Are neighbors friendly in Drayden, MD?

As of early 2026, 100% of users say neighbors are friendly

Are there community events in Drayden, MD?

As of early 2026, 100% of users say there are community events

Are yards well-kept in Drayden, MD?

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

Is there wildlife in Drayden, MD?

As of early 2026, 100% of users say there's wildlife

Is a car needed in Drayden, MD?

As of early 2026, 100% of users say car is needed

Would people walk alone at night in Drayden, MD?

As of early 2026, 100% of users say people would walk alone at night

Is Drayden, MD dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Do kids play outside in Drayden, MD?

As of early 2026, 50% of users say kids play outside

Is Drayden, MD walkable to restaurants?

As of early 2026, 33% of users say it's walkable to restaurants

What is the price history for 18086 Windmill Point Rd?

18086 Windmill Point Rd in Drayden, MD last sold for $27,500 in August 2003.

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

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

What are the closest schools to 18086 Windmill Point Rd?

The closest schools to 18086 Windmill Point Rd in Drayden, MD are Leonardtown High School (rated 8/10), Piney Point Elementary School (Pre-K, rated 7/10), Spring Ridge Middle School (rated 5/10).

How big is the lot at 18086 Windmill Point Rd?

The lot at 18086 Windmill Point Rd in Drayden, MD is about 11.1 acres .

18086 Windmill Point Rd, Drayden, MD 20630

OFF MARKET

$27,500

Last sold price

Studio

18086 Windmill Point Rd, Drayden, MD 20630

Currently Off Market - Sold Aug 27, 2003 for $27,500

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
46112 Slye Way, Drayden, MD	1.02	Single-Family Home	$524,900	08/12/26	4	2.5	2,552
45957 Drayden Rd, Valley lee, MD	1.31	Single-Family Home	$327,000	01/06/26		-	-
46442 Hyatt Ct, Drayden, MD	1.37	Single-Family Home	$635,000	02/26/26	4	3.5	3,534
18747 Vernon Ct, Drayden, MD	1.28	Single-Family Home	$640,000	05/11/26	4	2.5	3,572
46210 Lisa Marie Ct, Drayden, MD	1.73	Single-Family Home	$660,000	06/15/26	4	3	2,486
19005 N Porto Bello Dr, Drayden, MD	1.78	Single-Family Home	$660,000	07/24/26	5	3.5	4,022
17911 Rosecroft Rd, Lexington Park, MD	1.90	Single-Family Home	$850,000	11/17/25	4	2	2,548
46189 Stasha Ln, Drayden, MD	1.80	Single-Family Home	$752,454	10/08/25	4	3.5	-
46213 Stasha Ct, Drayden, MD	1.89	Single-Family Home	$676,917	12/03/25	4	3.5	-
19106 Windsor Ct, Drayden, MD	1.92	Single-Family Home	$794,905	10/15/25	4	3.5	-

Nearby home prices

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

Address	Distance	Price	Bed	Bath	Sqft	Status
18459 Windmill Point Rd, Drayden, MD 20630	0.73	$244,900	3	2	1,152	Off Market
Dockside Ln, Drayden, MD 20630	0.88	-	-	-	-	Off Market
18465 Cherryfield Rd, Drayden, MD 20630	0.91	$250,000	-	-	-	Recently Sold
46112 Slye Way, Drayden, MD 20630	1.02	$524,900	4	2.5	2,552	Recently Sold
18631 Cherryfield Rd, Drayden, MD 20630	1.15	$396,200	3	2	1,864	Off Market
18361 Cherryfield Rd, Drayden, MD 20630	1.16	-	-	-	-	Off Market
46441 Porto Bello Ct, Drayden, MD 20630	1.18	$701,200	4	2.5	3,448	Off Market
46461 Porto Bello Ct, Drayden, MD 20630	1.20	$680,000	5	3	3,430	For Sale
3 Mount Pleasant Farms, Drayden, MD 20630	1.21	-	-	-	-	Off Market
45776 Boothe Rd, Drayden, MD 20630	1.25	$3,500,000	3	2	4,541	For Sale
4 Mount Pleasant Farms, Drayden, MD 20630	1.25	$152,000	-	-	-	Recently Sold
1 Mount Pleasant Farms, Drayden, MD 20630	1.28	$190,000	-	-	-	Recently Sold

Local Information

Map ViewExplore the area around 18086 Windmill Point Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

11.09 acre lot

About this House

This single-family home is located at 18086 Windmill Point Rd, Drayden, MD. 18086 Windmill Point Rd is in Drayden, MD and in ZIP code 20630. This property has a lot size of 11.09 acres.

18086 Windmill Point Rd, Drayden, MD 20630 is a studio single-family home. It last sold for $27,500 on Aug 27, 2003. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $2,583/month.

Home Details for 18086 Windmill Point Rd

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

Lot Information
Lot Area: 11.09 acres

Price and Tax history

Date	Event	Price
Aug 27, 2003 Source: N/A	Sold	$27,500

Year	Property tax	Tax assessment
2025	$27	$2,500

Additional Cost

Market trends in Drayden

Last updated August 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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Around this home

Piney Point Elementary School
PK-5
Public
423 Students
St. Mary's County Public Schools
7/10
GreatSchools Rating
Parent Rating Average
One of the best, if not the very best Elementary school in the county. Smallest class sizes, teachers who try and care. You can't ask you more from a public school.
Parent Review
10mo ago
8 Reviews

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 Drayden

At least 1 Trulia users voted on each feature.

