18439 Windmill Point Rd, Drayden, MD 20630
Property image
Property image
OFF MARKET

$377,800

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

18439 Windmill Point Rd, Drayden, MD 20630

Est. Refi. Payment $2,342/mo*
Refinance Your Home
Currently Off Market - Sold Feb 10, 2023 for $306,900

Home Value

Trulia Estimate
$378K
Since last month
Decreased$4K (-0.9%)
Since last year
Decreased$200 (-0.1%)
Since last sale
Increased$71K (+23%)
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 +37% in the last 10 years
MonthEstimated value
2026
September 2026$378K
August 2026$381K
July 2026$384K
June 2026$388K
May 2026$388K
April 2026$385K
March 2026$382K
February 2026$373K
January 2026$371K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
0.69
Single-Family Home
$524,900
08/12/26
4
2.5
2,552
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
19005 N Porto Bello Dr, Drayden, MD
1.14
Single-Family Home
$660,000
07/24/26
5
3.5
4,022
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
45810 Aberdeen Ln, Valley Lee, MD
2.04
Single-Family Home
$397,000
12/19/25
3
2
1,350
45954 Burns Dr, Valley Lee, MD
1.84
Single-Family Home
$585,000
07/01/26
5
2.5
2,430

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
0.04
$240,700
3
2
1,152
Off Market
Dockside Ln, Drayden, MD 20630
0.33
-
-
-
-
Off Market
46461 Porto Bello Ct, Drayden, MD 20630
0.53
$680,000
5
3
3,430
For Sale
46441 Porto Bello Ct, Drayden, MD 20630
0.54
$698,800
4
2.5
3,448
Off Market
18747 Vernon Ct, Drayden, MD 20630
0.58
$640,000
4
2.5
3,572
Recently Sold
18760 Vernon Ct, Drayden, MD 20630
0.66
$796,800
4
4.5
5,298
Off Market
46112 Slye Way, Drayden, MD 20630
0.69
$524,900
4
2.5
2,552
Recently Sold
46442 Hyatt Ct, Drayden, MD 20630
0.71
$635,000
4
3.5
3,534
Recently Sold
18465 Cherryfield Rd, Drayden, MD 20630
0.74
$250,000
-
-
-
Recently Sold
18361 Cherryfield Rd, Drayden, MD 20630
0.78
-
-
-
-
Off Market
18631 Cherryfield Rd, Drayden, MD 20630
0.80
$393,400
3
2
1,864
Off Market
3 Mount Pleasant Farms, Drayden, MD 20630
0.92
-
-
-
-
Off Market

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

Home Highlights

Single-Family Home
Built in 1943
2.05 acre lot
2,104 sqft
$180/sqft

About this House

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.
18439 Windmill Point Rd, Drayden, MD 20630 is a 4 bedroom, 2 bathroom, 2,104 sqft single-family home built in 1943. It last sold for $306,900 on Feb 10, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $377,800, with a rent estimate of $2,397/month.

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 and Tax history

DateEventPrice
Feb 10, 2023
Source: Bright MLS #MDSM2009800
Sold
$306,900
Jan 20, 2023
Source: RE/MAX International #MDSM2009800
Pending
$324,900
Jan 20, 2023
Source: RE/MAX International
ListingRemoved
Jan 5, 2023
Source: Bright MLS #MDSM2009800
PriceChange
$324,900
Price decreased by 7%
Oct 29, 2022
Source: Bright MLS #MDSM2009800
Listed For Sale
$349,900

Market trends in Drayden

Last updated August 2026
Buyer'sMarketSeller'sMarket
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

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 18439 Windmill Point Rd

  • What is 18439 Windmill Point Rd estimated to be worth?
    Trulia's estimated value for 18439 Windmill Point Rd in Drayden, MD is $377,800.
  • What is the price history for 18439 Windmill Point Rd?
    18439 Windmill Point Rd in Drayden, MD last sold for $306,900 in February 2023.
  • 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 18439 Windmill Point Rd?
    The closest schools to 18439 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).
  • Does 18439 Windmill Point Rd have air conditioning?
    Yes, 18439 Windmill Point Rd in Drayden, MD has air conditioning.
  • Does 18439 Windmill Point Rd have laundry facilities?
    Yes, 18439 Windmill Point Rd in Drayden, MD has in-unit laundry.

Apartments for Rent

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Off Market Homes Near 18439 Windmill Point Rd

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