12355 Southhampton Dr, Bishopville, MD 21813 | For Sale

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For Sale $2,795,000 ($574.28 per Sq Ft)

$2,795,000 ($574.28 per Sq Ft)
  • (0)
  • 5 Bedrooms
  • 6 Bathrooms
  • 4,867 Sq Ft
  • 49,658 Sq Ft

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.

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Amenities

Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt

Upcoming Open House

Sunday July 12th, 2026
from 12:00 pm - 2:00 pm

View Event

Income

Rental Units


The income description goes here to explain

Expenses

Property Details

List Price $2,795,000
Property Type Single Family Homes
Usable Sqft 4,867
Number of Stories 0 stories
Parking Spots 3 spots
Year Built 2002
Last Sold Unknown
Sold Price Unknown
HOA Fees: $1017.00
Association Name: Unknown
Association Amenities: Club House,Golf Course, Snow Removal
APN # 2405020417
MLS # MDWO2039008
Property ID 322960930
Lot Sqft 49,658
Zoning R-1
Days on Market 16
Original List Price Unknown
Applicances Dryer,Washer,Dishwasher,Exhaust Fan,Disposal,Microwave,Refrigerator,Cooktop,Oven - Wall,Oven - Double%
Date Updated July 09, 2026
Date Created June 24, 2026

Listing Provided By

Ann Buxbaum an agent of . Lic #615781


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Data last updated: July 10, 2026.
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