100 % Say neighbors are friendly
100 % Say there are community events
100 % Say yards are well-kept
100 % Say there's wildlife
100 % Say car is needed
100 % Say people would walk alone at night
100 % Say it's dog friendly
50 % Say kids play outside
33 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 18086 Windmill Point Rd

What is the price history for 18086 Windmill Point Rd?
18086 Windmill Point Rd in Drayden, MD last sold for $27,500 in August 2003.
Is Drayden a buyer's or seller's market?
Drayden is currently a seller's market, based on recent for-sale activity.
What are the closest schools to 18086 Windmill Point Rd?
The closest schools to 18086 Windmill Point Rd in Drayden, MD are Leonardtown High School (rated 8/10), Piney Point Elementary School (Pre-K, rated 7/10), Spring Ridge Middle School (rated 5/10).
How big is the lot at 18086 Windmill Point Rd?
The lot at 18086 Windmill Point Rd in Drayden, MD is about 11.1 acres.

Apartments for Rent

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$1,390/mo
1 bd
1 ba
17476 Piney Point Rd #1d522b748,
Piney Pt, MD 20674
NEW - 1 DAY AGO
PET FRIENDLY
$1,390/mo
1 bd
1 ba
17476 Piney Point Rd #4,
Piney Pt, MD 20674
PET FRIENDLY
$1,390/mo
1 bd
1 ba
17476 Piney Point Rd #6,
Piney Pt, MD 20674
$1,495/mo
1 bd
1 ba
Address Not Disclosed,
Tall Timbers, MD 20690
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Drayden
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Off Market Homes Near 18086 Windmill Point Rd

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SOLD
SEP 11, 2026
$470,000
4 bd
2 ba
2,001 sqft
17773 Piney Point Rd,
Tall Timbers, MD 20690
CENTURY 21 New Millennium
SOLD
SEP 10, 2026
$474,900
4 bd
3 ba
2,112 sqft
17265 Crab Pot Ln,
Piney Point, MD 20674
Infinitas Realty Group
SOLD
SEP 10, 2026
$490,000
3 bd
2.5 ba
1,650 sqft
17849 4th St,
Tall Timbers, MD 20690
EXP Realty, LLC
SOLD
SEP 4, 2026
$400,000
3 bd
2 ba
1,604 sqft
48146 Mallard View Ln,
Saint Inigoes, MD 20684
CENTURY 21 New Millennium
SOLD
AUG 26, 2026
$350,000
2 bd
1 ba
1,168 sqft
16440 Piney Point Rd,
Piney Point, MD 20674
CENTURY 21 New Millennium
SOLD
AUG 26, 2026
$365,000
3 bd
1.5 ba
1,170 sqft
16444 Piney Point Rd,
Piney Point, MD 20674
RE/MAX One
SOLD
AUG 20, 2026
$450,000
2 ba
2,312 sqft
45122 Loblolly Ct,
Tall Timbers, MD 20690
SOLD
AUG 18, 2026
$165,000
18665 Hebb Way,
Drayden, MD 20630
Redfin Corp
SOLD
AUG 17, 2026
$620,000
2 bd
2 ba
1,698 sqft
16144 Thomas Rd,
Piney Point, MD 20674
EXP Realty, LLC
SOLD
AUG 14, 2026
$460,000
4 bd
2.5 ba
2,262 sqft
16114 Thomas Rd,
Piney Point, MD 20674
EXP Realty, LLC
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Drayden
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Homes for sale near 18086 Windmill Point Rd

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OPEN SAT, 1-3PM
1.47 ACRES
$680,000
5 bd
3 ba
3,430 sqft
46461 Porto Bello Ct,
Drayden, MD 20630
CENTURY 21 New Millennium
189 ACRES
$3,500,000
3 bd
2 ba
4,541 sqft
45776 Boothe Rd,
Drayden, MD 20630
Century 21 Redwood Realty
NEW CONSTRUCTION
1.03 ACRES
$679,900
4 bd
2.5 ba
2,643 sqft
46234 Stasha Ct,
Drayden, MD 20630
RE/MAX One
NEW CONSTRUCTION
1.24 ACRES
$599,900
4 bd
2.5 ba
2,343 sqft
19163 Porto Bello,
Drayden, MD 20630
RE/MAX One
NEW CONSTRUCTION
1.26 ACRES
$776,220
4 bd
3.5 ba
2,253 sqft
19166 N Porto Bello Dr,
Drayden, MD 20630
RE/MAX One
1 ACRE
$529,000
3 bd
2 ba
1,371 sqft
47558 Lucas Cove Ln,
Lexington Park, MD 20653
Infinitas Realty Group
COMING SOON 9/30
42 ACRES
$2,250,000
4 bd
3 ba
4,228 sqft
45433 Drayden Rd,
Valley Lee, MD 20692
Century 21 Redwood Realty
1.14 ACRES
$585,000
4 bd
3.5 ba
3,436 sqft
19335 Greens Crossing Ct,
Great Mills, MD 20634
CENTURY 21 New Millennium
COMING SOON 9/23
0.35 ACRES
$499,900
4 bd
2.5 ba
2,184 sqft
45210 Blue Water Ln,
Piney Point, MD 20674
RE/MAX One
$155,000
2 bd
1 ba
1,120 sqft
17266 Larimer St,
Piney Point, MD 20674
Cummings & Co. Realtors
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