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)

$383,500

Trulia Estimate

as of Jun 26, 2026

Est. Refi. Payment $2,230/mo*

Refinance Your Home

$383,500

Trulia Estimate

as of Jun 26, 2026

Est. Refi. Payment $2,230/mo*

Refinance Your Home

4 Beds

1.5 Baths

2,104 sqft

(on 2.05 acres)

Local Information

Map ViewExplore the area around 18439 Windmill Point Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- 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

Less than a day ago

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

Market trends in Drayden

Last updated May 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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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
18747 Vernon Ct, Drayden, MD	0.58	Single-Family Home	$640,000	05/11/26	4	2.5	3,572
46442 Hyatt Ct, Drayden, MD	0.71	Single-Family Home	$635,000	02/26/26	4	3.5	3,534
46210 Lisa Marie Ct, Drayden, MD	1.12	Single-Family Home	$660,000	06/15/26	4	3	2,486
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
19211 Nelson Ct, Valley Lee, MD	1.70	Single-Family Home	$555,000	06/12/26	4	2.5	2,184
45903 Burns Dr, Valley Lee, MD	1.92	Single-Family Home	$450,000	05/27/26	3	2	1,964
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

Nearby homes

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

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OFF MARKET
Est. $226,900
3 bd
2 ba
1,152 sqft
18459 Windmill Point Rd,
Drayden, MD 20630
Coldwell Banker Jay Lilly Real Estate
OFF MARKET
Dockside Ln,
Drayden, MD 20630
OFF MARKET
Est. $707,500
4 bd
2.5 ba
3,448 sqft
46441 Porto Bello Ct,
Drayden, MD 20630
O'Brien Realty ERA Powered
OFF MARKET
Est. $722,100
5 bd
3 ba
3,462 sqft
46461 Porto Bello Ct,
Drayden, MD 20630
CENTURY 21 New Millennium
SOLD
MAY 11, 2026
$640,000
4 bd
2.5 ba
3,572 sqft
18747 Vernon Ct,
Drayden, MD 20630
RE/MAX Realty Group
OFF MARKET
Est. $807,700
4 bd
4.5 ba
5,298 sqft
18760 Vernon Ct,
Drayden, MD 20630
CENTURY 21 New Millennium
SOLD
FEB 26, 2026
$635,000
4 bd
3.5 ba
3,534 sqft
46442 Hyatt Ct,
Drayden, MD 20630
RE/MAX Realty Group
SOLD
MAR 25, 2026
$250,000
18465 Cherryfield Rd,
Drayden, MD 20630
JPAR Real Estate Professionals
OFF MARKET
18361 Cherryfield Rd,
Drayden, MD 20630
Irvin Realty LLC
OFF MARKET
Est. $392,900
3 bd
2 ba
1,864 sqft
18631 Cherryfield Rd,
Drayden, MD 20630
CENTURY 21 New Millennium
OFF MARKET
3 Mount Pleasant Farms,
Drayden, MD 20630
EXP Realty, LLC
SOLD
MAR 13, 2026
$152,000
4 Mount Pleasant Farms,
Drayden, MD 20630
EXP Realty, LLC

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Additional Cost

Assigned Schools

These are the assigned schools for 18439 Windmill Point Rd.

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

Apartments for Rent

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$1,390/mo
1 bd
1 ba
Potomac Pines | 17476 Piney Point Rd #1d522b748,
Piney Pt, MD 20674
APPLY INSTANTLY
$1,850/mo
2 bd
2 ba
45146 Andover Estates Rd #4,
Valley Lee, MD 20692
PET FRIENDLY
$1,900/mo
2 bd
1.5 ba
46165 Kayak Ct #A,
Great Mills, MD 20634
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Drayden
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Homes for sale near 18439 Windmill Point Rd

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NEW - 11 HRS AGO
1.56 ACRES
$678,000
5 bd
3.5 ba
4,022 sqft
19005 N Porto Bello Dr,
Drayden, MD 20630
Coldwell Banker 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
1.09 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
2.5 ba
2,343 sqft
19163 Porto Bello,
Drayden, MD 20630
RE/MAX One
COMING SOON 7/8
1.37 ACRES
$725,000
4 bd
3.5 ba
4,588 sqft
19305 Greens Crossing Ct,
Great Mills, MD 20634
Deep Roots Real Estate
NEW
COMING SOON 7/1
1.14 ACRES
$599,900
5 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
3 bd
3.5 ba
2,253 sqft
19166 N Porto Bello Dr,
Drayden, MD 20630
RE/MAX One
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.
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Drayden
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Off Market Homes Near 18439 Windmill Point Rd

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SOLD
JUN 18, 2026
$400,000
4 bd
1 ba
2,442 sqft
46774 Maggie Mae Ln,
Lexington Park, MD 20653
Coldwell Banker Premier
SOLD
JUN 12, 2026
$555,000
4 bd
2.5 ba
2,184 sqft
19211 Nelson Ct,
Valley Lee, MD 20692
RE/MAX One
SOLD
JUN 10, 2026
$575,000
3 bd
3 ba
2,935 sqft
48425 Princess Ct,
Lexington Park, MD 20653
O'Brien Realty ERA Powered
SOLD
JUN 4, 2026
$450,000
2 bd
2 ba
1,626 sqft
18858 Russell Rd,
Valley Lee, MD 20692
SOLD
JUN 3, 2026
$500,000
Piney point Rd,
Piney pt, MD 20674
SOLD
JUN 3, 2026
$385,000
4 bd
2 ba
2,016 sqft
20601 Poppys Way,
Lexington Park, MD 20653
O'Brien Realty ERA Powered
SOLD
JUN 1, 2026
$340,000
3 bd
1 ba
1,144 sqft
20575 Poppys Way,
Lexington Park, MD 20653
Berkshire Hathaway HomeServices PenFed Realty
SOLD
MAY 27, 2026
$450,000
3 bd
2 ba
1,964 sqft
45903 Burns Dr,
Valley Lee, MD 20692
CENTURY 21 New Millennium
SOLD
MAY 12, 2026
$400,000
3 bd
2 ba
1,604 sqft
48146 Mallard View Ln,
Saint Inigoes, MD 20684
SOLD
MAY 6, 2026
$200,000
Flat Iron Rd,
Valley Lee, MD 20692
EXP Realty, LLC
See more homes for sale in
Drayden
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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 $383,500.

18439 Windmill Point Rd
Drayden, MD 20630

$383,500

$383,500

Local Information