19106 Windsor Ct, Drayden, MD 20630
Property image
Property image
OFF MARKET

$818,300

Trulia Estimate
  • 4 Beds
  • 3.5 Baths

19106 Windsor Ct, Drayden, MD 20630

Est. Refi. Payment $4,946/mo*
Refinance Your Home
Currently Off Market - Sold Oct 15, 2025 for $794,905

Home Value

Trulia Estimate
$818K
Since last month
Decreased$6K (-0.7%)
Since last year
Increased$19K (+2.4%)
Since last sale
Increased$21K (+2.6%)
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 +5% in the last 10 years
MonthEstimated value
2026
September 2026$816K
August 2026$822K
July 2026$812K
June 2026$819K
May 2026$814K
April 2026$812K
March 2026$812K
February 2026$806K
January 2026$810K
2025
2024

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
46213 Stasha Ct, Drayden, MD
0.04
Single-Family Home
$676,917
12/03/25
4
3.5
-
46189 Stasha Ln, Drayden, MD
0.12
Single-Family Home
$752,454
10/08/25
4
3.5
-
46210 Lisa Marie Ct, Drayden, MD
0.21
Single-Family Home
$660,000
06/15/26
4
3
2,486
19005 N Porto Bello Dr, Drayden, MD
0.26
Single-Family Home
$660,000
07/24/26
5
3.5
4,022
19305 Greens Crossing Ct, Great Mills, MD
0.47
Single-Family Home
$735,000
07/29/26
4
3.5
4,588
46195 Kayak Ct, Great Mills, MD
0.58
Single-Family Home
$623,000
06/30/26
5
3.5
3,380
19211 Nelson Ct, Valley Lee, MD
0.54
Single-Family Home
$555,000
06/12/26
4
2.5
2,184
46230 Kayak Ct, Great Mills, MD
0.72
Single-Family Home
$624,900
10/27/25
4
3
3,808
45954 Burns Dr, Valley Lee, MD
0.57
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
46213 Stasha Ct, Drayden, MD 20630
0.04
$676,917
4
3.5
-
Recently Sold
46219 Shasha Ct, Drayden, MD 20630
0.06
$799,100
4
3.5
2,350
Off Market
46234 Stasha Ct, Drayden, MD 20630
0.07
$679,900
4
2.5
2,643
For Sale
19112 Windsor Ct, Drayden, MD 20630
0.05
$703,300
4
3.5
2,683
Off Market
46192 Stasha Ct, Drayden, MD 20630
0.06
$702,200
4
3.5
3,640
Off Market
19163 Porto Bello, Drayden, MD 20630
0.10
$599,900
4
2.5
2,343
For Sale
19118 Windsor Ct, Drayden, MD 20630
0.08
$656,000
4
2.5
2,648
Off Market
19157 N Porto Bello Dr, Drayden, MD 20630
0.12
$716,300
4
2.5
-
Off Market
46198 Stasha Ct, Drayden, MD 20630
0.09
$779,900
6
3.5
4,574
Off Market
19124 Windsor Ct, Drayden, MD 20630
0.11
$840,000
7
4
4,348
Off Market
19121 Windsor Ct, Drayden, MD 20630
0.12
$808,400
3
2.5
-
Off Market

Local Information

  • Map ViewExplore the area around 19106 Windsor Ct.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2024
1.06 acre lot
3 Car Garage
HOA $50/mo

