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

20988 Aster Dr
Callaway, MD 20620

5 Beds
3 Baths
3,512 sqft (on 2.66 acres)

$585,200

Trulia Estimate

as of Jun 30, 2026

Est. Refi. Payment $3,335/mo*

Refinance Your Home

$585,200

Trulia Estimate

as of Jun 30, 2026

Est. Refi. Payment $3,335/mo*

Refinance Your Home

5 Beds

3 Baths

3,512 sqft

(on 2.66 acres)

Local Information

Map ViewExplore the area around 20988 Aster Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Comfort abounds in this stately Callaway Ranch. Enter into gleaming hardwood floors on the main level living areas. 3 spacious freshley carpeted bedrooms. Updated open kitchen with stainless steel appliances and granite countertops. Sunroom off of dining room. Fully finished basement. Large inground pool. 2017 roof replaced. 2015 geothermal heat & AC, septic tank replaced. Leonardtown school dist.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

Garage

Outdoor

Pool

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 20988 Aster Dr

Interior Features
Interior Details Basement
Heating & Cooling Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1995
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 2.66 acres

Price History for 20988 Aster Dr

Date	Price	Event	Source
11/15/2018	$365,000	Sold	N/A
Recording Date 11/15/2018 Contract Date 11/09/2018 County Transfer Tax $3,350 Total Transfer Tax $5,175
10/07/2018	$365,000	PriceChange	Agent Provided
Price Change $5,100 (1%)
10/03/2018	$359,900	Listed For Sale	Agent Provided

09/11/2006	$385,000	Sold	N/A
Recording Date 09/11/2006 County Transfer Tax N/A Total Transfer Tax N/A
07/14/1995	$40,600	Sold	N/A
Recording Date 07/14/1995 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Callaway

Last updated May 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	$4,238
Assessment	$408,400

Home facts updated by county records

Comparable Sales for 20988 Aster Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
21034 Aster Dr, Callaway, MD	0.10	Single-Family Home	$620,000	07/15/25	4	3.5	3,228
20955 Aster Dr, Callaway, MD	0.20	Single-Family Home	$541,000	07/25/25	4	2.5	2,356
21130 Someday Farm Ln, Leonardtown, MD	0.44	Single-Family Home	$880,000	06/19/26	5	2.5	3,122
20919 Ridge Path Way, Leonardtown, MD	1.00	Single-Family Home	$549,000	10/30/25	4	3.5	3,465
20697 Chingville Rd, Leonardtown, MD	0.88	Single-Family Home	$475,203	03/02/26	3	2	2,458
21549 Point Lookout Rd, Leonardtown, MD	0.71	Single-Family Home	$710,000	07/24/25	5	4	3,153
21027 Hunting Quarter Dr, Callaway, MD	0.79	Single-Family Home	$505,000	05/15/26	4	2.5	2,368
20837 Camp Cosoma Rd, Leonardtown, MD	0.41	Single-Family Home	$212,000	08/11/25	2	1	1,016
44889 Mallard Pl, Callaway, MD	0.78	Single-Family Home	$450,000	07/11/25	4	3	2,154
44892 Golden Eye Ct, Callaway, MD	0.87	Single-Family Home	$475,000	02/16/26	4	2.5	2,536

Nearby homes

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

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OFF MARKET
4 bd
3.5 ba
3,228 sqft
21034 Aster Dr,
Callaway, MD 20620
CENTURY 21 New Millennium
COMING SOON 7/22
2.28 ACRES
$749,999
5 bd
4 ba
4,764 sqft
44481 Boxwood Dr,
Callaway, MD 20620
O'Brien Realty ERA Powered
OFF MARKET
4 bd
2.5 ba
2,356 sqft
20955 Aster Dr,
Callaway, MD 20620
CENTURY 21 New Millennium
OFF MARKET
3 bd
2 ba
1,508 sqft
20958 Camp Cosoma Rd,
Leonardtown, MD 20650
The Southside Group Real Estate
OFF MARKET
Est. $578,700
4 bd
3.5 ba
3,100 sqft
21120 Someday Farm Ln,
Leonardtown, MD 20650
EXP Realty, LLC
OFF MARKET
Est. $634,100
5 bd
3 ba
2,160 sqft
20840 Aster Dr,
Callaway, MD 20620
RE/MAX One
OFF MARKET
Est. $694,000
5 bd
3.5 ba
4,294 sqft
21366 Point Lookout Rd,
Callaway, MD 20620
EXP Realty, LLC
SOLD
JUN 19, 2026
$880,000
5 bd
2.5 ba
3,122 sqft
21130 Someday Farm Ln,
Leonardtown, MD 20650
EXP Realty, LLC
OFF MARKET
Est. $315,800
2 bd
1 ba
1,016 sqft
20837 Camp Cosoma Rd,
Leonardtown, MD 20650
CENTURY 21 New Millennium
OFF MARKET
3 bd
3.5 ba
1,956 sqft
21321 Point Lookout Rd,
Callaway, MD 20620
CENTURY 21 New Millennium
OFF MARKET
Est. $626,500
3 bd
3 ba
3,605 sqft
21500 Point Lookout Rd,
Callaway, MD 20620
CENTURY 21 New Millennium
OFF MARKET
Est. $616,200
4 bd
2.5 ba
2,918 sqft
44195 Jessica Ln,
Leonardtown, MD 20650
CENTURY 21 New Millennium

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Additional Cost

Assigned Schools

These are the assigned schools for 20988 Aster Dr.

