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5711 Waterside Drive

BERLIN, MD 21811

6 beds
6 baths
6,312 sqft
~6 acre lot
$649 per sqft
1998 build

A Rare Opportunity to Own an Exceptional Waterfront Estate. Nestled in the prestigious South Point Farms community, this breathtaking 6.39-acre waterfront estate presents a once-in-a-lifetime opportunity to experience unparalleled luxury, privacy, and natural beauty. With its peninsula-style bayfront setting and an expansive 700 feet of direct waterfront, this property offers a truly unique waterfront lifestyle—one where history, tranquility, and modern conveniences converge to create the ultimate coastal retreat. Designed for effortless indoor-outdoor living, the estate features a magnificent main residence, a spacious guest house, and an oversized detached garage/work-shop, all perfectly positioned to capture sweeping, unobstructed views of the bay. Whether you're drawn to the peaceful serenity of a quiet morning by the water or the thrill of high-speed boating adventures, this property offers the best of all worlds. -- THE MAIN HOME, spanning an impressive 4,165 square feet, is a masterpiece of thoughtful design and elegant craftsmanship. Nearly every room is graced with panoramic water views, allowing you to fully immerse yourself in the beauty of the bay. The home features: Four spacious bedrooms and four and a half baths. A grand great room with soaring ceilings and a traditional fireplace. A professional chef’s kitchen. Two dedicated home offices. A sitting room and dining area that seamlessly blend comfort with sophistication An attached bay-facing garage, ideal for water toys and gear Multiple IPE Brazilian hardwood decks, perfect for soaking in the waterfront ambiance. A newly installed roof on both the main and guest houses. -- THE GUEST HOUSE: Just steps from the main house, a 1,619-square-foot guest house offers an additional retreat for family and friends. Featuring two bedrooms, a full bath with a sauna, a vaulted wood ceiling family room with a fireplace, and a professional-grade kitchen with a breakfast bar, this space is ideal for hosting guests in comfort and style. Overlooking the shimmering 50’ x 24’ bay-facing in-ground pool, the guest house serves as a private sanctuary & guest oasis. Unwind in the fully-conditioned Guest House garage & game room, complete with pool table and more. UNMATCHED OUTDOOR AMENITIES: For those who love life on the water, this estate is a dream come true. A 250-foot pier/dock provides ample space for mooring boats (with a lift) offering quick access to the bay. Over 700 feet of newly installed rip-rap along the shoreline ensures years of worry free waterfront living. ADDITIONAL OUTDOOR HIGHLIGHTS: A large spa-inspired outdoor pool-side full-bath, perfect for rinsing off after a day on the water Beautifully landscaped grounds featuring a half-acre pond A spacious IPE wood deck ideal for crab feasts and alfresco dining A circular driveway providing a grand entrance to the estate THE BEST OF ALL WORLDS: Serenity, Convenience, and Adventure While this estate offers a private, peaceful escape, it is also ideally situated near some of the Eastern Shore’s most beloved destinations. Just minutes away, Assateague Island National Seashore awaits with its pristine beaches, wild ponies, and breathtaking coastal scenery, offering a nature lover’s paradise. The historic charm of Downtown Berlin, named America’s Coolest Small Town, is also close by, featuring boutique shopping, fine dining, and vibrant cultural events. For those seeking excitement, the bustling beaches and boardwalk of Ocean City are just a short drive away, providing endless entertainment, renowned restaurants, and world-class golf courses. A LEGACY OF COASTAL LUXURY: This estate is more than just a home—it is a rare and extraordinary opportunity to own a tasteful waterfront retreat that will never be matched. Whether you're looking for a luxurious year-round residence or a private coastal getaway, this exceptional property promises a lifetime of opportunity and enjoyment.

Listing courtesy of BRIGHT / Keller Williams Realty Delmarva

Last checked: Checking… • Last updated Apr 3, 2025 •

MLS# MDWO2029066 —

The Building

Year Built:

1998
Year Built Source:

Assessor
Year Major Reno/Remodel:

2011
Roof:

Architectural Shingle
New Construction:

No
Construction Materials:

Frame
Builder Name:

M&O Builders 2009 2011 Remodel And Guest Home
Building Name:

None Available
Structure Type:

Detached
Architectural Style:

Contemporary, Art Deco, Coastal
Levels:

2.5
Main Entrance:

North
Accessibility Features:

None
Foundation Details:

Concrete Perimeter, Crawl Space
Basement:

No
Total SqFt Source:

Assessor
Total Below Grade SqFt Source:

Assessor
Above Grade Finished Area Units:

Square Feet
Above Grade Finished SqFt:

6312
Above Grade Finished SqFt Source:

Assessor
Below Grade Finished Area Units:

Square Feet
Below Grade Unfinished Area Units:

Square Feet
Below Grade Finished SqFt Source:

Assessor
Below Grade Unfinished SqFt Source:

Assessor

Interior

Interior Features:

2nd Kitchen, Ceiling Fan(s), Kitchen - Gourmet, Kitchen - Island, Primary Bath(s), Primary Bedroom - Bay Front, Upgraded Countertops, Water Treat System, Wet/Dry Bar, Wood Floors, Stove - Wood, Sauna
Flooring Type:

Hardwood
Fireplace:

Yes
Fireplaces:

4
Fireplace Features:

Gas/Propane, Stone, Wood
Living Area SqFt Source:

