MD 20692
CENTURY 21 New Millennium
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
$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
$301,000
3 bd
2.5 ba
1,592 sqft
22105 Saint Michaels Cir,
Great Mills, MD 20634
RE/MAX United Real Estate
SOLD
JUL 31, 2026
$385,000
3 bd
2 ba
1,250 sqft
46653 Robert Leon Dr,
Lexington Park, MD 20653
Infinitas Realty Group
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Homes for sale near 20161 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
OPEN SAT, 10-3PM
FOR SALE BY OWNER
4 ACRES
$675,000
3 bd
3.5 ba
2,600 sqft
20598 Point Lookout Rd,
Great Mills, MD 20634
NEW
OPEN SUN, 11-1PM
0.3 ACRES
$449,900
4 bd
2.5 ba
2,817 sqft
20895 Governors Mill Ct,
Great Mills, MD 20634
CENTURY 21 New Millennium
0.34 ACRES
$445,000
4 bd
3.5 ba
3,100 sqft
20894 Governors Mill Ct,
Great Mills, MD 20634
RE/MAX One
0.29 ACRES
$559,000
5 bd
4.5 ba
2,968 sqft
20824 Flour Mill Ct,
Great Mills, MD 20634
RE/MAX One
0.46 ACRES
$469,900
3 bd
3 ba
1,691 sqft
43954 Main Way Rd,
Leonardtown, MD 20650
Keller Williams Flagship
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
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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20161 Piney Point Rd
Callaway, MD 20620

$419,500

$419,500