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 18489 Windmill Point Rd estimated to be worth?

Trulia's estimated value for 18489 Windmill Point Rd in Drayden, MD is $328,100 .

What is the price history for 18489 Windmill Point Rd?

18489 Windmill Point Rd in Drayden, MD last sold for $115,000 in August 2002.

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

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

What are the closest schools to 18489 Windmill Point Rd?

The closest schools to 18489 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 18489 Windmill Point Rd?

The lot at 18489 Windmill Point Rd in Drayden, MD is about 2.4 acres .

18489 Windmill Point Rd, Drayden, MD 20630

OFF MARKET

$328,100

Trulia Estimate

Studio
1 Bath
2,314 sqft (on 2.36 acres)

18489 Windmill Point Rd, Drayden, MD 20630

Est. Refi. Payment $2,023/mo*

Refinance Your Home

Currently Off Market - Sold Aug 15, 2002 for $115,000

Home Value

Trulia Estimate

$328K

Since last month

$2K (-0.6%)

Since last year

$5K (+1.5%)

Since last sale

$213K (+185.1%)

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

Trulia Estimate

The of this home's value increased by +31% in the last 10 years

Month	Estimated value
2026
November 2026	$328K
October 2026	$326K
September 2026	$330K
August 2026	$339K
July 2026	$343K
June 2026	$346K
May 2026	$349K
April 2026	$336K
March 2026	$334K
February 2026	$313K
January 2026	$321K
2025
December 2025	$318K
November 2025	$326K
October 2025	$323K
September 2025	$341K
August 2025	$344K
July 2025	$353K
June 2025	$343K
May 2025	$334K
April 2025	$334K
March 2025	$306K
February 2025	$306K
January 2025	$295K
2024
December 2024	$304K
November 2024	$306K
October 2024	$305K
September 2024	$304K
August 2024	$308K
July 2024	$315K
June 2024	$321K
May 2024	$317K
April 2024	$309K
March 2024	$302K
February 2024	$292K
January 2024	$288K
2023
December 2023	$292K
November 2023	$301K
October 2023	$307K
September 2023	$312K
August 2023	$300K
July 2023	$302K
June 2023	$295K
May 2023	$257K
April 2023	$248K
March 2023	$243K
February 2023	$220K
January 2023	$211K
2022
December 2022	$219K
November 2022	$222K
October 2022	$228K
September 2022	$230K
August 2022	$236K
July 2022	$249K
June 2022	$255K
May 2022	$252K
April 2022	$247K
March 2022	$250K
February 2022	$251K
January 2022	$258K
2021
December 2021	$261K
November 2021	$267K
October 2021	$271K
September 2021	$281K
August 2021	$284K
July 2021	$297K
June 2021	$296K
May 2021	$299K
April 2021	$308K
March 2021	$292K
February 2021	$297K
January 2021	$300K
2020
December 2020	$301K
November 2020	$296K
October 2020	$288K
September 2020	$280K
August 2020	$281K
July 2020	$273K
June 2020	$273K
May 2020	$276K
April 2020	$276K
March 2020	$279K
February 2020	$281K
January 2020	$278K
2019
December 2019	$275K
November 2019	$274K
October 2019	$273K
September 2019	$279K
August 2019	$275K
July 2019	$275K
June 2019	$273K
May 2019	$267K
April 2019	$260K
March 2019	$260K
February 2019	$247K
January 2019	$243K
2018
December 2018	$244K
November 2018	$247K
October 2018	$245K
September 2018	$259K
August 2018	$255K
July 2018	$253K
June 2018	$257K
May 2018	$265K
April 2018	$259K
March 2018	$250K
February 2018	$250K
January 2018	$251K
2017
December 2017	$254K
November 2017	$255K
October 2017	$257K
September 2017	$257K
August 2017	$259K
July 2017	$261K
June 2017	$278K
May 2017	$271K
April 2017	$259K
March 2017	$257K
February 2017	$261K
January 2017	$265K
2016
December 2016	$249K
November 2016	$250K

