19106 Windsor Ct
Drayden, MD 20630
4 Beds
3.5 Baths
4 Beds
3.5 Baths
(on 1.06 acres)
Local Information
© Google
-- mins to
Description
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 **
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. This description is from October 17, 2025
Home Highlights
Parking
3 Car Garage
Outdoor
Porch
A/C
Heating & Cooling
HOA
$50/Monthly
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 19106 Windsor Ct
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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 |
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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 |
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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 |
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Price List Price: $794,905 |
Status Change & Dates Off Market Date: Fri Oct 17 2025Possession Timing: 0-30 Days CD, Immediate, Close Of Escrow |
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MLS Status: CLOSED |
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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 |
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Building Details Builder Model: RiverBuilder Name: Integrity Builders |
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Not Senior Community |
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HOA Fee Includes: Common Area MaintenanceHOA Name: PORTO BELLO ESTATES HOAHas an HOAHOA Fee: $600/Annually |
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Lot Area: 1.06 Acres |
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Special Conditions: Standard |
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Contingencies: Home InspectionListing Agreement Type: Exclusive AgencyListing Terms: Conventional, Cash, VA Loan |
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Business Information Ownership: Fee Simple |
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BasementMls Number: MDSM2017922 |
Last check for updates: about 12 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
Price History for 19106 Windsor Ct
| Date | Price | Event | Source |
|---|---|---|---|
| 10/15/2025 | $794,905 | Sold | Bright MLS #MDSM2017922 |
| 10/07/2025 | $794,905 | Pending | Bright MLS #MDSM2017922 |
| 09/25/2025 | $794,905 | Contingent | Bright MLS #MDSM2017922 |
| 01/16/2025 | $794,905 | PriceChange | Bright MLS #MDSM2017922 |
| 12/10/2024 | $775,150 | PriceChange | Bright MLS #MDSM2017922 |
| 04/29/2024 | $773,090 | Listed For Sale | Bright MLS #MDSM2017922 |
Market trends in Great Mills
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
—
Available listings
14
8MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $8,145 |
| Assessment | $755,200 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$3,253/mo
Comparable Sales for 19106 Windsor Ct
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.06 | Single-Family Home | $772,338 | 08/22/25 | 4 | 3.5 | 2,350 | |
0.04 | Single-Family Home | $676,917 | 12/03/25 | 4 | 3.5 | - | |
0.12 | Single-Family Home | $752,454 | 10/08/25 | 4 | 3.5 | - | |
0.50 | Single-Family Home | $591,500 | 09/04/25 | 4 | 3.5 | 2,953 | |
0.40 | Single-Family Home | $682,000 | 07/30/25 | 4 | 2.5 | 3,031 | |
0.72 | Single-Family Home | $624,900 | 10/27/25 | 4 | 3 | 3,808 | |
0.64 | Single-Family Home | $635,000 | 02/26/26 | 4 | 3.5 | 3,534 |
Nearby homes
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Assigned Schools
These are the assigned schools for 19106 Windsor Ct.
- Piney Point Elementary School
- PK-5
- Public
- 453 Students
9/10GreatSchools RatingParent Rating AverageOne 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 Review7mo ago - Spring Ridge Middle School
- 6-8
- Public
- 987 Students
5/10GreatSchools RatingParent Rating AverageSpring Ridge Middle School is a place where students are truly seen and supported. The teachers and staff genuinely care and work hard to meet kids where they are, helping them grow both academically and emotionally. The school social worker has a huge heart for helping and loving students, and it shows every single day.The administration puts in a tremendous amount of effort behind the scenes to support students, staff, and families. Like any school, it’s not perfect—but the commitment to doing what’s best for kids is clear.It’s important to remember that schools can’t do it alone. Parent partnership and accountability matter. When families and the school work together, students have the best chance to succeed.Spring Ridge offers great programs and opportunities for students, and if you’re willing to collaborate, this is a school that will absolutely work with you and support your child.Parent Review1mo ago - Leonardtown High School
- 9-12
- Public
- 2039 Students
5/10GreatSchools RatingParent Rating AverageBoth of my kids attended and had very positive experiences. They were involved in multiple clubs, the marching band, and the Tech Center. Five stars from me!Parent Review1mo ago 
Check out schools near 19106 Windsor Ct.
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.
LGBTQ Local Legal Protections
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19106 Windsor Ct, Drayden, MD 20630 is a 4 bedroom, 4 bathroom single-family home built in 2024. This property is not currently available for sale. 19106 Windsor Ct was last sold on Oct 15, 2025 for $794,905 (0% higher than the asking price of $794,905). The current Trulia Estimate for 19106 Windsor Ct is $819,800.