12355 Southhampton Dr | Image 1
New
Open House
12355 Southhampton Dr | Image 2
12355 Southhampton Dr | Image 3
12355 Southhampton Dr | Image 4
12355 Southhampton Dr | Image 5
12355 Southhampton Dr | Image 6
12355 Southhampton Dr | Image 7

$2,795,000

For Sale

9 hours ago

12355 Southhampton Dr, Bishopville, MD

House

MLS® MDWO2039008

5 Bed

6 Bath

4867 sqft

3 Parking

Open House
Sat Jun 27, 11:00 AM - 1:00 PM EDTSun Jun 28, 11:00 AM - 1:00 PM EDT
  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 4867 sqft
Garage Yes
Taxes $9,868
Days Active 0
Lot Size 1.14 Acres
Approx. Age 2002
Avg. Price Per Sqft $574
MLS® Number MDWO2039008

Property Address: 12355 Southhampton Dr, BISHOPVILLE, MD, 21813-1708

Average square foot calculated using Size range provided by listing agent.

Description

Welcome to 12355 Southampton Drive, the crown jewel of Lighthouse Sound, one of the Eastern Shore's most prestigious waterfront golf communities. This is a rare opportunity to own arguably the finest homesite in the neighborhood, where this extraordinary custom residence captures sweeping panoramic views of Assawoman Bay and the sparkling Ocean City skyline from nearly every rear-facing room. A dramatic two-story foyer with a graceful curved staircase sets the tone, drawing your eye straight through the soaring great room to the breathtaking water beyond. The two-story family room is anchored by a stunning natural stone fireplace with gas insert, creating an unforgettable gathering space framed by walls of glass. Designed for both everyday living and effortless entertaining, the chef's kitchen features gas cooking, granite countertops, a large center island, breakfast bar, sunny dining nook, walk-in pantry, and a fully equipped butler's pantry complete with wet bar and sink. Every space is thoughtfully connected to the expansive rear decks, ensuring the spectacular views are always part of the experience. The luxurious first-floor primary suite is a true private retreat, offering direct deck access, uninterrupted bay views, two professionally organized walk-in closets, and a spa-inspired bath with dual vanities, soaking tub, and oversized walk-in shower. A private study, spacious dining room, and main-level laundry complete the first floor. Upstairs, an impressive open landing overlooks the great room below and leads to four generously sized guest suites, each with private vanity and dressing areas and convenient en-suite bath access, providing exceptional comfort for family and guests alike. The outdoor living is every bit as remarkable as the interior. Nearly 1, 700 square feet of wraparound Trex decking spans the rear of the home across two levels, creating an unparalleled setting for morning coffee, sunset cocktails, entertaining under the stars, or relaxing around the fire pit while watching boats drift across the bay and the Ocean City skyline come alive each evening. During the summer, enjoy a front-row seat to the free fireworks display every Sunday evening, launched from Northside Park just across the bay, a spectacular tradition that can be enjoyed from the comfort of your own deck. Additional highlights include Brazilian cherry hardwood flooring throughout, an oversized three-bay garage with abundant storage for vehicles and water toys, recessed lighting, ceiling fans, and quality craftsmanship throughout. Residents of Lighthouse Sound enjoy championship golf, an elegant clubhouse, dining, and one of the most spectacular waterfront settings on Maryland's Eastern Shore. Luxury. Views. Lifestyle. Rare opportunity. This isn't simply a home, it's a front-row seat to one of the most breathtaking waterfront panoramas on the East Coast. Once you experience the views from 12355 Southampton Drive, everywhere else feels ordinary.
MLS® NumberMDWO2039008
Laundry LevelMain
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age2002
Basement
DrivewayBrick Driveway, Attached Garage
Garage Spaces
HeatHeat Pump(s), Electric
A/CCentral A/C, Electric

Extras

Rooms

Other:8 × 11 ft
Bedroom 2:12 × 16 ft
Living Room:19 × 27 ft
Other:12 × 14 ft
Other:14 × 27 ft
Bedroom 4:14 × 21 ft
Office:12 × 19 ft
Bedroom 3:14 × 20 ft
Laundry:9 × 11 ft
Dining Room:12 × 20 ft
Bedroom 5:12 × 16 ft
Kitchen:14 × 14 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Jun 25, 2026List Date
$2,795,000List Price
  • Commute

Commute

Starting Address
Destination Address
12355 Southhampton Dr, Bishopville, MD

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