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	0.63	Single-Family Home	$524,900	08/12/26	4	2.5	2,552
18747 Vernon Ct, Drayden, MD	0.51	Single-Family Home	$640,000	05/11/26	4	2.5	3,572
46442 Hyatt Ct, Drayden, MD	0.63	Single-Family Home	$635,000	02/26/26	4	3.5	3,534
Address Not Disclosed, Drayden, MD	1.04	Single-Family Home	$660,000	06/15/26	4	3	2,486
19005 N Porto Bello Dr, Drayden, MD	1.06	Single-Family Home	$660,000	07/24/26	5	3.5	4,022
19115 Windsor Ct, Drayden, MD	1.35	Single-Family Home	$874,482	11/02/26	5	3.5	2,336
19211 Nelson Ct, Valley Lee, MD	1.62	Single-Family Home	$555,000	06/12/26	4	2.5	2,184
45903 Burns Dr, Valley Lee, MD	1.84	Single-Family Home	$450,000	05/27/26	3	2	1,964
45954 Burns Dr, Valley Lee, MD	1.75	Single-Family Home	$585,000	09/21/26	5	2.5	2,430
17911 Rosecroft Rd, Lexington Park, MD	1.88	Single-Family Home	$850,000	11/17/25	4	2	2,548

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
18489 Windmill Point Rd, Drayden, MD 20630	0.00	$242,900	Studio	2	1,144	Off Market
18453 Windmill Point Rd, Drayden, MD 20630	0.05	$370,000	Studio	2	2,164	Off Market
18459 Windmill Point Rd, Drayden, MD 20630	0.05	$233,600	3	2	1,152	Off Market
18501 Windmill Point Rd, Drayden, MD 20630	0.07	$372,400	Studio	2	2,080	Off Market
46371 Drayden Rd, Drayden, MD 20630	0.07	-	Studio	-	-	Off Market
46371 Drayden Rd, Drayden, MD 20630	0.07	$283,300	Studio	1	1,656	Off Market
18439 Windmill Point Rd, Drayden, MD 20630	0.09	$376,600	4	1.5	2,104	Off Market
18443 Windmill Point Rd, Drayden, MD 20630	0.09	-	3	-	2,190	Off Market
18445 Windmill Point Rd, Drayden, MD 20630	0.09	$389,500	3	2	1,584	Off Market
18435 Windmill Point Rd, Drayden, MD 20630	0.11	$132,300	Studio	1	858	Off Market
26505 S Sandgates Rd, Drayden, MD 20630	0.13	-	-	-	-	Off Market
46501 Cooper Creek Ln, Drayden, MD 20630	0.18	$407,000	3	2	1,932	Off Market
Windmill Point Rd, Drayden, MD 20630	0.19	-	-	-	-	Off Market
46575 Cooper Creek Ln, Drayden, MD 20630	0.22	$263,300	Studio	1	930	Off Market
Pristine Way, Drayden, MD 20630	0.26	-	-	-	-	Off Market
Dockside Ln, Drayden, MD 20630	0.26	-	-	-	-	Off Market
Cherryfield Rd, Drayden, MD 20630	0.26	-	-	-	-	Off Market
0 Cherryfield, Drayden, MD 20630	0.26	$164,300	2	2	500	Off Market
18525 Elmos Way, Drayden, MD 20630	0.26	$472,300	Studio	3	2,022	Off Market
18380 Windmill Point Rd, Drayden, MD 20630	0.27	$561,200	Studio	2	1,430	Off Market

Local Information

Map ViewExplore the area around 18489 Windmill Point Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1926

2.36 acre lot

2,314 sqft

$142/sqft

About this House

This single-family home is located at 18489 Windmill Point Rd, Drayden, MD. 18489 Windmill Point Rd is in Drayden, MD and in ZIP code 20630. This property has 1 bathroom and approximately 2,314 sqft of floor space. This property has a lot size of 2.36 acres and was built in 1926.

18489 Windmill Point Rd, Drayden, MD 20630 is a studio, 1 bathroom, 2,314 sqft single-family home built in 1926. It last sold for $115,000 on Aug 15, 2002. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $328,100, with a rent estimate of $2,002/month.