About this House

Immediate OCCUPANCY ** One ACRE Plus WOODED Level LOT ** THREE CAR GARAGE ** STUDY w/Accent Wall ** GOURMET Kitchen w/level 4 QUARTZ ** Custom BOX Ceiling above ISLAND ** FRENCH Door Refrigerator ** DOUBLE Wall Oven ** Custom PANTRY ** Upgraded LUXURY Vinyl Flooring** MASTER Suite w/ BOX Ceiling ** Walk in Closet W/CUSTOM Shelving ** MASTER Walk in SHOWER w/ Nitches & Accent Tile ** STONE Fireplace w/Custom Mantel ** Shiplap Accent Walls ** Lower Level REC ROOM * DEN/Bedroom & BATH ** Washer/Dryer ** 12 x 16 Synthetic SCREENED in PORCH ** DUEL Heating Systems ** INTERNET Available *** Street LIGHTS ** Builders 2-10 WARRANTY ** SECURITY System ** Please excuse our mess as we complete construction** This is One of St. Mary’s county’s BEST locations. The community is over 200 ACRES *** Porto Bello offers a rare opportunity to live in a quiet OASIS of 1+ plus acre WOODED lots. Just minutes away from Rt. 2/4 located just south of Leonardtown, Maryland. Drayden, Maryland is a beautiful town that is bordered by water and CLOSE to the PAX base, shopping and entertainment **
19106 Windsor Ct, Drayden, MD 20630 is a 4 bedroom, 4 bathroom single-family home built in 2024. It last sold for the $794,905 asking price on Oct 15, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $818,300, with a rent estimate of $3,281/month.
Last check for updates: about 6 hours ago
Listed by Lisa Riggleman, (410) 507-1233
RE/MAX One
Bought with: Gloria Huber, (703) 887-4662, The Southside Group Real Estate
Source: Bright MLS, MLS#MDSM2017922

Home Details for 19106 Windsor Ct

Interior Features

Interior Details
Basement: Partially Finished,Sump Pump,Water Proofing System,WindowsNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 3
Appliances & Utilities
Appliances: Dishwasher, Exhaust Fan, Ice Maker, Double Oven, Washer, Dryer, Electric Water HeaterDishwasherDryerLaundry: Main LevelWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Heat Pump,Zoned,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Insert, Mantel(s)Has a Fireplace
Windows, Doors, Floors & Walls
Window: Low Emissivity Windows, Screens, Insulated WindowsFlooring: Concrete, Luxury Vinyl, Carpet
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: NoneFloors: Concrete, Luxury Vinyl, Carpet
View
No View
Security
Security: Exterior Cameras

Exterior Features

Exterior Home Features
Roof: Architectural ShinglePatio / Porch: Screened, PorchOther Structures: Above Grade, Below GradeExterior: Lighting, Sidewalks, Street LightsFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 9Parking: Garage Faces Front,Garage Door Opener,Oversized,Asphalt,Attached,Off Street
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: On Site Septic

Property Information

Year Built
Year Built: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: Stick Built, Stone, Vinyl Siding, Asphalt, Concrete, GlassIs a New ConstructionNo Additional Parcels
Property Information
Condition: ExcellentParcel Number: 1902178804

Price & Status

Price
List Price: $794,905
Status Change & Dates
Off Market Date: Fri Oct 17 2025Possession Timing: 0-30 Days CD, Immediate, Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: DRAYDENCommunity: Portobello Estates
School Information
Elementary School District: St. Mary's County Public SchoolsJr High / Middle School District: St. Mary's County Public SchoolsHigh School District: St. Mary's County Public Schools

Building

Building Details
Builder Model: RiverBuilder Name: Integrity Builders

Community

Not Senior Community

HOA

HOA Fee Includes: Common Area MaintenanceHOA Name: PORTO BELLO ESTATES HOAHas an HOAHOA Fee: $600/Annually

Lot Information

Lot Area: 1.06 Acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Home InspectionListing Agreement Type: Exclusive AgencyListing Terms: Conventional, Cash, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDSM2017922

Price and Tax history

DateEventPrice
Oct 15, 2025
Source: Bright MLS #MDSM2017922
Sold
$794,905
Oct 7, 2025
Source: Bright MLS #MDSM2017922
Pending
$794,905
Sep 25, 2025
Source: Bright MLS #MDSM2017922
Contingent
$794,905
Jan 16, 2025
Source: Bright MLS #MDSM2017922
PriceChange
$794,905
Price increased by 3%
Dec 10, 2024
Source: Bright MLS #MDSM2017922
PriceChange
$775,150
Price increased by 0%

Market trends in Great Mills

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
1MoM

Around this home

What Locals Say about Great Mills

At least 40 Trulia users voted on each feature.

