Are yards well-kept in Hollywood, MD?

As of early 2026, 100% of users say yards are well-kept

Is Hollywood, MD dog-friendly?

As of early 2026, 93% of users say it's dog friendly

Is a car needed in Hollywood, MD?

As of early 2026, 93% of users say car is needed

Is parking easy in Hollywood, MD?

As of early 2026, 92% of users say parking is easy

Do kids play outside in Hollywood, MD?

As of early 2026, 84% of users say kids play outside

Would people walk alone at night in Hollywood, MD?

As of early 2026, 81% of users say people would walk alone at night

Does Hollywood, MD show holiday spirit?

As of early 2026, 79% of users say there's holiday spirit

Is Hollywood, MD quiet?

As of early 2026, 79% of users say it's quiet

Is there wildlife in Hollywood, MD?

As of early 2026, 73% of users say there's wildlife

Are neighbors friendly in Hollywood, MD?

As of early 2026, 63% of users say neighbors are friendly

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

As of early 2026, 56% of users say they plan to stay for at least 5 years

Are there community events in Hollywood, MD?

As of early 2026, 48% of users say there are community events

Does Hollywood, MD have sidewalks?

As of early 2026, 47% of users say there are sidewalks

Are the streets well-lit in Hollywood, MD?

As of early 2026, 43% of users say streets are well-lit

Is Hollywood, MD walkable to restaurants?

As of early 2026, 10% of users say it's walkable to restaurants

Is Leonardtown a buyer's or seller's market?

Leonardtown is currently a seller's market, based on recent for-sale activity.

What do residents say about Leonardtown?

Residents describe Leonardtown, MD as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Leonardtown, MD .

What are the closest schools to Roads?

The closest schools to Roads in Leonardtown, MD are Captain Walter Francis Duke Elementary (Pre-K, rated 9/10), Leonardtown High School (rated 5/10), Leonardtown Middle School (rated 8/10).

How big is the lot at Roads?

The lot at Roads in Leonardtown, MD is about 3.2 acres .

OFF MARKET

Roads
Leonardtown, MD 20650

Studio

Studio

(on 3.23 acres)

Local Information

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

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

3.23 acres

About this House

This single-family home is located at Roads, Leonardtown, MD. Roads is in Leonardtown, MD and in ZIP code 20650. This property has a lot size of 3.23 acres.

Roads, Leonardtown, MD 20650 is a studio single-family home. It is currently off market. The Trulia Estimate rent is $2,161/month.

Home Details for Roads

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 3.23 acres

Market trends in Hollywood

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

15MoM

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Property Tax and Assessment

Year	2025
Tax
Assessment	$8,000

Home facts updated by county records

Comparable Sales for Roads

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
41685 Cemetery Rd, Leonardtown, MD	0.29	Single-Family Home	$275,000	06/29/26		3	1,680
23801 McIntosh Rd, Hollywood, MD	0.29	Single-Family Home	$430,000	08/11/26	3	3	1,634
23888 Hollywood Rd, Leonardtown, MD	0.35	Single-Family Home	$400,000	08/15/25	4	2	1,450
41886 Stephen Young Ct, Hollywood, MD	0.30	Single-Family Home	$315,000	02/17/26	3	1	1,008
23843 Hollywood Rd, Leonardtown, MD	0.69	Single-Family Home	$350,000	07/20/26		1	1,833
23592 Belmar Dr, Leonardtown, MD	0.59	Single-Family Home	$665,000	06/15/26	4	2.5	3,728
41480 Whimsical Ct, Leonardtown, MD	0.68	Single-Family Home	$680,000	10/24/25	5	4	3,825
23563 Belmar Dr, Leonardtown, MD	0.66	Single-Family Home	$650,000	05/29/26	4	3.5	3,299
23647 Hansel Ct, Leonardtown, MD	0.64	Single-Family Home	$660,000	09/29/25	5	3.5	3,194
41438 Silver Charm Ct, Leonardtown, MD	0.71	Single-Family Home	$690,000	03/31/26	5	3.5	4,180

