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, 81% 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, 75% 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, 52% of users say there are community events

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 grocery stores?

As of early 2026, 24% of users say it's walkable to grocery stores

Is Saint Leonard, MD walkable to restaurants?

As of early 2026, 23% 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

556 Windmill Dr
Saint Leonard, MD 20685

5 Beds
3.5 Baths
4,000 sqft (on 1.03 acres)

$639,800

Trulia Estimate

as of Jul 23, 2026

Est. Refi. Payment $3,693/mo*

Refinance Your Home

$639,800

Trulia Estimate

as of Jul 23, 2026

Est. Refi. Payment $3,693/mo*

Refinance Your Home

5 Beds

3.5 Baths

4,000 sqft

(on 1.03 acres)

Local Information

Map ViewExplore the area around 556 Windmill Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

2001

Lot Size

1.03 acres

Living Area

4,000 sqft

Price/Sqft

$160

Parking

Garage

Description

This single-family home is located at 556 Windmill Dr, Saint Leonard, MD. 556 Windmill Dr is in Saint Leonard, MD and in ZIP code 20685. This property has 5 bedrooms, 4 bathrooms and approximately 4,000 sqft of floor space. This property has a lot size of 1.03 acres and was built in 2001.

556 Windmill Dr, Saint Leonard, MD 20685 is a 5 bedroom, 4 bathroom, 4,000 sqft single-family home built in 2001. It last sold for $58,000 on Jul 13, 2001. It is currently off market. The Trulia Estimate is $639,800, with a rent estimate of $3,994/month.

Home Details for 556 Windmill Dr

Interior Features
Interior Details BasementAtticNumber of Rooms: 6Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Sun RoomCeiling Fan
Heating & Cooling Heating: Stove, Electric, Geothermal, Wood PelletAir ConditioningCooling System: GeothermalHeating Fuel: Stove
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, Hardwood
Appliances & Utilities Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls Double Paned Windows
Security Security System

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Other, Vinyl, BrickLawnPorch
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 2001Year Updated: 2020
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 1.03 acres

Price History for 556 Windmill Dr

Date	Price	Event	Source
07/13/2001	$58,000	Sold	N/A
Recording Date 07/13/2001 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	$5,276
Assessment	$489,000

Home facts updated by county records

Comparable Sales for 556 Windmill Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
548 Windmill Dr, Saint Leonard, MD	0.03	Single-Family Home	$425,000	05/27/26	3	3.5	3,126
5963 Hillside Rd, Saint Leonard, MD	0.35	Single-Family Home	$470,000	11/13/25	5	4	2,830
933 Morello Way, Saint Leonard, MD	0.44	Single-Family Home	$515,000	04/24/26	4	3.5	3,002
350 Madeline Dr, Saint Leonard, MD	0.52	Single-Family Home	$659,900	04/24/26	4	2.5	3,156
220 Sandhill Ct, Saint Leonard, MD	0.66	Single-Family Home	$697,500	03/16/26	4	3.5	3,965
5862 Magnolia Cir, Saint Leonard, MD	0.58	Single-Family Home	$535,000	06/12/26	5	3.5	2,789
5825 Magnolia Cir, Saint Leonard, MD	0.54	Single-Family Home	$327,795	11/25/25	4	2.5	3,206
5715 Oakcrest Dr, Saint Leonard, MD	0.69	Single-Family Home	$442,000	08/15/25	4	2.5	3,330
5655 Long Beach Rd, Saint Leonard, MD	0.60	Single-Family Home	$684,472	07/25/25	4	2.5	3,937
5320 Majesty Ln, Saint Leonard, MD	0.96	Single-Family Home	$495,000	04/22/26	5	3.5	2,902

Nearby homes

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

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FOR SALE
1.13 ACRES
$629,900
3 bd
3.5 ba
3,126 sqft
548 Windmill Dr,
Saint Leonard, MD 20685
RE/MAX One
OFF MARKET
Est. $812,100
4 bd
3.5 ba
4,594 sqft
533 Windmill Dr,
Saint Leonard, MD 20685
RE/MAX One
OFF MARKET
Est. $734,500
4 bd
4.5 ba
4,461 sqft
580 Windmill Dr,
Saint Leonard, MD 20685
JPAR Real Estate Professionals
OFF MARKET
Est. $732,400
5 bd
4.5 ba
5,255 sqft
441 Windmill Dr,
Saint Leonard, MD 20685
EXP Realty, LLC
OFF MARKET
Est. $641,600
4 bd
3.5 ba
3,122 sqft
407 Windmill Dr,
Saint Leonard, MD 20685
RE/MAX United Real Estate
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. $641,000
4 bd
3 ba
3,856 sqft
720 Wild Cherry Ln,
Saint Leonard, MD 20685
EXP Realty, LLC
SOLD
APR 24, 2026
$515,000
4 bd
3.5 ba
3,002 sqft
933 Morello Way,
Saint Leonard, MD 20685
RE/MAX United Real Estate
OFF MARKET
Est. $524,800
5 bd
3.5 ba
2,248 sqft
701 Wild Cherry Ln,
Saint Leonard, MD 20685
RE/MAX One
FOR SALE
0.65 ACRES
$70,000
5859 Long Beach Dr,
Saint Leonard, MD 20685
The KW Collective
OFF MARKET
Est. $412,500
3 bd
2 ba
1,708 sqft
5827 Long Beach Dr,
Saint Leonard, MD 20685
Real Broker, LLC - Annapolis
OFF MARKET
Est. $752,600
4 bd
3.5 ba
4,220 sqft
390 Madeline Dr,
Saint Leonard, MD 20685
RE/MAX United Real Estate

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Additional Cost

Assigned Schools

These are the assigned schools for 556 Windmill 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 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
81 % Say yards are well-kept
80 % Say it's dog friendly
75 % 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
52 % Say there are community events
27 % Say streets are well-lit
24 % Say it's walkable to grocery stores
23 % 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."
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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."
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Charles H.
Resident
5y ago
"My parents and i have lived here recently moved in. Great area, luscious green places to love, great running areas"
0
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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
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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
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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. "
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LGBTQ Local Legal Protections

Apartments for Rent

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PET FRIENDLY
$1,700/mo
1 bd
1 ba
1478 Apple Ct #BASEMENT,
Saint Leonard, MD 20685
PET FRIENDLY
$1,400/mo
1 bd
1 ba
5115 Irving St #2,
Saint Leonard, MD 20685
See more homes for rent in
Saint Leonard
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Homes for sale near 556 Windmill Dr

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1.13 ACRES
$629,900
3 bd
3.5 ba
3,126 sqft
548 Windmill Dr,
Saint Leonard, MD 20685
RE/MAX One
0.41 ACRES
$509,900
5 bd
3.5 ba
3,156 sqft
5817 Magnolia Cir,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
1.07 ACRES
$509,900
4 bd
2.5 ba
2,588 sqft
5335 Majesty Ln,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
4.89 ACRES
$869,900
5 bd
3.5 ba
5,936 sqft
1000 Solomon Frazier Ct,
Saint Leonard, MD 20685
Berkshire Hathaway HomeServices PenFed Realty
NEW
COMING SOON 7/31
0.44 ACRES
$434,900
3 bd
2.5 ba
2,030 sqft
5760 Eucalyptus Dr,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
2.21 ACRES
$899,900
3 bd
4.5 ba
4,468 sqft
7440 Sedwick Ct,
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
0.63 ACRES
$450,000
4 bd
3 ba
2,379 sqft
1815 Highland Dr,
Saint Leonard, MD 20685
Hyatt & Company Real Estate LLC
3.52 ACRES
$739,900
4 bd
2.5 ba
4,924 sqft
7421 Stone Ct,
Saint Leonard, MD 20685
Keller Williams Flagship
0.37 ACRES
$825,000
5 bd
3 ba
1,896 sqft
5424 Beach Dr,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
See more homes for sale in
Saint Leonard
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Off Market Homes Near 556 Windmill Dr

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SOLD
JUL 17, 2026
$399,900
3 bd
3 ba
1,872 sqft
6098 Fir Rd,
Saint Leonard, MD 20685
Real Broker, LLC
SOLD
JUL 17, 2026
$339,900
3 bd
2.5 ba
1,404 sqft
8305 Circle Dr,
Lusby, MD 20657
RE/MAX One
SOLD
JUL 17, 2026
$319,900
3 bd
1 ba
864 sqft
1225 Calvert Beach Rd,
Saint Leonard, MD 20685
Samson Properties
SOLD
JUL 15, 2026
$595,000
4 bd
3.5 ba
3,101 sqft
1035 Kings Creek Dr,
Saint Leonard, MD 20685
RE/MAX Leading Edge
SOLD
JUL 10, 2026
$365,000
4 bd
2 ba
2,094 sqft
605 Mermaid Ct,
Lusby, MD 20657
CENTURY 21 New Millennium
SOLD
JUL 2, 2026
$555,000
4 bd
3.5 ba
3,455 sqft
2731 Vivians Way,
Saint Leonard, MD 20685
RE/MAX United Real Estate
SOLD
JUN 30, 2026
$610,000
4 bd
3.5 ba
3,900 sqft
1824 Oriole Way,
Saint Leonard, MD 20685
EXP Realty, LLC
SOLD
JUN 29, 2026
$749,999
3 bd
2 ba
1,872 sqft
3930 Oyster House Rd,
Broomes Island, MD 20615
CENTURY 21 New Millennium
SOLD
JUN 29, 2026
$425,000
3 bd
2 ba
2,428 sqft
5655 Floral Cir,
Saint Leonard, MD 20685
EXP Realty, LLC
SOLD
JUN 26, 2026
$405,000
4 bd
2 ba
1,920 sqft
5038 Harvard St,
Saint Leonard, MD 20685
Paul Wesley Real Estate
See more homes for sale in
Saint Leonard
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556 Windmill Dr
Saint Leonard, MD 20685

$639,800

$639,800