41998 Pleasant Valley Court, Hollywood, MD 20636 - Photo 1

1/1

$1,000,000

Sold
Closed
Single Family
3 Beds
2 Full Baths
3,014 Sq. Ft.
8 Car Garage

1/1

Property Description

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!

Full Property Details

Full Property Details for 41998 Pleasant Vly Ct

General

Sold For: $1,000,000
Taxes: $5,686 (2024)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDSM2023168
Added to Site: 289 day(s) ago

Interior

Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Sun/Florida Room, Office, Bathroom 2, Primary Bathroom
Interior Features: Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Ceiling Fan(s), Dining Area, Floor Plan - Open, Primary Bath(s)
Fireplace: Yes
Number of Fireplaces: 1
Fireplace(s): Gas/Propane, Gas/Propane
Appliances: Built-In Microwave, Dishwasher, Dryer - Front Loading, Exhaust Fan, Icemaker, Refrigerator, Washer - Front Loading, Oven - Double, Cooktop, Water Heater

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2
Main Floor Baths: 2
Main - Full Baths: 2
Primary Bathroom: Primary Bathroom, Main

Bedrooms

Total Bedrooms: 3
Bedrooms Main & Up: 3
Primary Bedroom: Primary Bedroom, Main
Bedroom 1: Bedroom 2, Main
Bedroom 2: Bedroom 3, Main

Other Rooms

Foyer/Entry: Foyer, Main
Living Room: Living Room, Main
Family Room: Family Room, Main
Kitchen: Kitchen, Main
Dining Room: Dining Room, Main
Office: Office, Main
Sun Room: Yes
Sun Room/Solarium: Sun/Florida Room, Main
Laundry: Main Floor

Exterior

Exterior Features: Outbuilding(s), Flood Lights, Exterior Lighting, Water Fountains
Porch/Patio/Deck: Patio(s)

Parking

Garage: Yes
Garage Spaces: 8
Total Spaces: 18
Parking Features: Asphalt Driveway, Circular Driveway, Paved Driveway, Paved Parking
Parking Type: Attached Garage, Detached Garage, Driveway, Off Street
Garage Description: Garage - Front Entry, Garage Door Opener, Inside Access, Oversized

Location

County: Saint Marys
Development Name: Pleasant Valley Farmstd
Subdivision: Pleasant Valley Farmstd
Driving Directions: Three Notch Rd, Turn right onto Clover Hill Rd, Turn right onto McIntosh Rd. 2.3 miles Turn left onto Pleasant Valley Ct. House is 0.3 miles on left

School Information

School District: St. Mary's County Public Schools

Heating & Cooling

Central air: Yes
Cooling Type: Central A/C, Heat Pump(s)
Cooling Fuel: Electric
Heating Type: Heat Pump - Electric BackUp
Heating Fuel: Electric
Water Heater: Oil

Utilities

Sewer: Private Septic Tank
Water: Well

Structural Information

Architectural Info: Ranch/Rambler
Architectural Style: Ranch/Rambler
Structure Type: Detached
Construction: Brick
Foundation: Permanent
Stories/Levels: 0
Stories Description: Main
Square Feet: 3,014
Sq. Ft. Source: Assessor
Living Area: 3,014 Sq. Ft.
Year Built: 2001
Year Built Source: Assessor
Property Condition: Excellent

Additional Structures

Other Structures: Gazebo, Shed, Wood/Metal Shed, Garage(s)

Lot Features

Property View: Pond, Trees/Woods
Lot Size (Acres): 17.08
Lot Size (Sq. Ft.): 744,005
Lot Size Source: Assessor
Zoning: RPD

Water Features

Water View: Yes

Financial Considerations

Price Per Sq. Ft.: $364.96
Assessment Year: 2024
County Tax: $5,686
County Tax Freq: Annually
Tax w/Assessment: $592,367
Tax Amount: $5,686
Tax Year: 2024
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 3014

Disclosures and Reports

Ownership: Fee Simple
Lot Number: 1

Listed by CENTURY 21 New Millennium, Deanna Havenner
Sold by Samson Properties, Monica N Embrey

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Listing agent

— 41998 Pleasant Vly Ct —

Deanna Havenner

CENTURY 21 New Millennium

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Schools

Schools serving 41998 Pleasant Vly Ct

School District:St. Marys County Public Schools

Name	Grades	Distance
Oakville Elementary School 26410 Three Notch Road, Mechanicsville, MD 20659	PK-5	3.7 mi
Leonardtown Middle School 24015 Point Lookout Road, Leonardtown, MD 20650	6-8	4.9 mi
Leonardtown High School 23995 Point Lookout Road, Leonardtown, MD 20650	9-12	5.3 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 41998 Pleasant Vly Ct

Date

Details

Price

Change

Source

11/17/2025

Sold

$1,000,000

-9.09%

MLS

4/30/2025

Price Reduced

$1,100,000

-8.33%

MLS

4/03/2025

Listed

$1,200,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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41998 Pleasant Valley Court, Hollywood, MD 20636 (MLS# MDSM2023168) is a Single Family property that was sold at $1,000,000 on November 17, 2025. Want to learn more about 41998 Pleasant Valley Court? Do you have questions about finding other Single Family real estate for sale in Hollywood? You can browse all Hollywood real estate or contact a Coldwell Banker agent to request more information.

41998 Pleasant Vly Ct Hollywood, MD 20636