Nearby homes

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

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SOLD
AUG 11, 2026
$430,000
3 bd
3 ba
1,634 sqft
23801 McIntosh Rd,
Hollywood, MD 20636
RE/MAX One
SOLD
FEB 17, 2026
$315,000
3 bd
1 ba
1,008 sqft
41886 Stephen Young Ct,
Hollywood, MD 20636
O'Brien Realty ERA Powered
OFF MARKET
Est. $338,100
3 bd
1 ba
1,014 sqft
41935 Stephen Young Ct,
Hollywood, MD 20636
RE/MAX Realty Group
FOR SALE
NEW - 1 DAY AGO
0.3 ACRES
$390,000
5 bd
3 ba
1,080 sqft
23750 Hollywood Rd,
Leonardtown, MD 20650
Century 21 Redwood Realty
OFF MARKET
Est. $410,800
4 bd
2 ba
1,450 sqft
23888 Hollywood Rd,
Leonardtown, MD 20650
CENTURY 21 New Millennium
OFF MARKET
Est. $281,900
3 bd
1.5 ba
1,227 sqft
41963 Satchel Paige Way,
Hollywood, MD 20636
Exit Landmark Realty
SOLD
JUL 8, 2026
$275,000
3 bd
1.5 ba
1,200 sqft
41986 Satchel Paige Way,
Hollywood, MD 20636
CENTURY 21 New Millennium
OFF MARKET
Est. $350,600
3 bd
2 ba
1,344 sqft
41941 Newman Way,
Leonardtown, MD 20650
Non Subscribing Office
SOLD
APR 24, 2026
$435,000
3 bd
2.5 ba
2,052 sqft
23980 McIntosh Rd,
Hollywood, MD 20636
CENTURY 21 New Millennium
FOR SALE
NEW CONSTRUCTION
0.28 ACRES
$614,900
4 bd
2.5 ba
3,072 sqft
42108 Wildflower Dr,
Leonardtown, MD 20650
RE/MAX One
FOR SALE
NEW CONSTRUCTION
$609,900
4 bd
2.5 ba
2,701 sqft
42102 Wildflower Dr,
Leonardtown, MD 20650
RE/MAX One
FOR SALE
NEW CONSTRUCTION
$619,900
4 bd
2.5 ba
2,976 sqft
42096 Wildflower Dr,
Leonardtown, MD 20650
RE/MAX One

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Additional Cost

Assigned Schools

These are the assigned schools for Roads.

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 Hollywood

At least 24 Trulia users voted on each feature.

100 % Say yards are well-kept
93 % Say it's dog friendly
93 % Say car is needed
92 % Say parking is easy
84 % Say kids play outside
81 % Say people would walk alone at night
79 % Say there's holiday spirit
79 % Say it's quiet
73 % Say there's wildlife
63 % Say neighbors are friendly
56 % Say they plan to stay for at least 5 years
48 % Say there are community events
47 % Say there are sidewalks
43 % Say streets are well-lit
10 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

Trulia User
Resident
2y ago
"lots of stray cats y'all and there's this one house that has a whole lot of dogs and like every night the lot of them start howling and howling and making"
0
Flag
Emily P.
Resident
7y ago
"They would love the open space and place to walk but their are no sidewalks. Not too much traffic flow but must be vigilant to watch for cars. "
0
Flag
Henry H. j.
Resident
8y ago
"I've lived in this neighborhood for 20 years and all of my neighbors are friendly and the neighborhood is very quiet"
0
Flag
Delynn h.
Visitor
8y ago
"Great family neighborhood. Always see people out with their children or pets. Homes and yards are always well maintained. Very involved neighborhood community "
0
Flag
Robin C.
12y ago
"Five minutes away from all shopping and restaurants and only 13 miles from Pax River Naval Air Station or 15 minutes from Solomons. Very quiet and only see the neighbors in the winter time because of the leaves being off of the trees. "
0
Flag
Bill B.
15y ago
"A few thoughts.. great neighbors, lots of room, water everywhere, historic charm, good schools, Leonardtown High School, privacy, quiet, tranquil, Greenwell Park trails, fishing Patuxent River, paddling to Stoneys for oysters & beer.."
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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PET FRIENDLY
INCOME RESTRICTED
$1,204/mo
2 bd
1 ba
41486 Connelly St #d0d5a115c,
Leonardtown, MD 20650
PET FRIENDLY
INCOME RESTRICTED
$1,219/mo
2 bd
1 ba
41485 Connelly St #ecc27cf05,
Leonardtown, MD 20650
Contact for price
1-2 bd
1-2 ba
44980 Hamptons Blvd #f320a52c6,
Leonardtown, MD 20650
Contact for price
1-2 bd
1-2 ba
22810 Dorsey St #f320a52c6,
Leonardtown, MD 20650
Contact for price
1-2 bd
1-2 ba
22680 Cedar Lane Ct #f320a52c6,
Leonardtown, MD 20650
$1,900/mo
2 bd
1 ba
22645 Washington St #6,
Leonardtown, MD 20650
$1,675/mo
2 bd
1 ba
26825 Point Lookout Rd #2-D,
Leonardtown, MD 20650
$1,900/mo
1 bd
1 ba
41800 Eastwick Ln #1304,
Leonardtown, MD 20650
See more homes for rent in
Leonardtown
Take a look

