Is Saint Leonard, MD quiet?

As of early 2026, 96% of users say it's quiet

Does Saint Leonard, MD show holiday spirit?

As of early 2026, 90% of users say there's holiday spirit

Is parking easy in Saint Leonard, MD?

As of early 2026, 89% of users say parking is easy

Is a car needed in Saint Leonard, MD?

As of early 2026, 85% of users say car is needed

Are yards well-kept in Saint Leonard, MD?

As of early 2026, 82% of users say yards are well-kept

Is Saint Leonard, MD dog-friendly?

As of early 2026, 80% of users say it's dog friendly

Do kids play outside in Saint Leonard, MD?

As of early 2026, 76% of users say kids play outside

Would people walk alone at night in Saint Leonard, MD?

As of early 2026, 74% of users say people would walk alone at night

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

As of early 2026, 73% of users say they plan to stay for at least 5 years

Are neighbors friendly in Saint Leonard, MD?

As of early 2026, 70% of users say neighbors are friendly

Is there wildlife in Saint Leonard, MD?

As of early 2026, 64% of users say there's wildlife

Are there community events in Saint Leonard, MD?

As of early 2026, 55% of users say there are community events

Is Saint Leonard, MD walkable to grocery stores?

As of early 2026, 27% of users say it's walkable to grocery stores

Are the streets well-lit in Saint Leonard, MD?

As of early 2026, 27% of users say streets are well-lit

Is Saint Leonard, MD walkable to restaurants?

As of early 2026, 26% of users say it's walkable to restaurants

Does Saint Leonard, MD have sidewalks?

As of early 2026, 20% of users say there are sidewalks

OFF MARKET

5906 Hillside Rd
Saint Leonard, MD 20685

3 Beds
3 Baths
1,574 sqft (on 0.40 acres)

$391,700

Trulia Estimate

as of Aug 5, 2026

Est. Refi. Payment $2,346/mo*

Refinance Your Home

$391,700

Trulia Estimate

as of Aug 5, 2026

Est. Refi. Payment $2,346/mo*

Refinance Your Home

3 Beds

3 Baths

1,574 sqft

(on 0.40 acres)

Local Information

Map ViewExplore the area around 5906 Hillside 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

1994

Lot Size

0.4 acres

Living Area

1,574 sqft

Price/Sqft

$249

Parking

Garage

About this House

Beautiful home with access to beach and close to Flag Harbor Marina; large deck and front porch; fenced-in yardwith above ground pool and 2 sheds; 2 car garageLocal Rent to Own Homes.. BAD Credit OK!! Over 50 AVAILABLE http://www.rent2ownsomd.com or more info http://ruthannjones.postlets.com

5906 Hillside Rd, Saint Leonard, MD 20685 is a 3 bedroom, 3 bathroom, 1,574 sqft single-family home built in 1994. It last sold for $239,000 on Jun 11, 2012. It is currently off market. The Trulia Estimate is $391,700, with a rent estimate of $2,586/month.

Home Details for 5906 Hillside Rd

Interior Features
Interior Details BasementTypes of Rooms: Family Room
Heating & Cooling Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 3
Appliances & Utilities DishwasherRefrigerator
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: OtherLawnPatioPorch
Pool Pool
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached

Property Information
Year Built Year Built: 1994
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.40 acres

Price History for 5906 Hillside Rd

Date	Price	Event	Source
07/02/2013	$249,900	ListingRemoved	Agent Provided

04/07/2013	$249,900	Listed For Sale	Agent Provided

06/11/2012	$239,000	Sold	N/A
Recording Date 06/11/2012 Contract Date 05/23/2012 County Transfer Tax N/A Total Transfer Tax N/A
11/09/2011	$249,900	PriceChange	Agent Provided
Price Change $10,000 (-4%)
09/28/2011	$259,900	PriceChange	Agent Provided
Price Change $9,100 (-3%)
08/11/2011	$269,000	Listed For Sale	Agent Provided

06/09/2011	$275,000	ListingRemoved	Agent Provided

03/12/2011	$275,000	Listed For Sale	Agent Provided

09/12/2002	$212,000	Sold	N/A
Recording Date 09/12/2002 County Transfer Tax N/A Total Transfer Tax N/A
11/14/1994	$160,500	Sold	N/A
Recording Date 11/14/1994 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Saint Leonard

