Menu Close

44742 THREE COVES RD, HOLLYWOOD, MD 20636

4 Beds

6 Baths

5,029SqFt

Active

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

Property Details
Price $1,100,000
Bedrooms 4
Full Baths 6
Total Baths 6
Property Style Cape Cod
Lot Size Area Units Square Feet
Acres 3.44
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Detached
Stories 3
Features Ceiling Fan(s),Central Vacuum,Entry Level Bedroom,Stove - Wood
Exterior Features Outbuilding(s),Private Beach
Year Built 1979
Fireplaces 3
Subdivision NONE AVAILABLE
View Water,Trees/Woods,Scenic Vista,Panoramic,Creek/Stream
Waterfront Cuckold Creek
Heating Heat Pump(s),Zoned,Wood Burn Stove
Foundation Permanent
Accessibility 2+ Access Exits,32"+ wide Doors,36"+ wide Halls
Garage spaces 3
Geographic Data
Directions GPS
County SAINT MARYS
Latitude 38.35052
Longitude -76.52651
Address Information
Address 44742 THREE COVES RD, HOLLYWOOD, MD 20636
Postal Code 20636
City HOLLYWOOD
State MD
Country United States
Listing Information
Listing Office RE/MAX One
Listing Office Email mdavis@davispalumbo.com
Listing Agent Scott McInerney
Special listing conditions Standard
Ownership Fee Simple
Virtual Tour URL https://properties.envisiondmv.com/sites/rxompywl/unbranded
School Information
District ST. MARY'S COUNTY PUBLIC SCHOOLS
MLS Information
Days on market 5
MLS Status Active
Listing Date Aug 14, 2026
Listing Last Modified Aug 18, 2026
Tax ID 1906036953
Tax Year 2025
Tax Annual Amount 8691
MLS # MDSM2033124

Map View


Contact us about this listing

Your Name (required)

Your Email (required)

Subject (required)

Your Message (required)


Last updated: 2026-08-25T22:00:27.909396Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.