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Explore by feature - Pet Friendly

13 pet-friendly rentals in Leonardtown, MD

PET FRIENDLY
INCOME RESTRICTED
$1,204/mo
2 bd
1 ba
41486 Connelly St #d0d5a115c,
Leonardtown, MD 20650
PET FRIENDLY
INCOME RESTRICTED
$1,219/mo
2 bd
1 ba
41485 Connelly St #ecc27cf05,
Leonardtown, MD 20650
APPLY INSTANTLY
PET FRIENDLY
$2,700/mo
3 bd
4 ba
2,200 sqft
43900 Eucalyptus Way,
California, MD 20619
APPLY INSTANTLY
PET FRIENDLY
$3,700/mo
5 bd
4 ba
3,450 sqft
22854 Thornbury Dr,
Hollywood, MD 20636
PET FRIENDLY
$3,100/mo
4 bd
3 ba
2,204 sqft
22480 Sparrow Ct,
Leonardtown, MD 20650
PET FRIENDLY
$3,800/mo
5 bd
5 ba
4,873 sqft
41402 Omaha Ct,
Leonardtown, MD 20650
PET FRIENDLY
$1,621/mo
1 bd
1 ba
43998 Sandy Bottom Rd #4,
Hollywood, MD 20636
PET FRIENDLY
$2,100/mo
3 bd
1 ba
1,152 sqft
43383 Saint Andrews Church Rd,
Leonardtown, MD 20650
PET FRIENDLY
$2,200/mo
3 bd
2.5 ba
1,384 sqft
22758 Lawrence Ave,
Leonardtown, MD 20650
APPLY INSTANTLY
PET FRIENDLY
$3,300/mo
4 bd
3.5 ba
3,300 sqft
23512 Sly Fox Way,
Leonardtown, MD 20650

Explore by feature - Garage

11 rentals with a garage in Leonardtown, MD

APPLY INSTANTLY
PET FRIENDLY
$2,700/mo
3 bd
4 ba
2,200 sqft
43900 Eucalyptus Way,
California, MD 20619
NEW - 1 DAY AGO
APPLY INSTANTLY
PET FRIENDLY
$2,600/mo
2 bd
1.5 ba
1,190 sqft
24692 Blackistone Rd,
Hollywood, MD 20636
APPLY INSTANTLY
PET FRIENDLY
$3,700/mo
5 bd
4 ba
3,450 sqft
22854 Thornbury Dr,
Hollywood, MD 20636
APPLY INSTANTLY
PET FRIENDLY
$4,000/mo
4 bd
4 ba
4,488 sqft
19968 Tower Hill Rd,
Leonardtown, MD 20650
APPLY INSTANTLY
$3,600/mo
5 bd
4 ba
3,582 sqft
24340 Broad Creek Dr,
Hollywood, MD 20636
APPLY INSTANTLY
PET FRIENDLY
$3,850/mo
5 bd
2.5 ba
3,427 sqft
23063 Pembrook Dr,
Hollywood, MD 20636
PET FRIENDLY
$3,100/mo
4 bd
3 ba
2,204 sqft
22480 Sparrow Ct,
Leonardtown, MD 20650
PET FRIENDLY
$3,800/mo
5 bd
5 ba
4,873 sqft
41402 Omaha Ct,
Leonardtown, MD 20650
$2,000/mo
2 bd
1.5 ba
1,568 sqft
39534 Potomac Ave,
Leonardtown, MD 20650
APPLY INSTANTLY
PET FRIENDLY
$3,300/mo
4 bd
3.5 ba
3,300 sqft
23512 Sly Fox Way,
Leonardtown, MD 20650