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

—

Available listings

3MoM

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Property Tax and Assessment

Year	2025
Tax	$3,100
Assessment	$287,267

Home facts updated by county records

Comparable Sales for 5906 Hillside Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
5825 Magnolia Cir, Saint Leonard, MD	0.10	Single-Family Home	$327,795	11/25/25	4	2.5	3,206
5838 Calvert Blvd, Saint Leonard, MD	0.33	Single-Family Home	$362,000	09/25/25	3	3	1,696
6015 Poplar Rd, Saint Leonard, MD	0.45	Single-Family Home	$330,000	01/16/26	3	2	982
1430 Plateau Rd, Saint Leonard, MD	0.28	Single-Family Home	$302,000	10/02/25	3	2	1,188
5882 Calvert Blvd, Saint Leonard, MD	0.33	Single-Family Home	$350,000	08/15/25	3	1	1,344
1380 Oakcrest Cir, Saint Leonard, MD	0.37	Single-Family Home	$290,000	03/24/26	2	1.5	1,579
1326 Balsam St, Saint Leonard, MD	0.34	Single-Family Home	$408,000	08/15/25	3	2	2,238
5715 Oakcrest Dr, Saint Leonard, MD	0.25	Single-Family Home	$442,000	08/15/25	4	2.5	3,330
5655 Floral Cir, Saint Leonard, MD	0.40	Single-Family Home	$425,000	06/29/26	3	2	2,428
6065 Poplar Rd, Saint Leonard, MD	0.55	Single-Family Home	$360,000	02/06/26	3	2	2,496

Nearby homes

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

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OFF MARKET
Est. $411,000
3 bd
2 ba
1,708 sqft
5827 Long Beach Dr,
Saint Leonard, MD 20685
Real Broker, LLC - Annapolis
OFF MARKET
Est. $637,600
4 bd
3 ba
3,856 sqft
720 Wild Cherry Ln,
Saint Leonard, MD 20685
EXP Realty, LLC
OFF MARKET
Est. $433,700
4 bd
3 ba
2,279 sqft
5822 Long Beach Dr,
Saint Leonard, MD 20685
RE/MAX United Real Estate
FOR SALE
0.65 ACRES
$70,000
5859 Long Beach Dr,
Saint Leonard, MD 20685
The KW Collective
FOR SALE
3D VIEW
0.41 ACRES
$509,900
5 bd
3.5 ba
3,156 sqft
5817 Magnolia Cir,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
SOLD
NOV 13, 2025
$470,000
5 bd
4 ba
2,830 sqft
5963 Hillside Rd,
Saint Leonard, MD 20685
Real Broker, LLC
OFF MARKET
Est. $477,300
4 bd
2.5 ba
2,618 sqft
5863 Magnolia Cir,
Saint Leonard, MD 20685
JPAR Real Estate Professionals
OFF MARKET
Est. $462,000
4 bd
2.5 ba
1,990 sqft
5757 Eucalyptus Dr,
Saint Leonard, MD 20685
Keller Williams, LLC
OFF MARKET
Est. $521,200
5 bd
3.5 ba
2,248 sqft
701 Wild Cherry Ln,
Saint Leonard, MD 20685
RE/MAX One
OFF MARKET
Est. $440,600
3 bd
3 ba
1,958 sqft
5781 Eucalyptus Dr,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
SOLD
JUN 12, 2026
$535,000
5 bd
3.5 ba
2,789 sqft
5862 Magnolia Cir,
Saint Leonard, MD 20685
O'Brien Realty ERA Powered
FOR SALE
0.44 ACRES
$434,900
3 bd
2.5 ba
2,030 sqft
5760 Eucalyptus Dr,
Saint Leonard, MD 20685
CENTURY 21 New Millennium

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Additional Cost

Assigned Schools

These are the assigned schools for 5906 Hillside Rd.

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 Saint Leonard

At least 18 Trulia users voted on each feature.

96 % Say it's quiet
90 % Say there's holiday spirit
89 % Say parking is easy
85 % Say car is needed
82 % Say yards are well-kept
80 % Say it's dog friendly
76 % Say kids play outside
74 % Say people would walk alone at night
73 % Say they plan to stay for at least 5 years
70 % Say neighbors are friendly
64 % Say there's wildlife
55 % Say there are community events
27 % Say it's walkable to grocery stores
27 % Say streets are well-lit
26 % Say it's walkable to restaurants
20 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.

Hyrum
Resident
3y ago
"Lots of different breeds of dogs around the neighborhood. Neighbors are friendly as long as you pick up after your dog. Keep them on a leash please. No problems. Close walk to the dog friendly beach."
0
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Trulia User
Resident
4y ago
"Little bedroom community centerally located near Washington DC, Annapolis , Baltimore, Saint Mary's City, the Chesapeake Bay, and Calvert Cliffs State Park. Very pretty area."
0
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Charles H.
Resident
6y ago
"My parents and i have lived here recently moved in. Great area, luscious green places to love, great running areas"
0
Flag
My3happtclams
Resident
6y ago
"I enjoy going for walks here in the fall. We also have a beautiful pier that allows for me to sunbathe in the summer. Peaceful. "
1
Flag
Platertasco348
Resident
7y ago
"I drive to work every day but it hav ed good spot's for public transportation.I do know that area i live has a have a place 5 mins from my Neighborhood were you can park if you commute for work ."
0
Flag
Lavonne C.
Resident
7y ago
"like it here. very quiet. no one lives around me. I am allowed to have my dogs and cats at my rental house"
0
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Ml_hodgkins
14y ago
"I've lived in Calvert County, specifically St. Leonard, for 12 years. It's close enough to DC to commute each day and far enough away to get away from city life. Schools are highly rated and crime is low. It's a great community to live and raise a family."
0
Flag
Saltorfer
15y ago
"Lots of things for families to do. Schools are top notch and the parks and recreation programming is great. There are plenty of restaurants, grocery stores and the basics but you do have to drive to a mall. So, the county maintains a small community feel while being close enough to Metro DC to make a decent commute. "
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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APPLY INSTANTLY
$1,700/mo
2 bd
1 ba
1330 Flag Harbor Blvd #A,
Saint Leonard, MD 20685
See more homes for rent in
Saint Leonard
Take a look

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Explore by feature - Air Conditioning

APPLY INSTANTLY
$1,850/mo
2 bd
1 ba
1,200 sqft
2371 Delight Ct,
Saint Leonard, MD 20685
APPLY INSTANTLY
PET FRIENDLY
$2,200/mo
2 bd
1 ba
1,044 sqft
5845 Lilac Cir,
Saint Leonard, MD 20685
APPLY INSTANTLY
$1,700/mo
2 bd
1 ba
1,000 sqft
1330 Flag Harbor Blvd #A,
Saint Leonard, MD 20685
APPLY INSTANTLY
PET FRIENDLY
$2,800/mo
3 bd
1 ba
1,104 sqft
1042 Floral Ct,
Saint Leonard, MD 20685
NEW - 1 DAY AGO
PET FRIENDLY
$1,500/mo
1 bd
1 ba
3,145 sqft
1478 Apple Ct,
Saint Leonard, MD 20685

Homes for sale near 5906 Hillside Rd

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0.44 ACRES
$434,900
3 bd
2.5 ba
2,030 sqft
5760 Eucalyptus Dr,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
0.41 ACRES
$509,900
5 bd
3.5 ba
3,156 sqft
5817 Magnolia Cir,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
$330,000
3 bd
2 ba
1,188 sqft
1430 Plateau Rd,
Saint Leonard, MD 20685
IGOLDENONE REALTY AND CONCIERGE LLC
$399,900
3 bd
2.5 ba
2,338 sqft
1543 Avenue B,
Saint Leonard, MD 20685
Real Broker, LLC
$399,900
3 bd
3 ba
1,600 sqft
5860 Lilac Cir,
Saint Leonard, MD 20685
Long & Foster Real Estate, Inc.
0.37 ACRES
$825,000
5 bd
3 ba
1,896 sqft
5424 Beach Dr,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
NEW CONSTRUCTION
0.91 ACRES
$549,900
3 bd
2.5 ba
2,000 sqft
6041 Hill Rd,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
1.13 ACRES
$629,900
3 bd
3.5 ba
3,126 sqft
548 Windmill Dr,
Saint Leonard, MD 20685
RE/MAX One
0.26 ACRES
$280,000
3 bd
1.5 ba
1,248 sqft
6070 Hill Rd,
Saint Leonard, MD 20685
O'Brien Realty ERA Powered
$280,000
3 bd
1 ba
889 sqft
1440 Plateau Rd,
Saint Leonard, MD 20685
O'Brien Realty ERA Powered
See more homes for sale in
Saint Leonard
Take a look

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Off Market Homes Near 5906 Hillside Rd

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SOLD
AUG 3, 2026
$444,000
3 bd
2.5 ba
1,588 sqft
605 Planters Wharf Rd,
Lusby, MD 20657
CENTURY 21 New Millennium
SOLD
AUG 3, 2026
$545,000
4 bd
3.5 ba
3,824 sqft
3215 Mills Pond Dr,
Port Republic, MD 20676
RE/MAX United Real Estate
SOLD
JUL 31, 2026
$390,000
3 bd
2 ba
1,778 sqft
508 Skyview Dr,
Lusby, MD 20657
RE/MAX One
SOLD
JUL 31, 2026
$314,900
3 bd
1 ba
1,128 sqft
5457 Bayview Ave,
Saint Leonard, MD 20685
Saeculum Real Estate LLC
SOLD
JUL 30, 2026
$315,000
4 bd
3 ba
1,110 sqft
745 White Sands Dr,
Lusby, MD 20657
CENTURY 21 New Millennium
SOLD
JUL 29, 2026
$351,000
3 bd
1 ba
1,104 sqft
1518 Avenue E,
Saint Leonard, MD 20685
Real Broker, LLC
SOLD
JUL 24, 2026
$320,000
3 bd
1 ba
1,248 sqft
5421 Chesapeake Ave,
Saint Leonard, MD 20685
Samson Properties
SOLD
JUL 24, 2026
$459,900
3 bd
2 ba
1,400 sqft
405 Ball Rd,
Saint Leonard, MD 20685
EXP Realty, LLC
SOLD
JUL 24, 2026
$580,000
5 bd
3.5 ba
3,592 sqft
7425 Mayflower Ct,
Saint Leonard, MD 20685
Berkshire Hathaway HomeServices PenFed Realty
SOLD
JUL 17, 2026
$399,900
3 bd
3 ba
1,872 sqft
6098 Fir Rd,
Saint Leonard, MD 20685
Real Broker, LLC
See more homes for sale in
Saint Leonard
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5906 Hillside Rd
Saint Leonard, MD 20685

$391,700

$391,700