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

OFF MARKET

18439 Windmill Point Rd
Drayden, MD 20630

4 Beds
1.5 Baths
2,104 sqft (on 2.05 acres)

$385,300

Trulia Estimate

as of May 9, 2026

Est. Refi. Payment $2,200/mo*

Refinance Your Home

$385,300

Trulia Estimate

as of May 9, 2026

Est. Refi. Payment $2,200/mo*

Refinance Your Home

4 Beds

1.5 Baths

2,104 sqft

(on 2.05 acres)

Homes for sale near 18439 Windmill Point Rd

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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
1.09 ACRES
$635,900
3 bd
2.5 ba
2,240 sqft
19103 Windsor Ct,
Drayden, MD 20630
RE/MAX One
2.79 ACRES
$594,900
5 bd
2.5 ba
2,430 sqft
45954 Burns Dr,
Valley Lee, MD 20692
EXP Realty, LLC
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
3 bd
3.5 ba
2,253 sqft
19166 N Porto Bello Dr,
Drayden, MD 20630
RE/MAX One
COMING SOON 5/19
1.12 ACRES
$629,000
5 bd
3.5 ba
3,380 sqft
46195 Kayak Ct,
Great Mills, MD 20634
CENTURY 21 New Millennium
COMING SOON 5/14
1.72 ACRES
$1,900,000
4 bd
3.5 ba
5,747 sqft
19393 N Snow Hill Manor Rd,
Lexington Park, MD 20653
Long & Foster Real Estate, Inc.
COMING SOON 5/29
1.12 ACRES
$449,000
4 bd
4 ba
2,950 sqft
47843 Yaocomico Ln,
Lexington Park, MD 20653
CENTURY 21 New Millennium
1.03 ACRES
$505,000
4 bd
2 ba
2,108 sqft
44939 Shore Dr,
Tall Timbers, MD 20690
Century 21 Redwood Realty
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Apartments for Rent

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$1,390/mo
1 bd
1 ba
17476 Piney Point Rd #1d522b748,
Piney Pt, MD 20674
APPLY INSTANTLY
$1,950/mo
2 bd
2 ba
45146 Andover Estates Rd #4,
Valley Lee, MD 20692
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Local Information

-- mins to

Commute Destination

Description

Adorable cape cod on over 2 acres with a beautiful country setting. Definitely not a cookie cutter home! Charm and character abound in this move in ready home with over 2100 sq. feet of living space. Updates throughout and includes stainless appliances, granite counters, newer flooring and fresh paint. 3 bedrooms on the main level with a spacious 4th upstairs which was used as the owner's suite. Propane tankless hot water heater and propane cooktop stove. Large windows that create lots of natural light and provide serene, peaceful views. Heat pump with oil backup and is on a regular service plan with SMO. Brand new custom designed BAT septic system just recently installed. This home is close to Dennis Point marina, and the popular Captain Pat's restaurant, with the convenience of an easy commute to PAX RIVER NAVAIR.

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

No Info

Outdoor

Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 18439 Windmill Point Rd

Interior Features
Heating & Cooling Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 2
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Vinyl

Property Information
Year Built Year Built: 1943
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 2.05 acres

Price History for 18439 Windmill Point Rd

Date	Price	Event	Source
02/10/2023	$306,900	Sold	Bright MLS #MDSM2009800
Recording Date 02/10/2023 County Transfer Tax N/A Total Transfer Tax N/A
01/20/2023	$324,900	Pending	RE/MAX International #MDSM2009800

01/20/2023		ListingRemoved	RE/MAX International

01/05/2023	$324,900	PriceChange	Bright MLS #MDSM2009800
Price Change $25,000 (-7%)
10/29/2022	$349,900	Listed For Sale	Bright MLS #MDSM2009800

03/24/2021		ListingRemoved	N/A

04/12/2017	$260,000	Sold	N/A
Recording Date 04/12/2017 Contract Date 03/17/2017 County Transfer Tax $2,600 Total Transfer Tax $3,900
04/11/2017	$265,000	PendingToActive	N/A

02/11/2017	$265,000	Pending	N/A

02/08/2017	$265,000	PriceChange	N/A
Price Change $4,500 (-2%)
12/13/2016	$269,500	PriceChange	N/A
Price Change $5,400 (-2%)
10/31/2016	$274,900	PriceChange	N/A
Price Change $5,000 (-2%)
08/10/2016	$279,900	Listed For Sale	Agent Provided