Explore by feature - Air Conditioning

30 rentals with air conditioning in Leonardtown, MD

PET FRIENDLY
INCOME RESTRICTED
$1,204/mo
2 bd
1 ba
41486 Connelly St #d0d5a115c,
Leonardtown, MD 20650
PET FRIENDLY
INCOME RESTRICTED
$1,219/mo
2 bd
1 ba
41485 Connelly St #ecc27cf05,
Leonardtown, MD 20650
APPLY INSTANTLY
PET FRIENDLY
$2,700/mo
3 bd
4 ba
2,200 sqft
43900 Eucalyptus Way,
California, MD 20619
NEW - 1 DAY AGO
APPLY INSTANTLY
PET FRIENDLY
$2,600/mo
2 bd
1.5 ba
1,190 sqft
24692 Blackistone Rd,
Hollywood, MD 20636
APPLY INSTANTLY
PET FRIENDLY
$2,600/mo
4 bd
2 ba
2,200 sqft
44588 Reeder Sanders Ln #A,
Hollywood, MD 20636
APPLY INSTANTLY
$2,200/mo
1 bd
1 ba
900 sqft
Address Not Disclosed,
Leonardtown, MD 20650
APPLY INSTANTLY
PET FRIENDLY
$3,700/mo
5 bd
4 ba
3,450 sqft
22854 Thornbury Dr,
Hollywood, MD 20636
APPLY INSTANTLY
PET FRIENDLY
$4,000/mo
4 bd
4 ba
4,488 sqft
19968 Tower Hill Rd,
Leonardtown, MD 20650
APPLY INSTANTLY
$3,600/mo
5 bd
4 ba
3,582 sqft
24340 Broad Creek Dr,
Hollywood, MD 20636
APPLY INSTANTLY
PET FRIENDLY
$3,850/mo
5 bd
2.5 ba
3,427 sqft
23063 Pembrook Dr,
Hollywood, MD 20636

Explore by feature - Pool

7 rentals with a pool in Leonardtown, MD

APPLY INSTANTLY
PET FRIENDLY
$2,700/mo
3 bd
4 ba
2,200 sqft
43900 Eucalyptus Way,
California, MD 20619
APPLY INSTANTLY
PET FRIENDLY
$3,700/mo
5 bd
4 ba
3,450 sqft
22854 Thornbury Dr,
Hollywood, MD 20636
APPLY INSTANTLY
PET FRIENDLY
$3,850/mo
5 bd
2.5 ba
3,427 sqft
23063 Pembrook Dr,
Hollywood, MD 20636
PET FRIENDLY
$3,100/mo
4 bd
3 ba
2,204 sqft
22480 Sparrow Ct,
Leonardtown, MD 20650
PET FRIENDLY
$3,800/mo
5 bd
5 ba
4,873 sqft
41402 Omaha Ct,
Leonardtown, MD 20650
APPLY INSTANTLY
PET FRIENDLY
$3,300/mo
4 bd
3.5 ba
3,300 sqft
23512 Sly Fox Way,
Leonardtown, MD 20650
APPLY INSTANTLY
PET FRIENDLY
$2,700/mo
3 bd
3.5 ba
2,183 sqft
44088 Eucalyptus Way,
California, MD 20619

Explore by feature - Washer/dryer

18 rentals with a washer/dryer in Leonardtown, MD

APPLY INSTANTLY
PET FRIENDLY
$2,700/mo
3 bd
4 ba
2,200 sqft
43900 Eucalyptus Way,
California, MD 20619
NEW - 1 DAY AGO
APPLY INSTANTLY
PET FRIENDLY
$2,600/mo
2 bd
1.5 ba
1,190 sqft
24692 Blackistone Rd,
Hollywood, MD 20636
APPLY INSTANTLY
PET FRIENDLY
$2,600/mo
4 bd
2 ba
2,200 sqft
44588 Reeder Sanders Ln #A,
Hollywood, MD 20636
APPLY INSTANTLY
$2,200/mo
1 bd
1 ba
900 sqft
Address Not Disclosed,
Leonardtown, MD 20650
APPLY INSTANTLY
PET FRIENDLY
$3,700/mo
5 bd
4 ba
3,450 sqft
22854 Thornbury Dr,
Hollywood, MD 20636
APPLY INSTANTLY
PET FRIENDLY
$4,000/mo
4 bd
4 ba
4,488 sqft
19968 Tower Hill Rd,
Leonardtown, MD 20650
APPLY INSTANTLY
$3,600/mo
5 bd
4 ba
3,582 sqft
24340 Broad Creek Dr,
Hollywood, MD 20636
APPLY INSTANTLY
PET FRIENDLY
$3,850/mo
5 bd
2.5 ba
3,427 sqft
23063 Pembrook Dr,
Hollywood, MD 20636
APPLY INSTANTLY
$1,595/mo
2 bd
1 ba
1,200 sqft
24548 Mount Pleasant Rd #13,
Hollywood, MD 20636
$1,800/mo
2 bd
2 ba
1,500 sqft
Address Not Disclosed,
Leonardtown, MD 20650

Homes for sale near Roads

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NEW - 1 DAY AGO
0.3 ACRES
$390,000
5 bd
3 ba
1,080 sqft
23750 Hollywood Rd,
Leonardtown, MD 20650
Century 21 Redwood Realty
0.71 ACRES
$429,000
3 bd
2 ba
1,632 sqft
23898 Speith Rd,
Leonardtown, MD 20650
RE/MAX One
NEW CONSTRUCTION
0.28 ACRES
$614,900
4 bd
2.5 ba
3,072 sqft
42108 Wildflower Dr,
Leonardtown, MD 20650
RE/MAX One
NEW CONSTRUCTION
$619,900
4 bd
2.5 ba
2,976 sqft
42096 Wildflower Dr,
Leonardtown, MD 20650
RE/MAX One
NEW CONSTRUCTION
$609,900
4 bd
2.5 ba
2,701 sqft
42102 Wildflower Dr,
Leonardtown, MD 20650
RE/MAX One
NEW CONSTRUCTION
0.28 ACRES
$629,900
4 bd
2.5 ba
3,072 sqft
42084 Wildflower Dr,
Leonardtown, MD 20650
RE/MAX One
$730,000
5 bd
3.5 ba
4,834 sqft
23628 Belmar Dr,
Leonardtown, MD 20650
RE/MAX One
$629,000
4 bd
2.5 ba
4,836 sqft
23636 Hansel Ct,
Leonardtown, MD 20650
Taylor Properties
FORECLOSURE
0.45 ACRES
$374,900
3 bd
1.5 ba
1,161 sqft
42249 Saint Johns Rd,
Leonardtown, MD 20650
CENTURY 21 New Millennium
$645,000
4 bd
3.5 ba
3,314 sqft
41462 Culpepper Way,
Leonardtown, MD 20650
RE/MAX One
See more homes for sale in
Leonardtown
Take a look

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Off Market Homes Near Roads

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SOLD
AUG 11, 2026
$430,000
3 bd
3 ba
1,634 sqft
23801 McIntosh Rd,
Hollywood, MD 20636
RE/MAX One
SOLD
AUG 3, 2026
$415,000
5 bd
3 ba
2,006 sqft
24665 E Montiego Rd,
Hollywood, MD 20636
RE/MAX One
SOLD
AUG 3, 2026
$457,400
4 bd
3.5 ba
Lot 99 23725 Dragonfly Ln,
Leonardtown, MD 20650
RE/MAX One
SOLD
JUL 31, 2026
$449,900
4 bd
2 ba
1,676 sqft
43902 Yellow Wood Way,
California, MD 20619
EXP Realty, LLC
SOLD
JUL 31, 2026
$449,900
4 bd
3.5 ba
2,554 sqft
Lot 111 23684 Weeping Willow Way,
Leonardtown, MD 20650
RE/MAX One
SOLD
JUL 30, 2026
$300,000
24103 McIntosh Rd,
Hollywood, MD 20636
SOLD
JUL 30, 2026
$457,400
4 bd
3.5 ba
2,554 sqft
Lot 136 23673 Weeping Willow Way,
Leonardtown, MD 20650
RE/MAX One
SOLD
JUL 28, 2026
$312,000
3 bd
2 ba
1,952 sqft
43429 Saint Andrews Church Rd,
Leonardtown, MD 20650
SOLD
JUL 27, 2026
$374,900
4 bd
3.5 ba
2,100 sqft
23189 Foxglove St,
California, MD 20619
RE/MAX One
SOLD
JUL 24, 2026
$338,000
2 bd
2 ba
1,280 sqft
24632 Hollywood Rd,
Hollywood, MD 20636
RE/MAX One
See more homes for sale in
Leonardtown
Take a look

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Frequently asked questions about Roads

Is Leonardtown a buyer's or seller's market?
Leonardtown is currently a seller's market, based on recent for-sale activity.
What do residents say about Leonardtown?
Residents describe Leonardtown, MD as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Leonardtown, MD.
What are the closest schools to Roads?
The closest schools to Roads in Leonardtown, MD are Captain Walter Francis Duke Elementary (Pre-K, rated 9/10), Leonardtown High School (rated 5/10), Leonardtown Middle School (rated 8/10).
How big is the lot at Roads?
The lot at Roads in Leonardtown, MD is about 3.2 acres.

Roads
Leonardtown, MD 20650