Assessor

Room Dimensions

Total SqFt:

6312
Living Area SqFt:

6,312 Sqft

Financial & Terms

Sale Type:

Standard
Possession:

Settlement
Lease Considered:

No

Location

Directions:

From Rt 50 take Rt 611/Stephen Decatur Hwy towards Assateague Island. Slight right onto S Point Rd. Turn right onto Waterside Dr. 5711 Waterside Dr is on your left.
Latitude:

38.21335000
Longitude:

-75.19684000
Location Type:

Bayfront

The Property

Property Type:

Residential
Lot Size Units:

Square Feet
Lot Size Acres:

6.39
Lot Size Source:

Assessor
Lot Size Dimensions:

0.00 x 0.00
Lot Dimensions Source:

Assessor
Lot Features:

Cleared, Cul-de-sac, Front Yard, Landscaping, Pond, Poolside, Premium, Private, Rear Yard
Lot SqFt:

278,348 Sqft
Inclusions:

See Inventory Addendum
Exclusions:

See Inventory Addendum
Federal Flood Zone:

AE
Zoning:

R
View:

Bay, Other, Panoramic, Pond, Scenic Vista, Water
In City Limits:

No
Outdoor Living Structures:

Deck(s), Balconies- Multiple, Patio(s), Porch(es), Screened
Other Structures:

Above Grade, Below Grade
Waterview:

Yes
Waterfront:

Yes
Waterfront Features:

Rip-Rap, Sandy Beach
Water Oriented:

Yes
Water Access:

Yes
Water Access Features:

Fishing Allowed, Boat - Powered
Water Body Name:

Chincoteague Bay, Sinepuxent Bay, Newport Bay
Water Body Type:

Bay
Navigable Water:

Yes
Water Frontage In Feet:

700
Tidal Water:

Yes
Ground Rent Exists:

No

Listing Agent

Contact info:

Taxes

Tax ID Number:

2410324432
Tax Year:

2024
Tax Annual Amount:

$13,929
Total Taxes Payment Frequency:

Annually

Beds

Bedrooms:

6
Bedrooms Main Level:

2
Upper Level Bedrooms:

4
Upper Level 1 Bedrooms:

2
Bedrooms Upper Level:

2

Baths

Total Baths:

6
Full Baths:

5
Half Baths:

1
Main Level Baths:

3.00
Main Level Full Baths:

2
Main Level Half Baths:

1
Upper Level Full Baths:

3
Upper Level Total Baths:

3
Upper Level Total Baths:

1.00
Upper Level 2 Total Baths:

2.00
Upper Level Full Baths:

1
Upper Level 2 Full Baths:

2

The Listing

Virtual Tour

Heating & Cooling

Cooling Type:

Central A/C
Central Air:

Yes
Cooling Fuel:

Electric, Geothermal
Heating:

Yes
Heating Type:

Forced Air
Heating Fuel:

Electric, Geo-thermal

Utilities

Sewer/Septic:

Private Septic Tank
Hot Water:

Electric
Water Source:

Private/Community Water
Internet Services:

Cable

Appliances

Appliances:

Dishwasher, Dryer, Exhaust Fan, Oven - Double, Oven/Range - Electric, Range Hood, Refrigerator, Freezer, Stainless Steel Appliances, Washer
Laundry Type:

Dryer In Unit, Washer In Unit

Schools

School District Name:

Worcester County Public Schools
School District Source:

Listing Agent

The Community

Subdivision Name:

South Point Farms
Senior Community:

No
Exterior Features:

Extensive Hardscape, Hot Tub, Outbuilding(s), Exterior Lighting, Lawn Sprinkler, Outside Shower, Private Beach, Other
Pool:

Yes - Personal
Pool Features:

In Ground
Docks:

1
Dock Type And Features:

Hoist/Lift Electric, Private
Dock/Slip Conveyance:

Yes
Dock/Slip Conveyance:

Deeded
Slips:

1
HOA:

No
Condo/Coop Association:

No

Parking

Total Garage and Parking Spaces:

14
Garage:

Yes
Garage Features:

Additional Storage Area, Garage Door Opener, Garage - Front Entry, Garage - Rear Entry, Inside Access, Oversized
Garage Spaces:

8.00
Type of Parking:

Attached Garage, Detached Garage, Driveway, Off Street
Parking Features:

Circular Driveway, Paved Driveway, Private
# of Attached Garage Spaces:

2
# of Detached Garage Spaces:

6
Driveway - # of Spaces:

6

Extra Units

Vacation Rental:

No

Monthly cost estimate

Asking price

$4,100,000

Expense	Monthly cost
Mortgage	$21,954
Taxes	$1,160
Insurance	$1,127
Utilities	$384 See report
Total	$24,625/mo.^*
	^*This is an estimate

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From

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Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
3/3/25 Mar 3, 2025	Listed / Active	BRIGHT	$4,100,000

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This house located in MD 21811 is currently for sale for $4,100,000. 5711 Waterside Drive is a 6,312 square foot house with 6 beds and 6 baths. This house is in the attendance area of Stephen Decatur Middle School, Ocean City Elementary School, Berlin Intermediate School, and Stephen Decatur High School.

Listing Courtesy of: BRIGHT and Keller Williams Realty Delmarva.

The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. BRIGHT MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller.