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, 62% 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

Is Saint Leonard, MD walkable to grocery stores?

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

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

As of early 2026, 24% of users say streets are well-lit

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

440 Windmill Dr
Saint Leonard, MD 20685

4 Beds
2.5 Baths
2,001 sqft (on 1.02 acres)

$554,200

Trulia Estimate

as of May 22, 2026

Est. Refi. Payment $2,885/mo*

Refinance Your Home

$554,200

Trulia Estimate

as of May 22, 2026

Est. Refi. Payment $2,885/mo*

Refinance Your Home

4 Beds

2.5 Baths

2,001 sqft

(on 1.02 acres)

Local Information

-- mins to

Commute Destination

Description

4 Bedrooms + 2.5 Baths. Recently updated + upgrades! Closets are enormous. Separate kitchen pantry. Large main-level master with separate tub/shower & double vanity. Basement rough-ins for full bath. Extra-large patio. Flat lot. Attractive houses in this 25-house community.

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

Porch, Patio

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 440 Windmill Dr

Interior Features
Interior Details BasementAtticNumber of Rooms: 10Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Laundry Room, Master BathCeiling Fan
Heating & Cooling Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 3Floors: Carpet, Hardwood
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: OtherExterior: VinylPatioPorch
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached, Off Street

Property Information
Year Built Year Built: 2003
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 1.02 acres

Price History for 440 Windmill Dr

Date	Price	Event	Source
03/28/2018	$372,299	Sold	N/A
Recording Date 03/28/2018 Contract Date 03/23/2018 County Transfer Tax N/A Total Transfer Tax $931
02/20/2018	$372,299	Listed For Sale	Agent Provided

09/26/2014	$340,000	Sold	N/A
Recording Date 09/26/2014 Contract Date 09/26/2014 County Transfer Tax N/A Total Transfer Tax N/A
07/26/2014	$345,000	Listed For Sale	Agent Provided

05/07/2003	$74,900	Sold	N/A
Recording Date 05/07/2003 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$4,367
Assessment	$404,733

Home facts updated by county records

Comparable Sales for 440 Windmill Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
350 Madeline Dr, Saint Leonard, MD	0.45	Single-Family Home	$659,900	04/24/26	4	2.5	3,156
580 Windmill Dr, Saint Leonard, MD	0.17	Single-Family Home	$730,000	06/13/25	4	4.5	4,461
5963 Hillside Rd, Saint Leonard, MD	0.50	Single-Family Home	$470,000	11/13/25	5	4	2,830
5650 Long Beach Dr, Saint Leonard, MD	0.69	Single-Family Home	$380,000	07/21/25	3	2	1,856
933 Morello Way, Saint Leonard, MD	0.60	Single-Family Home	$515,000	04/24/26	4	3.5	3,002
220 Sandhill Ct, Saint Leonard, MD	0.54	Single-Family Home	$697,500	03/16/26	4	3.5	3,965
5825 Magnolia Cir, Saint Leonard, MD	0.65	Single-Family Home	$327,795	11/25/25	4	2.5	3,206
5650 Long Beach Rd, Saint Leonard, MD	0.69	Single-Family Home	$380,000	06/27/25	3	2	1,584
5715 Oakcrest Dr, Saint Leonard, MD	0.80	Single-Family Home	$442,000	08/15/25	4	2.5	3,330
1305 Eucalyptus Cir, Saint Leonard, MD	0.77	Single-Family Home	$575,000	06/11/25	4	2.5	2,048

Nearby homes

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

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FOR SALE
$450,000
3 bd
3 ba
1,600 sqft
5860 Lilac Cir,
Saint Leonard, MD 20685
Long & Foster Real Estate, Inc.
COMING SOON 6/17
0.41 ACRES
$509,900
5 bd
3.5 ba
3,156 sqft
5817 Magnolia Cir,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
FOR SALE
$290,000
3 bd
1 ba
889 sqft
1440 Plateau Rd,
Saint Leonard, MD 20685
O'Brien Realty ERA Powered
FOR SALE
4.89 ACRES
$899,900
5 bd
3.5 ba
5,936 sqft
1000 Solomon Frazier Ct,
Saint Leonard, MD 20685
Berkshire Hathaway HomeServices PenFed Realty
COMING SOON 6/12
0.51 ACRES
$319,900
3 bd
1 ba
864 sqft
1225 Calvert Beach Rd,
Saint Leonard, MD 20685
Samson Properties
FOR SALE
OPEN SAT, 11-1PM
2.21 ACRES
$969,900
4 bd
4.5 ba
4,468 sqft
7440 Sedwick Ct,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
FOR SALE
3D VIEW
6.45 ACRES
$1,590,000
4 bd
3.5 ba
3,618 sqft
7335 Perry Ln,
Lusby, MD 20657
Berkshire Hathaway HomeServices PenFed Realty
FOR SALE
$399,900
3 bd
3 ba
1,872 sqft
6098 Fir Rd,
Saint Leonard, MD 20685
Real Broker, LLC
FOR SALE
0.63 ACRES
$600,000
4 bd
3 ba
2,379 sqft
1815 Highland Dr,
Saint Leonard, MD 20685
Hyatt & Company Real Estate LLC
FOR SALE
3D VIEW
3.52 ACRES
$749,500
4 bd
2.5 ba
4,924 sqft
7421 Stone Ct,
Saint Leonard, MD 20685
Keller Williams Flagship
FOR SALE
$419,000
4 bd
2 ba
1,380 sqft
1524 Dogwood Rd,
Saint Leonard, MD 20685
The Southside Group Real Estate
FOR SALE
0.84 ACRES
$85,000
5675 Arbor Cir,
Saint Leonard, MD 20685
Northrop Realty

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Additional Cost

Assigned Schools

These are the assigned schools for 440 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
62 % Say there's wildlife
52 % Say there are community events
24 % Say it's walkable to grocery stores
24 % Say streets are well-lit
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
6y 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
14y 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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Homes for sale near 440 Windmill Dr

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COMING SOON 6/17
0.41 ACRES
$509,900
5 bd
3.5 ba
3,156 sqft
5817 Magnolia Cir,
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
OPEN SAT, 11-1PM
2.21 ACRES
$969,900
4 bd
4.5 ba
4,468 sqft
7440 Sedwick Ct,
Saint Leonard, MD 20685
CENTURY 21 New Millennium
4.89 ACRES
$899,900
5 bd
3.5 ba
5,936 sqft
1000 Solomon Frazier Ct,
Saint Leonard, MD 20685
Berkshire Hathaway HomeServices PenFed Realty
0.63 ACRES
$600,000
4 bd
3 ba
2,379 sqft
1815 Highland Dr,
Saint Leonard, MD 20685
Hyatt & Company Real Estate LLC
1.03 ACRES
$449,000
3 bd
2.5 ba
1,588 sqft
605 Planters Wharf Rd,
Lusby, MD 20657
CENTURY 21 New Millennium
FOR SALE BY OWNER
$250,000
3 bd
1.5 ba
1,009 sqft
6215 Long Beach Dr,
Saint Leonard, MD 20685
0.26 ACRES
$499,999
5 bd
2.5 ba
3,224 sqft
1492 Dogwood Cir,
Saint Leonard, MD 20685
RE/MAX One
$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
Take a look

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Off Market Homes Near 440 Windmill Dr

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SOLD
MAY 21, 2026
$575,000
3 bd
2.5 ba
2,339 sqft
1586 Laurel Rd,
Saint Leonard, MD 20685
Deep Roots Real Estate
SOLD
MAY 18, 2026
$316,000
3 bd
2 ba
1,030 sqft
8315 Cedar Ln,
Lusby, MD 20657
Samson Properties
SOLD
MAY 18, 2026
$580,000
4 bd
3.5 ba
3,552 sqft
220 Fountain Ln,
Saint Leonard, MD 20685
O'Brien Realty ERA Powered
SOLD
MAY 15, 2026
$299,900
3 bd
1 ba
960 sqft
550 White Sands Dr,
Lusby, MD 20657
RE/MAX One
SOLD
MAY 15, 2026
$317,000
3 bd
1 ba
1,056 sqft
5440 Bayview Ave,
Saint Leonard, MD 20685
The Southside Group Real Estate
SOLD
MAY 15, 2026
$515,000
4 bd
2.5 ba
2,580 sqft
8275 Broomes Island Rd,
Broomes Island, MD 20615
CENTURY 21 New Millennium
SOLD
MAY 14, 2026
$520,000
4 bd
3 ba
3,128 sqft
4818 Independence Dr,
Port Republic, MD 20676
Home Towne Real Estate
SOLD
MAY 13, 2026
$385,999
4 bd
3 ba
1,941 sqft
712 White Sands Dr,
Lusby, MD 20657
Coldwell Banker Premier
SOLD
MAY 8, 2026
$485,000
4 bd
3 ba
2,760 sqft
3260 Howard Dr,
Port Republic, MD 20676
RE/MAX Leading Edge
SOLD
MAY 5, 2026
$390,000
4 bd
2 ba
1,591 sqft
4450 Lancaster Dr,
Saint Leonard, MD 20685
RE/MAX One
See more homes for sale in
Saint Leonard
Take a look

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Homes for rent near 440 Windmill Dr

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APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$3,200/mo
2 bd
2 ba
1,951 sqft
6598 Long Beach Dr,
Saint Leonard, MD 20685
PET FRIENDLY
$2,300/mo
2 bd
1 ba
904 sqft
6591 Long Beach Dr,
Saint Leonard, MD 20685
See more homes for rent in
Saint Leonard
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440 Windmill Dr, Saint Leonard, MD 20685 is a 4 bedroom, 3 bathroom, 2,001 sqft single-family home built in 2003. This property is not currently available for sale. 440 Windmill Dr was last sold on Mar 28, 2018 for $372,299. The current Trulia Estimate for 440 Windmill Dr is $554,200.

440 Windmill Dr
Saint Leonard, MD 20685

$554,200

$554,200

Local Information