06/30/2004	$175,900	Sold	N/A
Recording Date 06/30/2004 County Transfer Tax N/A Total Transfer Tax N/A
01/23/2003	$120,000	Sold	N/A
Recording Date 01/23/2003 County Transfer Tax N/A Total Transfer Tax N/A
11/05/2001	$57,000	Sold	N/A
Recording Date 11/05/2001 County Transfer Tax N/A Total Transfer Tax N/A
05/18/1999	$90,000	Sold	N/A
Recording Date 05/18/1999 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$3,523
Assessment	$315,500

Home facts updated by county records

Comparable Sales for 18439 Windmill Point Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
18631 Cherryfield Rd, Drayden, MD	0.80	Single-Family Home	$380,000	05/27/25	3	2	1,864
46442 Hyatt Ct, Drayden, MD	0.71	Single-Family Home	$635,000	02/26/26	4	3.5	3,534
19112 Windsor Ct, Drayden, MD	1.37	Single-Family Home	$678,830	06/13/25	4	3.5	2,683
46219 Shasha Ct, Drayden, MD	1.29	Single-Family Home	$772,338	08/22/25	4	3.5	2,350
46219 Stasha Ct, Drayden, MD	1.29	Single-Family Home	$772,338	09/05/25	3	2.5	2,350
19172 Porto Bello Ln, Drayden, MD	1.48	Single-Family Home	$717,583	05/27/25	4	3.5	2,350
17911 Rosecroft Rd, Lexington Park, MD	1.82	Single-Family Home	$850,000	11/17/25	4	2	2,548
19201 Nelson Ct, Valley Lee, MD	1.66	Single-Family Home	$591,500	09/04/25	4	3.5	2,953
45810 Aberdeen Ln, Valley Lee, MD	2.04	Single-Family Home	$397,000	12/19/25	3	2	1,350
19272 Vanderhoof Ln, Valley Lee, MD	1.65	Single-Family Home	$682,000	08/04/25	4	3	3,031

Assigned Schools

These are the assigned schools for 18439 Windmill Point Rd.

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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

Learn more about our methodology.

LGBTQ Local Legal Protections

Additional Cost

Homes for rent near 18439 Windmill Point Rd

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$2,400/mo
3 bd
2 ba
1,540 sqft
19479 N Snow Hill Manor Rd,
Lexington Park, MD 20653
$2,000/mo
3 bd
1.5 ba
18355 Bauer Rd,
Lexington Park, MD 20653
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Off Market Homes Near 18439 Windmill Point Rd

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SOLD
MAY 6, 2026
$200,000
Flat Iron Rd,
Valley Lee, MD 20692
EXP Realty, LLC
SOLD
APR 30, 2026
$365,000
3 bd
2 ba
1,644 sqft
44731 Blake Creek Rd,
Leonardtown, MD 20650
EXP Realty, LLC
SOLD
APR 28, 2026
$324,900
3 bd
2 ba
1,330 sqft
17262 Larimer St,
Piney Point, MD 20674
RE/MAX One
SOLD
APR 20, 2026
$200,000
44562 Oliver Dr,
Piney Pt, MD 20692
SOLD
MAR 31, 2026
$375,000
3 bd
2 ba
1,400 sqft
19830 Fall Ct,
Great Mills, MD 20634
CENTURY 21 New Millennium
SOLD
MAR 31, 2026
$315,000
2 bd
2 ba
1,040 sqft
45394 Walnut St,
Piney Point, MD 20674
Taylor Properties
SOLD
MAR 25, 2026
$250,000
18465 Cherryfield Rd,
Drayden, MD 20630
JPAR Real Estate Professionals
SOLD
MAR 23, 2026
$524,900
4 bd
2.5 ba
2,184 sqft
48487 Heritage Hill Ln,
Saint Inigoes, MD 20684
RE/MAX One
SOLD
MAR 16, 2026
$560,000
4 bd
2.5 ba
2,400 sqft
17490 Lighthouse Commons Dr,
Piney Pt, MD 20674
CENTURY 21 New Millennium
SOLD
FEB 25, 2026
$530,000
4 bd
3.5 ba
3,847 sqft
46486 Hilton Ridge Dr,
Lexington Park, MD 20653
Infinitas Realty Group
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18439 Windmill Point Rd, Drayden, MD 20630 is a 4 bedroom, 2 bathroom, 2,104 sqft single-family home built in 1943. This property is not currently available for sale. 18439 Windmill Point Rd was last sold on Feb 10, 2023 for $306,900. The current Trulia Estimate for 18439 Windmill Point Rd is $385,300.

18439 Windmill Point Rd
Drayden, MD 20630

$385,300

$385,300

Homes for sale near 18439 Windmill Point Rd

Apartments for Rent

Local Information