Home Details for 18489 Windmill Point Rd

Interior Features
Levels, Entrance, & Accessibility Stories: 2
Heating & Cooling Air Conditioning
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: MetalDeckExterior: Other

Property Information
Year Built Year Built: 1926
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 2.36 acres

Price and Tax history

Date	Event	Price
Aug 15, 2002 Source: N/A	Sold	$115,000
May 16, 1997 Source: N/A	Sold	$90,000

Year	Property tax	Tax assessment
2025	$2,893	$273,300

Additional Cost

Market trends in Drayden

Last updated September 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

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Sourced by Trulia Market Trends

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
1y 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 18489 Windmill Point Rd

What is 18489 Windmill Point Rd estimated to be worth?
Trulia's estimated value for 18489 Windmill Point Rd in Drayden, MD is $328,100.
What is the price history for 18489 Windmill Point Rd?
18489 Windmill Point Rd in Drayden, MD last sold for $115,000 in August 2002.
Is Drayden a buyer's or seller's market?
Drayden is currently a buyer's market, based on recent for-sale activity.
What are the closest schools to 18489 Windmill Point Rd?
The closest schools to 18489 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 18489 Windmill Point Rd?
The lot at 18489 Windmill Point Rd in Drayden, MD is about 2.4 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
APPLY INSTANTLY
PET FRIENDLY
$2,000/mo
2 bd
1 ba
45765 Guenther Dr #2,
Great Mills, MD 20634
$1,395/mo
1 bd
1 ba
Address Not Disclosed,
Tall Timbers, MD 20690
NEW - 2 DAYS AGO
PET FRIENDLY
$1,850/mo
1 bd
1 ba
46788 Glen Mary Farm Rd #2,
Park Hall, MD 20667
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Drayden
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Off Market Homes Near 18489 Windmill Point Rd

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SOLD
NOV 2, 2026
$165,000
Snow Hill Way,
Lexington Park, MD 20653
Infinitas Realty Group
SOLD
OCT 30, 2026
$360,000
3 bd
2 ba
1,520 sqft
45950 Bates Rd,
Great Mills, MD 20634
CENTURY 21 New Millennium
SOLD
OCT 30, 2026
$349,900
3 bd
2.5 ba
1,500 sqft
17863 2nd St,
Tall Timbers, MD 20690
RE/MAX Realty Group
SOLD
OCT 20, 2026
$419,000
4 bd
3 ba
2,160 sqft
20166 Manor Dr,
Park Hall, MD 20667
The Southside Group Real Estate
SOLD
SEP 24, 2026
$482,000
4 bd
2 ba
2,108 sqft
44939 Shore Dr,
Tall Timbers, MD 20690
Century 21 Redwood Realty
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
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Drayden
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Homes for sale near 18489 Windmill Point Rd

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NEW CONSTRUCTION
1.09 ACRES
$635,900
3 bd
2.5 ba
2,240 sqft
19103 Windsor Ct,
Drayden, MD 20630
RE/MAX One
NEW CONSTRUCTION
1.24 ACRES
$599,900
4 bd
2 ba
2,343 sqft
19163 Porto Bello,
Drayden, MD 20630
RE/MAX One
1.14 ACRES
$559,900
4 bd
3.5 ba
3,436 sqft
19335 Greens Crossing Ct,
Great Mills, MD 20634
CENTURY 21 New Millennium
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
$499,000
3 bd
2 ba
1,371 sqft
47558 Lucas Cove Ln,
Lexington Park, MD 20653
Infinitas Realty Group
189 ACRES
$3,500,000
3 bd
2 ba
4,541 sqft
45776 Boothe Rd,
Drayden, MD 20630
Century 21 Redwood Realty
13.62 ACRES
$970,000
3 bd
2.5 ba
2,590 sqft
46200 Greens Rest Way,
Great Mills, MD 20634
CENTURY 21 New Millennium
COMING SOON 11/20
42 ACRES
$2,250,000
4 bd
3 ba
4,228 sqft
45433 Drayden Rd,
Valley Lee, MD 20692
Century 21 Redwood Realty
0.47 ACRES
$475,000
3 bd
2.5 ba
2,350 sqft
45155 Loblolly Ct,
Tall Timbers, MD 20690
CENTURY 21 New Millennium
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Drayden
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