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 20565 Piney Point Rd estimated to be worth?

Trulia's estimated value for 20565 Piney Point Rd in Callaway, MD is $518,000 .

What is the price history for 20565 Piney Point Rd?

20565 Piney Point Rd in Callaway, MD last sold for $85,000 in June 2010.

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 20565 Piney Point Rd?

The closest schools to 20565 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 20565 Piney Point Rd?

The lot at 20565 Piney Point Rd in Callaway, MD is about 4.2 acres .

Does 20565 Piney Point Rd have a garage?

Yes, 20565 Piney Point Rd in Callaway, MD has a garage.

20565 Piney Point Rd, Callaway, MD 20620

OFF MARKET

$518,000

Trulia Estimate

Studio
2 Baths
1,815 sqft (on 4.17 acres)

20565 Piney Point Rd, Callaway, MD 20620

Est. Refi. Payment $3,047/mo*

Refinance Your Home

Currently Off Market - Sold Jun 1, 2010 for $85,000

Home Value

Trulia Estimate

$518K

Since last month

$5K (+1%)

Since last year

$6K (+1.1%)

Since last sale

$432K (+507.6%)

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 +55% in the last 10 years

Month	Estimated value
2026
August 2026	$517K
July 2026	$512K
June 2026	$524K
May 2026	$518K
April 2026	$502K
March 2026	$516K
February 2026	$506K
January 2026	$501K
2025
December 2025	$506K
November 2025	$512K
October 2025	$513K
September 2025	$511K
August 2025	$511K
July 2025	$518K
June 2025	$509K
May 2025	$501K
April 2025	$496K
March 2025	$490K
February 2025	$487K
January 2025	$476K
2024
December 2024	$480K
November 2024	$478K
October 2024	$472K
September 2024	$472K
August 2024	$475K
July 2024	$481K
June 2024	$480K
May 2024	$478K
April 2024	$470K
March 2024	$468K
February 2024	$453K
January 2024	$447K
2023
December 2023	$455K
November 2023	$461K
October 2023	$463K
September 2023	$475K
August 2023	$462K
July 2023	$472K
June 2023	$443K
May 2023	$428K
April 2023	$424K
March 2023	$415K
February 2023	$398K
January 2023	$395K
2022
December 2022	$398K
November 2022	$405K
October 2022	$414K
September 2022	$414K
August 2022	$417K
July 2022	$436K
June 2022	$451K
May 2022	$443K
April 2022	$426K
March 2022	$410K
February 2022	$391K
January 2022	$395K
2021
December 2021	$406K
November 2021	$416K
October 2021	$418K
September 2021	$418K
August 2021	$420K
July 2021	$433K
June 2021	$435K
May 2021	$439K
April 2021	$434K
March 2021	$406K
February 2021	$403K
January 2021	$397K
2020
December 2020	$390K
November 2020	$387K
October 2020	$385K
September 2020	$382K
August 2020	$365K
July 2020	$358K
June 2020	$355K
May 2020	$355K
April 2020	$355K
March 2020	$353K
February 2020	$355K
January 2020	$358K
2019
December 2019	$356K
November 2019	$350K
October 2019	$354K
September 2019	$357K
August 2019	$357K
July 2019	$352K
June 2019	$351K
May 2019	$353K
April 2019	$357K
March 2019	$357K
February 2019	$359K
January 2019	$358K
2018
December 2018	$362K
November 2018	$361K
October 2018	$361K
September 2018	$360K
August 2018	$358K
July 2018	$357K
June 2018	$353K
May 2018	$360K
April 2018	$358K
March 2018	$366K
February 2018	$363K
January 2018	$363K
2017
December 2017	$349K
November 2017	$350K
October 2017	$336K
September 2017	$337K
August 2017	$338K
July 2017	$338K
June 2017	$337K
May 2017	$332K
April 2017	$326K
March 2017	$327K
February 2017	$319K
January 2017	$318K
2016
December 2016	$338K
November 2016	$334K
October 2016	$335K
September 2016	$334K
August 2016	$333K

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	0.53	Single-Family Home	$345,000	02/03/26	3	2	1,580
45151 Knotts Dr, Callaway, MD	0.67	Single-Family Home	$545,000	09/23/25	5	4	2,736
45151 Knotts Dr, Callaway, MD	0.67	Single-Family Home	$545,000	11/20/25	5	4	2,736
44504 Watson Ln, Leonardtown, MD	0.96	Single-Family Home	$465,000	11/21/25	3	2	2,304
44564 Deerfield Rd, Leonardtown, MD	0.95	Single-Family Home	$225,000	04/02/26		3	1,512
20839 Lily Ln, Callaway, MD	0.80	Single-Family Home	$705,000	08/11/26	3	3.5	2,680
20035 Piney Point Rd, Callaway, MD	1.09	Single-Family Home	$340,000	11/21/25	3	2	1,488
20904 Hunting Quarter Dr, Callaway, MD	0.65	Single-Family Home	$399,000	09/19/25	3	3	1,222
44892 Golden Eye Ct, Callaway, MD	0.72	Single-Family Home	$475,000	02/16/26	4	2.5	2,536
20966 Black Duck Ct, Callaway, MD	0.76	Single-Family Home	$420,000	11/21/25	3	3.5	2,264

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
Na Millers Mill Road & Salem Cemetary Rd, Callaway, MD 20620	0.04	$145,000	-	-	-	Recently Sold
Piney Point Rd, Callaway, MD 20620	0.09	$85,000	-	-	-	For Sale
Piney Point Rd, Callaway, MD 20620	0.09	-	-	-	-	Off Market
44871 Rickle Dr, Callaway, MD 20620	0.09	$482,400	3	2	1,538	Off Market
44898 Rickle Hill Ln, Callaway, MD 20620	0.22	$527,600	4	4	2,286	Off Market
20450 Piney Point Rd, Callaway, MD 20620	0.25	$591,800	4	3.5	3,504	Off Market
20426 Killdeer Ln, Callaway, MD 20620	0.32	$472,000	3	2	2,172	Off Market
20801 Harlequin Ln, Callaway, MD 20620	0.53	$280,000	4	2.5	1,693	Recently Sold
20314 Brent Ln, Callaway, MD 20620	0.53	$345,000	3	2	1,580	Recently Sold
44895 Canvas Back Dr, Callaway, MD 20620	0.55	$289,900	3	1.5	1,488	Recently Sold
20835 Harlequin Ln, Callaway, MD 20620	0.55	$255,000	3	2.5	1,693	Recently Sold
20275 Jackson Rd, Callaway, MD 20620	0.55	$250,000	2	2	924	For Sale

Local Information

Map ViewExplore the area around 20565 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

2010

Lot Size

4.17 acres

Living Area

1,815 sqft

Price/Sqft

$285

Parking

Garage

About this House

This single-family home is located at 20565 Piney Point Rd, Callaway, MD. 20565 Piney Point Rd is in Callaway, MD and in ZIP code 20620. This property has 2 bathrooms and approximately 1,815 sqft of floor space. This property has a lot size of 4.17 acres and was built in 2010.

20565 Piney Point Rd, Callaway, MD 20620 is a studio, 2 bathroom, 1,815 sqft single-family home built in 2010. It last sold for $85,000 on Jun 1, 2010. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $518,000, with a rent estimate of $2,409/month.

Home Details for 20565 Piney Point Rd

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

Exterior Features
Exterior Home Features Roof: Shake ShingleExterior: Other
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 2010
Property Type / Style Property Type: Single Family HomeArchitecture: conventional

Community
Units in Building: 1

Lot Information
Lot Area: 4.17 acres

Price and Tax history

Date	Event	Price
Jun 1, 2010 Source: N/A	Sold	$85,000

Year	Property tax	Tax assessment
2025	$4,186	$398,900

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 20565 Piney Point Rd

What is 20565 Piney Point Rd estimated to be worth?
Trulia's estimated value for 20565 Piney Point Rd in Callaway, MD is $518,000.
What is the price history for 20565 Piney Point Rd?
20565 Piney Point Rd in Callaway, MD last sold for $85,000 in June 2010.
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 20565 Piney Point Rd?
The closest schools to 20565 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 20565 Piney Point Rd?
The lot at 20565 Piney Point Rd in Callaway, MD is about 4.2 acres.
Does 20565 Piney Point Rd have a garage?
Yes, 20565 Piney Point Rd in Callaway, MD has a garage.

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Off Market Homes Near 20565 Piney Point Rd

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SOLD
AUG 31, 2026
$350,000
4 bd
3.5 ba
1,978 sqft
46118 Thoroughbred Way #46118,
Lexington Park, MD 20653
RE/MAX One
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 24, 2026
$397,000
4 bd
3 ba
1,896 sqft
22327 Callahan Dr,
Great Mills, MD 20634
RE/MAX One
SOLD
AUG 21, 2026
$412,000
4 bd
2.5 ba
2,279 sqft
45795 Filmore Dr,
Great Mills, MD 20634
Berkshire Hathaway HomeServices PenFed Realty
SOLD
AUG 21, 2026
$415,000
4 bd
3.5 ba
2,355 sqft
45495 Wexford Way,
Great Mills, MD 20634
EXP Realty, LLC
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 14, 2026
$349,990
3 bd
2 ba
1,440 sqft
22518 Garrison Dr,
California, MD 20619
NextHome Envision
SOLD
AUG 14, 2026
$271,000
2 bd
2 ba
1,542 sqft
45515 Knockeyon Ln,
Great Mills, MD 20634
RE/MAX Realty Group
SOLD
AUG 14, 2026
$415,000
4 bd
3 ba
2,700 sqft
22237 Scott Cir,
Lexington Park, MD 20653
RE/MAX One
SOLD
AUG 12, 2026
$755,000
5 bd
4 ba
4,764 sqft
44481 Boxwood Dr,
Callaway, MD 20620
O'Brien Realty ERA Powered
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