44742 Three Coves Road

Welcome to 44742 Three Coves Rd
A lovely 5800+ Sqft Brick Cape
A stunning waterfront estate
With 256 feet of waterfront
Nestled on over 3.4 acs
Showcasing a 2 stall horse barn with storage
Secluded in convenient Hollywood
Minutes to The Patuxent and Chesapeake
Pier with electric and plumbing
Already boat ready
Set on a deep water protected cove
Nestled on Cuckold Creek
With a garage apartment and full workshop
Beautifully built
Meticulously maintained
Welcome! Come on in!
Spacious Family Room
Spacious Family Room
Spacious Family Room
With stunning views
Panoramic sunroom
Large Kitchen
Large Kitchen
Large Kitchen
Large Kitchen
Large Kitchen
Large Kitchen
Convenient Mudroom
Full Bath off of the mudroom
Formal dining area
Formal dining area
Separate living room formerly used as an office
Separate living room formerly used as an office
Main level primary suite
With a private Waterview deck
Main level primary suite
Main level primary suite
Main level primary suite
Additional main level full bathroom
Upper level gathering room
Upper level gathering room
Upper level gathering room
Upper level primary suite
Upper level primary suite
Upper level primary suite
Upper level primary suite
Additional upper level full bathroom
Additional upper level full bathroom
Spacious bedrooms
Spacious bedrooms
Perfect den/storage space separating apartment
In Law Apartment Above Garage
In Law Apartment Above Garage
In Law Apartment Above Garage
In Law Apartment Above Garage
In Law Apartment Above Garage
In Law Apartment Above Garage
Finished Lower Level
Finished Lower Level
Finished Lower Level
Additional Storage
Lower Level full Bathroom
Lower Level Workshop
Covered Patio
Additional Decking, wired for a hot tub
Gallery Image 66
Large deck off of the main home
Tranquil views
"Party platform" overlooking the water
Let's head to the water
Stunning water frontage
Protected cove
Protected cove
Deep water
Space to relax or to store
Private path
Access to lower level workshop/garage
2 stall horse barn
Well maintained stalls
Incredible footprint
Rare brick contribution
Private waterfront
Private waterfront
Private waterfront
Private waterfront
Private waterfront
Private waterfront
Private waterfront
Welcome Home
Active
$1,100,000
4 beds5,029 sqft$219/sqft
44742 Three Coves Rd, Hollywood, MD 20636
Est: $6,315/moGet pre-approved
Single FamilyProperty Type
3.44 acresLot Size
1979Year Built
$219/sq ftPrice per sq ft
13 carsParking Spaces

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,...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
11 days on Market
  • Listed by: Scott P McInerney 443.370.7184 scottmac@patteemac.com • RE/MAX One
Last updated: 08/18/2026 02:42 PM • Source: BRIGHT, MLS#: MDSM2033124

Location

Listing Courtesy of RE/MAX One
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$6,315 per month

30 year fixed, 6.55% Interest

Principal and Interest

$5,591

Property Taxes

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Property Information for 44742 Three Coves Road