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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PET FRIENDLY
$1,800 - $2,020/mo
1-2 bd
1-2 ba
Park Villas | 21295 Mayfaire Ln #74-203,
Lexington Park, MD 20653
PET FRIENDLY
$1,300 - $1,500/mo
2-3 bd
2 ba
Admiral's Landing | 45970 Fox Chase Dr #4578688,
Great Mills, MD 20634
Contact for price
1-2 bd
1-2 ba
21260 Joe Baker Ct #776f18ccb,
Lexington Park, MD 20653
$1,800/mo
3 bd
2 ba
20765 Old Great Mills Rd #20761-5,
Great Mills, MD 20634
$1,650/mo
2 bd
2 ba
20765 Old Great Mills Rd #20761-7,
Great Mills, MD 20634
APPLY INSTANTLY
$950/mo
1 ba
20247 Point Lookout Rd #1,
Great Mills, MD 20634
PET FRIENDLY
$1,550/mo
1 bd
1 ba
22100 Point Lookout Rd #14B,
Leonardtown, MD 20650
$1,350/mo
1 bd
1 ba
45854 Nancy Ln #B,
Great Mills, MD 20634
PET FRIENDLY
$1,450/mo
1 bd
1 ba
19831 Point Lookout Rd #3,
Lexington Park, MD 20653
See more homes for rent in
Callaway
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Homes for sale near 20988 Aster Dr

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COMING SOON 7/22
2.28 ACRES
$749,999
5 bd
4 ba
4,764 sqft
44481 Boxwood Dr,
Callaway, MD 20620
O'Brien Realty ERA Powered
0.92 ACRES
$389,900
3 bd
2 ba
1,144 sqft
21983 Point Lookout Rd,
Leonardtown, MD 20650
RE/MAX One
1.49 ACRES
$1,100,000
3 bd
2.5 ba
5,939 sqft
20098 Piney Point Rd,
Callaway, MD 20620
Samson Properties
COMING SOON 7/8
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
$489,000
4 bd
3.5 ba
3,100 sqft
20894 Governors Mill Ct,
Great Mills, MD 20634
RE/MAX One
FORECLOSURE
0.25 ACRES
$341,000
2 bd
2 ba
2,414 sqft
20893 Dry Mill St,
Great Mills, MD 20634
Coldwell Banker Premier
11.32 ACRES
$715,000
3 bd
2 ba
2,400 sqft
22405 Hood Ln,
Leonardtown, MD 20650
O'Brien Realty ERA Powered
490.17 ACRES
$20,000,000
6 bd
4.5 ba
13,458 sqft
19700 Mulberry Fields Rd,
Leonardtown, MD 20650
Long & Foster Real Estate, Inc.
$485,000
4 bd
2.5 ba
2,152 sqft
22137 Goldenrod Dr,
Great Mills, MD 20634
CENTURY 21 New Millennium
See more homes for sale in
Callaway
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Off Market Homes Near 20988 Aster Dr

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SOLD
JUN 29, 2026
$600,000
4 bd
3 ba
2,448 sqft
20600 Old Gravel Ln,
Lexington Park, MD 20653
The Southside Group Real Estate
SOLD
JUN 29, 2026
$415,000
3 bd
3.5 ba
2,148 sqft
23450 Sugar Pine Ln,
California, MD 20619
CENTURY 21 New Millennium
SOLD
JUN 24, 2026
$425,000
4 bd
2 ba
1,981 sqft
45364 Barefoot Dr,
California, MD 20619
The Southside Group Real Estate
SOLD
JUN 24, 2026
$600,000
5 bd
3.5 ba
3,090 sqft
22055 Long Bow Dr,
California, MD 20619
KW Metro Center
SOLD
JUN 24, 2026
$385,000
4 bd
3 ba
2,112 sqft
23222 Mountain Laurel Ln,
California, MD 20619
Redfin Corp
SOLD
JUN 23, 2026
$410,000
3 bd
2 ba
1,512 sqft
44125 Louisdale Rd,
California, MD 20619
EXP Realty, LLC
SOLD
JUN 22, 2026
$344,900
3 bd
2 ba
1,326 sqft
23340 Holly Hill Ln,
California, MD 20619
Topside Realty
SOLD
JUN 22, 2026
$530,000
4 bd
3.5 ba
3,190 sqft
43980 Swift Fox Dr,
California, MD 20619
CENTURY 21 New Millennium
SOLD
JUN 19, 2026
$425,000
4 bd
3 ba
2,222 sqft
22277 Scott Cir,
Lexington Park, MD 20653
Infinitas Realty Group
SOLD
JUN 18, 2026
$300,000
3 bd
2.5 ba
1,906 sqft
23358 Red Oak Ct,
California, MD 20619
Redfin Corp
See more homes for sale in
Callaway
Take a look

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20988 Aster Dr, Callaway, MD 20620 is a 5 bedroom, 3 bathroom, 3,512 sqft single-family home built in 1995. This property is not currently available for sale. 20988 Aster Dr was last sold on Nov 15, 2018 for $365,000. The current Trulia Estimate for 20988 Aster Dr is $585,200.

20988 Aster Dr
Callaway, MD 20620

$585,200

$585,200

Local Information