Date
Details
Price
Change
Source
4/17/2026
Listed
$693,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/32
$693,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/32
Property Description
Nestled on 29.5 acres of serene, wooded privacy, this exceptional estate offers a rare blend of character, modern updates, and endless potential. Inside the 2,700+ sq ft home, you're welcomed by distinctive features like a striking cedar beam and dual staircases that add warmth and architectural charm. The spacious kitchen is a standout, featuring granite countertops, stainless steel appliances, tile flooring, and abundant cabinetry-perfect for both everyday living and entertaining. The home offers generously sized bedrooms, an updated guest bath, and a luxurious owner's suite complete with a walk-in closet and a beautifully renovated en-suite with floor-to-ceiling tile and a walk-in shower. The main level provides multiple gathering spaces, including a formal dining room, a large family room, and a unique all-season room filled with natural light. The finished basement expands your living space with a cozy wood stove, three additional bedrooms, and a fully updated bathroom-ideal for guests or flexible living needs. Outside, two open field areas offer endless opportunities for recreation, gardening, or even horses, while the detached workshop with its own 200-amp service is perfect for hobbies, storage, or projects. With major updates including a newer roof, HVAC system, well pump, and hot water heater, this home offers peace of mind along with its natural beauty-all just minutes from shopping, dining, and Pax River.
Full Property Details
Full Property Details for 43063 Hugh Dr
General
- Price: $693,000
- Taxes: $3,552 (2024)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDSM2030596
- Updated: 6/1/2026
- Added to Site: 46 day(s) ago
Interior
- Rooms/Areas: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Sun/Florida Room, Recreation Room, Utility Room, Bathroom 2, Bathroom 3, Primary Bathroom
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Mantel(s), Non-Functioning
- Flooring: Carpet, Tile/Brick, Concrete, Hardwood, Laminated
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Main Floor Baths: 2
- Main - Full Baths: 2
- Lower Floor Baths: 1
- Lower - Full Baths: 1
Bedrooms
- Total Bedrooms: 5
- Bedrooms Lower: 3
- Bedrooms Main & Up: 2
Exterior
- Exterior Features: Flood Lights, Satellite Dish
- Porch/Patio/Deck: Patio(s)
Parking
- Carport Spaces: 1
- Total Spaces: 1
- Parking Type: Detached Carport, Parking Lot
Location
- County: SAINT MARYS
- Subdivision: WINTERSEAT
- Driving Directions: Turn left onto MD-5 S. Continue onto MD-235 S. Pass by Papa Johns Pizza (on the right in 7 mi). Make a U-turn at Median Crossing. Turn right onto Hugh Dr.
- Direction Faces: East
School Information
- School District: St. Mary's County Public Schools
- Elementary School: Captain Walter Francis Duke
- Middle School: Leonardtown
- High School: Leonardtown
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Central, Humidifier, Wood Burn Stove
- Heating Fuel: Oil, Wood
- Water Heater: 60+ Gallon Tank
Utilities
- Sewer: Private Septic Tank
- Water: Private, Well
Structural Information
- Architectural Style: Split Foyer
- Structure Type: Detached
- Construction: Brick Front, Vinyl Siding
- Basement: Yes
- Basement Entrance: Yes
- Basement Desc.: Outside Entrance, Fully Finished
- Foundation: Concrete Perimeter
- Roof: Architectural Shingle
- Walls/Ceilings: Dry Wall
- Stories Description: Lower 1, Main
- Square Feet: 2,728
- Sq. Ft. Source: Assessor
- Living Area: 2,728 Sq. Ft.
- Finished Above Grnd: 1,728 Sq. Ft.
- Finished Below Grnd: 1,000 Sq. Ft.
- Year Built: 1976
- Year Built Source: Assessor
Unit Information
Unit 1
- Bathrooms-Lower: 1
- Bedrooms-Lower: 3
Additional Structures
- Other Structures: Shed
Lot Features
- Lot Size (Acres): 29.47
- Lot Size (Sq. Ft.): 1,283,670
- Lot Size Source: Assessor
- Zoning: RPD
Financial Considerations
- Price Per Sq. Ft.: $401.04
- Assessment Year: 2024
- County Tax: $3,552
- County Tax Freq: Annually
- Tax w/Assessment: $370,100
- Tax Amount: $3,552
- Tax Year: 2024
- Tax Total Finished Sq. Ft.: 2728
Disclosures and Reports
- Ownership: Fee Simple
Listed by The Southside Group Real Estate, William Rabbitt
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 43063 Hugh Dr —
William Rabbitt
The Southside Group Real Estate
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 43063 Hugh Dr
School District:St. Marys County Public Schools
| Name | Grades | Distance |
|---|---|---|
Captain Walter Francis Duke Elementary 23595 Hayden Farm Lane, Leonardtown, MD 20650 | PK-5 | 4.7 mi |
Leonardtown Middle School 24015 Point Lookout Road, Leonardtown, MD 20650 | 6-8 | 6.6 mi |
Leonardtown High School 23995 Point Lookout Road, Leonardtown, MD 20650 | 9-12 | 6.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 43063 Hugh Dr
Tax History
Tax History for 43063 Hugh Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,126
8%
$393,400
6%
2023
$3,815
—
$370,100
7%
2023
$3,815
23%
$346,800
7%
2022
$3,105
1%
$323,500
1%
2019
$3,073
-11%
$319,800
1%
2021
$3,448
1%
$316,100
1%
2020
$3,407
—
$312,400
—
2019
$3,406
1%
$312,400
—
2018
$3,387
-2%
$312,400
-1%
2017
$3,439
1%
$316,100
—
2016
$3,402
3%
$316,100
—
2015
$3,297
-7%
$316,100
-4%
2014
$3,551
—
$329,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 43063 Hugh Dr
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 6 days ago
- 4Beds
- 3Total Baths
- 2,878Sq. Ft.
- Single Family
- Active
- 3Beds
- 2Total Baths
- 2,036Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Townhouse
- Active
- Updated 1 day ago
- 4Beds
- 4Total Baths
- 2,197Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 5Total Baths
- 4,509Sq. Ft.
- Townhouse
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 1,628Sq. Ft.
- Single Family
- Active
- Updated 8 hours ago
- 3Beds
- 2Total Baths
- 1,144Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Townhouse
- Active
- Updated 6 days ago
- 3Beds
- 4Total Baths
- 2,792Sq. Ft.
- Townhouse
- Active
- Updated 5 hours ago
- 3Beds
- 4Total Baths
- 2,772Sq. Ft.
- Townhouse
- Active
- Updated 4 hours ago
- 3Beds
- 3Total Baths
- 1,160Sq. Ft.
- Townhouse
- Active
- Updated 3 days ago
- 3Beds
- 4Total Baths
- 2,148Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
43063 Hugh Drive, Hollywood, MD 20636 (MLS# MDSM2030596) is a Single Family property with 5 bedrooms and 3 full bathrooms. 43063 Hugh Drive is currently listed for $693,000 and was received on April 17, 2026. Want to learn more about 43063 Hugh Drive? 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.