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$989,000
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Property Description
Some properties are defined by the home, others by the land, and some by the water... 44742 Three Coves Road is one of those rare places where you truly get it ALL. Set on 3.4+ acres of flat and private land with 256 ft of deep-water frontage on a protected cove off Cuckold Creek, this custom brick estate offers over 5,800 sqft of living space, a 2-stall horse stable, multiple garages, and a private pier with electric and plumbing. Just minutes by boat to the Patuxent River, Chesapeake Bay, Solomons, and the surrounding area, this is Southern Maryland waterfront living at its best. Inside, a spacious foyer welcomes you before opening to the family room, where panoramic water views through the sunroom immediately steal your attention. Fireplaces on every level give this expansive home a special sense of warmth and character. The oversized kitchen was designed for real life with dual wall ovens, cooktop, indoor grill, spacious pantry, and seemingly endless counter and storage space. A bright breakfast nook is perfect for casual meals, while the nearby mudroom and full bath add rarely found functionality. Formal living and dining rooms provide plenty of space for hosting holidays and special gatherings. The main-level primary suite creates a private retreat with walk-in closets, full ensuite, and its own balcony overlooking the water. Upstairs, an additional gathering room connects the spacious bedrooms. A second primary suite features another walk-in closet and private ensuite, while the hall bath offers dual vanities for streamlined mornings. Notice all of the incredible storage rooms as you continue through the den before reaching the private in-law apartment above the garage (complete with its own bedroom, full bath, kitchen, and living space... perfect for extended family or guests). Downstairs, wide-open spaces are ready for entertaining, game nights, celebrations, or simply spreading out. A full bathroom, storage cellar, dedicated workshop, and additional storage complete the level, while the walkout leads directly to your patio and backyard. Outside is where this property truly becomes something special. Multiple decks and gathering spaces overlook the cove, including a "party platform" already wired for a hot tub. Follow the steps or path toward the shoreline to your private pier and small sandy area tucked along the water. Deep-water access allows you to keep most any boat right at home while enjoying the protection and tranquility of the cove. Spend your days lounging on the pier, tubing or waterskiing, cruising the Patuxent and Chesapeake, catching a sunset, or simply hopping in the boat and heading to dinner. Back on land, the 3.4+ acres are flat, private, and incredibly usable. The horse stable offers generous additional storage spaces, garages, workshop, large driveway, and flexible living spaces make this estate as functional as it is impressive. 44742 Three Coves Road isn't simply a waterfront home. It's a place for horses and boats, holidays and summer weekends, extended family and overnight guests, quiet mornings overlooking the cove, and long evenings spent on the water. This is your opportunity to create a truly one-of-a-kind Southern Maryland waterfront retreat. *Well maintained * Generator to convey
Full Property Details
Full Property Details for 44742 Three Coves Rd
General
- Price: $989,000
- Taxes: $8,691 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDSM2033124
- Updated: 9/17/2026
- Added to Site: 47 day(s) ago
Interior
- Interior Features: Ceiling Fan(s), Central Vacuum, Entry Level Bedroom, Stove - Wood
- Fireplace: Yes
- Number of Fireplaces: 3
- Appliances: Dishwasher, Dryer, Exhaust Fan, Icemaker, Refrigerator, Stove, Trash Compactor, Washer, Central Vacuum
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 6
- Upper Floor Baths: 2
- Upper - Full Baths: 2
- Main Floor Baths: 3
- Main - Full Baths: 3
- Lower Floor Baths: 1
- Lower - Full Baths: 1
Bedrooms
- Total Bedrooms: 4
- Bedrooms Upper: 3
- Bedrooms Main & Up: 1
Other Rooms
- Laundry: Has Laundry
Exterior
- Exterior Features: Outbuilding(s), Private Beach
- Porch/Patio/Deck: Deck(s)
Parking
- Garage: Yes
- Garage Spaces: 3
- Total Spaces: 13
- Parking Type: Attached Garage, Driveway
- Garage Description: Garage - Front Entry, Garage - Side Entry, Inside Access, Additional Storage Area
Location
- County: SAINT MARYS
- Driving Directions: GPS
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(s), Zoned, Wood Burn Stove
- Heating Fuel: Electric, Wood
- Water Heater: Electric
Utilities
- Sewer: On Site Septic
- Water: Private
Structural Information
- Architectural Style: Cape Cod
- Structure Type: Detached
- Construction: Brick
- Basement: Yes
- Basement Desc.: Fully Finished, Walkout Level
- Foundation: Permanent
- Stories Description: Lower 1, Main, Upper 1
- Square Feet: 5,828
- Sq. Ft. Source: Assessor
- Living Area: 5,029 Sq. Ft.
- Finished Above Grnd: 3,569 Sq. Ft.
- Finished Below Grnd: 1,460 Sq. Ft.
- Year Built: 1979
- Year Built Source: Assessor
Unit Information
Unit 1
- Bathrooms-Lower: 1
Additional Structures
- Other Structures: Barn/Stable
Lot Features
- Property View: Water, Trees/Woods, Scenic Vista, Panoramic, Creek/Stream
- Lot Size (Acres): 3.44
- Lot Size (Sq. Ft.): 149,846
- Lot Size Source: Assessor
- Zoning: RPD
Water Features
- Water Front: Yes
- Water View: Yes
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Swimming Allowed, Waterski/Wakeboard, Private Access, Private Beach, Personal Watercraft (PWC), Fishing Allowed, Canoe/Kayak, Boat - Powered
- Water Front Type: Creek/Stream
- Water Front Name: Cuckold Creek
- Dock/Slip Conveys: Yes
- Docks: 1
Financial Considerations
- Price Per Sq. Ft.: $277.11
- Assessment Year: 2026
- County Tax: $8,691
- County Tax Freq: Annually
- Tax w/Assessment: $922,567
- Tax Amount: $8,691
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 5029
Disclosures and Reports
- Ownership: Fee Simple
Listed by RE/MAX One, Scott P McInerney
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Schools
Schools serving 44742 Three Coves Rd
School District:St. Marys County Public Schools
| Name | Grades | Distance |
|---|---|---|
Hollywood Elementary School, Hollywood, MD 44345 Joy Chapel Road, Hollywood, MD 20636 | PK-5 | 1.2 mi |
Esperanza Middle School 22790 Maple Road, Lexington Park, MD 20653 | 6-8 | 4.5 mi |
Leonardtown High School 23995 Point Lookout Road, Leonardtown, MD 20650 | 9-12 | 7.2 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 44742 Three Coves Rd
Date
Details
Price
Change
Source
9/17/2026
Price Reduced
$989,000
-10.09%
MLS
8/14/2026
Listed
$1,100,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 44742 Three Coves Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,634
3%
$922,567
2%
2023
$8,372
—
$905,500
4%
2023
$8,372
—
$874,133
4%
2023
$8,372
7%
$842,767
4%
2022
$7,788
4%
$811,400
2%
2019
$7,522
-7%
$795,800
4%
2020
$8,103
—
$764,600
—
2019
$8,117
—
$764,600
—
2018
$8,098
-2%
$764,600
-1%
2017
$8,238
1%
$774,700
—
2016
$8,164
1%
$774,700
—
2015
$8,080
1%
$774,700
-2%
2014
$7,969
—
$792,900
—
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 44742 Three Coves Rd
44742 Three Coves Road, Hollywood, MD 20636 (MLS# MDSM2033124) is a Single Family property with 4 bedrooms and 6 full bathrooms. 44742 Three Coves Road is currently listed for $989,000 and was received on August 14, 2026. Want to learn more about 44742 Three Coves Road? 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.

