Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$689,900

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2,728 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
Welcome to this extraordinary 29.5-acre wooded estate offering the perfect blend of craftsmanship, updates, and endless possibilities. Step inside the 2,700+ sq ft home and immediately admire the fine details, including the striking cedar beam accent and dual stairways that set the tone for its timeless character. At the heart of the home, the expansive kitchen impresses with sleek tile flooring, granite countertops, stainless steel appliances, and abundant cabinetry and counter space-a true chef's dream. You'll find an exquisitely updated guest bath, generously sized bedrooms, and a large owner's suite complete with a walk-in closet and a spa-like en-suite showcasing floor-to-ceiling tile and a walk-in shower. The main level offers plenty of room to gather, with a large dining room, spacious family room, and a one-of-a-kind all-season room. The finished basement adds even more versatility with a cozy wood stove, three additional bedrooms, and a fully updated bathroom. Outdoors, enjoy two open field areas ideal for recreation, gardening, or even horses. A detached enclosed workshop with a separate 200-amp service provides the perfect space for hobbies or extra storage. Wildlife watching, gardening, or simply relaxing-this property invites you to live your dream lifestyle. Practical updates include a newer roof, A/C, furnace, well pump, and hot water heater for peace of mind. All of this just minutes from shopping, dining, Pax River, and more!

Full Property Details for 43063 Hugh Dr

General

  • Price: $689,900
  • Taxes: $3,552 (2024)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDSM2027546
  • Updated: 12/26/2025
  • Added to Site: 102 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.: $399.25
  • 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

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 43063 Hugh Dr —

  • William Rabbitt

    The Southside Group Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 43063 Hugh Dr

School District:St. Marys County Public Schools
NameGradesDistance
Captain Walter Francis Duke Elementary
23595 Hayden Farm Lane, Leonardtown, MD 20650
PK-54.7 mi
Leonardtown Middle School
24015 Point Lookout Road, Leonardtown, MD 20650
6-86.6 mi
Leonardtown High School
23995 Point Lookout Road, Leonardtown, MD 20650
9-126.9 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 43063 Hugh Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/26/2025
Price Reduced
$689,900
-1.43%
MLS
10/07/2025
Listed
$699,900
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 43063 Hugh Dr

Year
Property Taxes
Change
Tax Assessment
Change
2023
$3,815
—
$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
—
View All
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 for 43063 Hugh Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by The Southside Group Real Estate, William Rabbitt

Similar Properties near 43063 Hugh Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

21345 Fairwood Ct, Leonardtown, MD 20650 - Photo 1
$699,900
Open House

21345 Fairwood Ct  Leonardtown, MD 20650

  • Single Family
  • Active
  • 5
    Beds
  • 4
    Total Baths
  • 4,912
    Sq. Ft.
Listed by RE/MAX One, Deanna Rothstein
8540 Perch Ct, Lusby, MD 20657 - Photo 1
$695,000

8540 Perch Ct  Lusby, MD 20657

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 2,976
    Sq. Ft.
Listed by Samson Properties, Pamela Ann Lockley

Just Listed near 43063 Hugh Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

23311 Sugar Maple Ct, California, MD 20619 - Photo 1 Just Listed
$179,900

23311 Sugar Maple Ct  #4B (816)  California, MD 20619

  • Condo
  • Active
  • Updated 2 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 759
    Sq. Ft.
Listed by CENTURY 21 New Millennium, Jan N Barnes
22976 Sycamore Hollow Dr, California, MD 20619 - Photo 1 Just Listed
$365,000
Open House

22976 Sycamore Hollow Dr  California, MD 20619

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,290
    Sq. Ft.
Listed by O'Brien Realty ERA Powered, Terri Lynn Hamrick
13896 Victory Ln, Solomons, MD 20688 - Photo 1 Just Listed
$599,900

13896 Victory Ln  Solomons, MD 20688

  • Single Family
  • Active
  • Updated 17 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 3,720
    Sq. Ft.
Listed by EXP Realty, LLC, Tracy Odell and EXP Realty, LLC, Tina Marie Biggs
11752 Sidewinder Ln, Lusby, MD 20657 - Photo 1 Just Listed
$330,000

11752 Sidewinder Ln  Lusby, MD 20657

  • Single Family
  • Active
  • Updated 14 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,060
    Sq. Ft.
Listed by SSG Real Estate LLC., Avi Y Ron

Price Reduced near 43063 Hugh Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

43913 Eucalyptus Way, California, MD 20619 - Photo 1 Price Reduced
-$10,100 (-2.38%)
$414,900
Open House

43913 Eucalyptus Way  California, MD 20619

  • Townhouse
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,240
    Sq. Ft.
Listed by RE/MAX Realty Group, Robin D Cavallaro
44140 Outrigger Wy, California, MD 20619 - Photo 1 Price Reduced
-$8,600 (-2.79%)
$299,900

44140 Outrigger Wy  California, MD 20619

  • Townhouse
  • Active
  • Updated 4 days ago
  • 1
    Bed
  • 2
    Total Baths
  • 1,645
    Sq. Ft.
Listed by CENTURY 21 New Millennium, Connie J. Gunn
44180 Cross Bow Ln, California, MD 20619 - Photo 1 Price Reduced
-$10,000 (-1.67%)
$589,000

44180 Cross Bow Ln  California, MD 20619

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,495
    Sq. Ft.
Listed by CENTURY 21 New Millennium, Cynthia J Ballard
44087 Granite Way, California, MD 20619 - Photo 1 Price Reduced
-$24,900 (-6.23%)
$375,000

44087 Granite Way  California, MD 20619

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 3,566
    Sq. Ft.
Listed by CENTURY 21 New Millennium, Cristina L Curtis

Recent Sales near 43063 Hugh Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

24415 Fwd Dr, Hollywood, MD 20636 - Photo 1 Sold
$699,000

24415 Fwd Dr  Hollywood, MD 20636

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 4,546
    Sq. Ft.
Listed by EXP Realty, LLC, Sarah M. Mulford-Martin
Sold by EXP Realty, LLC, Dennis P Brady Jr.
43478 Greg St, Hollywood, MD 20636 - Photo 1 Sold
$680,000

43478 Greg St  Hollywood, MD 20636

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 5,048
    Sq. Ft.
Listed by EXP Realty, LLC, Sarah M. Mulford-Martin
Sold by RE/MAX Realty Group, Kimberly Scott
24334 Daphne Dr, Hollywood, MD 20636 - Photo 1 Sold
$620,000

24334 Daphne Dr  Hollywood, MD 20636

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,605
    Sq. Ft.
Listed by EXP Realty, LLC, Sarah M. Mulford-Martin
Sold by O'Brien Realty ERA Powered, Frances J Kleponis
41950 Clover Hill Ct, Hollywood, MD 20636 - Photo 1 Sold
$650,000

41950 Clover Hill Ct  Hollywood, MD 20636

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 4,283
    Sq. Ft.
Listed by EXP Realty, LLC, Trish Brow
Sold by CENTURY 21 New Millennium, Mark A Frisco Jr.

43063 Hugh Drive, Hollywood, MD 20636 (MLS# MDSM2027546) is a Single Family property with 5 bedrooms and 3 full bathrooms. 43063 Hugh Drive is currently listed for $689,900 and was received on October 07, 2025. 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.

Tour this property