Property Details
  • Taxes: $8,691 / year
  • MLS Type: Residential / Fee Simple
  • County: St. Mary's County
  • Tax ID Number: 1906036953
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Cape Cod
  • Levels/Stories: 3
  • Waterfront: Yes
  • Waterfront Features: Boat/Launch Ramp - Private, Sandy Beach, Private Dock Site
  • Views: Water, Trees/Woods, Scenic Vista, Panoramic, Creek/Stream
  • Garage: Yes
  • Expected On Market Date: 08-15-2026
  • Subdivision: NONE AVAILABLE
  • Subdivision: NONE AVAILABLE (SAINT MARYS MD)
  • Total Parking Spaces: 13
  • Central Air: Yes
  • Basement: Yes
  • Above Grade Finished SQFT: 3,569.00
  • Above Grade Fin SQFT Source: Assessor
  • Below Grade Finished SQFT: 1,460.00
  • Below Grade Fin SQFT Source: Assessor
  • Below Grade Unfinished SQFT: 799.00
  • Below Grade Unfin SQFT Source: Assessor
  • Total Below Grade SQFT: 2,259.00
  • Total Below Grade SQFT Source: Assessor
  • New Construction: No
Building Information
  • Stories: 3
  • Year Built: 1979
  • Lot Size: 3.44 AC / 149,846 SF
Location
Location
  • In City Limits: No
  • School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138839208
  • SchoolDistrictSource: Listing Agent
  • County: SAINT MARYS
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Swimming Allowed, Waterski/Wakeboard, Private Access, Private Beach, Personal Watercraft (PWC), Fishing Allowed, Canoe/Kayak, Boat - Powered
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Water Body Name: Cuckold Creek
  • Water Body Type: Creek
  • Water Frontage In Feet: 256.0
  • Riparian Rights Y/N: Yes
  • Docks Count: 1
  • Dock Type and Features: Private, Pier (Perpendicular), Multiple Slip, Sun Deck
  • Dock/Slip Conveys Y/N: true
  • Dock/Slip Conveyance: Exclusive Use
  • Slips Count: 3
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $922,567
  • Year Assessed: 2026
  • County Tax: $8,691
  • Improvement Assessed Value: $545,100
  • Land Assessed Value: $411,600
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: RPD
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Full Main Level: 3
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
All Lower Levels
  • # Bathrooms All Lower Levels: 1
  • # Bathrooms Full All Lower Levels: 1
Lower Level 1
  • # Bathrooms Lower Level: 1
  • # Bathrooms Full Lower Level: 1
Rooms
  • Stories: Lower 1, Main, Upper 1
Building Info
Building Info
  • Total Finished SQFT: 5,029.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 5,029.00
  • Total SQFT: 5,828.00
  • Total SQFT Source: Assessor
  • Construction Materials: Brick
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8052/6098/0270/805260980270_512_384_WM_9sB3XmmsD1Or8hAD.jpg
  • Basement Type: Fully Finished, Walkout Level
  • Foundation Details: Permanent
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Full-Main Level-3, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Lower Level 1-1
  • # Bathrooms Full: 6
  • Other Structure: Barn/Stable
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 15001715
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 3
  • Driveway - # of Spaces: 10
  • Total Garage Spaces: 3
  • Garage Features: Garage - Front Entry, Garage - Side Entry, Inside Access, Additional Storage Area
Interior Features
Interior Features
  • Interior Features: Ceiling Fan(s), Central Vacuum, Entry Level Bedroom, Stove - Wood
  • Fireplace: Yes
  • Fireplaces Count: 3
  • Appliances: Dishwasher, Dryer, Exhaust Fan, Icemaker, Refrigerator, Stove, Trash Compactor, Washer, Central Vacuum
  • Accessibility Features: 2+ Access Exits, 32"+ wide Doors, 36"+ wide Halls
  • Laundry Type: Has Laundry
  • Virtual Tour URL Unbranded: https://properties.envisiondmv.com/sites/rxompywl/unbranded
Exterior Features
Exterior Features
  • Exterior Features: Outbuilding(s), Private Beach
  • Outdoor Living Structures: Deck(s)
  • Pool: No Pool
Utilities
Utilities
  • Heating: 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
  • Hot Water: Electric
  • Water Source: Private
  • Sewer Septic: On Site Septic
Confidential Data
Listing Office
  • List Agent AOR: Southern Maryland Association of REALTORS
  • List Agent URL: patteemac.com

Property History for 44742 Three Coves Road

DateEvent & SourcePriceAppreciation
Aug 14, 2026

Listed (Active)

BRIGHT #MDSM2033124

$1,100,000—
DateEvent & SourcePrice
08/14/2026

Listed (Active)

BRIGHT #MDSM2033124

$1,100,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 44742 Three Coves Road

Taxable ValueLand-Additions-Total-
Tax Record2025$8,634 ($720 / month)
Home Facts
Beds0Baths5Total Finished SqFt5,029 SqFtAbove Grade Finished SqFt3,569 SqFtFinished Basement SqFt1,460 SqFtStories2Lot Size149,846 SqFtStyleSingle Family ResidenceYear Built1979Year Renovated1979ZoningRPDCountyST. MARY'SAPN06-036953

Schools near 44742 Three Coves Road

This home is within St. Mary's County Public Schools.
Rating
School
Type
Grades
Distance
Hollywood Elementary School
Public - PK to 5
Esperanza Middle School
Public - 6 to 8
Leonardtown High School
Public - 9 to 12
Dr. James A. Forrest Career And Technology Center
Public - 9 to 12
Rating
School
Distance
Hollywood Elementary School
PublicPK to 5

Esperanza Middle School
Public6 to 8

Leonardtown High School
Public9 to 12

Dr. James A. Forrest Career And Technology Center
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 44742 Three Coves Road, Hollywood, MD 20636

44742 Three Coves Road is a single family home for sale in Hollywood, MD 20636. This property was listed for sale on August 14, 2026 by RE/MAX One, it's currently listed at $1,100,000. This listing's school district is St. Mary's County Public Schools. Nearby schools include Hollywood Elementary School, Esperanza Middle School and Leonardtown High School. 44742 Three Coves Road is a 4-bed, 6-bath, 5,029 sqft single family home built in 1979.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of RE/MAX One

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 08/18/2026 02:42 PM