This stunning and beautifully maintained Rambler sits on 17 picturesque acres, offering a rare opportunity for those seeking space, serenity, and unlimited potential. Whether you're envisioning a small vineyard, an events or wedding venue, a horse farm, farmette, or a thriving home-based business, this property is ready to accommodate your vision. The home features a well-designed floorplan, an attached 2-car garage, a bright sunroom, and a stunning outdoor kitchen and patio area with breathtaking views of the pond, complete with a charming gazebo and deck—ideal for entertaining or unwinding in nature. One of the standout features is the expansive 3,500 sq ft detached garage. It includes multiple areas, radiant floor heating, a full bath, a large bar area, and a motorcoach garage with hookups—perfect for car enthusiasts, collectors, or anyone needing serious storage and workspace. There's also excellent potential to convert part of the space into a private in-law suite or apartment with its own entrance. A circular paved driveway and ample parking make the property ideal for hosting weddings, parties, events, or clients—seamlessly blending function with elegance. With room to store tools, equipment, and vehicles, the land supports countless uses, from farming to entertaining. Whether you’re looking for a peaceful retreat, a hobby farm, or a flexible property to launch your next chapter, this estate offers it all. Don’t miss your chance to own this one-of-a-kind property—be sure to check out the video tour of this peaceful and private haven!
Sold for $1,000,000
$1,000,000
41998 Pleasant Valley Ct, Hollywood, MD 20636
3beds
3,014sqft
Single Family Residence
Built in 2001
17.08 Acres Lot
$-- Zestimate®
$332/sqft
$2,886 Estimated rent
Home value
Not available
Estimated sales range
Not available
$2,886/mo
Zestimate® history
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List your homeWhat's special
Cozy gas fireplaceSerene landCircular paved drivewayOpen concept floor plan
Zillow last checked:
Listing updated:
Listed by:
Deanna Havenner 240-375-5578,
CENTURY 21 New Millennium
Bought with:
Monica Embrey, 0225084701
Samson Properties
Source: Bright MLS,MLS#: MDSM2023168
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 3
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Sun/Florida Room, Office, Bathroom 2, Primary Bathroom
Primary bedroom
- Level: Main
Bedroom 2
- Level: Main
Bedroom 3
- Level: Main
Primary bathroom
- Level: Main
Bathroom 2
- Level: Main
Dining room
- Level: Main
Family room
- Level: Main
Foyer
- Level: Main
Kitchen
- Level: Main
Living room
- Level: Main
Office
- Level: Main
Other
- Level: Main
Heating
- Heat Pump, Electric
Cooling
- Central Air, Heat Pump, Electric
Appliances
- Included: Microwave, Dishwasher, Dryer, Exhaust Fan, Ice Maker, Refrigerator, Washer, Double Oven, Cooktop, Water Heater
- Laundry: Main Level
Features
- Soaking Tub, Bathroom - Walk-In Shower, Ceiling Fan(s), Dining Area, Open Floorplan, Primary Bath(s)
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Gas/Propane
Interior area
- Total structure area: 3,014
- Total interior livable area: 3,014 sqft
- Finished area above ground: 3,014
- Finished area below ground: 0
Property
Parking
- Total spaces: 18
- Parking features: Garage Faces Front, Garage Door Opener, Inside Entrance, Oversized, Asphalt, Circular Driveway, Driveway, Paved, Attached, Detached, Off Street
- Attached garage spaces: 8
- Uncovered spaces: 10
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Patio & porch: Patio
- Exterior features: Flood Lights, Lighting, Water Fountains
- Pool features: None
- Has view: Yes
- View description: Pond, Trees/Woods
- Has water view: Yes
- Water view: Pond
Lot
- Size: 17.08 Acres
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 1906056350
- Zoning: RPD
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch/Rambler
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Permanent
Condition
- Excellent
- New construction: No
- Year built: 2001
Utilities & green energy
- Sewer: Private Septic Tank
- Water: Well
Community & HOA
Community
- Subdivision: Pleasant Valley Farmstd
HOA
- Has HOA: No
Location
- Region: Hollywood
Financial & listing details
- Price per square foot: $332/sqft
- Tax assessed value: $592,367
- Annual tax amount: $5,686
- Date on market: 4/3/2025
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 11/17/2025 | Sold | $1,000,000-9.1%$332/sqft |
Source:  Bright MLS #MDSM2023168 Report a problem | ||
| 9/7/2025 | Contingent | $1,100,000$365/sqft |
Source: Bright MLS #MDSM2023168 Report a problem | ||
| 5/1/2025 | Price change | $1,100,000-8.3%$365/sqft |
Source: Bright MLS #MDSM2023168 Report a problem | ||
| 4/3/2025 | Listed for sale | $1,200,000$398/sqft |
Source: Bright MLS #MDSM2023168 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,454 +13.5% | $623,600 +5.3% |
| 2024 | $5,686 +5.6% | $592,367 +5.6% |
| 2023 | $5,386 +5.9% | $561,133 +5.9% |
| 2022 | $5,086 +1.8% | $529,900 +1.8% |
| 2021 | $4,995 +1.9% | $520,400 +1.9% |
| 2020 | $4,904 +1.9% | $510,900 +1.9% |
| 2019 | $4,812 +1.1% | $501,400 +1.1% |
| 2018 | $4,758 +0.2% | $495,700 +1.2% |
| 2017 | $4,748 +109.1% | $490,000 +1.2% |
| 2016 | $2,271 | $484,300 +4% |
| 2015 | $2,271 | $465,567 +4.2% |
| 2014 | $2,271 | $446,833 +4.4% |
| 2013 | -- | $428,100 |
| 2012 | -- | $428,100 |
| 2011 | -- | $428,100 -22% |
| 2010 | -- | $548,930 +8.1% |
| 2009 | -- | $507,802 +8.8% |
| 2008 | -- | $466,676 +9.7% |
| 2007 | -- | $425,550 +6.8% |
| 2006 | -- | $398,450 +7.3% |
| 2005 | -- | $371,350 +7.9% |
| 2004 | -- | $344,250 +2.7% |
| 2003 | -- | $335,162 +2.8% |
| 2002 | -- | $326,076 +2.9% |
| 2001 | -- | $316,990 |
Find assessor info on the county website
Neighborhood: 20636
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Nearby schools
GreatSchools rating
- 5/10Oakville Elementary SchoolGrades: PK-5Distance: 3.6 mi
- 8/10Leonardtown Middle SchoolGrades: 6-8Distance: 5 mi
- 5/10Leonardtown High SchoolGrades: 9-12Distance: 5.3 mi
Schools provided by the listing agent
- District: St. Mary's County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Maryland
- Saint Marys County
- Hollywood
- 20636
- 41998 Pleasant Valley Ct
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