  • 98 % Say car is needed

  • 85 % Say it's dog friendly

  • 85 % Say parking is easy

  • 79 % Say kids play outside

  • 72 % Say there are sidewalks

  • 71 % Say yards are well-kept

  • 71 % Say there's holiday spirit

  • 65 % Say people would walk alone at night

  • 54 % Say there's wildlife

  • 49 % Say it's quiet

  • 46 % Say neighbors are friendly

  • 44 % Say streets are well-lit

  • 37 % Say it's walkable to grocery stores

  • 36 % Say it's walkable to restaurants

  • 33 % Say they plan to stay for at least 5 years

  • 21 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • 2nk59q58y5
    "All the holiday attractions. Neighborhood pool that opens in the summer and all the kids enjoying themselves "
    0
    Flag
  • 2nk59q58y5
    "Love the area, just need to find a 1 level house. Can’t no longer do the townhouse. People are friendly."
    0
    Flag
  • Trevor Strand
    "Large lots that separate homes and create privacy. Old and new neighborhoods down flat iron. No sidewalks and no place to walk "
    0
    Flag
  • Joseph W. J. J.
    "Quiet, feeling of safety and security. Also its near many stores and The Patuxent River Naval Air Station. "
    0
    Flag
  • Joseph W. J. J.
    "Nothing, pretty normal just like any other neighborhood. just a little safe than most. Not much for kids to do here. The neighborhood needs to be opened up some more fir them to play! Bigger parking spot, everyone is to close."
    0
    Flag
  • Joseph W. J. J.
    "The dog park in the neighborhood. well lit areas and friendly neighbors. They might not like that it's a small community. "
    0
    Flag
  • Nicholas V.
    "Great Mills MD is sandwiched between MD section 8 housing left over from the late 1980s gentrification of the Baltimore projects. Theft and vandalism is rampant. Drivers are outright hostile. Weekly door knockers pose as home security salesmen with clearly uninsured personal vehicles. Mail is contracted out and frequently opened or packages damaged. "
    1
    Flag
  • Sewing A. M.
    "This neighborhood is like 90% parents with small children, plenty of friends to make around here. Very safe. Nice online community."
    0
    Flag
  • Alexis B.
    "I’ve lived in this neighborhood for 16 years. When I first moved here it was peaceful and quiet kids running around everywhere. Now it’s not safe at all I won’t let my kids go outside because their are drug deals going on in our community. It only takes one person to get mad and start shooting, people fly up and down the road without giving a care in the world about others safety!!"
    7
    Flag
  • Mandiwest1234
    "the wonderful people and their wonderfulbpersonalities make my neighborhood unique in the best way ever "
    0
    Flag
  • Robin H.
    "VERY PEACEFUL PLACE TO LIVE. SCENIC LOCATION TO WORK. SAFE,QUITE, FRIENDLY, BEAUTIFUL, LOTS OF WATER SPORTS OPPORTUNITIES, GREAT RESTAURANTS, HISTORY,GREAT PLACE FOR FAMILIES "
    0
    Flag
  • gjweston
    "I live here and love the rural atmosphere, abundant wildlife, beautiful waterways and friendly people."
    0
    Flag
  • Janie
    "Live here - quiet neighborhood, close to schools, rescue/fire department - 5 minutes to Patuxent River NAS"
    3
    Flag

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Frequently asked questions about 19106 Windsor Ct

  • What is 19106 Windsor Ct estimated to be worth?
    Trulia's estimated value for 19106 Windsor Ct in Drayden, MD is $818,300.
  • What is the price history for 19106 Windsor Ct?
    19106 Windsor Ct in Drayden, MD last sold for $794,905 in October 2025.
  • Is Drayden a buyer's or seller's market?
    Drayden is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Drayden?
    Residents describe Drayden, MD as dog-friendly, easy to park in, and pedestrian-friendly. See recently sold homes in Drayden, MD.
  • Does 19106 Windsor Ct have air conditioning?
    Yes, 19106 Windsor Ct in Drayden, MD has air conditioning.
  • Does 19106 Windsor Ct have laundry facilities?
    Yes, 19106 Windsor Ct in Drayden, MD has in-unit laundry.

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