
23155 Greenstone Dr 3, Leonardtown, MD 20650
Estimated payment $7,917/month
Highlights
- Filtered Pool
- Gourmet Kitchen
- Dual Staircase
- Leonardtown Middle School Rated A-
- Open Floorplan
- Colonial Architecture
About This Home
Luxury, Space, and Sophistication – All in One Remarkable Property! Prepare to be impressed by this meticulously maintained almost 7,000 sq ft estate—a rare gem that blends luxury, comfort, and functionality in every detail. If your current home lacks character or space, this extraordinary residence will exceed all your expectations! Interior Highlights: • Gourmet Kitchen with oversized island, walk-in pantry featuring a second island and refrigerator • Wet bar/Coffee station and recessed lighting throughout • Main-level office with custom built-in desk and counters • Spacious dining room and large breakfast area perfect for gatherings • Stainless steel appliances and cozy propane fireplace •Under cabinet lighting • Cat 6 wiring throughout for seamless connectivity and hard wired ethernet cables in every room• Wifi access point on every floor •Laundry rooms on all three levels for ultimate convenience • Two staircases provide easy access to the second floor Owner’s Retreat: • Expansive Owner’s Suite with a massive walk-in closet featuring an island with built-in cabinetry • Spa-like ensuite bath with rain shower head, dual sprayers, and tiled ledge Bedroom Features: • 6 spacious bedrooms, 5 equipped with custom closet organizers Entertainment & Lifestyle: • Sunroom leading to a covered porch—perfect for year-round relaxation • Theatre room with projector, 7.1 surround sound with 150" screen and projector and bar in the basement • 20’ x 40’ chlorinated pool with a 9” deep sundeck, automatic cover, and expansive patio • Blink security system with cameras and spotlights and alarm contacts and glass break sensors • Safe area under front porch • Stunning foyer chandelier that makes a grand first impression Garage & Storage: • Oversized gutters with leaf guards •Attached 3-car side load garage with remote door openers • Detached 42’ x 38’ garage/workshop—ideal for storage, hobbies, or a man cave with 960 sq ft of conditioned space Bonus Features: • Fully insulated floors and interior walls for sound control •Tankless water heater & whole house dehumidifier• Full 18-zone yard irrigation system • Gutters piped underground • Includes an additional 4+ acre lot—a rare opportunity to expand or enjoy added privacy This home truly has everything—and it’s all been immaculately maintained. Private showings available by appointment only with a minimum of one hour notice.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,781
Year Built
- Built in 2020
Lot Details
- 1.52 Acre Lot
- Sprinkler System
- Property is in excellent condition
- Property is zoned RPD
HOA Fees
- $75 Monthly HOA Fees
Parking
- 5 Garage Spaces | 3 Attached and 2 Detached
- Parking Storage or Cabinetry
- Side Facing Garage
- Garage Door Opener
- Driveway
Home Design
- Colonial Architecture
- Vinyl Siding
- Concrete Perimeter Foundation
Interior Spaces
- Property has 3 Levels
- Open Floorplan
- Wet Bar
- Dual Staircase
- Sound System
- Built-In Features
- Bar
- Ceiling Fan
- Recessed Lighting
- Gas Fireplace
- Family Room Off Kitchen
- Dining Area
Kitchen
- Gourmet Kitchen
- Breakfast Area or Nook
- Butlers Pantry
- Double Oven
- Electric Oven or Range
- Down Draft Cooktop
- Built-In Microwave
- Dishwasher
- Stainless Steel Appliances
- Kitchen Island
- Upgraded Countertops
- Disposal
Flooring
- Engineered Wood
- Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- En-Suite Bathroom
- Walk-In Closet
- Walk-in Shower
Laundry
- Laundry Room
- Laundry on main level
- Electric Dryer
- Washer
Finished Basement
- Interior and Exterior Basement Entry
- Laundry in Basement
- Basement Windows
Home Security
- Home Security System
- Exterior Cameras
- Motion Detectors
Pool
- Filtered Pool
- In Ground Pool
Utilities
- Zoned Cooling
- Heat Pump System
- Well
- Tankless Water Heater
- Propane Water Heater
- Septic Tank
Community Details
- The Preserve At Big Chestnut HOA
- Big Chestnut Subdivision
Listing and Financial Details
- Tax Lot 21
- Assessor Parcel Number 1903077160
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $8,665 | $810,667 | $0 | $0 |
2023 | $7,906 | $761,733 | $0 | $0 |
2022 | $7,406 | $712,800 | $132,600 | $580,200 |
2021 | $7,250 | $697,600 | $0 | $0 |
2020 | $7,093 | $682,400 | $0 | $0 |
2019 | $1,094 | $107,600 | $107,600 | $0 |
2018 | $1,077 | $105,933 | $0 | $0 |
2017 | $1,060 | $104,267 | $0 | $0 |
2016 | -- | $102,600 | $0 | $0 |
2015 | $1,146 | $102,600 | $0 | $0 |
2014 | $1,146 | $102,600 | $0 | $0 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
06/10/2025 06/10/25 | For Sale | $1,300,000 | +733.3% | $221 / Sq Ft |
10/04/2019 10/04/19 | Sold | $156,000 | 0.0% | -- |
10/04/2019 10/04/19 | Pending | -- | -- | -- |
10/04/2019 10/04/19 | For Sale | $156,000 | -- | -- |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Deed | $156,000 | Titlemax Llc |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Closed | $0 | Credit Line Revolving | |
Open | $510,400 | New Conventional | |
Closed | $500,000 | Construction | |
Closed | $124,800 | Purchase Money Mortgage | |
Previous Owner | $660,000 | Stand Alone Refi Refinance Of Original Loan |
About the Listing Agent

As a St. Mary’s County native, born and raised in the Hollywood / Leonardtown area, and a former self employed business owner that tripled the business sales, I have the drive to excel in helping you with your real estate needs.
I am very involved in my community. I am the past Vice President of the Hollywood Volunteer Fire Department and have held the offices of Treasurer and President. I stay locally involved to keep my home town a town that all want to live in as current Chair of the
Jimmy's Other Listings
Source: Bright MLS
MLS Number: MDSM2025294

APN: 03-077160
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